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CAS 32911-62-9

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Withanolide A

Description:
Withanolide A is a naturally occurring steroidal lactone classified as a withanolide, which is a type of compound derived from the Solanaceae family, particularly from the plant Withania somnifera, commonly known as ashwagandha. This compound exhibits a range of biological activities, including anti-inflammatory, antioxidant, and potential anticancer properties. Withanolide A is characterized by its unique steroidal structure, which includes a fused cyclopentanoperhydrophenanthrene core and a lactone ring. It is typically found in a crystalline form and is soluble in organic solvents but has limited solubility in water. The compound has garnered interest in pharmacological research due to its ability to modulate various signaling pathways and its potential therapeutic applications in stress relief, neuroprotection, and immune system enhancement. Its safety profile and efficacy are subjects of ongoing studies, making it a significant focus in natural product chemistry and medicinal research.
Formula:C28H38O6
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:C[C@@]12[C@@]3([C@@]([C@]4([C@](O4)([C@@]1(O)CC=CC2=O)[H])[H])([C@]5([C@](C)(CC3)[C@@]([C@@](C)(O)[C@]6(CC(C)=C(C)C(=O)O6)[H])(CC5)[H])[H])[H])[H]
Synonyms:
  • 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<sub>F</sub>(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)-
  • Withaniol
  • Withanolide A
Found 14 products.