Hyodeoxycholic acid
Hyodeoxycholic acid
CAS: 83-49-8
Molecular Formula: C24H40O4
Hyodeoxycholic acid - Names and Identifiers
| Name | Hyodeoxycholic acid |
| Synonyms | Hyodeoxycholic Hyodeoxycholic acid 7-deoxyhyocholicacid Pig Hyodeoxycholic acid alpha-hyodeoxycholicacid HYODEOXYCHOLIC ACID FREE ACID 3,6-dihydroxycholan-24-oic acid 3α,6α-Dihydroxy-5β-cholanoic acid 3à,6à-dihydroxy-5á-cholan-24-oic acid 3a,6a-Dihydroxy-5b-Cholan-24-Oic Acid (3alpha,6alpha)-3,6-dihydroxycholan-24-oic acid 3alpha,6alpha-Dihydroxy-5beta-cholan-24-oic acid (3alpha,5beta,6alpha)-3,6-dihydroxycholan-24-oate (3alpha,5beta,6alpha)-3,6-dihydroxycholan-24-oic acid (3alpha,5beta,6alpha,8xi,9xi,14xi)-3,6-dihydroxycholan-24-oic acid 4-[(3R,5R,6S,10R,13R,17R)-3,6-dihydroxy-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 |
| CAS | 83-49-8 |
| EINECS | 201-483-2 |
| InChI | InChI=1/C24H40O4/c1-14(4-7-22(27)28)17-5-6-18-16-13-21(26)20-12-15(25)8-10-24(20,3)19(16)9-11-23(17,18)2/h14-21,25-26H,4-13H2,1-3H3,(H,27,28)/p-1/t14-,15-,16+,17-,18+,19+,20+,21+,23-,24-/m1/s1 |
| InChIKey | DGABKXLVXPYZII-SIBKNCMHSA-N |
Hyodeoxycholic acid - Physico-chemical Properties
| Molecular Formula | C24H40O4 |
| Molar Mass | 392.58 |
| Density | 0.9985 (rough estimate) |
| Melting Point | 200-201 °C (lit.) |
| Boling Point | 437.26°C (rough estimate) |
| Specific Rotation(α) | D20 +8° (alc) |
| Flash Point | 298.768°C |
| Water Solubility | 5.889mg/L(25 ºC) |
| Solubility | Slightly soluble in alcohol, slightly soluble in acetone, very slightly soluble in ether and chloroform, and almost insoluble in water. |
| Vapor Presure | 0mmHg at 25°C |
| Appearance | White or slightly yellow powder |
| Color | White to Off-White |
| Merck | 14,4857 |
| pKa | 4.76±0.10(Predicted) |
| Storage Condition | Refrigerator |
| Refractive Index | 1.4460 (estimate) |
| MDL | MFCD00003681 |
| Physical and Chemical Properties | This product is a kind of bile acid extracted from pig bile, white or slightly yellowish powder, odor and micro-smell, bitter taste. Mp 197 °c (decomposition). Slightly soluble in alcohol, slightly soluble in acetone, very slightly soluble in ether, chloroform, almost insoluble in water. This product can inhibit the formation of bile acid and dissolved fat, lower blood cholesterol and triglycerides. |
| Use | Can reduce blood cholesterol, treatment and prevention of coronary heart disease, high blood pressure |
Hyodeoxycholic acid - Risk and Safety
| Hazard Symbols | Xn - Harmful |
| Risk Codes | R36/37/38 - Irritating to eyes, respiratory system and skin. R40 - Limited evidence of a carcinogenic effect |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S36 - Wear suitable protective clothing. S22 - Do not breathe dust. S37 - Wear suitable gloves. |
| WGK Germany | 3 |
| RTECS | FZ2050000 |
| HS Code | 29181990 |
Hyodeoxycholic acid - Reference
| Reference Show more | 1. Chen, Yunyu, Hong Li, Wu, Hao et al. Effect of fermentation on bile acids and determination of three free bile acids in gallstone [J]. Chinese Journal of Traditional Chinese Medicine, 2018, 43(22):99-103. 2. Chen Yun, Chen Jinsong, Yu Hongli, etc. Identification of fermented products and mixed steamed products of dananxing [J]. World Chinese medicine, 2019, v.14(02):42-45 50. 3. Cao Yan, Song Qingqing, Li Jun, etc. Analysis of chemical constituents of bile acids in yak bile [J]. Chinese Journal of Traditional Chinese Medicine, 44 Vol. 12,, pp. 2538-2543, MEDLINE ISTIC PKU CSCD CA BP, 2019. 4. Li Wei, Jiang Zhenzhen, Li Han, Tu Pengfei, Song Qingqing, Yu Juan, Song Yuelin. Using online pressurized solvent extraction-ultra performance liquid chromatography-ion trap-Time of flight-mass spectrometry for qualitative analysis of chemical composition and grouping [J]. Chromatography, 2021,39(05):478-487. 5. Cao Yan, Li Ting, Chang Anqi, Jiang Zhenzhen, Yu Juan, Tu Peng-fei, Song Yue-Lin. Analysis of chemical constituents of bile acids in snake bile [J]. Chinese Journal of Traditional Chinese Medicine, 2021,46(01):130-138. 