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Cholic acid

CAS No.
81-25-4
Chemical Name:
Cholic acid
Synonyms
CA;CHOLATE;cholan-24-oic acid;3A,7A,12A-TRIHYDROXY-5B-CHOLAN-24-OIC ACID;3α,7α,12α-Trihydroxy-5β-cholan-24-oic acid;(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)pentanoic acid;CHOLALIN;Cholicaci;bile acid;Cholic acd
CBNumber:
CB9263222
Molecular Formula:
C24H40O5
Molecular Weight:
408.57
MDL Number:
MFCD00003672
MOL File:
81-25-4.mol
MSDS File:
SDS
Last updated:2026-02-03 17:51:38
Product description Number Pack Size Price
Cholic acid European Pharmacopoeia (EP) Reference Standard C2158000 60 mg $236
Cholic acid from bovine and/or ovine, ≥98% C1129 1kg $912
Cholic acid British Pharmacopoeia (BP) Reference Standard BP618 100MG $226
Cholic acid United States Pharmacopeia (USP) Reference Standard 1133503 200mg $393
Cholic acid United States Pharmacopeia (USP) Reference Standard 1133503 2g $385
More product size

Cholic acid Properties

Melting point 200-201 °C (lit.)
alpha 36 º (c=0.6, 95% EtOH)
Boiling point 449.08°C (rough estimate)
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
pka 4.98(at 20℃)
form Solid
color White to Brown
biological source bovine bile
optical activity Consistent with structure
Water Solubility 0.28 g/L (15 ºC)
Merck 14,2203
BRN 2822009
InChIKey BHQCQFFYRZLCQQ-OELDTZBJSA-N
SMILES [H][C@@]12C[C@H](O)CC[C@]1(C)[C@@]3([H])C[C@H](O)[C@]4(C)[C@]([H])(CC[C@@]4([H])[C@]3([H])[C@H](O)C2)[C@H](C)CCC(O)=O
LogP 2.03-2.615 at 20℃
CAS DataBase Reference 81-25-4(CAS DataBase Reference)
Substances Added to Food (formerly EAFUS) CHOLIC ACID
SCOGS (Select Committee on GRAS Substances) Cholic acid
EWG's Food Scores 1
FDA UNII G1JO7801AE
NIST Chemistry Reference Cholic acid(81-25-4)
ATC code A05AA03
EPA Substance Registry System Cholan-24-oic acid, 3,7,12-trihydroxy-, (3.alpha.,5.beta.,7.alpha.,12.alpha.)- (81-25-4)
UNSPSC Code 41116107
NACRES NA.25

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319
Precautionary statements  P305+P351+P338
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  24/25-36-26
RIDADR  UN1230 - class 3 - PG 2 - Methanol, solution
WGK Germany  2
RTECS  FZ9350000
TSCA  TSCA listed
HS Code  29181990
Storage Class 11 - Combustible Solids
Hazardous Substances Data 81-25-4(Hazardous Substances Data)
NFPA 704
1
2 0

Cholic acid price More Price(48)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich C2158000 Cholic acid European Pharmacopoeia (EP) Reference Standard 81-25-4 60 mg $236 2025-07-31 Buy
Sigma-Aldrich C1129 Cholic acid from bovine and/or ovine, ≥98% 81-25-4 1kg $912 2025-07-31 Buy
Sigma-Aldrich BP618 Cholic acid British Pharmacopoeia (BP) Reference Standard 81-25-4 100MG $226 2025-07-31 Buy
Sigma-Aldrich 1133503 Cholic acid United States Pharmacopeia (USP) Reference Standard 81-25-4 200mg $393 2025-07-31 Buy
Sigma-Aldrich 1133503 Cholic acid United States Pharmacopeia (USP) Reference Standard 81-25-4 2g $385 2022-05-15 Buy
Product number Packaging Price Buy
C2158000 60 mg $236 Buy
C1129 1kg $912 Buy
BP618 100MG $226 Buy
1133503 200mg $393 Buy
1133503 2g $385 Buy

Cholic acid Chemical Properties,Uses,Production

Chemical properties

This agent exist in the bile cattle, sheep, pig. It is a colorless sheet or white crystalline powder. Some have a bitter to sweet taste. Its melting point is 198℃, specific rotation is (c = 0.6, ethanol) +37°. 1g cholic acid dissolved in about 300ml ethanol or acetone, 7ml glacial acetic acid. A small amount of cholic acid is soluble in water. The monohydrate was a white flake crystal. In 1927, H.Wieland (Germany) research accomplished bile acid composition, and won the Nobel Prize in chemistry.

