Allopregnane-3beta,17alpha,20beta-triol

Title: Allopregnane-3b,17a,20b-triol
CAS Registry Number: 520-86-5
CAS Name: 5a-Pregnane-3b,17,20b-triol
Additional Names: 3b,17,20b-trihydroxy-5a-pregnane; 17-(1-hydroxyethyl)androstane-3,17-diol; Reichstein's substance J
Molecular Formula: C21H36O3
Molecular Weight: 336.51
Percent Composition: C 74.95%, H 10.78%, O 14.26%
Literature References: Isoln from adrenal cortex: Reichstein, Helv. Chim. Acta 19, 1126 (1936); Steiger, Reichstein, ibid. 21, 546 (1938). Prepn from 3b-acetoxy-16a,17a-oxido-20-oxo-5-allopregnane: Plattner et al., ibid. 31, 2210 (1948); GB 665254 (1952 to Ciba); from 3b-acetoxy-17a-hydroxyallopregnan-20-one: Fukushima, Meyer, J. Org. Chem. 23, 174 (1958).
Properties: Rhomboid needles from dil acetone, mp 216-217°. Sublimes in high vacuum. [a]D20 -7.9° (c = 1.77 in abs alc).
Melting point: mp 216-217°
Optical Rotation: [a]D20 -7.9° (c = 1.77 in abs alc)
Derivative Type: 3,20-Diacetate
Molecular Formula: C25H40O5
Molecular Weight: 420.58
Percent Composition: C 71.39%, H 9.59%, O 19.02%
Properties: Crystals from pentane, mp 161-162°. [a]D20 +24.6° (c = 2.11 in acetone).
Melting point: mp 161-162°
Optical Rotation: [a]D20 +24.6° (c = 2.11 in acetone)
Status: This monograph has been retired and is no longer subject to revision or update.
Allopregnane-3beta,17alpha,21-triol-11,20-dione Allopregnane-3beta,17alpha,21-triol-20-one Allopregnane-3beta,17alpha-diol-20-one Allopregnane-3beta,20alpha-diol Allopregnane-3beta,20beta-diol