CHEBI:72999 - 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine

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ChEBI Name 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine
ChEBI ID CHEBI:72999
ChEBI ASCII Name 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine
Definition A phosphatidylcholine 32:0 in which the 1- and 2-acyl groups are specified as hexadecanoyl (palmitoyl). A synthetic phospholipid used in liposomes and lipid bilayers to study biological membranes. It is also a major constituent of pulmonary surfactants.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter abridge
Milagros Rodriguez-Lopez
Secondary ChEBI IDs CHEBI:77026, CHEBI:73797
Supplier Information
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Formula C40H80NO8P
Net Charge 0
Average Mass 734.03890
Monoisotopic Mass 733.562
InChI InChI=1S/C40H80NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-39(42)46-36-38(37-48-50(44,45)47-35-34-41(3,4)5)49-40(43)33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h38H,6-37H2,1-5H3/t38-/m1/s1
InChIKey KILNVBDSWZSGLL-KXQOOQHDSA-N
SMILES CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCC
Metabolite of Species Details
Mus musculus (NCBI:txid10090) See: MetaboLights Study
Roles Classification
Chemical Role(s): surfactant
A substance which lowers the surface tension of the medium in which it is dissolved, and/or the interfacial tension with other phases, and, accordingly, is positively adsorbed at the liquid/vapour and/or at other interfaces.
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 32:0 )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine (CHEBI:72999) has functional parent hexadecanoic acid (CHEBI:15756)
1,2-dihexadecanoyl-sn-glycero-3-phosphocholine (CHEBI:72999) has role mouse metabolite (CHEBI:75771)
1,2-dihexadecanoyl-sn-glycero-3-phosphocholine (CHEBI:72999) has role surfactant (CHEBI:35195)
1,2-dihexadecanoyl-sn-glycero-3-phosphocholine (CHEBI:72999) is a 1-acyl-2-hexadecanoyl-sn-glycero-3-phosphocholine (CHEBI:75279)
1,2-dihexadecanoyl-sn-glycero-3-phosphocholine (CHEBI:72999) is a phosphatidylcholine 32:0 (CHEBI:66850)
IUPAC Name
(2R)-2,3-bis(hexadecanoyloxy)propyl 2-(trimethylazaniumyl)ethyl phosphate
INNs Sources
colfosceril palmitate ChemIDplus
colfoscerili palmitas ChemIDplus
palmitate de colfosceril ChemIDplus
Palmitato de colfoscerilo ChemIDplus
Synonyms Sources
1,2-Bis(hexadecanoyl)-sn-glycero-3-phosphocholine HMDB
1,2-dihexadecanoyl-sn-glycero-3-phosphocholine UniProt
1,2-Dipalmitoyl-L-lecithin LIPID MAPS
1,2-Dipalmitoyl-sn-glycero-3-phosphatidylcholine HMDB
1,2-dipalmitoyl-sn-glycero-3-phosphocholine SUBMITTER
1,2-dipalmitoylphosphatidylcholine MetaCyc
1-16:0-2-16:0-phosphatidylcholine MetaCyc
16:0-16:0-PC MetaCyc
Dipalmitoyl phosphatidylcholine LIPID MAPS
dipalmitoyl-GPC ChEBI
dipalmitoylphosphatidylcholine ChEBI
GPC(16:0/16:0) ChEBI
GPCho 16:0/16:0 ChEBI
GPCho(16:0/16:0) ChEBI
PC 16:0/16:0 ChEBI
PC(16:0/16:0) SUBMITTER
PC(32:0) ChEBI
phosphatidylcholine 16:0/16:0 ChEBI
Phosphatidylcholine(16:0/16:0) ChEBI
Phosphatidylcholine(32:0) ChEBI
Manual Xrefs Databases
1-2-DIPALMITOYLPHOSPHATIDYLCHOLINE MetaCyc
HMDB0000564 HMDB
LMGP01010564 LIPID MAPS
PCF PDBeChem
View more database links
Registry Numbers Types Sources
1917966 Reaxys Registry Number Reaxys
2644-64-6 CAS Registry Number ChemIDplus
5799515 Reaxys Registry Number Reaxys
63-89-8 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
12950167 PubMed citation SUBMITTER
22888753 PubMed citation Europe PMC
Last Modified
06 March 2017