cirsimaritin profile

cirsimaritin: has antagonist or partial agonist activity on benzodiazepine receptors [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

cirsimaritin : A dimethoxyflavone that is flavone substituted by methoxy groups at positions 6 and 7 and hydroxy groups at positions 5 and 4' respectively. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

ID Source	ID
PubMed CID	188323
CHEMBL ID	348436
CHEBI ID	81337
SCHEMBL ID	1663486
MeSH ID	M0050025

Synonym
4',5-dihydroxy-6,7-dimethoxyflavone
5-hydroxy-2-(4-hydroxy-phenyl)-6,7-dimethoxy-chromen-4-one
cid_188323
5-hydroxy-2-(4-hydroxyphenyl)-6,7-dimethoxy-4h-chromen-4-one
5,4''-dihydroxy-6,7-dimethoxyflavone
bdbm50049394
ACON1_000850
smr000440660
MLS000876998
MEGXP0_000498
NCGC00169297-01
7-methylcapillarisin
cirsimaritin
CHEMBL348436 ,
cirsimartin
chebi:81337 ,
BRD-K58305393-001-01-2
scrophulein
6601-62-3
C17785
LMPK12111163
5-hydroxy-2-(4-hydroxyphenyl)-6,7-dimethoxychromen-4-one
4',5-dihydroxy-6,7-dimethoxy-flavone
f59vj7ux6b ,
4h-1-benzopyran-4-one, 5-hydroxy-2-(4-hydroxyphenyl)-6,7-dimethoxy-
skrofulein
HMS2271M05
5-hydroxy-2-(4-hydroxyphenyl)-6,7-dimethoxy-chromen-4-one
pubchem sid: 26725076
unii-f59vj7ux6b
SCHEMBL1663486
5-hydroxy-2-(4-hydroxyphenyl)-6,7-dimethoxy-4h-1-benzopyran-4-one
flavone, 4',5-dihydroxy-6,7-dimethoxy-
ZIIAJIWLQUVGHB-UHFFFAOYSA-N
6,7-dimethoxyscutellarein
5-hydroxy-2-(4-hydroxyphenyl)-6,7-dimethoxy-4h-chromen-4-one #
6-methoxygenkwanin
DTXSID00216220 ,
cirsimaritin, >=90% (lc/ms-elsd)
AKOS030556306
skrofulein;scrophulein;5-hydroxy-2-(4-hydroxyphenyl)-6,7-dimethoxychromen-4-one
BCP28927
Q27155276
CS-0067284
HY-N6648
(5,4'-dihydroxy-6,7-dimethoxyflavone)
MS-24601
cirsumaritin
circimaritin
scutellarein 6,7-dimethyl ether
cirsitakaogenin
E80636
dtxcid00138711

Excerpt	Reference	Relevance
"Cirsimaritin is a dimethoxy flavon that has different biological activities such as antiproliferative, antimicrobial, and antioxidant activities. "	( The Emerging Importance of Cirsimaritin in Type 2 Diabetes Treatment. AbuDalo, R; Al-Hashimi, N; Alqudah, A; Alqudah, M; Alshaikh, HA; Athamneh, RY; Gammoh, O; Oqal, M; Qnais, E, 2023)	2.65
"Cirsimaritin is a dimethoxy flavone, which is present in "	( Cirsimaritin, a lung squamous carcinoma cells (NCIH-520) proliferation inhibitor. Hussain, Y; Kumari, P; Meena, A; Pathak, G; Raza, W; Singh, S, 2021)	3.51
"Cirsimaritin is an active flavone with methoxy groups, which is isolated from the branches of Lithocarpus dealbatus."	( Melanogenesis-inducing effect of cirsimaritin through increases in microphthalmia-associated transcription factor and tyrosinase expression. Cha, BY; Dong, Y; Kim, HJ; Kim, IS; Kim, JS; Lee, IS; Woo, JT, 2015)	1.42

Excerpt	Reference	Relevance
"The cirsimaritin-mediated increase of tyrosinase activity was significantly attenuated by H89, a cAMP-dependent protein kinase A inhibitor."	( Melanogenesis-inducing effect of cirsimaritin through increases in microphthalmia-associated transcription factor and tyrosinase expression. Cha, BY; Dong, Y; Kim, HJ; Kim, IS; Kim, JS; Lee, IS; Woo, JT, 2015)	1.18

Class	Description
dimethoxyflavone	Any methoxyflavone with two methoxy substituents.
dihydroxyflavone	Any hydroxyflavone in which two ring hydrogens are replaced by hydroxy substituents.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Pathway	Proteins	Compounds
salvigenin biosynthesis	7	13

Protein	Taxonomy	Measurement	Average (µ)	Min (ref.)	Avg (ref.)	Max (ref.)	Bioassay(s)
Chain A, 2-oxoglutarate Oxygenase	Homo sapiens (human)	Potency	39.8107	0.1778	14.3909	39.8107	AID2147
Luciferase	Photinus pyralis (common eastern firefly)	Potency	19.0115	0.0072	15.7588	89.3584	AID588342
glp-1 receptor, partial	Homo sapiens (human)	Potency	10.0000	0.0184	6.8060	14.1254	AID624417
ATAD5 protein, partial	Homo sapiens (human)	Potency	14.8920	0.0041	10.8903	31.5287	AID504466; AID504467
TDP1 protein	Homo sapiens (human)	Potency	18.3564	0.0008	11.3822	44.6684	AID686978
Microtubule-associated protein tau	Homo sapiens (human)	Potency	39.8107	0.1800	13.5574	39.8107	AID1460
apical membrane antigen 1, AMA1	Plasmodium falciparum 3D7	Potency	35.4813	0.7079	12.1943	39.8107	AID720542
glucocerebrosidase	Homo sapiens (human)	Potency	10.0000	0.0126	8.1569	44.6684	AID2101
bromodomain adjacent to zinc finger domain 2B	Homo sapiens (human)	Potency	70.7946	0.7079	36.9043	89.1251	AID504333
DNA polymerase beta	Homo sapiens (human)	Potency	89.1251	0.0224	21.0102	89.1251	AID485314
DNA polymerase eta isoform 1	Homo sapiens (human)	Potency	22.3872	0.1000	28.9256	213.3130	AID588591
DNA polymerase iota isoform a (long)	Homo sapiens (human)	Potency	22.3872	0.0501	27.0736	89.1251	AID588590
urokinase-type plasminogen activator precursor	Mus musculus (house mouse)	Potency	7.0795	0.1585	5.2879	12.5893	AID540303
plasminogen precursor	Mus musculus (house mouse)	Potency	7.0795	0.1585	5.2879	12.5893	AID540303
urokinase plasminogen activator surface receptor precursor	Mus musculus (house mouse)	Potency	7.0795	0.1585	5.2879	12.5893	AID540303
Guanine nucleotide-binding protein G	Homo sapiens (human)	Potency	2.2387	1.9953	25.5327	50.1187	AID624287
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Protein	Taxonomy	Measurement	Average	Min (ref.)	Avg (ref.)	Max (ref.)	Bioassay(s)
neutrophil cytosol factor 1	Homo sapiens (human)	IC50 (µMol)	50.0000	0.3900	6.5441	29.1200	AID1275
Aldo-keto reductase family 1 member B1	Rattus norvegicus (Norway rat)	IC50 (µMol)	1.4125	0.0004	1.8773	10.0000	AID342547
Adenosine receptor A3	Homo sapiens (human)	Ki	1.7200	0.0000	0.9306	10.0000	AID34885
Dipeptidyl peptidase 4	Sus scrofa (pig)	IC50 (µMol)	0.4300	0.4300	1.1400	2.5000	AID1395904
Acetylcholinesterase	Rattus norvegicus (Norway rat)	IC50 (µMol)	300.0000	0.0002	0.5259	7.2000	AID1192720; AID1484814
3-oxoacyl-acyl-carrier protein reductase	Plasmodium falciparum (malaria parasite P. falciparum)	IC50 (µMol)	70.0000	0.3000	3.7727	10.0000	AID265760
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Process	via Protein(s)	Taxonomy
inflammatory response	Adenosine receptor A3	Homo sapiens (human)
signal transduction	Adenosine receptor A3	Homo sapiens (human)
activation of adenylate cyclase activity	Adenosine receptor A3	Homo sapiens (human)
regulation of heart contraction	Adenosine receptor A3	Homo sapiens (human)
negative regulation of cell population proliferation	Adenosine receptor A3	Homo sapiens (human)
response to wounding	Adenosine receptor A3	Homo sapiens (human)
regulation of norepinephrine secretion	Adenosine receptor A3	Homo sapiens (human)
negative regulation of cell migration	Adenosine receptor A3	Homo sapiens (human)
negative regulation of NF-kappaB transcription factor activity	Adenosine receptor A3	Homo sapiens (human)
presynaptic modulation of chemical synaptic transmission	Adenosine receptor A3	Homo sapiens (human)
G protein-coupled adenosine receptor signaling pathway	Adenosine receptor A3	Homo sapiens (human)
negative regulation of inflammatory response to antigenic stimulus	Guanine nucleotide-binding protein G	Homo sapiens (human)
renal water homeostasis	Guanine nucleotide-binding protein G	Homo sapiens (human)
G protein-coupled receptor signaling pathway	Guanine nucleotide-binding protein G	Homo sapiens (human)
regulation of insulin secretion	Guanine nucleotide-binding protein G	Homo sapiens (human)
cellular response to glucagon stimulus	Guanine nucleotide-binding protein G	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Process	via Protein(s)	Taxonomy
G protein-coupled adenosine receptor activity	Adenosine receptor A3	Homo sapiens (human)
G protein activity	Guanine nucleotide-binding protein G	Homo sapiens (human)
adenylate cyclase activator activity	Guanine nucleotide-binding protein G	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Process	via Protein(s)	Taxonomy
plasma membrane	Adenosine receptor A3	Homo sapiens (human)
presynaptic membrane	Adenosine receptor A3	Homo sapiens (human)
Schaffer collateral - CA1 synapse	Adenosine receptor A3	Homo sapiens (human)
dendrite	Adenosine receptor A3	Homo sapiens (human)
plasma membrane	Adenosine receptor A3	Homo sapiens (human)
synapse	Adenosine receptor A3	Homo sapiens (human)
plasma membrane	Guanine nucleotide-binding protein G	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (149)