Uses

(1) Emulsifiers.
(2) Used for biochemical research, as pharmaceutical intermediates. Sodium cholate is a cholagogue, for the treatment of cholecystitis, bile deficiency, intestinal indigestion embolism.
(3) As organic acids with steroid structure, cholic acid can emulsify fat, promote its digestion.
(4) Non-denaturing ionic detergents for the extraction of membrane proteins.

Identification test

Solubility: hardly insoluble in water; soluble in ethanol. According to OT-42 method.
The melting range : 197~202 ℃. As determined by conventional methods.
Add 50% acetic acid solution to prepare 0.02% of the sample solution; take 1ml, 1% furfural solution, 6ml of water and concentrated sulfuric acid 5ml. This mixture should be converted into rosiness in 5min and then turn purple.
Take about 10mg sample, add 2 drops of benzaldehyde and 3: 1 sulfuric acid 3 drops, heating at 50 ℃ for 5min. Plus glacial acetic acid about 10ml, then it should be brown.

Analysis of the content

Weigh about 400mg of the sample accurately; dried at 140 ℃ for 4h; put it into a 250ml flask; add 20ml of water and 40ml of ethanol; cover the surface dish, and gently heat to dissolve and cool in the steam bath. Add 5 drops of phenolphthalein test solution (TS-167), titrate with 0.1mol/L sodium hydroxide solution to pink and keep 15s, and make the necessary correction with the same time blank test. Each 1ml of 0.1 mol/L sodium hydroxide corresponds to 40.86 mg of cholic acid (C24 H40O5).

Toxicity

ADI O~1.25mg/kg(FAO/WH0,2001)。
ADI O~1.25 mg/kg (FAO/WH0, 2001)。

Production methods

(1) Extracting from livestock (pigs, cattle, sheep, rabbits) the bile.
1.Ethanol crystallization method
Preparation of crude cholic acid of cattle, sheep: take bovine or sheep bile; add 100 g/L sodium hydroxide; heat to boil for 12-18h to get saponification solution. Cooling. Adding acid to pH 1, precipitating cholic acid, removing bile acid, undergoing boiling and rinsing, drying at 75℃, milling can obtain bovine cholic acid.
sodium cholate[NaOH] → [100 ℃, 12-18h] saponified solution[H2SO4] → [pH1, 75 ℃] crude cholic acid of cattle, sheep.
Preparation of sodium cholate: add 0.5-1 times of crude cholic acid to 95% ethanol, and dissolve the solids by heating reflux method; cool. Broke the crystallization; filter; add 95% washing ethanol to make the filtrate colorless. Crystallize by adding 4 times the amount of ethanol; add 100-150g/L of activated carbon; dissolve the solids by heating reflux method; filter the liquid when it is hot. The filtrate concentrated to the original volume of 1/4. Through cooling, crystallization, filtration, adding ethanol to wash the crystallization can obtain the sodium cholate products.
Crude cholic acid cattle, sheep [ethanol, activated carbon] → refined liquid [90 ℃ below] → sodium cholate products
2.  Ethyl acetate separation method
Preparation of crude hyocholic acid: Add 3-3.5 times of saturated lime supernatant into fresh pig bile under stirring, then continue to stir it for 5-10min. heating to boiling for 2min, cooling, through filtration, adding hydrochloric acid to PH3.5 to get precipitation, standing for more than 12h can obtain crude acid. Removing, washing, adding 1.5 times the sodium hydroxide, plus 9 times the water, heating and boiling 12-18h, cooling, standing overnight obtain paste. Add water and sulfuric acid to pH 1 to precipitate pig cholic acid. Removing, crushing, rinsing to no acidity, through filtration gains crude pig cholic acid.
[pig bile] [saturated limewater] →[100℃, pH 11-12] Basic filtrate [HCl] → [pH3.5] Crude cholic acid [water, NaOH] → paste [H2SO4] → [pH1] crude pig cholic acid
Preparation of pig cholic acid products: add 4 times the amount of ethyl acetate to the crude pig cholic acid. Add 150-200g/L activated carbon; heat and flux for 0.5h; cool; filter; add 1.5-2.5 times ethyl acetate to filter cake; combine the filtrates twice. Adding 200g/L anhydrous sodium sulfate, standing overnight, concentrated to the original volume of 1/3, releasing, cooling crystallization, through filtration, washing with ethyl acetate crystallization, drying can obtain pig cholic acid products.
Crude pig cholic acid [ethyl acetate, activated carbon] → filtrate [anhydrous sodium sulfate] → filtrate [concentration] → pig cholic acid products.

Chemical Properties

white to light beige crystalline powder

Uses

Choleretic produced by, and isolated from liver cells.

Uses

asthma therapeutic

Uses

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.

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

Biological Activity

Bile Acid

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.]

