Structure Database (LMSD)

Common Name
Tauroursodeoxycholic acid
Systematic Name
N-(3α,7β-dihydroxy-5β-cholan-24-oyl)-taurine
Synonyms
  • Tauroursodeoxycholate
  • TUDCA
  • 3alpha,7beta-dihydroxy-5beta-cholanoyl Taurine
LM ID
LMST05040015
Formula
C26H45NO6S
Exact Mass
Calculate m/z
499.296761
Sum Composition
ST 24:1;O3;Tau
Status
Active
Show lipids differing only in stereochemistry/bond geometry
View MassBank spectra

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
Ursus americanus (#9643)
Mammalia (#40674)
Ursodeoxycholic acid in the Ursidae: biliary bile acids of bears, pandas, and related carnivores.,
J Lipid Res, 1993
Pubmed ID: 8263415

String Representations

InChiKey (Click to copy)
BHTRKEVKTKCXOH-LBSADWJPSA-N
InChi (Click to copy)
InChI=1S/C26H45NO6S/c1-16(4-7-23(30)27-12-13-34(31,32)33)19-5-6-20-24-21(9-11-26(19,20)3)25(2)10-8-18(28)14-17(25)15-22(24)29/h16-22,24,28-29H,4-15H2,1-3H3,(H,27,30)(H,31,32,33)/t16-,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])CC[C@]1(C)[C@@]([H])([C@@](C)([H])CCC(=O)NCCS(=O)(O)=O)CC[C@@]21[H])[H]

Other Databases

Wikipedia
Tauroursodeoxycholic_acid
KEGG ID
C16868
HMDB ID
HMDB00874
CHEBI ID
80774
PubChem CID
9848818
Cayman ID
20277
PDB ID
5D5
GuidePharm ID
4746

Calculated Physicochemical Properties

Heavy Atoms 34
Rings 4
Aromatic Rings 0
Rotatable Bonds 7
Van der Waals Molecular Volume 488.53
Topological Polar Surface Area 123.93
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 7
logP 5.79
Molar Refractivity 132.35

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Created at
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Updated at
24th Apr 2024