ChemFOnt: Showing chemical card for PC(P-18:1(9Z)/P-16:0) (CFc000006947)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:53:05 UTC

Chemfont ID

CFc000006947

Molecule Identification

Common Name

PC(P-18:1(9Z)/P-16:0)

Definition

PC(P-18:1(9Z)/P-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(P-18:1(9Z)/P-16:0), in particular, consists of one chain of plasmalogen 18:1n9 at the C-1 position and one chain of plasmalogen 16:0 at the C-2 position. The plasmalogen 18:1n9 moiety is derived from animal fats, liver and kidney, while the plasmalogen 16:0 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(2R)-2-[(1Z)-Hexadec-1-en-1-yloxy]-3-[(1Z,9Z)-octadeca-1,9-dien-1-yloxy]propyl 2-(trimethylazaniumyl)ethyl phosphoric acid	Generator

Chemical Formula

C₄₂H₈₂NO₆P

Average Molecular Weight

728.093

Monoisotopic Molecular Weight

727.587976362

IUPAC Name

(2R)-2-[(1Z)-hexadec-1-en-1-yloxy]-3-[(1Z,9Z)-octadeca-1,9-dien-1-yloxy]propyl 2-(trimethylazaniumyl)ethyl phosphate

Traditional Name

(2R)-2-[(1Z)-hexadec-1-en-1-yloxy]-3-[(1Z,9Z)-octadeca-1,9-dien-1-yloxy]propyl 2-(trimethylammonio)ethyl phosphate

CAS Registry Number

None

SMILES

[H][C@@](CO\C=C/CCCCCC\C=C/CCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)O\C=C/CCCCCCCCCCCCCC

InChI Identifier

InChI=1S/C42H82NO6P/c1-6-8-10-12-14-16-18-20-22-23-24-26-28-30-32-34-37-46-40-42(41-49-50(44,45)48-39-36-43(3,4)5)47-38-35-33-31-29-27-25-21-19-17-15-13-11-9-7-2/h20,22,34-35,37-38,42H,6-19,21,23-33,36,39-41H2,1-5H3/b22-20-,37-34-,38-35-/t42-/m1/s1

InChI Key

DKCXAWVKSPBFRB-BCZCSWKFSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as glycerophosphocholines. These are lipids containing a glycerol moiety carrying a phosphocholine at the 3-position.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphocholines

Direct Parent

Glycerophosphocholines

Alternative Parents

Substituents

Glycero-3-phosphocholine
Phosphocholine
Glycerol vinyl ether
Dialkyl phosphate
Organic phosphoric acid derivative
Phosphoric acid ester
Alkyl phosphate
Quaternary ammonium salt
Tetraalkylammonium salt
Amine
Organic salt
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Health effect

Circulatory system disorder

Vascular disorder

Atherosclerosis (PMID: 21475195)

Endocrine system disorder

Breast disorder

Breast cancer (PMID: 9468591)

Digestive system disorder

Gastrointestinal disorder

Lower gastrointestinal disorder

Ulcerative colitis (PMID: 33440385)

Cancer

Cervical cancer (PMID: 26566624)

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 28278231)
Saliva (HMDB: HMDB0011331)

Tissue

All Tissues (HMDB: HMDB0011331)

Excreta

Biofluid or Excreta

Urine (PMID: 24023812)
Feces (PMID: 23210743)

Cellular substructure

Membrane (HMDB: HMDB0011331)
Extracellular (HMDB: HMDB0011331)
Golgi apparatus membrane (HMDB: HMDB0011331)
Cell membrane (HMDB: HMDB0011331)

Organelle

Endoplasmic reticulum (HMDB: HMDB0011331)

Cell

All cells and tissues (HMDB: HMDB0011331)

Source

Exogenous

Exogenous (HMDB: HMDB0011331)

Food

Animal origin

Poultry

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Endogenous

Endogenous (HMDB: HMDB0011331)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Phosphatidylcholine Biosynthesis (HMDB: HMDB0011331)

Cellular process

Apoptosis (PMID: 23350810)
Cell proliferation (PMID: 23350810)

Biochemical process

Lipid transport (PMID: 21979151)

Role

Biological role

Nutrient (PMID: 28411170)

Industrial application

Pharmaceutical industry

Biomarker

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	3.2e-05 g/L	ALOGPS
logP	6.34	ALOGPS
logP	9.43	ChemAxon
logS	-7.4	ALOGPS
pKa (Strongest Acidic)	1.86	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	77.05 Å²	ChemAxon
Rotatable Bond Count	39	ChemAxon
Refractivity	226.86 m³·mol⁻¹	ChemAxon
Polarizability	90.88 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0011331

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB 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

131801677

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for PC(P-18:1(9Z)/P-16:0) (CFc000006947)

MOL for CFc000006947 (PC(P-18:1(9Z)/P-16:0))

3D MOL for CFc000006947 (PC(P-18:1(9Z)/P-16:0))

3D SDF for CFc000006947 (PC(P-18:1(9Z)/P-16:0))

3D-SDF for CFc000006947 (PC(P-18:1(9Z)/P-16:0))

PDB for CFc000006947 (PC(P-18:1(9Z)/P-16:0))

3D PDB for CFc000006947 (PC(P-18:1(9Z)/P-16:0))

SMILES for CFc000006947 (PC(P-18:1(9Z)/P-16:0))

INCHI for CFc000006947 (PC(P-18:1(9Z)/P-16:0))

Structure for CFc000006947 (PC(P-18:1(9Z)/P-16:0))

3D Structure for CFc000006947 (PC(P-18:1(9Z)/P-16:0))