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Glycocholic acid

CAS No.
475-31-0
Chemical Name:
Glycocholic acid
Synonyms
GLYCITIN;cholylglycine;GLYCOCHOLIC ACID HYDRATE;N-Cholylglycine;[(3,7,12-Trihydroxy-24-oxocholan-24-yl)amino]acetic acid;GLYCOCHOLIC;N-cholyglycine;glycocholicaci;Cholylglycinate;lycocholic acid
CBNumber:
CB8378590
Molecular Formula:
C26H43NO6
Molecular Weight:
465.63
MDL Number:
MFCD00065902
MOL File:
475-31-0.mol
Last updated:2024-11-26 17:46:08

Glycocholic acid Properties

Melting point 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
form Solid
pka 4.4(at 25℃)
color White to Off-White
Water Solubility 329.9mg/L(20 ºC)
Merck 13,4507
Stability Hygroscopic
InChIKey RFDAIACWWDREDC-NSPZZGDONA-N
LogP 1.650
Substances Added to Food (formerly EAFUS) GLYCOCHOLIC ACID
SCOGS (Select Committee on GRAS Substances) Glycocholic acid
CAS DataBase Reference 475-31-0(CAS DataBase Reference)
FDA UNII G59NX3I3RT
NIST Chemistry Reference Glycocholic acid(475-31-0)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302+H312+H332
Precautionary statements  P280
Hazard Codes  N
Risk Statements  51/53
Safety Statements  61
RIDADR  UN 3077 9/PG 3
WGK Germany  3
NFPA 704
3
2 0

Glycocholic acid price More Price(33)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Cayman Chemical 20276 Glycocholic Acid ≥95% 475-31-0 1g $48 2024-03-01 Buy
Cayman Chemical 20276 Glycocholic Acid ≥95% 475-31-0 5g $152 2024-03-01 Buy
Cayman Chemical 20276 Glycocholic Acid ≥95% 475-31-0 10g $278 2024-03-01 Buy
Usbiological 278290 Glycocholic acid 475-31-0 1g $336 2021-12-16 Buy
TRC G641370 GlycocholicAcid 475-31-0 5g $185 2021-12-16 Buy
Product number Packaging Price Buy
20276 1g $48 Buy
20276 5g $152 Buy
20276 10g $278 Buy
278290 1g $336 Buy
G641370 5g $185 Buy

Glycocholic acid Chemical Properties,Uses,Production

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.

Description

Glycocholic acid is a glycine-conjugated form of the primary bile acid cholic acid and has roles in the emulsification of fats. It reduces expression of the gene encoding the farnesoid X receptor (FXR) and increases expression of the genes encoding the bile acid receptors TGR5 and S1PR2 in SNU-245 cells when used at a concentration of 1.6 μmol/ml. Glycocholic acid (250 μM) increases the intracellular accumulation and cytotoxicity of epirubicin in Caco-2 cells, as well as decreases expression of the genes encoding multidrug resistance protein 1 (MDR1), MDR-associated protein 1 (MRP1), and MRP2 when used alone or in combination with epirubicin. It increases absorption of epirubicin into everted sacs of rat ileum and jejunum when used at a concentration of 250 μM. The bile acid composition ratio of glycocholic acid is elevated in bile of patients with cholangiocarcinoma compared with patients with pancreatic cancer or benign biliary diseases. Serum levels of glycocholic acid are elevated in patients with hepatocellular carcinoma compared with healthy individuals.

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.]

517904-33-5
475-31-0
Synthesis of Glycocholic acid from glycocholic acid ethyl ester

Glycocholic acid Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 346)Suppliers
Supplier Tel Email Country ProdList Advantage
CONIER CHEM AND PHARMA LIMITED
+8618523575427 sales@conier.com China 49374 58
Shaanxi Dideu Medichem Co. Ltd
18192627656 1012@dideu.com China 3003 58
Hebei Yanxi Chemical Co., Ltd.
+8617531190177 peter@yan-xi.com China 5857 58
Wuhan Fortuna Chemical Co., Ltd
+86-027-59207850 info@fortunachem.com China 5975 58
Zibo Hangyu Biotechnology Development Co., Ltd
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Henan Fengda Chemical Co., Ltd
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airuikechemical co., ltd.
+undefined86-15315557071 sales02@sdzhonghuimaterial.com China 983 58
Fuzhou Lista Biotechnology Co.,Ltd
sallychris2021@gmail.com China 75 58
HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
+8615350851019 admin@86-ss.com China 1001 58
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21634 55

