aaptamine profile

aaptamine: natural product from sea sponge Aaptos aaptos; structure given in first source; RN from CA Index Guide 1984 [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

ID Source	ID
PubMed CID	122826
CHEMBL ID	234658
SCHEMBL ID	8024280
MeSH ID	M0128958

Synonym
8,9-dimethoxy-4h-benzo[de][1,6]naphthyridine
SMP2_000065
8,9-dimethoxy-1h-benzo(de)(1,6)naphthyridine
brn 3550089
aaptamine
1h-benzo(de)(1,6)naphthyridine, 8,9-dimethoxy-
1h-benzo[de][1,6]naphthyridine, 8,9-dimethoxy-
85547-22-4
CHEMBL234658
8,9-dimethoxy-1h-benzo[de][1,6]naphthyridine
fgw9d01coe ,
unii-fgw9d01coe
bdbm50356012
IVXSXOFPZFVZTM-UHFFFAOYSA-N
SCHEMBL8024280
AKOS027381877
Q5682186
HY-N4225
CS-0032464
8,9-dimethoxy-1h-benzo[de][1,6]naphtyridine
F82184
MS-23294
DTXSID201006106
11,12-dimethoxy-2,6-diazatricyclo[7.3.1.05,13]trideca-1,3,5(13),7,9,11-hexaene
GLXC-19141

Excerpt	Reference	Relevance
"Aaptamine is a potent ocean-derived non-traditional drug candidate against human cancers. "	( Aaptamine attenuates the proliferation and progression of non-small cell lung carcinoma. Chen, W; Dai, J; Du, J; Gong, K; Guo, J; Miao, S; Wu, Y; Xi, S; Yang, L, 2020)	3.44
"Aaptamine is a marine compound isolated from the sponge Aaptos aaptos showing antiproliferative properties via an undefined mode of action. "	( Proteomic profiling of germ cell cancer cells treated with aaptamine, a marine alkaloid with antiproliferative activity. Balabanov, S; Bokemeyer, C; Dyshlovoy, SA; Fedorov, SN; Gesell Salazar, M; Hauber, J; Honecker, F; Jacobsen, C; Krepstakies, M; Naeth, I; Preukschas, M; Priyadarshini, P; Scharf, C; Shubina, LK; Sievert, H; Stonik, VA; Venz, S; Walther, R, 2012)	2.06

Excerpt	Reference	Relevance
"Aaptamine has potent cytotoxicity that may be explained by its ability to intercalate DNA. "	( Antiviral and anticancer optimization studies of the DNA-binding marine natural product aaptamine. Bowling, JJ; Graves, DE; Hamann, MT; Ivey, K; Kelly, M; Pennaka, HK; Schinazi, RF; Valeriote, FA; Wahyuono, S, 2008)	2.01

Excerpt	Reference	Relevance
"Aaptamine treatment at the IC50 for 48 h resulted in alteration of 10 proteins, of which five each showed up- and down-regulation."	( Proteomic profiling of germ cell cancer cells treated with aaptamine, a marine alkaloid with antiproliferative activity. Balabanov, S; Bokemeyer, C; Dyshlovoy, SA; Fedorov, SN; Gesell Salazar, M; Hauber, J; Honecker, F; Jacobsen, C; Krepstakies, M; Naeth, I; Preukschas, M; Priyadarshini, P; Scharf, C; Shubina, LK; Sievert, H; Stonik, VA; Venz, S; Walther, R, 2012)	1.34

Excerpt	Reference	Relevance
"Nephrotoxicity is the major dose-limiting adverse effect of cisplatin (CisPt) and results from CisPt-induced damage of tubular cells."	( Spongean alkaloids protect rat kidney cells against cisplatin-induced cytotoxicity. Fritz, G; Funk, F; Henninger, C; Krüger, K; Proksch, P; Thomale, J; Wätjen, W, 2014)	0.4

Excerpt	Relevance	Reference
"In the rabbit isolated aorta and renal artery, aaptamine (3 X 10(-5)M), a novel heteroaromatic substance isolated from a sea sponge Aaptos aaptos produced a parallel, rightward shift of the dose-response curve for noradrenaline, whereas that for histamine or KCl was not affected."	( Alpha-adrenoceptor blocking action of aaptamine, a novel marine natural product, in vascular smooth muscle. Kajiwara, A; Kobayashi, J; Nakamura, H; Ohizumi, Y, 1984)	0.8

