Chemical properties Uses Identification test Analysis of the content Toxicity Production methods
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Cholic acid

Chemical properties Uses Identification test Analysis of the content Toxicity Production methods
Product Name
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;Cholic acd;CHOLIC ACID
CBNumber
CB9263222
Molecular Formula
C24H40O5
Formula Weight
408.58
MOL File
81-25-4.mol
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Cholic acid Property

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
Water Solubility 
0.28 g/L (15 ºC)
Merck 
14,2203
BRN 
2822009
InChIKey
BHQCQFFYRZLCQQ-OELDTZBJSA-N
LogP
2.03-2.615 at 20℃
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)
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Safety

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 
Yes
HS Code 
29181990
Hazardous Substances Data
81-25-4(Hazardous Substances Data)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
C1129
Product name
Cholic acid
Purity
from bovine and/or ovine, ≥98%
Packaging
1kg
Price
$858
Updated
2024/03/01
Sigma-Aldrich
Product number
BP618
Product name
Cholic acid
Purity
British Pharmacopoeia (BP) Reference Standard
Packaging
100MG
Price
$211
Updated
2024/03/01
Sigma-Aldrich
Product number
1133503
Product name
Cholic acid
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
2g
Price
$385
Updated
2022/05/15
Alfa Aesar
Product number
A11257
Product name
Cholic acid, 98+%
Packaging
25g
Price
$40.9
Updated
2023/06/20
Alfa Aesar
Product number
A11257
Product name
Cholic acid, 98+%
Packaging
100g
Price
$112
Updated
2023/06/20
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Cholic acid Chemical Properties,Usage,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

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.]

Cholic acid Preparation Products And Raw materials

Raw materials

Preparation Products

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Cholic acid Suppliers

Beijing Taiya Jie Technology Development Co., Ltd.
Tel
021-33690831-8001 13552411790
Fax
021-33690831
Email
postmaster@tyjchem.cn
Country
China
ProdList
1541
Advantage
55
Shaanxi Pioneer Biotech Co., Ltd
Tel
029-86621125 18123784671
Email
sales@pioneerbiotech.com
Country
China
ProdList
500
Advantage
58
Elucigen bio
Tel
13501719342
Email
wayne.zheng@elucigenbio.com
Country
China
ProdList
4649
Advantage
58
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
021-61259108 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
ProdList
40228
Advantage
62
INTATRADE GmbH
Tel
+49 3493/605464
Fax
+49 3493/605470
Email
sales@intatrade.de
Country
Germany
ProdList
3572
Advantage
66
Alfa Aesar
Tel
400-6106006
Fax
021-67582001/03/05
Email
saleschina@alfa-asia.com
Country
China
ProdList
30123
Advantage
84
Beijing HwrkChemical Technology Co., Ltd
Tel
010-89508211 18501085097
Fax
010-89508210
Email
sales.bj@hwrkchemical.com
Country
China
ProdList
8415
Advantage
55
Energy Chemical
Tel
021-021-58432009 400-005-6266
Fax
021-58436166
Email
sales8178@energy-chemical.com
Country
China
ProdList
44689
Advantage
61
Capot Chemical Co., Ltd
Tel
+86 (0) 571 85 58 67 18
Fax
0086-571-85864795
Email
sales@capotchem.com
Country
China
ProdList
18207
Advantage
66
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View Lastest Price from Cholic acid manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
Cholic acid 81-25-4
Price
US $0.00/Kg/Bag
Min. Order
1KG
Purity
95%min
Supply Ability
3500kg/month
Release date
2021-06-05
HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
Product
Cholic acid 81-25-4
Price
US $980.00-750.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
5000
Release date
2024-08-15
Hebei Yanxi Chemical Co., Ltd.
Product
Cholic Acid 81-25-4
Price
US $0.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
20tons
Release date
2023-10-17

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