ContaminantDB: PC(14:0/14:0)

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-26 09:30:08 UTC

Update Date

2026-05-14 19:06:27 UTC

Accession Number

CHEM037201

Identification

Common Name

PC(14:0/14:0)

Class

Small Molecule

Description

PC(16:1(9Z)/20:0), also known as dimyristoyl lecithin or GPC(28:0), 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. Thus, PC(16:1(9Z)/20:0) is considered to be a glycerophosphocholine lipid molecule. PC(16:1(9Z)/20:0) is a drug. PC(16:1(9Z)/20:0) is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. PC(16:1(9Z)/20:0) exists in all eukaryotes, ranging from yeast to humans. PC(16:1(9Z)/20:0) participates in a number of enzymatic reactions, within cattle. In particular, S-Adenosylhomocysteine and PC(16:1(9Z)/20:0) can be biosynthesized from S-adenosylmethionine and pe-nme2(16:1(9Z)/20:0) through its interaction with the enzyme phosphatidylethanolamine N-methyltransferase. Furthermore, Cytidine monophosphate and PC(16:1(9Z)/20:0) can be biosynthesized from CDP-choline and DG(16:1(9Z)/20:0/0:0); which is catalyzed by the enzyme choline/ethanolaminephosphotransferase. Finally, PC(16:1(9Z)/20:0) and L-serine can be converted into choline and PS(16:1(9Z)/20:0) through the action of the enzyme phosphatidylserine synthase. In cattle, PC(16:1(9Z)/20:0) is involved in a couple of metabolic pathways, which include phosphatidylcholine biosynthesis PC(16:1(9Z)/20:0) pathway and phosphatidylethanolamine biosynthesis pe(16:1(9Z)/20:0) pathway.

Contaminant Sources

FooDB Chemicals

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1,2-Di-O-tetradecanoyl-sn-glycero-3-phosphocholine	ChEBI
1,2-Dimyristoyl-GPC	ChEBI
1,2-Dimyristoyl-L-3-phosphatidylcholine	ChEBI
1,2-Dimyristoyl-sn-glycero-3-phosphocholine	ChEBI
1,2-Dimyristoylphosphatidylcholine	ChEBI
1,2-Ditetradecanoyl-sn-glycero-3-phosphocholine	ChEBI
Dimyristoyl lecithin	ChEBI
Dimyristoyl phosphatidylcholine	ChEBI
Dimyristoylphosphatidylcholine	ChEBI
DMPC	ChEBI
GPC(14:0/14:0)	ChEBI
GPC(28:0)	ChEBI
PC(28:0)	ChEBI
Phosphatidylcholine(14:0/14:0)	ChEBI
Phosphatidylcholine(28:0)	ChEBI
1,2 Ditetradecanoyl glycero 3 phosphocholine	HMDB
1,2-Ditetradecanoyl-glycero-3-phosphocholine	HMDB
1,2-Ditetradecyl-glycero-3-phosphocholine	HMDB
DMCP	HMDB
Dimyristoyllecithin	HMDB
1,2 Dimyristoyl glycero 3 phosphorylcholine	HMDB
1,2 Ditetradecyl glycero 3 phosphocholine	HMDB
1,2-Dimyristoyl-glycero-3-phosphorylcholine	HMDB
Lecithin	HMDB
1,2-Dimyristoyl-rac-glycero-3-phosphocholine	HMDB
GPCho(28:0)	HMDB
GPCho(14:0/14:0)	HMDB
1,2-Ditetradecanoyl-rac-glycero-3-phosphocholine	HMDB
PC(14:0/14:0)	Lipid Annotator, ChEBI

Chemical Formula

C₃₆H₇₂NO₈P

Average Molecular Mass

677.933 g/mol

Monoisotopic Mass

677.500 g/mol

CAS Registry Number

18194-24-6

IUPAC Name

(2-{[(2R)-2,3-bis(tetradecanoyloxy)propyl phosphonato]oxy}ethyl)trimethylazanium

Traditional Name

(2-{[(2R)-2,3-bis(tetradecanoyloxy)propyl phosphono]oxy}ethyl)trimethylazanium

SMILES

[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCC

InChI Identifier

InChI=1S/C36H72NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-35(38)42-32-34(33-44-46(40,41)43-31-30-37(3,4)5)45-36(39)29-27-25-23-21-19-17-15-13-11-9-7-2/h34H,6-33H2,1-5H3/t34-/m1/s1

InChI Key

CITHEXJVPOWHKC-UUWRZZSWSA-N

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.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphocholines

Direct Parent

Phosphatidylcholines

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 Framework

Aliphatic acyclic compounds

External Descriptors

1,2-diacyl-sn-glycero-3-phosphocholine (CHEBI:45240 )
phosphatidylcholine 28:0 (CHEBI:45240 )
Diacylglycerophosphocholines (LMGP01010477 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	4.0e-05 g/L	ALOGPS
logP	4.57	ALOGPS
logP	6.34	ChemAxon
logS	-7.3	ALOGPS
pKa (Strongest Acidic)	1.86	ChemAxon
pKa (Strongest Basic)	-6.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	111.19 Å²	ChemAxon
Rotatable Bond Count	36	ChemAxon
Refractivity	197.46 m³·mol⁻¹	ChemAxon
Polarizability	82.6 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	0	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004i-0000009000-bb65a82e598e66ad93ba	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0059-0600009000-ab46b766c037563f8d81	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-001i-1900303000-096dbc3ddcea51737a5e	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-001i-0000009000-0079d97febb363510116	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-001i-0000009000-5a3bec4fcf551986fbce	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0ue9-0202494000-4f45e0e89d33d7129866	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004i-0000009000-681b03d960506fdf755a	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0059-0600009000-4b4757699f9015f39341	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-001i-1900303000-8997e12bf49f01c92a71	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0000000900-8fc0d9309c0f16fcac60	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-0000001900-36c1a93c28b6ca00d7e5	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-014k-0900491100-9f29dda8a7d806b45f15	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-0000009000-23a8f156b4ab89093093	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-0090107000-78772c87803311fd2a5c	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-2192010000-81d64300566f10c3bd95	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-0000000900-0d63162a541c907ab7d2	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-03di-0010000900-23092bab62b5e5d8d6ab	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-03i0-0090000900-2416ad715fad2f9c398e	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

Not Available

Uses/Sources

Not Available

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

DB09530

HMDB ID

HMDB0007866

FooDB ID

Not Available

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

MC3

Wikipedia Link

Not Available

Chemspider ID

Not Available

ChEBI ID

45240

PubChem Compound ID

5459377

Kegg Compound ID

Not Available

YMDB ID

YMDB01870

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

1. https://www.ncbi.nlm.nih.gov/pubmed/?term=2190620

PC(14:0/14:0) (CHEM037201)

Structure for CHEM037201: PC(14:0/14:0)