Allopregnane-3beta,11beta,17alpha,20beta,21-pentol

Title: Allopregnane-3b,11b,17a,20b,21-pentol
CAS Registry Number: 516-39-2
CAS Name: 5a-Pregnane-3b,11b,17,20b,21-pentol
Additional Names: 3b,11b,17,20b,21-pentahydroxy-5a-pregnane; 17-(1,2-dihydroxyethyl)androstane-3,11,17-triol; Kendall's compound D; Reichstein's substance A; Wintersteiner's compound A
Molecular Formula: C21H36O5
Molecular Weight: 368.51
Percent Composition: C 68.44%, H 9.85%, O 21.71%
Literature References: Occurs in adrenal cortex: Mason et al., J. Biol. Chem. 114, 613 (1936). Prepn from 21-acetoxy-3b,17a-dihydroxy-5a-pregnane-11,20-dione + lithium aluminum hydride: Klyne, Ridley, J. Chem. Soc. 1956, 4825; by hydrogenation of cortisol with platinum oxide: Caspi, J. Org. Chem. 24, 669 (1959).
Properties: Crystals from methanol, mp 159-163°, resolidifies and mp 215-216°. [a]D22 +9.8° (c = 0.56 in methanol).
Melting point: mp 159-163°; mp 215-216°
Optical Rotation: [a]D22 +9.8° (c = 0.56 in methanol)
Status: This monograph has been retired and is no longer subject to revision or update.
Allopregnane-3beta,11beta,17alpha,21-tetrol-20-one Allopregnane-3beta,11beta,21-triol-20-one Allopregnane-3beta,17alpha,20alpha-triol Allopregnane-3beta,17alpha,20beta,21-tetrol Allopregnane-3beta,17alpha,20beta-triol