Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-19 13:41:56 UTC
Update Date2022-09-01 01:08:00 UTC
Metabolite IDMMDBc0045295
Metabolite Identification
Common NamePA(14:0/18:1(9Z))
DescriptionPA(14:0/18:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(14:0/18:1(9Z)), in particular, consists of one tetradecanoyl chain to the C-1 atom, and one 9Z-octadecenoyl to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.
Structure
Synonyms
ValueSource
1-Tetradecanoyl-2-(9Z)-octadecenoyl-sn-glycero-3-phosphateChEBI
1-Tetradecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphateChEBI
PA(14:0/18:1)ChEBI
1-Tetradecanoyl-2-(9Z)-octadecenoyl-sn-glycero-3-phosphoric acidGenerator
1-Tetradecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphoric acidGenerator
Molecular FormulaC35H67O8P
Average Mass646.887
Monoisotopic Mass646.457356115
IUPAC Name[(2R)-2-[(9Z)-octadec-9-enoyloxy]-3-(tetradecanoyloxy)propoxy]phosphonic acid
Traditional Name(2R)-2-[(9Z)-octadec-9-enoyloxy]-3-(tetradecanoyloxy)propoxyphosphonic acid
CAS Registry NumberNot Available
SMILES
[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCCCCCC
InChI Identifier
InChI=1S/C35H67O8P/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-35(37)43-33(32-42-44(38,39)40)31-41-34(36)29-27-25-23-21-19-14-12-10-8-6-4-2/h16-17,33H,3-15,18-32H2,1-2H3,(H2,38,39,40)/b17-16-/t33-/m1/s1
InChI KeyIZDWXHIHOWRUTO-NTEJXHNLSA-N