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

ChEBI IDCHEBI:69431
ChEBI Nameergosta-4,6,8(14),22-tetraen-3-one
Stars
DefinitionAn 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.
Secondary ChEBI IDCHEBI:68084
Last Modified21 January 2014
DownloadsMolfile
FormulaC28H40O
Net Charge0
Average Mass392.627
Monoisotopic Mass392.30792
SMILES[H][C@]12CC[C@@]3(C)C(=C1C=CC1=CC(=O)CC[C@@]12C)CC[C@]3([H])[C@H](C)/C=C/[C@H](C)C(C)C
InChIInChI=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
InChIKeyOIMXTYUHMBQQJM-HSVWHVBGSA-N
Species of MetaboliteComponentSourceComments
Xylaria (ncbitaxon:37991) - PubMed (21428374) Endolichenic fungi isolated from Leptogium saturninum and EtOAc extract of fermented rice substrate
Cordyceps sinensis (ncbitaxon:72228) mycelium (BTO:0001436) PubMed (21848266) Ethanolic extract of dried mycelia
Aspergillus ochraceus (ncbitaxon:40380) mycelium (BTO:0001436) PubMed (21043476) MeOH(mycelia) & EtOAc(broth) extract of an endophytic fungus isolated from Sargassum kjellmanianum Strain: EN 31
Penicillium commune (ncbitaxon:36653) mycelium (BTO:0001436) PubMed (21226488) Methanolic extract of mycelia and ethyl acetate extract of culture broth Strain: QSD 17
Roles Classification
Biological Role:
fungal metabolite  Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
ChEBI Ontology
Outgoing Relation(s)
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-oneChEBI
Registry NumbersSources
Reaxys:3223568Reaxys
CAS:19254-69-4ChemIDplus
Citations