Assay ID	Title	Year	Journal	Article
AID334447	Chemopreventive activity in Syrian hamster embryo cells assessed as inhibition of [3H]benzo(a)pyrene-DNA binding at 10 ug/ml by [35S]phosphorothote post-labeling-HPLC	1992	Journal of natural products, Mar, Volume: 55, Issue:3	Isolation of potential cancer chemopreventive agents from Eriodictyon californicum.
AID401485	Antimicrobial activity against Escherichia coli ATCC 8739 by tube dilution method
AID33150	Ability to displace [3H]-CGS- 21680 binding from adenosine A2A receptor.	1998	Journal of medicinal chemistry, Jan-01, Volume: 41, Issue:1	Flavonoid derivatives as adenosine receptor antagonists: a comparison of the hypothetical receptor binding site based on a comparative molecular field analysis model.
AID334449	Chemopreventive activity in Syrian hamster embryo cells assessed as pmol of (+)-anti-benzo(a)pyrene-7,8-diol-9,10-epoxide -dGuo adduct per mg of DNA at 10 ug/ml by [35S]phosphorothote post-labeling-HPLC	1992	Journal of natural products, Mar, Volume: 55, Issue:3	Isolation of potential cancer chemopreventive agents from Eriodictyon californicum.
AID1756072	Antibiofilm activity against Escherichia coli DSM 8579 assessed as inhibition of biofilm formation at 80 ug/ml measured after 48 hrs by crystal violet staining based assay relative to control
AID33195	Ability to displace [125I]-AB-MECA binding from adenosine A3 receptor.	1998	Journal of medicinal chemistry, Jan-01, Volume: 41, Issue:1	Flavonoid derivatives as adenosine receptor antagonists: a comparison of the hypothetical receptor binding site based on a comparative molecular field analysis model.
AID1467576	Inhibition of STAT3 phosphorylation at S727 residue in mouse RAW264.7 cells preincubated for 1 hr followed by LPS-stimulation for 20 hrs by Western blot analysis	2017	Bioorganic & medicinal chemistry letters, 07-15, Volume: 27, Issue:14	Anti-inflammatory effects and corresponding mechanisms of cirsimaritin extracted from Cirsium japonicum var. maackii Maxim.
AID349305	Binding affinity to GABAA receptor	2008	European journal of medicinal chemistry, Aug, Volume: 43, Issue:8	QSAR modeling of the interaction of flavonoids with GABA(A) receptor.
AID1467563	Inhibition of LPS-induced iNOS expression in mouse RAW264.7 cells at 5 to 10 ug/ml pretreated for 1 hr followed by LPS stimulation for 20 hrs by immunoblotting method	2017	Bioorganic & medicinal chemistry letters, 07-15, Volume: 27, Issue:14	Anti-inflammatory effects and corresponding mechanisms of cirsimaritin extracted from Cirsium japonicum var. maackii Maxim.
AID1265078	Antithrombotic activity in New Zealand white rabbit platelet-poor plasma assessed as increase of fibrinogen at 100 uM after 3 mins (Rvb = 7.02+/- 0.16 g/L)	2015	European journal of medicinal chemistry, Dec-01, Volume: 106	Synthesis and biological evaluation of methylated scutellarein analogs based on metabolic mechanism of scutellarin in vivo.
AID1651723	Antibacterial activity against Methicillin-resistant Staphylococcus aureus MB18 after 24 hrs by microdilution assay	2020	Journal of natural products, 04-24, Volume: 83, Issue:4	Antibacterial and ATP Synthesis Modulating Compounds from
AID33936	Affinity at Adenosine A2A receptor in rat striatal membranes by [3H]- CGS 21680 displacement.	1996	Journal of medicinal chemistry, Feb-02, Volume: 39, Issue:3	Interactions of flavonoids and other phytochemicals with adenosine receptors.
AID265764	Inhibition of FabI at 100 uM	2006	Journal of medicinal chemistry, Jun-01, Volume: 49, Issue:11	Inhibition of Plasmodium falciparum fatty acid biosynthesis: evaluation of FabG, FabZ, and FabI as drug targets for flavonoids.
AID334444	Chemopreventive activity in Syrian hamster embryo cells assessed as inhibition of metabolism of [3H]benzo(a)pyrene to water-soluble metabolites after 24 hrs at 20 ug/ml relative to control	1992	Journal of natural products, Mar, Volume: 55, Issue:3	Isolation of potential cancer chemopreventive agents from Eriodictyon californicum.
AID1265080	Antioxidant activity in rat PC12 cells assessed as inhibition of H2O2-induced cytotoxicity at 50 uM after 4 hrs by MTT assay	2015	European journal of medicinal chemistry, Dec-01, Volume: 106	Synthesis and biological evaluation of methylated scutellarein analogs based on metabolic mechanism of scutellarin in vivo.
AID338974	Inhibition of cow milk xanthine oxidase at 50 ug/mL
AID401491	Antimicrobial activity against Pseudomonas aeruginosa ATCC 1539 by tube dilution method
AID1756061	Antibiofilm activity against Listeria monocytogenes ATCC 7644 assessed as inhibition of biofilm formation at 4 ug/ml measured after 48 hrs by crystal violet staining based assay relative to control
AID401489	Antimicrobial activity against Proteus vulgaris ATCC 8427 by tube dilution method
AID1265082	Aqueous solubility of the compound in water after 1 hr by UV-vis spectrophotometer analysis	2015	European journal of medicinal chemistry, Dec-01, Volume: 106	Synthesis and biological evaluation of methylated scutellarein analogs based on metabolic mechanism of scutellarin in vivo.
AID1484814	Inhibition of rat cortex homogenate AChE using acetylthiocholine iodide as substrate after 15 mins in presence of BuChE inhibitor iso-OMPA by Ellman's method	2017	European journal of medicinal chemistry, Jul-28, Volume: 135	Design, synthesis and evaluation of scutellarein-O-acetamidoalkylbenzylamines as potential multifunctional agents for the treatment of Alzheimer's disease.
AID32357	Displacement of specific [3H]PIA binding from adenosine A1 receptor in rat brain membranes.	1996	Journal of medicinal chemistry, Feb-02, Volume: 39, Issue:3	Interactions of flavonoids and other phytochemicals with adenosine receptors.
AID1651740	Antibacterial activity against Enterococcus faecium MB152 after 24 hrs by microdilution assay	2020	Journal of natural products, 04-24, Volume: 83, Issue:4	Antibacterial and ATP Synthesis Modulating Compounds from
AID1265081	Antioxidant activity in rat PC12 cells assessed as inhibition of H2O2-induced cytotoxicity at 25 uM after 4 hrs by MTT assay	2015	European journal of medicinal chemistry, Dec-01, Volume: 106	Synthesis and biological evaluation of methylated scutellarein analogs based on metabolic mechanism of scutellarin in vivo.
AID401483	Antimicrobial activity against Staphylococcus epidermidis ATCC 12228 by tube dilution method
AID265762	Antiplasmodial activity against chloroquine-resistant Plasmodium falciparum K1	2006	Journal of medicinal chemistry, Jun-01, Volume: 49, Issue:11	Inhibition of Plasmodium falciparum fatty acid biosynthesis: evaluation of FabG, FabZ, and FabI as drug targets for flavonoids.
AID1651724	Antibacterial activity against Methicillin-resistant Staphylococcus aureus MB188 after 24 hrs by microdilution assay	2020	Journal of natural products, 04-24, Volume: 83, Issue:4	Antibacterial and ATP Synthesis Modulating Compounds from
AID1467573	Inhibition of p38-phosphorylation in mouse RAW264.7 cells at 5 to 10 ug/ml preincubated for 1 hr followed by LPS-stimulation for 1 hr by Western blot analysis	2017	Bioorganic & medicinal chemistry letters, 07-15, Volume: 27, Issue:14	Anti-inflammatory effects and corresponding mechanisms of cirsimaritin extracted from Cirsium japonicum var. maackii Maxim.
AID1484816	Inhibition of electric eel AChE using acetylthiocholine iodide as substrate after 15 mins by Ellman's method	2017	European journal of medicinal chemistry, Jul-28, Volume: 135	Design, synthesis and evaluation of scutellarein-O-acetamidoalkylbenzylamines as potential multifunctional agents for the treatment of Alzheimer's disease.
AID1192729	Neuroprotective effect against H2O2-induced rat PC12 cell injury assessed as cell viability at 10 uM incubated for 2 hrs prior to H2O2 challenge measured after 24 hrs by MTT assay (Rvb = 57.6%)	2015	Bioorganic & medicinal chemistry, Feb-15, Volume: 23, Issue:4	Multifunctional scutellarin-rivastigmine hybrids with cholinergic, antioxidant, biometal chelating and neuroprotective properties for the treatment of Alzheimer's disease.
AID1467560	Inhibition of IkappaBalpha degradation in mouse RAW264.7 cells at 5 to 10 ug/ml preincubated for 1 hr followed by LPS-stimulation for 1 hr by Western blot method	2017	Bioorganic & medicinal chemistry letters, 07-15, Volume: 27, Issue:14	Anti-inflammatory effects and corresponding mechanisms of cirsimaritin extracted from Cirsium japonicum var. maackii Maxim.
AID1756074	Antibiofilm activity against Pseudomonas aeruginosa ATCC 50071 assessed as inhibition of bacterial metabolism within the biofilm at 4 ug/ml measured after 48 hrs by MTT assay relative to control
AID1756063	Antibiofilm activity against Staphylococcus aureus ATCC 25923 assessed as inhibition of biofilm formation at 4 ug/ml measured after 48 hrs by crystal violet staining based assay relative to control
AID1395904	Inhibition of porcine DPP4 after 30 mins by luminescence assay	2018	European journal of medicinal chemistry, May-10, Volume: 151	Recent progress of the development of dipeptidyl peptidase-4 inhibitors for the treatment of type 2 diabetes mellitus.
AID1756084	Antibiofilm activity against Escherichia coli DSM 8579 assessed as inhibition of bacterial metabolism within the biofilm at 80 ug/ml measured after 48 hrs by MTT assay relative to control
AID1462660	Antimetastatic activity against human MDA-MB-231 cells assessed as reduction in cell viability at <6.25 uM after 24 hrs by MTT assay	2017	Bioorganic & medicinal chemistry letters, 09-01, Volume: 27, Issue:17	Beneficial effects of a medicinal herb, Cirsium japonicum var. maackii, extract and its major component, cirsimaritin on breast cancer metastasis in MDA-MB-231 breast cancer cells.
AID1484832	Metal chelating activity assessed as disaggregation of Cu2+ induced amyloid beta (1 to 42) fibrils at 25 uM treated for 24 hrs post Cu2+ treatment for 24 hrs by ThT-based fluorometric method relative to control	2017	European journal of medicinal chemistry, Jul-28, Volume: 135	Design, synthesis and evaluation of scutellarein-O-acetamidoalkylbenzylamines as potential multifunctional agents for the treatment of Alzheimer's disease.
AID1467571	Inhibition of JNK-phosphorylation in mouse RAW264.7 cells at 5 to 10 ug/ml preincubated for 1 hr followed by LPS-stimulation for 1 hr by Western blot analysis	2017	Bioorganic & medicinal chemistry letters, 07-15, Volume: 27, Issue:14	Anti-inflammatory effects and corresponding mechanisms of cirsimaritin extracted from Cirsium japonicum var. maackii Maxim.
AID1651744	Antibacterial activity against Vancomycin resistant Enterococcus gallinarum MB111 after 24 hrs by microdilution assay	2020	Journal of natural products, 04-24, Volume: 83, Issue:4	Antibacterial and ATP Synthesis Modulating Compounds from
AID1651735	Antibacterial activity against Vancomycin resistant Enterococcus faecalis MB19 after 24 hrs by microdilution assay	2020	Journal of natural products, 04-24, Volume: 83, Issue:4	Antibacterial and ATP Synthesis Modulating Compounds from
AID1484815	Inhibition of rat serum BuChE using butyrylthiocholine iodide as substrate after 15 mins by Ellman's method	2017	European journal of medicinal chemistry, Jul-28, Volume: 135	Design, synthesis and evaluation of scutellarein-O-acetamidoalkylbenzylamines as potential multifunctional agents for the treatment of Alzheimer's disease.
AID1467577	Cytotoxicity against mouse RAW264.7 cells assessed as decrease in cell viability incubated for 20 hrs by EZ-cytox assay	2017	Bioorganic & medicinal chemistry letters, 07-15, Volume: 27, Issue:14	Anti-inflammatory effects and corresponding mechanisms of cirsimaritin extracted from Cirsium japonicum var. maackii Maxim.
AID1651743	Antibacterial activity against Enterococcus durans MB113 after 24 hrs by microdilution assay	2020	Journal of natural products, 04-24, Volume: 83, Issue:4	Antibacterial and ATP Synthesis Modulating Compounds from
AID1462647	Antiangiogenic activity in HUVEC assessed as inhibition of vascular endothelial tube formation at 6.25 uM after 24 hrs by matrigel assay relative to control	2017	Bioorganic & medicinal chemistry letters, 09-01, Volume: 27, Issue:17	Beneficial effects of a medicinal herb, Cirsium japonicum var. maackii, extract and its major component, cirsimaritin on breast cancer metastasis in MDA-MB-231 breast cancer cells.
AID1265077	Antithrombotic activity in New Zealand white rabbit platelet-poor plasma assessed as increase of activated partial thromboplastin time at 100 uM after 3 mins (Rvb = 30.58 +/- 1.55 seconds)	2015	European journal of medicinal chemistry, Dec-01, Volume: 106	Synthesis and biological evaluation of methylated scutellarein analogs based on metabolic mechanism of scutellarin in vivo.
AID1651728	Antibacterial activity against Methicillin-resistant Staphylococcus capitis MB71 after 24 hrs by microdilution assay	2020	Journal of natural products, 04-24, Volume: 83, Issue:4	Antibacterial and ATP Synthesis Modulating Compounds from
AID1651738	Antibacterial activity against Enterococcus faecium MB2 after 24 hrs by microdilution assay	2020	Journal of natural products, 04-24, Volume: 83, Issue:4	Antibacterial and ATP Synthesis Modulating Compounds from
AID1651741	Antibacterial activity against Enterococcus avium MB119 after 24 hrs by microdilution assay	2020	Journal of natural products, 04-24, Volume: 83, Issue:4	Antibacterial and ATP Synthesis Modulating Compounds from
AID401487	Antimicrobial activity against Klebsiella pneumoniae UC57 by tube dilution method
AID1462659	Antimetastatic activity against human MCF7 cells assessed as cell viability at 100 uM after 24 hrs by MTT assay relative to control	2017	Bioorganic & medicinal chemistry letters, 09-01, Volume: 27, Issue:17	Beneficial effects of a medicinal herb, Cirsium japonicum var. maackii, extract and its major component, cirsimaritin on breast cancer metastasis in MDA-MB-231 breast cancer cells.
AID1651737	Antibacterial activity against Enterococcus faecalis MB76 after 24 hrs by microdilution assay	2020	Journal of natural products, 04-24, Volume: 83, Issue:4	Antibacterial and ATP Synthesis Modulating Compounds from
AID1467561	Downregulation of IL-6 mRNA expression levels in mouse RAW264.7 cells at 5 to 10 ug/ml preincubated for 1 hr followed by LPS-stimulation for 4 hrs by qRT-PCR method	2017	Bioorganic & medicinal chemistry letters, 07-15, Volume: 27, Issue:14	Anti-inflammatory effects and corresponding mechanisms of cirsimaritin extracted from Cirsium japonicum var. maackii Maxim.
AID1462649	Cytotoxicity against HUVEC assessed as reduction in cell viability at 100 uM after 24 hrs by MTT assay	2017	Bioorganic & medicinal chemistry letters, 09-01, Volume: 27, Issue:17	Beneficial effects of a medicinal herb, Cirsium japonicum var. maackii, extract and its major component, cirsimaritin on breast cancer metastasis in MDA-MB-231 breast cancer cells.
AID1265076	Antithrombotic activity in New Zealand white rabbit platelet-poor plasma assessed as increase of prothrombin time at 100 uM after 3 mins (Rvb = 4.99 +/- 0.18 seconds)	2015	European journal of medicinal chemistry, Dec-01, Volume: 106	Synthesis and biological evaluation of methylated scutellarein analogs based on metabolic mechanism of scutellarin in vivo.
AID265761	Antiplasmodial activity against chloroquine-sensitive Plasmodium falciparum NF54	2006	Journal of medicinal chemistry, Jun-01, Volume: 49, Issue:11	Inhibition of Plasmodium falciparum fatty acid biosynthesis: evaluation of FabG, FabZ, and FabI as drug targets for flavonoids.
AID1467567	Downregulation of TNFalpha mRNA expression levels in mouse RAW264.7 cells at 5 to 10 ug/ml preincubated for 1 hr followed by LPS-stimulation for 4 hrs by qRT-PCR method	2017	Bioorganic & medicinal chemistry letters, 07-15, Volume: 27, Issue:14	Anti-inflammatory effects and corresponding mechanisms of cirsimaritin extracted from Cirsium japonicum var. maackii Maxim.
AID1462654	Antimetastatic activity against human MDA-MB-231 cells assessed as reduction in cell viability at 6.25 uM after 24 hrs by MTT assay relative to control	2017	Bioorganic & medicinal chemistry letters, 09-01, Volume: 27, Issue:17	Beneficial effects of a medicinal herb, Cirsium japonicum var. maackii, extract and its major component, cirsimaritin on breast cancer metastasis in MDA-MB-231 breast cancer cells.
AID1462661	Decrease in MMP9 mRNA expression in human MDA-MB-231 cells at 3.125 to 6.25 uM after 24 hrs by RT-PCR method	2017	Bioorganic & medicinal chemistry letters, 09-01, Volume: 27, Issue:17	Beneficial effects of a medicinal herb, Cirsium japonicum var. maackii, extract and its major component, cirsimaritin on breast cancer metastasis in MDA-MB-231 breast cancer cells.
AID401481	Antimicrobial activity against Staphylococcus aureus ATCC 6538 by tube dilution method
AID1462656	Antimetastatic activity against human MDA-MB-231 cells assessed as reduction in cell viability at 100 uM after 24 hrs by MTT assay relative to control	2017	Bioorganic & medicinal chemistry letters, 09-01, Volume: 27, Issue:17	Beneficial effects of a medicinal herb, Cirsium japonicum var. maackii, extract and its major component, cirsimaritin on breast cancer metastasis in MDA-MB-231 breast cancer cells.
