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CHEBI:69118 - withalongolide N

ChEBI IDCHEBI:69118
ChEBI Namewithalongolide N
Stars
DefinitionA steroid saponin that is the monosaccharide derivative of the 19-norwithanolide. It has been isolated from the aerial parts of Physalis longifolia.
Last Modified21 November 2013
DownloadsMolfile
FormulaC33H48O10
Net Charge0
Average Mass604.737
Monoisotopic Mass604.32475
SMILES[H][C@@]12CC[C@]([H])([C@H](C)[C@@]3([H])CC(CO[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)=C(C)C(=O)O3)[C@@]1(C)CC[C@]1([H])C3=C(C[C@H](O)CC3)C(=O)C[C@@]21[H]
InChIInChI=1S/C33H48O10/c1-15-17(14-41-32-30(39)29(38)28(37)27(13-34)43-32)10-26(42-31(15)40)16(2)23-6-7-24-21-12-25(36)22-11-18(35)4-5-19(22)20(21)8-9-33(23,24)3/h16,18,20-21,23-24,26-30,32,34-35,37-39H,4-14H2,1-3H3/t16-,18+,20+,21+,23+,24-,26+,27+,28+,29-,30+,32+,33+/m0/s1
InChIKeyGCUKFNAJZUUBSQ-HCGFFNIQSA-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.
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 N (CHEBI:69118) has role metabolite (CHEBI:25212)
withalongolide N (CHEBI:69118) has role plant metabolite (CHEBI:76924)
withalongolide N (CHEBI:69118) is a 3α-hydroxy steroid (CHEBI:36835)
withalongolide N (CHEBI:69118) is a monosaccharide derivative (CHEBI:63367)
withalongolide N (CHEBI:69118) is a steroid saponin (CHEBI:61655)
withalongolide N (CHEBI:69118) is a β-D-glucoside (CHEBI:22798)
withalongolide N (CHEBI:69118) is a δ-lactone (CHEBI:18946)
IUPAC Name 
[(2R)-2-{(1S)-1-[(3α,17β)-3-hydroxy-6-oxoestr-5(10)-en-17-yl]ethyl}-5-methyl-6-oxo-3,6-dihydro-2H-pyran-4-yl]methyl β-D-glucopyranoside
Synonym  Source
28-O-β-D-glucopyranosyl-3α-hydroxy-6-oxo-19-norwitha-5(10),24-dienolideChEBI
Registry NumbersSources
Reaxys:22217718Reaxys
Citations