Tetrahydrocortisone
Title: Tetrahydrocortisone
CAS Registry Number: 53-05-4
CAS Name: (3a,5b)-3,17,21-Trihydroxypregnane-11,20-dione
Additional Names: 3a,17a,21-pregnanetriol-11,20-dione; 11,20-pregnanedione-3a,17a,21-triol; THE
Molecular Formula: C21H32O5
Molecular Weight: 364.48
Percent Composition: C 69.20%, H 8.85%, O 21.95%
Literature References: A normal mammalian metabolite of cortisone: Schneider, J. Biol. Chem. 183, 365 (1950). Prepn by microbial reduction using a Streptomyces sp.: Barkemeyer et al., Appl. Microbiol. 8, 237 (1960). Prepn of the triacetate: GB 737291 (1955 to Merck & Co.). Prepn of the 21-acetate: Julian et al., US 2752339 (1956 to Glidden).
Properties: Crystals from ethyl acetate, mp 190°. [a]D25 +85.5° (abs ethanol).
Melting point: mp 190°
Optical Rotation: [a]D25 +85.5° (abs ethanol)
 
Derivative Type: 21-Acetate
Molecular Formula: C23H34O6
Molecular Weight: 406.51
Percent Composition: C 67.96%, H 8.43%, O 23.61%
Properties: Crystals from acetone, mp 227°.
Melting point: mp 227°
 
Derivative Type: Triacetate
Molecular Formula: C27H38O8
Molecular Weight: 490.59
Percent Composition: C 66.10%, H 7.81%, O 26.09%
Properties: Crystals from methanol, mp 150-152°; solvated crystals from ethyl acetate, mp 112-118°.
Melting point: mp 150-152°; mp 112-118°

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