(3beta,5beta)-20-Oxopregn-16-en-3-yl acetate | CAS No. 1169-20-6

(3beta,5beta)-20-Oxopregn-16-en-3-yl acetate

Basic Information

CAS Number

1169-20-6

Molecular Formula

C23H34O3

Molecular Weight

358.52 g/mol

AD

Basic Physical Properties

CC(=O)C1=CCC2C1(CCC3C2CCC4C3(CCC(C4)OC(=O)C)C)C

InChI

InChI=1S/C23H34O3/c1-14(24)19-7-8-20-18-6-5-16-13-17(26-15(2)25)9-11-22(16,3)21(18)10-12-23(19,20)4/h7,16-18,20-21H,5-6,8-13H2,1-4H3/t16-,17+,18+,20+,21+,22+,23-/m1/s1

InChIKey

YFMSIVMSEGIVCP-VLBJDTNOSA-N

LogP

5.086100000000005

Topological Polar Surface Area

43.370000000000005 Ų

Hydrogen Bond Donor/Acceptor

0 / 3

Complexity

650

Synonyms & References

English

  • YFMSIVMSEGIVCP-HTVUKHQJSA-N
  • 3b-acetoxy-5a-pregn-16-en-20-one
  • VS-09880
  • [(3S,5S,8R,9S,10S,13S,14S)-17-acetyl-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate
  • AKOS005622488
  • (3beta,5alpha)-3-(Acetyloxy)-pregn-16-en-20-one
  • Pregn-16-en-20-one, 3-(acetyloxy)-, (3beta,5alpha)-
  • 3-Acetyloxypregn-16-en-20-one
  • (3aS,3bR,5aS,7S,9aS,9bS,11aS)-1-acetyl-9a,11a-dimethyl-3H,3aH,3bH,4H,5H,5aH,6H,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-7-yl acetate
  • 3beta-Acetoxy-5alpha-pregn-16-en-20-one
  • 1169-20-6
  • SCHEMBL1114722
  • (3b,5b)-3-(Acetyloxy)pregn-16-en-20-one
  • (17-acetyl-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl) acetate
  • 3BETA-ACETOXY-5ALPHA-PREGN-16-EN-20-ONE
  • 3-hydroxy-16-pregnene-20-one-3-acetate

MDL Number

MFCD00272121

FAQ

What are the physical and chemical properties of (3beta,5beta)-20-Oxopregn-16-en-3-yl acetate (CAS: 1169-20-6)?

(3beta,5beta)-20-Oxopregn-16-en-3-yl acetate (CAS: 1169-20-6) is a crystalline compound with a molecular weight of approximately 354.48 g/mol. It has a low solubility in water but is soluble in organic solvents like acetone and ethanol. The compound is reactive towards nucleophiles and can undergo hydrolysis under basic conditions. It is stable under neutral and acidic conditions.

How is (3beta,5beta)-20-Oxopregn-16-en-3-yl acetate (CAS: 1169-20-6) typically synthesized?

(3beta,5beta)-20-Oxopregn-16-en-3-yl acetate (CAS: 1169-20-6) can be synthesized through a series of reactions starting from progesterone. The key steps involve esterification of the hydroxyl group of progesterone with acetic anhydride in the presence of a catalyst like sulfuric acid. The yield is typically around 70-80%, and the reaction is carried out under anhydrous conditions to avoid decomposition.

What industries use (3beta,5beta)-20-Oxopregn-16-en-3-yl acetate (CAS: 1169-20-6)?

(3beta,5beta)-20-Oxopregn-16-en-3-yl acetate (CAS: 1169-20-6) is primarily used in the pharmaceutical industry as a precursor for the synthesis of progestins and other hormone-related compounds. It can also be applied in the agricultural sector as a plant growth regulator and in analytical chemistry as an internal standard in various assays.

What precautions should be taken when handling (3beta,5beta)-20-Oxopregn-16-en-3-yl acetate (CAS: 1169-20-6)?

When handling (3beta,5beta)-20-Oxopregn-16-en-3-yl acetate (CAS: 1169-20-6), it is essential to wear appropriate personal protective equipment (PPE), including gloves, safety glasses, and a lab coat. The compound should be stored in a cool, dry place away from direct sunlight and heat sources. In case of spills, clean up the area carefully using appropriate tools and materials. Always consult the Safety Data Sheet (SDS) for detailed handling instructions and emergency procedures.

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