Structure Database (LMSD)

H HO OH OH H O N H H H H H S O O OH
Common Name
Tauro-omega-muricholic acid
Systematic Name
N-(3α,6α,7β-Trihydroxy-5β-cholan-24-oyl)-taurine
Synonyms
  • TOMCA
  • T-omega-MCA
LM ID
LMST04010473
Formula
C26H45NO7S
Exact Mass
Calculate m/z
515.291676
Sum Composition
ST 24:1;O4;Tau
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

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

String Representations

InChiKey (Click to copy)
XSOLDPYUICCHJX-SYCKBGHMSA-N
InChi (Click to copy)
InChI=1S/C26H45NO7S/c1-15(4-7-21(29)27-12-13-35(32,33)34)17-5-6-18-22-19(9-11-25(17,18)2)26(3)10-8-16(28)14-20(26)23(30)24(22)31/h15-20,22-24,28,30-31H,4-14H2,1-3H3,(H,27,29)(H,32,33,34)/t15-,16-,17-,18+,19+,20+,22+,23-,24-,25-,26-/m1/s1
SMILES (Click to copy)
C1[C@]2(C)[C@@]3([H])CC[C@]4(C)[C@@]([H])([C@]([H])(C)CCC(NCCS(O)(=O)=O)=O)CC[C@@]4([H])[C@]3([H])[C@@H](O)[C@H](O)[C@]2([H])C[C@H](O)C1

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
Neonatal sepsis leads to early rise of rare serum bile acid tauro-omega-muricholic acid (TOMCA).,
Pediatr Res, 2018
Pubmed ID: 29795204

Other Databases

CHEBI ID
139137
PubChem CID
118703092
Cayman ID
28842

Calculated Physicochemical Properties

Heavy Atoms 35
Rings 4
Aromatic Rings
Rotatable Bonds 7
Van der Waals Molecular Volume 497.32
Topological Polar Surface Area 144.16
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 8
logP 5.05
Molar Refractivity 134.25

Admin

Created at
27th Feb 2024
Updated at
24th Apr 2024