withanone   Click here for help

GtoPdb Ligand ID: 13098

Synonyms: 6,7-epoxy-5,17-dihydroxy-1-oxowitha-2,24-dienolide | compound 11 [PMID: 30776236]
Comment: Withanone is a withanolide class phytochemical from Withania somnifera (a.k.a. winter cherry, ashwagandha or Indian ginseng) [2]. More than 300 withanolides have been isolated from plant species including W. somnifera, and many pharmacological actions have been associated with them.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 2
Rotatable bonds 2
Topological polar surface area 96.36
Molecular weight 470.6
XLogP 2.15
No. Lipinski's rules broken 0
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Canonical SMILES CC1=C(C)C(=O)O[C@H](C1)[C@@H](C)[C@]2(CC[C@H]3[C@H]4[C@H](CC[C@@]32C)[C@@]5(C)C(=O)C=CC[C@@]5([C@@H]6[C@H]4O6)O)O
Isomeric SMILES CC1=C(C(=O)O[C@H](C1)[C@@H](C)[C@]2(CC[C@@H]3[C@@]2(CC[C@H]4[C@H]3[C@H]5[C@H](O5)[C@@]6([C@@]4(C(=O)C=CC6)C)O)C)O)C
InChI InChI=1S/C28H38O6/c1-14-13-19(33-24(30)15(14)2)16(3)27(31)12-9-17-21-18(8-11-25(17,27)4)26(5)20(29)7-6-10-28(26,32)23-22(21)34-23/h6-7,16-19,21-23,31-32H,8-13H2,1-5H3/t16-,17+,18+,19-,21+,22+,23+,25+,26+,27+,28+/m1/s1
Classification Click here for help
Compound class Natural product or derivative
Synonyms Click here for help
6,7-epoxy-5,17-dihydroxy-1-oxowitha-2,24-dienolide | compound 11 [PMID: 30776236]
Database Links Click here for help
BindingDB Ligand 50599324
ChEMBL Ligand CHEMBL516703
GtoPdb PubChem SID 491299880
PubChem CID 21679027
Search Google for chemical match using the InChIKey FAZIYUIDUNHZRG-PCTWTJKKSA-N
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UniChem Connectivity Search for chemical match using the InChIKey FAZIYUIDUNHZRG-PCTWTJKKSA-N