516-35-8

Basic information

• Product Name: Taurochenodeoxycholic acid
• Synonyms: 2-(4-(3,7-dihydroxy-10,13-diMethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanaMido)ethanesulfonic acid;Taurocholic chenodeoxycholic 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-;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;Chenodeoxycholyltaurine;Chenodeoxytaurocholic acid;N-(2-Sulfoethyl)-3α,7α-dihydroxy-5β-cholane-24-amide
• CAS NO: 516-35-8
• Molecular Formula: C₂₆H₄₅NO₆S
• Molecular Weight: 499.7
• Product Categories: Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals;Steroids
• Mol File: 516-35-8.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• Density: 1.216 g/cm³
• Refractive Index: 1.552
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Chloroform, Methanol
• PKA: 1.42±0.50(Predicted)
• CAS DataBase Reference: Taurochenodeoxycholic acid(CAS DataBase Reference)
• NIST Chemistry Reference: Taurochenodeoxycholic acid(516-35-8)
• EPA Substance Registry System: Taurochenodeoxycholic acid(516-35-8)

Safety Data

• Hazardous Substances Data: 516-35-8(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 516-35-8 differently. You can refer to the following data:
1. Taurochenodeoxycholic Acid is a bile acid conjugate and metabolite Taurolithocholic Acid (T009100) with antiinflammatory activity. Taurochenodeoxycholic Acid has been shown to inhibit hepatocyte apoptosis through suppression of Bid translocation to mitochondria.
2. Labelled analogue of Taurochenodeoxycholic Acid, a bile acid conjugate and metabolite Taurolithocholic Acid (T009100) with antiinflammatory activity. Taurochenodeoxycholic Acid has been shown to inhibit hepatocyte apoptosis through suppression of Bid translocation to mitochondria.

Definition

ChEBI: A bile acid taurine conjugate of chenodeoxycholic acid.

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

Upstream product

• 128-13-2 ursodeoxycholic acid 
• 51036-13-6 N-chlorotaurine 
• 107-35-7 Tau 
• 196505-69-8 C₂₇H₄₄O₆ 
• 1260543-03-0 C₃₀H₄₄O₄ 
• 91613-11-5 4-nitrophenyl ursodeoxycholate 
• 35807-85-3 tauroursodeoxycholic acid sodium salt 
• 474-25-9 chenodeoxycholic acid 

Downstream Products

• 72732-24-2 trisodium taurochenodeoxycholate 3,7-disulfate 
• 75808-01-4 3α-hydroxy-7-carbonylcholanoyl-N-taurine 
• 72732-24-2 trisodium tauroursodeoxycholate 3,7-disulfate 
• 1110779-44-6 C₄₈H₈₀O₄₀*C₂₆H₄₅NO₆S 

Relevant articles and documents

Method for synthesizing tauroursodeoxycholic acid under promotion of trichloroisocyanuric acid

The invention relates to the technical field of medicine synthesis, in particular to a method for synthesizing tauroursodeoxycholic acid under the promotion of trichloroisocyanuric acid. The method sequentially comprises the following steps: an intermediate product synthesis step: reacting taurine under the action of trichloroisocyanuric acid to obtain a system I; synthesizing tauroursodeoxycholicacid, namely adding tauroursodeoxycholic acid and alkali into the system I, and reacting to obtain a system II; the synthetic method has the advantages of economy and environmental protection, is simple in operation process, is suitable for industrial expansion, and can be applied to production practice of tauroursodeoxycholic acid.

niu Huangxiong method for the preparation of sodium deoxycholate

The invention provides a method for preparing sodium tauroursodeoxycholate. The method comprises (1) using ursodesoxycholic acid as raw materials and getting a mixed anhydride solution through acetylation and chloride reactions; (2) dissolving taurine into a sodium carbonate solution to get a taurine sodium carbonate solution which is then added in drops into the mixed anhydride solution of step (1) with stirring, and then filtering precipitate to get a filtrate; (3) adjusting pH of the filtrate of step (2) to 6 to 7, concentrating and drying to get crude dried products of tauro-ursodesoxycholic acid; and (4) desalting purifying and re-crystallizing the concentrated dried products of step (3) to get the sodium tauroursodeoxycholate. The method is low in cost and short in technology route, with a yield up to 78%, and is suitable for industrial scale production.

Process for the preparation of tauroursodesoxycholic acid

The present invention relates to a novel method for preparing tauroursodeoxycholic acid which comprises a step of selective precipitation of the impurities present in the suspension obtained from the reaction of an aqueous solution of sodium taurinate with an acetonic solution of a mixed anhydride of ursodeoxycholic acid with an alkyl chloroformate.