Protein	Taxonomy	Measurement	Average	Min (ref.)	Avg (ref.)	Max (ref.)	Bioassay(s)
Acetylcholine receptor subunit alpha	Tetronarce californica (Pacific electric ray)	Ki	34.0000	0.0027	9.3596	34.0000	AID743370
Acetylcholine receptor subunit beta	Tetronarce californica (Pacific electric ray)	Ki	34.0000	0.0027	11.7538	34.0000	AID743370
Acetylcholine receptor subunit gamma	Tetronarce californica (Pacific electric ray)	Ki	34.0000	0.0027	11.7538	34.0000	AID743370
Acetylcholine receptor subunit delta	Tetronarce californica (Pacific electric ray)	Ki	34.0000	0.0001	10.0747	34.0000	AID743370
Acetylcholine-binding protein	Lymnaea stagnalis (great pond snail)	Ki	3.0000	0.0001	1.8811	28.0000	AID743369
Glutamine--fructose-6-phosphate aminotransferase [isomerizing] 1	Homo sapiens (human)	IC50 (µMol)	120.0000	0.4000	0.4000	0.4000	AID625573
[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)
Endothelial PAS domain-containing protein 1	Homo sapiens (human)	EC50 (µMol)	100.0000	0.0200	0.9330	3.3000	AID707849
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Process	via Protein(s)	Taxonomy
UDP-N-acetylglucosamine biosynthetic process	Glutamine--fructose-6-phosphate aminotransferase [isomerizing] 1	Homo sapiens (human)
energy reserve metabolic process	Glutamine--fructose-6-phosphate aminotransferase [isomerizing] 1	Homo sapiens (human)
glutamine metabolic process	Glutamine--fructose-6-phosphate aminotransferase [isomerizing] 1	Homo sapiens (human)
circadian regulation of gene expression	Glutamine--fructose-6-phosphate aminotransferase [isomerizing] 1	Homo sapiens (human)
UDP-N-acetylglucosamine metabolic process	Glutamine--fructose-6-phosphate aminotransferase [isomerizing] 1	Homo sapiens (human)
fructose 6-phosphate metabolic process	Glutamine--fructose-6-phosphate aminotransferase [isomerizing] 1	Homo sapiens (human)
protein N-linked glycosylation	Glutamine--fructose-6-phosphate aminotransferase [isomerizing] 1	Homo sapiens (human)
response to hypoxia	Endothelial PAS domain-containing protein 1	Homo sapiens (human)
angiogenesis	Endothelial PAS domain-containing protein 1	Homo sapiens (human)
embryonic placenta development	Endothelial PAS domain-containing protein 1	Homo sapiens (human)
blood vessel remodeling	Endothelial PAS domain-containing protein 1	Homo sapiens (human)
regulation of heart rate	Endothelial PAS domain-containing protein 1	Homo sapiens (human)
epithelial cell maturation	Endothelial PAS domain-containing protein 1	Homo sapiens (human)
response to oxidative stress	Endothelial PAS domain-containing protein 1	Homo sapiens (human)
mitochondrion organization	Endothelial PAS domain-containing protein 1	Homo sapiens (human)
signal transduction	Endothelial PAS domain-containing protein 1	Homo sapiens (human)
visual perception	Endothelial PAS domain-containing protein 1	Homo sapiens (human)
erythrocyte differentiation	Endothelial PAS domain-containing protein 1	Homo sapiens (human)
lung development	Endothelial PAS domain-containing protein 1	Homo sapiens (human)
norepinephrine metabolic process	Endothelial PAS domain-containing protein 1	Homo sapiens (human)
mRNA transcription by RNA polymerase II	Endothelial PAS domain-containing protein 1	Homo sapiens (human)
surfactant homeostasis	Endothelial PAS domain-containing protein 1	Homo sapiens (human)
positive regulation of transcription by RNA polymerase II	Endothelial PAS domain-containing protein 1	Homo sapiens (human)
myoblast fate commitment	Endothelial PAS domain-containing protein 1	Homo sapiens (human)
multicellular organismal-level iron ion homeostasis	Endothelial PAS domain-containing protein 1	Homo sapiens (human)
cellular response to hypoxia	Endothelial PAS domain-containing protein 1	Homo sapiens (human)
positive regulation of cold-induced thermogenesis	Endothelial PAS domain-containing protein 1	Homo sapiens (human)
regulation of protein neddylation	Endothelial PAS domain-containing protein 1	Homo sapiens (human)
regulation of transcription by RNA polymerase II	Endothelial PAS domain-containing protein 1	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Process	via Protein(s)	Taxonomy
glutamine-fructose-6-phosphate transaminase (isomerizing) activity	Glutamine--fructose-6-phosphate aminotransferase [isomerizing] 1	Homo sapiens (human)
carbohydrate derivative binding	Glutamine--fructose-6-phosphate aminotransferase [isomerizing] 1	Homo sapiens (human)
sequence-specific DNA binding	Endothelial PAS domain-containing protein 1	Homo sapiens (human)
RNA polymerase II cis-regulatory region sequence-specific DNA binding	Endothelial PAS domain-containing protein 1	Homo sapiens (human)
DNA-binding transcription factor activity, RNA polymerase II-specific	Endothelial PAS domain-containing protein 1	Homo sapiens (human)
transcription coactivator binding	Endothelial PAS domain-containing protein 1	Homo sapiens (human)
DNA-binding transcription activator activity, RNA polymerase II-specific	Endothelial PAS domain-containing protein 1	Homo sapiens (human)
protein binding	Endothelial PAS domain-containing protein 1	Homo sapiens (human)
protein heterodimerization activity	Endothelial PAS domain-containing protein 1	Homo sapiens (human)
RNA polymerase II-specific DNA-binding transcription factor binding	Endothelial PAS domain-containing protein 1	Homo sapiens (human)
RNA polymerase II transcription regulatory region sequence-specific DNA binding	Endothelial PAS domain-containing protein 1	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Process	via Protein(s)	Taxonomy
cytosol	Glutamine--fructose-6-phosphate aminotransferase [isomerizing] 1	Homo sapiens (human)
extracellular exosome	Glutamine--fructose-6-phosphate aminotransferase [isomerizing] 1	Homo sapiens (human)
nucleoplasm	Endothelial PAS domain-containing protein 1	Homo sapiens (human)
cytosol	Endothelial PAS domain-containing protein 1	Homo sapiens (human)
nuclear speck	Endothelial PAS domain-containing protein 1	Homo sapiens (human)
chromatin	Endothelial PAS domain-containing protein 1	Homo sapiens (human)
transcription regulator complex	Endothelial PAS domain-containing protein 1	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (32)