View Lastest Price from Glycocholic acid manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Glycocholic acid pictures 2024-12-23 Glycocholic acid
475-31-0
US $990.00-800.00 / ton 1ton 99% 5000 HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
Glycocholic acid pictures 2024-12-17 Glycocholic acid
475-31-0
US $9.90-9.90 / kg 0.10000000kg 99%min 1ton HANGZHOU HAILAN CHEMICAL CO.,LTD.
Glycocholic acid pictures 2024-12-13 Glycocholic acid
475-31-0
US $0.00 / G 100G 98%min 30kg/month WUHAN FORTUNA CHEMICAL CO., LTD
  • Glycocholic acid pictures
  • Glycocholic acid
    475-31-0
  • US $990.00-800.00 / ton
  • 99%
  • HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
  • Glycocholic acid pictures
  • Glycocholic acid
    475-31-0
  • US $9.90-9.90 / kg
  • 99%min
  • HANGZHOU HAILAN CHEMICAL CO.,LTD.
GLYCOCHOLIC ACID GLYCOCHOLIC CHOLYLGLYCINE HYDRATE 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 5-BETA-CHOLANIC ACID-3-ALPHA, 7-ALPHA, 12-ALPHA-TRIOL N-(CARBOXYMETHYL)-AMIDE 5BETA-CHOLANIC ACID-3ALPHA,7ALPHA,12ALPHA-TRIOL 24-N-(CARBOXYMETHYL)-AMIDE 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 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 glycocholic acid free acid GLYCOCHOLIC ACID HYDRAT Clycocholic acid Taurocholic aicd sodium salt Cholylglycine, 3α,7α,12α-Trihydroxy-5β-cholan-24-oic acid N-(carboxymethyl)amide, N-(3α,7α,12α-Trihydroxy-24-oxocholan-24-yl)-glycine 3α,7α,12α-trihydroxy-5β-cholan-24-oic acid n-(carboxymethyl)amide 2-[4-(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)pentanoylamino]acetic acid N-cholyglycine 3,7,12-Trihydroxy-5-cholan-24-oic acid 24-glycinamide 2-[(3α,7α,12α-Trihydroxy-24-oxo-5β-cholane-24-yl)amino]acetic acid Cholylglycinate N-(3α,7α,12α-Trihydroxy-24-oxo-5β-cholan-24-yl)glycine N-Carboxymethyl-3α,7α,12α-trihydroxy-5β-cholane-24-amide N-(3α,7α,12α-Trihydroxy-24-oxocholan-24-yl)-glycine Glycocholic acid hydrate,3α,7α,12α-Trihydroxy-5β-cholan-24-oic acid N-(carboxymethyl)amide, Cholylglycine, N-(3α,7α,12α-Trihydroxy-24-oxocholan-24-yl)-glycine N-[(3α,5β,7α,12α)-3,7,12-Τrihydroxy-24-oxocholan-24-yl]glycine Hydrate N-Choloylglycine N-[(3α,5β,7α,12α)-3,7,12-Τrihydroxy-24-oxocholan-24-yl]glycine-d5 Glycocholic-d4 Acid 2-((R)-4-((3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-Trihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanamido)acetic acid 2-((R)-4-((3R,5S,7R,8R,9S,10S,12S,13R,14S,17R) 2-[[(4R)-1-oxo-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,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]pentyl]amino]acetate Ursodeoxycholic Impurity 11 Glycine, N-[(3α,5β,7α,12α)-3,7,12-trihydroxy-24-oxocholan-24-yl]- lycocholic acid Glycocholic acid USP/EP/BP ((R)-4-((3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoyl)glycine GLYCOCHOLIC ACID HYDRATE cholylglycine [(3,7,12-Trihydroxy-24-oxocholan-24-yl)amino]acetic acid N-Cholylglycine GLYCITIN glycocholicaci Glycine, N-[(3a,5b,7a,12a)-3,7,12-trihydroxy-24-oxocholan-24-yl]- Glycocholic Acid MaxSpec Standard Urosodeoxycholic Acid Impurity 11 5β-CHOLANIC ACID-3α, 7α, 12α-TRIOL N-(CARBOXYMETHYL)-AMIDE Glyceric acid (medicinal excipients) Glycocholate|||cholylglycine 475-31-0 C26H45NO7 C26H43NO6xH2O C26H43N06 C26H43NO6 C24H39O4NHCH2COOH