Glycocholic acid

Product Name: 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
Formula Weight: 465.63
MOL File: 475-31-0.mol

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Glycocholic acid Property

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
pka: 4.4(at 25℃)
form: Solid
color: White to Off-White
Water Solubility: 329.9mg/L(20 ºC)
Merck: 13,4507
Stability:: Hygroscopic
InChI: InChI=1/C26H43NO6/c1-14(4-7-22(31)27-13-23(32)33)17-5-6-18-24-19(12-21(30)26(17,18)3)25(2)9-8-16(28)10-15(25)11-20(24)29/h14-21,24,28-30H,4-13H2,1-3H3,(H,27,31)(H,32,33)/t14-,15+,16-,17-,18+,19+,20-,21+,24+,25+,26-/s3
InChIKey: RFDAIACWWDREDC-NSPZZGDONA-N
SMILES: O[C@@H]1C[C@]2([H])C[C@H](O)CC[C@]2(C)[C@@]2([H])C[C@H](O)[C@@]3([C@@]([H])([C@H](C)CCC(=O)NCC(=O)O)CC[C@@]3([H])[C@]12[H])C |&1:1,3,6,10,12,15,17,18,20,33,35,r|
LogP: 1.650
CAS DataBase Reference: 475-31-0(CAS DataBase Reference)
NIST Chemistry Reference: Glycocholic acid(475-31-0)

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Safety

Hazard Codes: N
Risk Statements: 51/53
Safety Statements: 61
RIDADR: UN 3077 9/PG 3
WGK Germany: 3

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word: Warning
Precautionary statements: P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

Cayman Chemical

Product number: 20276
Product name: Glycocholic Acid
Purity: ≥95%
Packaging: 1g
Price: $48
Updated: 2024/03/01

Cayman Chemical

Product number: 20276
Product name: Glycocholic Acid
Purity: ≥95%
Packaging: 5g
Price: $152
Updated: 2024/03/01

Cayman Chemical

Product number: 20276
Product name: Glycocholic Acid
Purity: ≥95%
Packaging: 10g
Price: $278
Updated: 2024/03/01

Usbiological

Product number: 278290
Product name: Glycocholic acid
Packaging: 1g
Price: $336
Updated: 2021/12/16

TRC

Product number: G641370
Product name: GlycocholicAcid
Packaging: 5g
Price: $185
Updated: 2021/12/16

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Glycocholic acid Chemical Properties,Usage,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.]

Glycocholic acid Preparation Products And Raw materials

Raw materials

Cholic acid

Preparation Products

Dehydrocholic acid

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Glycocholic acid Suppliers

Canada 1 China 291 France 1 Germany 3 India 6 Italy 1 Switzerland 2 United Kingdom 6 United States 35 Global 346

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View Lastest Price from Glycocholic acid manufacturers

HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD

Product: Glycocholic acid 475-31-0
Price: US $990.00-800.00/ton
Min. Order: 1ton
Purity: 99%
Supply Ability: 5000
Release date: 2024-08-19

HANGZHOU HAILAN CHEMICAL CO.,LTD.

Product: Glycocholic acid 475-31-0
Price: US $9.90-9.90/kg
Min. Order: 0.10000000kg
Purity: 99%min
Supply Ability: 1ton
Release date: 2024-11-26

WUHAN FORTUNA CHEMICAL CO., LTD

Product: Glycocholic acid 475-31-0
Price: US $0.00/G
Min. Order: 100G
Purity: 98%min
Supply Ability: 30kg/month
Release date: 2023-02-09

475-31-0, Glycocholic acidRelated Search:

Polyamide Diethylstilbestrol Stearic acid Folic acid Fomesafen Ethyl 2-(Chlorosulfonyl)acetate Rink Amide Linker N-Carbobenzyloxyglycine Ursodeoxycholic acid 4-Hydroxy-D-(-)-2-phenylglycine Glycine Betaine Chenodeoxycholic acid Citric acid Ascoric Acid GLYCOCHOLIC ACID-13C1 (GLYCYL-1-13C),GLYCOCHOLIC ACID-(GLYCINE-1-13C) MONO-HY DRATE, 99 ATOM % 13C SODIUM GLYCOCHOLATE HYDRATE, 98 5Β-CHOLANIC ACID

GLYCOCHOLIC ACID

GLYCOCHOLIC ACID HYDRATE

GLYCOCHOLIC

cholylglycine

CHOLYLGLYCINE HYDRATE

[(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

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-Cholylglycine

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

GLYCITIN

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-((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

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

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

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

C26H43NO6

C24H39O4NHCH2COOH

C26H45NO7

C26H43NO6xH2O

C26H43N06