Structure Database (LMSD)

H O N H O H H H H S O O HO O OH
Common Name
Sulfoglycolithocholate
Systematic Name
N-(3α-hydroxy-5β-cholan-24-oyl)-glycine 3-sulfate
Synonyms
LM ID
LMST05030004
Formula
C26H43NO7S
Exact Mass
Calculate m/z
513.276026
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Steroid conjugates [ST05]
Glycine conjugates [ST0503]
Sulfates [ST0502]
Bile acids and derivatives [ST04]
C24 bile acids, alcohols, and derivatives [ST0401]

String Representations

InChiKey (Click to copy)
FHXBAFXQVZOILS-OETIFKLTSA-N
InChi (Click to copy)
InChI=1S/C26H43NO7S/c1-16(4-9-23(28)27-15-24(29)30)20-7-8-21-19-6-5-17-14-18(34-35(31,32)33)10-12-25(17,2)22(19)11-13-26(20,21)3/h16-22H,4-15H2,1-3H3,(H,27,28)(H,29,30)(H,31,32,33)/t16-,17-,18-,19+,20-,21+,22+,25+,26-/m1/s1
SMILES (Click to copy)
[C@]12(CC[C@]3([H])C[C@@H](CC[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@]([H])(CC[C@]12[H])[C@H](C)CCC(=O)NCC(O)=O)OS(O)(=O)=O)[H]

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

Other Databases

KEGG ID
C11301
HMDB ID
HMDB02639
CHEBI ID
9347
PubChem CID
443113

Calculated Physicochemical Properties

Heavy Atoms 35
Rings 4
Aromatic Rings 0
Rotatable Bonds 8
Van der Waals Molecular Volume 494.68
Topological Polar Surface Area 130.00
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 8
logP 6.27
Molar Refractivity 131.59

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Created at
-
Updated at
1st Apr 2021