Cortolone

Title: Cortolone
CAS Registry Number: 516-42-7
CAS Name: (3a,5b,20S)-3,17,20,21-Tetrahydroxypregnan-11-one
Additional Names: 3a,17a,20a,21-pregnanetetrol-11-one
Molecular Formula: C21H34O5
Molecular Weight: 366.49
Percent Composition: C 68.82%, H 9.35%, O 21.83%
Literature References: Isolated from human urine after administration of cortisone, hydrocortisone or ACTH: D. K. Fukushima et al., J. Biol. Chem. 212, 449 (1955). Synthesis: L. H. Sarett, J. Am. Chem. Soc. 71, 1169 (1949); A. H. Soloway et al., ibid. 76, 2941 (1954).
Properties: Crystals from acetone, mp 208-209°. [a]D25 +44° (c = 0.5 in ethanol); also reported as [a]D28 +34.2° (ethanol).
Melting point: mp 208-209°
Optical Rotation: [a]D25 +44° (c = 0.5 in ethanol); [a]D28 +34.2° (ethanol)
Derivative Type: 3,20,21-Triacetate
CAS Registry Number: 2638-46-2
Molecular Formula: C27H40O8
Molecular Weight: 492.60
Percent Composition: C 65.83%, H 8.18%, O 25.98%
Properties: Crystals from methanol, mp 214-216° (Fukushima); also reported as mp 213-214° (Sarett). [a]D28 +28° (ethanol); also reported as [a]D25 +18° (c = 1 in acetone).
Melting point: mp 214-216° (Fukushima); mp 213-214° (Sarett)
Optical Rotation: [a]D28 +28° (ethanol); [a]D25 +18° (c = 1 in acetone)
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