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CHEBI:69113 - withalongolide I

ChEBI IDCHEBI:69113
ChEBI Namewithalongolide I
Stars
DefinitionA withanolide saponin that consists of 3-hydroxy-22,26-epoxyergosta-5,24-diene substituted by additonal hydroxy groups at positions 19 and 27, oxo groups at positions 1 and 26 and a β-D-glucopyranosyl residue at position 3 via a glycodic linkage. It has been isolated from Physalis longifolia.
Last Modified20 November 2013
DownloadsMolfile
FormulaC34H50O11
Net Charge0
Average Mass634.763
Monoisotopic Mass634.33531
SMILES[H][C@@]1(O[C@H]2CC(=O)[C@@]3(CO)C(=CC[C@@]4([H])[C@]5([H])CC[C@]([H])([C@H](C)[C@@]6([H])CC(C)=C(CO)C(=O)O6)[C@@]5(C)CC[C@]34[H])C2)O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O
InChIInChI=1S/C34H50O11/c1-16-10-25(44-31(42)21(16)13-35)17(2)22-6-7-23-20-5-4-18-11-19(43-32-30(41)29(40)28(39)26(14-36)45-32)12-27(38)34(18,15-37)24(20)8-9-33(22,23)3/h4,17,19-20,22-26,28-30,32,35-37,39-41H,5-15H2,1-3H3/t17-,19+,20-,22+,23-,24-,25+,26+,28+,29-,30+,32+,33+,34-/m0/s1
InChIKeyPRNFAKRMKREHJM-XYLPFXPVSA-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:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
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 I (CHEBI:69113) has role metabolite (CHEBI:25212)
withalongolide I (CHEBI:69113) has role plant metabolite (CHEBI:76924)
withalongolide I (CHEBI:69113) is a 19-hydroxy steroid (CHEBI:36842)
withalongolide I (CHEBI:69113) is a 27-hydroxy steroid (CHEBI:37914)
withalongolide I (CHEBI:69113) is a ergostanoid (CHEBI:50403)
withalongolide I (CHEBI:69113) is a monosaccharide derivative (CHEBI:63367)
withalongolide I (CHEBI:69113) is a withanolide saponin (CHEBI:76344)
withalongolide I (CHEBI:69113) is a β-D-glucoside (CHEBI:22798)
withalongolide I (CHEBI:69113) is a δ-lactone (CHEBI:18946)
IUPAC Name 
(3β,22R)-19,27-dihydroxy-1,26-dioxo-22,26-epoxyergosta-5,24-dien-3-yl β-D-glucopyranoside
Synonym  Source
3-O-β-D-glucopyranosyl-19,27-dihydroxy-1-oxo-witha-5,24-dienolideChEBI
Registry NumbersSources
Reaxys:22217723Reaxys
Citations