N-(3-alpha,7-beta-dihydroxy-5-beta-cholan-24-oyl)-Taurine

Base Information Edit

Chemical Name:N-(3-alpha,7-beta-dihydroxy-5-beta-cholan-24-oyl)-Taurine
CAS No.:14605-22-2
Molecular Formula:C₂₆H₄₅NO₆S
Molecular Weight:499.712
Hs Code.:29242990
ChEMBL ID:CHEMBL4747140
Mol file:14605-22-2.mol

Synonyms:N-(3-alpha,7-beta-dihydroxy-5-beta-cholan-24-oyl)-Taurine;2-[[(4R)-4-[(3R,7S,8R,9S,10S,13R,14S,17R)-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]pentanoyl]amino]ethanesulfonic acid;SCHEMBL40763;CHEMBL4747140;SCHEMBL20261729;2-(((3-alpha,5-beta,7-beta)-3,7-Dihydroxy-24-oxocholan-24-yl) amino)ethanesulfonic acid;3a,7b-Dihydroxy-5b-cholanoyltaurine;2-(((3-alpha,5-beta,7-beta)-3,7-Dihydroxy-24-oxocholan-24-yl) amino)ethanesulfonate;2-(((3-alpha,5-beta,7-beta)-3,7-dihydroxy-24-oxocholan-24-yl)amino)-Ethanesulfonate;2-(((3-alpha,5-beta,7-beta)-3,7-dihydroxy-24-oxocholan-24-yl)amino)-Ethanesulfonic acid;2-[(4R)-4-[(1R,3aS,3bR,4S,7R,9aS,9bS,11aR)-4,7-dihydroxy-9a,11a-dimethyl-hexadecahydro-1H-cyclopenta[a]phenanthren-1-yl]pentanamido]ethane-1-sulfonic acid

Suppliers and Price of N-(3-alpha,7-beta-dihydroxy-5-beta-cholan-24-oyl)-Taurine

Supply Marketing:Edit

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

TRC
TauroursodeoxycholicAcid
500mg
$ 45.00

Sigma-Aldrich
Sodium tauroursodeoxycholate ≥95%
1g
$ 733.00

Sigma-Aldrich
Sodium tauroursodeoxycholate ≥95%
500mg
$ 409.00

Medical Isotopes, Inc.
TauroursodeoxycholicAcidDihydrate >98%
5 mg
$ 990.00

JR MediChem
Tauroursodeoxycholicacid 98%
20mg
$ 500.00

IsoSciences
TauroursodeoxycholicAcid-[d4]SodiumSalt ≥98%
10mg
$ 532.00

IsoSciences
TauroursodeoxycholicAcidDihydrate ≥98%
50mg
$ 163.00

DC Chemicals
Tauroursodeoxycholicacid >98%,StandardReferencesGrade
20 mg
$ 280.00

Crysdot
3α,7β-Dihydroxy-5β-cholanoyltaurine 97%
100g
$ 510.00

Crysdot
3α,7β-Dihydroxy-5β-cholanoyltaurine 97%
25g
$ 170.00

Total 196 raw suppliers

Chemical Property of N-(3-alpha,7-beta-dihydroxy-5-beta-cholan-24-oyl)-Taurine Edit

Chemical Property:

Appearance/Colour:off-white solid
Melting Point:173-175 °C
Refractive Index:46 ° (C=1, EtOH)
Boiling Point:496.4oC at 760mmHg
PKA:1.42±0.50(Predicted)
Flash Point:214.2oC
PSA：132.31000
Density:1.216 g/cm³
LogP:4.86900
Storage Temp.:+15C to +30C
Solubility.:Soluble in DMSO (up to 30 mg/ml) or in Ethanol (up to 20 mg/ml with warming)
XLogP3:3.6
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:7
Exact Mass:499.29675933
Heavy Atom Count:34
Complexity:858

Purity/Quality:

90%,98% ^*data from raw suppliers

TauroursodeoxycholicAcid ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:
Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

Canonical SMILES:CC(CCC(=O)NCCS(=O)(=O)O)C1CCC2C1(CCC3C2C(CC4C3(CCC(C4)O)C)O)C
Isomeric SMILES:C[C@H](CCC(=O)NCCS(=O)(=O)O)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2[C@H](CC4[C@@]3(CC[C@H](C4)O)C)O)C
Description Tauroursodeoxycholic acid (TUDCA) is a hydrophilic bile acid synthesized in hepatocytes by the conjugation of ursodeoxycholic acid (UDCA) with the amino acid taurine. UDCA, which is made by gut bacteria, is FDAapproved in the United States for the treatment of certain cholestatic liver diseases. Humans make TUDCA to some extent, but it is found in copious amounts in the bile of bears. TUDCA is a classic inhibitor of endoplasmic reticulum (ER) stress. Reduces ER stress and adipose tissue inflammation in a mouse model of high fat diet-induced obesity. Blocks ER stress-induced NLRP3 inflammasome activation and hepatocyte death. Attenuates amyloid precursor protein processing and amyloid-β deposition in APP/PS1 mouse model.
Uses Tauroursodeoxycholic acid (TUDCA) is a water-soluble bile salt naturally occurring in the body. When bile salts reach the intestines, they can be metabolized by bacteria into ursodeoxycholic acid (UDCA). TUDCA is formed when taurine binds to UDCA. TUDCA is used to treat cholestasis, a condition in which bile fails to flow from the liver to the duodenum. TUDCA, UDCA, and other soluble bile salts can counteract the toxicity of regular bile acids when the latter are backed up in the liver. TUDCA is also used to treat cholesterol gallstones, dissolving them to a size in which they may be passed.

Technology Process of N-(3-alpha,7-beta-dihydroxy-5-beta-cholan-24-oyl)-Taurine

There total 12 articles about N-(3-alpha,7-beta-dihydroxy-5-beta-cholan-24-oyl)-Taurine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 86.8%