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CHEBI:70339 - (22E,24R)-ergosta-5α,6α-epoxide-8,22-diene-3β,7α-diol

ChEBI IDCHEBI:70339
ChEBI Name(22E,24R)-ergosta-5α,6α-epoxide-8,22-diene-3β,7α-diol
Stars
ASCII Name(22E,24R)-ergosta-5alpha,6alpha-epoxide-8,22-diene-3beta,7alpha-diol
DefinitionAn ergostanoid that is (22E)-ergosta-7,22-diene substituted by hydroxy groups at positions 3 and 7 and an epoxy group across positions 5 and 6 (the 3β,5α,6α,7α stereoisomer). It has been isolated from Aspergillus ochraceus as well as Penicillium commune.
Last Modified28 October 2019
DownloadsMolfile
FormulaC28H44O3
Net Charge0
Average Mass428.657
Monoisotopic Mass428.32905
SMILES[H][C@@]12CC[C@]([H])([C@H](C)/C=C/[C@H](C)C(C)C)[C@@]1(C)CCC1=C2[C@H](O)[C@]2([H])O[C@@]23C[C@@H](O)CC[C@]13C
InChIInChI=1S/C28H44O3/c1-16(2)17(3)7-8-18(4)20-9-10-21-23-22(12-13-26(20,21)5)27(6)14-11-19(29)15-28(27)25(31-28)24(23)30/h7-8,16-21,24-25,29-30H,9-15H2,1-6H3/b8-7+/t17-,18+,19-,20+,21-,24-,25-,26+,27+,28-/m0/s1
InChIKeyPCIZFQVDNDHRPP-WOIVZMLFSA-N
Species of MetaboliteComponentSourceComments
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
Roles Classification
Biological Roles:
Aspergillus metabolite  Any fungal metabolite produced during a metabolic reaction in the mould, Aspergillus .
Penicillium metabolite  Any fungal metabolite produced during a metabolic reaction in Penicillium.
ChEBI Ontology
Outgoing Relation(s)
(22E,24R)-ergosta-5α,6α-epoxide-8,22-diene-3β,7α-diol (CHEBI:70339) has role Aspergillus metabolite (CHEBI:76956)
(22E,24R)-ergosta-5α,6α-epoxide-8,22-diene-3β,7α-diol (CHEBI:70339) has role Penicillium metabolite (CHEBI:76964)
(22E,24R)-ergosta-5α,6α-epoxide-8,22-diene-3β,7α-diol (CHEBI:70339) is a 3β-hydroxy steroid (CHEBI:36836)
(22E,24R)-ergosta-5α,6α-epoxide-8,22-diene-3β,7α-diol (CHEBI:70339) is a 7α-hydroxy steroid (CHEBI:36843)
(22E,24R)-ergosta-5α,6α-epoxide-8,22-diene-3β,7α-diol (CHEBI:70339) is a epoxy steroid (CHEBI:145217)
(22E,24R)-ergosta-5α,6α-epoxide-8,22-diene-3β,7α-diol (CHEBI:70339) is a ergostanoid (CHEBI:50403)
IUPAC Name 
(3β,5α,6α,7α,22E)-5,6-epoxyergosta-8,22-diene-3,7-diol
Registry NumbersSources
Reaxys:54087Reaxys
Citations