(3alpha,5beta,20S)-Pregnane-3,20-diol Diacetate

CAS: 1174-69-2

Ref. TR-P705215

Product Information

• Name: (3alpha,5beta,20S)-Pregnane-3,20-diol Diacetate
• Synonyms: [(3R,5R,8R,9S,10S,13S,14S,17S)-17-[(1S)-1-acetyloxyethyl]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate, (20S)-3α,20α-Diacetoxy-5β-pregnane, (3alpha,5beta,20S)-pregnane-3,20-diyl diacetate, 5β-Pregnane-3α,20α-diyl diacetate, Allopregnane-3ALPHA,20ALPHA-diol diacetate, Pregnane-3,20-Diyl Diacetate, Pregnane-3,20-diol, 3,20-diacetate, (3α,5β,20S)-, Pregnane-3,20-diol, diacetate, (3α,5β,20S)-
• CAS: 1174-69-2

Description

Applications (3α,5β,20S)-Pregnane-3,20-diol Diacetate is the end product or metabolite of progesterone in man, monkey and rabbit. Also, it is an intermediate used in the synthesis of Pregnanediol 3α-O-β-D-Glucuronide (P705140), which is the glucuronide conjugate of Pregnanediol (P705130). Levels of Pregnanediol 3α-O-β-D-Glucuronide can be used to monitor the reproductive status of dairy cows. 3α-O-β-D-Glucuronide can be used (as an alternative to creatine) as a reference to adjust other hormonal markers in study of urinary hormonal profiles in the human menstrual cycle.
References Chamberlain, J., et al.: J. Endocrinol., 28, 235-246 (1964); Yang, C.J. et al.: Asian-Austral. J. Anim. Sci., 17, 460 (2004); Miro, F. et al.: Clin. Chem. Lab. Med., 42, 1043 (2004);

• Brand: TRC

Chemical properties

• Molecular weight: 404.583
• Formula: C₂₅H₄₀O₄
• Color/Form: Neat
• InChI: InChI=1S/C25H40O4/c1-15(28-16(2)26)21-8-9-22-20-7-6-18-14-19(29-17(3)27)10-12-24(18,4)23(20)11-13-25(21,22)5/h15,18-23H,6-14H2,1-5H3/t15-,18+,19+,20-,21+,22-,23-,24-,25+/m0/s1
• InChI key: InChIKey=VDZDKQBSTYNFGG-BNPPXZMESA-N
• SMILES: CC(=O)O[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](OC(C)=O)CC[C@]4(C)[C@H]3CC[C@]12C