Record Information
Version1.0
StatusDetected and Quantified
Creation Date2020-12-10 18:54:20 UTC
Update Date2024-04-30 19:33:37 UTC
Metabolite IDMMDBc0000759
Metabolite Identification
Common NameLysoPG(18:1(9Z)/0:0)
DescriptionLysoPG(18:1(9Z)/0:0) is a lysophosphatidylglycerol. It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position. The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic. However, it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Lysophosphatidylglycerols can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. LysoPG(18:1(9Z)/0:0), in particular, consists of one chain of oleic acid at the C-1 position.
Structure
Synonyms
ValueSource
1-Oleoyl-sn-glycero-3-phospho-(1'-sn-glycerol)ChEBI
PG(18:1(9Z)/0:0)ChEBI
PG(18:1/0:0)ChEBI
1-Oleoyl-GPCHMDB
1-Oleoyl-GPGHMDB
1-Oleoyl-lysophosphatidylglycerolHMDB
1-Oleoyl-sn-glycero-3-phospho-(1’-sn-glycerol)HMDB
1-Oleoyl-sn-glycero-3-phosphoglycerolHMDB
GPG(18:1(9Z))HMDB
GPG(18:1(9Z)/0:0)HMDB
GPG(18:1)HMDB
GPG(18:1n9)HMDB
GPG(18:1n9/0:0)HMDB
GPG(18:1w9)HMDB
GPG(18:1w9/0:0)HMDB
LPG(18:1(9Z))HMDB
LPG(18:1(9Z)/0:0)HMDB
LPG(18:1)HMDB
LPG(18:1n9)HMDB
LPG(18:1n9/0:0)HMDB
LPG(18:1w9)HMDB
LPG(18:1w9/0:0)HMDB
LysoPG(18:1(9Z))HMDB
LysoPG(18:1(9Z)/0:0)HMDB
LysoPG(18:1)HMDB
LysoPG(18:1n9)HMDB
LysoPG(18:1n9/0:0)HMDB
LysoPG(18:1w9)HMDB
LysoPG(18:1w9/0:0)HMDB
Lysophosphatidylglycerol(18:1(9Z))HMDB
Lysophosphatidylglycerol(18:1(9Z)/0:0)HMDB
Lysophosphatidylglycerol(18:1)HMDB
Lysophosphatidylglycerol(18:1n9)HMDB
Lysophosphatidylglycerol(18:1n9/0:0)HMDB
Lysophosphatidylglycerol(18:1w9)HMDB
Lysophosphatidylglycerol(18:1w9/0:0)HMDB
Molecular FormulaC24H47O9P
Average Mass510.605
Monoisotopic Mass510.295770091
IUPAC Name[(2S)-2,3-dihydroxypropoxy][(2R)-2-hydroxy-3-[(9Z)-octadec-9-enoyloxy]propoxy]phosphinic acid
Traditional Name(2S)-2,3-dihydroxypropoxy((2R)-2-hydroxy-3-[(9Z)-octadec-9-enoyloxy]propoxy)phosphinic acid
CAS Registry NumberNot Available
SMILES
CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@@H](O)COP(O)(=O)OC[C@@H](O)CO
InChI Identifier
InChI=1S/C24H47O9P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-24(28)31-19-23(27)21-33-34(29,30)32-20-22(26)18-25/h9-10,22-23,25-27H,2-8,11-21H2,1H3,(H,29,30)/b10-9-/t22-,23+/m0/s1
InChI KeyFQQQKGAFQIIGLQ-SNZQZGEVSA-N