gamma-thujaplicin profile

Gamma-thujaplicin is a tropolone derivative found in western red cedar (Thuja plicata) wood. It has potent antifungal and antibacterial properties and has been shown to be effective against a range of microorganisms, including bacteria, fungi, and viruses. It is also a potent inhibitor of the enzyme tyrosinase, which is involved in the production of melanin. This makes it a potential therapeutic agent for skin conditions such as vitiligo and melasma. Researchers are studying gamma-thujaplicin for its potential as a natural pesticide and antimicrobial agent. Its unique chemical structure and biological activity make it an attractive target for the development of new drugs and other bioactive compounds.'

2-hydroxy-5-isopropyl- 2,4,6-cycloheptatrienone: a metal chelating agent [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

ID Source	ID
PubMed CID	12649
CHEMBL ID	1275999
CHEBI ID	10578
SCHEMBL ID	10668692
MeSH ID	M0299129

Synonym
2-hydroxy-5-isopropyl- 2,4,6-cycloheptatrienone
ca2k6lj2bv ,
4-08-00-00495 (beilstein handbook reference)
unii-ca2k6lj2bv
mls002608534 ,
NSC43338 ,
nsc-43338
NCI60_001566
NCIMECH_000101
nsc 18805
2-hydroxy-5-isopropyl-2,4,6-cycloheptatrien-1-one
brn 2044323
2,4,6-cycloheptatrien-1-one, 2-hydroxy-5-(1-methylethyl)-
2,4,6-cycloheptatrien-1-one, 2-hydroxy-5-isopropyl-
gamma-thujaplicine
ai3-28399
nsc 402794
nsc 43338
mls002702822 ,
2,6-cycloheptatrien-1-one, 2-hydroxy-5-isopropyl-
.gamma.-thujaplicine
nsc-18805
.gamma.-thujaplicin
thujaplicin, alpha
nsc18805 ,
2,6-cycloheptatrien-1-one, 2-hydroxy-5-(1-methylethyl)-
wln: l7vj bq ey1&1
NSC402794 ,
2-hydroxy-5-isopropyl-cyclohepta-2,4,6-trien-1-one
2-hydroxy-5-isopropylcyclohepta-2,4,6-trien-1-one
thujaplicin, a-
nsc-402794
672-76-4
5-isopropyltropolone
gamma-thujaplicin
C09905
smr001527281
2-hydroxy-5-propan-2-ylcyclohepta-2,4,6-trien-1-one
FT-0657915
A835689
2-oxidanyl-5-propan-2-yl-cyclohepta-2,4,6-trien-1-one
2-hydroxy-5-propan-2-yl-1-cyclohepta-2,4,6-trienone
AKOS006276241
chebi:10578 ,
bdbm50330795
CHEMBL1275999 ,
CCG-35377
DTXSID2060969
SCHEMBL10668692
2-hydroxy-5-isopropyl-2,4,6-cycloheptatrien-1-one #
WKEWHSLZDDZONF-UHFFFAOYSA-N
thujaplicin, .alpha.
2-hydroxy-5-isopropyl-2,4,6-cycloheptatriene-1-one
Q27108661
\| pound-thujaplicin
2-hydroxy-5-(1-methylethyl)-2,4,6-cycloheptatrien-1-one

Class	Description
cyclic ketone
[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]

