2868. Dehydrocholic Acid

Nomenclature

CAS number: 81-23-2
(5β)-3,7,12-Trioxocholan-24-oic acid; 3,7,12-triketocholanic acid; Acolen; Bilidren; Cholagon; Chologon; Decholin (Miles); Dehychol (Rexall); Deidrocolico Vita; Didrocolo; Erebile; Felacrinos; Procholon (Squibb).
C24H34O5; mol wt 402.52.
C 71.61%, H 8.51%, O 19.87%.

Description and references

Prepd from cholic acid by oxidation with CrO3 in glacial acetic acid: Hammarsten in Abderhalden's Handbuch der Biol. Arbeitsmethoden, Abt. I, Teil 6, p 238 (1925); by using chlorine instead of CrO3: Hinkley, Singleton, US 2966499 (1960 to Merck & Co.).

Chemical structure

Properties

Bitter crystals from acetone, mp 237°. [α]D20 +26° (c = 1.4 in alc). Soly at 15° (g/l): water 0.18; alcohol 3.3; ether 0.46; chloroform 9.04; benzene 1.04; acetone 7.76; ethyl acetate 7.4; glacial acetic acid 7.42.

Derivative

Sodium salt.

Nomenclature

CAS number: 145-41-5
Sodium dehydrocholate; Carachol; Dycholium; Suprachol.
C24H33NaO5; mol wt 424.51.
C 67.90%, H 7.84%, Na 5.42%, O 18.84%.

Properties

Very sol in water. pH of aq soln about 9.0.

Therapeutic Category

Choleretic.

Keywords

Choleretic