Withanolide A

CAS: 32911-62-9

Ref. TR-W498950

Product Information

• Name: Withanolide A
• Synonyms: (5α,6α,7α,22R)-6,7-epoxy-5,20,22-trihydroxy-1-oxo-ergosta-2,24-dien-26-oic Acid δ-Lactone, (22R)-6α,7α-epoxy-5,20,22-trihydroxy-1-oxo-5α-Ergosta-2,24-dien-26-oic Acid δ-Lactone, 6,7-Epoxy-1H-cyclopenta[a]phenanthrene Ergosta-2,24-dien-26-oic Acid Deriv., 5,20α-Dihydroxy-6α,7α-epoxy-1-oxowitha-2,24-dienolide, 5α,20αF(R)-Dihydroxy-6α,7α-epoxy-1-oxowitha-2,24-dienolide, Withaniol, 5,20a-Dihydroxy-6a,7a-epoxy-1-oxowitha-2,24-dienolide, 5a,20aF(R)-Dihydroxy-6a,7a-epoxy-1-oxowitha-2,24-dienolide, 5a-Ergosta-2,24-dien-26-oic acid, 6a,7a-epoxy-5,20,22-trihydroxy-1-oxo-, d-lactone, (22R)- (8CI), 5α,20α_F(R)-Dihydroxy-6α,7α-epoxy-1-oxowitha-2,24-dienolide, 5α-Ergosta-2,24-dien-26-oic acid, 6α,7α-epoxy-5,20,22-trihydroxy-1-oxo-, δ-lactone, (22R)-, 6,7-Epoxy-1H-cyclopenta[a]phenanthrene, ergosta-2,24-dien-26-oic acid deriv., Ergosta-2,24-dien-26-oic acid, 6,7-epoxy-5,20,22-trihydroxy-1-oxo-, δ-lactone, (5α,6α,7α,22R)-

Description

Applications Withanolide A, is a neuritogenic steroid. It may act as deterrent for feeding insect larva and other herbivores. Withaferin A, causes activation of Notch2 and Notch4 in human breast cancer cells, and thus used as novel anticancer agents.
References Liffert, R., et al.: Chemical Science, 4, 2851 (2013); Lee. J., et al.: Breast Cancer, Res. treat., 136, 45 (2012);

• Brand: TRC

Chemical properties

• Molecular weight: 470.60
• Formula: C₂₈H₃₈O₆
• Color/Form: Neat
• InChI: InChI=1S/C28H38O6/c1-14-13-20(33-24(30)15(14)2)27(5,31)18-9-8-16-21-17(10-12-25(16,18)3)26(4)19(29)7-6-11-28(26,32)23-22(21)34-23/h6-7,16-18,20-23,31-32H,8-13H2,1-5H3/t16-,17-,18-,20+,21-,22-,23-,25-,26-,27+,28-/m0/s1
• InChI key: InChIKey=DXWHOKCXBGLTMQ-SFQAJKIESA-N
• SMILES: CC1=C(C)C(=O)O[C@@H]([C@](C)(O)[C@H]2CC[C@H]3[C@@H]4[C@@H]5O[C@@H]5[C@@]5(O)CC=CC(=O)[C@]5(C)[C@H]4CC[C@@]32C)C1