AID1462662	Downregulation of VEGF protein expression in human MDA-MB-231 cells at 3.125 uM after 24 hrs by Western blot analysis relative to control	2017	Bioorganic & medicinal chemistry letters, 09-01, Volume: 27, Issue:17	Beneficial effects of a medicinal herb, Cirsium japonicum var. maackii, extract and its major component, cirsimaritin on breast cancer metastasis in MDA-MB-231 breast cancer cells.
AID1462667	Inhibition of ERK phosphorylation in human MDA-MB-231 cells at 6.25 uM after 24 hrs by Western blot analysis relative to control	2017	Bioorganic & medicinal chemistry letters, 09-01, Volume: 27, Issue:17	Beneficial effects of a medicinal herb, Cirsium japonicum var. maackii, extract and its major component, cirsimaritin on breast cancer metastasis in MDA-MB-231 breast cancer cells.
AID1192728	Antioxidant activity assessed as trolox equivalent of APPH-induced radical scavenging activity by ORAC-FL method	2015	Bioorganic & medicinal chemistry, Feb-15, Volume: 23, Issue:4	Multifunctional scutellarin-rivastigmine hybrids with cholinergic, antioxidant, biometal chelating and neuroprotective properties for the treatment of Alzheimer's disease.
AID1467562	Cytotoxicity against mouse RAW264.7 cells assessed as decrease in cell viability at 1 to 12 ug/ml pretreated for 1 hr followed by LPS stimulation for 20 hrs by CCK8/EZ-cytox assay	2017	Bioorganic & medicinal chemistry letters, 07-15, Volume: 27, Issue:14	Anti-inflammatory effects and corresponding mechanisms of cirsimaritin extracted from Cirsium japonicum var. maackii Maxim.
AID1756083	Antibiofilm activity against Escherichia coli DSM 8579 assessed as inhibition of bacterial metabolism within the biofilm at 40 ug/ml measured after 48 hrs by MTT assay relative to control
AID1467575	Inhibition of STAT3 phosphorylation at Y705 residue in mouse RAW264.7 cells preincubated for 1 hr followed by LPS-stimulation for 20 hrs by Western blot analysis	2017	Bioorganic & medicinal chemistry letters, 07-15, Volume: 27, Issue:14	Anti-inflammatory effects and corresponding mechanisms of cirsimaritin extracted from Cirsium japonicum var. maackii Maxim.
AID1265079	Antioxidant activity assessed as DPPH radical scavenging activity after 30 mins	2015	European journal of medicinal chemistry, Dec-01, Volume: 106	Synthesis and biological evaluation of methylated scutellarein analogs based on metabolic mechanism of scutellarin in vivo.
AID403342	Inhibition of COX1 at 1000 uM	2005	Journal of natural products, Jul, Volume: 68, Issue:7	Expanding the ChemGPS chemical space with natural products.
AID265763	Inhibition of FabZ at 100 uM	2006	Journal of medicinal chemistry, Jun-01, Volume: 49, Issue:11	Inhibition of Plasmodium falciparum fatty acid biosynthesis: evaluation of FabG, FabZ, and FabI as drug targets for flavonoids.
AID334445	Chemopreventive activity in Syrian hamster embryo cells assessed as inhibition of metabolism of [3H]benzo(a)pyrene to water-soluble metabolites after 24 hrs at 10 ug/ml relative to control	1992	Journal of natural products, Mar, Volume: 55, Issue:3	Isolation of potential cancer chemopreventive agents from Eriodictyon californicum.
AID1756078	Antibiofilm activity against Listeria monocytogenes ATCC 7644 assessed as inhibition of bacterial metabolism within the biofilm at 8 ug/ml measured after 48 hrs by MTT assay relative to control
AID1265084	N-octanol/0.15 M NaCl partition coefficient, log P of the compound after 5 hrs by spectrophotometric analysis	2015	European journal of medicinal chemistry, Dec-01, Volume: 106	Synthesis and biological evaluation of methylated scutellarein analogs based on metabolic mechanism of scutellarin in vivo.
AID1651736	Antibacterial activity against Vancomycin resistant Enterococcus faecalis MB51 after 24 hrs by microdilution assay	2020	Journal of natural products, 04-24, Volume: 83, Issue:4	Antibacterial and ATP Synthesis Modulating Compounds from
AID1192720	Inhibition of rat cortex AChE using acetylthiocholine iodide as substrate after 15 mins by Ellman method	2015	Bioorganic & medicinal chemistry, Feb-15, Volume: 23, Issue:4	Multifunctional scutellarin-rivastigmine hybrids with cholinergic, antioxidant, biometal chelating and neuroprotective properties for the treatment of Alzheimer's disease.
AID356482	Antihistaminic activity in rat RBL2H3 cells assessed as inhibition of DNP-BSA-induced beta-hexosaminidase release preincubated for 10 mins before DNP-BSA challenge	2003	Journal of natural products, Sep, Volume: 66, Issue:9	Tricin from a malagasy connaraceous plant with potent antihistaminic activity.
AID1462646	Antiangiogenic activity in HUVEC assessed as inhibition of vascular endothelial tube formation at 3.125 uM after 24 hrs by matrigel assay relative to control	2017	Bioorganic & medicinal chemistry letters, 09-01, Volume: 27, Issue:17	Beneficial effects of a medicinal herb, Cirsium japonicum var. maackii, extract and its major component, cirsimaritin on breast cancer metastasis in MDA-MB-231 breast cancer cells.
AID1462645	Cytotoxicity against HUVEC assessed as reduction in cell viability after 24 hrs by MTT assay	2017	Bioorganic & medicinal chemistry letters, 09-01, Volume: 27, Issue:17	Beneficial effects of a medicinal herb, Cirsium japonicum var. maackii, extract and its major component, cirsimaritin on breast cancer metastasis in MDA-MB-231 breast cancer cells.
AID1651725	Antibacterial activity against Methicillin-resistant Staphylococcus epidermidis MB165 after 24 hrs by microdilution assay	2020	Journal of natural products, 04-24, Volume: 83, Issue:4	Antibacterial and ATP Synthesis Modulating Compounds from
AID1651731	Antibacterial activity against Staphylococcus lugdunensis MB96 after 24 hrs by microdilution assay	2020	Journal of natural products, 04-24, Volume: 83, Issue:4	Antibacterial and ATP Synthesis Modulating Compounds from
AID403918	Displacement of [3H]DPCPX from adenosine A1 receptor in rat forebrain membrane assessed as fraction of receptor bound radioligand at 100 ug/mL	1997	Journal of natural products, Jun, Volume: 60, Issue:6	Adenosine-1 active ligands: cirsimarin, a flavone glycoside from Microtea debilis.
AID1484828	Inhibition of human erythrocyte AChE induced amyloid beta (1 to 40) aggregation at 100 uM after 24 hrs by ThT-based fluorometric method relative to control	2017	European journal of medicinal chemistry, Jul-28, Volume: 135	Design, synthesis and evaluation of scutellarein-O-acetamidoalkylbenzylamines as potential multifunctional agents for the treatment of Alzheimer's disease.
AID1462657	Antimetastatic activity against human MDA-MB-231 cells assessed as reduction in cell viability at 200 uM after 24 hrs by MTT assay relative to control	2017	Bioorganic & medicinal chemistry letters, 09-01, Volume: 27, Issue:17	Beneficial effects of a medicinal herb, Cirsium japonicum var. maackii, extract and its major component, cirsimaritin on breast cancer metastasis in MDA-MB-231 breast cancer cells.
AID334446	Chemopreventive activity in Syrian hamster embryo cells assessed as inhibition of metabolism of [3H]benzo(a)pyrene to water-soluble metabolites after 24 hrs at 5 ug/ml relative to control	1992	Journal of natural products, Mar, Volume: 55, Issue:3	Isolation of potential cancer chemopreventive agents from Eriodictyon californicum.
AID1651739	Antibacterial activity against Enterococcus faecium MB3 after 24 hrs by microdilution assay	2020	Journal of natural products, 04-24, Volume: 83, Issue:4	Antibacterial and ATP Synthesis Modulating Compounds from
AID403343	Inhibition of COX2 at 1000 uM	2005	Journal of natural products, Jul, Volume: 68, Issue:7	Expanding the ChemGPS chemical space with natural products.
AID1756071	Antibiofilm activity against Escherichia coli DSM 8579 assessed as inhibition of biofilm formation at 40 ug/ml measured after 48 hrs by crystal violet staining based assay relative to control
AID334448	Chemopreventive activity in Syrian hamster embryo cells assessed as pmol of [3H]benzo(a)pyrene binding per mg of DNA at 10 ug/ml by [35S]phosphorothote post-labeling-HPLC	1992	Journal of natural products, Mar, Volume: 55, Issue:3	Isolation of potential cancer chemopreventive agents from Eriodictyon californicum.
AID30342	Ability to displace [3H]N6-phenylisopropyladenosine binding from adenosine A1 receptor.	1998	Journal of medicinal chemistry, Jan-01, Volume: 41, Issue:1	Flavonoid derivatives as adenosine receptor antagonists: a comparison of the hypothetical receptor binding site based on a comparative molecular field analysis model.
AID1467569	Inhibition of IkappaBalpha phosphorylation in mouse RAW264.7 cells at 5 to 10 ug/ml preincubated for 1 hr followed by LPS-stimulation for 1 hr by Western blot method	2017	Bioorganic & medicinal chemistry letters, 07-15, Volume: 27, Issue:14	Anti-inflammatory effects and corresponding mechanisms of cirsimaritin extracted from Cirsium japonicum var. maackii Maxim.
AID1484818	Antioxidant activity assessed as trolox equivalents of AAPH radical scavenging activity at 1 to 10 uM preincubated for 15 mins followed by AAPH addition measured every 60 sec for 90 mins by ORAC-FL assay	2017	European journal of medicinal chemistry, Jul-28, Volume: 135	Design, synthesis and evaluation of scutellarein-O-acetamidoalkylbenzylamines as potential multifunctional agents for the treatment of Alzheimer's disease.
AID1462665	Inhibition of Akt phosphorylation in human MDA-MB-231 cells at 6.25 uM after 24 hrs by Western blot analysis relative to control	2017	Bioorganic & medicinal chemistry letters, 09-01, Volume: 27, Issue:17	Beneficial effects of a medicinal herb, Cirsium japonicum var. maackii, extract and its major component, cirsimaritin on breast cancer metastasis in MDA-MB-231 breast cancer cells.
AID1651733	Antibacterial activity against Methicillin-resistant Staphylococcus hominis MB124 after 24 hrs by microdilution assay	2020	Journal of natural products, 04-24, Volume: 83, Issue:4	Antibacterial and ATP Synthesis Modulating Compounds from
AID1651726	Antibacterial activity against Methicillin-resistant Staphylococcus epidermidis MB169 after 24 hrs by microdilution assay	2020	Journal of natural products, 04-24, Volume: 83, Issue:4	Antibacterial and ATP Synthesis Modulating Compounds from
AID1651730	Antibacterial activity against Staphylococcus simulans MB94 after 24 hrs by microdilution assay	2020	Journal of natural products, 04-24, Volume: 83, Issue:4	Antibacterial and ATP Synthesis Modulating Compounds from
AID1462650	Cytotoxicity against HUVEC assessed as reduction in cell viability up to 6.25 uM after 24 hrs by MTT assay	2017	Bioorganic & medicinal chemistry letters, 09-01, Volume: 27, Issue:17	Beneficial effects of a medicinal herb, Cirsium japonicum var. maackii, extract and its major component, cirsimaritin on breast cancer metastasis in MDA-MB-231 breast cancer cells.
AID1467572	Inhibition of ERK-phosphorylation in mouse RAW264.7 cells at 5 to 10 ug/ml preincubated for 1 hr followed by LPS-stimulation for 1 hr by Western blot analysis	2017	Bioorganic & medicinal chemistry letters, 07-15, Volume: 27, Issue:14	Anti-inflammatory effects and corresponding mechanisms of cirsimaritin extracted from Cirsium japonicum var. maackii Maxim.
AID1756075	Antibiofilm activity against Staphylococcus aureus ATCC 25923 assessed as inhibition of bacterial metabolism within the biofilm at 4 ug/ml measured after 48 hrs by MTT assay relative to control
AID1265083	N-octanol/0.1 M HCl partition coefficient, log P of the compound after 5 hrs by spectrophotometric analysis	2015	European journal of medicinal chemistry, Dec-01, Volume: 106	Synthesis and biological evaluation of methylated scutellarein analogs based on metabolic mechanism of scutellarin in vivo.
AID1462664	Inhibition of Akt phosphorylation in human MDA-MB-231 cells at 3.125 uM after 24 hrs by Western blot analysis relative to control	2017	Bioorganic & medicinal chemistry letters, 09-01, Volume: 27, Issue:17	Beneficial effects of a medicinal herb, Cirsium japonicum var. maackii, extract and its major component, cirsimaritin on breast cancer metastasis in MDA-MB-231 breast cancer cells.
AID1265085	N-octanol/0.15 M NaHCO3 partition coefficient, log P of the compound after 5 hrs by spectrophotometric analysis	2015	European journal of medicinal chemistry, Dec-01, Volume: 106	Synthesis and biological evaluation of methylated scutellarein analogs based on metabolic mechanism of scutellarin in vivo.
AID1467568	Downregulation of iNOS mRNA expression levels in mouse RAW264.7 cells at 5 to 10 ug/ml preincubated for 1 hr followed by LPS-stimulation for 4 hrs by qRT-PCR method	2017	Bioorganic & medicinal chemistry letters, 07-15, Volume: 27, Issue:14	Anti-inflammatory effects and corresponding mechanisms of cirsimaritin extracted from Cirsium japonicum var. maackii Maxim.
AID1651742	Antibacterial activity against Vancomycin resistant Enterococcus casseliflavus MB159 after 24 hrs by microdilution assay	2020	Journal of natural products, 04-24, Volume: 83, Issue:4	Antibacterial and ATP Synthesis Modulating Compounds from
AID1467570	Inhibition of Akt-phosphorylation in mouse RAW264.7 cells at 5 to 10 ug/ml preincubated for 1 hr followed by LPS-stimulation for 1 hr by Western blot analysis	2017	Bioorganic & medicinal chemistry letters, 07-15, Volume: 27, Issue:14	Anti-inflammatory effects and corresponding mechanisms of cirsimaritin extracted from Cirsium japonicum var. maackii Maxim.
AID1484831	Metal chelating activity assessed as inhibition of Cu2+ induced amyloid beta (1 to 42) aggregation at 25 uM after 24 hrs by ThT-based fluorometric method relative to control	2017	European journal of medicinal chemistry, Jul-28, Volume: 135	Design, synthesis and evaluation of scutellarein-O-acetamidoalkylbenzylamines as potential multifunctional agents for the treatment of Alzheimer's disease.
AID1756066	Antibiofilm activity against Listeria monocytogenes ATCC 7644 assessed as inhibition of biofilm formation at 8 ug/ml measured after 48 hrs by crystal violet staining based assay relative to control
AID1462655	Antimetastatic activity against human MDA-MB-231 cells assessed as reduction in cell viability at 50 uM after 24 hrs by MTT assay relative to control	2017	Bioorganic & medicinal chemistry letters, 09-01, Volume: 27, Issue:17	Beneficial effects of a medicinal herb, Cirsium japonicum var. maackii, extract and its major component, cirsimaritin on breast cancer metastasis in MDA-MB-231 breast cancer cells.
AID1265075	Antithrombotic activity in New Zealand white rabbit platelet-poor plasma assessed as increase of thrombin time at 100 uM after 3 mins (Rvb = 20.25 +/- 1.02 seconds)	2015	European journal of medicinal chemistry, Dec-01, Volume: 106	Synthesis and biological evaluation of methylated scutellarein analogs based on metabolic mechanism of scutellarin in vivo.
AID1651727	Antibacterial activity against Staphylococcus saprophyticus MB41 after 24 hrs by microdilution assay	2020	Journal of natural products, 04-24, Volume: 83, Issue:4	Antibacterial and ATP Synthesis Modulating Compounds from
AID1484826	Inhibition of amyloid beta (1 to 42) (unknown origin) self aggregation at 25 uM after 24 hrs by ThT-based fluorometric method relative to control	2017	European journal of medicinal chemistry, Jul-28, Volume: 135	Design, synthesis and evaluation of scutellarein-O-acetamidoalkylbenzylamines as potential multifunctional agents for the treatment of Alzheimer's disease.
AID1462652	Cytotoxicity against HUVEC assessed as cell viability at 100 uM after 24 hrs by MTT assay	2017	Bioorganic & medicinal chemistry letters, 09-01, Volume: 27, Issue:17	Beneficial effects of a medicinal herb, Cirsium japonicum var. maackii, extract and its major component, cirsimaritin on breast cancer metastasis in MDA-MB-231 breast cancer cells.
AID1462666	Inhibition of ERK phosphorylation in human MDA-MB-231 cells at 3.125 uM after 24 hrs by Western blot analysis relative to control	2017	Bioorganic & medicinal chemistry letters, 09-01, Volume: 27, Issue:17	Beneficial effects of a medicinal herb, Cirsium japonicum var. maackii, extract and its major component, cirsimaritin on breast cancer metastasis in MDA-MB-231 breast cancer cells.
AID1651734	Antibacterial activity against Vancomycin resistant Enterococcus faecalis MB1 after 24 hrs by microdilution assay	2020	Journal of natural products, 04-24, Volume: 83, Issue:4	Antibacterial and ATP Synthesis Modulating Compounds from
AID1462653	Antimetastatic activity against human MDA-MB-231 cells assessed as cell viability at 3.125 uM after 24 hrs by MTT assay relative to control	2017	Bioorganic & medicinal chemistry letters, 09-01, Volume: 27, Issue:17	Beneficial effects of a medicinal herb, Cirsium japonicum var. maackii, extract and its major component, cirsimaritin on breast cancer metastasis in MDA-MB-231 breast cancer cells.