Assay ID	Title	Year	Journal	Article
AID482936	Inhibition of chymotrypsin-like activity of purified 20S proteasome from human erythrocyte	2010	Bioorganic & medicinal chemistry letters, Jun-01, Volume: 20, Issue:11	Aaptamine, an alkaloid from the sponge Aaptos suberitoides, functions as a proteasome inhibitor.
AID300936	Inhibition of SrtA	2007	Bioorganic & medicinal chemistry letters, Oct-01, Volume: 17, Issue:19	Aaptamines as sortase A inhibitors from the tropical sponge Aaptos aaptos.
AID400878	Antineoplastic activity against human KM20L2 cells	2004	Journal of natural products, Mar, Volume: 67, Issue:3	Antineoplastic agents. 380. Isolation and X-ray crystal structure determination of isoaaptamine from the Republic of Singapore Hymeniacidon sp. and conversion to the phosphate prodrug hystatin 1.
AID1682634	Cytotoxicity against human HeLa cells assessed as reduction in cell viability after 48 hrs by CCK8 assay
AID707849	Inhibition of HIF2alpha in human 786-0 cells expressing truncated HIF1alpha assessed as reduction in luciferase activity after 24 hrs by reporter gene assay	2012	Journal of natural products, Sep-28, Volume: 75, Issue:9	Inhibition of hypoxia inducible factor-2 transcription: isolation of active modulators from marine sponges.
AID400879	Antineoplastic activity against human SK-MEL-5 cells	2004	Journal of natural products, Mar, Volume: 67, Issue:3	Antineoplastic agents. 380. Isolation and X-ray crystal structure determination of isoaaptamine from the Republic of Singapore Hymeniacidon sp. and conversion to the phosphate prodrug hystatin 1.
AID299139	Inhibition of bacterial glucosamine-6-phosphate synthase by colorimetric morgan-elson assay	2007	Bioorganic & medicinal chemistry letters, Apr-01, Volume: 17, Issue:7	Discovering new inhibitors of bacterial glucosamine-6P synthase (GlmS) by docking simulations.
AID381210	Cytotoxicity against mouse P388 cells after 3 days by MTT assay	1999	Journal of natural products, Sep, Volume: 62, Issue:9	Structures and cytotoxicity relationship of isoaaptamine and aaptamine derivatives.
AID482935	Inhibition of caspase like activity of partially purified rat liver proteasome by spectrofluorimetry	2010	Bioorganic & medicinal chemistry letters, Jun-01, Volume: 20, Issue:11	Aaptamine, an alkaloid from the sponge Aaptos suberitoides, functions as a proteasome inhibitor.
AID1682633	Cytotoxicity against human MCF7 cells assessed as reduction in cell viability after 48 hrs by CCK8 assay
AID381213	Cytotoxicity against human HT-29 cells after 6 days by MTT assay	1999	Journal of natural products, Sep, Volume: 62, Issue:9	Structures and cytotoxicity relationship of isoaaptamine and aaptamine derivatives.
AID381212	Cytotoxicity against human A549 cells after 6 days by MTT assay	1999	Journal of natural products, Sep, Volume: 62, Issue:9	Structures and cytotoxicity relationship of isoaaptamine and aaptamine derivatives.
AID625573	Inhibition of GFAT using N-acetylglucosamine 6-phosphate as substrate	2011	Bioorganic & medicinal chemistry letters, Nov-01, Volume: 21, Issue:21	Discovery of 1-arylcarbonyl-6,7-dimethoxyisoquinoline derivatives as glutamine fructose-6-phosphate amidotransferase (GFAT) inhibitors.
AID300937	Antimicrobial activity against Staphylococcus aureus Newman	2007	Bioorganic & medicinal chemistry letters, Oct-01, Volume: 17, Issue:19	Aaptamines as sortase A inhibitors from the tropical sponge Aaptos aaptos.
AID381211	Cytotoxicity against human KB16 cells after 3 days by MTT assay	1999	Journal of natural products, Sep, Volume: 62, Issue:9	Structures and cytotoxicity relationship of isoaaptamine and aaptamine derivatives.
AID400606	Antineoplastic activity against human A498 cells	2004	Journal of natural products, Mar, Volume: 67, Issue:3	Antineoplastic agents. 380. Isolation and X-ray crystal structure determination of isoaaptamine from the Republic of Singapore Hymeniacidon sp. and conversion to the phosphate prodrug hystatin 1.
