withalongolide B (CHEBI:69107)

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CHEBI:69107 - withalongolide B

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ChEBI Name	withalongolide B

ChEBI ID	CHEBI:69107

Definition	A withanolide that is 27-deoxywithaferin A substituted by a hydroxy group at position 19. Isolated from Physalis longifolia, it exhibits antineoplastic activity.

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information

Download	Molfile XML SDF

Formula

C28H38O6

Net Charge

Average Mass

470.59770

Monoisotopic Mass

470.26684

InChI

InChI=1S/C28H38O6/c1-14-11-21(33-25(32)15(14)2)16(3)18-5-6-19-17-12-24-28(34-24)23(31)8-7-22(30)27(28,13-29)20(17)9-10-26(18,19)4/h7-8,16-21,23-24,29,31H,5-6,9-13H2,1-4H3/t16-,17-,18+,19-,20-,21+,23-,24+,26+,27-,28+/m0/s1

InChIKey

OZBFGYQTKGOIKC-NSYRIIBJSA-N

SMILES

C[C@@H]([C@H]1CC[C@H]2[C@@H]3C[C@H]4O[C@]44[C@@H](O)C=CC(=O)[C@]4(CO)[C@H]3CC[C@]12C)[C@H]1CC(C)=C(C)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 )

Application(s):	antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms.

View more via ChEBI Ontology

ChEBI Ontology
Outgoing	withalongolide B (CHEBI:69107) has functional parent withaferin A (CHEBI:69120) withalongolide B (CHEBI:69107) has role antineoplastic agent (CHEBI:35610) withalongolide B (CHEBI:69107) is a δ-lactone (CHEBI:18946) withalongolide B (CHEBI:69107) is a 4-hydroxy steroid (CHEBI:62846) withalongolide B (CHEBI:69107) is a enone (CHEBI:51689) withalongolide B (CHEBI:69107) is a epoxy steroid (CHEBI:145217) withalongolide B (CHEBI:69107) is a ergostanoid (CHEBI:50403) withalongolide B (CHEBI:69107) is a primary alcohol (CHEBI:15734) withalongolide B (CHEBI:69107) is a secondary alcohol (CHEBI:35681) withalongolide B (CHEBI:69107) is a withanolide (CHEBI:74716)

IUPAC Name

(4β,5β,6β,22R)-4,19-dihydroxy-5,6:22,26-diepoxyergosta-2,24-diene-1,26-dione

Registry Number	Type	Source
22217707	Reaxys Registry Number	Reaxys

Citation	Type	Source
22098611	PubMed citation	Europe PMC

Last Modified

28 October 2019

CHEBI:69107 - withalongolide B

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