2,3-dihydro-3beta-O-sulfate withaferin A (CHEBI:69123)

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CHEBI:69123 - 2,3-dihydro-3β-O-sulfate withaferin A

ChEBI ID	CHEBI:69123
ChEBI Name	2,3-dihydro-3β-O-sulfate withaferin A
Stars
ASCII Name	2,3-dihydro-3beta-O-sulfate withaferin A
Definition	A withanolide that is 2,3-dihydrowithaferin A substituted by a sulfoxy group at position 3. Isolated from Physalis longifolia, it exhibits antineoplastic activity.
Last Modified	29 October 2019
Downloads	Molfile

Formula	C28H40O10S
Net Charge	0
Average Mass	568.685
Monoisotopic Mass	568.23422
SMILES	[H][C@@]12C[C@H]3O[C@]34[C@@H](O)[C@@H](OS(=O)(=O)O)CC(=O)[C@]4(C)[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/C28H40O10S/c1-13-9-20(36-25(32)16(13)12-29)14(2)17-5-6-18-15-10-23-28(37-23)24(31)21(38-39(33,34)35)11-22(30)27(28,4)19(15)7-8-26(17,18)3/h14-15,17-21,23-24,29,31H,5-12H2,1-4H3,(H,33,34,35)/t14-,15-,17+,18-,19-,20+,21-,23+,24-,26+,27-,28-/m0/s1
InChIKey	DVTZXBWRHRFDEE-WQWZRYHASA-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:

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.

Application:

antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms.

ChEBI Ontology

Outgoing Relation(s)
	2,3-dihydro-3β-O-sulfate withaferin A (CHEBI:69123) has functional parent withaferin A (CHEBI:69120)
	2,3-dihydro-3β-O-sulfate withaferin A (CHEBI:69123) has role antineoplastic agent (CHEBI:35610)
	2,3-dihydro-3β-O-sulfate withaferin A (CHEBI:69123) has role metabolite (CHEBI:25212)
	2,3-dihydro-3β-O-sulfate withaferin A (CHEBI:69123) has role plant metabolite (CHEBI:76924)
	2,3-dihydro-3β-O-sulfate withaferin A (CHEBI:69123) is a 27-hydroxy steroid (CHEBI:37914)
	2,3-dihydro-3β-O-sulfate withaferin A (CHEBI:69123) is a 4-hydroxy steroid (CHEBI:62846)
	2,3-dihydro-3β-O-sulfate withaferin A (CHEBI:69123) is a epoxy steroid (CHEBI:145217)
	2,3-dihydro-3β-O-sulfate withaferin A (CHEBI:69123) is a ergostanoid (CHEBI:50403)
	2,3-dihydro-3β-O-sulfate withaferin A (CHEBI:69123) is a primary alcohol (CHEBI:15734)
	2,3-dihydro-3β-O-sulfate withaferin A (CHEBI:69123) is a steroid sulfate (CHEBI:16158)
	2,3-dihydro-3β-O-sulfate withaferin A (CHEBI:69123) is a withanolide (CHEBI:74716)
	2,3-dihydro-3β-O-sulfate withaferin A (CHEBI:69123) is a δ-lactone (CHEBI:18946)

IUPAC Name
(3β,4β,5β,6β,22R)-4,27-dihydroxy-1,26-dioxo-5,6:22,26-diepoxyergost-24-en-3-yl hydrogen sulfate

Registry Numbers	Sources
Reaxys:19306316	Reaxys

Citations