AID1484819	Inhibition of human erythrocyte AChE using acetylthiocholine iodide as substrate after 15 mins by Ellman's method	2017	European journal of medicinal chemistry, Jul-28, Volume: 135	Design, synthesis and evaluation of scutellarein-O-acetamidoalkylbenzylamines as potential multifunctional agents for the treatment of Alzheimer's disease.
AID1467574	Inhibition of c-fos-phosphorylation in mouse RAW264.7 cells preincubated for 1 hr followed by LPS-stimulation for 20 hrs by Western blot analysis	2017	Bioorganic & medicinal chemistry letters, 07-15, Volume: 27, Issue:14	Anti-inflammatory effects and corresponding mechanisms of cirsimaritin extracted from Cirsium japonicum var. maackii Maxim.
AID1756079	Antibiofilm activity against Pseudomonas aeruginosa ATCC 50071 assessed as inhibition of bacterial metabolism within the biofilm at 8 ug/ml measured after 48 hrs by MTT assay relative to control
AID1462668	Inhibition of ERK phosphorylation in human MDA-MB-231 cells at 6.23 uM after 24 hrs by Western blot analysis relative to control	2017	Bioorganic & medicinal chemistry letters, 09-01, Volume: 27, Issue:17	Beneficial effects of a medicinal herb, Cirsium japonicum var. maackii, extract and its major component, cirsimaritin on breast cancer metastasis in MDA-MB-231 breast cancer cells.
AID1756073	Antibiofilm activity against Listeria monocytogenes ATCC 7644 assessed as inhibition of bacterial metabolism within the biofilm at 4 ug/ml measured after 48 hrs by MTT assay relative to control
AID1462663	Downregulation of VEGF protein expression in human MDA-MB-231 cells at 6.25 uM after 24 hrs by Western blot analysis relative to control	2017	Bioorganic & medicinal chemistry letters, 09-01, Volume: 27, Issue:17	Beneficial effects of a medicinal herb, Cirsium japonicum var. maackii, extract and its major component, cirsimaritin on breast cancer metastasis in MDA-MB-231 breast cancer cells.
AID1756067	Antibiofilm activity against Pseudomonas aeruginosa ATCC 50071 assessed as inhibition of biofilm formation at 8 ug/ml measured after 48 hrs by crystal violet staining based assay relative to control
AID34885	Displacement of [125I]AB-MECA binding to human Adenosine A3 receptor expressed in HEK293 cells	1996	Journal of medicinal chemistry, Feb-02, Volume: 39, Issue:3	Interactions of flavonoids and other phytochemicals with adenosine receptors.
AID1756080	Antibiofilm activity against Staphylococcus aureus ATCC 25923 assessed as inhibition of bacterial metabolism within the biofilm at 8 ug/ml measured after 48 hrs by MTT assay relative to control
AID342547	Inhibition of rat lens aldose reductase	2008	Bioorganic & medicinal chemistry, Aug-01, Volume: 16, Issue:15	QSAR prediction of inhibition of aldose reductase for flavonoids.
AID1651732	Antibacterial activity against Methicillin-resistant Staphylococcus haemolyticus MB115 after 24 hrs by microdilution assay	2020	Journal of natural products, 04-24, Volume: 83, Issue:4	Antibacterial and ATP Synthesis Modulating Compounds from
AID1756068	Antibiofilm activity against Staphylococcus aureus ATCC 25923 assessed as inhibition of biofilm formation at 8 ug/ml measured after 48 hrs by crystal violet staining based assay relative to control
AID1467566	Inhibition of LPS-induced NO production in mouse RAW264.7 cells at 2 to 10 ug/ml preincubated for 1 hr followed by LPS-stimulation measured after 20 hrs by Griess assay	2017	Bioorganic & medicinal chemistry letters, 07-15, Volume: 27, Issue:14	Anti-inflammatory effects and corresponding mechanisms of cirsimaritin extracted from Cirsium japonicum var. maackii Maxim.
AID1192721	Inhibition of rat serum BuChE using butyrylthiocholine iodide as substrate after 15 mins by Ellman method	2015	Bioorganic & medicinal chemistry, Feb-15, Volume: 23, Issue:4	Multifunctional scutellarin-rivastigmine hybrids with cholinergic, antioxidant, biometal chelating and neuroprotective properties for the treatment of Alzheimer's disease.
AID1467565	Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-induced IL-6 production preincubated for 1 hr followed by LPS addition for 20 hrs by sandwich ELISA	2017	Bioorganic & medicinal chemistry letters, 07-15, Volume: 27, Issue:14	Anti-inflammatory effects and corresponding mechanisms of cirsimaritin extracted from Cirsium japonicum var. maackii Maxim.
AID265760	Inhibition of FabG	2006	Journal of medicinal chemistry, Jun-01, Volume: 49, Issue:11	Inhibition of Plasmodium falciparum fatty acid biosynthesis: evaluation of FabG, FabZ, and FabI as drug targets for flavonoids.
AID1462658	Antimetastatic activity against human MCF7 cells assessed as cell viability at 3.125 uM after 24 hrs by MTT assay relative to control	2017	Bioorganic & medicinal chemistry letters, 09-01, Volume: 27, Issue:17	Beneficial effects of a medicinal herb, Cirsium japonicum var. maackii, extract and its major component, cirsimaritin on breast cancer metastasis in MDA-MB-231 breast cancer cells.
AID1651729	Antibacterial activity against Methicillin-resistant Staphylococcus warneri MB74 after 24 hrs by microdilution assay	2020	Journal of natural products, 04-24, Volume: 83, Issue:4	Antibacterial and ATP Synthesis Modulating Compounds from
AID1467564	Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-induced TNFalpha release preincubated for 1 hr followed by LPS addition for 20 hrs by sandwich ELISA	2017	Bioorganic & medicinal chemistry letters, 07-15, Volume: 27, Issue:14	Anti-inflammatory effects and corresponding mechanisms of cirsimaritin extracted from Cirsium japonicum var. maackii Maxim.
AID1462651	Cytotoxicity against HUVEC assessed as reduction in cell viability at 12.50 to 100 uM after 24 hrs by MTT assay	2017	Bioorganic & medicinal chemistry letters, 09-01, Volume: 27, Issue:17	Beneficial effects of a medicinal herb, Cirsium japonicum var. maackii, extract and its major component, cirsimaritin on breast cancer metastasis in MDA-MB-231 breast cancer cells.
AID356483	Cytotoxicity against rat RBL2H3 cells at 500 uM by optical microscope	2003	Journal of natural products, Sep, Volume: 66, Issue:9	Tricin from a malagasy connaraceous plant with potent antihistaminic activity.
AID1756062	Antibiofilm activity against Pseudomonas aeruginosa ATCC 50071 assessed as inhibition of biofilm formation at 4 ug/ml measured after 48 hrs by crystal violet staining based assay relative to control
AID1462648	Cytotoxicity against HUVEC assessed as cell viability at 3.12 uM after 24 hrs by MTT assay	2017	Bioorganic & medicinal chemistry letters, 09-01, Volume: 27, Issue:17	Beneficial effects of a medicinal herb, Cirsium japonicum var. maackii, extract and its major component, cirsimaritin on breast cancer metastasis in MDA-MB-231 breast cancer cells.
AID588501	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set	2010	Current protocols in cytometry, Oct, Volume: Chapter 13	Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588501	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set	2006	Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5	Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588501	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set	2010	Assay and drug development technologies, Feb, Volume: 8, Issue:1	High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID588497	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set	2010	Current protocols in cytometry, Oct, Volume: Chapter 13	Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588497	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set	2006	Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5	Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588497	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set	2010	Assay and drug development technologies, Feb, Volume: 8, Issue:1	High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID504812	Inverse Agonists of the Thyroid Stimulating Hormone Receptor: HTS campaign	2010	Endocrinology, Jul, Volume: 151, Issue:7	A small molecule inverse agonist for the human thyroid-stimulating hormone receptor.
AID588499	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set	2010	Current protocols in cytometry, Oct, Volume: Chapter 13	Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588499	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set	2006	Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5	Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588499	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set	2010	Assay and drug development technologies, Feb, Volume: 8, Issue:1	High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID1745845	Primary qHTS for Inhibitors of ATXN expression
AID651635	Viability Counterscreen for Primary qHTS for Inhibitors of ATXN expression
AID504810	Antagonists of the Thyroid Stimulating Hormone Receptor: HTS campaign	2010	Endocrinology, Jul, Volume: 151, Issue:7	A small molecule inverse agonist for the human thyroid-stimulating hormone receptor.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	1 (2.17)	18.7374
1990's	7 (15.22)	18.2507
2000's	11 (23.91)	29.6817
2010's	20 (43.48)	24.3611
2020's	7 (15.22)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	1 (2.04%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	48 (97.96%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
gallic acid gallate : A trihydroxybenzoate that is the conjugate base of gallic acid.	3.27	1	trihydroxybenzoic acid	antineoplastic agent; antioxidant; apoptosis inducer; astringent; cyclooxygenase 2 inhibitor; EC 1.13.11.33 (arachidonate 15-lipoxygenase) inhibitor; geroprotector; human xenobiotic metabolite; plant metabolite
taxifolin [no description available]	1.99	1	3'-hydroxyflavanones; 4'-hydroxyflavanones; dihydroflavonols; pentahydroxyflavanone; secondary alpha-hydroxy ketone
naringenin [no description available]	3.27	1	4'-hydroxyflavanones; trihydroxyflavanone
pyrogallol benzenetriol : A triol in which three hydroxy groups are substituted onto a benzene ring.	2.02	1	benzenetriol; phenolic donor	plant metabolite
theophylline [no description available]	2.11	1	dimethylxanthine	adenosine receptor antagonist; anti-asthmatic drug; anti-inflammatory agent; bronchodilator agent; drug metabolite; EC 3.1.4.* (phosphoric diester hydrolase) inhibitor; fungal metabolite; human blood serum metabolite; immunomodulator; muscle relaxant; vasodilator agent
aspirin Aspirin: The prototypical analgesic used in the treatment of mild to moderate pain. It has anti-inflammatory and antipyretic properties and acts as an inhibitor of cyclooxygenase which results in the inhibition of the biosynthesis of prostaglandins. Aspirin also inhibits platelet aggregation and is used in the prevention of arterial and venous thrombosis. (From Martindale, The Extra Pharmacopoeia, 30th ed, p5). acetylsalicylate : A benzoate that is the conjugate base of acetylsalicylic acid, arising from deprotonation of the carboxy group.. acetylsalicylic acid : A member of the class of benzoic acids that is salicylic acid in which the hydrogen that is attached to the phenolic hydroxy group has been replaced by an acetoxy group. A non-steroidal anti-inflammatory drug with cyclooxygenase inhibitor activity.	2.02	1	benzoic acids; phenyl acetates; salicylates	anticoagulant; antipyretic; cyclooxygenase 1 inhibitor; cyclooxygenase 2 inhibitor; drug allergen; EC 1.1.1.188 (prostaglandin-F synthase) inhibitor; geroprotector; non-narcotic analgesic; non-steroidal anti-inflammatory drug; plant activator; platelet aggregation inhibitor; prostaglandin antagonist; teratogenic agent
beta-naphthoflavone beta-Naphthoflavone: A polyaromatic hydrocarbon inducer of P4501A1 and P4501A2 cytochromes. (Proc Soc Exp Biol Med 1994 Dec:207(3):302-308). beta-naphthoflavone : An extended flavonoid resulting from the formal fusion of a benzene ring with the f side of flavone.	1.99	1	extended flavonoid; naphtho-gamma-pyrone; organic heterotricyclic compound	aryl hydrocarbon receptor agonist
caffeine [no description available]	2.11	1	purine alkaloid; trimethylxanthine	adenosine A2A receptor antagonist; adenosine receptor antagonist; adjuvant; central nervous system stimulant; diuretic; EC 2.7.11.1 (non-specific serine/threonine protein kinase) inhibitor; EC 3.1.4.* (phosphoric diester hydrolase) inhibitor; environmental contaminant; food additive; fungal metabolite; geroprotector; human blood serum metabolite; mouse metabolite; mutagen; plant metabolite; psychotropic drug; ryanodine receptor agonist; xenobiotic
verapamil Verapamil: A calcium channel blocker that is a class IV anti-arrhythmia agent.. verapamil : A racemate comprising equimolar amounts of dexverapamil and (S)-verapamil. An L-type calcium channel blocker of the phenylalkylamine class, it is used (particularly as the hydrochloride salt) in the treatment of hypertension, angina pectoris and cardiac arrhythmia, and as a preventive medication for migraine.. 2-(3,4-dimethoxyphenyl)-5-{[2-(3,4-dimethoxyphenyl)ethyl](methyl)amino}-2-(propan-2-yl)pentanenitrile : A tertiary amino compound that is 3,4-dimethoxyphenylethylamine in which the hydrogens attached to the nitrogen are replaced by a methyl group and a 4-cyano-4-(3,4-dimethoxyphenyl)-5-methylhexyl group.	2.11	1	aromatic ether; nitrile; polyether; tertiary amino compound
clonidine Clonidine: An imidazoline sympatholytic agent that stimulates ALPHA-2 ADRENERGIC RECEPTORS and central IMIDAZOLINE RECEPTORS. It is commonly used in the management of HYPERTENSION.. clonidine (amino form) : A clonidine that is 4,5-dihydro-1H-imidazol-2-amine in which one of the amino hydrogens is replaced by a 2,6-dichlorophenyl group.	2.11	1	clonidine; imidazoline
diazepam Diazepam: A benzodiazepine with anticonvulsant, anxiolytic, sedative, muscle relaxant, and amnesic properties and a long duration of action. Its actions are mediated by enhancement of GAMMA-AMINOBUTYRIC ACID activity.. diazepam : A 1,4-benzodiazepinone that is 1,3-dihydro-2H-1,4-benzodiazepin-2-one substituted by a chloro group at position 7, a methyl group at position 1 and a phenyl group at position 5.	2.42	2	1,4-benzodiazepinone; organochlorine compound	anticonvulsant; anxiolytic drug; environmental contaminant; sedative; xenobiotic
donepezil Donepezil: An indan and piperidine derivative that acts as a selective and reversible inhibitor of ACETYLCHOLINESTERASE. Donepezil is highly selective for the central nervous system and is used in the management of mild to moderate DEMENTIA in ALZHEIMER DISEASE.. donepezil : A racemate comprising equimolar amounts of (R)- and (S)-donepezil. A centrally acting reversible acetylcholinesterase inhibitor, its main therapeutic use is in the treatment of Alzheimer's disease where it is used to increase cortical acetylcholine.. 2-[(1-benzylpiperidin-4-yl)methyl]-5,6-dimethoxyindan-1-one : A member of the class of indanones that is 5,6-dimethoxyindan-1-one which is substituted at position 2 by an (N-benzylpiperidin-4-yl)methyl group.	2.15	1	aromatic ether; indanones; piperidines; racemate	EC 3.1.1.7 (acetylcholinesterase) inhibitor; EC 3.1.1.8 (cholinesterase) inhibitor; nootropic agent
enoxacin Enoxacin: A broad-spectrum 6-fluoronaphthyridinone antibacterial agent that is structurally related to NALIDIXIC ACID.. enoxacin : A 1,8-naphthyridine derivative that is 1,4-dihydro-1,8-naphthyridine with an ethyl group at the 1 position, a carboxy group at the 3-position, an oxo sustituent at the 4-position, a fluoro substituent at the 5-position and a piperazin-1-yl group at the 7 position. An antibacterial, it is used in the treatment of urinary-tract infections and gonorrhoea.	2.11	1	1,8-naphthyridine derivative; amino acid; fluoroquinolone antibiotic; monocarboxylic acid; N-arylpiperazine; quinolone antibiotic	antibacterial drug; DNA synthesis inhibitor
ibuprofen Midol: combination of cinnamedrine, phenacetin, aspirin & caffeine	2.02	1	monocarboxylic acid	antipyretic; cyclooxygenase 1 inhibitor; cyclooxygenase 2 inhibitor; drug allergen; environmental contaminant; geroprotector; non-narcotic analgesic; non-steroidal anti-inflammatory drug; radical scavenger; xenobiotic
imipramine Imipramine: The prototypical tricyclic antidepressant. It has been used in major depression, dysthymia, bipolar depression, attention-deficit disorders, agoraphobia, and panic disorders. It has less sedative effect than some other members of this therapeutic group.. imipramine : A dibenzoazepine that is 5H-dibenzo[b,f]azepine substituted by a 3-(dimethylamino)propyl group at the nitrogen atom.	2.11	1	dibenzoazepine	adrenergic uptake inhibitor; antidepressant; EC 3.4.21.26 (prolyl oligopeptidase) inhibitor
indomethacin Indomethacin: A non-steroidal anti-inflammatory agent (NSAID) that inhibits CYCLOOXYGENASE, which is necessary for the formation of PROSTAGLANDINS and other AUTACOIDS. It also inhibits the motility of POLYMORPHONUCLEAR LEUKOCYTES.. indometacin : A member of the class of indole-3-acetic acids that is indole-3-acetic acid in which the indole ring is substituted at positions 1, 2 and 5 by p-chlorobenzoyl, methyl, and methoxy groups, respectively. A non-steroidal anti-inflammatory drug, it is used in the treatment of musculoskeletal and joint disorders including osteoarthritis, rheumatoid arthritis, gout, bursitis and tendinitis.	2.02	1	aromatic ether; indole-3-acetic acids; monochlorobenzenes; N-acylindole	analgesic; drug metabolite; EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor; environmental contaminant; gout suppressant; non-steroidal anti-inflammatory drug; xenobiotic metabolite; xenobiotic