Protein	Taxonomy	Measurement	Average	Min (ref.)	Avg (ref.)	Max (ref.)	Bioassay(s)
Polyphenol oxidase 2	Agaricus bisporus	IC50 (µMol)	0.0700	0.0340	3.9871	10.0000	AID1167964; AID1611942; AID537590
Polyphenol oxidase 2	Agaricus bisporus	Ki	0.0200	0.0006	3.2883	8.8900	AID537591
Tyrosinase	Homo sapiens (human)	IC50 (µMol)	1.1500	0.0230	4.4593	10.0000	AID1167965; AID1611943
[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)
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Process	via Protein(s)	Taxonomy
melanin biosynthetic process from tyrosine	Tyrosinase	Homo sapiens (human)
eye pigment biosynthetic process	Tyrosinase	Homo sapiens (human)
visual perception	Tyrosinase	Homo sapiens (human)
cell population proliferation	Tyrosinase	Homo sapiens (human)
response to UV	Tyrosinase	Homo sapiens (human)
response to blue light	Tyrosinase	Homo sapiens (human)
response to vitamin D	Tyrosinase	Homo sapiens (human)
melanin biosynthetic process	Tyrosinase	Homo sapiens (human)
thymus development	Tyrosinase	Homo sapiens (human)
response to cAMP	Tyrosinase	Homo sapiens (human)
pigmentation	Tyrosinase	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Process	via Protein(s)	Taxonomy
tyrosinase activity	Tyrosinase	Homo sapiens (human)
copper ion binding	Tyrosinase	Homo sapiens (human)
protein binding	Tyrosinase	Homo sapiens (human)
identical protein binding	Tyrosinase	Homo sapiens (human)
protein homodimerization activity	Tyrosinase	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Process	via Protein(s)	Taxonomy
cytoplasm	Tyrosinase	Homo sapiens (human)
lysosome	Tyrosinase	Homo sapiens (human)
Golgi-associated vesicle	Tyrosinase	Homo sapiens (human)
melanosome membrane	Tyrosinase	Homo sapiens (human)
melanosome	Tyrosinase	Homo sapiens (human)
intracellular membrane-bounded organelle	Tyrosinase	Homo sapiens (human)
perinuclear region of cytoplasm	Tyrosinase	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (51)

