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HomeProduct name listCholic acid

Cholic acid

Synonym(s):3α,7α,12α-Trihydroxy-5β-cholanic acid;Cholanic acid

  • CAS NO.:81-25-4
  • Empirical Formula: C24H40O5
  • Molecular Weight: 408.57
  • MDL number: MFCD00003672
  • EINECS: 201-337-8
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-12-18 14:15:32
Cholic acid Structural

What is Cholic acid?

Chemical properties

white to light beige crystalline powder

The Uses of Cholic acid

Cholic Acid is an emulsifier that exists as colorless plates or a white crystalline powder which has a bitter taste with a sweetish aftertaste. it is slightly soluble in water. it functions as an emulsifying agent in egg white.

The Uses of Cholic acid

Choleretic produced by, and isolated from liver cells.

The Uses of Cholic acid

asthma therapeutic

Background

A major primary bile acid produced in the liver and usually conjugated with glycine or taurine. It facilitates fat absorption and cholesterol excretion. [PubChem] Cholic acid, formulated as Cholbam capsules, is approved by the United States Food and Drug Administration as a treatment for children and adults with bile acid synthesis disorders due to single enzyme defects, and for peroxisomal disorders (such as Zellweger syndrome).

Indications

Oral cholic acid is indicated for: treatment of bile acid synthesis disorders due to single enzyme defects; and as adjunctive treatment of peroxisomal disorders including Zellweger spectrum disorders in patients who exhibit manifestations of liver disease, steatorrhea or complications from decreased fat soluble vitamin absorption.

What are the applications of Application

Cholic acid is a non-denaturing ionic detergent

Definition

ChEBI: A bile acid that is 5beta-cholan-24-oic acid bearing three alpha-hydroxy substituents at position 3, 7 and 12.

General Description

This Certified Spiking Solution? is suitable as a starting material in preparation of linearity standards, calibrators, and controls for use in LC-MS/MS and GC/MS bile acid testing methods. Cholic acid is a primary bile acid that plays an important role in cholesterol homeostasis and intestinal absorption of dietary vitamins and lipids. Levels of cholic acid can serve as markers for inborn and acquired hepatobiliary disorders such as biliary atresia and familial intrahepatic cholestasis as well as inborn errors of bile acid synthesis and sclerosing cholangitis.

Flammability and Explosibility

Non flammable

Metabolism

Purification Methods

This bile acid crystallises from H2O or wet Et2O (as hydrate) or EtOH (as alcoholate). Dry it under vacuum at 94o. When an alcoholic solution of cholic acid + I2 is added to aqueous KI, it forms a molecular compound (C24H40O5I)4 KI. H2O. The methyl ester is dimorphic with m 155o and 162o and [] D 20 +25o (EtOH). [Anderson et al. Biochem J 67 323 1957, 85 236 1962, Beilstein 10 III 2162, IV 2071.]

Properties of Cholic acid

Melting point: 200-201 °C (lit.)
Boiling point: 449.08°C (rough estimate)
alpha  36 º (c=0.6, 95% EtOH)
Density  1.0310 (rough estimate)
refractive index  1.5800 (estimate)
Flash point: 9℃
storage temp.  2-8°C
solubility  methanol: 0.1 g/mL, clear
form  neat
pka 4.98(at 20℃)
form  Solid
color  White to Brown
Water Solubility  0.28 g/L (15 ºC)
Merck  14,2203
BRN  2822009
CAS DataBase Reference 81-25-4(CAS DataBase Reference)
NIST Chemistry Reference Cholic acid(81-25-4)
EPA Substance Registry System Cholan-24-oic acid, 3,7,12-trihydroxy-, (3.alpha.,5.beta.,7.alpha.,12.alpha.)- (81-25-4)

Safety information for Cholic acid

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
Precautionary Statement Codes P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for Cholic acid

InChIKey BHQCQFFYRZLCQQ-OELDTZBJSA-N

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