metformin Metformin: A biguanide hypoglycemic agent used in the treatment of non-insulin-dependent diabetes mellitus not responding to dietary modification. Metformin improves glycemic control by improving insulin sensitivity and decreasing intestinal absorption of glucose. (From Martindale, The Extra Pharmacopoeia, 30th ed, p289). metformin : A member of the class of guanidines that is biguanide the carrying two methyl substituents at position 1.	2.6	1	guanidines	environmental contaminant; geroprotector; hypoglycemic agent; xenobiotic
nimesulide nimesulide: structure. nimesulide : An aromatic ether having phenyl and 2-methylsulfonamido-5-nitrophenyl as the two aryl groups.	2.02	1	aromatic ether; C-nitro compound; sulfonamide	cyclooxygenase 2 inhibitor; non-steroidal anti-inflammatory drug
norfloxacin Norfloxacin: A synthetic fluoroquinolone (FLUOROQUINOLONES) with broad-spectrum antibacterial activity against most gram-negative and gram-positive bacteria. Norfloxacin inhibits bacterial DNA GYRASE.. norfloxacin : A quinolinemonocarboxylic acid with broad-spectrum antibacterial activity against most gram-negative and gram-positive bacteria. Norfloxacin is bactericidal and its mode of action depends on blocking of bacterial DNA replication by binding itself to an enzyme called DNA gyrase.	2.11	1	fluoroquinolone antibiotic; N-arylpiperazine; quinolinemonocarboxylic acid; quinolone antibiotic; quinolone	antibacterial drug; DNA synthesis inhibitor; environmental contaminant; xenobiotic
n-(2-cyclohexyloxy-4-nitrophenyl)methanesulfonamide N-(2-cyclohexyloxy-4-nitrophenyl)methanesulfonamide: structure given in first source. NS-398 : A C-nitro compound that is N-methylsulfonyl-4-nitroaniline bearing an additional cyclohexyloxy substituent at position 2.	2.02	1	aromatic ether; C-nitro compound; sulfonamide	antineoplastic agent; cyclooxygenase 2 inhibitor
oxazepam Oxazepam: A benzodiazepine used in the treatment of anxiety, alcohol withdrawal, and insomnia.. oxazepam : A 1,4-benzodiazepinone that is 1,3-dihydro-2H-1,4-benzodiazepin-2-one substituted by a chloro group at position 7, a hydroxy group at position 3 and phenyl group at position 5.	2.11	1	1,4-benzodiazepinone; organochlorine compound	anxiolytic drug; environmental contaminant; xenobiotic
rofecoxib [no description available]	2.02	1	butenolide; sulfone	analgesic; cyclooxygenase 2 inhibitor; non-steroidal anti-inflammatory drug
oxacillin Oxacillin: An antibiotic similar to FLUCLOXACILLIN used in resistant staphylococci infections.. oxacillin : A penicillin antibiotic carrying a 5-methyl-3-phenylisoxazole-4-carboxamide group at position 6beta.	2.25	1	penicillin	antibacterial agent; antibacterial drug
chloroform Chloroform: A commonly used laboratory solvent. It was previously used as an anesthetic, but was banned from use in the U.S. due to its suspected carcinogenicity.. chloroform : A one-carbon compound that is methane in which three of the hydrogens are replaced by chlorines.	2.21	1	chloromethanes; one-carbon compound	carcinogenic agent; central nervous system drug; inhalation anaesthetic; non-polar solvent; refrigerant
visnagin visnagin: from Musineon divaricatum. visnagin : A furanochromone that is furo[3,2-g]chromen-5-one which is substituted at positions 4 and 7 by methoxy and methyl groups, respectively. Found in the toothpick-plant, Ammi visnaga.	1.99	1	aromatic ether; furanochromone; polyketide	anti-inflammatory agent; antihypertensive agent; EC 1.1.1.37 (malate dehydrogenase) inhibitor; phytotoxin; plant metabolite; vasodilator agent
thymol Thymol: A phenol obtained from thyme oil or other volatile oils used as a stabilizer in pharmaceutical preparations, and as an antiseptic (antibacterial or antifungal) agent.. thymol : A phenol that is a natural monoterpene derivative of cymene.	2.21	1	monoterpenoid; phenols	volatile oil component
acetyleugenol acetyleugenol: from cloves; inhibits arachidonate-, adrenaline-, & collagen-induced platelet aggregation	2.02	1	benzoate ester; phenols
catechin Catechin: An antioxidant flavonoid, occurring especially in woody plants as both (+)-catechin and (-)-epicatechin (cis) forms.. catechin : Members of the class of hydroxyflavan that have a flavan-3-ol skeleton and its substituted derivatives.. rac-catechin : A racemate comprising equimolar amounts of (+)- and (-)-catechin. (+)-catechin : The (+)-enantiomer of catechin and a polyphenolic antioxidant plant metabolite.	2.43	2	catechin	antioxidant; plant metabolite
flavanone flavanone: RN given refers to cpd with unspecified isomeric designation; structure in first source. flavanone : The simplest member of the class of flavanones that consists of flavan bearing an oxo substituent at position 4.	1.99	1	flavanones
carvacrol carvacrol : A phenol that is a natural monoterpene derivative of cymene. An inhibitor of bacterial growth, it is used as a food additive. Potent activator of the human ion channels transient receptor potential V3 (TRPV3) and A1 (TRPA1).	2.02	1	botanical anti-fungal agent; p-menthane monoterpenoid; phenols	agrochemical; antimicrobial agent; flavouring agent; TRPA1 channel agonist; volatile oil component
oleanolic acid [no description available]	2.78	3	hydroxy monocarboxylic acid; pentacyclic triterpenoid	plant metabolite
flavone flavone: RN given refers to unlabeled cpd; structure given in first source. flavone : The simplest member of the class of flavones that consists of 4H-chromen-4-one bearing a phenyl substituent at position 2.	4.38	6	flavones	metabolite; nematicide
3-hydroxyflavone 3-hydroxyflavone: structure given in first source. flavonol : A monohydroxyflavone that is the 3-hydroxy derivative of flavone.	2.03	1	flavonols; monohydroxyflavone
alpha-naphthoflavone alpha-naphthoflavone: inhibits P4501A1 and P4501A2; stimulates some activities of P4503A4. alpha-naphthoflavone : An extended flavonoid resulting from the formal fusion of a benzene ring with the h side of flavone. A synthetic compound, it is an inhibitor of aromatase (EC 1.14.14.14).	2.4	2	extended flavonoid; naphtho-gamma-pyrone; organic heterotricyclic compound	aryl hydrocarbon receptor agonist; aryl hydrocarbon receptor antagonist; EC 1.14.14.14 (aromatase) inhibitor
vancomycin Vancomycin: Antibacterial obtained from Streptomyces orientalis. It is a glycopeptide related to RISTOCETIN that inhibits bacterial cell wall assembly and is toxic to kidneys and the inner ear.. vancomycin : A complex glycopeptide from Streptomyces orientalis. It inhibits a specific step in the synthesis of the peptidoglycan layer in the Gram-positive bacteria Staphylococcus aureus and Clostridium difficile.	2.25	1	glycopeptide	antibacterial drug; antimicrobial agent; bacterial metabolite
menthol (+-)-menthol : A racemate comprising equimolar amounts of (+)- and (-)-menthol. Both (+-)- and (-)-menthol are used to relieve symptoms of conditions such as bronchitis and sinusitis. When applied to the skin, menthol dilates the blood vessels, giving a sensation of coldness followed by an analgesic effect that relieves itching. It is therefore used in creams and ointments for the relief of pruritis and urticaria.. (-)-menthol : A p-menthan-3-ol which has (1R,2S,5R)-stereochemistry. It is the most common naturally occurring enantiomer.	2.02	1	p-menthan-3-ol	antipruritic drug; antispasmodic drug; antitussive
cromolyn sodium Cromolyn Sodium: A chromone complex that acts by inhibiting the release of chemical mediators from sensitized MAST CELLS. It is used in the prophylactic treatment of both allergic and exercise-induced asthma, but does not affect an established asthmatic attack.. disodium cromoglycate : An organic sodium salt that is the disodium salt of cromoglycic acid.	2.01	1	organic sodium salt	anti-asthmatic drug; drug allergen
tetradecanoylphorbol acetate Tetradecanoylphorbol Acetate: A phorbol ester found in CROTON OIL with very effective tumor promoting activity. It stimulates the synthesis of both DNA and RNA.. phorbol ester : Esters of phorbol, originally found in croton oil (from Croton tiglium, of the family Euphorbiaceae). A number of phorbol esters possess activity as tumour promoters and activate the mechanisms associated with cell growth. Some of these are used in experiments as activators of protein kinase C.. phorbol 13-acetate 12-myristate : A phorbol ester that is phorbol in which the hydroxy groups at the cyclopropane ring juction (position 13) and the adjacent carbon (position 12) have been converted into the corresponding acetate and myristate esters. It is a major active constituent of the seed oil of Croton tiglium. It has been used as a tumour promoting agent for skin carcinogenesis in rodents and is associated with increased cell proliferation of malignant cells. However its function is controversial since a decrease in cell proliferation has also been observed in several cancer cell types.	2.25	1	acetate ester; diester; phorbol ester; tertiary alpha-hydroxy ketone; tetradecanoate ester	antineoplastic agent; apoptosis inducer; carcinogenic agent; mitogen; plant metabolite; protein kinase C agonist; reactive oxygen species generator
pedalitin pedalitin: has antioxidant activity; isolated from Rabdosia japonica; structure in first source. pedalitin : A tetrahydroxy-monohydroxy-flavone, with the four hydroxy groups at C-3',-4',-5 and 6, and the methoxy group at C-7. It has been isolated from a number of plant species, including Eremosparton songoricum, Rabdosia japonica and Ruellia tuberosa.	2.04	1	monomethoxyflavone; tetrahydroxyflavone	EC 1.17.3.2 (xanthine oxidase) inhibitor; metabolite
adenosine quinquefolan B: isolated from roots of Panax quinquefolium L.; RN not in Chemline 10/87; RN from Toxlit	6.99	1	adenosines; purines D-ribonucleoside	analgesic; anti-arrhythmia drug; fundamental metabolite; human metabolite; vasodilator agent
glucose, (beta-d)-isomer beta-D-glucose : D-Glucopyranose with beta configuration at the anomeric centre.. (1->4)-beta-D-glucan : A beta-D-glucan in which the glucose units are connected by (1->4) linkages.. (1->3)-beta-D-glucan : A beta-D-glucan in which the glucose units are connected by (1->3) linkages.	2.1	1	D-glucopyranose	epitope; mouse metabolite
epigallocatechin gallate epigallocatechin gallate: a steroid 5alpha-reductase inhibitor and antimutagen in green tea (Camellia sinensis). (-)-epigallocatechin 3-gallate : A gallate ester obtained by the formal condensation of gallic acid with the (3R)-hydroxy group of (-)-epigallocatechin.	3.84	3	flavans; gallate ester; polyphenol	antineoplastic agent; antioxidant; apoptosis inducer; geroprotector; Hsp90 inhibitor; neuroprotective agent; plant metabolite
gallocatechol gallocatechol: structure give in first source; RN given for (trans-(+-))-omer; inhibits DNA-dependent DNA & RNA polymerases. (+)-gallocatechin : A gallocatechin that has (2R,3S)-configuration. It is found in green tea and bananas.. gallocatechin : A catechin that is a flavan substituted by hydroxy groups at positions 3, 3', 4', 5, 5' and 7 (the trans isomer). It is isolated from Acacia mearnsii.	2.02	1	gallocatechin	antioxidant; metabolite; radical scavenger
rutecarpine rutacarpine: from Evodia rutaecarpa; an ingredient in zhuyu hewei zhitong capsules	2.02	1	beta-carbolines
pinocembrin pinocembrin : A dihydroxyflavanone in which the two hydroxy groups are located at positions 5 and 7. A natural product found in Piper sarmentosum and Cryptocarya chartacea.	1.98	1	(2S)-flavan-4-one; dihydroxyflavanone	antineoplastic agent; antioxidant; metabolite; neuroprotective agent; vasodilator agent
tangeretin tangeretin: structure given in first source; from citrus plants; inhibits invasion of MO4 mouse cells into embryonic chick heart in vitro. tangeretin : A pentamethoxyflavone flavone with methoxy groups at positions 4', 5, 6 , 7 and 8.. pentamethoxyflavone : A methoxyflavone that is flavone substituted by a five methoxy groups.	2.01	1	pentamethoxyflavone	antineoplastic agent; plant metabolite
5-hydroxyflavone [no description available]	2.69	3	flavones
malvidin chloride [no description available]	3.27	1
avarol avarol: RN given refers to parent cpd; extract from Dysidea avara(sea sponge)	2.02	1
epicatechin (-)-epicatechin : A catechin with (2R,3R)-configuration.	2.43	2	catechin; polyphenol	antioxidant
gallocatechol (-)-epigallocatechin : A flavan-3,3',4',5,5',7-hexol having (2R,3R)-configuration.	2.03	1	catechin; flavan-3,3',4',5,5',7-hexol	antioxidant; food component; plant metabolite
6-hydroxyflavone 6-hydroxyflavone: antioxidant; structure in first source	2.44	2	hydroxyflavonoid
hesperetin [no description available]	3.27	1	3'-hydroxyflavanones; 4'-methoxyflavanones; monomethoxyflavanone; trihydroxyflavanone	antineoplastic agent; antioxidant; plant metabolite
(-)-catechin (-)-catechin : The (-)-enantiomer of catechin.	2.03	1	catechin	metabolite
xanthomicrol xanthomicrol: structure in first source. xanthomicrol : A trimethoxyflavone that is flavone substituted by methoxy groups at positions 6, 7 and 8 and hydroxy groups at positions 5 and 4'.	2.49	2	dihydroxyflavone; trimethoxyflavone	antineoplastic agent; plant metabolite
fangchinoline [no description available]	2.02	1	aromatic ether; bisbenzylisoquinoline alkaloid; macrocycle	anti-HIV-1 agent; anti-inflammatory agent; antineoplastic agent; antioxidant; neuroprotective agent; plant metabolite
tryptanthrine tryptanthrine: minor constituent of traditional Chinese medicine qing dai	2.02	1	alkaloid antibiotic; organic heterotetracyclic compound; organonitrogen heterocyclic compound
sakuranetin sakuranetin: major rice phytoalexin; RN given for ((S)-(-))-isomer; structure in first source. sakuranetin : A flavonoid phytoalexin that is (S)-naringenin in which the hydroxy group at position 7 is replaced by a methoxy group.	1.98	1	(2S)-flavan-4-one; 4'-hydroxyflavanones; dihydroxyflavanone; flavonoid phytoalexin; monomethoxyflavanone	antimycobacterial drug; plant metabolite
homoeriodictyol homoeriodictyol: structure in first source. homoeriodictyol : A trihydroxyflavanone that consists of 3'-methoxyflavanone in which the three hydroxy substituents are located at positions 4', 5, and 7.	1.98	1	3'-methoxyflavanones; 4'-hydroxyflavanones; monomethoxyflavanone; trihydroxyflavanone	flavouring agent; metabolite
rivastigmine [no description available]	2.11	1	carbamate ester; tertiary amino compound	cholinergic drug; EC 3.1.1.8 (cholinesterase) inhibitor; neuroprotective agent
eriocitrin eriocitrin: structure in first source. eriocitrin : A disaccharide derivative that consists of eriodictyol substituted by a 6-O-(alpha-L-rhamnopyranosyl)-beta-D-glucopyranosyl moiety at position 7 via a glycosidic linkage.	3.27	1	3'-hydroxyflavanones; 4'-hydroxyflavanones; disaccharide derivative; flavanone glycoside; rutinoside; trihydroxyflavanone	antioxidant
diprotin a [no description available]	3.27	1	peptide
4',5,6,7-tetramethoxyflavone 4',5,6,7-tetramethoxyflavone: structure given in first source; from plant Eupatorium odoratum. 4',5,6,7-tetramethoxyflavone : A tetramethoxyflavone that is the tetra-O-methyl derivative of scutellarein.	2.45	2	tetramethoxyflavone	antimutagen; plant metabolite
eupatorin eupatorin: a flavonoid from the East Asian medicinal plant Orthosiphon spicatus; prevents oxidative inactivation of 15-lipoxygenase; structure given in first source. eupatorin : A trimethoxyflavone that is 6-hydroxyluteolin in which the phenolic hydogens at positions 4', 6 and 7 have been replaced by methyl groups.	2.46	2	dihydroxyflavone; polyphenol; trimethoxyflavone	anti-inflammatory agent; antineoplastic agent; apoptosis inducer; Brassica napus metabolite; calcium channel blocker; P450 inhibitor; vasodilator agent
epicatechin gallate epicatechin gallate: a steroid 5alpha-reductase inhibitor; RN given refers to the (cis)-isomer; structure given in first source; isolated from green tea. (-)-epicatechin-3-O-gallate : A gallate ester obtained by formal condensation of the carboxy group of gallic acid with the (3R)-hydroxy group of epicatechin. A natural product found in Parapiptadenia rigida.	2.03	1	catechin; gallate ester; polyphenol	EC 3.2.1.1 (alpha-amylase) inhibitor; EC 3.2.1.20 (alpha-glucosidase) inhibitor; metabolite
triptolide [no description available]	2.02	1	diterpenoid; epoxide; gamma-lactam; organic heteroheptacyclic compound	antispermatogenic agent; plant metabolite
parthenolide [no description available]	2.02	1	germacranolide
nepitrin [no description available]	2.1	1	flavonoids; glycoside
skullcapflavone ii skullcapflavone II: cytotoxic principle from Scutellariae radix; structure given in first source. scullcapflavone II : A tetramethoxyflavone that is flavone substituted by methoxy groups at positions 6, 7, 8 and 6' and hydroxy groups at positons 5 and 2' respectively.	2.04	1	dihydroxyflavone; tetramethoxyflavone	anti-asthmatic drug; plant metabolite