Assay ID	Title	Year	Journal	Article
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.
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.
AID1101079	Insecticidal activity against Coptotermes formosanus assessed as mortality at 0.1 g/m2 after 48 hr relative to control	2000	Biological & pharmaceutical bulletin, Aug, Volume: 23, Issue:8	Antifungal activity of Hinokitiol-related compounds on wood-rotting fungi and their insecticidal activities.
AID1101105	Antifungal activity against Daedalea dickinsii IFO-4979 assessed as growth inhibition after 7 days by agar dilution method	2000	Biological & pharmaceutical bulletin, Aug, Volume: 23, Issue:8	Antifungal activity of Hinokitiol-related compounds on wood-rotting fungi and their insecticidal activities.
AID1101095	Insecticidal activity against Tyrophagus putrescentiae assessed as mortality at 0.02 g/m2 after 24 hr by clip method relative to control	2000	Biological & pharmaceutical bulletin, Aug, Volume: 23, Issue:8	Antifungal activity of Hinokitiol-related compounds on wood-rotting fungi and their insecticidal activities.
AID1232040	Antifungal activity against Poria monticola	2014	MedChemComm, Jul-01, Volume: 5, Issue:7	The biology and synthesis of α-hydroxytropolones.
AID1101102	Antifungal activity against Lenzites betulinus IFO-4964 assessed as growth inhibition after 7 days by agar dilution method	2000	Biological & pharmaceutical bulletin, Aug, Volume: 23, Issue:8	Antifungal activity of Hinokitiol-related compounds on wood-rotting fungi and their insecticidal activities.
AID1101078	Insecticidal activity against Coptotermes formosanus assessed as mortality at 0.05 g/m2 after 48 hr relative to control	2000	Biological & pharmaceutical bulletin, Aug, Volume: 23, Issue:8	Antifungal activity of Hinokitiol-related compounds on wood-rotting fungi and their insecticidal activities.
AID1101099	Insecticidal activity against Tyrophagus putrescentiae assessed as mortality at 0.5 g/m2 after 24 hr by clip method relative to control	2000	Biological & pharmaceutical bulletin, Aug, Volume: 23, Issue:8	Antifungal activity of Hinokitiol-related compounds on wood-rotting fungi and their insecticidal activities.
AID1101071	Insecticidal activity against Coptotermes formosanus assessed as mortality after 24 to 48 hr	2000	Biological & pharmaceutical bulletin, Aug, Volume: 23, Issue:8	Antifungal activity of Hinokitiol-related compounds on wood-rotting fungi and their insecticidal activities.
AID1101100	Insecticidal activity against Tyrophagus putrescentiae assessed as mortality at 1 g/m2 after 24 hr by clip method relative to control	2000	Biological & pharmaceutical bulletin, Aug, Volume: 23, Issue:8	Antifungal activity of Hinokitiol-related compounds on wood-rotting fungi and their insecticidal activities.
AID537590	Inhibition of mushroom tyrosinase after 15 mins	2010	Bioorganic & medicinal chemistry, Nov-15, Volume: 18, Issue:22	Structural insights into the hot spot amino acid residues of mushroom tyrosinase for the bindings of thujaplicins.
AID1167965	Competitive inhibition of tyrosinase in human G-361 cells incubated for 10 mins measured for 2 hrs by MBTH-based spectrophotometry	2014	Bioorganic & medicinal chemistry, Nov-01, Volume: 22, Issue:21	Structure-activity relationships of the thujaplicins for inhibition of human tyrosinase.
AID1101101	Antifungal activity against Pycnoporus coccineus IFO-4924 assessed as growth inhibition after 7 days by agar dilution method	2000	Biological & pharmaceutical bulletin, Aug, Volume: 23, Issue:8	Antifungal activity of Hinokitiol-related compounds on wood-rotting fungi and their insecticidal activities.
AID1232042	Antifungal activity against Polyporus versicolor	2014	MedChemComm, Jul-01, Volume: 5, Issue:7	The biology and synthesis of α-hydroxytropolones.
AID1101088	Insecticidal activity against Coptotermes formosanus assessed as mortality at 0.05 g/m2 after 24 hr relative to control	2000	Biological & pharmaceutical bulletin, Aug, Volume: 23, Issue:8	Antifungal activity of Hinokitiol-related compounds on wood-rotting fungi and their insecticidal activities.
AID1167967	Ratio of kojic acid IC50 to compound IC50 for human tyrosinase	2014	Bioorganic & medicinal chemistry, Nov-01, Volume: 22, Issue:21	Structure-activity relationships of the thujaplicins for inhibition of human tyrosinase.
