Milk Composition Database: Showing metabocard for PC(16:0/18:1(9E)) (BMDB0062715)

Identification Taxonomy Physical properties Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2018-08-29 17:10:25 UTC

Update Date

2020-06-04 20:44:20 UTC

MCDB ID

BMDB0062715

Secondary Accession Numbers

BMDB62715

Metabolite Identification

Common Name

PC(16:0/18:1(9E))

Description

PC(16:0/18:1(9E)), also known as 1-POPC or POPC lipid, 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(16:0/18:1(9E)) is considered to be a glycerophosphocholine lipid molecule. PC(16:0/18:1(9E)) is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1-Palmitoyl-2-oleoyl-sn-glycero-3-phosphatidylcholine	MeSH
1-Palmitoyl-2-oleoyl-sn-glycero-3-phosphocholine	MeSH
1-POPC	MeSH
1-Palmitoyl-2-oleoylphosphatidylcholine, (R)-(Z)-isomer	MeSH
1-Palmotoyl-2-oleoylglycero-3-phosphocholine	MeSH
1-Palmitoyl-2-oleoylphosphatidylcholine	MeSH
1-Palmitoyl-2-oleoyl-lecithin	MeSH
1-Palmitoyl-2-oleoyl-phosphatidylcholine	MeSH
POPC Lipid	MeSH
alpha-Phosphatidylcholine-beta-oleoyl-gamma-palmitoyl	MeSH
beta-Oleoyl-gamma-palmitoyl-L-alpha-phosphatidylcholine	MeSH
Palmitoyloleoylphosphatidylcholine	MeSH

Chemical Formula

C₄₂H₈₂NO₈P

Average Molecular Weight

760.091

Monoisotopic Molecular Weight

759.577805602

IUPAC Name

(2-{[(2R)-3-(hexadecanoyloxy)-2-[(9E)-octadec-9-enoyloxy]propyl phosphono]oxy}ethyl)trimethylazanium

Traditional Name

(2-{[(2R)-3-(hexadecanoyloxy)-2-[(9E)-octadec-9-enoyloxy]propyl phosphono]oxy}ethyl)trimethylazanium

CAS Registry Number

Not Available

SMILES

[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C\CCCCCCCC

InChI Identifier

InChI=1S/C42H82NO8P/c1-6-8-10-12-14-16-18-20-21-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43(3,4)5)38-48-41(44)34-32-30-28-26-24-22-19-17-15-13-11-9-7-2/h20-21,40H,6-19,22-39H2,1-5H3/b21-20+/t40-/m1/s1

InChI Key

WTJKGGKOPKCXLL-RYDYYDTQSA-N

Chemical Taxonomy

Description

This compound 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

Diacylglycerophosphocholines (LMGP01010581 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	5.59	ALOGPS
logP	8.64	ChemAxon
logS	-7.6	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	41	ChemAxon
Refractivity	226.18 m³·mol⁻¹	ChemAxon
Polarizability	95.18 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

Not Available

Concentrations

Status	Value	Reference	Details
Detected and Quantified	17.0 +/- 0.2 uM	PMID: 30994344	details
Detected and Quantified	22 +/- 1 uM	PMID: 30994344	details
Detected and Quantified	26 +/- 1 uM	PMID: 30994344	details
Detected and Quantified	16.1 +/- 0.5 uM	PMID: 30994344	details

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6506401

PDB ID

Not Available

ChEBI ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

A. Foroutan et al. (2019). A. Foroutan et al. The Chemical Composition of Commercial Cow's Milk (in preparation). Journal of Agricultural and Food Chemistry.

Showing metabocard for PC(16:0/18:1(9E)) (BMDB0062715)

Structure for BMDB0062715 (PC(16:0/18:1(9E)))