3',6-dinitroflavone [no description available]	2.04	1
cyanidin cyanidin: RN given refers to parent cpd; structure. cyanidin cation : An anthocyanidin cation that is flavylium substituted at positions 3, 3', 4', 5 and 7 by hydroxy groups.	2.02	1	5-hydroxyanthocyanidin	antioxidant; metabolite; neuroprotective agent
sinensetin sinensetin: isolated from citrus fruit; exhibit antiadhesive action on platelets. sinensetin : A pentamethoxyflavone that is flavone substituted by methoxy groups at positions 5, 6, 7, 3' and 4' respectively.	2.25	1	pentamethoxyflavone	plant metabolite
2'-methoxyflavone [no description available]	2.04	1	ether; flavonoids
6-methoxyflavone 6-methoxyflavone: suppresses NFAT-mediated T cell activation; structure in first source	2.04	1	ether; flavonoids
sideritoflavone sideritoflavone: methoxyflavone from Stachys glutinosa with binding affinity to opioid receptors; structure in first source	2.43	2	ether; flavonoids
rhodioloside [no description available]	2.02	1	glycoside
cirsimarin cirsimarin: a flavone glycoside from Microtea debilis; structure given in first source	7.4	2	flavonoids; glycoside
cirsiliol cirsiliol: potent inhibitor of arachidonate lipooxygenase. cirsiliol : A dimethoxyflavone that is flavone substituted by methoxy groups at positions 6 and 7 and hydroxy groups at positions 5, 3' and 4' respectively.	2.73	3	dimethoxyflavone; trihydroxyflavone	plant metabolite
isosakuranetin isosakuranetin: structure in first source. 4'-methoxy-5,7-dihydroxyflavanone : A dihydroxyflavanone that is flavanone substituted by hydroxy groups at positions 5 and 7 and a methoxy group at position 4' (the 2S stereoisomer).	1.98	1	(2S)-flavan-4-one; 4'-methoxyflavanones; dihydroxyflavanone; monomethoxyflavanone	plant metabolite
nevadensin nevadensin: from Lysionotus pauceflora Maxim; RN & N1 from 9th CI. nevadensin : A trimethoxyflavone that is flavone substituted by methoxy groups at positions 6, 8 and 4' and hydroxy groups at positions 5 and 7 respectively.	2.04	1	dihydroxyflavone; trimethoxyflavone	plant metabolite
salvigenin salvigenin: structure. salvigenin : A trimethoxyflavone that is scutellarein in which the hydroxy groups at positions 4', 6, and 7 are replaced by methoxy groups.	3.18	5	monohydroxyflavone; trimethoxyflavone	antilipemic drug; antineoplastic agent; apoptosis inhibitor; autophagy inducer; hypoglycemic agent; immunomodulator; neuroprotective agent; plant metabolite
2'-hydroxyflavone 2'-hydroxyflavone: isolated from Daphnopsis sellowiana; structure given in first source	2.04	1	flavones
cirsilineol cirsilineol: isolated from Thymus carnosus Boiss.. cirsilineol : A trimethoxyflavone that is flavone substituted by methoxy groups at positions 6, 7 and 3' and hydroxy groups at positions 5 and 4' respectively.	2.71	3	dihydroxyflavone; trimethoxyflavone	antineoplastic agent; plant metabolite
4'-hydroxyflavanone 4'-hydroxyflavanone: structure in first source. 4'-hydroxyflavanones : Any hydroxyflavanone having a hydroxy substituent located at position 4'.	1.99	1	4'-hydroxyflavanones; monohydroxyflavanone
n-valyltryptophan N-valyltryptophan: RN given refers to (L)-isomer	3.27	1	peptide
4'-o-methylepigallocatechin 4'-methylepigallocatechin: antispasmodic from Maytenus rigida Mart (Celestraceae); structure in first source	2.02	1	catechin	metabolite
2'-hydroxyflavanone [no description available]	1.99	1
4',5-dihydroxy-3',6,7,8-tetramethoxyflavone [no description available]	2.04	1
(+)-epicatechin (+)-epicatechin : A catechin that is flavan carrying five hydroxy substituents at positions 3, 3', 4', 5 and 7 (the 2S,3S-stereoisomer).	2.03	1	catechin; polyphenol	cyclooxygenase 1 inhibitor; plant metabolite
4',6-dihydroxyflavone 4',6-dihydroxyflavone : A dihydroxyflavone that is flavone substituted by hydroxy groups at positions 4' and 6.	2.04	1	dihydroxyflavone
scutellarin scutellarin: see scutellarein for aglycone. scutellarin : The glycosyloxyflavone which is the 7-O-glucuronide of scutellarein.	2.11	1	glucosiduronic acid; glycosyloxyflavone; monosaccharide derivative; trihydroxyflavone	antineoplastic agent; proteasome inhibitor
ergolide ergolide: a potent cytotoxic sesquiterpene lactone from Inula sp.; structure given in first source. ergolide : A sesquiterpene lactone that is decahydroazuleno[6,5-b]furan-2,5-dione substituted by methyl groups at positions 4a and 8, a methylidene group at position 3 and an acetyloxy group at position 4. It has been isolated from the aerial parts of Inula hupehensis.	2.02	1	acetate ester; cyclic ketone; gamma-lactone; organic heterotricyclic compound; sesquiterpene lactone	anti-inflammatory agent; antineoplastic agent; metabolite; NF-kappaB inhibitor; plant metabolite
(-)-gallocatechin gallate (-)-gallocatechin gallate : A gallate ester obtained by formal condensation of the carboxy group of gallic acid with the (3R)-hydroxy group of (-)-gallocatechin. A natural product found in found in green tea.	2.03	1	catechin; gallate ester; polyphenol	antineoplastic agent; EC 3.4.22.69 (SARS coronavirus main proteinase) inhibitor; human xenobiotic metabolite; plant metabolite
tenulin tenulin: toxic constituent of Helenium amarum (bitter sneezeweed); structure	2.02	1	sesquiterpene lactone
2-(4-hydroxyphenyl)-5,6,7-trimethoxy-4H-1-benzopyran-4-one 2-(4-hydroxyphenyl)-5,6,7-trimethoxy-4H-1-benzopyran-4-one : A trimethoxyflavone that is flavone substituted by methoxy groups at positions 5, 6 and 7 and a hydroxy group at position 4'.	2.53	2	monohydroxyflavone; trimethoxyflavone
6-chloroflavone 6-chloroflavone: structure in first source	2.04	1
sakuranetin [no description available]	2.4	2
naringenin (S)-naringenin : The (S)-enantiomer of naringenin.	3.84	3	(2S)-flavan-4-one; naringenin	expectorant; plant metabolite
taxifolin (+)-taxifolin : A taxifolin that has (2R,3R)-configuration.	1.99	1	taxifolin	metabolite
eriodictyol eriodictyol: structure. eriodictyol : A tetrahydroxyflavanone that is flavanone substituted by hydroxy groups at positions 5, 7, 3' and 4' respectively.	1.98	1	3'-hydroxyflavanones; tetrahydroxyflavanone
cyanidin 3-o-beta-d-glucopyranoside cyanidin 3-O-beta-D-glucoside : An anthocyanin cation that is a cyanidin cation linked to a beta-D-glucosyl moiety at position 3.	3.27	1	anthocyanin cation; beta-D-glucoside; monosaccharide derivative	metabolite
carnosol carnosol: isolated from Lepechinia hastata	2.15	1	diterpenoid
n-formylmethionine leucyl-phenylalanine N-Formylmethionine Leucyl-Phenylalanine: A formylated tripeptide originally isolated from bacterial filtrates that is positively chemotactic to polymorphonuclear leucocytes, and causes them to release lysosomal enzymes and become metabolically activated.. N-formyl-L-methionyl-L-leucyl-L-phenylalanine : A tripeptide composed of L-Met, L-Leu and L-Phe in a linear sequence with a formyl group at the amino terminus. It acts as a potent inducer of leucocyte chemotaxis and macrophage activator as well as a ligand for the FPR receptor.	2.01	1	tripeptide
epiafzelechin epiafzelechin: antioxidant; 3'-deoxy form of epicatechin; structure in first source. (-)-epiafzelechin : A catechin derivative having (2R,3R)-configuration.	2.02	1	catechin	plant metabolite
resveratrol trans-resveratrol : A resveratrol in which the double bond has E configuration.	3.57	2	resveratrol	antioxidant; phytoalexin; plant metabolite; quorum sensing inhibitor; radical scavenger
adenosine-5'-(n-ethylcarboxamide) Adenosine-5'-(N-ethylcarboxamide): A stable adenosine A1 and A2 receptor agonist. Experimentally, it inhibits cAMP and cGMP phosphodiesterase activity.. N-ethyl-5'-carboxamidoadenosine : A derivative of adenosine in which the 5'-hydroxymethyl group is replaced by an N-ethylcarboxamido group.	1.99	1	adenosines; monocarboxylic acid amide	adenosine A1 receptor agonist; adenosine A2A receptor agonist; antineoplastic agent; EC 3.1.4.* (phosphoric diester hydrolase) inhibitor; vasodilator agent
6-bromoflavone 6-bromoflavone: a high affinity ligand for the central benzodiazepine receptors; structure given in first source	2.04	1
kazinol b kazinol B: a natural isoprenylated flavan	2.02	1
3'-methoxyflavone 3'-methoxyflavone : The parent member of the class of 3'-methoxyflavones that is flavone which carries a methoxy group at the 3'-position.	2.04	1	3'-methoxyflavones	plant metabolite
cinnamaldehyde 3-phenylprop-2-enal : A member of the class of cinnamaldehydes that is prop-2-enal in which a hydrogen at position 3 has been replaced by a phenyl group. The configuration of the double bond is not specified; the name "cinnamaldehyde" is widely used to refer to the E (trans) isomer.. (E)-cinnamaldehyde : The E (trans) stereoisomer of cinnamaldehyde, the parent of the class of cinnamaldehydes.	2.02	1	3-phenylprop-2-enal; cinnamaldehydes	antifungal agent; EC 4.3.1.24 (phenylalanine ammonia-lyase) inhibitor; flavouring agent; hypoglycemic agent; plant metabolite; sensitiser; vasodilator agent
glycosides [no description available]	1.99	1
sesquiterpenes [no description available]	2.06	1
3,6-dihydroxyflavone 3,6-dihydroxyflavone: induces apoptosis in leukemia HL-60 cells; structure in first source	2.03	1
3',4'-dimethoxyflavone [no description available]	2.01	1
6-methylflavone 6-methylflavone: structure in first source	2.04	1
caffeic acid trans-caffeic acid : The trans-isomer of caffeic acid.	3.27	1	caffeic acid	geroprotector; mouse metabolite
curcumin Curcumin: A yellow-orange dye obtained from tumeric, the powdered root of CURCUMA longa. It is used in the preparation of curcuma paper and the detection of boron. Curcumin appears to possess a spectrum of pharmacological properties, due primarily to its inhibitory effects on metabolic enzymes.. curcumin : A beta-diketone that is methane in which two of the hydrogens are substituted by feruloyl groups. A natural dyestuff found in the root of Curcuma longa.	2.15	1	aromatic ether; beta-diketone; diarylheptanoid; enone; polyphenol	anti-inflammatory agent; antifungal agent; antineoplastic agent; biological pigment; contraceptive drug; dye; EC 1.1.1.205 (IMP dehydrogenase) inhibitor; EC 1.1.1.21 (aldehyde reductase) inhibitor; EC 1.1.1.25 (shikimate dehydrogenase) inhibitor; EC 1.6.5.2 [NAD(P)H dehydrogenase (quinone)] inhibitor; EC 1.8.1.9 (thioredoxin reductase) inhibitor; EC 2.7.10.2 (non-specific protein-tyrosine kinase) inhibitor; EC 3.5.1.98 (histone deacetylase) inhibitor; flavouring agent; food colouring; geroprotector; hepatoprotective agent; immunomodulator; iron chelator; ligand; lipoxygenase inhibitor; metabolite; neuroprotective agent; nutraceutical; radical scavenger
capsaicin ALGRX-4975: an injectable capsaicin (TRPV1 receptor agonist) formulation for longlasting pain relief. capsaicinoid : A family of aromatic fatty amides produced as secondary metabolites by chilli peppers.	2.02	1	capsaicinoid	non-narcotic analgesic; TRPV1 agonist; voltage-gated sodium channel blocker
demethoxysudachitin demethoxysudachitin: from Lysionotus denticutosus & pauciflorus var. Catifolius	2.04	1	ether; flavonoids
ladanein ladanein: from Marrubium peregrinum; structure in first source. ladanein : A dimethoxyflavone that is scutellarein in which the hydroxy groups at positions 4' and 7 are replaced by methoxy groups. It is an effective anti-HCV agent.	2.46	2	dihydroxyflavone; dimethoxyflavone	antiviral agent; plant metabolite; radical scavenger
6-bromo-3'-nitroflavone 6-bromo-3'-nitroflavone: a synthetic flavonoid with high affinity for the benzodiazepine receptors	2.04	1
sitagliptin sitagliptin : A triazolopyrazine that exhibits hypoglycemic activity.	3.27	1	triazolopyrazine; trifluorobenzene	EC 3.4.14.5 (dipeptidyl-peptidase IV) inhibitor; environmental contaminant; hypoglycemic agent; serine proteinase inhibitor; xenobiotic
fraxetin fraxetin : A hydroxycoumarin that is 6-methoxycoumarin in which the hydrogens at positions 7 and 8 have been replaced by hydroxy groups.	2.02	1	aromatic ether; hydroxycoumarin	anti-inflammatory agent; antibacterial agent; antimicrobial agent; antioxidant; apoptosis inducer; apoptosis inhibitor; Arabidopsis thaliana metabolite; hepatoprotective agent; hypoglycemic agent
eupatilin eupatilin: isolated from Artemisia argyi. eupatilin : A trimethoxyflavone that is flavone substituted by hydroxy groups at C-5 and C-7 and methoxy groups at C-6, C-3' and C-4' respectively. Isolated from Citrus reticulata and Salvia tomentosa, it exhibits anti-inflammatory, anti-ulcer and antineoplastic activities.	2.21	1	dihydroxyflavone; trimethoxyflavone	anti-inflammatory agent; anti-ulcer drug; antineoplastic agent; EC 1.13.11.34 (arachidonate 5-lipoxygenase) inhibitor; metabolite
quercetin [no description available]	4.51	7	7-hydroxyflavonol; pentahydroxyflavone	antibacterial agent; antineoplastic agent; antioxidant; Aurora kinase inhibitor; chelator; EC 1.10.99.2 [ribosyldihydronicotinamide dehydrogenase (quinone)] inhibitor; geroprotector; phytoestrogen; plant metabolite; protein kinase inhibitor; radical scavenger
coniferin coniferin : A monosaccharide derivative that is coniferol attached to a beta-D-glucopyranosyl residue at position 1 via a glycosidic linkage.	2.02	1	aromatic ether; cinnamyl alcohol beta-D-glucoside; monosaccharide derivative	plant metabolite
biochanin a [no description available]	2.03	1	4'-methoxyisoflavones; 7-hydroxyisoflavones	antineoplastic agent; EC 3.5.1.99 (fatty acid amide hydrolase) inhibitor; phytoestrogen; plant metabolite; tyrosine kinase inhibitor
vitexin [no description available]	1.99	1	C-glycosyl compound; trihydroxyflavone	antineoplastic agent; EC 3.2.1.20 (alpha-glucosidase) inhibitor; plant metabolite; platelet aggregation inhibitor
acacetin 5,7-dihydroxy-4'-methoxyflavone : A monomethoxyflavone that is the 4'-methyl ether derivative of apigenin.	2.03	1	dihydroxyflavone; monomethoxyflavone	anticonvulsant; plant metabolite
apigenin Chamomile: Common name for several daisy-like plants (MATRICARIA; TRIPLEUROSPERMUM; ANTHEMIS; CHAMAEMELUM) native to Europe and Western Asia, now naturalized in the United States and Australia.	4.72	9	trihydroxyflavone	antineoplastic agent; metabolite
luteolin [no description available]	4.39	6	3'-hydroxyflavonoid; tetrahydroxyflavone	angiogenesis inhibitor; anti-inflammatory agent; antineoplastic agent; apoptosis inducer; c-Jun N-terminal kinase inhibitor; EC 2.3.1.85 (fatty acid synthase) inhibitor; immunomodulator; nephroprotective agent; plant metabolite; radical scavenger; vascular endothelial growth factor receptor antagonist
linoleic acid Linoleic Acid: A doubly unsaturated fatty acid, occurring widely in plant glycosides. It is an essential fatty acid in mammalian nutrition and is used in the biosynthesis of prostaglandins and cell membranes. (From Stedman, 26th ed). linoleic acid : An octadecadienoic acid in which the two double bonds are at positions 9 and 12 and have Z (cis) stereochemistry.	2.02	1	octadecadienoic acid; omega-6 fatty acid	algal metabolite; Daphnia galeata metabolite; plant metabolite
quercitrin [no description available]	1.99	1	alpha-L-rhamnoside; monosaccharide derivative; quercetin O-glycoside; tetrahydroxyflavone	antileishmanial agent; antioxidant; EC 1.1.1.184 [carbonyl reductase (NADPH)] inhibitor; EC 1.1.1.21 (aldehyde reductase) inhibitor; EC 1.14.18.1 (tyrosinase) inhibitor; plant metabolite
daphnetin [no description available]	2.02	1	hydroxycoumarin
chrysoeriol chrysoeriol: isolated from leaves of Eurya japonica & E. emarginata. 4',5,7-trihydroxy-3'-methoxyflavone : The 3'-O-methyl derivative of luteolin.	1.98	1	monomethoxyflavone; trihydroxyflavone	antineoplastic agent; antioxidant; metabolite
dexmedetomidine chrysoplenol D: potentiates the activity of berberine, artemisinin, and norfloxacine against S. aureus; isolated from Artemisa annua; structure in first source. 3',4',5-trihydroxy-3,6,7-trimethoxyflavone : A trimethoxyflavone that is the 3,6,7-trimethyl ether derivative of quercetagetin.	2.04	1	trihydroxyflavone; trimethoxyflavone	antineoplastic agent; metabolite
quercetin 3-o-glucopyranoside quercetin 3-O-glucopyranoside: structure in first source. quercetin 3-O-beta-D-glucopyranoside : A quercetin O-glucoside that is quercetin with a beta-D-glucosyl residue attached at position 3. Isolated from Lepisorus contortus, it exhibits antineoplastic activityand has been found to decrease the rate of polymerization and sickling of red blood cells	2.02	1	beta-D-glucoside; monosaccharide derivative; quercetin O-glucoside; tetrahydroxyflavone	antineoplastic agent; antioxidant; antipruritic drug; bone density conservation agent; geroprotector; histamine antagonist; osteogenesis regulator; plant metabolite
rutin Hydroxyethylrutoside: Monohydroxyethyl derivative of rutin. Peripheral circulation stimulant used in treatment of venous disorders.	1.99	1	disaccharide derivative; quercetin O-glucoside; rutinoside; tetrahydroxyflavone	antioxidant; metabolite
kaempferol [no description available]	4.23	5	7-hydroxyflavonol; flavonols; tetrahydroxyflavone	antibacterial agent; geroprotector; human blood serum metabolite; human urinary metabolite; human xenobiotic metabolite; plant metabolite