6. Song Lin, Tian-yang Wang, Hua-rong Xu, Xin-nong Zhang, Qi Wang, Ran Liu, Qing Li, Kai-shun Bi,A systemic combined nontargeted and targeted LC-MS based metabolomic strategy of plasma and liver on pathology exploration of alpha-naphthylisothiocyanate induce 7. [IF=5.878] Min Wen et al."Geniposide suppresses liver injury in a mouse model of DDC-induced sclerosing cholangitis."Phytother Res. 2021 Jul;35(7):3799-3811 8. [IF=3.935] Song Lin et al."A systemic combined nontargeted and targeted LC-MS based metabolomic strategy of plasma and liver on pathology exploration of alpha-naphthylisothiocyanate induced cholestatic liver injury in mice."J Pharmaceut Biomed. 2019 Jul;171:180 9. [IF=6.558] Yan Cao et al."Widely quasi-quantitative analysis enables temporal bile acids-targeted metabolomics in rat after oral administration of ursodeoxycholic acid."ANALYTICA CHIMICA ACTA. 2022 Jun;1212:339885 |
Hyodeoxycholic acid - Nature
Open Data Verified Data
This product is a kind of bile acid extracted from pig bile, which is a secondary bile acid. Can inhibit the formation of bile acid and dissolved fat, reduce blood cholesterol and triglyceride, suitable for I. Or type Ib hyperlipidemia, atherosclerosis. And can stimulate the secretion of bile, bile thinning without increasing the amount of solid; Can also accelerate the gallbladder contrast agent out of the liver and help to develop. Can promote intestinal fat decomposition and fat soluble vitamin absorption.
Last Update：2024-01-02 23:10:35
Hyodeoxycholic acid - Preparation Method
Open Data Verified Data
The supernatant of saturated lime water was added to the fresh pig gallbladder, heated to boiling to generate bilirubin calcium salt, filtered, and the mother liquor was acidified to Congo Red to Blue while hot with hydrochloric acid, A black colloidal precipitate of conjugated bile acid was precipitated, the emulsion was removed, and the precipitate was collected to obtain crude porcine bile acid.
The crude bile acid was added with 1.5 times of sodium hydroxide and 9 times of water, and hydrolyzed by heating for more than 16H. After cooling, the upper pale yellow liquid was removed by siphoning, and the precipitate was dissolved by adding an appropriate amount of water. Hydrochloric acid or sulfuric acid was added to the aqueous solution to a pH of 3.0 to 3.5. The precipitate was separated and washed with water until
.
Nearly neutral, vacuum drying, the crude product of porcine deoxycholic acid. The crude hyodeoxycholic acid was added with 5 times the amount of ethyl acetate, and then 15% ~ 20% activated carbon was added, heated and refluxed to dissolve and decolorize. After cooling, the residue was filtered, and the residue was refluxed with 3 times the amount of ethyl acetate. Combined filtrate, then
20% anhydrous sodium sulfate was added for dehydration. After sodium sulfate was filtered off, the filtrate was concentrated to 1/5 to 1/3 of the original volume, and crystallization was allowed to cool. The crystals were separated by filtration, and the crystals were washed with a small amount of ethyl acetate and dried under vacuum to obtain porcine deoxycholic acid.
Last Update：2022-01-01 11:14:02
Hyodeoxycholic acid - Use
Open Data Verified Data
- applicable to Type Ia, Ib hyperlipidemia, atherosclerosis. It has a certain antibacterial effect on Bordetella pertussis, diphtheria bacillus, Staphylococcus aureus and so on. Can be used as anti-inflammatory drugs, the treatment of chronic bronchitis, viral upper respiratory tract inflammation in children. Suitable for cholangitis, cholecystitis, Cholelithiasis and other non-obstructive cholestasis; Can accelerate the gallbladder contrast agent out of the liver to help visualization. Can promote intestinal fat decomposition and fat soluble vitamin absorption, can be used for liver and gallbladder disease caused by indigestion.