911-40-0
81-25-4
2955-27-3
Synthesis of Cholic acid from 7-KETODEOXYCHOLIC ACID
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View Lastest Price from Cholic acid manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Cholic acid pictures 2026-02-11 Cholic acid
81-25-4
US $980.00-750.00 / kg 1kg 99% 5000 HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
Cholic acid pictures 2026-02-11 Cholic acid
81-25-4
US $0.00 / Kg/Bag 1KG 95%min 3500kg/month WUHAN FORTUNA CHEMICAL CO., LTD
Cholic acid pictures 2026-02-07 Cholic acid
81-25-4
US $2.00 / kg 1kg 99.99 10000 Anhuyan (Hainan) Biotechnology Co., LTD
  • Cholic acid pictures
  • Cholic acid
    81-25-4
  • US $980.00-750.00 / kg
  • 99%
  • HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
  • Cholic acid pictures
  • Cholic acid
    81-25-4
  • US $0.00 / Kg/Bag
  • 95%min
  • WUHAN FORTUNA CHEMICAL CO., LTD
  • Cholic acid pictures
  • Cholic acid
    81-25-4
  • US $2.00 / kg
  • 99.99
  • Anhuyan (Hainan) Biotechnology Co., LTD
3,7,12-Trihydroxy-cholan-24-oic acid 5beta-Cholan-24-oic acid, 3alpha,7alpha,12alpha-trihydroxy- Cholan-24-oic acid, 3,7,12-trihydroxy-, (3alpha,5beta,7alpha,12alpha)- 3,7,12-TRIHYDROXYCHOLANIC ACID 3A,7A,12A-TRIHYDROXY-5B-CHOLAN-24-OIC ACID 3ALPHA, 7ALPHA, 12ALPHA-TRIHYDROXY-5BETA-CHOLANIC ACID 3ALPHA,7ALPHA,12ALPHA-TRIHYDROXY-5BETA-CHOLAN-24-IC ACID 3ALPHA,7ALPHA,12ALPHA-TRIHYDROXY-5BETA-CHOLAN-24-OIC ACID 7-ALPHA,8-ALPHA,12-ALPHA-TRIHYDROXY-5-BETA-CHOLAN-24-OIC ACID 5-BETA-CHOLANIC ACID-3-ALPHA, 7-ALPHA, 12-ALPHA-TRIOL CHOLALIC ACID CHOLALIN cholan-24-oic acid CHOLAN-24-OIC ACID, 3,7,12-TRIHYDROXY-, (3,5,7,12)- CHOLIC ACID CA 12α-Trihydroxy-5β-cholan-24-oic acid. 3α,7α,12α-Trihydroxy-5α-cholanic acid, Cholic acd Cyclosphorine CHOLIC ACID FREE ACID Cholic Acid, High Purity CHOLIC ACID:CHOLAN-24-OICACID, 3,7,12-TRIHYDROXY-, (3,5,7,12)-, CholicAcidForBiochemistry Cholic acid, 98+% Bronchokod-13C3 S-(CarboxyMethyl)-L-cysteine-13C3 3α,7α,12α-Trihydroxy-5β-cholan-24-oic acid (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)pentanoic acid Cholic Acid (CA) Cholic acid SynonyMs 3alpha,7alpha,12alpha-Trihydroxy-5beta-cholanic acid Cholic acid Vetec(TM) reagent grade, 98% (4R)-4-[(8R,9S,10S,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]pentanoic acid (4R)-4-[(8R,9S,10S,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]valeric acid cholic acid powder Ursodeoxycholic Acid EP Impurity B(Cholic Acid) Cholan-24-oicacid, 3,7,12-trihydroxy Ursodeoxycholic Acid Impurity 2(Ursodeoxycholic Acid EP Impurity B) CHOLICACID(FROMOX,BOVINE) CHOLICACID(FROMPORCINE,PIG) (4R)-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]pentanoic acid CHOLIC ACID(P) Isoursocholic acid 17b-[1-Methyl-3-carboxypropyl]etiocholane-3a,7a,12a-triol 5b-Cholanic acid-3a,7a,12a-triol 5b-Cholic acid Cholan-24-oic acid, 3,7,12-trihydroxy-, (3a,5b,7a,12a)- CHOLATE trihydroxycholanic acid 3α,7α,12α-Trihydroxy-5β-cholanic acid, Cholanic acid Cholicacid,Cholan-24-oic acid 17β-(1-methyl-3-carboxy-propyl)etiocholane-3α,7α,12α-triol Cholic acid,97% Cholic acid,3α,7α,12α-Trihydroxy-5β-cholanic acid, Cholanic acid Cholic Acid (AS) (3α,5β,7α12α)-3,7,12-Trihydroxy-cholan-24-oic Acid (2R)-2-AMino-3-[(carboxyMethyl)thio]propionic Acid-13C3 (L)-2-AMino-3-(carboxyMethylthio)propionic Acid-13C3