genistein [no description available]	4.04	4	7-hydroxyisoflavones	antineoplastic agent; EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor; geroprotector; human urinary metabolite; phytoestrogen; plant metabolite; tyrosine kinase inhibitor
esculetin esculetin: used in filters for absorption of ultraviolet light; structure. esculetin : A hydroxycoumarin that is umbelliferone in which the hydrogen at position 6 is substituted by a hydroxy group. It is used in filters for absorption of ultraviolet light.	2.02	1	hydroxycoumarin	antioxidant; plant metabolite; ultraviolet filter
costunolide [no description available]	2.02	1	germacranolide; heterobicyclic compound	anthelminthic drug; antiinfective agent; antineoplastic agent; antiparasitic agent; antiviral drug; metabolite
apigenin dimethylether apigenin dimethylether: a dimethoxy analog of apigenin from roots of Rhus undulata and possibly other plants. apigenin 7,4'-dimethyl ether : A dimethoxyflavone that is the 7,4'-dimethyl ether derivative of apigenin.	2.41	2	dimethoxyflavone; monohydroxyflavone	plant metabolite
axillarin axillarin: isolated from Pulicaria crispa or Filifdium sibiricum; structure given in first source. axillarin : A dimethoxyflavone that is the 3,6-dimethyl ether derivative of quercetagetin.	2.04	1	dimethoxyflavone; tetrahydroxyflavone	plant metabolite
baicalein [no description available]	2.43	2	trihydroxyflavone	angiogenesis inhibitor; anti-inflammatory agent; antibacterial agent; anticoronaviral agent; antifungal agent; antineoplastic agent; antioxidant; apoptosis inducer; EC 1.13.11.31 (arachidonate 12-lipoxygenase) inhibitor; EC 1.13.11.33 (arachidonate 15-lipoxygenase) inhibitor; EC 3.4.21.26 (prolyl oligopeptidase) inhibitor; EC 3.4.22.69 (SARS coronavirus main proteinase) inhibitor; EC 4.1.1.17 (ornithine decarboxylase) inhibitor; ferroptosis inhibitor; geroprotector; hormone antagonist; plant metabolite; prostaglandin antagonist; radical scavenger
chrysin chrysin : A dihydroxyflavone in which the two hydroxy groups are located at positions 5 and 7.	2.93	4	7-hydroxyflavonol; dihydroxyflavone	anti-inflammatory agent; antineoplastic agent; antioxidant; EC 2.7.11.18 (myosin-light-chain kinase) inhibitor; hepatoprotective agent; plant metabolite
fisetin [no description available]	2.03	1	3'-hydroxyflavonoid; 7-hydroxyflavonol; tetrahydroxyflavone	anti-inflammatory agent; antioxidant; EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor; geroprotector; metabolite; plant metabolite
galangin 5,7-dihydroxyflavonol: antimicrobial from the twigs of Populus nigra x Populus deltoides; structure in first source. galangin : A 7-hydroxyflavonol with additional hydroxy groups at positions 3 and 5 respectively; a growth inhibitor of breast tumor cells.	2.92	4	7-hydroxyflavonol; trihydroxyflavone	antimicrobial agent; EC 3.1.1.3 (triacylglycerol lipase) inhibitor; plant metabolite
genkwanin genkwanin: structure. genkwanin : A monomethoxyflavone that is apigenin in which the hydroxy group at position 7 is methylated.	2.43	2	dihydroxyflavone; monomethoxyflavone	metabolite
hispidulin hispidulin : A monomethoxyflavone that is scutellarein methylated at position 6.	4.73	9	monomethoxyflavone; trihydroxyflavone	anti-inflammatory agent; anticonvulsant; antineoplastic agent; antioxidant; apoptosis inducer; plant metabolite
6-hydroxyluteolin 6-hydroxyluteolin: isolated from Thymus carnosus Boiss.. 6-hydroxyluteolin : A pentahydroxyflavone that is luteolin with an additional hydroxy group at position 6.	2.04	1	pentahydroxyflavone
hyperoside quercetin 3-O-beta-D-galactopyranoside : A quercetin O-glycoside that is quercetin with a beta-D-galactosyl residue attached at position 3. Isolated from Artemisia capillaris, it exhibits hepatoprotective activity.	1.99	1	beta-D-galactoside; monosaccharide derivative; quercetin O-glycoside; tetrahydroxyflavone	hepatoprotective agent; plant metabolite
3-methylquercetin isorhamnetin : A monomethoxyflavone that is quercetin in which the hydroxy group at position 3' is replaced by a methoxy group.	2.03	1	7-hydroxyflavonol; monomethoxyflavone; tetrahydroxyflavone	anticoagulant; EC 1.14.18.1 (tyrosinase) inhibitor; metabolite
morin morin: a light yellowish pigment found in the wood of old fustic (Chlorophora tinctoria). morin : A pentahydroxyflavone that is 7-hydroxyflavonol bearing three additional hydroxy substituents at positions 2' 4' and 5.	2.03	1	7-hydroxyflavonol; pentahydroxyflavone	angiogenesis modulating agent; anti-inflammatory agent; antibacterial agent; antihypertensive agent; antineoplastic agent; antioxidant; EC 5.99.1.2 (DNA topoisomerase) inhibitor; hepatoprotective agent; metabolite; neuroprotective agent
morusin morusin: from Morus root bark; structure given in first source. morusin : An extended flavonoid that is flavone substituted by hydroxy groups at positions 5, 2' and 4', a prenyl group at position 3 and a 2,2-dimethyl pyran group across positions 7 and 8.	2.02	1	extended flavonoid; trihydroxyflavone	antineoplastic agent; plant metabolite
myricetin [no description available]	2.41	2	7-hydroxyflavonol; hexahydroxyflavone	antineoplastic agent; antioxidant; cyclooxygenase 1 inhibitor; food component; geroprotector; hypoglycemic agent; plant metabolite
rhamnetin rhamnetin: aglycone of xanthorhamnin; from Rhamnus. rhamnetin : A monomethoxyflavone that is quercetin methylated at position 7.	2.03	1	monomethoxyflavone; tetrahydroxyflavone	anti-inflammatory agent; antioxidant; metabolite
santin santin: from Tanacetum microphyllum; structure given in first source. santin : A trimethoxyflavone that is flavone substituted by methoxy groups at positions 3, 6 and 4' and hydroxy groups at positions 5 and 7 respectively.	7.31	1	dihydroxyflavone; trimethoxyflavone	plant metabolite
scutellarein scutellarein: aglycone of scutellarin from Scutellaria baicalensis; carthamidin is 2S isomer of scutellarein; do not confuse with isoscutellarein and/or isocarthamidin which are respective regioisomers, or with the scutelarin protein. scutellarein : Flavone substituted with hydroxy groups at C-4', -5, -6 and -7.	2.45	2	tetrahydroxyflavone	metabolite
tricin tricin: from Spartina cynosuroides and other plants; structure	2.01	1	3'-methoxyflavones; dimethoxyflavone; trihydroxyflavone	EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor; metabolite
wogonin wogonin: structure in first source. wogonin : A dihydroxy- and monomethoxy-flavone in which the hydroxy groups are positioned at C-5 and C-7 and the methoxy group is at C-8.	2.44	2	dihydroxyflavone; monomethoxyflavone	angiogenesis inhibitor; antineoplastic agent; cyclooxygenase 2 inhibitor; plant metabolite
daidzein [no description available]	2.03	1	7-hydroxyisoflavones	antineoplastic agent; EC 2.7.7.7 (DNA-directed DNA polymerase) inhibitor; EC 3.2.1.20 (alpha-glucosidase) inhibitor; phytoestrogen; plant metabolite
caffeic acid phenethyl ester phenethyl caffeate : An alkyl caffeate ester in which 2-phenylethyl is the alkyl component.	2.02	1	alkyl caffeate ester	anti-inflammatory agent; antibacterial agent; antineoplastic agent; antioxidant; antiviral agent; immunomodulator; metabolite; neuroprotective agent
rosmarinic acid rosmarinic acid: RN given refers to parent cpd; promote OT project. (R)-rosmarinic acid : A stereoisomer of rosmarinic acid having (R)-configuration.. rosmarinic acid : The 1-carboxy-2-(2,4-dihydroxyphenyl)ethyl ester of trans-caffeic acid.	2.02	1	rosmarinic acid	geroprotector; plant metabolite
arborinine arborinine: structure	1.99	1	acridines
7-hydroxyflavone 7-hydroxyflavone : A hydroxyflavonoid in which the flavone nucleus is substituted at position 7 by a hydroxy group.	2.92	4	hydroxyflavonoid
tectochrysin tectochrysin: structure in first source. tectochrysin : A monohydroxyflavone that is flavone substituted by a hydroxy group at position 4 and a methoxy group at position 7 respectively.	2.04	1	monohydroxyflavone; monomethoxyflavone	antidiarrhoeal drug; antineoplastic agent; plant metabolite
rhoifolin rhoifolin: from many plants. apigenin 7-O-neohesperidoside : An apigenin derivative having an alpha-(1->2)-L-rhamnopyranosyl)-beta-D-glucopyranosyl moiety attached to the 7-hydroxy group.	2.02	1	dihydroxyflavone; glycosyloxyflavone; neohesperidoside	metabolite
syringin syringin: a phenylpropanoid glycoside; see also eleutherosides & lyoniside for eleutheroside A: 474-58-8. syringin : A monosaccharide derivative that is trans-sinapyl alcohol attached to a beta-D-glucopyranosyl residue at position 1 via a glycosidic linkage.	2.02	1	beta-D-glucoside; dimethoxybenzene; monosaccharide derivative; primary alcohol	hepatoprotective agent; plant metabolite
3',4'-didemethylnobiletin 3',4'-didemethylnobiletin: a urinary metabolite derived from nobiletin; has anti-inflammatory and antitumor activities; structure in first source	2.43	2
kaempferol-3-o-rutinoside kaempferol-3-O-rutinoside: isolated from the methanolic extract of the whole plants of Diodia teres through repeated silica gel and Sephadex LH-20 column chromatography; structure in first source. kaempferol-3-rutinoside : A kaempferol O-glucoside that is kaempferol attached to a rutinosyl [6-deoxy-alpha-L-mannosyl-(1->6)-beta-D-glucosyl] residue at position 3 via a glycosidic linkage. It has been isolated from the leaves of Solanum campaniforme.	1.99	1	disaccharide derivative; kaempferol O-glucoside; rutinoside; trihydroxyflavone	metabolite; plant metabolite; radical scavenger
5,7-dihydroxy-6-methoxy-2-phenylchromen-4-one 5,7-dihydroxy-6-methoxy-2-phenylchromen-4-one: isolated from the Chinese herb Scutellariae radix. oroxylin A : A dihydroxy- and monomethoxy-flavone in which the hydroxy groups are positioned at C-5 and C-7 and the methoxy group is at C-6.	2.04	1	dihydroxyflavone; monomethoxyflavone	antineoplastic agent; EC 1.14.13.39 (nitric oxide synthase) inhibitor
osthenol osthenol: structure in first source. osthenol : A hydroxycoumarin that is umbelliferone in which the hydrogen at position 8 has been replaced by a prenyl group.	2.02	1	hydroxycoumarin	antifungal agent; plant metabolite
5,7-dihydroxy-4',6-dimethoxyflavone 5,7-dihydroxy-4',6-dimethoxyflavone: from Cirsium japonicum D. C.. pectolinarigenin : A dimethoxyflavone that is the 6,4'-dimethyl ether derivative of scutellarein.	2.11	1	dihydroxyflavone; dimethoxyflavone	plant metabolite
angiotensin amide psilostachyin A: has antineoplastic, anti-inflammatory, leishmanicidal, and molluscicidal activities; isolated from Ambrosia psilostachya; structure in first source	2.02	1
5,7,2'-trihydroxyflavone 5,7,2'-trihydroxyflavone: has inhibitory effects on the EBV-EA activation & on mouse skin tumor promotion in an in vivo two-stage carcinogenesis test; from Scutellaria baicalensis; structure given in first source	2.04	1	flavones
5-hydroxy-3,3',4',7-tetramethoxyflavone 5-hydroxy-3,7,3',4'-tetramethoxyflavone: from the rhizome of Kaempferia parviflora; inhibits monocyte adhesion and cellular reactive oxygen species production in human umbilical vein endothelial cells. 5-hydroxy-3,3',4',7-tetramethoxyflavone : A monohydroxyflavone that is 5-hydroxyflavone which is substituted by methoxy groups at positions 3,3',4' and 7.	2.03	1	3'-methoxyflavones; monohydroxyflavone; tetramethoxyflavone	plant metabolite
3',4',5'-O-trimethyltricetin 3',4',5'-O-trimethyltricetin : A trimethoxyflavone that is the 3',4',5'-tri-O-methyl ether of tricetin.	2.01	1	3',5'-dimethoxyflavone; dihydroxyflavone; trimethoxyflavone
ajoene ajoene: major antiplatelet compound in methanol extract of garlic; also inhibits trypanothione reductase.	2.02	1	sulfoxide
3,7-dihydroxyflavone 3,7-dihydroxyflavone: structure in first source. 7-hydroxyflavonol : Any flavonol carrying a 7-hydroxy substituent.	2.03	1	hydroxyflavan
gamma-mangostin gamma-mangostin : A member of the class of xanthones that is 9H-xanthene substituted by hydroxy group at positions 1, 3, 6 and 7, an oxo group at position 9 and prenyl groups at positions 2 and 8. Isolated from the stems of Cratoxylum cochinchinense, it exhibits antitumour activity.	2.02	1	phenols; xanthones	antineoplastic agent; plant metabolite; protein kinase inhibitor
myricetin 3-o-glucuronide myricetin 3-O-glucuronide: from Epilobium angustifolium. myricetin 3-O-glucuronide : A myricetin O-glucuronide that is myricetin with a beta-D-glucosiduronic acid residue attached at the 3-position.	2.02	1	monosaccharide derivative; myricetin O-glucuronide; pentahydroxyflavone	metabolite
monorden monorden: inhibits HSP90 Heat-Shock Proteins, DNA topoisomerase VI and human Topoisomerase II	2.02	1	cyclic ketone; enone; epoxide; macrolide antibiotic; monochlorobenzenes; phenols	antifungal agent; metabolite; tyrosine kinase inhibitor
(-)-catechin-3-O-gallate (-)-catechin-3-O-gallate : A gallate ester obtained by formal condensation of the carboxy group of gallic acid with the (3R)-hydroxy group of (-)-catechin.	2.03	1	flavans; gallate ester; polyphenol	metabolite
vildagliptin [no description available]	3.27	1	amino acid amide
13-epi-sclareol 13-epi-sclareol: an unusual labdane diterpene from the roots of Coleus forskohlii with cell growth inhibitory action in breast and uterine cancers in vitro; structure in first source	2.25	1
hirsutanonol hirsutanonol: a diarylheptanoid from the bark of Alnus hirsuta var. sibirica; inhibits cyclooxygenase-2 expression; structure in first source	2.02	1
linagliptin Linagliptin: A purine and quinazoline derivative that functions as an INCRETIN and DIPEPTIDYL-PEPTIDASE IV INHIBTOR. It is used as a HYPOGLYCEMIC AGENT in the treatment of TYPE II DIABETES MELLITUS.. linagliptin : A xanthine that is 7H-xanthine bearing (4-methylquinazolin-2-yl)methyl, methyl, but-2-yn-1-yl and 3-aminopiperidin-1-yl substituents at positions 1, 3, 7 and 8 respectively (the R-enantiomer). Used for treatment of type II diabetes.	3.27	1	aminopiperidine; quinazolines	EC 3.4.14.5 (dipeptidyl-peptidase IV) inhibitor; hypoglycemic agent
alogliptin alogliptin: structure in first source. alogliptin : A piperidine that is 3-methyl-2,4-dioxo-3,4-dihydropyrimidine carrying additional 2-cyanobenzyl and 3-aminopiperidin-1-yl groups at positions 1 and 2 respectively (the R-enantiomer). Used in the form of its benzoate salt for treatment of type 2 diabetes.	3.27	1	nitrile; piperidines; primary amino compound; pyrimidines	EC 3.4.14.5 (dipeptidyl-peptidase IV) inhibitor; hypoglycemic agent
gosogliptin [no description available]	3.27	1	amino acid amide
teneligliptin [no description available]	3.27	1	amino acid amide
sudachitin sudachitin: antimicrobial from the peels of Citrus sudachi; structure in first source	2.04	1	ether; flavonoids
rosmanol rosmanol: structure in first source	2.11	1
oregonin oregonin: a diarylheptanoid from the bark of Alnus hirsuta var. sibirica; inhibits cyclooxygenase-2 expression; structure in first source	2.02	1	diarylheptanoid
trelagliptin trelagliptin: a dipeptidyl peptidase IV inhibitor	3.27	1	benzenes; nitrile
cytochrome c-t Cytochromes c: Cytochromes of the c type that are found in eukaryotic MITOCHONDRIA. They serve as redox intermediates that accept electrons from MITOCHONDRIAL ELECTRON TRANSPORT COMPLEX III and transfer them to MITOCHONDRIAL ELECTRON TRANSPORT COMPLEX IV.	2.05	1
4'-hydroxy-5,6,7,8,3'-pentamethoxyflavone 4'-hydroxy-5,6,7,8,3'-pentamethoxyflavone: structure in first source	2.04	1	ether; flavonoids
interleukin-8 Interleukin-8: A member of the CXC chemokine family that plays a role in the regulation of the acute inflammatory response. It is secreted by variety of cell types and induces CHEMOTAXIS of NEUTROPHILS and other inflammatory cells.	2.17	1
kuraridin kuraridin: isolated from Sophora flavescens; structure in first source	2.02	1
anagliptin anagliptin: anagliptin hydrochloride salt is the active compound	3.27	1	amino acid amide
gnaphalin gnaphalin: a lipophilic flavonol from Helichrysum sp.; structure in first source	2.02	1
phillyrin [no description available]	2.02	1
mk-3102 [no description available]	3.27	1	pyrrolopyrazole
piroxicam [no description available]	2.11	1	benzothiazine; monocarboxylic acid amide; pyridines	analgesic; antirheumatic drug; cyclooxygenase 1 inhibitor; EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor; non-steroidal anti-inflammatory drug
warfarin Warfarin: An anticoagulant that acts by inhibiting the synthesis of vitamin K-dependent coagulation factors. Warfarin is indicated for the prophylaxis and/or treatment of venous thrombosis and its extension, pulmonary embolism, and atrial fibrillation with embolization. It is also used as an adjunct in the prophylaxis of systemic embolism after myocardial infarction. Warfarin is also used as a rodenticide.. warfarin : A racemate comprising equal amounts of (R)- and (S)-warfarin. Extensively used as both an anticoagulant drug and as a pesticide against rats and mice.. 4-hydroxy-3-(3-oxo-1-phenylbutyl)-1-benzopyran-2-one : A member of the class of coumarins that is 4-hydroxycoumarin which is substituted at position 3 by a 1-phenyl-3-oxo-1-butyl group.	2.04	1	benzenes; hydroxycoumarin; methyl ketone

