Record Information
Version1.0
Creation date2015-10-09 22:30:09 UTC
Update date2017-01-19 02:36:20 UTC
FoodComEx IDPC000358
FoodDB RecordFDB022121
Chemical Information
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
Chemical FormulaC40H80NO8P
IUPAC name(2-{[(2R)-2,3-bis(hexadecanoyloxy)propyl phosphono]oxy}ethyl)trimethylazanium
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
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phosphatidylcholines. These are glycerophosphocholines in which the two free -OH are attached to one fatty acid each through an ester linkage.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassGlycerophospholipids
Sub ClassGlycerophosphocholines
Direct ParentPhosphatidylcholines
Alternative Parents
Substituents
  • Diacylglycero-3-phosphocholine
  • Phosphocholine
  • Fatty acid ester
  • Dialkyl phosphate
  • Dicarboxylic acid or derivatives
  • Organic phosphoric acid derivative
  • Phosphoric acid ester
  • Alkyl phosphate
  • Fatty acyl
  • Quaternary ammonium salt
  • Tetraalkylammonium salt
  • Carboxylic acid ester
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic nitrogen compound
  • Carbonyl group
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxide
  • Organopnictogen compound
  • Amine
  • Organic salt
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logPNot Available
Experimental Water SolubilityNot Available
Melting PointNot Available
Foods of Origin
FoodContent Range AverageReference
FoodReference
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity AvailableProduction upon request, up to 100 mg
Delivery TimeNot Available
Storage Formsolid
Storage Conditions-80°C
StabilityNot Available
PurityNot Available
Spectra
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Rosa Vazquez Fresnovazquezf@ualberta.ca
Commercial Vendors
AKSci K017
Cayman Chemical 10009473
Toronto Research Chemicals C640500