Compounds > ilicicolin h
Page last updated: 2024-11-13

ilicicolin h

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Description

ilicicolin H: structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

ilicicolin H : An aromatic ketone in which the ketone carbonyl group is attached to a (1R,2R,4aS,7S,8aR)-4,7-dimethyl-1-[(1E)-prop-1-en-1-yl]-1,2,4a,5,6,7,8,8a-octahydronaphthalen-2-yl group and a 4-hydroxy-5-(4-hydroxyphenyl)-2-oxo-1,2-dihydropyridin-3-yl group. Isolated from the from the "imperfect" fungus Cylindrocladium iliciola strain MFC-870. [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]

Cross-References

ID SourceID
PubMed CID54704283
CHEMBL ID2179949
CHEBI ID77772
MeSH IDM0397158

Synonyms (17)

Synonym
ACON1_001993
BRD-K66794435-001-01-7
CHEMBL2179949
ilicicolin h
chebi:77772 ,
BRD-K66794435-001-02-5
3-({(1r,2s,4as,7s,8ar)-4,7-dimethyl-1-[(1e)-prop-1-en-1-yl]-1,2,4a,5,6,7,8,8a-octahydronaphthalen-2-yl}carbonyl)-4-hydroxy-5-(4-hydroxyphenyl)pyridin-2(1h)-one
12689-26-8
3-[(1r,2s,4as,7s,8ar)-4,7-dimethyl-1-[(e)-prop-1-enyl]-1,2,4a,5,6,7,8,8a-octahydronaphthalene-2-carbonyl]-4-hydroxy-5-(4-hydroxyphenyl)-1h-pyridin-2-one
Q27147370
2(1h)-pyridinone, 4-hydroxy-5-(4-hydroxyphenyl)-3-(((1r,2s,4as,7s,8ar)-1,2,4a,5,6,7,8,8a-octahydro-4,7-dimethyl-1-(1e)-1-propen-1-yl-2-naphthalenyl)carbonyl)-
4-hydroxy-5-(4-hydroxyphenyl)-3-(((1r,2s,4as,7s,8ar)-1,2,4a,5,6,7,8,8a-octahydro-4,7-dimethyl-1-(1e)-1-propen-1-yl-2-naphthalenyl)carbonyl)-2(1h)-pyridinone
unii-xg38fss45w
ilicicolin-h
xg38fss45w ,
illicicolin h
3-[(1r,2s,4as,7s,8ar)-4,7-dimethyl-1-[(e)-prop-1-enyl]-1,2,4a,5,6,7,8,8a-octahydronaphthalene-2-carbonyl]-2-hydroxy-5-(4-hydroxyphenyl)-1h-pyridin-4-one

Research Excerpts

Overview

Ilicicolin H is a polyketide-nonribosomal peptide synthase (NRPS)-natural product isolated from Gliocadium roseum. It exhibits potent and broad spectrum antifungal activity, with sub-μg/mL MICs against Candida spp., Aspergillus fumigatus, and Cryptococcus spp. Ilicicol H is an antibiotic isolated from "imperfect" fungus Cylindrocladium iliciola strain MFC-870.

ExcerptReferenceRelevance
"Ilicicolin H is a broad spectrum antifungal agent showing sub micro g/mL MICs against Candida spp., Aspergillus fumigatus and Cryptococcus spp. "( Structure-activity relationship of cytochrome bc1 reductase inhibitor broad spectrum antifungal ilicicolin H.
Chen, T; Dreikorn, S; Hornak, V; Li, X; Liu, W; Meinz, M; Onishi, JC; Shafiee, A; Singh, SB, 2013)		2.05
"Ilicicolin H is a polyketide-nonribosomal peptide synthase (NRPS)-natural product isolated from Gliocadium roseum, which exhibits potent and broad spectrum antifungal activity, with sub-μg/mL MICs against Candida spp., Aspergillus fumigatus, and Cryptococcus spp. "( Antifungal spectrum, in vivo efficacy, and structure-activity relationship of ilicicolin h.
Abruzzo, G; Card, D; Chen, T; Dreikorn, S; Flattery, A; Gill, C; Hornak, V; Kelly, R; Kurtz, M; Li, X; Liu, W; Meinz, M; Onishi, JC; Rosenbach, M; Shafiee, A; Singh, SB; Thompson, JR, 2012)		2.05
"Ilicicolin H is a broad-spectrum antifungal agent targeting mitochondrial cytochrome bc1 reductase. "( Heterologous Expression of Ilicicolin H Biosynthetic Gene Cluster and Production of a New Potent Antifungal Reagent, Ilicicolin J.
Chen, B; Chen, S; Gao, Z; Li, H; Lin, X; Liu, L; Xu, H; Yuan, S, 2019)		2.25
"Ilicicolin H is an antibiotic isolated from the "imperfect" fungus Cylindrocladium iliciola strain MFC-870. "( Inhibition of the yeast cytochrome bc1 complex by ilicicolin H, a novel inhibitor that acts at the Qn site of the bc1 complex.
Gutierrez-Cirlos, EB; Merbitz-Zahradnik, T; Trumpower, BL, 2004)		2.02
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (2)

RoleDescription
antimicrobial agentA substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
mitochondrial respiratory-chain inhibitornull
[role 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]

Drug Classes (7)

ClassDescription
phenolsOrganic aromatic compounds having one or more hydroxy groups attached to a benzene or other arene ring.
pyridone
aromatic ketoneA ketone in which the carbonyl group is attached to an aromatic ring.
monohydroxypyridineA hydroxypyridine carrying a single hydroxy substituent.
carbobicyclic compoundA bicyclic compound in which all the ring atoms are carbon.
octahydronaphthalenesAny carbobycyclic compound that is an octahydronaphthalene or a compound obtained from an octahydronaphthalene by formal substitution of one or more hydrogens.
ilicicolinAny member of the class of antibiotic polyketides originally isolated from the fungus Cylindrocladium ilicicola, isolated from the dead leaf of beach (Fagus sp.).
[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]

Bioassays (119)

