Structure Database (LMSD)

Common Name
3beta,5alpha,6beta-Trihydroxy-cholanoyl-glycine
Systematic Name
N-(3β,5α,6β,trihydroxycholestan-24-oyl) glycine
Synonyms
LM ID
LMST05030019
Formula
C26H43NO6
Exact Mass
Calculate m/z
465.309039
Sum Composition
ST 24:1;O4;Gly
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

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

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
Oxysterols as lipid mediators: Their biosynthetic genes, enzymes and metabolites.,
Prostaglandins Other Lipid Mediat, 2020
Pubmed ID: 31698146

String Representations

InChiKey (Click to copy)
PVXZQUUYXFMXMF-ABSIFXOISA-N
InChi (Click to copy)
InChI=1S/C26H43NO6/c1-15(4-7-22(30)27-14-23(31)32)18-5-6-19-17-12-21(29)26(33)13-16(28)8-11-25(26,3)20(17)9-10-24(18,19)2/h15-21,28-29,33H,4-14H2,1-3H3,(H,27,30)(H,31,32)/t15-,16+,17+,18-,19+,20+,21-,24-,25-,26+/m1/s1
SMILES (Click to copy)
[C@]12(C[C@@H](O)[C@@]3(O)C[C@@H](O)CC[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@@]([H])([C@@](C)([H])CCC(=O)NCC(=O)O)CC[C@@]21[H])[H]

Other Databases

PubChem CID
121304245

Calculated Physicochemical Properties

Heavy Atoms 33
Rings 4
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 467.38
Topological Polar Surface Area 127.09
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 7
logP 3.85
Molar Refractivity 125.14

Admin

Created at
26th Jan 2021
Updated at
24th Apr 2024