3alpha,7alpha-dihydroxy-12-oxo-5beta-cholan-24-oic acid Chemical Properties

Boiling point:

583℃[at 101 325 Pa]

Density 

1.18[at 20℃]

vapor pressure 

0Pa at 20℃

storage temp. 

-20°C

solubility 

Chloroform: Slightly Soluble
Methanol: Slightly Soluble

pka

5[at 20 ℃]

form 

Solid

color 

White to off-white

Water Solubility 

4.698mg/L at 25℃

LogP

2.97 at 20℃

3alpha,7alpha-dihydroxy-12-oxo-5beta-cholan-24-oic acid Usage And Synthesis

Uses

12-Ketochenodeoxycholic acid 12 is a direct precursor of cholodeoxycholic acid (CDCA). Cholodeoxycholic acid is used to cholesterol gallstones and has chemotherapeutic properties that dissolve gallstones[1].

Definition

ChEBI: 3alpha,7alpha-dihydroxy-12-oxo-5beta-cholanic acid is an oxo-5beta-cholanic acid. It is a conjugate acid of a 3alpha,7alpha-dihydroxy-12-oxo-5beta-cholanate.

Flammability and Explosibility

Non flammable

References

[1] Sawada, H. et al. Microbial production of chenodeoxycholic acid precursor, 12-ketochenodeoxycholic acid, from dehydrocholic acid. European Journal of Applied Microbiology and Biotechnology, 10(1–2), 107–112.
[2] J D SUTHERLAND  T P F  I A Macdonald. The enzymic and chemical synthesis of ursodeoxycholic and chenodeoxycholic acid from cholic acid.[J]. Preparative biochemistry, 1982, 12 4: 307-321. DOI: 10.1080/00327488208065679
[3] A. HOFMANN. The Preparation of Chenodeoxycholic Acid and Its Glycine and Taurine Conjugates.[J]. Acta chemica Scandinavica, 1963, 177 1: 173-186. DOI: 10.3891/acta.chem.scand.17-0173
[4] AIHUA ZHAO. Increased levels of conjugated bile acids are associated with human bile reflux gastritis.[J]. Scientific Reports, 2020: 11601. DOI: 10.1038/s41598-020-68393-5
[5] YIZHONG WANG. Altered gut microbiota and microbial metabolism in children with hepatic glycogen storage disease: a case-control study.[J]. Translational pediatrics, 2023, 12 4: 572-586. DOI: 10.21037/tp-22-293
[6] MOMIR MIKOV. 3Alpha,7alpha-dihydroxy-12-oxo-5beta-cholanate as blood-brain barrier permeator.[J]. Polish journal of pharmacology, 2004, 56 3: 367-371.
[7] MIHALJ POSA. Effect of cholic acid and its keto derivatives on the analgesic action of lidocaine and associated biochemical parameters in rats.[J]. European Journal of Drug Metabolism and Pharmacokinetics, 2007, 32 2: 109-117. DOI: 10.1007/bf03190999

3alpha,7alpha-dihydroxy-12-oxo-5beta-cholan-24-oic acid(2458-08-4)Related Product Information

• 1β,3α,7β-Trihydroxy-5β-cholanic Acid
• Ursodeoxycholic acid EP Impurity M
• Chenodeoxycholic acid
• 4-[(5S,7S,8S,10S,13R,17R)-3,7,12-trihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid
• (4R)-4-[(3R,5R,8R,9S,10S,12R,13R,14S,17R)-3,12-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid
• URSODEOXYCHOLIC-2,2,4,4-D4 ACID
• Deoxyursocholic acid methyl ester
• (5a,7b)-7-hydroxy-3-oxo-Cholan-24-oic acid
• 7-Oxyisotithocholic Acid
• 3alpha-Hydroxy-7-oxo-5beta-cholanic Acid
• LITHOCHOLIC ACID
• 3,7-DIKETO-5BETA-CHOLAN-24-OIC ACID
• (3a,5b,7a,12b)-3,7,12-trihydroxy-Cholan-24-oic acid
• Ursodeoxycholic acid
• (3α,5β,7β)- 3,7,22-Trihydroxycholan-24-oic Acid
• α-Muricholic Acid
• (3b,5b,7a,12a)-3,7,12-trihydroxy-Cholan-24-oic acid
• (4R)-4-[(3S,5S,7S,8S,9S,10R,13R,14S,17R)-3,7-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid