甘氨胆酸
甘氨胆酸(glycocholic acid hydrate)
CAS: 475-31-0
化学式: C26H43NO6
| 中文名 | 甘氨胆酸 |
| 英文名 | glycocholic acid hydrate |
| 别名 | 甘膽酸 甘氨胆酸 甘氨石胆酸 甘胆酸水合物 甘氨胆酸水合物 甘氨胆酸(标准品) 甘氨胆酸水合物 标准品 12-三羟基-24-羰基胆烷-24-基)-甘氨酸 N-(3,7,12-三羟基-24-羰基胆烷-24-基)-甘氨酸 |
| 英文别名 | 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 |
| 化学式 | C26H43NO6 |
| 分子量 | 465.63 |
| 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 |
| 密度 | 1.1336 (rough estimate) |
| 熔点 | 128°C |
| 沸点 | 568.76°C (rough estimate) |
| 闪点 | 372.3°C |
| 水溶性 | 329.9mg/L(20 ºC) |
| 蒸汽压 | 3.7E-22mmHg at 25°C |
| 溶解度 | 甲醇: 0.1g/ml，澄清，无色 |
| 折射率 | 1.6000 (estimate) |
| 酸度系数 | 4.4(at 25℃) |
| 存储条件 | Refrigerator |
| 稳定性 | 吸湿性 |
| 外观 | 固体 |
| 颜色 | White to Off-White |
| Merck | 13,4507 |
| 物化性质 | 倍半水合物为结晶（5%乙醇）。熔点130℃。[α]23/D+30.8°（C7.5 95%乙醇）；无水结晶熔点165-168℃。微溶于水，遇酸碱分解成甘氨酸和胆酸。 |
| MDL号 | MFCD06408004 |
| 体外研究 | 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. |
| 危险品标志 | N - 危害环境的物品 |
| 风险术语 | 51/53 - 对水生生物有毒，可能对水体环境产生长期不良影响。 |
| 安全术语 | 61 - 避免释放至环境中。参考特别说明/安全数据说明书。 |
| 危险品运输编号 | UN 3077 9/PG 3 |
| WGK Germany | 3 |
| 上游原料 | 胆酸 |
| 下游产品 | 去氢胆酸 |
| 参考资料 展开查看 | 1. 李玮,蒋珍珍,李菡,屠鹏飞,宋青青,于娟,宋月林.利用在线加压溶剂提取-超高效液相色谱-离子阱-飞行时间-质谱法定性分析片仔癀化学成分组[J].色谱,2021,39(05):478-487. 2. 曹妍,李婷,常安琪,蒋珍珍,于娟,屠鹏飞,宋月林.蛇胆中胆汁酸类化学成分分析[J].中国中药杂志,2021,46(01):130-138. 3. 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." 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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