[(3,7,12-Trihydroxy-24-oxocholan-24-yl)amino]acetic acid
glycocholic acid hydrate
CAS: 475-31-0
Molecular Formula: C26H43NO6
[(3,7,12-Trihydroxy-24-oxocholan-24-yl)amino]acetic acid - Names and Identifiers
| Name | glycocholic acid hydrate |
| Synonyms | GLYCOCHOLIC cholylglycine Glycocholic acid GLYCOCHOLIC ACID CHOLYLGLYCINE HYDRATE glycocholic acid hydrate GLYCOCHOLIC ACID HYDRATE glycocholic acid free acid [(3,7,12-Trihydroxy-24-oxocholan-24-yl)amino]acetic acid N-((3,5,7,12)-3,7,12-Trihydroxy-24-oxocholan-24-yl)glycine N-(3-alpha,7-alpha,12-alpha-trihydroxycholan-24-oyl)glycine N-[(3alpha,5beta,7alpha,12alpha)-3,7,12-trihydroxy-24-oxocholan-24-yl]glycine Glycine, N-[(3alpha,5beta,7alpha,12alpha)-3,7,12-trihydroxy-24-oxocholan-24-yl]- |
| CAS | 475-31-0 |
| EINECS | 207-494-9 |
| InChI | InChI=1/C26H43NO6/c1-14(4-7-22(31)27-13-23(32)33)17-5-6-18-24-19(12-21(30)26(17,18)3)25(2)9-8-16(28)10-15(25)11-20(24)29/h14-21,24,28-30H,4-13H2,1-3H3,(H,27,31)(H,32,33)/t14-,15+,16-,17-,18+,19+,20-,21+,24+,25+,26-/m1/s1 |
[(3,7,12-Trihydroxy-24-oxocholan-24-yl)amino]acetic acid - Physico-chemical Properties
| Molecular Formula | C26H43NO6 |
| Molar Mass | 465.63 |
| Density | 1.1336 (rough estimate) |
| Melting Point | 128°C |
| Boling Point | 568.76°C (rough estimate) |
| Flash Point | 372.3°C |
| Water Solubility | 329.9mg/L(20 ºC) |
| Solubility | Slightly soluble in water, decomposed into glycine and cholic acid in case of acid and alkali |
| Vapor Presure | 3.7E-22mmHg at 25°C |
| Appearance | White crystalline powder, odorless |
| Color | White to Off-White |
| Merck | 13,4507 |
| pKa | 4.4(at 25℃) |
| Storage Condition | Refrigerator |
| Stability | Hygroscopic |
| Refractive Index | 1.6000 (estimate) |
| MDL | MFCD06408004 |
| Physical and Chemical Properties | The sesquihydrate was crystalline (5% ethanol). Melting point 130 °c. [Α] 23/D +30.8 °(C7.5 95% ethanol); Anhydrous crystalline melting point 165-168 °c. Slightly soluble in water, acid-base decomposition into glycine and bile acid. |
| In vitro study | Glycocholic acid (GC) increases the cytotoxicity of epirubicin, significantly increases the intracellular accumulation of epirubicin in Caco-2 cells and the absorption of epirubicin in rat small intestine, and intensified epirubicin-induced apoptosis. Glycocholic acid and epirubicin significantly reduce mRNA expression levels of human intestinal MDR1, MDR-associated protein (MRP)1, and MRP2; downregulate the MDR1 promoter region; suppress the mRNA expression of Bcl-2; induce the mRNA expression of Bax; and significantly increase the Bax-to-Bcl-2 ratio and the mRNA levels of p53, caspase-9 and -3. A combination of anticancer drugs with Glycocholic acid can control MDR via a mechanism that involves modulating P-gp and MRPs as well as regulating apoptosis-related pathways. |
[(3,7,12-Trihydroxy-24-oxocholan-24-yl)amino]acetic acid - Risk and Safety
| Hazard Symbols | N - Dangerous for the environment |
| Risk Codes | 51/53 - Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. |
| Safety Description | 61 - Avoid release to the environment. Refer to special instructions / safety data sheets. |
| UN IDs | UN 3077 9/PG 3 |
| WGK Germany | 3 |
[(3,7,12-Trihydroxy-24-oxocholan-24-yl)amino]acetic acid - Reference
| Reference Show more | 1. 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. 2. 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. 3. Zhang, Xiao Yong, et al. "Comparative metabonomics analysis of cervices in human patients and a phenol mucilage-induced rat model using liquid chromatography." Frontiers in pharmacology 9 (2018): 282.https://doi.org/10.3389/fphar. 4. [IF = 5.81] Zhang Xiaoyong et al."Comparative Metabolomics Analysis of Cervicitis in Human Patients and a Phenol Mucilage-Induced Rat Model Using Liquid Chromatography Tandem Mass Spectrometry."Front Pharmacol. 2018 Apr;0:282 5. [IF=3.935] Ziying Liu et al."Promotion of classic neutral bile acids synthesis pathway is responsible for cholesterol-lowing effect of Si-miao-yong-an decoction: Application of LC-MS/MS method to determine 6 major bile acids in rat liver and plasma."J Pharmaceut Bio 6. [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 7. [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 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=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 10. [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;: 11. [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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Email: 2853786052@qq.com
Mobile: 86+15671228036
QQ: 2853786052
Wechat: 15671228036
Multiple SpecificationsSpot supply
Product Name: Glycocholic Acid Visit Supplier Webpage Request for quotationCAS: 475-31-0
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409
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