AID1101093	Insecticidal activity against Tyrophagus putrescentiae assessed as mortality after 24 hr by clip method	2000	Biological & pharmaceutical bulletin, Aug, Volume: 23, Issue:8	Antifungal activity of Hinokitiol-related compounds on wood-rotting fungi and their insecticidal activities.
AID1101092	Insecticidal activity against Coptotermes formosanus assessed as mortality at 1 g/m2 after 24 hr relative to control	2000	Biological & pharmaceutical bulletin, Aug, Volume: 23, Issue:8	Antifungal activity of Hinokitiol-related compounds on wood-rotting fungi and their insecticidal activities.
AID1101090	Insecticidal activity against Coptotermes formosanus assessed as mortality at 0.1 g/m2 after 24 hr relative to control	2000	Biological & pharmaceutical bulletin, Aug, Volume: 23, Issue:8	Antifungal activity of Hinokitiol-related compounds on wood-rotting fungi and their insecticidal activities.
AID537597	Inhibition of mushroom tyrosinase at 0.06 uM after 15 mins by Michaelis-Menten constant analysis	2010	Bioorganic & medicinal chemistry, Nov-15, Volume: 18, Issue:22	Structural insights into the hot spot amino acid residues of mushroom tyrosinase for the bindings of thujaplicins.
AID1101077	Insecticidal activity against Coptotermes formosanus assessed as mortality at 0.02 g/m2 after 48 hr relative to control	2000	Biological & pharmaceutical bulletin, Aug, Volume: 23, Issue:8	Antifungal activity of Hinokitiol-related compounds on wood-rotting fungi and their insecticidal activities.
AID1167969	Ratio of IC50 for tyrosinase in human G-361 cells to IC50 for mushroom tyrosinase	2014	Bioorganic & medicinal chemistry, Nov-01, Volume: 22, Issue:21	Structure-activity relationships of the thujaplicins for inhibition of human tyrosinase.
AID1232043	Antifungal activity against Stereum sanguinolentum	2014	MedChemComm, Jul-01, Volume: 5, Issue:7	The biology and synthesis of α-hydroxytropolones.
AID1101097	Insecticidal activity against Tyrophagus putrescentiae assessed as mortality at 0.1 g/m2 after 24 hr by clip method relative to control	2000	Biological & pharmaceutical bulletin, Aug, Volume: 23, Issue:8	Antifungal activity of Hinokitiol-related compounds on wood-rotting fungi and their insecticidal activities.
AID1101091	Insecticidal activity against Coptotermes formosanus assessed as mortality at 0.2 g/m2 after 24 hr relative to control	2000	Biological & pharmaceutical bulletin, Aug, Volume: 23, Issue:8	Antifungal activity of Hinokitiol-related compounds on wood-rotting fungi and their insecticidal activities.
AID1167964	Non-competitive inhibition of mushroom tyrosinase	2014	Bioorganic & medicinal chemistry, Nov-01, Volume: 22, Issue:21	Structure-activity relationships of the thujaplicins for inhibition of human tyrosinase.
AID1101096	Insecticidal activity against Tyrophagus putrescentiae assessed as mortality at 0.05 g/m2 after 24 hr by clip method relative to control	2000	Biological & pharmaceutical bulletin, Aug, Volume: 23, Issue:8	Antifungal activity of Hinokitiol-related compounds on wood-rotting fungi and their insecticidal activities.
AID1101075	Insecticidal activity against Coptotermes formosanus assessed as mortality at 0.01 g/m2 after 48 hr relative to control	2000	Biological & pharmaceutical bulletin, Aug, Volume: 23, Issue:8	Antifungal activity of Hinokitiol-related compounds on wood-rotting fungi and their insecticidal activities.
AID537596	Inhibition of mushroom tyrosinase at 0.02 uM after 15 mins by Michaelis-Menten constant analysis	2010	Bioorganic & medicinal chemistry, Nov-15, Volume: 18, Issue:22	Structural insights into the hot spot amino acid residues of mushroom tyrosinase for the bindings of thujaplicins.
AID1232044	Antifungal activity against Phellinus weirii	2014	MedChemComm, Jul-01, Volume: 5, Issue:7	The biology and synthesis of α-hydroxytropolones.
AID1101089	Insecticidal activity against Coptotermes formosanus assessed as mortality at 0.02 g/m2 after 24 hr relative to control	2000	Biological & pharmaceutical bulletin, Aug, Volume: 23, Issue:8	Antifungal activity of Hinokitiol-related compounds on wood-rotting fungi and their insecticidal activities.
