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CHEBI:69109 - withalongolide D

ChEBI IDCHEBI:69109
ChEBI Namewithalongolide D
Stars
DefinitionA withanolide that is 5,6:22,26-diepoxyergost-24-ene substituted by hydroxy groups at positions 4, 19 and 27, a methoxy group at position 3 and oxo groups at positions 1 and 26. It has been isolated from the aerial parts of Physalis longifolia.
Last Modified29 October 2019
DownloadsMolfile
FormulaC29H42O8
Net Charge0
Average Mass518.647
Monoisotopic Mass518.28797
SMILES[H][C@@]12C[C@H]3O[C@]34[C@@H](O)[C@@H](OC)CC(=O)[C@]4(CO)[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/C29H42O8/c1-14-9-21(36-26(34)17(14)12-30)15(2)18-5-6-19-16-10-24-29(37-24)25(33)22(35-4)11-23(32)28(29,13-31)20(16)7-8-27(18,19)3/h15-16,18-22,24-25,30-31,33H,5-13H2,1-4H3/t15-,16-,18+,19-,20-,21+,22-,24+,25-,27+,28-,29-/m0/s1
InChIKeyXGLFAAWROSMYJO-QAYSIJLNSA-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.
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)
withalongolide D (CHEBI:69109) has role metabolite (CHEBI:25212)
withalongolide D (CHEBI:69109) has role plant metabolite (CHEBI:76924)
withalongolide D (CHEBI:69109) is a 19-hydroxy steroid (CHEBI:36842)
withalongolide D (CHEBI:69109) is a 27-hydroxy steroid (CHEBI:37914)
withalongolide D (CHEBI:69109) is a 4-hydroxy steroid (CHEBI:62846)
withalongolide D (CHEBI:69109) is a epoxy steroid (CHEBI:145217)
withalongolide D (CHEBI:69109) is a ergostanoid (CHEBI:50403)
withalongolide D (CHEBI:69109) is a primary alcohol (CHEBI:15734)
withalongolide D (CHEBI:69109) is a secondary alcohol (CHEBI:35681)
withalongolide D (CHEBI:69109) is a withanolide (CHEBI:74716)
withalongolide D (CHEBI:69109) is a δ-lactone (CHEBI:18946)
IUPAC Name 
(3β,4β,5β,6β,22R)-4,19,27-trihydroxy-3-methoxy-5,6:22,26-diepoxyergost-24-ene-1,26-dione
Registry NumbersSources
Reaxys:22217713Reaxys
Citations