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

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

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℃

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

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

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