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

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name 3α,6α-epoxy-4β,5β,27-trihydroxy-1-oxowitha-24-enolide
ChEBI ID CHEBI:69125
ChEBI ASCII Name 3alpha,6alpha-epoxy-4beta,5beta,27-trihydroxy-1-oxowitha-24-enolide
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C28H40O7
Net Charge 0
Average Mass 488.61300
Monoisotopic Mass 488.27740
InChI InChI=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
InChIKey YXNFYOIERQXPKC-UXAIKDGVSA-N
SMILES C[C@@H]([C@H]1CC[C@H]2[C@@H]3C[C@@H]4O[C@@H]5CC(=O)[C@](C)([C@H]3CC[C@]12C)[C@@]4(O)[C@H]5O)[C@H]1CC(C)=C(CO)C(=O)O1
Metabolite of Species Details
Physalis longifolia (NCBI:txid161495) Found in aerial part (BTO:0001658). CH2Cl2-MeOH(1:1) extract of the air-dried aerial parts See: PubMed
Roles Classification
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
(via withanolide )
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 δ-lactone (CHEBI:18946)
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)
IUPAC Name
(3α,4β,5β,6α,22R)-4,5,27-trihydroxy-3,6:22,26-diepoxyergost-24-ene-1,26-dione
Registry Number Type Source
9175056 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
22098611 PubMed citation Europe PMC
Last Modified
21 November 2013