AID355800	Antioxidant activity assessed as DPPH free radical scavenging activity by TLC autoradiographic assay	2003	Journal of natural products, May, Volume: 66, Issue:5	Marine natural products as novel antioxidant prototypes.
AID400877	Antineoplastic activity against human NCI-H460 cells	2004	Journal of natural products, Mar, Volume: 67, Issue:3	Antineoplastic agents. 380. Isolation and X-ray crystal structure determination of isoaaptamine from the Republic of Singapore Hymeniacidon sp. and conversion to the phosphate prodrug hystatin 1.
AID482934	Inhibition of trypsin like activity of partially purified rat liver proteasome by spectrofluorimetry	2010	Bioorganic & medicinal chemistry letters, Jun-01, Volume: 20, Issue:11	Aaptamine, an alkaloid from the sponge Aaptos suberitoides, functions as a proteasome inhibitor.
AID482933	Inhibition of chymotrypsin like activity of partially purified rat liver proteasome by spectrofluorimetry	2010	Bioorganic & medicinal chemistry letters, Jun-01, Volume: 20, Issue:11	Aaptamine, an alkaloid from the sponge Aaptos suberitoides, functions as a proteasome inhibitor.
AID400604	Antineoplastic activity against human OVCAR-3 cells	2004	Journal of natural products, Mar, Volume: 67, Issue:3	Antineoplastic agents. 380. Isolation and X-ray crystal structure determination of isoaaptamine from the Republic of Singapore Hymeniacidon sp. and conversion to the phosphate prodrug hystatin 1.
AID400605	Antineoplastic activity against human SF295 cells	2004	Journal of natural products, Mar, Volume: 67, Issue:3	Antineoplastic agents. 380. Isolation and X-ray crystal structure determination of isoaaptamine from the Republic of Singapore Hymeniacidon sp. and conversion to the phosphate prodrug hystatin 1.
AID731497	Cytotoxic activity against mouse L5178Y cells assessed as growth inhibition at 10 ug/ml by MTT assay	2013	Journal of natural products, Jan-25, Volume: 76, Issue:1	Aaptamine derivatives from the Indonesian sponge Aaptos suberitoides.
AID1682631	Cytotoxicity against human SNK6 cells assessed as reduction in cell viability after 48 hrs by CCK8 assay
AID1682632	Cytotoxicity against human NB4 cells assessed as reduction in cell viability after 48 hrs by CCK8 assay
AID355801	Antioxidant activity against TPA-induced ROS production in human HL60 cells by 2',7'-dichlorodihydrofluorescein diacetate cellular-based assay	2003	Journal of natural products, May, Volume: 66, Issue:5	Marine natural products as novel antioxidant prototypes.
AID400603	Antineoplastic activity against mouse P388 cells	2004	Journal of natural products, Mar, Volume: 67, Issue:3	Antineoplastic agents. 380. Isolation and X-ray crystal structure determination of isoaaptamine from the Republic of Singapore Hymeniacidon sp. and conversion to the phosphate prodrug hystatin 1.
AID482937	Inhibition of caspase-like activity of 20S proteasome in human erythrocyte by spectrofluorimetry	2010	Bioorganic & medicinal chemistry letters, Jun-01, Volume: 20, Issue:11	Aaptamine, an alkaloid from the sponge Aaptos suberitoides, functions as a proteasome inhibitor.
AID482938	Cytotoxicity against human HeLa cells after 3 days by MTT assay	2010	Bioorganic & medicinal chemistry letters, Jun-01, Volume: 20, Issue:11	Aaptamine, an alkaloid from the sponge Aaptos suberitoides, functions as a proteasome inhibitor.
AID731496	Cytotoxic activity against mouse L5178Y cells by MTT assay	2013	Journal of natural products, Jan-25, Volume: 76, Issue:1	Aaptamine derivatives from the Indonesian sponge Aaptos suberitoides.
