Structure Database (LMSD)

Common Name
Taurolithocholate sulfate
Systematic Name
N-(3α-hydroxy-5β-cholan-24-oyl)-taurine 3-sulfate
Synonyms
  • 3-Sulfotaurolithocholic acid
  • 3S-TLCA
  • TLCA3S
  • TLC-S
LM ID
LMST05020003
Formula
C26H45NO8S2
Exact Mass
Calculate m/z
563.258663
Status
Curated
Show lipids differing only in stereochemistry/bond geometry
View MassBank spectra

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Steroid conjugates [ST05]
Sulfates [ST0502]
Taurine conjugates [ST0504]
Bile acids and derivatives [ST04]
C24 bile acids, alcohols, and derivatives [ST0401]

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)
HSNPMXROZIQAQD-GBURMNQMSA-N
InChi (Click to copy)
InChI=1S/C26H45NO8S2/c1-17(4-9-24(28)27-14-15-36(29,30)31)21-7-8-22-20-6-5-18-16-19(35-37(32,33)34)10-12-25(18,2)23(20)11-13-26(21,22)3/h17-23H,4-16H2,1-3H3,(H,27,28)(H,29,30,31)(H,32,33,34)/t17-,18-,19-,20+,21-,22+,23+,25+,26-/m1/s1
SMILES (Click to copy)
[C@]12(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](OS(=O)(O)=O)C[C@@]3([H])CC[C@]12[H])[H]

Other Databases

KEGG ID
C03642
HMDB ID
HMDB0002580
CHEBI ID
17864
PubChem CID
440071
Cayman ID
18468

Calculated Physicochemical Properties

Heavy Atoms 37
Rings 4
Aromatic Rings 0
Rotatable Bonds 9
Van der Waals Molecular Volume 524.62
Topological Polar Surface Area 147.07
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 9
logP 7.61
Molar Refractivity 140.77

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Created at
-
Updated at
1st Mar 2024