C05465
2-{[(3alpha,5beta,7alpha,20xi)-3,7-dihydroxy-24-oxocholan-24-yl]amino}ethanesulfonic acid
CAS: 516-35-8
Molecular Formula: C26H45NO6S
C05465 - Names and Identifiers
| Name | 2-{[(3alpha,5beta,7alpha,20xi)-3,7-dihydroxy-24-oxocholan-24-yl]amino}ethanesulfonic acid |
| Synonyms | C05465 2-[4-(3,7-dihydroxy-10,13- Taurochenodeoxycholic acid Taurocholic chenodeoxycholic acid 2-{[(3alpha,5beta,7alpha,20xi)-3,7-dihydroxy-24-oxocholan-24-yl]amino}ethanesulfonic acid 2-(4-(3,7-dihydroxy-10,13-diMethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanaMido)ethanesulfonic acid 2-((R)-4-((3R,5S,7R,8R,9S,10S,13R,14S,17R)-3,7-Dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanamido)ethanesulfonic acid 2-[4-(3,7-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)Pentanoylamino]Ethanesulfonic Acid |
| CAS | 516-35-8 |
| InChI | InChI=1/C26H45NO6S/c1-16(4-7-23(30)27-12-13-34(31,32)33)19-5-6-20-24-21(9-11-26(19,20)3)25(2)10-8-18(28)14-17(25)15-22(24)29/h16-22,24,28-29H,4-15H2,1-3H3,(H,27,30)(H,31,32,33)/t16?,17-,18+,19+,20-,21-,22+,24-,25-,26+/m0/s1 |
C05465 - Physico-chemical Properties
| Molecular Formula | C26H45NO6S |
| Molar Mass | 499.7 |
| Density | 1.216±0.06 g/cm3(Predicted) |
| Melting Point | 186-200°C |
| Solubility | DMSO : ≥ 25 mg/mL (50.03 mM) |
| Appearance | White crystal |
| Color | White to Pale Beige |
| pKa | 1.42±0.50(Predicted) |
| Storage Condition | Sealed in dry,Room Temperature |
| Refractive Index | 1.552 |
| MDL | MFCD00232922 |
| Physical and Chemical Properties | White crystals, soluble in methanol, ethanol, DMSO and other organic solvents, derived from animal bile. |
| In vitro study | Taurochenodeoxycholic acid (12-Deoxycholyltaurine) dramatically improves the apoptosis rate of NR8383 cells in a concentration-dependent manner. In the meantime, Taurochenodeoxycholic acid significantly augments PKC mRNA levels, activities and increases JNK, caspase-3 and caspase-8 mRNA expression levels, activities. |
| In vivo study | Taurochenodeoxycholic acid (12-Deoxycholyltaurine; 0.05, 0.1g/kg) decreases the pulmonary coefficient in the model mice and reduces the pathological damages on their lungs; it can decrease the expression levels of TNF-α and TIMP-2 in pulmonary tissues in the pulmonary fibrosis mice and has no significant effects on MMP2. Taurochenodeoxycholic acid significantly normalizes the clinical inflammatory parameters, prevented indomethacin-induced increases in the biliary contents of secondary bile acids and hydrophobicity index, and tended to attenuate the intestinal inflammation. Taurochenodeoxycholic acid significantly suppresses paw swelling and polyarthritis index, increases the loss body weight and index of thymus and spleen, and amends radiologic changes in AA rats. The overproduction and mRNA expression of TNF-α, IL-1β and IL-6 are remarkably suppressed in serum and synovium tissue of all TCDCA-treated rats. |
C05465 - 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. [IF = 3.935] Ziying Liu et al."Promotion of classic neutral bilateral acids synthesis pathway is responsible for Cholester's effect of Si-miao-yong-an detection: Application of LC-MS/MS method to determine 6 rabbit acids in rat liver and lung." J Pharmaceut Bio 3. [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 4. [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 5. [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 6. [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 7. [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;: 8. [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 |
C05465 - Introduction
2-{[(3Alpha, 5beta,7Alpha, 20i)-3, xanthino] amino}ethanesulfonic acid(tauroursodeoxycholic acid) is a cholic acid derivative, has a variety of beneficial properties.
Nature:
1. {[(3Alpha, 5beta,7Alpha, 20xi)-3, amino] acid is a white crystalline powder with a strong bitter taste.
2. It has good solubility in water, but poor solubility in ethanol and ether.
3. {[(3Alpha, 5beta,7Alpha, 20xi)-3, amino] acid is an acidic compound whose solution is acidic.
Use:
1. 2-{[(3Alpha, 5beta,7Alpha, 20i)-3, Xeta] amino}ethanesulfonic acid is widely used in the field of medicine, especially in the treatment of hepatobiliary diseases. It can improve liver function, reduce cholestasis and gallstone formation.
2. TUDCA is also used as a supplement against insulin resistance and diabetes.
3. Some studies have shown that 2-{(3Alpha, 5beta,7Alpha, 20i)-3, anesulfonic acid may have anti-inflammatory, antioxidant and anti-apoptotic effects, it has a potential protective effect on cardiovascular and cerebrovascular diseases and neurodegenerative diseases.
Preparation Method:
2-{[(3Alpha, 5beta,7Alpha, 20i)-3, amino}ethanesulfonic acid is usually produced by extraction of animal bile and subsequent synthesis and purification. The specific preparation method includes extraction, acid hydrolysis, formation of Taurocholic acid, and finally reduction to generate 2-{[(3alpha,5beta,7alpha,20xi)-3,] amino}ethanesulfonic acid.
Safety Information:
1. 2-{[(3Alpha, 5beta,7Alpha, 20i)-3, xanthine] amino}ethanesulfonic acid is generally considered to be relatively safe, however, long-term and high-dose use may cause gastrointestinal discomfort, such as nausea, diarrhea and abdominal pain.
2. For specific people suffering from hepatobiliary system diseases or other chronic diseases, please use under the guidance of a doctor.
3. It is recommended to use the dose according to the doctor or product instructions to avoid excessive use.
Nature:
1. {[(3Alpha, 5beta,7Alpha, 20xi)-3, amino] acid is a white crystalline powder with a strong bitter taste.
2. It has good solubility in water, but poor solubility in ethanol and ether.
3. {[(3Alpha, 5beta,7Alpha, 20xi)-3, amino] acid is an acidic compound whose solution is acidic.
Use:
1. 2-{[(3Alpha, 5beta,7Alpha, 20i)-3, Xeta] amino}ethanesulfonic acid is widely used in the field of medicine, especially in the treatment of hepatobiliary diseases. It can improve liver function, reduce cholestasis and gallstone formation.
2. TUDCA is also used as a supplement against insulin resistance and diabetes.
3. Some studies have shown that 2-{(3Alpha, 5beta,7Alpha, 20i)-3, anesulfonic acid may have anti-inflammatory, antioxidant and anti-apoptotic effects, it has a potential protective effect on cardiovascular and cerebrovascular diseases and neurodegenerative diseases.
Preparation Method:
2-{[(3Alpha, 5beta,7Alpha, 20i)-3, amino}ethanesulfonic acid is usually produced by extraction of animal bile and subsequent synthesis and purification. The specific preparation method includes extraction, acid hydrolysis, formation of Taurocholic acid, and finally reduction to generate 2-{[(3alpha,5beta,7alpha,20xi)-3,] amino}ethanesulfonic acid.
Safety Information:
1. 2-{[(3Alpha, 5beta,7Alpha, 20i)-3, xanthine] amino}ethanesulfonic acid is generally considered to be relatively safe, however, long-term and high-dose use may cause gastrointestinal discomfort, such as nausea, diarrhea and abdominal pain.
2. For specific people suffering from hepatobiliary system diseases or other chronic diseases, please use under the guidance of a doctor.
3. It is recommended to use the dose according to the doctor or product instructions to avoid excessive use.
Last Update：2024-04-09 15:16:35
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View History
C05465
雷洛西芬
1,2-bis(2-methoxyphenoxy)ethane
BI-2536(R-)
Phosphonic acid, [4-(acetylamino)phenyl]- (9CI)
(3R)-hexan-3-ol
Carbonic acid, diphenyl ester, polymer with 1,6-hexanediol and 2-oxepanone
2-Methylthio ethanol
ETHYLENE GLYCOL MONOOCTYL ETHER
181148-01-6
雷洛西芬
1,2-bis(2-methoxyphenoxy)ethane
BI-2536(R-)
Phosphonic acid, [4-(acetylamino)phenyl]- (9CI)
(3R)-hexan-3-ol
Carbonic acid, diphenyl ester, polymer with 1,6-hexanediol and 2-oxepanone
2-Methylthio ethanol
ETHYLENE GLYCOL MONOOCTYL ETHER
181148-01-6