AID743370	In vitro ability to inhibit the binding of [125I]alpha-bungarotoxin to Nicotinic acetylcholine receptor on membranes prepared from the electric organs of Torpedo californica	2014	Marine drugs, Mar-28, Volume: 12, Issue:4	Marine natural products acting on the acetylcholine-binding protein and nicotinic receptors: from computer modeling to binding studies and electrophysiology.
AID743369	Displacement of [125I]alpha-bungarotoxin from Lymnaea stagnalis His-tagged AchBP	2014	Marine drugs, Mar-28, Volume: 12, Issue:4	Marine natural products acting on the acetylcholine-binding protein and nicotinic receptors: from computer modeling to binding studies and electrophysiology.
[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 (2.22)	18.7374
1990's	1 (2.22)	18.2507
2000's	11 (24.44)	29.6817
2010's	24 (53.33)	24.3611
2020's	8 (17.78)	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	2 (4.35%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	44 (95.65%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
2,3-dihydroxybenzoic acid 2,3-dihydroxybenzoic acid: RN given refers to parent cpd. dihydroxybenzoic acid : Any member of the class of hydroxybenzoic acids carrying two phenolic hydroxy groups on the benzene ring and its derivatives.. 2,3-dihydroxybenzoic acid : A dihydroxybenzoic acid that is benzoic acid substituted by hydroxy groups at positions 2 and 3. It occurs naturally in Phyllanthus acidus and in the aquatic fern Salvinia molesta.	2.07	1	dihydroxybenzoic acid	human xenobiotic metabolite; plant metabolite
histamine [no description available]	1.96	1	aralkylamino compound; imidazoles	human metabolite; mouse metabolite; neurotransmitter
phenol [no description available]	2.6	1	phenols	antiseptic drug; disinfectant; human xenobiotic metabolite; mouse metabolite
amitrole Amitrole: A non-selective post-emergence, translocated herbicide. According to the Seventh Annual Report on Carcinogens (PB95-109781, 1994) this substance may reasonably be anticipated to be a carcinogen. (From Merck Index, 12th ed) It is an irreversible inhibitor of CATALASE, and thus impairs activity of peroxisomes.. amitrole : A member of the class of triazoles that is 1H-1,2,4-triazole substituted by an amino group at position 3. Used to control annual grasses and aquatic weeds (but not on food crops because it causes cancer in laboratory animals). Its use within the EU was banned from September 2017 on the grounds of potential groundwater contamination and risks to aquatic life; there have also been concerns about its endocrine-disrupting properties.	2.03	1	aromatic amine; triazoles	carotenoid biosynthesis inhibitor; EC 1.11.1.6 (catalase) inhibitor; herbicide
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.	2.41	1	aromatic ether; indanones; piperidines; racemate	EC 3.1.1.7 (acetylcholinesterase) inhibitor; EC 3.1.1.8 (cholinesterase) inhibitor; nootropic agent
potassium chloride Potassium Chloride: A white crystal or crystalline powder used in BUFFERS; FERTILIZERS; and EXPLOSIVES. It can be used to replenish ELECTROLYTES and restore WATER-ELECTROLYTE BALANCE in treating HYPOKALEMIA.. potassium chloride : A metal chloride salt with a K(+) counterion.	1.96	1	inorganic chloride; inorganic potassium salt; potassium salt	fertilizer
lysine Lysine: An essential amino acid. It is often added to animal feed.. lysine : A diamino acid that is caproic (hexanoic) acid bearing two amino substituents at positions 2 and 6.. L-lysine : An L-alpha-amino acid; the L-isomer of lysine.	2.07	1	aspartate family amino acid; L-alpha-amino acid zwitterion; L-alpha-amino acid; lysine; organic molecular entity; proteinogenic amino acid	algal metabolite; anticonvulsant; Escherichia coli metabolite; human metabolite; micronutrient; mouse metabolite; nutraceutical; plant metabolite; Saccharomyces cerevisiae metabolite
