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CHEBI:70336 - (22E,24R)-3β,5α-dihydroxyergosta-7,22-dien-6-one

ChEBI IDCHEBI:70336
ChEBI Name(22E,24R)-3β,5α-dihydroxyergosta-7,22-dien-6-one
Stars
ASCII Name(22E,24R)-3beta,5alpha-dihydroxyergosta-7,22-dien-6-one
DefinitionAn ergostanoid that is (22E)-ergosta-7,22-diene substituted by hydroxy groups at position 3 and 5 and an oxo group at position 6 (the 3β,5α stereoisomer). It has been isolated from Aspergillus ochraceus.
Last Modified6 February 2018
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)CC[C@@]1([H])C2=CC(=O)[C@@]2(O)C[C@@H](O)CC[C@]12C
InChIInChI=1S/C28H44O3/c1-17(2)18(3)7-8-19(4)22-9-10-23-21-15-25(30)28(31)16-20(29)11-14-27(28,6)24(21)12-13-26(22,23)5/h7-8,15,17-20,22-24,29,31H,9-14,16H2,1-6H3/b8-7+/t18-,19+,20-,22+,23-,24-,26+,27+,28-/m0/s1
InChIKeyKAIVGEVOBNIWLR-QIBDZGQISA-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)
(22E,24R)-3β,5α-dihydroxyergosta-7,22-dien-6-one (CHEBI:70336) has role Aspergillus metabolite (CHEBI:76956)
(22E,24R)-3β,5α-dihydroxyergosta-7,22-dien-6-one (CHEBI:70336) is a 3β-hydroxy steroid (CHEBI:36836)
(22E,24R)-3β,5α-dihydroxyergosta-7,22-dien-6-one (CHEBI:70336) is a 5α-hydroxy steroid (CHEBI:38194)
(22E,24R)-3β,5α-dihydroxyergosta-7,22-dien-6-one (CHEBI:70336) is a 6-oxo steroid (CHEBI:36883)
(22E,24R)-3β,5α-dihydroxyergosta-7,22-dien-6-one (CHEBI:70336) is a ergostanoid (CHEBI:50403)
(22E,24R)-3β,5α-dihydroxyergosta-7,22-dien-6-one (CHEBI:70336) is a tertiary α-hydroxy ketone (CHEBI:139592)
IUPAC Name 
(3β,5α,22E)-3,5-dihydroxyergosta-7,22-dien-6-one
Registry NumbersSources
Reaxys:3174364Reaxys
Citations