withaferin A   Click here for help

GtoPdb Ligand ID: 13097

Compound class: Natural product
Comment: Withaferin A was the first withanolide class phytochemical to be isolated (from Withania somnifera, a.k.a. winter cherry or ashwagandha) [3]. More than 300 withanolides have subsequently been isolated from other plant species, 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 3
Topological polar surface area 96.36
Molecular weight 470.6
XLogP 3.99
No. Lipinski's rules broken 0
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Canonical SMILES CC1=C(CO)C(=O)O[C@H](C1)[C@@H](C)[C@H]2CC[C@H]3[C@@H]4C[C@@H]5[C@@]6([C@H](C=CC(=O)[C@]6(C)[C@H]4CC[C@]23C)O)O5
Isomeric SMILES CC1=C(C(=O)O[C@H](C1)[C@@H](C)[C@H]2CC[C@@H]3[C@@]2(CC[C@H]4[C@H]3C[C@@H]5[C@]6([C@@]4(C(=O)C=C[C@@H]6O)C)O5)C)CO
InChI InChI=1S/C28H38O6/c1-14-11-21(33-25(32)17(14)13-29)15(2)18-5-6-19-16-12-24-28(34-24)23(31)8-7-22(30)27(28,4)20(16)9-10-26(18,19)3/h7-8,15-16,18-21,23-24,29,31H,5-6,9-13H2,1-4H3/t15-,16-,18+,19-,20-,21+,23-,24+,26+,27-,28+/m0/s1
Classification Click here for help
Compound class Natural product
Database Links Click here for help
BindingDB Ligand 50599323
ChEMBL Ligand CHEMBL517080
GtoPdb PubChem SID 491299879
PubChem CID 265237
Search Google for chemical match using the InChIKey DBRXOUCRJQVYJQ-CKNDUULBSA-N
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UniChem Compound Search for chemical match using the InChIKey DBRXOUCRJQVYJQ-CKNDUULBSA-N
UniChem Connectivity Search for chemical match using the InChIKey DBRXOUCRJQVYJQ-CKNDUULBSA-N