carbostyril Quinolones: A group of derivatives of naphthyridine carboxylic acid, quinoline carboxylic acid, or NALIDIXIC ACID.. quinolin-2(1H)-one : A quinolone that is 1,2-dihydroquinoline substituted by an oxo group at position 2.	2.07	1	monohydroxyquinoline; quinolone	bacterial xenobiotic metabolite
Berberine chloride (TN) [no description available]	2.03	1	organic molecular entity
d-alpha tocopherol Vitamin E: A generic descriptor for all TOCOPHEROLS and TOCOTRIENOLS that exhibit ALPHA-TOCOPHEROL activity. By virtue of the phenolic hydrogen on the 2H-1-benzopyran-6-ol nucleus, these compounds exhibit varying degree of antioxidant activity, depending on the site and number of methyl groups and the type of ISOPRENOIDS.. tocopherol : A collective name for a group of closely related lipids that contain a chroman-6-ol nucleus substituted at position 2 by a methyl group and by a saturated hydrocarbon chain consisting of three isoprenoid units. They are designated as alpha-, beta-, gamma-, and delta-tocopherol depending on the number and position of additional methyl substituents on the aromatic ring. Tocopherols occur in vegetable oils and vegetable oil products, almost exclusively with R,R,R configuration. Tocotrienols differ from tocopherols only in having three double bonds in the hydrocarbon chain.. vitamin E : Any member of a group of fat-soluble chromanols that exhibit biological activity against vitamin E deficiency. The vitamers in this class consists of a chroman-6-ol core which is substituted at position 2 by a methyl group and (also at position 2) either a saturated or a triply-unsaturated hydrocarbon chain consisting of three isoprenoid units. The major function of vitamin E is to act as a natural antioxidant by scavenging free radicals and molecular oxygen.. (R,R,R)-alpha-tocopherol : An alpha-tocopherol that has R,R,R configuration. The naturally occurring stereoisomer of alpha-tocopherol, it is found particularly in sunflower and olive oils.	2.01	1	alpha-tocopherol	algal metabolite; antiatherogenic agent; anticoagulant; antioxidant; antiviral agent; EC 2.7.11.13 (protein kinase C) inhibitor; immunomodulator; micronutrient; nutraceutical; plant metabolite
daunorubicin Daunorubicin: A very toxic anthracycline aminoglycoside antineoplastic isolated from Streptomyces peucetius and others, used in treatment of LEUKEMIA and other NEOPLASMS.. anthracycline : Anthracyclines are polyketides that have a tetrahydronaphthacenedione ring structure attached by a glycosidic linkage to the amino sugar daunosamine.. daunorubicin : A natural product found in Actinomadura roseola.	2.11	1	aminoglycoside antibiotic; anthracycline; p-quinones; tetracenequinones	antineoplastic agent; bacterial metabolite
hypusine hypusine: N-terminal amino alcohol deriv of Lys occurring in bovine brain & in the urine of children with familial hyperlysinemia; minor descriptor (75-82); online & Index Medicus search LYSINE/AA (75-82). hypusine : An L-lysine derivative that is L-lysine bearing a (2R)-4-amino-2-hydroxybutyl substituent at position N(6).	2.07	1
puupehenone [no description available]	2.44	2
fascaplysine fascaplysine: from tropic sea sponges	3.61	2
aeroplysinin i aeroplysinin I: isolated from sponge Aplysina sp.; RN refers to (1S-trans)-isomer; structure given in second source	2.51	2	tertiary alcohol
xestoquinone xestoquinone: structure given in first source; RN given refers to the (S)-isomer; RN for cpd without isomeric designation not available 5/91; isolated from the sea sponge Xestospongia sapra	2.07	1
lestaurtinib [no description available]	3.18	1	indolocarbazole
enzastaurin [no description available]	3.18	1	indoles; maleimides
curcudiol curcudiol: RN given for (S)-isomer; structure in first source	2.01	1
isoaaptamine isoaaptamine: structure in first source	3.54	8
