EMBL-EBI | Chemical Biology | ChEBI

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

CHEBI:69124 - 2,3-dihydrowithaferin A

ChEBI IDCHEBI:69124
ChEBI Name2,3-dihydrowithaferin A
Stars
DefinitionA withanolide that is the 2,3-dihydro derivative of withaferin A. It has been isolated from the aerial parts of Physalis longifolia.
Last Modified29 October 2019
DownloadsMolfile
FormulaC28H40O6
Net Charge0
Average Mass472.622
Monoisotopic Mass472.28249
SMILES[H][C@@]12C[C@H]3O[C@]34[C@@H](O)CCC(=O)[C@]4(C)[C@@]1([H])CC[C@@]1(C)[C@@]2([H])CC[C@]1([H])[C@H](C)[C@@]1([H])CC(C)=C(CO)C(=O)O1
InChIInChI=1S/C28H40O6/c1-14-11-21(33-25(32)17(14)13-29)15(2)18-5-6-19-16-12-24-28(34-24)23(31)8-7-22(30)27(28,4)20(16)9-10-26(18,19)3/h15-16,18-21,23-24,29,31H,5-13H2,1-4H3/t15-,16-,18+,19-,20-,21+,23-,24+,26+,27-,28+/m0/s1
InChIKeyYRXCLNDPESBJHL-CKNDUULBSA-N
Species of MetaboliteComponentSourceComments
Physalis longifolia (ncbitaxon:161495) aerial part (BTO:0001658) PubMed (22098611) CH2Cl2-MeOH(1:1) extract of the air-dried aerial parts
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.
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
ChEBI Ontology
Outgoing Relation(s)
2,3-dihydrowithaferin A (CHEBI:69124) has functional parent withaferin A (CHEBI:69120)
2,3-dihydrowithaferin A (CHEBI:69124) has role plant metabolite (CHEBI:76924)
2,3-dihydrowithaferin A (CHEBI:69124) is a 27-hydroxy steroid (CHEBI:37914)
2,3-dihydrowithaferin A (CHEBI:69124) is a 4-hydroxy steroid (CHEBI:62846)
2,3-dihydrowithaferin A (CHEBI:69124) is a epoxy steroid (CHEBI:145217)
2,3-dihydrowithaferin A (CHEBI:69124) is a ergostanoid (CHEBI:50403)
2,3-dihydrowithaferin A (CHEBI:69124) is a primary alcohol (CHEBI:15734)
2,3-dihydrowithaferin A (CHEBI:69124) is a secondary alcohol (CHEBI:35681)
2,3-dihydrowithaferin A (CHEBI:69124) is a withanolide (CHEBI:74716)
2,3-dihydrowithaferin A (CHEBI:69124) is a δ-lactone (CHEBI:18946)
IUPAC Name 
(22R)-4β,27-dihydroxy-5β,6β:22,26-diepoxyergost-24-ene-1,26-dione
Registry NumbersSources
Reaxys:6543749Reaxys
Citations