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Cholic Acid High quality 81-25-4 manufacturer
Cholic acid is a kind of sterols, is four major human one of the most abundant content of bile acid, derived from it and gca taurocholic acid is the main human bile acid. Liver secretion to bile in the bile salt (sodium salt of bile acid) is a powerful emulsifier.
After bile flow through the upper small intestine, bile salt emulsifying fat, help the digestion and absorption. In the emulsifying fat globules fatty acid glyceride and absorbed by the lower part of the small intestine, bile salt is absorbed by weight. They returned to the liver and be reused, so total bile salt circulation between liver and small intestine.
Cholic acid is synthesized from liver, bile into the duodenum, as one part of the digestive juice, can promote digestion and absorption of lipid.
Certification of Analysis
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TEST
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SPECIFICATION
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RESULT
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Appearance
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White to off-white crystals
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White crystals
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Identification
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1-HNMR: Consistent with the standard
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Conforms
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IR: The IR absorption spectrum of the sample must be concordant with test Standard.
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Conforms
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HPLC: The HPLC spectrum of the sample must be concordant with the standard substance.
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Conforms
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Residue on ignition
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NMT 0.2%
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0.02%
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Water
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NMT 2.0%
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0.06%
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Heavy Metals
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NMT 20ppm
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5ppm
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Related Substance
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Impurity A: NMT 0.2%
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0.07%
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Impurity B: NMT 0.15%
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0.03%
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Impurity C: NMT 0.15%
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0.07%
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Any other impurity: NMT 0.10%
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N.D.
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Total impurities: NMT 1.0%
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0.17%
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Residual Solvents
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Methanol: NMT 0.3%
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N.D.
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Ethanol: NMT 0.5%
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N.D.
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Ethyl acetate: NMT 0.5%
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N.D.
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Assay(By HPLC)
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98.0%~102%
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99.84%
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Storage
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Store in a tightly closed container in a cool and dry place, below 20℃.
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Conclusion
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Confirm to enterprise standard
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Function&Application
Application
(1) It can emulsify fat and improve its function of digestion as a kind of organic acid.
(2) It can be applied in emulgator.
(3) It can be applied in the research of biochemistry as a kind of medical intermediate.
(4) It can be applied in non ion-modified detergent to extract membrane protein.
(5) It is mainly used as medicine raw materials.
(6) The cholesterol is still the raw material of cosmetics, and a good surfactant of medicine products. It can also be used for additive of animal feed.
Function
(1) It can treat cholecystitis, the lack of bile, intestinal indigestion and gallstones etc.
(2) It can prevent and treat liver diseases.
(3) It is a kind of organic acid and can be used to produce vitamin D2 and D3.
NAME: Cholic Acid HPLC≥ 98.0% CHEMICAL NAME: 3α,7α,12α-Trihydroxy-5β-cholan-24-oic acid FORMULA :C24H40O5 MOLECULAR WEIGHT : 408.58 CAS …
Cholic acid Usage And Synthesis
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
Details
Cholic acid Basic information
Chemical properties Uses Identification test Analysis of the content Toxicity Production methods
Product Name: Cholic acid
Synonyms: Ursodeoxycholic Acid EP Impurity B;(4R)-4-((3R,5S,7R,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic acid;3,7,12-Trihydroxy-cholan-24-oic acid;Cholic acid from pure ox bile;Cholic acid from bovine and sheep;Chenodeoxycholic Acid Impurity 2;5beta-Cholan-24-oic acid, 3alpha,7alpha,12alpha-trihydroxy-;Cholan-24-oic acid, 3,7,12-trihydroxy-, (3alpha,5beta,7alpha,12alpha)-
CAS: 81-25-4
MF: C24H40O5
MW: 408.57
EINECS: 201-337-8
Product Categories: chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;Inhibitors;Intermediates & Fine Chemicals;Pharmaceuticals;Steroids
Mol File: 81-25-4.mol
Cholic acid Structure
Cholic acid Chemical 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)
Fp 9℃
storage temp. Store at RT.
solubility methanol: 0.1 g/mL, clear
pka 4.98(at 20℃)
Water Solubility 0.28 g/L (15 ºC)
Merck 14,2203
BRN 2822009
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)
NAME: Cholic Acid HPLC≥ 98.0% CHEMICAL NAME: 3α,7α,12α-Trihydroxy-5β-cholan-24-oic acid FORMULA :C24H40O5 MOLECULAR WEIGHT : 408.58 CAS NUMBER: 81-25-4
Description
Cholic acid, also known as 3α,7α,12α-trihydroxy-5β-cholan-24-oic acid is a primary bile acid that is insoluble in water (soluble in alcohol and acetic acid), it is a white crystalline substance. Salts of cholic acid are called cholates. Cholic acid, along with chenodeoxycholic acid, is one of the two major bile acids produced by the liver, where it is synthesized from cholesterol. These two major bile acids are roughly equal in concentration in humans. Derivatives are made from cholyl-CoA, which exchanges its CoA with either glycine, or taurine, yielding glycocholic and taurocholic acid, respectively.
Cholic acid downregulates cholesterol-7-α-hydroxylase (rate-limiting step in bile acid synthesis), and cholesterol does the opposite. This is why chenodeoxycholic acid, and not cholic acid, can be used to treat gallstones (because decreasing bile acid synthesis would supersaturate the stones even more).
Cholic acid and chenodeoxycholic acid are the most important human bile acids. Other species may synthesize different bile acids as their predominant primary bile acids.
Cholic acid, formulated as Cholbam capsules, is approved by the United States Food and Drug Administration as a treatment for children and adults with bile acid synthesis disorders due to single enzyme defects, and for peroxisomal disorders (such as Zellweger syndrome).
China (Mainland)
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