AID1611944	Selectivity ratio of IC50 for human tyrosinase to IC50 for mushroom tyrosinase	2018	Journal of medicinal chemistry, 09-13, Volume: 61, Issue:17	Inhibitors of Melanogenesis: An Updated Review.
AID1611942	Inhibition of mushroom tyrosinase	2018	Journal of medicinal chemistry, 09-13, Volume: 61, Issue:17	Inhibitors of Melanogenesis: An Updated Review.
AID537591	Competitive inhibition of mushroom tyrosinase after 15 mins by Lineweaver-Burke plot analysis	2010	Bioorganic & medicinal chemistry, Nov-15, Volume: 18, Issue:22	Structural insights into the hot spot amino acid residues of mushroom tyrosinase for the bindings of thujaplicins.
AID1611943	Inhibition of human tyrosinase	2018	Journal of medicinal chemistry, 09-13, Volume: 61, Issue:17	Inhibitors of Melanogenesis: An Updated Review.
AID1101081	Insecticidal activity against Coptotermes formosanus assessed as mortality at 1 g/m2 after 48 hr relative to control	2000	Biological & pharmaceutical bulletin, Aug, Volume: 23, Issue:8	Antifungal activity of Hinokitiol-related compounds on wood-rotting fungi and their insecticidal activities.
AID1232041	Antifungal activity against Coniophora puteana	2014	MedChemComm, Jul-01, Volume: 5, Issue:7	The biology and synthesis of α-hydroxytropolones.
AID1101103	Antifungal activity against Schizophyllum commune IFO-4928 assessed as growth inhibition after 7 days by agar dilution method	2000	Biological & pharmaceutical bulletin, Aug, Volume: 23, Issue:8	Antifungal activity of Hinokitiol-related compounds on wood-rotting fungi and their insecticidal activities.
AID1101080	Insecticidal activity against Coptotermes formosanus assessed as mortality at 0.2 g/m2 after 48 hr relative to control	2000	Biological & pharmaceutical bulletin, Aug, Volume: 23, Issue:8	Antifungal activity of Hinokitiol-related compounds on wood-rotting fungi and their insecticidal activities.
AID1101104	Antifungal activity against Trametes versicolor IFO-4940 assessed as growth inhibition after 7 days by agar dilution method	2000	Biological & pharmaceutical bulletin, Aug, Volume: 23, Issue:8	Antifungal activity of Hinokitiol-related compounds on wood-rotting fungi and their insecticidal activities.
AID1101094	Insecticidal activity against Tyrophagus putrescentiae assessed as mortality at 0.01 g/m2 after 24 hr by clip method relative to control	2000	Biological & pharmaceutical bulletin, Aug, Volume: 23, Issue:8	Antifungal activity of Hinokitiol-related compounds on wood-rotting fungi and their insecticidal activities.
AID1101098	Insecticidal activity against Tyrophagus putrescentiae assessed as mortality at 0.2 g/m2 after 24 hr by clip method relative to control	2000	Biological & pharmaceutical bulletin, Aug, Volume: 23, Issue:8	Antifungal activity of Hinokitiol-related compounds on wood-rotting fungi and their insecticidal activities.
AID1101087	Insecticidal activity against Coptotermes formosanus assessed as mortality at 0.01 g/m2 after 24 hr relative to control	2000	Biological & pharmaceutical bulletin, Aug, Volume: 23, Issue:8	Antifungal activity of Hinokitiol-related compounds on wood-rotting fungi and their insecticidal activities.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	2 (11.76)	18.7374
1990's	2 (11.76)	18.2507
2000's	6 (35.29)	29.6817
2010's	7 (41.18)	24.3611
2020's	0 (0.00)	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 (5.88%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	16 (94.12%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
hydroquinone [no description available]	3.27	1	benzenediol; hydroquinones	antioxidant; carcinogenic agent; cofactor; Escherichia coli metabolite; human xenobiotic metabolite; mouse metabolite; skin lightening agent
chlorpyrifos Chlorpyrifos: An organothiophosphate cholinesterase inhibitor that is used as an insecticide and as an acaricide.. chlorpyrifos : An organic thiophosphate that is O,O-diethyl hydrogen phosphorothioate in which the hydrogen of the hydroxy group has been replaced by a 3,5,6-trichloropyridin-2-yl group.	2	1	chloropyridine; organic thiophosphate	acaricide; agrochemical; EC 3.1.1.7 (acetylcholinesterase) inhibitor; EC 3.1.1.8 (cholinesterase) inhibitor; environmental contaminant; insecticide; xenobiotic
