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CHEBI:69114 - withalongolide J

ChEBI IDCHEBI:69114
ChEBI Namewithalongolide J
Stars
DefinitionA withanolide saponin that consists of 22,26-epoxyergosta-5,24-dien-28-ol substituted by additional hydroxy groups at positions 1, 3 and 19, an oxo group at position 26 and a β-D-glucopyranosyl residue at position 28 via a glycosidic linkage. It has been isolated from the aerial parts of Physalis longifolia.
Last Modified25 April 2017
DownloadsMolfile
FormulaC34H52O11
Net Charge0
Average Mass636.779
Monoisotopic Mass636.35096
SMILES[H][C@@]12CC=C3C[C@@H](O)C[C@H](O)[C@]3(CO)[C@@]1([H])CC[C@@]1(C)[C@@]2([H])CC[C@]1([H])[C@H](C)[C@@]1([H])CC(CO[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)=C(C)C(=O)O1
InChIInChI=1S/C34H52O11/c1-16-18(14-43-32-30(41)29(40)28(39)26(13-35)45-32)10-25(44-31(16)42)17(2)22-6-7-23-21-5-4-19-11-20(37)12-27(38)34(19,15-36)24(21)8-9-33(22,23)3/h4,17,20-30,32,35-41H,5-15H2,1-3H3/t17-,20+,21-,22+,23-,24-,25+,26+,27-,28+,29-,30+,32+,33+,34-/m0/s1
InChIKeyJDYYLQIQTRWVFW-ILJUDCBVSA-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.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
withalongolide J (CHEBI:69114) has role plant metabolite (CHEBI:76924)
withalongolide J (CHEBI:69114) is a 1-hydroxy steroid (CHEBI:71017)
withalongolide J (CHEBI:69114) is a 19-hydroxy steroid (CHEBI:36842)
withalongolide J (CHEBI:69114) is a 3β-hydroxy-Δ5-steroid (CHEBI:1722)
withalongolide J (CHEBI:69114) is a ergostanoid (CHEBI:50403)
withalongolide J (CHEBI:69114) is a monosaccharide derivative (CHEBI:63367)
withalongolide J (CHEBI:69114) is a withanolide saponin (CHEBI:76344)
withalongolide J (CHEBI:69114) is a β-D-glucoside (CHEBI:22798)
withalongolide J (CHEBI:69114) is a δ-lactone (CHEBI:18946)
IUPAC Name 
(22R)-1α,3β,19-trihydroxy-26-oxo-22,26-epoxyergosta-5,24-dien-28-yl β-D-glucopyranoside
Synonym  Source
28-O-β-D-glucopyranosyl-1α,3β,19-trihydroxywitha-5,24-dienolideChEBI
Registry NumbersSources
Reaxys:22217722Reaxys
Citations