Assay IDTitleYearJournalArticle
AID1347387Cytotoxicity qHTS for assessment of Hepg2 cells membrane integrity screened against the NCATS CANVASS Library2018ACS central science, Dec-26, Volume: 4, Issue:12
Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347347UWB1.289 Cancer Cell Toxicity qHTS against the NCATS CANVASS Library2018ACS central science, Dec-26, Volume: 4, Issue:12
Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347346HPAF-II Cancer Cell Toxicity qHTS against the NCATS CANVASS Library2018ACS central science, Dec-26, Volume: 4, Issue:12
Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347402qHTS for inhibitors of Rabies Virus screened against the NCATS CANVASS Library2018ACS central science, Dec-26, Volume: 4, Issue:12
Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347371J3T Cancer Cell Toxicity qHTS against the NCATS CANVASS Library2018ACS central science, Dec-26, Volume: 4, Issue:12
Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID134737610-beta competent E. coli microbial cell viability qHTS against the NCATS CANVASS Library2018ACS central science, Dec-26, Volume: 4, Issue:12
Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347389qHTS assay for small molecule disruptors of mitochondrial membrane potential screened against the NCATS CANVASS Library2018ACS central science, Dec-26, Volume: 4, Issue:12
Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347379qHTS for Inflammasome Signaling Inhibitors: IL-1-beta AlphaLISA screen against the NCATS CANVASS Library2018ACS central science, Dec-26, Volume: 4, Issue:12
Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347391qHTS for activators of Nrf2/ARE signaling pathway screened against the NCATS CANVASS Library2018ACS central science, Dec-26, Volume: 4, Issue:12
Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347394Vero-766 cells viability qHTS against the NCATS CANVASS Library: Counterscreen for Zika virus inhibition assay2018ACS central science, Dec-26, Volume: 4, Issue:12
Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347372qHTS for Constitutive Androstane Receptor (CAR) Antagonist screened against the NCATS CANVASS Library2018ACS central science, Dec-26, Volume: 4, Issue:12
Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347390Secretion counterscreen for inhibitors of the SERCaMP assay screened against the NCATS CANVASS Library2018ACS central science, Dec-26, Volume: 4, Issue:12
Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347400Viability qHTS for inhibitors of the SERCaMP assay screened against the NCATS CANVASS Library2018ACS central science, Dec-26, Volume: 4, Issue:12
Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347345OV-KATE Cancer Cell Toxicity qHTS against the NCATS CANVASS Library2018ACS central science, Dec-26, Volume: 4, Issue:12
Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347377DH5-alpha competent E. coli microbial cell viability qHTS against the NCATS CANVASS Library2018ACS central science, Dec-26, Volume: 4, Issue:12
Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347373qHTS for Constitutive Androstane Receptor (CAR) Agonist screened against the NCATS CANVASS Library2018ACS central science, Dec-26, Volume: 4, Issue:12
Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347352COV-362 Cancer Cell Toxicity qHTS against the NCATS CANVASS Library2018ACS central science, Dec-26, Volume: 4, Issue:12
Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347351U-118MG Cancer Cell Toxicity qHTS against the NCATS CANVASS Library2018ACS central science, Dec-26, Volume: 4, Issue:12
Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347356HPAF-II 24hr Apoptosis Induction qHTS against the NCATS CANVASS Library2018ACS central science, Dec-26, Volume: 4, Issue:12
Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347358HPAF-II 12hr Apoptosis Induction qHTS against the NCATS CANVASS Library2018ACS central science, Dec-26, Volume: 4, Issue:12
Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347392qHTS for activators of dead-cell proteases activity screened against the NCATS CANVASS Library2018ACS central science, Dec-26, Volume: 4, Issue:12
Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347393qHTS for inhibitors of ER calcium dysfunction: SERCaMP assay screened against the NCATS CANVASS Library2018ACS central science, Dec-26, Volume: 4, Issue:12
Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347359HEK293 24hr Apoptosis Induction qHTS against the NCATS CANVASS Library2018ACS central science, Dec-26, Volume: 4, Issue:12
Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347363Firefly luciferase counterscreen qHTS: Assay Interference Panel against the NCATS CANVASS Library2018ACS central science, Dec-26, Volume: 4, Issue:12
Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347362Diaphorse counterscreen qHTS: Assay Interference Panel against the NCATS CANVASS Library2018ACS central science, Dec-26, Volume: 4, Issue:12
Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347365SDT Cancer Cell Toxicity qHTS against the NCATS CANVASS Library2018ACS central science, Dec-26, Volume: 4, Issue:12
Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347355HEK-293 Cancer Cell Toxicity qHTS against the NCATS CANVASS Library2018ACS central science, Dec-26, Volume: 4, Issue:12
Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347350SW1088 Cancer Cell Toxicity qHTS against the NCATS CANVASS Library2018ACS central science, Dec-26, Volume: 4, Issue:12
Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347368G06 Cancer Cell Toxicity qHTS against the NCATS CANVASS Library2018ACS central science, Dec-26, Volume: 4, Issue:12
Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347360HPAF-II 18hr Apoptosis Induction qHTS against the NCATS CANVASS Library2018ACS central science, Dec-26, Volume: 4, Issue:12
Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347369MCF7 Cancer Cell Toxicity qHTS against the NCATS CANVASS Library2018ACS central science, Dec-26, Volume: 4, Issue:12
Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347160Primary screen NINDS Rhodamine qHTS for Zika virus inhibitors2020Proceedings of the National Academy of Sciences of the United States of America, 12-08, Volume: 117, Issue:49
Therapeutic candidates for the Zika virus identified by a high-throughput screen for Zika protease inhibitors.
AID1347374qHTS for Hypoxia signaling pathway (HIF-1) antagonists against the NCATS CANVASS Library2018ACS central science, Dec-26, Volume: 4, Issue:12
Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347401Redox Reaction Profiling qHTS: Assay Interference Panel against the NCATS CANVASS Library2018ACS central science, Dec-26, Volume: 4, Issue:12
Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347367qHTS for ATAD5 Agonist screened against the NCATS CANVASS Library2018ACS central science, Dec-26, Volume: 4, Issue:12
Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347378qHTS for H2AX Agonists against the NCATS CANVASS Library2018ACS central science, Dec-26, Volume: 4, Issue:12
Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347348OV-SAHO Cancer Cell Toxicity qHTS against the NCATS CANVASS Library2018ACS central science, Dec-26, Volume: 4, Issue:12
Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347381Inflammasome Signaling qHTS Counterscreen: IL-1-beta AlphaLISA counterscreen against the NCATS CANVASS Library2018ACS central science, Dec-26, Volume: 4, Issue:12
Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347396qHTS for inhibitors of Wild type Zika virus screened against the NCATS CANVASS Library2018ACS central science, Dec-26, Volume: 4, Issue:12
Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347364KB-8-5-11 Cancer Cell Toxicity qHTS against the NCATS CANVASS Library2018ACS central science, Dec-26, Volume: 4, Issue:12
Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347361HEK293 12hr Apoptosis Induction qHTS against the NCATS CANVASS Library2018ACS central science, Dec-26, Volume: 4, Issue:12
Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347357HEK293 18hr Apoptosis Induction qHTS against the NCATS CANVASS Library2018ACS central science, Dec-26, Volume: 4, Issue:12
Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347366KB-3-1 Cancer Cell Toxicity qHTS against the NCATS CANVASS Library2018ACS central science, Dec-26, Volume: 4, Issue:12
Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347380qHTS for Antimalaria activity screened against the NCATS CANVASS Library2018ACS central science, Dec-26, Volume: 4, Issue:12
Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347353A2780 Cisplatin Sensitive Ovarian Cancer Cell Toxicity qHTS against the NCATS CANVASS Library2018ACS central science, Dec-26, Volume: 4, Issue:12
Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347354UWB1.289-WTBRCA1 Cancer Cell Toxicity qHTS against the NCATS CANVASS Library2018ACS central science, Dec-26, Volume: 4, Issue:12
Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347370qHTS for ATAD5 Antagonist screened against the NCATS CANVASS Library2018ACS central science, Dec-26, Volume: 4, Issue:12
Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347349Panc-1005 Cancer Cell Toxicity qHTS against the NCATS CANVASS Library2018ACS central science, Dec-26, Volume: 4, Issue:12
Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347375qHTS for Hypoxia signaling pathway (HIF-1) agonists against the NCATS CANVASS Library2018ACS central science, Dec-26, Volume: 4, Issue:12
Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347388qHTS for Activators of p53 Stress Response Pathway screened against the NCATS CANVASS Library2018ACS central science, Dec-26, Volume: 4, Issue:12
Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID704475Antifungal activity against Candida albicans MY 1055 infected in DBA/2 mouse assessed as reduction in kidney fungal burden at 50 mg/kg, po bid administered 2 days post infection measured after 4 days relative to vehicle-treated control2012ACS medicinal chemistry letters, Oct-11, Volume: 3, Issue:10
Antifungal spectrum, in vivo efficacy, and structure-activity relationship of ilicicolin h.
AID704476Antifungal activity against Candida albicans MY 1055 infected in DBA/2 mouse assessed as reduction in kidney fungal burden administered as po bid for 2 days post infection measured after 4 days2012ACS medicinal chemistry letters, Oct-11, Volume: 3, Issue:10
Antifungal spectrum, in vivo efficacy, and structure-activity relationship of ilicicolin h.
AID746611Antifungal activity against Candida albicans MY1055 assessed as growth inhibition after 24 hrs by liquid microdilution assay2013Bioorganic & medicinal chemistry letters, May-15, Volume: 23, Issue:10
Structure-activity relationship of cytochrome bc1 reductase inhibitor broad spectrum antifungal ilicicolin H.
AID704477Antifungal activity against Candida albicans MY 1055 infected in DBA/2 mouse assessed as reduction in kidney fungal burden administered as ip tid2012ACS medicinal chemistry letters, Oct-11, Volume: 3, Issue:10
Antifungal spectrum, in vivo efficacy, and structure-activity relationship of ilicicolin h.
AID704449Inhibition of Saccharomyces cerevisiae MY 2141 NADH:cytochrome c oxidoreductase2012ACS medicinal chemistry letters, Oct-11, Volume: 3, Issue:10
Antifungal spectrum, in vivo efficacy, and structure-activity relationship of ilicicolin h.
AID704472Antifungal activity against Candida tropicalis MY 1012 after 40 hrs by NCCLS broth microdilution method2012ACS medicinal chemistry letters, Oct-11, Volume: 3, Issue:10
Antifungal spectrum, in vivo efficacy, and structure-activity relationship of ilicicolin h.
AID704465Antifungal activity against Candida glabrata CLY 574 after 24 hrs by NCCLS broth microdilution method2012ACS medicinal chemistry letters, Oct-11, Volume: 3, Issue:10
Antifungal spectrum, in vivo efficacy, and structure-activity relationship of ilicicolin h.
AID704470Antifungal activity against Candida lusitaniae MY 1396 after 24 hrs by NCCLS broth microdilution method2012ACS medicinal chemistry letters, Oct-11, Volume: 3, Issue:10
Antifungal spectrum, in vivo efficacy, and structure-activity relationship of ilicicolin h.
AID704766Inhibition of bovine ubiquinol-cytochrome c reductase after 2 mins by stopped flow rapid scanning spectroscopy2012ACS medicinal chemistry letters, Oct-11, Volume: 3, Issue:10
Antifungal spectrum, in vivo efficacy, and structure-activity relationship of ilicicolin h.
AID704454Inhibition of Saccharomyces cerevisiae MY 2141 electron transport protein complex 1/3 using glycerol-3-phosphate as substrate assessed as decrease in oxygen consumption measured for 3 mins2012ACS medicinal chemistry letters, Oct-11, Volume: 3, Issue:10
Antifungal spectrum, in vivo efficacy, and structure-activity relationship of ilicicolin h.
AID746605Ratio of MIC for Candida albicans MY1055 in presence of 10% mouse plasma to MIC for Candida albicans MY1055 in absence of mouse plasma2013Bioorganic & medicinal chemistry letters, May-15, Volume: 23, Issue:10
Structure-activity relationship of cytochrome bc1 reductase inhibitor broad spectrum antifungal ilicicolin H.
AID704786Ratio of MIC for Candida albicans 6 harboring cytochrome b G37S mutant to MIC for wild type Candida albicans2012ACS medicinal chemistry letters, Oct-11, Volume: 3, Issue:10
Antifungal spectrum, in vivo efficacy, and structure-activity relationship of ilicicolin h.
AID746603Selectivity ratio of IC50 for Candida albicans MY1055 NADH:cytochrome bc1 reductase to IC50 for rat liver NADH:cytochrome bc1 reductase2013Bioorganic & medicinal chemistry letters, May-15, Volume: 23, Issue:10
Structure-activity relationship of cytochrome bc1 reductase inhibitor broad spectrum antifungal ilicicolin H.
AID704443Ratio of MIC for Candida albicans 15 harboring cytochrome b G37S mutant to MIC for wild type Candida albicans2012ACS medicinal chemistry letters, Oct-11, Volume: 3, Issue:10
Antifungal spectrum, in vivo efficacy, and structure-activity relationship of ilicicolin h.
AID704462Antifungal activity against Candida albicans MY 1055 in glucose-based medium after 24 hrs by NCCLS broth microdilution method2012ACS medicinal chemistry letters, Oct-11, Volume: 3, Issue:10
Antifungal spectrum, in vivo efficacy, and structure-activity relationship of ilicicolin h.
AID704767Inhibition of rhesus monkey liver NADH:cytochrome c oxidoreductase2012ACS medicinal chemistry letters, Oct-11, Volume: 3, Issue:10
Antifungal spectrum, in vivo efficacy, and structure-activity relationship of ilicicolin h.
AID704784Ratio of MIC for Candida albicans 16 harboring cytochrome b Q22E mutant to MIC for wild type Candida albicans2012ACS medicinal chemistry letters, Oct-11, Volume: 3, Issue:10
Antifungal spectrum, in vivo efficacy, and structure-activity relationship of ilicicolin h.
