3-alpha,12-alpha-dihydroxy-5-beta-cholan-24-oic acid
Deoxycholic acid
CAS: 83-44-3
Molecular Formula: C24H40O4
3-alpha,12-alpha-dihydroxy-5-beta-cholan-24-oic acid - Names and Identifiers
| Name | Deoxycholic acid |
| Synonyms | CHOLAIC ACID CHOLEIC ACID Deoxycholic acid DEOXYCHOLIC ACID DESOXYCHOLIC ACID 7-DEOXYCHOLIC ACID 5BETA-CHOLAN-3ALPHA, 12BETA-DIOL 5-BETA-CHOLANIC ACID-3-ALPHA, 12-ALPHA-DIOL 5BETA-CHOLAN-24-OIC ACID-3ALPHA,12ALPHA-DIOL 3-alpha,12-alpha-dihydroxy-5-beta-cholan-24-oic acid (3alpha,5beta,12alpha)-3,12-dihydroxycholan-24-oic acid (3beta,5alpha,12alpha,17alpha,20S)-3,12-dihydroxycholan-24-oic acid |
| CAS | 83-44-3 |
| EINECS | 201-478-5 |
| InChI | InChI=1/C24H40O4/c1-14(4-9-22(27)28)18-7-8-19-17-6-5-15-12-16(25)10-11-23(15,2)20(17)13-21(26)24(18,19)3/h14-21,25-26H,4-13H2,1-3H3,(H,27,28)/t14-,15-,16-,17-,18-,19-,20-,21-,23-,24+/m0/s1 |
3-alpha,12-alpha-dihydroxy-5-beta-cholan-24-oic acid - Physico-chemical Properties
| Molecular Formula | C24H40O4 |
| Molar Mass | 392.58 |
| Density | 0.9985 (rough estimate) |
| Melting Point | 171-174°C(lit.) |
| Boling Point | 437.26°C (rough estimate) |
| Specific Rotation(α) | 55 º (c=1, EtOH) |
| Flash Point | 9℃ |
| Water Solubility | 0.24 g/L (15 ºC) |
| Solubility | Slightly soluble in water, soluble in ethanol, ether, trioxymethane, acetone, glacial acetic acid, soluble in hydroxide and carbonate solution. |
| Vapor Presure | 0.004Pa at 20℃ |
| Appearance | White powder crystallization |
| Color | White to Off-White |
| Merck | 14,2899 |
| BRN | 3219882 |
| pKa | 5.15(at 20℃) |
| Storage Condition | room temp |
| Stability | Stable. Combustible. Incompatible with strong oxidizing agents. |
| Sensitive | Easily absorbing moisture |
| Refractive Index | 1.4460 (estimate) |
| MDL | MFCD00003673 |
| Physical and Chemical Properties | Slightly soluble in water, soluble in ethanol, ether, trioxymethane, acetone, glacial acetic acid, soluble in hydroxide alkali and carbonate alkali solution. Derived from a cholesteric acid extracted from porcine bile. |
| Use | Used as a choleretic |
3-alpha,12-alpha-dihydroxy-5-beta-cholan-24-oic acid - Risk and Safety
| Hazard Symbols | Xn - Harmful |
| Risk Codes | R22 - Harmful if swallowed R36/37/38 - Irritating to eyes, respiratory system and skin. R37 - Irritating to the respiratory system R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. S37/39 - Wear suitable gloves and eye/face protection S22 - Do not breathe dust. |
| UN IDs | UN1230 - class 3 - PG 2 - Methanol, solution |
| WGK Germany | 3 |
| RTECS | FZ2100000 |
| TSCA | Yes |
| HS Code | 29181990 |
| Toxicity | LD50 oral in rat: 1gm/kg |
3-alpha,12-alpha-dihydroxy-5-beta-cholan-24-oic acid - Reference
| Reference Show more | 1. Wu Jie, Xiong, Qingping, Shi, Yingying, et al. Adsorption and flocculation of water extract of stevia by attapulgite Clay [J]. Chinese Journal of Modern Applied Pharmacy 2013 030(001):24-28. 2. Li Yaqi, Wang Zixuan, Xiao Zhijun, etc. Qualitative and Quantitative Analysis of main bile acids in swine bile powder [J]. Chinese Journal of Traditional Chinese Medicine, 2019, 29 (9). 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. 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. 5. 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 6. [IF=6.953] Chao Xin et al."The novel nanocomplexes containing deoxycholic acid-grafted chitosan and oleanolic acid displays the hepatoprotective effect against CCl4-induced liver injury in vivo."Int J Biol Macromol. 2021 Aug;185:338 7. [IF=6.558] Qingqing Song et al."Binary code, a flexible tool for diagnostic metabolite sequencing of medicinal plants."Anal Chim Acta. 2019 Dec;1088:89 8. [IF=5.396] Shiming Huang et al."A sulfated polysaccharide from Gracilaria Lemaneiformis regulates cholesterol and bile acid metabolism in high-fat diet mice."Food Funct. 2019 Jun;10(6):3224-3236 9. [IF=5.34] Kaihui Zhang et al."A UPLC-MS/MS-based metabolomics analysis of the pharmacological mechanisms of rabdosia serra against cholestasis."Phytomedicine. 2021 Oct;91:153683 10. [IF=3.935] Runjing Zhang et al."Xiaoyan lidan formula ameliorates α-naphthylisothiocyanate-induced intrahepatic cholestatic liver injury in rats as revealed by non-targeted and targeted metabolomics."J Pharmaceut Biomed. 2020 Feb;179:112966 11. [IF=1.618] Chen Mengjun et al."A Powerful HPLC-ELSD Method for Simultaneous Determination of Fecal Bile Acids in T2DM Rats Interfered by Sanhuang Xiexin Tang."J Chromatogr Sci. 2021 Sep;59(9):871-876 12. [IF=5.396] Juan Wu et al."Sargassum fusiforme polysaccharide is a potential auxiliary substance for metformin in the management of diabetes."Food Funct. 2022 Feb;: 13. [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 |
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