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CHEBI:69110 - withalongolide E

ChEBI IDCHEBI:69110
ChEBI Namewithalongolide E
Stars
DefinitionA withanolide that is 5,6:22,26-diepoxyergost-24-ene substituted by hydroxy groups at positions 4, 11 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@@]12CC[C@]([H])([C@H](C)[C@@]3([H])CC(C)=C(CO)C(=O)O3)[C@@]1(C)C[C@H](O)[C@@]1([H])[C@@]2([H])C[C@H]2O[C@]23[C@@H](O)[C@@H](OC)CC(=O)[C@@]31C
InChIInChI=1S/C29H42O8/c1-13-8-20(36-26(34)16(13)12-30)14(2)17-6-7-18-15-9-23-29(37-23)25(33)21(35-5)10-22(32)28(29,4)24(15)19(31)11-27(17,18)3/h14-15,17-21,23-25,30-31,33H,6-12H2,1-5H3/t14-,15-,17+,18-,19-,20+,21-,23+,24+,25-,27+,28+,29-/m0/s1
InChIKeyJQCUJCHQCVDHTF-OAWRJLTLSA-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 E (CHEBI:69110) has role metabolite (CHEBI:25212)
withalongolide E (CHEBI:69110) has role plant metabolite (CHEBI:76924)
withalongolide E (CHEBI:69110) is a 11β-hydroxy steroid (CHEBI:35346)
withalongolide E (CHEBI:69110) is a 27-hydroxy steroid (CHEBI:37914)
withalongolide E (CHEBI:69110) is a 4-hydroxy steroid (CHEBI:62846)
withalongolide E (CHEBI:69110) is a epoxy steroid (CHEBI:145217)
withalongolide E (CHEBI:69110) is a ergostanoid (CHEBI:50403)
withalongolide E (CHEBI:69110) is a primary alcohol (CHEBI:15734)
withalongolide E (CHEBI:69110) is a secondary alcohol (CHEBI:35681)
withalongolide E (CHEBI:69110) is a withanolide (CHEBI:74716)
withalongolide E (CHEBI:69110) is a δ-lactone (CHEBI:18946)
IUPAC Name 
(3β,4β,5β,6β,11β,22R)-4,11,27-trihydroxy-3-methoxy-5,6:22,26-diepoxyergost-24-ene-1,26-dione
Registry NumbersSources
Reaxys:22217712Reaxys
Citations