AID704765Selectivity ratio of IC50 for bovine NADH:cytochrome c oxidoreductase to IC50 for Saccharomyces cerevisiae MY 2141 NADH:cytochrome c oxidoreductase2012ACS medicinal chemistry letters, Oct-11, Volume: 3, Issue:10
Antifungal spectrum, in vivo efficacy, and structure-activity relationship of ilicicolin h.
AID704445Ratio of MIC for Candida albicans 7 harboring cytochrome b G37D mutant to MIC for wild type Candida albicans2012ACS medicinal chemistry letters, Oct-11, Volume: 3, Issue:10
Antifungal spectrum, in vivo efficacy, and structure-activity relationship of ilicicolin h.
AID746607Inhibition of Candida albicans MY1055 NADH:cytochrome bc1 reductase in presence of 40% mouse plasma2013Bioorganic & medicinal chemistry letters, May-15, Volume: 23, Issue:10
Structure-activity relationship of cytochrome bc1 reductase inhibitor broad spectrum antifungal ilicicolin H.
AID704788Ratio of MIC for Candida albicans 8 harboring cytochrome b G37S mutant to MIC for wild type Candida albicans2012ACS medicinal chemistry letters, Oct-11, Volume: 3, Issue:10
Antifungal spectrum, in vivo efficacy, and structure-activity relationship of ilicicolin h.
AID704444Ratio of MIC for Candida albicans 10 harboring cytochrome b S20I mutant to MIC for wild type Candida albicans2012ACS medicinal chemistry letters, Oct-11, Volume: 3, Issue:10
Antifungal spectrum, in vivo efficacy, and structure-activity relationship of ilicicolin h.
AID704484Antifungal activity against Saccharomyces cerevisiae MY 2141 in glycerol-based medium after 24 hrs by NCCLS broth microdilution method2012ACS medicinal chemistry letters, Oct-11, Volume: 3, Issue:10
Antifungal spectrum, in vivo efficacy, and structure-activity relationship of ilicicolin h.
AID704447Ratio of MIC for Candida albicans 3 harboring cytochrome b G37D mutant to MIC for wild type Candida albicans2012ACS medicinal chemistry letters, Oct-11, Volume: 3, Issue:10
Antifungal spectrum, in vivo efficacy, and structure-activity relationship of ilicicolin h.
AID704478Antifungal activity against Candida albicans MY 1055 infected in DBA/2 mouse assessed as reduction in kidney fungal burden at 25 to 50 mg/kg, iv tid after 24 hrs2012ACS medicinal chemistry letters, Oct-11, Volume: 3, Issue:10
Antifungal spectrum, in vivo efficacy, and structure-activity relationship of ilicicolin h.
AID704450Inhibition of Saccharomyces cerevisiae MY 2141 cytochrome b-c1 complex Qn site in ubiquinol:Cytochrome c reductase2012ACS medicinal chemistry letters, Oct-11, Volume: 3, Issue:10
Antifungal spectrum, in vivo efficacy, and structure-activity relationship of ilicicolin h.
AID704783Ratio of MIC for Candida albicans 14 harboring cytochrome b G37S mutant to MIC for wild type Candida albicans2012ACS medicinal chemistry letters, Oct-11, Volume: 3, Issue:10
Antifungal spectrum, in vivo efficacy, and structure-activity relationship of ilicicolin h.
AID704780Ratio of MIC for Candida albicans 13 harboring cytochrome b G37C mutant to MIC for wild type Candida albicans2012ACS medicinal chemistry letters, Oct-11, Volume: 3, Issue:10
Antifungal spectrum, in vivo efficacy, and structure-activity relationship of ilicicolin h.
AID704466Antifungal activity against Candida albicans SC 53124 after 24 hrs by NCCLS broth microdilution method2012ACS medicinal chemistry letters, Oct-11, Volume: 3, Issue:10
Antifungal spectrum, in vivo efficacy, and structure-activity relationship of ilicicolin h.
AID704781Ratio of MIC for Candida albicans 11 harboring cytochrome b G37C mutant to MIC for wild type Candida albicans2012ACS medicinal chemistry letters, Oct-11, Volume: 3, Issue:10
Antifungal spectrum, in vivo efficacy, and structure-activity relationship of ilicicolin h.
AID704458Antifungal activity against Candida albicans MY 1055 in glycerol-based medium after 24 hrs by NCCLS broth microdilution method2012ACS medicinal chemistry letters, Oct-11, Volume: 3, Issue:10
Antifungal spectrum, in vivo efficacy, and structure-activity relationship of ilicicolin h.
AID704762Oral bioavailability in mouse2012ACS medicinal chemistry letters, Oct-11, Volume: 3, Issue:10
Antifungal spectrum, in vivo efficacy, and structure-activity relationship of ilicicolin h.
AID704768Inhibition of rat liver NADH:cytochrome c oxidoreductase2012ACS medicinal chemistry letters, Oct-11, Volume: 3, Issue:10
Antifungal spectrum, in vivo efficacy, and structure-activity relationship of ilicicolin h.
AID704456Antifungal activity against Candida albicans MY 1055 assessed as inhibition of whole cell oxygen consumption at 0.003 ug/mL after 15 mins2012ACS medicinal chemistry letters, Oct-11, Volume: 3, Issue:10
Antifungal spectrum, in vivo efficacy, and structure-activity relationship of ilicicolin h.
AID704761Inhibition of ubiquinol:cytochrome c reductase in presence of 50% mouse plasma2012ACS medicinal chemistry letters, Oct-11, Volume: 3, Issue:10
Antifungal spectrum, in vivo efficacy, and structure-activity relationship of ilicicolin h.
AID704442Ratio of MIC for Candida albicans 5 harboring cytochrome b G37S mutant to MIC for wild type Candida albicans2012ACS medicinal chemistry letters, Oct-11, Volume: 3, Issue:10
Antifungal spectrum, in vivo efficacy, and structure-activity relationship of ilicicolin h.
AID704448Ratio of MIC for Candida albicans 5 harboring cytochrome b G37D mutant to MIC for wild type Candida albicans2012ACS medicinal chemistry letters, Oct-11, Volume: 3, Issue:10
Antifungal spectrum, in vivo efficacy, and structure-activity relationship of ilicicolin h.
AID746608Ratio of IC50 for Candida albicans MY1055 NADH:cytochrome bc1 reductase in presence of 40% mouse plasma to IC50 for Candida albicans MY1055 NADH:cytochrome bc1 reductase in absence of mouse plasma2013Bioorganic & medicinal chemistry letters, May-15, Volume: 23, Issue:10
Structure-activity relationship of cytochrome bc1 reductase inhibitor broad spectrum antifungal ilicicolin H.
AID704461Antifungal activity against Candida guilliermondii CLY 346 after 24 hrs by NCCLS broth microdilution method2012ACS medicinal chemistry letters, Oct-11, Volume: 3, Issue:10
Antifungal spectrum, in vivo efficacy, and structure-activity relationship of ilicicolin h.
AID704481Antifungal activity against Cryptococcus neoformans MY 2061 infected in DBA/2 mouse assessed as reduction in spleen fungal burden at 50 mg/kg, po bid2012ACS medicinal chemistry letters, Oct-11, Volume: 3, Issue:10
Antifungal spectrum, in vivo efficacy, and structure-activity relationship of ilicicolin h.
AID704451Inhibition of Saccharomyces cerevisiae MY 2141 electron transport protein complex 4 using ascorbate/TMPD as substrate assessed as decrease in oxygen consumption measured for 3 mins2012ACS medicinal chemistry letters, Oct-11, Volume: 3, Issue:10
Antifungal spectrum, in vivo efficacy, and structure-activity relationship of ilicicolin h.
AID704480Antifungal activity against Candida albicans MY 1055 infected in DBA/2 mouse assessed as reduction in kidney fungal burden administered as iv tid after 24 hrs2012ACS medicinal chemistry letters, Oct-11, Volume: 3, Issue:10
Antifungal spectrum, in vivo efficacy, and structure-activity relationship of ilicicolin h.
AID704763Clearance in mouse2012ACS medicinal chemistry letters, Oct-11, Volume: 3, Issue:10
Antifungal spectrum, in vivo efficacy, and structure-activity relationship of ilicicolin h.
AID704785Ratio of MIC for Candida albicans 12 harboring cytochrome b Q22E mutant to MIC for wild type Candida albicans2012ACS medicinal chemistry letters, Oct-11, Volume: 3, Issue:10
Antifungal spectrum, in vivo efficacy, and structure-activity relationship of ilicicolin h.
AID704764Half life in mouse2012ACS medicinal chemistry letters, Oct-11, Volume: 3, Issue:10
Antifungal spectrum, in vivo efficacy, and structure-activity relationship of ilicicolin h.
AID704468Antifungal activity against Candida albicans MY 1055 after 24 hrs by NCCLS broth microdilution method2012ACS medicinal chemistry letters, Oct-11, Volume: 3, Issue:10
Antifungal spectrum, in vivo efficacy, and structure-activity relationship of ilicicolin h.
AID704787Ratio of MIC for Candida albicans 4 harboring cytochrome b G37S mutant to MIC for wild type Candida albicans2012ACS medicinal chemistry letters, Oct-11, Volume: 3, Issue:10
Antifungal spectrum, in vivo efficacy, and structure-activity relationship of ilicicolin h.
AID704760Antifungal activity against Candida albicans after 24 hrs by NCCLS broth microdilution method in presence of 10% mouse plasma2012ACS medicinal chemistry letters, Oct-11, Volume: 3, Issue:10
Antifungal spectrum, in vivo efficacy, and structure-activity relationship of ilicicolin h.
AID704758Antifungal activity against Cryptococcus neoformans MY 2061 after 40 hrs by NCCLS broth microdilution method2012ACS medicinal chemistry letters, Oct-11, Volume: 3, Issue:10
Antifungal spectrum, in vivo efficacy, and structure-activity relationship of ilicicolin h.
AID704471Antifungal activity against Candida parapsilosis ATCC 22019 after 24 hrs by NCCLS broth microdilution method2012ACS medicinal chemistry letters, Oct-11, Volume: 3, Issue:10
Antifungal spectrum, in vivo efficacy, and structure-activity relationship of ilicicolin h.
AID704467Antifungal activity against fluconazole-resistant Candida albicans MY 2301 after 24 hrs by NCCLS broth microdilution method2012ACS medicinal chemistry letters, Oct-11, Volume: 3, Issue:10
Antifungal spectrum, in vivo efficacy, and structure-activity relationship of ilicicolin h.
AID704483Antifungal activity against Saccharomyces cerevisiae MY 2141 in glucose-based medium after 24 hrs by NCCLS broth microdilution method2012ACS medicinal chemistry letters, Oct-11, Volume: 3, Issue:10
Antifungal spectrum, in vivo efficacy, and structure-activity relationship of ilicicolin h.
AID746606Antifungal activity against Candida albicans MY1055 assessed as growth inhibition after 24 hrs by liquid microdilution assay in presence of 10% mouse plasma2013Bioorganic & medicinal chemistry letters, May-15, Volume: 23, Issue:10
Structure-activity relationship of cytochrome bc1 reductase inhibitor broad spectrum antifungal ilicicolin H.
AID704453Inhibition of Saccharomyces cerevisiae MY 2141 electron transport protein complex 1/3 using NADH as substrate assessed as decrease in oxygen consumption measured for 3 mins2012ACS medicinal chemistry letters, Oct-11, Volume: 3, Issue:10
Antifungal spectrum, in vivo efficacy, and structure-activity relationship of ilicicolin h.
AID746609Inhibition of rat liver NADH:cytochrome bc1 reductase2013Bioorganic & medicinal chemistry letters, May-15, Volume: 23, Issue:10
Structure-activity relationship of cytochrome bc1 reductase inhibitor broad spectrum antifungal ilicicolin H.
AID746610Inhibition of Candida albicans MY1055 NADH:cytochrome bc1 reductase2013Bioorganic & medicinal chemistry letters, May-15, Volume: 23, Issue:10
Structure-activity relationship of cytochrome bc1 reductase inhibitor broad spectrum antifungal ilicicolin H.
AID704452Inhibition of Saccharomyces cerevisiae MY 2141 electron transport protein complex 2/3 using succinate as substrate assessed as decrease in oxygen consumption measured for 3 mins2012ACS medicinal chemistry letters, Oct-11, Volume: 3, Issue:10
Antifungal spectrum, in vivo efficacy, and structure-activity relationship of ilicicolin h.
AID704464Antifungal activity against Candida glabrata MY 1381 after 24 hrs by NCCLS broth microdilution method2012ACS medicinal chemistry letters, Oct-11, Volume: 3, Issue:10
Antifungal spectrum, in vivo efficacy, and structure-activity relationship of ilicicolin h.
AID704457Antifungal activity against Saccharomyces cerevisiae MY 2141 assessed as inhibition of whole cell oxygen consumption at 0.003 ug/mL after 15 mins2012ACS medicinal chemistry letters, Oct-11, Volume: 3, Issue:10
Antifungal spectrum, in vivo efficacy, and structure-activity relationship of ilicicolin h.
AID704782Ratio of MIC for Candida albicans 1 harboring cytochrome b G37C mutant to MIC for wild type Candida albicans2012ACS medicinal chemistry letters, Oct-11, Volume: 3, Issue:10
Antifungal spectrum, in vivo efficacy, and structure-activity relationship of ilicicolin h.
AID704474Antifungal activity against Aspergillus fumigatus MF 5668 after 24 hrs by NCCLS broth microdilution method2012ACS medicinal chemistry letters, Oct-11, Volume: 3, Issue:10
Antifungal spectrum, in vivo efficacy, and structure-activity relationship of ilicicolin h.
AID704769Inhibition of Candida albicans MY 1055 NADH:cytochrome c oxidoreductase2012ACS medicinal chemistry letters, Oct-11, Volume: 3, Issue:10
Antifungal spectrum, in vivo efficacy, and structure-activity relationship of ilicicolin h.
AID704455Inhibition of Saccharomyces cerevisiae MY 2141 electron transport protein complex 1/3 using ethanol as substrate assessed as decrease in oxygen consumption measured for 3 mins2012ACS medicinal chemistry letters, Oct-11, Volume: 3, Issue:10
Antifungal spectrum, in vivo efficacy, and structure-activity relationship of ilicicolin h.
AID704479Antifungal activity against Aspergillus flavus MF 383 after 24 hrs by NCCLS broth microdilution method2012ACS medicinal chemistry letters, Oct-11, Volume: 3, Issue:10
Antifungal spectrum, in vivo efficacy, and structure-activity relationship of ilicicolin h.
AID704446Ratio of MIC for Candida albicans 9 harboring cytochrome b G37D mutant to MIC for wild type Candida albicans2012ACS medicinal chemistry letters, Oct-11, Volume: 3, Issue:10
Antifungal spectrum, in vivo efficacy, and structure-activity relationship of ilicicolin h.
AID704473Antifungal activity against Cryptococcus neoformans H 99 after 40 hrs by NCCLS broth microdilution method2012ACS medicinal chemistry letters, Oct-11, Volume: 3, Issue:10
Antifungal spectrum, in vivo efficacy, and structure-activity relationship of ilicicolin h.
AID704469Antifungal activity against Candida krusei CLY 549 after 24 hrs by NCCLS broth microdilution method2012ACS medicinal chemistry letters, Oct-11, Volume: 3, Issue:10
Antifungal spectrum, in vivo efficacy, and structure-activity relationship of ilicicolin h.
AID704482Antifungal activity against Cryptococcus neoformans MY 2061 infected in DBA/2 mouse assessed as reduction in spleen fungal burden at 100 mg/kg, ip bid2012ACS medicinal chemistry letters, Oct-11, Volume: 3, Issue:10
Antifungal spectrum, in vivo efficacy, and structure-activity relationship of ilicicolin h.
AID704463Antifungal activity against Candida guilliermondii CLY 308 after 24 hrs by NCCLS broth microdilution method2012ACS medicinal chemistry letters, Oct-11, Volume: 3, Issue:10
Antifungal spectrum, in vivo efficacy, and structure-activity relationship of ilicicolin h.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (11)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's4 (36.36)29.6817
2010's5 (45.45)24.3611
2020's2 (18.18)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 25.74

