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CHEBI:69109 - withalongolide D

Default Structure
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:
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.
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