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CAS 22798-98-7

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20-Hydroxyecdysone 2,3:20,22-diacetonide

Description:
20-Hydroxyecdysone 2,3:20,22-diacetonide is a synthetic derivative of 20-hydroxyecdysone, a naturally occurring ecdysteroid found in various plants and insects. This compound is characterized by its structural modifications, specifically the acetylation at the 2, 3, 20, and 22 positions, which enhances its stability and bioactivity. It typically appears as a white to off-white crystalline powder and is soluble in organic solvents such as methanol and ethanol, but has limited solubility in water. The compound is of interest in various fields, including pharmacology and agriculture, due to its potential effects on growth and development in insects and its applications in promoting plant growth. Additionally, it has been studied for its possible anabolic effects in mammals, making it a subject of research in sports science and health supplements. As with many ecdysteroids, its mechanism of action involves interaction with steroid hormone receptors, influencing gene expression and cellular processes. Safety and toxicity profiles are essential considerations in its application and research.
Formula:C33H52O7
InChI:InChI=1S/C33H52O7/c1-27(2,35)13-12-26-32(9,40-29(5,6)39-26)25-11-15-33(36)20-16-22(34)21-17-23-24(38-28(3,4)37-23)18-30(21,7)19(20)10-14-31(25,33)8/h16,19,21,23-26,35-36H,10-15,17-18H2,1-9H3/t19-,21-,23+,24-,25-,26+,30+,31+,32+,33+/m0/s1
InChI key:InChIKey=WXFMGCVRGSIXOB-APTIWFLNSA-N
SMILES:O[C@]12[C@@](C)([C@](CC1)([C@]3(C)[C@@H](CCC(C)(C)O)OC(C)(C)O3)[H])CC[C@]4(C2=CC(=O)[C@]5([C@]4(C)C[C@]6([C@@](C5)(OC(C)(C)O6)[H])[H])[H])[H]
Synonyms:
  • (2β,3β,5β,22R)-14,25-Dihydroxy-2,3:20,22-bis[(1-methylethylidene)bis(oxy)]cholest-7-en-6-one
  • 20-Hydroxy-2,3,20,22-di-O-isopropylideneecdysone
  • 20-Hydroxyecdysone 2,3:20,22-diacetonide
  • 20-Hydroxyecdysone diacetonide
  • 5H-Cyclopenta[7,8]phenanthro[2,3-d][1,3]dioxole,cholest-7-en-6-one deriv.
  • 5b-Cholest-7-en-6-one, 2b,3b,14,20,22,25-hexahydroxy-, cyclic 2,3:20,22-diacetalwith acetone, (22R)- (8CI)
  • 5β-Cholest-7-en-6-one, 2β,3β,14,20,22,25-hexahydroxy-, cyclic 2,3:20,22-diacetal with acetone, (22R)-
  • Ecdysterone 2,3:20,22-diacetonide
  • Cholest-7-en-6-one, 14,25-dihydroxy-2,3:20,22-bis[(1-methylethylidene)bis(oxy)]-, (2β,3β,5β,22R)-
  • 22-diacetonide
  • See more synonyms
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