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CHEBI:70333 - 3β,11α-dihydroxyergosta-8,24(28)-dien-7-one

ChEBI IDCHEBI:70333
ChEBI Name3β,11α-dihydroxyergosta-8,24(28)-dien-7-one
Stars
ASCII Name3beta,11alpha-dihydroxyergosta-8,24(28)-dien-7-one
DefinitionAn ergostanoid that is (5α)-ergosta-8,24(28)-diene substituted by hydroxy groups a positions 3 and 11 and an oxo group at position 7 (the 3β,11α stereoisomer). It has been isolated from Aspergillus ochraceus.
Last Modified13 January 2014
DownloadsMolfile
FormulaC28H44O3
Net Charge0
Average Mass428.657
Monoisotopic Mass428.32905
SMILES[H][C@@]12CC(=O)C3=C([C@H](O)C[C@@]4(C)[C@@]3([H])CC[C@]4([H])[C@H](C)CCC(=C)C(C)C)[C@@]1(C)CC[C@H](O)C2
InChIInChI=1S/C28H44O3/c1-16(2)17(3)7-8-18(4)21-9-10-22-25-23(30)14-19-13-20(29)11-12-27(19,5)26(25)24(31)15-28(21,22)6/h16,18-22,24,29,31H,3,7-15H2,1-2,4-6H3/t18-,19-,20+,21-,22+,24-,27+,28-/m1/s1
InChIKeyIWSQIMKLMWQADE-MOKAYLCWSA-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
Roles Classification
Biological Role:
Aspergillus metabolite  Any fungal metabolite produced during a metabolic reaction in the mould, Aspergillus .
ChEBI Ontology
Outgoing Relation(s)
3β,11α-dihydroxyergosta-8,24(28)-dien-7-one (CHEBI:70333) has parent hydride 5α-ergostane (CHEBI:20652)
3β,11α-dihydroxyergosta-8,24(28)-dien-7-one (CHEBI:70333) has role Aspergillus metabolite (CHEBI:76956)
3β,11α-dihydroxyergosta-8,24(28)-dien-7-one (CHEBI:70333) is a 11α-hydroxy steroid (CHEBI:19129)
3β,11α-dihydroxyergosta-8,24(28)-dien-7-one (CHEBI:70333) is a 3β-hydroxy steroid (CHEBI:36836)
3β,11α-dihydroxyergosta-8,24(28)-dien-7-one (CHEBI:70333) is a 7-oxo steroid (CHEBI:47789)
3β,11α-dihydroxyergosta-8,24(28)-dien-7-one (CHEBI:70333) is a ergostanoid (CHEBI:50403)
IUPAC Name 
(3β,5α,11α)-3,11-dihydroxyergosta-8,24(28)-dien-7-one
Registry NumbersSources
Reaxys:21092009Reaxys
Citations