| Identification | Back Directory | [Name]
ilicicolin H | [CAS]
12689-26-8 | [Synonyms]
ilicicolin H
4-Hydroxy-5-(4-hydroxyphenyl)-3-[[(1R)-1,2,4aα,5,6,7,8,8aβ-octahydro-4,7α-dimethyl-1-[(E)-1-propenyl]naphthalen-2α-yl]carbonyl]pyridin-2(1H)-one | [Molecular Formula]
C27H31NO4 | [MOL File]
12689-26-8.mol | [Molecular Weight]
433.54 |
| Chemical Properties | Back Directory | [storage temp. ]
-20°C | [solubility ]
Soluble in DMSO | [form ]
amorphous solid | [color ]
Yellow | [Stability:]
Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months. |
| Hazard Information | Back Directory | [Description]
Ilicicolin H (12689-26-8) is a potent inhibitor of the mitochondrial cytochrome bc1 reductase.1 Displays potent and broad spectrum antifungal activity.2 | [Definition]
ChEBI: Ilicicolin H is 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. It has a role as an antimicrobial agent and a mitochondrial respiratory-chain inhibitor. It is a member of phenols, a pyridone, an aromatic ketone, a monohydroxypyridine, a carbobicyclic compound, a member of octahydronaphthalenes and an ilicicolin. | [References]
1) Singh et al. (2013), Structure-activity relationship of cytochrome bc1 reductase inhibitor broad spectrum antifungal ilicicolin H; Bioorg. Med. Chem., 23 3018
2) Singh et al. (2012), Antifungal spectrum, in vivo efficacy, and structure-activity relationship of ilicicolin h; ACS Med. Chem. Lett., 3 814 |
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