Title: Corticosterone
CAS Registry Number: 50-22-6
CAS Name: (11b)-11,21-Dihydroxypregn-4-ene-3,20-dione
Additional Names: 4-pregnene-11b,21-diol-3,20-dione; Kendall's compound B; Reichstein's substance H
Manufacturers' Codes: compd B
Molecular Formula: C21H30O4
Molecular Weight: 346.46
Percent Composition: C 72.80%, H 8.73%, O 18.47%
Literature References: Endogenous glucocorticoid; intermediate in the biosynthesis of aldosterone from progesterone. Isoln from adrenal cortex: Mason et al., J. Biol. Chem. 114, 613 (1936); Reichstein, von Euw, Helv. Chim. Acta 21, 1197 (1938); Jeanloz et al., US 2676904 (1954 to Searle); from adrenal extract: Reichstein, US 2166877 (1939 to Roche-Organon). Prepn from desoxycholic acid: Wallis, Chakravorty, US 2341250 (1944 to Research Corp.); from 11-deoxycorticosterone: Zaffaroni, US 2671752 (1954 to Syntex); from cortisone: Oliveto et al., US 2927108 (1960 to Schering).
Properties: Trigonal plates from acetone, mp 180-182°. [a]D15 +223° (c = 1.1 in alc). uv max: 240 nm. Insol in water. Sol in usual organic solvents. Upon moistening with concd H2SO4 it gives an orange-yellow soln which has a strong fluorescence.
Melting point: mp 180-182°
Optical Rotation: [a]D15 +223° (c = 1.1 in alc)
Absorption maximum: uv max: 240 nm
Derivative Type: 21-Acetate
Molecular Formula: C23H32O5
Molecular Weight: 388.50
Percent Composition: C 71.11%, H 8.30%, O 20.59%
Properties: Clusters of needles from acetone + ether, mp 145°. [a]D20 +195° (c = 0.62 in acetone).
Melting point: mp 145°
Optical Rotation: [a]D20 +195° (c = 0.62 in acetone)
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