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

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ChEBI Name 2,3-dihydro-3β-O-sulfate withaferin A
ChEBI ID CHEBI:69123
ChEBI 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C28H40O10S
Net Charge 0
Average Mass 568.67600
Monoisotopic Mass 568.23422
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
SMILES C[C@@H]([C@H]1CC[C@H]2[C@@H]3C[C@H]4O[C@]44[C@@H](O)[C@H](CC(=O)[C@]4(C)[C@H]3CC[C@]12C)OS(O)(=O)=O)[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): 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.
(via withanolide )
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 δ-lactone (CHEBI:18946)
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)
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 Number Type Source
19306316 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
22098611 PubMed citation Europe PMC
Last Modified
29 October 2019