n(3)-(4-methoxyfumaroyl)-2,3-diaminopropionic acid N(3)-(4-methoxyfumaroyl)-2,3-diaminopropionic acid: inhibits glucosamine synthetase in E coli; structure given in first source; RN given refers to (S-(E)-isomer). N(3)-(4-methoxyfumaroyl)-2,3-diaminopropionic acid : A monocarboxylic acid amide obtained by the formal condensation of the terminal amino group of 3-amino-L-alanine with the carboxy group of (2E)-4-methoxy-4-oxobut-2-enoic acid.	2.06	1	enoate ester; methyl ester; monocarboxylic acid amide	metabolite
staurosporine staurosporinium : Conjugate acid of staurosporine.	3.18	1	ammonium ion derivative
plitidepsin plitidepsin: a cyclodepsipeptide isolated from Aplidium albicans; has a pyruvoyl-proline residue instead of the lactyl-proline residue found in the linear peptide moiety of didemnin B. plitidepsin : A didemnin that is didemin B in which the hydroxy group of the 1-(2-hydroxypropanoyl)-L-prolinamide moiety has been oxidised to the corresponding ketone. It was originally isolated from the Mediterranean tunicate Aplidium albicans.	3.18	1	didemnin	anticoronaviral agent; antineoplastic agent; marine metabolite
variolin b variolin B: from Antartic sponge, Kirkpatrickia variolosa; structure in first source	3.58	2
midostaurin midostaurin : An organic heterooctacyclic compound that is the N-benzoyl derivative of staurosporine.	3.18	1	benzamides; gamma-lactam; indolocarbazole; organic heterooctacyclic compound	antineoplastic agent; EC 2.7.11.13 (protein kinase C) inhibitor
demethyloxyaaptamine demethyloxyaaptamine: from Hymeniacidon sp.; structure in first source	2.95	4
haliclonadiamine haliclonadiamine: from an Indonesian sponge Haliclona sp.; structure in first source	2.07	1
liphagal liphagal: selective inhibitor of PI3 kinase alpha isolated from the sponge akacoralliphaga; structure in first source. liphagal : A meroterpenoid isolated from the marine sponge Aka coralliphaga and has been shown to exhibit inhibitory activity against phosphatidylinositol-3-OH kinase.	3.18	1	aldehyde; cyclic ether; meroterpenoid; organic heterotetracyclic compound; polyphenol	EC 2.7.1.137 (phosphatidylinositol 3-kinase) inhibitor; metabolite
sphingosine kinase [no description available]	3.18	1
rhizochaline rhizochaline: from Rhizochalina incrustata; structure given in first source	2.1	1
kahalalide f kahalalide F: a cyclodepsipeptide toxin; isolated from a mollusk, Elysia rubefescens; exhibits antitumoral activity against cell lines of colon cancer and prostatic cancer; structure given in first source	3.59	2
monanchocidin monanchocidin: from the marine sponge Monanchora; structure in first source	2.1	1	organic molecular entity	metabolite
ascorbic acid Ascorbic Acid: A six carbon compound related to glucose. It is found naturally in citrus fruits and many vegetables. Ascorbic acid is an essential nutrient in human diets, and necessary to maintain connective tissue and bone. Its biologically active form, vitamin C, functions as a reducing agent and coenzyme in several metabolic pathways. Vitamin C is considered an antioxidant.. L-ascorbic acid : The L-enantiomer of ascorbic acid and conjugate acid of L-ascorbate.. L-ascorbate : The L-enantiomer of ascorbate and conjugate base of L-ascorbic acid, arising from selective deprotonation of the 3-hydroxy group. Required for a range of essential metabolic reactions in all animals and plants.. vitamin C : Any member of a group of vitamers that belong to the chemical structural class called butenolides that exhibit biological activity against vitamin C deficiency in animals. The vitamers include L-ascorbic acid and its salt, ionized and oxidized forms.	2.01	1	ascorbic acid; vitamin C	coenzyme; cofactor; flour treatment agent; food antioxidant; food colour retention agent; geroprotector; plant metabolite; skin lightening agent
debromohymenialdisine [no description available]	2.1	1

