LIPID MAPS

Structure Database (LMSD)

View 3D

Download as... MDLMOL SDF CSV TSV PNG

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

View MassBank spectra

Classification

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

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]

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