Cholic acid
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Cholic acid
structure -
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CAS No:
81-25-4
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Formula:
C24H40O5
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Chemical Name:
Cholic acid
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Synonyms:
Cholan-24-oic acid,3,7,12-trihydroxy-,(3α,5β,7α,12α)-;Cholic acid;5β-Cholanic acid,3α,7α,12α-trihydroxy-;(3α,5β,7α,12α)-3,7,12-Trihydroxycholan-24-oic acid;Cholalin;17β-[1-Methyl-3-carboxypropyl]etiocholane-3α,7α,12α-triol;3α,7α,12α-Trihydroxy-5β-cholanic acid;3α,7α,12α-Trihydroxy-5β-cholanoic acid;3α,7α,12α-Trihydroxycholanic acid;3α,7α,12α-Trihydroxy-β-cholanic acid;3α,7α,12α-Trihydroxy-5β-cholan-24-oic acid;Colalin;NSC-6135;5β-Cholic acid;5β-Cholanic acid-3α,7α,12α-triol;Cholalic acid;E 1000;Cholbam;Orphacol;Kolbam;116-68-7;10321-98-9;134353-30-3;728917-96-2;732303-80-9;882740-42-3;889875-66-5;904791-60-2;2222145-69-7;2599839-19-5
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CAS No:
Description
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
Characteristics
98
3.6
Solid
1.0310 (rough estimate)
198 °C
583.8°C at 760 mmHg
9℃
1.558
H2O: 0.28 g/L (15 ºC);methanol: 0.1 g/mL, clear
Store at RT.
9.66X10-15 mm Hg at 25 deg C (est)
36 º (c=0.6, 95% EtOH)
Bitter with sweetish aftertaste
4.98(at 20 °C)
Safety Information
UN1230 - class 3 - PG 2 - Methanol, solution
2
36/37/38
24/25-36-26
FZ9350000
Xi
Stable under recommended storage conditions.
P261, P264, P272, P280, P302+P352, P305+P351+P338, P312, P321, P322, P332+P313, P333+P313, P337+P313, P362, P363, P501
H312
Cholic acid Use and Manufacturing
Method 1: Preparation of crude bovine and cholic acid by ethanol crystallization method Take bovine or goat bile, add 100 g/L sodium hydroxide, heat and boil for 12-18 hours to obtain saponified liquid. After cooling, acid was added to adjust pH 1, cholic acid was precipitated, and the cholic acid was taken out, boiled, rinsed, dried at 75°C, and ground to obtain crude bovine cholic acid. Taurine and goat cholic acid [NaOH]→[100℃, 12-18h] saponification liquid[H2SO4]→[pH1, 75℃] Preparation of crude bovine and choline citric acid 1 times the amount of 95% ethanol, heated to reflux until the solid dissolved, and cooled. Take out the crystal and smash it, filter it, and wash with 95% ethanol until the filtrate is colorless. Add 4 times the amount of ethanol to the crystal, add 100-150g/L activated carbon, heat to reflux to dissolve the crystal, filter while hot, the filtrate is concentrated to 1/4 of the original volume, cool, crystallize, filter, add ethanol to wash the crystal, and dry to obtain The finished product of oxalic acid. Crude bovine and sheep cholic acid [ethanol, activated carbon] → refined liquid [below 90℃] → bovine and cholic acid finished products Method 2. Preparation of crude cholic acid by ethyl acetate separation method Take fresh pig bile and add it under stirring 3-3.5 times the amount of saturated lime water supernatant, after the addition is complete, continue to stir for 5-10min, heat to boiling for 2min, cool, filter, the filtrate is adjusted to pH 3.5 with hydrochloric acid, precipitate out, and stand for more than 12h to obtain crude bile acid . Take out, wash with water, add 1.5 times sodium hydroxide, add 9 times water, heat and boil for 12-18h, let cool, let stand overnight to get paste. Add water, add sulfuric acid to adjust pH 1, and precipitate cholic acid. Take it out, mash it, rinse until it is acid-free, and filter to get crude hole acid. $Swine bile [saturated lime water] → [100℃, pH11-12] alkaline filtrate [HCl] → [pH3.5] crude bile acid [water, NaOH] → paste [H2SO4] → [pH1] crude Preparation of Choleric Acid Choleric Acid Finished Choleric Acid, add 4 times the amount of ethyl acetate, add 150-200g/L activated carbon, heat and reflux for 0.5h, let cool, filter, add 1.5-2.5 times ethyl acetate to the filter cake The ester was treated once, and the two filtrates were combined. Add 200g/L anhydrous sodium sulfate, let stand overnight, concentrate to 1/3 of the original volume, release, cool the crystal, filter, wash the crystal with ethyl acetate, and dry to obtain the finished product of cholic acid. Crude cholic acid [ethyl acetate, activated carbon] → filtrate [anhydrous sodium sulfate] → filtrate [concentrate] → finished product of cholic acid.
asthma therapeutic
Computed Properties
Molecular Weight:408.6
XLogP3:3.6
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:4
Exact Mass:408.28757437
Monoisotopic Mass:408.28757437
Topological Polar Surface Area:98
Heavy Atom Count:29
Complexity:637
Defined Atom Stereocenter Count:11
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
Drug Function and Efficacy
It has antipyretic, brain tissue protective and liver damage resistance effects.
Registered Holders
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PHARMAZELL GMBH
Active
France
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QingHai XiaDu Pharmaceutical Co., Ltd.
Active
China
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NEW ZEALAND PHARMACEUTICALS LTD
Active
United States
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