Structure Database (LMSD)

Common Name
Glycohyocholic acid
Systematic Name
N-(3α,6α,7α-Trihydroxy-5β-cholan-24-oyl)-glycine
Synonyms
  • GHCA
LM ID
LMST05030021
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
View MassBank spectra

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
Sus scrofa (#9823)
Mammalia (#40674)
PREPARATIVE ISOLATION AND PURIFICATION OF THREE GLYCINE-CONJUGATED CHOLIC ACIDS FROM PULVIS FELLIS SUIS BY HIGH-SPEED COUNTERCURRENT CHROMATOGRAPHY COUPLED WITH ELSD DETECTION.,
J Liq Chromatogr Relat Technol, 2012
Pubmed ID: 23008527

String Representations

InChiKey (Click to copy)
ZQYUKJFJPJDMMR-ZDWCHQGWSA-N
InChi (Click to copy)
InChI=1S/C26H43NO6/c1-14(4-7-20(29)27-13-21(30)31)16-5-6-17-22-18(9-11-25(16,17)2)26(3)10-8-15(28)12-19(26)23(32)24(22)33/h14-19,22-24,28,32-33H,4-13H2,1-3H3,(H,27,29)(H,30,31)/t14-,15-,16-,17+,18+,19+,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(NCC(O)=O)=O)CC[C@@]4([H])[C@]3([H])[C@H](O)[C@H](O)[C@]2([H])C[C@H](O)C1

Other Databases

CHEBI ID
133176
PubChem CID
71361462

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 3.71
Molar Refractivity 125.07

Admin

Created at
15th Dec 2023
Updated at
24th Apr 2024