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index25.74 (24.57)
Research Supply Index2.48 (2.92)
Research Growth Index4.68 (4.65)
Search Engine Demand Index22.84 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (25.74)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other11 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
gallic acid
gallate : A trihydroxybenzoate that is the conjugate base of gallic acid.		2.1710trihydroxybenzoic acidantineoplastic agent;
antioxidant;
apoptosis inducer;
astringent;
cyclooxygenase 2 inhibitor;
EC 1.13.11.33 (arachidonate 15-lipoxygenase) inhibitor;
geroprotector;
human xenobiotic metabolite;
plant metabolite
indoleacetic acid
indoleacetic acid: RN given refers to unlabeled parent cpd; structure in Merck Index, 9th ed, #4841. auxin : Any of a group of compounds, both naturally occurring and synthetic, that induce cell elongation in plant stems (from Greek alphaupsilonxialphanuomega, "to grow").. indole-3-acetic acid : A monocarboxylic acid that is acetic acid in which one of the methyl hydrogens has been replaced by a 1H-indol-3-yl group.		2.1710indole-3-acetic acids;
monocarboxylic acid		auxin;
human metabolite;
mouse metabolite;
plant hormone;
plant metabolite
melatonin
[no description available]		2.1710acetamides;
tryptamines		anticonvulsant;
central nervous system depressant;
geroprotector;
hormone;
human metabolite;
immunological adjuvant;
mouse metabolite;
radical scavenger
n-acetylserotonin
N-acetylserotonin : An N-acylserotonin resulting from the formal condensation of the primary amino group of serotonin with the carboxy group of acetic acid.		2.1710acetamides;
N-acylserotonin;
phenols		antioxidant;
human metabolite;
mouse metabolite;
tropomyosin-related kinase B receptor agonist
naringenin
[no description available]		2.17104'-hydroxyflavanones;
trihydroxyflavanone
phenethylamine
phenethylamine: RN given refers to parent cpd; structure in Merck Index, 9th ed, #7016. 2-phenylethylamine : A phenylethylamine having the phenyl substituent at the 2-position.		2.1710alkaloid;
aralkylamine;
phenylethylamine		Escherichia coli metabolite;
human metabolite;
mouse metabolite
tryptamine
[no description available]		2.1710aminoalkylindole;
aralkylamino compound;
indole alkaloid;
tryptamines		human metabolite;
mouse metabolite;
plant metabolite
5,7-Dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl 3,4,5-trihydroxybenzoate
[no description available]		2.1710catechin
hydroxyindoleacetic acid
(5-hydroxyindol-3-yl)acetic acid : A member of the class of indole-3-acetic acids that is indole-3-acetic acid substituted by a hydroxy group at C-5.		2.1710indole-3-acetic acidsdrug metabolite;
human metabolite;
mouse metabolite
5-methoxytryptamine
5-Methoxytryptamine: Serotonin derivative proposed as potentiator for hypnotics and sedatives.. 5-methoxytryptamine : A member of the class of tryptamines that is the methyl ether derivative of serotonin.		2.1710aromatic ether;
primary amino compound;
tryptamines		5-hydroxytryptamine 2A receptor agonist;
5-hydroxytryptamine 2B receptor agonist;
5-hydroxytryptamine 2C receptor agonist;
antioxidant;
cardioprotective agent;
human metabolite;
mouse metabolite;
neuroprotective agent;
radiation protective agent;
serotonergic agonist
7,8-dihydroxyflavone
7,8-dihydroxyflavone : A dihydroxyflavone that is flavone substituted by hydroxy groups at positions 7 and 8. A dihydroxyflavone that is flavone substituted by hydroxy groups at positions 7 and 8. A naturally occurring flavonoid produced by several plants, including the weed Tridax procumbens (coalbuttons or tridax daisy) and the tree Godmania aesculifolia, In animal models, it has shown efficacy against several diseases of the nervous system, including Alzheimer's, Parkinson's, and Huntington's.		2.1710dihydroxyflavoneantidepressant;
antineoplastic agent;
antioxidant;
plant metabolite;
tropomyosin-related kinase B receptor agonist
4',7-dihydroxyflavanone
[no description available]		2.17104'-hydroxyflavanones;
dihydroxyflavanone;
polyphenol		Brassica napus metabolite;
fungal xenobiotic metabolite
fluconazole
Fluconazole: Triazole antifungal agent that is used to treat oropharyngeal CANDIDIASIS and cryptococcal MENINGITIS in AIDS.. fluconazole : A member of the class of triazoles that is propan-2-ol substituted at position 1 and 3 by 1H-1,2,4-triazol-1-yl groups and at position 2 by a 2,4-difluorophenyl group. It is an antifungal drug used for the treatment of mucosal candidiasis and for systemic infections including systemic candidiasis, coccidioidomycosis, and cryptococcosis.		2.0710conazole antifungal drug;
difluorobenzene;
tertiary alcohol;
triazole antifungal drug		environmental contaminant;
P450 inhibitor;
xenobiotic
harmaline
Harmaline: A beta-carboline alkaloid isolated from seeds of PEGANUM.. harmaline : A harmala alkaloid in which the harman skeleton is methoxy-substituted at C-7 and has been reduced across the 3,4 bond.		2.1710harmala alkaloidoneirogen
octopamine
Octopamine: An alpha-adrenergic sympathomimetic amine, biosynthesized from tyramine in the CNS and platelets and also in invertebrate nervous systems. It is used to treat hypotension and as a cardiotonic. The natural D(-) form is more potent than the L(+) form in producing cardiovascular adrenergic responses. It is also a neurotransmitter in some invertebrates.. octopamine : A member of the class of phenylethanolamines that is phenol which is substituted at the para- position by a 2-amino-1-hydroxyethyl group. A biogenic phenylethanolamine which has been found to act as a neurotransmitter, neurohormone or neuromodulator in invertebrates.		2.1710phenylethanolamines;
tyramines		neurotransmitter
quinone
benzoquinone : The simplest members of the class of benzoquinones, consisting of cyclohexadiene which is substituted by two oxo groups.. 1,4-benzoquinone : The simplest member of the class of 1,4-benzoquinones, obtained by the formal oxidation of hydroquinone to the corresponding diketone. It is a metabolite of benzene.. quinone : Compounds having a fully conjugated cyclic dione structure, such as that of benzoquinones, derived from aromatic compounds by conversion of an even number of -CH= groups into -C(=O)- groups with any necessary rearrangement of double bonds (polycyclic and heterocyclic analogues are included).		2.03101,4-benzoquinonescofactor;
human xenobiotic metabolite;
mouse metabolite
tyramine
[no description available]		2.1710monoamine molecular messenger;
primary amino compound;
tyramines		EC 3.1.1.8 (cholinesterase) inhibitor;
Escherichia coli metabolite;
human metabolite;
mouse metabolite;
neurotransmitter
n-methyltryptamine
N-methyltryptamine: RN given refers to parent cpd		2.1710tryptamine alkaloid;
tryptamines		metabolite
gramine
gramine : An aminoalkylindole that is indole carrying a dimethylaminomethyl substituent at postion 3.		2.1710aminoalkylindole;
indole alkaloid;
tertiary amino compound		antibacterial agent;
antiviral agent;
plant metabolite;
serotonergic antagonist
yohimbine
Yohimbine: A plant alkaloid with alpha-2-adrenergic blocking activity. Yohimbine has been used as a mydriatic and in the treatment of ERECTILE DYSFUNCTION.. yohimbine : An indole alkaloid with alpha2-adrenoceptor antagonist activity. It is produced by Corynanthe johimbe and Rauwolfia serpentina.		2.1710methyl 17-hydroxy-20xi-yohimban-16-carboxylatealpha-adrenergic antagonist;
dopamine receptor D2 antagonist;
serotonergic antagonist
methyl-4-tyramine
methyl-4-tyramine: found in barley malt; RN given refers to parent cpd; structure given in first source		2.1710tyraminesmouse metabolite
funiculosin (anthraquinone)
funiculosin (anthraquinone): see also a pyridone cpd called funiculosin; structure		2.0310trihydroxyanthraquinone
n-methylphenethylamine
N-methylphenethylamine: substrate for type A & B monoamine oxidase; RN given refers to parent cpd		2.1710
tabersonine
[no description available]		2.1710alkaloid ester;
methyl ester;
monoterpenoid indole alkaloid;
organic heteropentacyclic compound		antineoplastic agent;
metabolite
betulinic acid
[no description available]		2.1710hydroxy monocarboxylic acid;
pentacyclic triterpenoid		anti-HIV agent;
anti-inflammatory agent;
antimalarial;
antineoplastic agent;
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor;
plant metabolite