Condition	Relationship Strength	Studies
Leukemia P388 An experimental lymphocytic leukemia originally induced in DBA/2 mice by painting with methylcholanthrene.	2.72	3
Cancer of Kidney [description not available]	2.49	2
Kidney Neoplasms Tumors or cancers of the KIDNEY.	2.49	2
Non-communicable Chronic Diseases [description not available]	2.31	1
Acute Confusional Senile Dementia [description not available]	2.41	1
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)	2.41	1
Allodynia [description not available]	2.6	1
Nerve Pain [description not available]	2.6	1
Neuralgia Intense or aching pain that occurs along the course or distribution of a peripheral or cranial nerve.	2.6	1
Disease Exacerbation [description not available]	2.25	1
Carcinoma, Non-Small Cell Lung [description not available]	2.25	1
Cancer of Lung [description not available]	2.25	1
Invasiveness, Neoplasm [description not available]	2.25	1
Carcinoma, Non-Small-Cell Lung A heterogeneous aggregate of at least three distinct histological types of lung cancer, including SQUAMOUS CELL CARCINOMA; ADENOCARCINOMA; and LARGE CELL CARCINOMA. They are dealt with collectively because of their shared treatment strategy.	2.25	1
Lung Neoplasms Tumors or cancer of the LUNG.	2.25	1
Breast Cancer [description not available]	2.17	1
Breast Neoplasms Tumors or cancer of the human BREAST.	2.17	1
Cancer, Embryonal [description not available]	2.49	2
Neoplasms, Germ Cell and Embryonal Neoplasms composed of primordial GERM CELLS of embryonic GONADS or of elements of the germ layers of the EMBRYO, MAMMALIAN. The concept does not refer to neoplasms located in the gonads or present in an embryo or FETUS.	2.49	2
Hepatocellular Carcinoma [description not available]	7.11	1
Cancer of Liver [description not available]	2.11	1
Carcinoma, Hepatocellular A primary malignant neoplasm of epithelial liver cells. It ranges from a well-differentiated tumor with EPITHELIAL CELLS indistinguishable from normal HEPATOCYTES to a poorly differentiated neoplasm. The cells may be uniform or markedly pleomorphic, or form GIANT CELLS. Several classification schemes have been suggested.	2.11	1
Liver Neoplasms Tumors or cancer of the LIVER.	2.11	1
Dermatoses [description not available]	2.1	1
Skin Diseases Diseases involving the DERMIS or EPIDERMIS.	2.1	1
Skin Aging The process of aging due to changes in the structure and elasticity of the skin over time. It may be a part of physiological aging or it may be due to the effects of ultraviolet radiation, usually through exposure to sunlight.	2.1	1
Acute Myelogenous Leukemia [description not available]	2.11	1
Leukemia, Myeloid, Acute Clonal expansion of myeloid blasts in bone marrow, blood, and other tissue. Myeloid leukemias develop from changes in cells that normally produce NEUTROPHILS; BASOPHILS; EOSINOPHILS; and MONOCYTES.	2.11	1
Granulocytic Leukemia, Chronic [description not available]	2.06	1
Leukemia, Myelogenous, Chronic, BCR-ABL Positive Clonal hematopoetic disorder caused by an acquired genetic defect in PLURIPOTENT STEM CELLS. It starts in MYELOID CELLS of the bone marrow, invades the blood and then other organs. The condition progresses from a stable, more indolent, chronic phase (LEUKEMIA, MYELOID, CHRONIC PHASE) lasting up to 7 years, to an advanced phase composed of an accelerated phase (LEUKEMIA, MYELOID, ACCELERATED PHASE) and BLAST CRISIS.	2.06	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.	1.96	1

aaptamine

Description

Cross-References

Synonyms (25)

Research Excerpts

Overview

Effects

Treatment

Toxicity

Dosage Studied

Protein Targets (7)

Inhibition Measurements

Activation Measurements

Biological Processes (29)

Molecular Functions (11)

Ceullar Components (6)

Bioassays (32)

Research

Studies (45)

Market Indicators

Research Demand Index: 24.84

Study Types

aaptamine

Description

Cross-References

Synonyms (25)

Research Excerpts

Overview

Effects

Treatment

Toxicity

Dosage Studied

Protein Targets (7)

Inhibition Measurements

Activation Measurements

Biological Processes (29)

Molecular Functions (11)

Ceullar Components (6)

Bioassays (32)

Research

Studies (45)

Market Indicators

Research Demand Index: 24.84

Study Types

Related Drugs (34)

Related Conditions (31)