Withaferin A

CAS: 5119-48-2

Ref. TR-W499200

Product Information

• Name: Withaferin A
• Synonyms: 5ß-Ergosta-2,24-dien-26-oic acid, 5,6ß-epoxy-4ß,22,27-trihydroxy-1-oxo-, d-lactone, (20S,22R)- (8CI), Withaferin A (7CI), 5,6-Epoxy-5H-cyclopenta[a]phenanthrene, ergosta-2,24-dien-26-oic acid deriv., NSC 101088, NSC 273757, Withaferine, Withaferine A, (4ß,5ß,6ß,22R)-5,6-Epoxy-4,22,27-trihydroxy-1-oxo-ergosta-2,24-dien-26-oic acid d-lactone, (4b,5b,6b,22R)-5,6-Epoxy-4,22,27-trihydroxy-1-oxoergosta-2,24-dien-26-oic Acid d-Lactone, 4b,27-Dihydroxy-1-oxo-5b,6b-epoxywitha-2,24-dienolide, 5,6-Epoxy-4,22,27-trihydroxy-1-oxoergosta-2,24-dien-26-oic Acid d-Lactone, 5,6-Epoxy-5H-cyclopenta[a]phenanthrene, ergosta-2,24-dien-26-oic acid deriv., 5β-Ergosta-2,24-dien-26-oic acid, 5,6β-epoxy-4β,22,27-trihydroxy-1-oxo-, δ-lactone, (20S,22R)-, Ergosta-2,24-dien-26-oic acid, 5,6-epoxy-4,22,27-trihydroxy-1-oxo-, δ-lactone, (4β,5β,6β,22R)-

Description

Applications Withaferin A is a promising anticancer constituent of Ayurvedic medicinal plant Withania somnifera. Withaferin A showed potent cytotoxicity against human head and neck squamous cell carcinoma (JMAR and MDA-1986). Withaferin A has recently been found to be a leptin sensitizer that can reduce the weight in obese mice fed in a high-fat diet (see C249500).
References Shohat, B., et al.: Cancer Chemother. Rep., 51, 271 (1967), Shohat, B., et al.: Int. J. Cancer., 8, 487 (1971); Chem. and Eng. News p. 6, Aug. 8, 2016

• Brand: TRC

Chemical properties

• Molecular weight: 470.60
• Formula: C₂₈H₃₈O₆
• Color/Form: White Solid
• 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
• InChI key: InChIKey=DBRXOUCRJQVYJQ-CKNDUULBSA-N
• SMILES: CC1=C(CO)C(=O)O[C@@H]([C@@H](C)[C@H]2CC[C@H]3[C@@H]4C[C@H]5O[C@]56[C@@H](O)C=CC(=O)[C@]6(C)[C@H]4CC[C@@]32C)C1