Structure Database (LMSD)

H H H H O H O HO OH O OH O O HO O OH N H S
Common Name
Taurolithocholic acid 3-glucuronide
Systematic Name
N-(3α-hydroxy-5β-cholan-24-oyl)-taurine 3-β-D-glucuronide
Synonyms
  • (3alpha,5beta)-24-oxo-24-[(2-sulfoethyl)amino]cholan-3-yl-beta-D-Glucopyranosiduronic acid
LM ID
LMST05040009
Formula
C32H53NO11S
Exact Mass
Calculate m/z
659.333936
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Steroid conjugates [ST05]
Taurine conjugates [ST0504]
Glucuronides [ST0501]
Bile acids and derivatives [ST04]
C24 bile acids, alcohols, and derivatives [ST0401]

String Representations

InChiKey (Click to copy)
YRKZDONPVFEWNN-QKVSQZBWSA-N
InChi (Click to copy)
InChI=1S/C32H53NO11S/c1-17(4-9-24(34)33-14-15-45(40,41)42)21-7-8-22-20-6-5-18-16-19(10-12-31(18,2)23(20)11-13-32(21,22)3)43-30-27(37)25(35)26(36)28(44-30)29(38)39/h17-23,25-28,30,35-37H,4-16H2,1-3H3,(H,33,34)(H,38,39)(H,40,41,42)/t17-,18-,19-,20+,21-,22+,23+,25+,26+,27-,28+,30-,31+,32-/m1/s1
SMILES (Click to copy)
C[C@@H]([C@@]1([H])CC[C@]2([H])[C@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])[C@]1(C)CC[C@@H](O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](C(O)=O)O1)C2)CCC(=O)NCCS(O)(=O)=O

References

Other Databases

HMDB ID
HMDB02429
PubChem CID
44263377

Calculated Physicochemical Properties

Heavy Atoms 45
Rings 5
Aromatic Rings 0
Rotatable Bonds 10
Van der Waals Molecular Volume 621.28
Topological Polar Surface Area 201.99
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 12
logP 5.88
Molar Refractivity 166.19

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Created at
-
Updated at
27th Jun 2019