Structure Database (LMSD)
Common Name
Taurocholic acid
Systematic Name
N-(3α,7α,12α-trihydroxy-5β-cholan-24-oyl)-taurine
Synonyms
- Taurocholate
- TCA
LM ID
LMST05040001
Formula
Exact Mass
Calculate m/z
515.291676
Sum Composition
Status
Curated
3D model of Taurocholic acid
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Biological Context
Taurocholic acid (TCA) is a taurine-conjugated form of the primary bile acid cholic acid .1 Serum levels of TCA are decreased in patients with Crohn's disease and those with ulcerative colitis with no extraintestinal manifestations but are increased in patients with ulcerative colitis accompanied by hepatobiliary disease.2
Taurocholic acid MaxSpec® standard is a quantitative grade standard of taurocholic acid (sodium salt) that has been prepared specifically for mass spectrometry and related applications where quantitative reproducibility is required. The solution has been prepared gravimetrically and is supplied in a deactivated glass ampule sealed under argon. The concentration was verified by comparison to an independently prepared calibration standard. The verified concentration is provided on the certificate of analysis. This taurocholic acid MaxSpec® standard is guaranteed to meet identity, purity, stability, and concentration specifications and is provided with a batch-specific certificate of analysis. Ongoing stability testing is performed to ensure the concentration remains accurate throughout the shelf life of the product. Note: The amount of solution added to the vial is in excess of the listed amount. Therefore, it is necessary to accurately measure volumes for preparation of calibration standards. Follow recommended storage and handling conditions to maintain product quality.
This information has been provided by Cayman Chemical
References
References
String Representations
InChiKey (Click to copy)
WBWWGRHZICKQGZ-HZAMXZRMSA-N
InChi (Click to copy)
InChI=1S/C26H45NO7S/c1-15(4-7-23(31)27-10-11-35(32,33)34)18-5-6-19-24-20(14-22(30)26(18,19)3)25(2)9-8-17(28)12-16(25)13-21(24)29/h15-22,24,28-30H,4-14H2,1-3H3,(H,27,31)(H,32,33,34)/t15-,16+,17-,18-,19+,20+,21-,22+,24+,25+,26-/m1/s1
SMILES (Click to copy)
[C@]12([C@H](O)C[C@]3([H])C[C@H](O)CC[C@]3(C)[C@@]1([H])C[C@H](O)[C@]1(C)[C@@]([H])([C@@](C)([H])CCC(NCCS(O)(=O)=O)=O)CC[C@@]21[H])[H]
Other Databases
Wikipedia
KEGG ID
HMDB ID
CHEBI ID
PubChem CID
SwissLipids ID
Cayman ID
PDB ID
GuidePharm ID
Calculated Physicochemical Properties
Heavy Atoms
35
Rings
4
Aromatic Rings
0
Rotatable Bonds
7
Van der Waals Molecular Volume
497.32
Topological Polar Surface Area
144.16
Hydrogen Bond Donors
5
Hydrogen Bond Acceptors
8
logP
5.05
Molar Refractivity
134.25
Admin
Created at
-
Updated at
24th Apr 2024