Allopregnane-3beta,20beta-diol

Title: Allopregnane-3b,20b-diol
CAS Registry Number: 516-53-0
CAS Name: (3b,5a,20R)-Pregnane-3,20-diol
Additional Names: 3b,20b-dihydroxy-5a-pregnane
Molecular Formula: C21H36O2
Molecular Weight: 320.51
Percent Composition: C 78.69%, H 11.32%, O 9.98%
Literature References: Progesterone metabolite. Isoln from pregnant mares' urine: Brooks et al., Biochem. J. 51, 694 (1952). Prepn by catalytic reduction of allopregnane-3,20-dione: Marker et al., GB 512940 (1939 to Parke, Davis); by hydrogenation of pregn-5-ene-3b-ol-20-one: Klyne, Barton, J. Am. Chem. Soc. 71, 1500 (1949); by hydrogenation of pregn-5-ene-3b,20b-diol: Klyne, Miller, J. Chem. Soc. 1950, 1972.
Properties: Leaflets from ethyl acetate + petr ether, mp 194.5-195.5°. [a]D +4.4° (c = 1.04 in chloroform).
Melting point: mp 194.5-195.5°
Optical Rotation: [a]D +4.4° (c = 1.04 in chloroform)
Derivative Type: Diacetate
Molecular Formula: C25H40O4
Molecular Weight: 404.58
Percent Composition: C 74.22%, H 9.97%, O 15.82%
Properties: Needles from ethyl acetate + petr ether, mp 141-142.5°. [a]D20 +21° (c = 1 in chloroform).
Melting point: mp 141-142.5°
Optical Rotation: [a]D20 +21° (c = 1 in chloroform)
Derivative Type: Dibenzoate
Molecular Formula: C35H44O4
Molecular Weight: 528.72
Percent Composition: C 79.51%, H 8.39%, O 12.10%
Properties: Crystals, mp 237.5-239°. [a]D20 -10.1° (c = 2.08 in chloroform).
Melting point: mp 237.5-239°
Optical Rotation: [a]D20 -10.1° (c = 2.08 in chloroform)
Allopregnane-3beta,21-diol-11,20-dione Allopurinol Allotetrahydrocortisone Alloxan Alloxantin