CHEBI:42027 - 1,2-di-[(9Z,12Z)-octadecadienoyl]-sn-glycero-3-phosphocholine

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ChEBI Name 1,2-di-[(9Z,12Z)-octadecadienoyl]-sn-glycero-3-phosphocholine
ChEBI ID CHEBI:42027
ChEBI ASCII Name 1,2-di-[(9Z,12Z)-octadecadienoyl]-sn-glycero-3-phosphocholine
Definition A 1,2-di-octadecadienoyl-sn-glycero-3-phosphocholine in which the double bonds in each fatty acyl group are at positions 9 and 12 and have Z configuration.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:86129
Supplier Information
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Formula C44H80NO8P
Net Charge 0
Average Mass 782.08170
Monoisotopic Mass 781.56216
InChI InChI=1S/C44H80NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(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/h14-17,20-23,42H,6-13,18-19,24-41H2,1-5H3/b16-14-,17-15-,22-20-,23-21-/t42-/m1/s1
InChIKey FVXDQWZBHIXIEJ-LNDKUQBDSA-N
SMILES CCCCC\C=C/C\C=C/CCCCCCCC(=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) Found in brain (BTO:0000142). From MetaboLights See: MetaboLights Study
Homo sapiens (NCBI:txid9606) Found in urine (BTO:0001419). See: PubMed
Homo sapiens (NCBI:txid9606) Found in saliva (UBERON:0001836). See: Dame, ZT. et al. (2014) The Human Saliva Metabolome (manuscript in preparation)
Homo sapiens (NCBI:txid9606) See: MetaboLights Study
Homo sapiens (NCBI:txid9606) Found in saliva (UBERON:0001836). From MetaboLights See: MetaboLights Study
Roles Classification
Biological Role(s): mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
(via 1,2-di-octadecadienoyl-sn-glycero-3-phosphocholine )
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 1,2-di-[(9Z,12Z)-octadecadienoyl]-sn-glycero-3-phosphocholine (CHEBI:42027) has functional parent linoleic acid (CHEBI:17351)
1,2-di-[(9Z,12Z)-octadecadienoyl]-sn-glycero-3-phosphocholine (CHEBI:42027) is a 1,2-di-octadecadienoyl-sn-glycero-3-phosphocholine (CHEBI:84815)
1,2-di-[(9Z,12Z)-octadecadienoyl]-sn-glycero-3-phosphocholine (CHEBI:42027) is a 1-linoleoyl-2-acyl-sn-glycero-3-phosphocholine (CHEBI:167148)
IUPAC Name
(2R)-2,3-bis[(9Z,12Z)-octadeca-9,12-dienoyloxy]propyl 2-(trimethylazaniumyl)ethyl phosphate
Synonyms Sources
(2R)-2,3-bis[(9Z,12Z)-octadeca-9,12-dienoyloxy]propyl 2-(trimethylammonio)ethyl phosphate PDBeChem
(2R)-2,3-bis[(9Z,12Z)-octadeca-9,12-dienoyloxy]propyl 2-(trimethylammonio)ethyl phosphate IUPAC
(2R)-2,3-bis{[(9Z,12Z)-octadeca-9,12-dienoyl]oxy}propyl 2-(trimethylazaniumyl)ethyl phosphate IUPAC
1,2-di-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine UniProt
1,2-di-O-linoleoyl-sn-glycero-3-phosphocholine ChEBI
1,2-dilinoleoyl-sn-glycero-3-phosphocholine HMDB
1,2-DILINOLEOYL-SN-GLYCERO-3-PHOSPHOCHOLINE PDBeChem
DI-LINOLEOYL-3-SN-PHOSPHATIDYLCHOLINE PDBeChem
dilinoleoylphosphatidylcholine ChEBI
DL-PC ChEBI
DLNPC ChEBI
DLPC ChEBI
GPCho(18:2/18:2) HMDB
GPCho(18:2n6/18:2n6) HMDB
GPCho(18:2w6/18:2w6) HMDB
L-Dilinoleoyllecithin ChemIDplus
PC(18:2(9Z,12Z)/18:2(9Z,12Z)) LIPID MAPS
PC(18:2/18:2) HMDB
PC(18:2n6/18:2n6) HMDB
PC(18:2w6/18:2w6) HMDB
Phosphatidylcholine(18:2/18:2) HMDB
Phosphatidylcholine(18:2n6/18:2n6) HMDB
Phosphatidylcholine(18:2w6/18:2w6) HMDB
Manual Xrefs Databases
DLP PDBeChem
HMDB0008138 HMDB
LMGP01010937 LIPID MAPS
View more database links
Registry Numbers Types Sources
5212188 Reaxys Registry Number Reaxys
998-06-1 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
14561471 PubMed citation Europe PMC
20336709 PubMed citation Europe PMC
24121081 PubMed citation Europe PMC
25063276 PubMed citation Europe PMC
25083573 PubMed citation Europe PMC
25308534 PubMed citation Europe PMC
Last Modified
29 March 2018