Structure Database (LMSD)

O O O OH O OH OH HO
Common Name
1-O-all-trans-retinoyl-beta-glucuronic acid
Systematic Name
1-O-[(2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoyl]-β-D-glucopyranuronic acid O(15)-[(2S,3R,4S,5S,6S)-6-carboxy-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl]retinoic acid
Synonyms
  • Retinoyl glucuronide
  • all-trans-Retinoyl-beta-glucuronide
LM ID
LMPR01090051
Formula
C26H36O8
Exact Mass
Calculate m/z
476.24102
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Prenol Lipids [PR]
Isoprenoids [PR01]
Retinoids [PR0109]

String Representations

InChiKey (Click to copy)
MTGFYEHKPMOVNE-NEFMKCFNSA-N
InChi (Click to copy)
InChI=1S/C26H36O8/c1-15(11-12-18-17(3)10-7-13-26(18,4)5)8-6-9-16(2)14-19(27)33-25-22(30)20(28)21(29)23(34-25)24(31)32/h6,8-9,11-12,14,20-23,25,28-30H,7,10,13H2,1-5H3,(H,31,32)/b9-6+,12-11+,15-8+,16-14+/t20-,21-,22+,23-,25+/m0/s1
SMILES (Click to copy)
C1CCC(C)=C(/C=C/C(=C/C=C/C(=C/C(=O)O[C@H]2[C@H](O)[C@@H](O)[C@H](O)[C@@H](C(=O)O)O2)/C)/C)C1(C)C

References

Other Databases

KEGG ID
C11061
HMDB ID
HMDB0062632
CHEBI ID
28870
PubChem CID
56940677

Calculated Physicochemical Properties

Heavy Atoms 34
Rings 2
Aromatic Rings 0
Rotatable Bonds 8
Van der Waals Molecular Volume 485.48
Topological Polar Surface Area 135.59
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 8
logP 4.39
Molar Refractivity 129.10

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Created at
-
Updated at
13th Sep 2021