CHEBI:77772 - ilicicolin H

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ChEBI Name ilicicolin H
ChEBI ID CHEBI:77772
Definition 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C27H31NO4
Net Charge 0
Average Mass 433.53930
Monoisotopic Mass 433.22531
InChI InChI=1S/C27H31NO4/c1-4-5-20-21-12-15(2)6-11-19(21)16(3)13-22(20)25(30)24-26(31)23(14-28-27(24)32)17-7-9-18(29)10-8-17/h4-5,7-10,13-15,19-22,29H,6,11-12H2,1-3H3,(H2,28,31,32)/b5-4+/t15-,19+,20+,21-,22+/m0/s1
InChIKey BYVVOONSAAQMKI-RFKCMYLBSA-N
SMILES C\C=C\[C@@H]1[C@H]2C[C@@H](C)CC[C@@H]2C(C)=C[C@H]1C(=O)c1c(O)c(c[nH]c1=O)-c1ccc(O)cc1
Roles Classification
Biological Role(s): antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
(via ilicicolin )
mitochondrial respiratory-chain inhibitor

fungal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
(via ilicicolin )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing ilicicolin H (CHEBI:77772) has role antimicrobial agent (CHEBI:33281)
ilicicolin H (CHEBI:77772) has role mitochondrial respiratory-chain inhibitor (CHEBI:25355)
ilicicolin H (CHEBI:77772) is a aromatic ketone (CHEBI:76224)
ilicicolin H (CHEBI:77772) is a carbobicyclic compound (CHEBI:36785)
ilicicolin H (CHEBI:77772) is a ilicicolin (CHEBI:146212)
ilicicolin H (CHEBI:77772) is a monohydroxypyridine (CHEBI:38182)
ilicicolin H (CHEBI:77772) is a octahydronaphthalenes (CHEBI:138397)
ilicicolin H (CHEBI:77772) is a phenols (CHEBI:33853)
ilicicolin H (CHEBI:77772) is a pyridone (CHEBI:38183)
Incoming 3-[(2E,4E,8S,10E,12Z)-4,8-dimethyltetradeca-2,4,10,12-tetraenoyl]-4-hydroxy-5-(4-hydroxyphenyl)-1,2-dihydropyridin-2-one (CHEBI:155889) has functional parent ilicicolin H (CHEBI:77772)
IUPAC Name
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
Synonym Source
ilicicolin H UniProt
Manual Xrefs Databases
C00028381 KNApSAcK
CN101260418 Patent
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Registry Number Type Source
1631061 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
14670947 PubMed citation Europe PMC
16987808 PubMed citation Europe PMC
17584742 PubMed citation Europe PMC
18022381 PubMed citation Europe PMC
23562597 PubMed citation Europe PMC
24900384 PubMed citation Europe PMC
30905148 PubMed citation Europe PMC
31216742 PubMed citation Europe PMC
Last Modified
18 June 2020