1,2,3,4,6-pentakis-O-galloyl-beta-D-glucose
pentagalloylglucose: pentahydroxy gallic acid ester of glucose; a phytogenic antineoplastic agent and antibacterial agent. 1,2,3,4,6-pentakis-O-galloyl-beta-D-glucose : A galloyl-beta-D-glucose compound having five galloyl groups in the 1-, 2-, 3-, 4- and 6-positions.		2.1710gallate ester;
galloyl beta-D-glucose		anti-inflammatory agent;
antineoplastic agent;
geroprotector;
hepatoprotective agent;
plant metabolite;
radiation protective agent;
radical scavenger
maslinic acid
(2Alpha,3beta)-2,3-dihydroxyolean-12-en-28-oic acid: from Luehea divaricata and Agrimonia eupatoria		2.1710dihydroxy monocarboxylic acid;
pentacyclic triterpenoid		anti-inflammatory agent;
antineoplastic agent;
antioxidant;
plant metabolite
quindoline
quindoline: a fused indole-quinoline alkaloid from CRYPTOLEPIS sanguinolenta; structure		2.1710
tryptoline
tryptoline: neurotoxic factor that may be involved in development of Parkinson's disease; enzymatic prep from human brain converts tryptamine to tryptoline; RN given refers to parent cpd; structure		2.1710beta-carbolines
pumiliotoxin c
pumiliotoxin C: isolated from skin of Dendrobates pumilio (frog); see also records for pumiliotoxin A, pumiliotoxin B & pumiliotoxins		2.1710
diazaquinomycin a
diazaquinomycin A: structure given in first source		2.1710quinolone
fraxinellone
fraxinellone: structure given in first source; RN given for (3R-cis)-isomer		2.17102-benzofurans
glabridin
[no description available]		2.1710hydroxyisoflavansantiplasmodial drug
6-bromo-3-(bromomethyl)-7-methyl-2,3,7-trichloro-1-octene
6-bromo-3-(bromomethyl)-7-methyl-2,3,7-trichloro-1-octene: structure given in first source		2.1710monoterpenoid;
organobromine compound;
organochlorine compound		algal metabolite;
antineoplastic agent;
marine metabolite
pseudonicotine
pseudonicotine: structure. (R)-nicotine : A 3-(1-methylpyrrolidin-2-yl)pyridine in which the chiral centre has R-configuration.		2.17103-(1-methylpyrrolidin-2-yl)pyridine
deferrioxamine e
deferrioxamine E: may act as siderophore in Streptomyces. desferrioxamine E : A cyclic hydroxamic acid siderophore that is produced by several bacterial species and exhibits antitumour activity.		2.1710cyclic desferrioxamine;
cyclic hydroxamic acid;
macrocycle		antineoplastic agent;
bacterial metabolite;
marine metabolite;
siderophore
4'-hydroxyflavanone
4'-hydroxyflavanone: structure in first source. 4'-hydroxyflavanones : Any hydroxyflavanone having a hydroxy substituent located at position 4'.		2.17104'-hydroxyflavanones;
monohydroxyflavanone
perlatolinic acid
perlatolinic acid: C25-H32-O7; structure in first source		210carbonyl compound
lupeol
[no description available]		2.1710pentacyclic triterpenoid;
secondary alcohol		anti-inflammatory drug;
plant metabolite
crinine
crinine: structure in first source		2.1710alkaloid
strychnine
Strychnine: An alkaloid found in the seeds of STRYCHNOS NUX-VOMICA. It is a competitive antagonist at glycine receptors and thus a convulsant. It has been used as an analeptic, in the treatment of nonketotic hyperglycinemia and sleep apnea, and as a rat poison.. strychnine : A monoterpenoid indole alkaloid that is strychnidine bearing a keto substituent at the 10-position.		2.1710monoterpenoid indole alkaloid;
organic heteroheptacyclic compound		avicide;
cholinergic antagonist;
glycine receptor antagonist;
neurotransmitter agent;
rodenticide
micheliolide
micheliolide: has antineoplastic activity; structure in first source		2.1710sesquiterpene lactone
pancracine
pancracine: structure in first source		2.1710isoquinoline alkaloid fundamental parent;
isoquinoline alkaloid
ferulic acid
ferulate : A monocarboxylic acid anion obtained by the deprotonation of the carboxy group of ferulic acid.		2.1710ferulic acidsanti-inflammatory agent;
antioxidant;
apoptosis inhibitor;
cardioprotective agent;
MALDI matrix material;
plant metabolite
piperine
piperine : A N-acylpiperidine that is piperidine substituted by a (1E,3E)-1-(1,3-benzodioxol-5-yl)-5-oxopenta-1,3-dien-5-yl group at the nitrogen atom. It is an alkaloid isolated from the plant Piper nigrum.		2.1710benzodioxoles;
N-acylpiperidine;
piperidine alkaloid;
tertiary carboxamide		food component;
human blood serum metabolite;
NF-kappaB inhibitor;
plant metabolite
trichodermamide b
trichodermamide B: from cultures of the marine-derived fungus Trichoderma virens; structure in first source		2.1710
cancidas
[no description available]		2.0710
helvolic acid
helvolic acid: structure. helvolic acid : A steroid C-21 acid having a 29-nordammarane skeleton substituted with an acetoxy group at C-16 and oxo groups at C-3 and -7, with double bonds at C-1, -17(20) and -24.		2.17103-oxo-Delta(1) steroid;
acetate ester;
monocarboxylic acid;
steroid acid		antibacterial agent;
fungal metabolite;
mycotoxin
mitragynine
[no description available]		2.1710monoterpenoid indole alkaloid
paynantheine
paynantheine: structure in first source		2.1710
chimonanthine
chimonanthine: structure in first source. chimonanthine : A ring assembly that is 2,2',3,3',8,8',8a,8a'-octahydro-1H,1'H-3a,3a'-bipyrrolo[2,3-b]indole substituted by methyl groups at positions 1 and 1'.		2.1710chimonanthine
3-deoxyisoochracinic acid
3-deoxyisoochracinic acid: structure in first source		2.1710
luteolin-7-glucoside
luteolin-7-glucoside: has both antiasthmatic and antineoplastic activities; has 3C protease inhibitory activity; isolated from Ligustrum lucidum. luteolin 7-O-beta-D-glucoside : A glycosyloxyflavone that is luteolin substituted by a beta-D-glucopyranosyl moiety at position 7 via a glycosidic linkage.		2.1710beta-D-glucoside;
glycosyloxyflavone;
monosaccharide derivative;
trihydroxyflavone		antioxidant;
plant metabolite
rutin
Hydroxyethylrutoside: Monohydroxyethyl derivative of rutin. Peripheral circulation stimulant used in treatment of venous disorders.		2.1710disaccharide derivative;
quercetin O-glucoside;
rutinoside;
tetrahydroxyflavone		antioxidant;
metabolite
harmine
Harmine: Alkaloid isolated from seeds of PEGANUM HARMALA; ZYGOPHYLLACEAE. It is identical to banisterine, or telepathine, from Banisteria caapi and is one of the active ingredients of hallucinogenic drinks made in the western Amazon region from related plants. It has no therapeutic use, but (as banisterine) was hailed as a cure for postencephalitic PARKINSON DISEASE in the 1920's.. harmine : A harmala alkaloid in which the harman skeleton is methoxy-substituted at C-7.		2.1710harmala alkaloidanti-HIV agent;
EC 1.4.3.4 (monoamine oxidase) inhibitor;
metabolite
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.		2.0710antibiotic antifungal drug;
macrolide antibiotic;
polyene antibiotic		antiamoebic agent;
antiprotozoal drug;
bacterial metabolite
baicalein
[no description available]		2.1710trihydroxyflavoneangiogenesis 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
fisetin
[no description available]		2.17103'-hydroxyflavonoid;
7-hydroxyflavonol;
tetrahydroxyflavone		anti-inflammatory agent;
antioxidant;
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor;
geroprotector;
metabolite;
plant 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.		2.1710dihydroxyflavone;
monomethoxyflavone		angiogenesis inhibitor;
antineoplastic agent;
cyclooxygenase 2 inhibitor;
plant metabolite
cytochalasin b
Cytochalasin B: A cytotoxic member of the CYTOCHALASINS.. cytochalasin B : An organic heterotricyclic compound, that is a mycotoxin which is cell permeable an an inhibitor of cytoplasmic division by blocking the formation of contractile microfilaments.		2.1710cytochalasin;
lactam;
lactone;
organic heterotricyclic compound		actin polymerisation inhibitor;
metabolite;
mycotoxin;
platelet aggregation inhibitor
kaempferol 3-o-rhamnoside
kaempferol 3-O-rhamnoside: from apple (Malus domestica) leaves; structure in first source. afzelin : A glycosyloxyflavone that is kaempferol attached to an alpha-L-rhamnosyl residue at position 3 via a glycosidic linkage.		2.1710glycosyloxyflavone;
monosaccharide derivative;
trihydroxyflavone		anti-inflammatory agent;
antibacterial agent;
plant metabolite
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.		2.1710dihydroxyflavone;
monomethoxyflavone		antineoplastic agent;
EC 1.14.13.39 (nitric oxide synthase) inhibitor
radicinin
