Structure Database (LMSD)

H HO N H O H H H H S OH O O
Common Name
Taurolithocholic acid
Systematic Name
N-(3α-hydroxy-5β-cholan-24-oyl)-taurine
Synonyms
  • Taurolithocholate
  • TLCA
LM ID
LMST05040003
Formula
C26H45NO5S
Exact Mass
Calculate m/z
483.301846
Sum Composition
ST 24:1;O2;Tau
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Steroid conjugates [ST05]
Taurine conjugates [ST0504]

String Representations

InChiKey (Click to copy)
QBYUNVOYXHFVKC-GBURMNQMSA-N
InChi (Click to copy)
InChI=1S/C26H45NO5S/c1-17(4-9-24(29)27-14-15-33(30,31)32)21-7-8-22-20-6-5-18-16-19(28)10-12-25(18,2)23(20)11-13-26(21,22)3/h17-23,28H,4-16H2,1-3H3,(H,27,29)(H,30,31,32)/t17-,18-,19-,20+,21-,22+,23+,25+,26-/m1/s1
SMILES (Click to copy)
[C@@]12([H])CC[C@]([H])([C@H](C)CCC(=O)NCCS(=O)(=O)O)[C@@]1(C)CC[C@]1([H])[C@@]3(C)CC[C@@H](O)C[C@@]3([H])CC[C@@]21[H]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
Bile acid sulfates. I. Synthesis of lithocholic acid sulfates and their identification in human bile.,
J Lipid Res, 1971
Pubmed ID: 5124532

Other Databases

Wikipedia
Taurolithocholic_acid
KEGG ID
C02592
HMDB ID
HMDB00722
CHEBI ID
36259
PubChem CID
439763
SwissLipids ID
SLM:000501304
Cayman ID
31604
GuidePharm ID
4548

Calculated Physicochemical Properties

Heavy Atoms 33
Rings 4
Aromatic Rings 0
Rotatable Bonds 7
Van der Waals Molecular Volume 479.74
Topological Polar Surface Area 103.70
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 6
logP 6.53
Molar Refractivity 130.45

Admin

Created at
-
Updated at
24th Apr 2024