3alpha,6alpha-epoxy-4beta,5beta,27-trihydroxy-1-oxowitha-24-enolide (CHEBI:69125)

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

ChEBI ID	CHEBI:69125
ChEBI Name	3α,6α-epoxy-4β,5β,27-trihydroxy-1-oxowitha-24-enolide
Stars
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.
Last Modified	21 November 2013
Downloads	Molfile

Formula	C28H40O7
Net Charge	0
Average Mass	488.621
Monoisotopic Mass	488.27740
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
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

Species of Metabolite	Component	Source	Comments
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.

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 Numbers	Sources
Reaxys:9175056	Reaxys

Citations