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Cholic acid

Chemical properties Uses Identification test Analysis of the content Toxicity Production methods
Cholic acid
Cholic acid structure
CAS No.
81-25-4
Chemical Name:
Cholic acid
Synonyms
CA;CHOLATE;CHOLALIN;Cholic acd;CHOLIC ACID;Cholic CHOLALIC ACID;Cyclosphorine;AHR 3053-13C3;CHOLIC ACID(P)
CBNumber:
CB9263222
Molecular Formula:
C24H40O5
Formula Weight:
408.57
MOL File:
81-25-4.mol

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. 
Store at RT.
solubility 
methanol: 0.1 g/mL, clear
pka
4.98(at 20℃)
form 
neat
Water Solubility 
0.28 g/L (15 ºC)
Merck 
14,2203
BRN 
2822009
InChIKey
BHQCQFFYRZLCQQ-OELDTZBJSA-N
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)
SAFETY
  • Risk and Safety Statements
  • Hazard and Precautionary Statements (GHS)
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)
Symbol(GHS):
Signal word: Danger
Hazard statements:
Code Hazard statements Hazard class Category Signal word Pictogram P-Codes
H315 Causes skin irritation Skin corrosion/irritation Category 2 Warning P264, P280, P302+P352, P321,P332+P313, P362
H319 Causes serious eye irritation Serious eye damage/eye irritation Category 2A Warning P264, P280, P305+P351+P338,P337+P313P
H370 Causes damage to organs Specific target organ toxicity, single exposure Category 1 Danger P260, P264, P270, P307+P311, P321,P405, P501
Precautionary statements:
P261 Avoid breathing dust/fume/gas/mist/vapours/spray.
P280 Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P403+P233 Store in a well-ventilated place. Keep container tightly closed.

Cholic acid price More Price(14)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 1133503 Cholic acid United States Pharmacopeia (USP) Reference Standard 81-25-4 2g $341 2018-11-13 Buy
Sigma-Aldrich C1129 Cholic acid from bovine and/or ovine, ≥98% 81-25-4 1kg $613 2018-11-13 Buy
Alfa Aesar A11257 Cholic acid, 98+% 81-25-4 25g $31.6 2018-11-13 Buy
Alfa Aesar A11257 Cholic acid, 98+% 81-25-4 100g $91.8 2018-11-13 Buy
Cayman Chemical 20250 Cholic Acid ≥95% 81-25-4 50g $35 2018-11-19 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.

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


Cholic acid Suppliers

Global( 293)Suppliers
Supplier Tel Fax Email Country ProdList Advantage
Frapp's ChemicalNFTZ Co., Ltd.
+86 (576) 8169-6106
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Capot Chemical Co.,Ltd.
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Henan DaKen Chemical CO.,LTD.
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Henan Tianfu Chemical Co.,Ltd.
0371-55170693
0371-55170693 info@tianfuchem.com CHINA 20680 55
Mainchem Co., Ltd.
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Xiamen AmoyChem Co., Ltd
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Shanghai Zheyan Biotech Co., Ltd.
18017610038
zheyansh@163.com CHINA 3623 58
career henan chemical co
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Jinan Chenghui-Shuangda Chemical Co.,Ltd
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View Lastest Price from Cholic acid manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2018-12-24 Cholic acid
81-25-4
US $2.00 / kg 1kg 99% 100kg career henan chemical co

Cholic acid Spectrum


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