Record Information
Version1.0
Creation date2011-09-21 00:08:47 UTC
Update date2020-02-24 19:11:11 UTC
Primary IDFDB022121
Secondary Accession NumbersNot Available
Chemical Information
FooDB NamePC(16:0/16:0)
DescriptionPC(16:0/16:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(16:0/16:0), in particular, consists of two chains of palmitic acid at the C-1 and C-2 positions. The palmitic acid moieties are derived from fish oils, milk fats, vegetable oils and animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. Dipalmitoylphosphatidylcholine (DPPC) is the major constituent of pulmonary surfactant. It is also used for research purposes in studying liposomes, lipid bilayers, and model biological membranes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC. [HMDB]
CAS Number63-89-8
Structure
Thumb
Synonyms
SynonymSource
(R)-4-Hydroxy-N,N,N-trimethyl-10-oxo-7-[(1-oxohexadecyl)oxy]-3,5,9-trioxa-4-apentacosan-1-aminium 4-oxide hydroxide inner saltHMDB
(R)-4-Hydroxy-N,N,N-trimethyl-10-oxo-7-[(1-oxohexadecyl)oxy]-3,5,9-trioxa-4-apentacosan-1-aminium 4-oxide inner saltHMDB
(R)-4-hydroxy-N,N,N-trimethyl-10-oxo-7-[(1-oxohexadecyl)oxy]-3,5,9-Trioxa-4-phosphapentacosan-1-aminium 4-oxide hydroxide inner salthmdb
(R)-4-hydroxy-N,N,N-trimethyl-10-oxo-7-[(1-oxohexadecyl)oxy]-3,5,9-Trioxa-4-phosphapentacosan-1-aminium 4-oxide inner salthmdb
1-16:0-2-16:0-AtidylcholineChEBI
1,2-Bis(hexadecanoyl)-sn-glycero-3-ocholineChEBI
1,2-Bis(hexadecanoyl)-sn-glycero-3-phosphocholinehmdb
1,2-Bis(palmitoyl)-sn-glycero-3-ocholineHMDB
1,2-Bis(palmitoyl)-sn-glycero-3-phosphocholinehmdb
1,2-Dihexadecanoyl-sn-glycero-3-ocholineChEBI
1,2-Dihexadecanoyl-sn-glycerol-3-orylcholineHMDB
1,2-Dihexadecanoyl-sn-glycerol-3-phosphorylcholinehmdb
1,2-Dipalmitoyl-3-sn-atidylcholineHMDB
1,2-Dipalmitoyl-3-sn-phosphatidylcholinehmdb
1,2-Dipalmitoyl-L-3-atidylcholineHMDB
1,2-Dipalmitoyl-L-3-phosphatidylcholinehmdb
1,2-Dipalmitoyl-L-a-atidylcholineHMDB
1,2-Dipalmitoyl-L-a-lecithinhmdb
1,2-Dipalmitoyl-L-a-phosphatidylcholinehmdb
1,2-Dipalmitoyl-L-alpha-atidylcholineHMDB
1,2-Dipalmitoyl-L-alpha-lecithinhmdb
1,2-Dipalmitoyl-L-alpha-phosphatidylcholinehmdb
1,2-Dipalmitoyl-L-atidylcholineHMDB
1,2-Dipalmitoyl-L-lecithinhmdb
1,2-Dipalmitoyl-L-phosphatidylcholinehmdb
1,2-Dipalmitoyl-rac-glycero-3-ocholineHMDB
1,2-dipalmitoyl-rac-glycero-3-phosphocholinehmdb
1,2-Dipalmitoyl-sn-3-glyceroocholineHMDB
1,2-Dipalmitoyl-sn-3-glycerophosphocholinehmdb
1,2-Dipalmitoyl-sn-atidylcholineHMDB
1,2-Dipalmitoyl-sn-glycero-3-atidylcholineChEBI
1,2-Dipalmitoyl-sn-glycero-3-ocholineChEBI
1,2-Dipalmitoyl-sn-glycero-3-orylcholineHMDB
1,2-Dipalmitoyl-sn-glycero-3-phosphatidylcholinehmdb
1,2-Dipalmitoyl-sn-glycero-3-phosphocholinehmdb
1,2-Dipalmitoyl-sn-glycero-3-phosphorylcholinehmdb
1,2-Dipalmitoyl-sn-glycerol-3-ocholineHMDB
1,2-Dipalmitoyl-sn-glycerol-3-phosphocholinehmdb
1,2-Dipalmitoyl-sn-glyceroocholineHMDB
1,2-Dipalmitoyl-sn-glyceroorylcholineHMDB
1,2-Dipalmitoyl-sn-glycerophosphocholinehmdb
1,2-Dipalmitoyl-sn-glycerophosphorylcholinehmdb
1,2-Dipalmitoyl-sn-glyceryl-3-ocholineHMDB