beta-thujaplicin beta-thujaplicin: structure. beta-thujaplicin : A monoterpenoid that is cyclohepta-2,4,6-trien-1-one substituted by a hydroxy group at position 2 and an isopropyl group at position 4. Isolated from Thuja plicata and Chamaecyparis obtusa, it exhibits antimicrobial activities.	4.92	11	cyclic ketone; enol; monoterpenoid	antibacterial agent; antifungal agent; antineoplastic agent; antiplasmodial drug; plant metabolite
kojic acid [no description available]	3.89	3	4-pyranones; enol; primary alcohol	Aspergillus metabolite; EC 1.10.3.1 (catechol oxidase) inhibitor; EC 1.10.3.2 (laccase) inhibitor; EC 1.13.11.24 (quercetin 2,3-dioxygenase) inhibitor; EC 1.14.18.1 (tyrosinase) inhibitor; EC 1.4.3.3 (D-amino-acid oxidase) inhibitor; NF-kappaB inhibitor; skin lightening agent
deet N,N-diethyl-m-toluamide : A monocarboxylic acid amide resulting from the formal condensation of the carboxy group of m-toluic acid with the nitrogen of diethylamine. First developed by the U.S. Army in 1946 for use by military personnel in insect-infested areas, it is the most widely used insect repellent worldwide.	2	1	benzamides; monocarboxylic acid amide	environmental contaminant; insect repellent; xenobiotic
pd 169316 2-(4-nitrophenyl)-4-(4-fluorophenyl)-5-(4-pyridinyl)-1H-imidazole: p38 MAP kinase inhibitor	3.27	1	imidazoles
sb 202190 4-(4-fluorophenyl)-2-(4-hydroxyphenyl)-5-(4-pyridyl)imidazole: structure given in first source; inhibits p38 MAP kinase	3.27	1	imidazoles; organofluorine compound; phenols; pyridines	apoptosis inducer; EC 2.7.11.24 (mitogen-activated protein kinase) inhibitor
mitomycin Mitomycin: An antineoplastic antibiotic produced by Streptomyces caespitosus. It is one of the bi- or tri-functional ALKYLATING AGENTS causing cross-linking of DNA and inhibition of DNA synthesis.. mitomycin : A family of aziridine-containing natural products isolated from Streptomyces caespitosus or Streptomyces lavendulae.	2.1	1	mitomycin	alkylating agent; antineoplastic agent
2-methylpentane Hexanes: Six-carbon saturated hydrocarbon group of the methane series. Include isomers and derivatives. Various polyneuropathies are caused by hexane poisoning.	2.04	1	alkane
protocatechualdehyde protocatechualdehyde: found in wheat grains, wheat seedlings, & other plants; RN given refers to parent cpd; see also rancinamycins; structure	2.1	1	dihydroxybenzaldehyde
tropolone Tropolone: A seven-membered aromatic ring compound. It is structurally related to a number of naturally occurring antifungal compounds (ANTIFUNGAL AGENTS).. tropolone : A cyclic ketone that is cyclohepta-2,4,6-trien-1-one substituted by a hydroxy group at position 2. It is a toxin produced by the agricultural pathogen Burkholderia plantarii.	8.86	12	alpha-hydroxy ketone; cyclic ketone; enol	bacterial metabolite; fungicide; toxin
7-hydroxytropolone 7-hydroxytropolone: structure	2.1	1
1-hydroxy-2(1h)-pyridinone 1-hydroxy-2(1H)-pyridinone: structure in first source	3.27	1
beta-thujaplicinol beta-thujaplicinol: inhibits ribonuclease H activity of HIV-1 reverse transcriptase; structure in first source	2.1	1
alpha-thujaplicin alpha-thujaplicin: structure in first source	4.11	4
3,7-dihydroxytropolone 3,7-dihydroxytropolone: from Streptomyces tropolofaciens; active against B16 melanoma; structure given in first source. 3,7-dihydroxytropolone : A cyclic ketone that is tropolone in which the hydrogens at positions 3 and 7 are substituted by hydroxy groups. It is isolated from the soil bacterium Streptomyces tropolofaciens strain K611-97.	2.1	1	alpha-hydroxy ketone; cyclic ketone; enol; triol	antineoplastic agent; bacterial metabolite
salicylideneaniline salicylideneaniline: structure in first source	3.27	1
sb 203580 [no description available]	3.27	1	imidazoles; monofluorobenzenes; pyridines; sulfoxide	EC 2.7.11.1 (non-specific serine/threonine protein kinase) inhibitor; EC 2.7.11.24 (mitogen-activated protein kinase) inhibitor; geroprotector; Hsp90 inhibitor; neuroprotective agent
moracin m moracin M: has been isolated from Morus alba L.; structure in first source	3.27	1	benzofurans
beta-dolabrin beta-dolabrin: structure in first source	2.92	4	cyclic ketone
4-n-butylresorcinol 4-n-butylresorcinol: structure in first source	3.27	1	resorcinols
