CHEBI:73003 - 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine

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ChEBI Name 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine
ChEBI ID CHEBI:73003
ChEBI ASCII Name 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine
Definition A phosphatidylcholine 36:4 in which the 1- and 2-acyl groups are specified as hexadecanoyl (palmitoyl) and 5Z,8Z,11Z,14Z-eicosatetraenoyl (arachidonoyl) respectively.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter abridge
Secondary ChEBI IDs CHEBI:60378, CHEBI:84792
Supplier Information
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Formula C44H80NO8P
Net Charge 0
Average Mass 782.08170
Monoisotopic Mass 781.56216
InChI InChI=1S/C44H80NO8P/c1-6-8-10-12-14-16-18-20-21-22-23-25-27-29-31-33-35-37-44(47)53-42(41-52-54(48,49)51-39-38-45(3,4)5)40-50-43(46)36-34-32-30-28-26-24-19-17-15-13-11-9-7-2/h14,16,20-21,23,25,29,31,42H,6-13,15,17-19,22,24,26-28,30,32-41H2,1-5H3/b16-14-,21-20-,25-23-,31-29-/t42-/m1/s1
InChIKey IIZPXYDJLKNOIY-JXPKJXOSSA-N
SMILES C(C[N+](C)(C)C)OP(=O)([O-])OC[C@H](OC(CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC)=O)COC(=O)CCCCCCCCCCCCCCC
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).
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
(via phosphatidylcholine 36:4 )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine (CHEBI:73003) has functional parent arachidonic acid (CHEBI:15843)
1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine (CHEBI:73003) has functional parent hexadecanoic acid (CHEBI:15756)
1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine (CHEBI:73003) has role mouse metabolite (CHEBI:75771)
1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine (CHEBI:73003) is a 1-acyl-2-arachidonoyl-sn-glycero-3-phosphocholine (CHEBI:75063)
1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine (CHEBI:73003) is a phosphatidylcholine 36:4 (CHEBI:64520)
IUPAC Names
(2R)-3-(hexadecanoyloxy)-2-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoyloxy]propyl 2-(trimethylammonio)ethyl phosphate
(2R)-3-(hexadecanoyloxy)-2-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoyloxy]propyl 2-(trimethylazaniumyl)ethyl phosphate
Synonyms Sources
1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine UniProt
1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine ChEBI
1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-icosatetraenoyl)-sn-glycero-3-phosphocholine ChEBI
1-O-hexadecanoyl-2-O-arachidonoyl-sn-glycero-3-phosphocholine ChEBI
1-palmitoyl-2-arachidonoyl-GPC ChEBI
1-palmitoyl-2-arachidonoyl-GPC (16:0/20:4) ChEBI
1-Palmitoyl-2-arachidonyl-gpc ChemIDplus
1-Palmitoyl-2-arachidonyl-phosphatidylcholine ChemIDplus
GPC(16:0/20:4) ChEBI
GPCho(16:0/20:4) HMDB
GPCho(16:0/20:4ω6) HMDB
GPCho(16:0/5Z,8Z,11Z,14Z-20:4) LIPID MAPS
GPCho(36:4) HMDB
Lecithin ChEBI
PAPC ChEBI
PC(16:0/20:4(5Z,8Z,11Z,14Z)) LIPID MAPS
PC(16:0/20:4) LIPID MAPS
PC(16:0/20:4ω6) HMDB
PC(36:4) ChEBI
PC(36:4) HMDB
PC[16:0/20:4(5Z,8Z,11Z,14Z)] LIPID MAPS
Phosphatidylcholine(16:0/20:4) HMDB
Phosphatidylcholine(16:0/20:4ω6) HMDB
Phosphatidylcholine(16:0/20:4w6) ChEBI
Phosphatidylcholine(36:4) HMDB
Manual Xrefs Databases
HMDB0007982 HMDB
LMGP01010007 LIPID MAPS
View more database links
Registry Numbers Types Sources
6931-56-2 CAS Registry Number ChemIDplus
7738062 Beilstein Registry Number Beilstein
7738602 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
15913955 PubMed citation Europe PMC
Last Modified
17 August 2017