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CHEBI:66329 - 17α-hydroxywithanolide D

Default Structure
ChEBI IDCHEBI:66329
ChEBI Name17α-hydroxywithanolide D
Stars
ASCII Name17alpha-hydroxywithanolide D
DefinitionA withanolide that is the 17α-hydroxy derivative of withanolide D. Isolated from Tubocapsicum anomalum and Withania somnifera, it exhibits cytotoxic activity.
Last Modified29 October 2019
DownloadsMolfile
FormulaC28H38O7
Net Charge0
Average Mass486.605
Monoisotopic Mass486.26175
SMILES[H][C@@]12C[C@H]3O[C@]34[C@@H](O)C=CC(=O)[C@]4(C)[C@@]1([H])CC[C@@]1(C)[C@@]2([H])CC[C@]1(O)[C@@](C)(O)[C@@]1([H])CC(C)=C(C)C(=O)O1
InChIInChI=1S/C28H38O7/c1-14-12-21(34-23(31)15(14)2)26(5,32)27(33)11-9-17-16-13-22-28(35-22)20(30)7-6-19(29)25(28,4)18(16)8-10-24(17,27)3/h6-7,16-18,20-22,30,32-33H,8-13H2,1-5H3/t16-,17-,18-,20-,21+,22+,24-,25-,26-,27+,28+/m0/s1
InChIKeyJVEUOKCSZLCPOI-IBELMYMKSA-N
Species of MetaboliteComponentSourceComments
Tubocapsicum anomalum (ncbitaxon:180580) - PubMed (17417907)
Withania somnifera (ncbitaxon:126910) leaf (BTO:0000713) DOI (10.1016/0031-9422(75)85035-7)
Roles Classification
Biological Role:
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)
17α-hydroxywithanolide D (CHEBI:66329) has functional parent withanolide D (CHEBI:10041)
17α-hydroxywithanolide D (CHEBI:66329) has role antineoplastic agent (CHEBI:35610)
17α-hydroxywithanolide D (CHEBI:66329) is a 17α-hydroxy steroid (CHEBI:35342)
17α-hydroxywithanolide D (CHEBI:66329) is a 20-hydroxy steroid (CHEBI:36854)
17α-hydroxywithanolide D (CHEBI:66329) is a 4-hydroxy steroid (CHEBI:62846)
17α-hydroxywithanolide D (CHEBI:66329) is a enone (CHEBI:51689)
17α-hydroxywithanolide D (CHEBI:66329) is a epoxy steroid (CHEBI:145217)
17α-hydroxywithanolide D (CHEBI:66329) is a ergostanoid (CHEBI:50403)
17α-hydroxywithanolide D (CHEBI:66329) is a secondary alcohol (CHEBI:35681)
17α-hydroxywithanolide D (CHEBI:66329) is a tertiary alcohol (CHEBI:26878)
17α-hydroxywithanolide D (CHEBI:66329) is a withanolide (CHEBI:74716)
17α-hydroxywithanolide D (CHEBI:66329) is a δ-lactone (CHEBI:18946)
IUPAC Name 
(4β,5β,6β,22R)-4,17,20-trihydroxy-5,6:22,26-diepoxyergosta-2,24-diene-1,26-dione
Synonym  Source
4β,17α,20α-trihydroxy-1-oxo-5β,6β-epoxy-20S,22R-witha-2,24-dienolideChEBI
Registry NumbersSources
Reaxys:11130253Reaxys
Citations