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

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

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:

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