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CHEBI:69125 - 3α,6α-epoxy-4β,5β,27-trihydroxy-1-oxowitha-24-enolide

ChEBI IDCHEBI:69125
ChEBI Name3α,6α-epoxy-4β,5β,27-trihydroxy-1-oxowitha-24-enolide
Stars
ASCII Name3alpha,6alpha-epoxy-4beta,5beta,27-trihydroxy-1-oxowitha-24-enolide
DefinitionA withanolide that is 3,6:22,26-diepoxyergost-24-ene substituted by hydroxy groups at positions 4, 5 and 27 and oxo groups at positions 1 and 26. It has been isolated from the aerial parts of Physalis longifolia.
Last Modified21 November 2013
DownloadsMolfile
FormulaC28H40O7
Net Charge0
Average Mass488.621
Monoisotopic Mass488.27740
SMILES[H][C@@]12C[C@@H]3O[C@@H]4CC(=O)[C@@](C)([C@@]3(O)[C@H]4O)[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/C28H40O7/c1-13-9-20(35-25(32)16(13)12-29)14(2)17-5-6-18-15-10-23-28(33)24(31)21(34-23)11-22(30)27(28,4)19(15)7-8-26(17,18)3/h14-15,17-21,23-24,29,31,33H,5-12H2,1-4H3/t14-,15-,17+,18-,19-,20+,21+,23-,24-,26+,27-,28-/m0/s1
InChIKeyYXNFYOIERQXPKC-UXAIKDGVSA-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)
3α,6α-epoxy-4β,5β,27-trihydroxy-1-oxowitha-24-enolide (CHEBI:69125) has role metabolite (CHEBI:25212)
3α,6α-epoxy-4β,5β,27-trihydroxy-1-oxowitha-24-enolide (CHEBI:69125) has role plant metabolite (CHEBI:76924)
3α,6α-epoxy-4β,5β,27-trihydroxy-1-oxowitha-24-enolide (CHEBI:69125) is a 27-hydroxy steroid (CHEBI:37914)
3α,6α-epoxy-4β,5β,27-trihydroxy-1-oxowitha-24-enolide (CHEBI:69125) is a 4-hydroxy steroid (CHEBI:62846)
3α,6α-epoxy-4β,5β,27-trihydroxy-1-oxowitha-24-enolide (CHEBI:69125) is a 5β-hydroxy steroid (CHEBI:38195)
3α,6α-epoxy-4β,5β,27-trihydroxy-1-oxowitha-24-enolide (CHEBI:69125) is a cyclic ether (CHEBI:37407)
3α,6α-epoxy-4β,5β,27-trihydroxy-1-oxowitha-24-enolide (CHEBI:69125) is a ergostanoid (CHEBI:50403)
3α,6α-epoxy-4β,5β,27-trihydroxy-1-oxowitha-24-enolide (CHEBI:69125) is a primary alcohol (CHEBI:15734)
3α,6α-epoxy-4β,5β,27-trihydroxy-1-oxowitha-24-enolide (CHEBI:69125) is a secondary alcohol (CHEBI:35681)
3α,6α-epoxy-4β,5β,27-trihydroxy-1-oxowitha-24-enolide (CHEBI:69125) is a withanolide (CHEBI:74716)
3α,6α-epoxy-4β,5β,27-trihydroxy-1-oxowitha-24-enolide (CHEBI:69125) is a δ-lactone (CHEBI:18946)
IUPAC Name 
(3α,4β,5β,6α,22R)-4,5,27-trihydroxy-3,6:22,26-diepoxyergost-24-ene-1,26-dione
Registry NumbersSources
Reaxys:9175056Reaxys
Citations