Structure Database (LMSD)

Common Name
Taurodehydrocholic acid
Systematic Name
N-(3,7,12-trioxo-5β-cholan-24-oyl)-taurine
Synonyms
  • TDHCA
LM ID
LMST05040026
Formula
C26H39NO7S
Exact Mass
Calculate m/z
509.244726
Sum Composition
ST 24:4;O4;Tau
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

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

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
Triketocholanoic (dehydrocholic) acid. Hepatic metabolism and effect on bile flow and biliary lipid secretion in man.,
J Clin Invest, 1973
Pubmed ID: 4685091

String Representations

InChiKey (Click to copy)
UBDJSBRKNHQFPD-PYGYYAGESA-N
InChi (Click to copy)
InChI=1S/C26H39NO7S/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/h15-16,18-20,24H,4-14H2,1-3H3,(H,27,31)(H,32,33,34)/t15-,16+,18-,19+,20+,24+,25+,26-/m1/s1
SMILES (Click to copy)
C1[C@]2(C)[C@@]3([H])CC(=O)[C@]4(C)[C@@]([H])([C@]([H])(C)CCC(NCCS(O)(=O)=O)=O)CC[C@@]4([H])[C@]3([H])C(=O)C[C@]2([H])CC(=O)C1

Other Databases

CHEBI ID
166741
PubChem CID
121933

Calculated Physicochemical Properties

Heavy Atoms 35
Rings 4
Aromatic Rings
Rotatable Bonds 7
Van der Waals Molecular Volume 489.40
Topological Polar Surface Area 134.68
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 8
logP 4.81
Molar Refractivity 129.71

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Created at
1st Mar 2024
Updated at
24th Apr 2024