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475-31-0

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Identification

Name
Glycocholic acid
CAS
475-31-0
Synonyms
3a,7a,12a-trihydroxy-5b-cholan-24-oic acid n-(carboxymethyl)amide
3ALPHA,7ALPHA,12ALPHA-TRIHYDROXY-5BETA-CHOLAN-24-OIC ACID N-[CARBOXYMETHYL]AMIDE
3ALPHA,7ALPHA,12ALPHA-TRIHYDROXY-5BETA-CHOLAN-24-OIC ACID N-(CARBOXYMETHYL) AMIDE, HYDRATE
5BETA-CHOLANIC ACID-3ALPHA,7ALPHA,12ALPHA-TRIOL 24-N-(CARBOXYMETHYL)-AMIDE
5-BETA-CHOLANIC ACID-3-ALPHA, 7-ALPHA, 12-ALPHA-TRIOL N-(CARBOXYMETHYL)-AMIDE
cholylglycine
CHOLYLGLYCINE HYDRATE
GLYCOCHOLIC
GLYCOCHOLIC ACID
GLYCOCHOLIC ACID HYDRATE
N-[3ALPHA,7ALPHA,12ALPHA-TRIHYDROXY-24-OXOCHOLAN-24-YL]GLYCINE
N-(3ALPHA,7ALPHA,12ALPHA-TRIHYDROXY-24-OXOCHOLAN-24-YL)-GLYCINE HYDRATE
n-(3-alpha,7-alpha,12-alpha-trihydroxycholan-24-oyl)glycine
[(3,7,12-Trihydroxy-24-oxocholan-24-yl)amino]acetic acid
Glycine, N-[(3alpha,5beta,7alpha,12alpha)-3,7,12-trihydroxy-24-oxocholan-24-yl]-
N-((3,5,7,12)-3,7,12-Trihydroxy-24-oxocholan-24-yl)glycine
N-Cholylglycine
glycocholic acid free acid
GLYCOCHOLIC ACID HYDRAT
Clycocholic acid
EINECS(EC#)
207-494-9
Molecular Formula
C26H43NO6
MDL Number
MFCD06408004
Molecular Weight
465.62
MOL File
475-31-0.mol

Chemical Properties

Melting point 
128°C
mp 
128°C
Boiling point 
568.76°C (rough estimate)
density 
1.1336 (rough estimate)
refractive index 
1.6000 (estimate)
storage temp. 
Refrigerator
solubility 
methanol: 0.1 g/mL, clear, colorless

pka
4.4(at 25℃)
Water Solubility 
329.9mg/L(20 ºC)
Merck 
13,4507
CAS DataBase Reference
475-31-0(CAS DataBase Reference)
NIST Chemistry Reference
Glycocholic acid(475-31-0)

Safety Data

Hazard Codes 
N
Risk Statements 
R51/53:Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment .
Safety Statements 
S61:Avoid release to the environment. Refer to special instructions safety data sheet .
RIDADR 
UN 3077 9/PG 3

WGK Germany 
3

Raw materials And Preparation Products

Raw materials
Cholic acid
Preparation Products
Dehydrocholic acid

Hazard Information

Description
N-Cholylglycine. Bile salt, conjugate of cholate and glycine, usually as the sodium salt. It acts as a detergent to solubilize fats for absorption and is itself absorbed. It is used as a cholagogue and choleretic.
Chemical Properties
Off-White Solid
Uses
Labelled Glycocholic Acid. The product of conjugation of cholic acid with glycine; chief ingredient of the bile of herbivorous animals. In the weakly alkaline bile fluid glycocholic acid exists as the sodium salt.
Definition
ChEBI: A bile acid glycine conjugate having cholic acid as the bile acid component.
Purification Methods
Glycocholic acid crystallises from hot water as the sesquihydrate. Dry it at 110o in vacuo. An analytical sample is prepared by suspending the acid (4g) in H2O (400mL) at ~20o, heating to boiling with slow stirring, filtering hot and allowing to cool to ~20o. The acid is filtered off, washed with H2O, dried in air, recrystallised from 5% aqueous EtOH, washed well and dried over P2O5 in a moderate vacuum to constant weight. Recrystallisation from EtOH/EtOAc, and drying, gave the anhydrous acid. [Cortese & Bauman J Am Chem Soc 57 1393 1935, Bergstrom & Norman Acta Chem Scand 7 1126 1953, Beilstein 10 IV 2077.]

Spectrum Detail

Well-known Reagent Company Product Information

Sigma Aldrich
475-31-0(sigmaaldrich)
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