radicinin: mold metabolite from plant pathogen Stemphylium radicinum; RN given refers to (2S-(2alpha,3beta,7E))-isomer; structure		2.1710aromatic ketone
calycanthine
calycanthine: the principal alkaloid of the plant family Calycanthaceae; RN given refers to (4bS)-(4balpha,5alpha,10balpha,11alpha)-isomer. calycanthine : The principal alkaloid of the plant family Calycanthaceae.		2.1710aminal;
calycanthaceous alkaloid;
organonitrogen heterocyclic compound
xanthoepocin
Xanthoepocin: an antibiotic from Penicillium simplicissimum IFO5762; structure in first source		2.1710
antimycin a
Antimycin A: An antibiotic substance produced by Streptomyces species. It inhibits mitochondrial respiration and may deplete cellular levels of ATP. Antimycin A1 has been used as a fungicide, insecticide, and miticide. (From Merck Index, 12th ed). antimycin A : A nine-membered bis-lactone having methyl substituents at the 2- and 6-positions, an n-hexyl substituent at the 8-position, an acyloxy substituent at the 7-position and an aroylamido substituent at the 3-position. It is produced by Streptomyces bacteria and has found commercial use as a fish poison.		2.7230amidobenzoic acid
herboxidiene
herboxidiene: structure in first source; isolated from Streptomyces chromofuscus; a potent and selective herbicide (e.g. inactive against wheat); up-regulates the gene expression of LDL receptor		2.1710
(1Ar,7aS,10aS,10bS)-1a,5-dimethyl-8-methylidene-2,3,6,7,7a,8,10a,10b-octahydrooxireno[9,10]cyclodeca[1,2-b]furan-9(1aH)-one
[no description available]		2.1710germacranolide
panduratin a
panduratin A: isolated from Kaempferia pandurata; structure in first source		2.1710diarylheptanoidmetabolite
(3S,6S,9S,12R)-3-[(2S)-Butan-2-yl]-6-[(1-methoxyindol-3-yl)methyl]-9-(6-oxooctyl)-1,4,7,10-tetrazabicyclo[10.4.0]hexadecane-2,5,8,11-tetrone
[no description available]		2.1710oligopeptide
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		2.1710
akuammicine
akuammicine: from Strychnos sp;; structure in first source. akuammicine : A monoterpenoid indole alkaloid with formula C20H22N2O2, isolated from several plant species including Alstonia spatulata, Catharanthus roseus and Vinca major.		2.1710methyl ester;
monoterpenoid indole alkaloid;
organic heteropentacyclic compound;
tertiary amino compound		plant metabolite
hermitamide b
hermitamide B: isolated from Lyngbya majuscula; structure in first source		2.1710
trans-delta-tocotrienoloic acid
tocotrienoloic acid: from leaves of Tovomitopsis psychotriifolia; structure given in first source		2.1710tocotrienol
nodulisporic acid a
nodulisporic acid A: a novel indole diterpene insecticide; structure in first source		2.1710
scopadulcic acid b
scopadulcic acid B: isolated from Scorparia dulcis		2.1710
gliocladin c
gliocladin C: structure in first source		2.1710
zincophorin
zincophorin: 25 carbon polypropionate from Streptomyces griseus; griseochelin and M 144255 are the same monocarboxylic acid ionophore		2.1710pyransbacterial metabolite;
ionophore
streptazolin
streptazolin: from culture of Streptomyces sp.; structure in first source		2.1710
chatancin
chatancin: structure in first source		2.1710
morelloflavone
morelloflavone: also inhibits cruzain; RN given for (2S-trans)-isomer; structure in first source. (+)-morelloflavone : A biflavonoid found in Rheedia edulis and Garcinia livingstonei.		2.1710biflavonoid;
hydroxyflavanone;
hydroxyflavone		plant metabolite
cinnamosmolide
cinnamosmolide: isolated from several species of Canellaceae family; structure in first source		2.1710
15-deoxygoyazensolide
15-deoxygoyazensolide: an NSAID with schistossomicidal and trypanosomicidal activities; structure in first source		2.1710
mitragynine
speciogynine: structure in first source		2.1710
spongia-13(16),14-dien-19-oic acid
spongia-13(16),14-dien-19-oic acid : A tetracyclic diterpenoid that is 3b,4,5,5a,6,7,8,9,9a,9b,10,11-dodecahydrophenanthro[1,2-c]furan substituted by methyl groups at positions 3b, 6 and 9 and a carboxy group at position 6. Isolated from Spongia, it exhibits inhibitory activity against androgen receptor.		2.1710cyclic ether;
monocarboxylic acid;
tetracyclic diterpenoid		androgen antagonist;
metabolite
roquefortine
[no description available]		2.1710pyrroloindole
3-(3,4-dihydroxyphenyl)lactate
3-(3,4-dihydroxyphenyl)lactate : A hydroxy monocarboxylic acid anion that is the conjugate base of 3-(3,4-dihydroxyphenyl)lactic acid; major species at pH 7.3.		2.1710hydroxy monocarboxylic acid anion
marinopyrrole a
marinopyrrole A: antibiotic from a marine Streptomyces sp.; structure in first source. (-)-marinopyrrole A : A member of the class of pyrroles that is 1'H-1,3'-bipyrrole substituted by four chloro groups at positions 4, 4', 5 and 5' and two 2-hydroxybenzoyl moieties at positions 2 and 2'. It is isolated from Streptomyces sp.CNQ-418 and exhibits cytotoxic and antibacterial activities.		2.1710aromatic ketone;
organochlorine compound;
phenols;
pyrroles		antibacterial agent;
antimicrobial agent;
antineoplastic agent;
bacterial metabolite;
marine metabolite
colletoic acid
colletoic acid: an 11beta-hydroxysteroid dehydrogenase type 1 inhibitor from Colletotrichum gloeosporioides; structure in first source		2.1710
ipomoeassin f
ipomoeassin F: a cytotoxic macrocyclic glycoresin from the leaves of Ipomoea squamosa from the Suriname rainforest		2.1710
6,8-dihydroxy-2,2,4,4-tetramethyl-7-(3-methylbutanoyl)-9-(2-methylpropyl)-9h-xanthene-1,3-dione
[no description available]		2.1710xanthenes
7-hydroxymitragynine
7-hydroxymitragynine: an orally active opioid analgesic from the Thai medicinal herb Mitragyna speciosa; structure in first source		2.1710alkaloid
dorrigocin b
dorrigocin B: isolated from the fermentation broth & mycelium of Streptomyces platensis; structure given in first source		2.1710
dorrigocin a
dorrigocin A: isolated from the fermentation broth & mycelium of Streptomyces platensis; structure given in first source		2.1710
tatanan a
tatanan A: from the rhizomes of Acorus tatarinowii Schott; structure in first source		2.1710
salicylates
Salicylates: The salts or esters of salicylic acids, or salicylate esters of an organic acid. Some of these have analgesic, antipyretic, and anti-inflammatory activities by inhibiting prostaglandin synthesis.. hydroxybenzoate : Any benzoate derivative carrying a single carboxylate group and at least one hydroxy substituent.. salicylates : Any salt or ester arising from reaction of the carboxy group of salicylic acid, or any ester resulting from the condensation of the phenolic hydroxy group of salicylic acid with an organic acid.. salicylate : A monohydroxybenzoate that is the conjugate base of salicylic acid.		210monohydroxybenzoateplant metabolite
antimycin
[no description available]		7.7230
tatanan b
tatanan B: from the rhizomes of Acorus tatarinowii Schott; structure in first source		2.1710
gracilioether f
gracilioether F: structure in first source		2.1710
cryptocaryol a
cryptocaryol A: from Cryptocarya spp.; structure in first source. cryptocaryol A : A member of the class of 2-pyranones that is 5,6-dihydro-2H-pyran-2-one substituted by a 2,4,6,8,10-pentahydroxypentacosyl group at position 6. It has been isolated from Cryptocarya species.		2.17102-pyranones;
pentol		plant metabolite
tetrahydroamentoflavone
tetrahydroamentoflavone: isolated from Semecarpus anacardium; structure in first source		2.1710
nataxazole
nataxazole: has antineoplastic activity; isolated from Streptomyces; structure in first source		2.1710
ConditionIndicatedRelationship StrengthStudiesTrials
Congenital Zika Syndrome
[description not available]		02.2510
Disease Models, Animal
Naturally-occurring or experimentally-induced animal diseases with pathological processes analogous to human diseases.		02.2510
Zika Virus Infection
A viral disease transmitted by the bite of AEDES mosquitoes infected with ZIKA VIRUS. Its mild DENGUE-like symptoms include fever, rash, headaches and ARTHRALGIA. The viral infection during pregnancy, in rare cases, is associated with congenital brain and ocular abnormalities, called Congenital Zika Syndrome, including MICROCEPHALY and may also lead to GUILLAIN-BARRE SYNDROME.		02.2510
Hepatocellular Carcinoma
[description not available]		03.5240
Cancer of Liver
[description not available]		03.5240
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.		03.5240
Liver Neoplasms
Tumors or cancer of the LIVER.		03.5240