EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:69434 - stigmasterol 3-O-acetate

ChEBI IDCHEBI:69434
ChEBI Namestigmasterol 3-O-acetate
Stars
ASCII Namestigmasterol 3-O-acetate
DefinitionA steroid ester obtained by the formal condensation of the hydroxy group of phytosterol with acetic acid. It has been obtained from the mycelia of Cordyceps sinensis.
Last Modified14 January 2014
DownloadsMolfile
FormulaC31H50O2
Net Charge0
Average Mass454.739
Monoisotopic Mass454.38108
SMILES[H][C@@]12CC=C3C[C@@H](OC(C)=O)CC[C@]3(C)[C@@]1([H])CC[C@@]1(C)[C@@]2([H])CC[C@]1([H])[C@H](C)/C=C/[C@@H](CC)C(C)C
InChIInChI=1S/C31H50O2/c1-8-23(20(2)3)10-9-21(4)27-13-14-28-26-12-11-24-19-25(33-22(5)32)15-17-30(24,6)29(26)16-18-31(27,28)7/h9-11,20-21,23,25-29H,8,12-19H2,1-7H3/b10-9+/t21-,23-,25+,26+,27-,28+,29+,30+,31-/m1/s1
InChIKeyIZEUIYYDWBKERE-ZRODXFKISA-N
Species of MetaboliteComponentSourceComments
Cordyceps sinensis (ncbitaxon:72228) mycelium (BTO:0001436) PubMed (21848266) EtOH extract of dried mycelia, mixture of beta-sitosterol 3-O-acetate and stigmasterol 3-O-acetate
Roles Classification
Biological Roles:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
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)
stigmasterol 3-O-acetate (CHEBI:69434) has functional parent stigmasterol (CHEBI:28824)
stigmasterol 3-O-acetate (CHEBI:69434) has parent hydride stigmastane (CHEBI:26773)
stigmasterol 3-O-acetate (CHEBI:69434) has role fungal metabolite (CHEBI:76946)
stigmasterol 3-O-acetate (CHEBI:69434) has role plant metabolite (CHEBI:76924)
stigmasterol 3-O-acetate (CHEBI:69434) is a acetate ester (CHEBI:47622)
stigmasterol 3-O-acetate (CHEBI:69434) is a steroid ester (CHEBI:47880)
IUPAC Name 
(22E)-stigmasta-5,22-dien-3β-yl acetate
Synonyms  Source
stigmasterol acetateChemIDplus
StigAcChEBI
Registry NumbersSources
Reaxys:2570673Reaxys
CAS:4651-48-3ChemIDplus
Citations