arbutin hydroquinone O-beta-D-glucopyranoside : A monosaccharide derivative that is hydroquinone attached to a beta-D-glucopyranosyl residue at position 4 via a glycosidic linkage.	3.27	1	beta-D-glucoside; monosaccharide derivative	Escherichia coli metabolite; plant metabolite
resveratrol trans-resveratrol : A resveratrol in which the double bond has E configuration.	3.27	1	resveratrol	antioxidant; phytoalexin; plant metabolite; quorum sensing inhibitor; radical scavenger
trans-4-coumaric acid hydroxycinnamic acid : Any member of the class of cinnamic acids carrying one or more hydroxy substituents.. trans-4-coumaric acid : The trans-isomer of 4-coumaric acid.. 4-coumaric acid : A coumaric acid in which the hydroxy substituent is located at C-4 of the phenyl ring.	3.27	1	4-coumaric acid	food component; mouse metabolite; plant metabolite
2-(3,4-dihydroxyphenyl)-7,8-dihydroxy-1-benzopyran-4-one [no description available]	2.1	1	flavones
amphotericin b Amphotericin B: Macrolide antifungal antibiotic produced by Streptomyces nodosus obtained from soil of the Orinoco river region of Venezuela.. amphotericin B : A macrolide antibiotic used to treat potentially life-threatening fungal infections.	2	1	antibiotic antifungal drug; macrolide antibiotic; polyene antibiotic	antiamoebic agent; antiprotozoal drug; bacterial metabolite
hispidol hispidol : A hydroxyaurone that is aurone substituted by hydroxy groups at positions 6 and 4' respectively.	3.27	1	hydroxyaurone	plant metabolite
trans-2,3',4,5'-tetrahydroxystilbene trans-2,3',4,5'-tetrahydroxystilbene: hydroxystilbene oxyresveratrol	3.27	1	stilbenoid
methyl-p-coumarate methyl-p-coumarate: structure in first source. 4-coumaric acid methyl ester : A cinnamate ester that is the methyl ester of 4-coumaric acid.	3.27	1	4-coumaric acid methyl ester
trilinolein trilinolein: RN given refers to (Z,Z)-isomer. 1,2,3-trilinoleoylglycerol : A triglyceride formed by acylation of the three hydroxy groups of glycerol with linoleic acid.	2.1	1	1,2-diacyl-3-linoleoylglycerol; 1,3-diacyl-2-linoleoylglycerol; linoleoyl containing 1,2,3-triacyl-sn-glycerol; TG(18:2/18:2/18:2); triglyceride	mouse metabolite
mulberroside a mulberroside A: structure in first source	3.27	1	glycoside; stilbenoid
artesunate artesunic acid: RN given for (3R-(3alpha,5abeta,6beta,8abeta,9alpha,10alpha,12beta,(2aR*))-isomer; succinic ester of artemether	2.1	1	artemisinin derivative; cyclic acetal; dicarboxylic acid monoester; hemisuccinate; semisynthetic derivative; sesquiterpenoid	antimalarial; antineoplastic agent; ferroptosis inducer
morachalcone a morachalcone A: tyrosinase inhibitor from the wood of Artocarpus heterophyllus; structure in first source	3.27	1	chalcones
ginsenoside rb1 [no description available]	3.27	1	ginsenoside; glycoside; tetracyclic triterpenoid	anti-inflammatory drug; anti-obesity agent; apoptosis inhibitor; neuroprotective agent; plant metabolite; radical scavenger
2,4,2',4'-Tetrahydroxychalcone [no description available]	3.27	1	chalcones
subamolide a subamolide A: cytotoxic constituent of the stems of Cinnamomum subavenium; structure in first source	3.27	1

Condition	Relationship Strength	Studies
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
Body Weight The mass or quantity of heaviness of an individual. It is expressed by units of pounds or kilograms.	2	1
Carcinoma, Ehrlich Tumor A transplantable, poorly differentiated malignant tumor which appeared originally as a spontaneous breast carcinoma in a mouse. It grows in both solid and ascitic forms.	2	1
Cancer of Stomach [description not available]	2	1
Stomach Neoplasms Tumors or cancer of the STOMACH.	2	1

gamma-thujaplicin

Description

Cross-References

Synonyms (56)

Drug Classes (1)

Protein Targets (2)

Inhibition Measurements

Other Measurements

Biological Processes (11)

Molecular Functions (5)

Ceullar Components (7)

Bioassays (51)

Research

Studies (17)

Market Indicators

Research Demand Index: 11.79

Study Types

gamma-thujaplicin

Description

Cross-References

Synonyms (56)

Drug Classes (1)

Protein Targets (2)

Inhibition Measurements

Other Measurements

Biological Processes (11)

Molecular Functions (5)

Ceullar Components (7)

Bioassays (51)

Research

Studies (17)

Market Indicators

Research Demand Index: 11.79

Study Types

Related Drugs (36)

Related Conditions (6)