- usage and dosage of oral, 0. 15~0.3g/Times, 2~3 times a day. Formulation tablets, 0.15g per tablet.
Last Update：2022-01-01 11:14:03
Hyodeoxycholic acid - Safety
Open Data Verified Data
- occasional gastrointestinal discomfort, mild Diarrhea, etc.
- closed storage.
Last Update：2022-01-01 11:14:03
Hyodeoxycholic acid - Reference Information
| Introduction | hyodeoxycholic acid (HDCA) is a biochemical substance that widely exists in animal bile, the content is 0.1% ~ 0.2%, the chemical name is 3 α,6 α-dihydroxy-5 β-cholic acid, soluble in ethanol, acetone slightly soluble, in ethyl acetate, chloroform or ether is very slightly soluble, almost insoluble in water. |
| Application | hyodeoxycholic acid (HDCA) has hypolipidemic, antispasmodic and expectorant effects, clinically used for the treatment of hyperlipidemia, atherosclerosis, tracheitis, viral upper respiratory tract inflammation in children, and indigestion caused by liver and gallbladder diseases; It has certain inhibitory effect on pertussis, diphtheria bacillus, Staphylococcus aureus, etc, through clinical observation, it has a good effect on the treatment of acute leukemia. In vitro experiments show that HDCA can induce apoptosis and inhibit cell proliferation and division. |
| Use | applies to Ia and Ib type hyperlipidemia, atherosclerosis. It has a certain antibacterial effect on Bordetella pertussis, diphtheria bacillus, Staphylococcus aureus and so on. Also suitable for cholangitis, cholecystitis, Cholelithiasis and other non-obstructive cholestasis, can accelerate the gallbladder contrast agent out of the liver to help visualization. Can promote intestinal fat decomposition and fat soluble vitamin absorption, can be used for liver and gallbladder disease caused by indigestion. Can be used as anti-inflammatory drugs, the treatment of chronic bronchitis, viral respiratory tract inflammation in children. Occasionally, it may cause gastrointestinal discomfort, mild Diarrhea, etc. used to lower blood cholesterol. One of the raw materials for the treatment of gallstones; Raw materials for the synthesis of ursodeoxycholic acid (UDCA) and other steroid compounds; Main raw materials for the production of artificial bezoar lowering blood fat, lowering blood cholesterol, lowering transaminase, etc. can reduce blood cholesterol, treatment and prevention of coronary heart disease, hypertension, etc. |
| production method | preparation of porcine bile acid from fresh porcine bile, calcium salt of bilirubin was prepared by heating the supernatant of saturated lime water to boiling. The mother liquor was acidified by hot hydrochloric acid until Congo red turned blue, and black colloidal precipitate combined with porcine bile acid was precipitated, after washing with tap water, it became hard and brittle, resulting in porcine bile acid. Pig bile [saturated lime water] →[pH 11-12, 100 ℃] mother liquor [HCl]→ precipitate [water] → preparation of crude pig bile acid crude pig bile acid, adding 1.5 times the mass of sodium hydroxide, add 9 times the volume of water, heating for more than 16h, cooling, static stratification, pour out the upper layer of light yellow liquid, sediment dissolved with a small amount of water, plus dilute hydrochloric acid or sulfuric acid (2:1) the sample was acidified until the Congo red paper turned blue, and the precipitate was taken out, filtered, washed with water until neutral, golden yellow, and dried under vacuum to obtain a crude product. Porcine bile acid [NaOH, water] →[>16h] Saponification solution [HCl]→ preparation of crude isodeoxycholic acid product crude product, add 5 times of ethyl acetate, add 150-200g/L of activated carbon, the mixture was heated, stirred and refluxed to dissolve, allowed to cool, filtered, the filter residue was refluxed with 3 times the amount of ethyl acetate, filtered, the filtrate was combined twice, 200g/L anhydrous sodium sulfate was added, and the filtrate was filtered. Concentration to the original volume of 1/5-1/3, cooling, precipitation of crystals, Suction filtration to obtain crystals, washing with ethyl acetate, vacuum drying to obtain isodeoxycholic acid product. Crude product [ethyl acetate, activated carbon] → filtrate [anhydrous Na2SO4]→ filtrate → Crystal [ethyl acetate] → isodeoxycholic acid finished product. |
Last Update：2024-04-09 02:00:12
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