CHEBI:69431 - ergosta-4,6,8(14),22-tetraen-3-one

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ChEBI Name ergosta-4,6,8(14),22-tetraen-3-one
ChEBI ID CHEBI:69431
Definition An ergostanoid that is (22E)-ergosta-4,6,8(14),22-tetraene substituted by an oxo group at position 3. It has been isolated from the mycelia of Cordyceps sinensis.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:68084
Supplier Information
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Formula C28H40O
Net Charge 0
Average Mass 392.61660
Monoisotopic Mass 392.30792
InChI InChI=1S/C28H40O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h7-10,17-20,24,26H,11-16H2,1-6H3/b8-7+/t19-,20+,24+,26-,27-,28+/m0/s1
InChIKey OIMXTYUHMBQQJM-HSVWHVBGSA-N
SMILES CC(C)[C@@H](C)\C=C\[C@@H](C)[C@H]1CCC2=C3C=CC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C
Metabolite of Species Details
Penicillium commune (NCBI:txid36653) Found in mycelium (BTO:0001436). Methanolic extract of mycelia and ethyl acetate extract of culture broth of strain QSD 17 See: PubMed
Aspergillus ochraceus (NCBI:txid40380) Found in mycelium (BTO:0001436). MeOH(mycelia) & EtOAc(broth) extract of an endophytic fungus isolated from Sargassum kjellmanianum of strain EN 31 See: PubMed
Cordyceps sinensis (NCBI:txid72228) Found in mycelium (BTO:0001436). Ethanolic extract of dried mycelia See: PubMed
Xylaria (NCBI:txid37991) Endolichenic fungi isolated from Leptogium saturninum and EtOAc extract of fermented rice substrate See: PubMed
Roles Classification
Biological Role(s): fungal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing ergosta-4,6,8(14),22-tetraen-3-one (CHEBI:69431) has role fungal metabolite (CHEBI:76946)
ergosta-4,6,8(14),22-tetraen-3-one (CHEBI:69431) is a 3-oxo-Δ4 steroid (CHEBI:47909)
ergosta-4,6,8(14),22-tetraen-3-one (CHEBI:69431) is a ergostanoid (CHEBI:50403)
IUPAC Name
(22E)-ergosta-4,6,8(14),22-tetraen-3-one
Synonym Source
24-methylcholesta-4,6,8(14),22-tetraen-3-one ChEBI
Registry Numbers Types Sources
19254-69-4 CAS Registry Number ChemIDplus
3223568 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
21043476 PubMed citation Europe PMC
21226488 PubMed citation Europe PMC
21428374 PubMed citation Europe PMC
21848266 PubMed citation Europe PMC
Last Modified
21 January 2014