Structure Database (LMSD)

O S N H O OH HN O O H 2 N O OH OH O
Common Name
TOG10
Systematic Name
12-Oxo-10-(S-glutathionyl)-5Z,8Z,14Z-eicosatrienoic acid
Synonyms
LM ID
LMFA03000027
Formula
C28H43N3O9S
Exact Mass
Calculate m/z
597.272004
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Eicosanoids [FA03]
Other Eicosanoids [FA0300]

String Representations

InChiKey (Click to copy)
SKKVPWLMSXAYQM-NZGCILPESA-N
InChi (Click to copy)
InChI=1S/C28H43N3O9S/c1-2-3-4-9-12-20(32)17-21(13-10-7-5-6-8-11-14-25(34)35)41-19-23(27(38)30-18-26(36)37)31-24(33)16-15-22(29)28(39)40/h4-6,9-10,13,21-23H,2-3,7-8,11-12,14-19,29H2,1H3,(H,30,38)(H,31,33)(H,34,35)(H,36,37)(H,39,40)/b6-5-,9-4-,13-10-/t21?,22-,23-/m0/s1
SMILES (Click to copy)
C(CCC/C=C\C/C=C\C(SC[C@@H](C(=O)NCC(O)=O)NC(CC[C@@H](C(O)=O)N)=O)CC(=O)C/C=C\CCC)(=O)O

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
12-Oxo-10-glutathionyl-5,8,14-eicosatrienoic acid (TOG10), a novel glutathione-containing eicosanoid generated via the 12-lipoxygenase pathway in human platelets.,
Prostaglandins Other Lipid Mediat, 2021
Pubmed ID: 33172790

Other Databases

PubChem CID
171121263

Calculated Physicochemical Properties

Heavy Atoms 41
Rings 0
Aromatic Rings 0
Rotatable Bonds 24
Van der Waals Molecular Volume 599.82
Topological Polar Surface Area 213.19
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 12
logP 3.86
Molar Refractivity 158.86

Admin

Created at
26th Jan 2021
Updated at
27th Jan 2021