Structure Database (LMSD)

Common Name
6alpha-Glucuronosylhyodeoxycholate
Systematic Name
3α,6α-dihydroxy-5β-cholan-24-oic acid 6-D-glucuronide
Synonyms
LM ID
LMST05010016
Status
Active
Exact Mass
Calculate m/z
568.32475
Formula
C30H48O10
Abbrev
ST 24:1;O4;GlcA
Show lipids differing only in stereochemistry/bond geometry
Download as...
MDLMOL SDF CSV TSV
MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".

Main

Classification

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

String Representations

InChiKey (Click to copy)
MAXKTGFGXCXJFY-HHUAQUJWSA-N
InChi (Click to copy)
InChI=1S/C30H48O10/c1-14(4-7-22(32)33)17-5-6-18-16-13-21(39-28-25(36)23(34)24(35)26(40-28)27(37)38)20-12-15(31)8-10-30(20,3)19(16)9-11-29(17,18)2/h14-21,23-26,28,31,34-36H,4-13H2,1-3H3,(H,32,33)(H,37,38)/t14-,15-,16+,17-,18+,19+,20+,21+,23+,24+,25-,26+,28-,29-,30-/m1/s1
SMILES (Click to copy)
O([C@@H]1[C@]2([H])C[C@@H](CC[C@]2(C)[C@@]2([H])CC[C@]3(C)[C@]([H])(CC[C@@]3([H])[C@]2([H])C1)[C@H](C)CCC(=O)O)O)[C@@H]1O[C@@H]([C@H]([C@H](O)[C@H]1O)O)C(=O)O

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
Glucuronidation of 6 alpha-hydroxy bile acids by human liver microsomes.,
J Clin Invest, 1987
Pubmed ID: 3110212

Other Databases

KEGG ID
C11246
CHEBI ID
137822
PubChem CID
443097

Calculated Physicochemical Properties

Heavy Atoms 40
Rings 5
Aromatic Rings 0
Rotatable Bonds 7
Van der Waals Molecular Volume 548.38
Topological Polar Surface Area 176.05
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 10
logP 4.40
Molar Refractivity 145.41

Admin

Created at
-
Updated at
19th Mar 2021