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

ChEBI IDCHEBI:72999
ChEBI Name1,2-dihexadecanoyl-sn-glycero-3-phosphocholine
Stars
ASCII Name1,2-dihexadecanoyl-sn-glycero-3-phosphocholine
DefinitionA 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.
Secondary ChEBI IDsCHEBI:44843, CHEBI:73797, CHEBI:77026
Last Modified24 January 2024
Submitterabridge, milar4, mwilliams
DownloadsMolfile
FormulaC40H80NO8P
Net Charge0
Average Mass734.053
Monoisotopic Mass733.56216
SMILESCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCC
InChIInChI=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
InChIKeyKILNVBDSWZSGLL-KXQOOQHDSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Mus musculus (ncbitaxon:10090) - MetaboLights (MTBLS143)
Roles Classification
Chemical Role:
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 Roles:
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.
ChEBI Ontology
Outgoing Relation(s)
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)
1,2-dihexadecanoyl-sn-glycero-3-phosphocholine (CHEBI:72999) is conjugate base of 1,2-di-O-palmitoyl-sn-glycero-3-phosphocholine (CHEBI:40265)
Incoming Relation(s)
1,2-di-O-palmitoyl-sn-glycero-3-phosphocholine (CHEBI:40265) is conjugate acid of 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine (CHEBI:72999)
IUPAC Names 
(2R)-2,3-bis(hexadecanoyloxy)propyl 2-(trimethylammonio)ethyl phosphate
(2R)-2,3-bis(hexadecanoyloxy)propyl 2-(trimethylazaniumyl)ethyl phosphate
INNs  Source
colfoscerili palmitasChemIDplus
colfosceril palmitateChemIDplus
palmitate de colfoscerilChemIDplus
Palmitato de colfosceriloChemIDplus
Synonyms  Source
1-16:0-2-16:0-phosphatidylcholineMetaCyc
1,2-Bis(hexadecanoyl)-sn-glycero-3-phosphocholineHMDB
1,2-Dipalmitoyl-sn-glycero-3-phosphatidylcholineHMDB
1,2-dipalmitoyl-sn-glycero-3-phosphocholineSUBMITTER
1,2-Dipalmitoyl-L-lecithinLIPID MAPS
1,2-dipalmitoylphosphatidylcholineMetaCyc
UniProt Name  Source
1,2-dihexadecanoyl-sn-glycero-3-phosphocholineUniProt
Manual XrefsDatabases
1-2-DIPALMITOYLPHOSPHATIDYLCHOLINEMetaCyc
730DrugCentral
DipalmitoylphosphatidylcholineWikipedia
HMDB0000564HMDB
LMGP01010564LIPID MAPS
PCFPDBeChem
Registry NumbersSources
Reaxys:1917966Reaxys
Reaxys:5799515Reaxys
CAS:2644-64-6ChemIDplus
CAS:63-89-8ChemIDplus
Citations