1,2-Dipalmitoyl-sn-glyceryl-3-phosphocholinehmdb
1,2-Dipalmitoyl-sn-phosphatidylcholinehmdb
1,2-DipalmitoylatidylcholineChEBI
1,2-Dipalmitoylglycero-3-ocholineHMDB
1,2-Dipalmitoylglycero-3-phosphocholinehmdb
1,2-L-a-DipalmitoylatidylcholineHMDB
1,2-L-a-Dipalmitoylphosphatidylcholinehmdb
1,2-L-alpha-DipalmitoylatidylcholineHMDB
1,2-L-alpha-Dipalmitoylphosphatidylcholinehmdb
16:0-16:0-PCChEBI
Atidylcholine 16:0/16:0ChEBI
Atidylcholine(16:0/16:0)ChEBI
Atidylcholine(32:0)ChEBI
b,g-Dipalmitoyl L-a-atidylcholineHMDB
b,g-Dipalmitoyl L-a-phosphatidylcholinehmdb
b,g-Dipalmitoyl L-alpha-atidylcholineHMDB
b,g-Dipalmitoyl L-alpha-phosphatidylcholinehmdb
b,g-Dipalmitoyl-L-(a)-lecithinhmdb
b,g-Dipalmitoyl-L-atidylcholineHMDB
b,g-Dipalmitoyl-L-phosphatidylcholinehmdb
Colfosceril palmitatehmdb
Colfosceril palmitic acidGenerator
Colfoscerili palmitasChEBI
Dihexadecanoyl-sn-glycero-3-ocholineHMDB
Dihexadecanoyl-sn-glycero-3-phosphocholinehmdb
Dipalmitoyl atidylcholineChEBI
Dipalmitoyl L-a-atidylcholineHMDB
Dipalmitoyl L-a-phosphatidylcholinehmdb
Dipalmitoyl L-alpha-atidylcholineHMDB
Dipalmitoyl L-alpha-phosphatidylcholinehmdb
Dipalmitoyl-L-3-glycerylorylcholineHMDB
Dipalmitoyl-L-3-glycerylphosphorylcholinehmdb
Dipalmitoyl-L-a-atidylcholineHMDB
Dipalmitoyl-L-a-lecithinhmdb
Dipalmitoyl-L-a-phosphatidylcholinehmdb
Dipalmitoyl-L-alpha-atidylcholineHMDB
Dipalmitoyl-L-alpha-lecithinhmdb
Dipalmitoyl-L-alpha-phosphatidylcholinehmdb
Dipalmitoyl-sn-3-atidylcholineHMDB
Dipalmitoyl-sn-3-phosphatidylcholinehmdb
DipalmitoylatidylcholineChEBI
Dipalmitoylphosphatidylcholinehmdb
DPPChmdb
GPCho 16:0/16:0ChEBI
GPCho(16:0/16:0)ChEBI
GPCho(32:0)HMDB
L-1,2-Dipalmitoyl-a-lecithinhmdb
L-1,2-Dipalmitoyl-alpha-lecithinhmdb
L-1,2-DipalmitoylatidylcholineHMDB
L-1,2-Dipalmitoylphosphatidylcholinehmdb
L-a-1,2-Dipalmitoyl lecithinhmdb
L-a-DipalmitoylatidylcholineHMDB
L-a-Dipalmitoylecithinhmdb
L-a-Dipalmitoyllecithinhmdb
L-a-Dipalmitoylphosphatidylcholinehmdb
L-a-DPPChmdb
L-alpha-1,2-Dipalmitoyl lecithinhmdb
L-alpha-DipalmitoylatidylcholineHMDB
L-alpha-Dipalmitoylecithinhmdb
L-alpha-Dipalmitoyllecithinhmdb
L-alpha-Dipalmitoylphosphatidylcholinehmdb
L-alpha-DPPChmdb
L-b,g-Dipalmitoyl-a-atidylcholineHMDB
L-b,g-Dipalmitoyl-a-lecithinhmdb
L-b,g-Dipalmitoyl-a-phosphatidylcholinehmdb
L-b,g-Dipalmitoyl-alpha-atidylcholineHMDB
L-b,g-Dipalmitoyl-alpha-lecithinhmdb
L-b,g-Dipalmitoyl-alpha-phosphatidylcholinehmdb
L-b,g-DipalmitoylatidylcholineHMDB
L-b,g-Dipalmitoylphosphatidylcholinehmdb
L-Dipalmitoyl lecithinhmdb
L-DPPChmdb
Palmitate de colfoscerilChEBI
Palmitato de colfosceriloChEBI
Palmitic acid de colfoscerilGenerator
PC 16:0/16:0ChEBI
PC Aa C32:0HMDB
PC(32:0)ChEBI
sn-3-Dipalmitoyllecithinhmdb
Predicted PropertiesNot Available
Chemical FormulaC40H80NO8P
IUPAC name
InChI IdentifierInChI=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
InChI KeyKILNVBDSWZSGLL-KXQOOQHDSA-N
Isomeric SMILES[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCC
Average Molecular Weight734.0389
Monoisotopic Molecular Weight733.562155053
Classification
ClassificationNot classified
Ontology
Physiological effect