Condition	Relationship Strength	Studies
Pregnancy The status during which female mammals carry their developing young (EMBRYOS or FETUSES) in utero before birth, beginning from FERTILIZATION to BIRTH.	1.98	1
Leucocythaemia [description not available]	2.44	2
Leukemia A progressive, malignant disease of the blood-forming organs, characterized by distorted proliferation and development of leukocytes and their precursors in the blood and bone marrow. Leukemias were originally termed acute or chronic based on life expectancy but now are classified according to cellular maturity. Acute leukemias consist of predominately immature cells; chronic leukemias are composed of more mature cells. (From The Merck Manual, 2006)	2.44	2
Innate Inflammatory Response [description not available]	2.05	1
Inflammation A pathological process characterized by injury or destruction of tissues caused by a variety of cytologic and chemical reactions. It is usually manifested by typical signs of pain, heat, redness, swelling, and loss of function.	2.05	1
Acute Confusional Senile Dementia [description not available]	2.53	2
Alzheimer Disease A degenerative disease of the BRAIN characterized by the insidious onset of DEMENTIA. Impairment of MEMORY, judgment, attention span, and problem solving skills are followed by severe APRAXIAS and a global loss of cognitive abilities. The condition primarily occurs after age 60, and is marked pathologically by severe cortical atrophy and the triad of SENILE PLAQUES; NEUROFIBRILLARY TANGLES; and NEUROPIL THREADS. (From Adams et al., Principles of Neurology, 6th ed, pp1049-57)	2.53	2
Breast Cancer [description not available]	7.15	1
Angiogenesis, Pathologic [description not available]	2.15	1
Breast Neoplasms Tumors or cancer of the human BREAST.	2.15	1
Diabetes Mellitus, Adult-Onset [description not available]	3.6	2
Diabetes Mellitus, Type 2 A subclass of DIABETES MELLITUS that is not INSULIN-responsive or dependent (NIDDM). It is characterized initially by INSULIN RESISTANCE and HYPERINSULINEMIA; and eventually by GLUCOSE INTOLERANCE; HYPERGLYCEMIA; and overt diabetes. Type II diabetes mellitus is no longer considered a disease exclusively found in adults. Patients seldom develop KETOSIS but often exhibit OBESITY.	3.6	2
Cancer of Digestive System [description not available]	2.31	1
Digestive System Neoplasms Tumors or cancer of the DIGESTIVE SYSTEM.	2.31	1
Alloxan Diabetes [description not available]	2.6	1
Insulin Sensitivity [description not available]	2.6	1
Insulin Resistance Diminished effectiveness of INSULIN in lowering blood sugar levels: requiring the use of 200 units or more of insulin per day to prevent HYPERGLYCEMIA or KETOSIS.	2.6	1
Disease Models, Animal Naturally-occurring or experimentally-induced animal diseases with pathological processes analogous to human diseases.	2.57	2
Ear Diseases Pathological processes of the ear, the hearing, and the equilibrium system of the body.	2.25	1
Anasarca [description not available]	2.25	1
Edema Abnormal fluid accumulation in TISSUES or body cavities. Most cases of edema are present under the SKIN in SUBCUTANEOUS TISSUE.	2.25	1
Carcinoma, Epidermoid [description not available]	2.31	1
Cancer of Lung [description not available]	2.31	1
Carcinoma, Squamous Cell A carcinoma derived from stratified SQUAMOUS EPITHELIAL CELLS. It may also occur in sites where glandular or columnar epithelium is normally present. (From Stedman, 25th ed)	2.31	1
Lung Neoplasms Tumors or cancer of the LUNG.	2.31	1
Autoimmune Diabetes [description not available]	2.15	1
Diabetes Mellitus, Type 1 A subtype of DIABETES MELLITUS that is characterized by INSULIN deficiency. It is manifested by the sudden onset of severe HYPERGLYCEMIA, rapid progression to DIABETIC KETOACIDOSIS, and DEATH unless treated with insulin. The disease may occur at any age, but is most common in childhood or adolescence.	2.15	1
B16 Melanoma [description not available]	2.11	1
Ache [description not available]	2.11	1
Anxiety Feelings or emotions of dread, apprehension, and impending disaster but not disabling as with ANXIETY DISORDERS.	2.11	1
Depression Depressive states usually of moderate intensity in contrast with MAJOR DEPRESSIVE DISORDER present in neurotic and psychotic disorders.	2.11	1
Pain An unpleasant sensation induced by noxious stimuli which are detected by NERVE ENDINGS of NOCICEPTIVE NEURONS.	2.11	1
Cancer of Gallbladder [description not available]	2.05	1
Gallbladder Neoplasms Tumors or cancer of the gallbladder.	2.05	1
Cell Transformation, Neoplastic Cell changes manifested by escape from control mechanisms, increased growth potential, alterations in the cell surface, karyotypic abnormalities, morphological and biochemical deviations from the norm, and other attributes conferring the ability to invade, metastasize, and kill.	2.02	1
Acute Kidney Failure [description not available]	1.99	1
Acute Kidney Injury Abrupt reduction in kidney function. Acute kidney injury encompasses the entire spectrum of the syndrome including acute kidney failure; ACUTE KIDNEY TUBULAR NECROSIS; and other less severe conditions.	1.99	1
Muscle Contraction A process leading to shortening and/or development of tension in muscle tissue. Muscle contraction occurs by a sliding filament mechanism whereby actin filaments slide inward among the myosin filaments.	1.97	1

cirsimaritin

Description

Cross-References

Synonyms (53)

Research Excerpts

Overview

Actions

Drug Classes (2)

Pathways (1)

Protein Targets (22)

Potency Measurements

Inhibition Measurements

Biological Processes (16)

Molecular Functions (3)

Ceullar Components (5)

Bioassays (149)

Research

Studies (46)

Market Indicators

Research Demand Index: 31.11

Study Types

cirsimaritin

Description

Cross-References

Synonyms (53)

Research Excerpts

Overview

Actions

Drug Classes (2)

Pathways (1)

Protein Targets (22)

Potency Measurements

Inhibition Measurements

Biological Processes (16)

Molecular Functions (3)

Ceullar Components (5)

Bioassays (149)

Research

Studies (46)

Market Indicators

Research Demand Index: 31.11

Study Types

Related Drugs (205)

Related Conditions (38)