CHEBI:84822 - 1-octadecanoyl-2-[(9Z,12Z)-octadecadienoyl]-sn-glycero-3-phosphocholine

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ChEBI Name 1-octadecanoyl-2-[(9Z,12Z)-octadecadienoyl]-sn-glycero-3-phosphocholine
ChEBI ID CHEBI:84822
ChEBI ASCII Name 1-octadecanoyl-2-[(9Z,12Z)-octadecadienoyl]-sn-glycero-3-phosphocholine
Definition A phosphatidylcholine 36:2 in which the acyl groups positions 1 and 2 are specified as octadecanoyl and (9Z,12Z)-octadecadienoyl respectively.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Nevila Nouspikel
Secondary ChEBI IDs CHEBI:77708
Supplier Information ZINC000085587134
Download Molfile XML SDF
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Formula C44H84NO8P
Net Charge 0
Average Mass 786.11340
Monoisotopic Mass 785.59346
InChI InChI=1S/C44H84NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h15,17,21,23,42H,6-14,16,18-20,22,24-41H2,1-5H3/b17-15-,23-21-/t42-/m1/s1
InChIKey FORFDCPQKJHEBF-VPUSDGANSA-N
SMILES CCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/C\C=C/CCCCC
Metabolite of Species Details
Mus musculus (NCBI:txid10090) See: MetaboLights Study
Roles Classification
Biological Role(s): mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via phosphatidylcholine 36:2 )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 1-octadecanoyl-2-[(9Z,12Z)-octadecadienoyl]-sn-glycero-3-phosphocholine (CHEBI:84822) has functional parent linoleic acid (CHEBI:17351)
1-octadecanoyl-2-[(9Z,12Z)-octadecadienoyl]-sn-glycero-3-phosphocholine (CHEBI:84822) has functional parent octadecanoic acid (CHEBI:28842)
1-octadecanoyl-2-[(9Z,12Z)-octadecadienoyl]-sn-glycero-3-phosphocholine (CHEBI:84822) has role mouse metabolite (CHEBI:75771)
1-octadecanoyl-2-[(9Z,12Z)-octadecadienoyl]-sn-glycero-3-phosphocholine (CHEBI:84822) is a phosphatidylcholine 36:2 (CHEBI:64433)
IUPAC Names
(2R)-2-[(9Z,12Z)-octadeca-9,12-dienoyloxy]-3-(octadecanoyloxy)propyl 2-(trimethylammonio)ethyl phosphate
(2R)-2-[(9Z,12Z)-octadeca-9,12-dienoyloxy]-3-(octadecanoyloxy)propyl 2-(trimethylazaniumyl)ethyl phosphate
Synonyms Sources
1-18:0-2-18:2-phosphatidylcholine MetaCyc
1-octadecanoyl-2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phosphocholine UniProt
1-stearoyl-2-linoleoyl-GPC ChEBI
1-stearoyl-2-linoleoyl-GPC (18:0/18:2) ChEBI
1-Stearoyl-2-linoleoyl-sn-glycero-3-phosphatidylcholine LIPID MAPS
18:0-18:2-PC MetaCyc
GPC(18:0/18:2) ChEBI
GPCho(18:0/18:2) HMDB
GPCho(18:0/18:2n6) HMDB
GPCho(18:0/18:2w6) HMDB
GPCho(36:2) HMDB
PC(18:0/18:2(9Z,12Z)) LIPID MAPS
PC(18:0/18:2) HMDB
PC(18:0/18:2n6) HMDB
PC(18:0/18:2w6) HMDB
PC(36:2) HMDB
phosphatidylcholine (1-18:0-2-18:2) MetaCyc
Phosphatidylcholine(18:0/18:2) HMDB
Phosphatidylcholine(18:0/18:2n6) HMDB
Phosphatidylcholine(36:2) HMDB
Manual Xrefs Databases
CPD-8279 MetaCyc
HMDB0008039 HMDB
LMGP01010768 LIPID MAPS
View more database links
Registry Numbers Types Sources
27098-24-4 CAS Registry Number ChemIDplus
6089852 Reaxys Registry Number Reaxys
Citations
Zhou L, Zhao M, Khalil A, Marcic C, Bindler F, Marchioni E (2013)
Identification of volatiles from oxidised phosphatidylcholine molecular species using headspace solid-phase microextraction (HS-SPME) and gas chromatography-mass spectrometry (GC-MS).
Analytical and bioanalytical chemistry 405, 9125-9137 [PubMed:24077831]
[show Abstract]
Tada K, Goto M, Tamai N, Matsuki H, Kaneshina S (2010)
Pressure effect on the bilayer phase transition of asymmetric lipids with an unsaturated acyl chain.
Annals of the New York Academy of Sciences 1189, 77-85 [PubMed:20233371]
[show Abstract]
Hanel AM, Gelb MH (1995)
Multiple enzymatic activities of the human cytosolic 85-kDa phospholipase A2: hydrolytic reactions and acyl transfer to glycerol.
Biochemistry 34, 7807-7818 (Source: SUBMITTER) [PubMed:7794891]
[show Abstract]
Keough KM, Parsons CS (1990)
Differential scanning calorimetry of dispersions of products of oxidation of 1-stearoyl-2-linoleoyl-sn-glycero-3-phosphocholine.
Biochemistry and cell biology = Biochimie et biologie cellulaire 68, 300-307 [PubMed:2350495]
[show Abstract]
Last Modified
04 October 2016