Organoleptic effect:

Disposition

Route of exposure:

Source:

Biological location:

Process

Naturally occurring process:

Role

Biological role:

Industrial application:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MSNot Available
MS/MSNot Available
NMRNot Available
ChemSpider ID398235
ChEMBL IDCHEMBL1200737
KEGG Compound IDC00157
Pubchem Compound ID452110
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB00564
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDPCF
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDDipalmitoylphosphatidylcholine
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
Enzymes
NameGene NameUniProt ID
2-acylglycerol O-acyltransferase 2MOGAT2Q3SYC2
Phospholipase D2PLD2O14939
Choline-phosphate cytidylyltransferase BPCYT1BQ9Y5K3
Choline-phosphate cytidylyltransferase APCYT1AP49585
Choline kinase alphaCHKAP35790
Phospholipase D3PLD3Q8IV08
Phospholipase D4PLD4Q96BZ4
Phospholipase D6PLD6Q8N2A8
Lecithin retinol acyltransferaseLRATO95237
Phosphatidylserine synthase 1PTDSS1P48651
Eosinophil lysophospholipaseCLCQ05315
Neuropathy target esterasePNPLA6Q8IY17
Phosphatidylcholine:ceramide cholinephosphotransferase 2SGMS2Q8NHU3
Phosphatidylcholine:ceramide cholinephosphotransferase 1SGMS1Q86VZ5
Acyl-protein thioesterase 1LYPLA1O75608
Acyl-protein thioesterase 2LYPLA2O95372
Phosphatidylcholine-sterol acyltransferaseLCATP04180
Lysophospholipid acyltransferase 5LPCAT3Q6P1A2
Lysophosphatidylcholine acyltransferase 2LPCAT2Q7L5N7
Phosphatidylethanolamine-binding protein 1PEBP1P30086
Phosphatidylethanolamine-binding protein 4PEBP4Q96S96
Pathways
NameSMPDB LinkKEGG Link
Phospholipid BiosynthesisSMP00025 map00564
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference