ChemFOnt: Showing chemical card for 2-Palmitoylglycerophosphocholine (CFc000042118)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:44:27 UTC

Chemfont ID

CFc000042118

Molecule Identification

Common Name

2-Palmitoylglycerophosphocholine

Definition

2-Palmitoylglycerophosphocholine belongs to the family of glycerophosphocholines, which are lipids containing a common glycerophosphate skeleton linked to at least one fatty acyl chain, and a choline moiety. Their general formula is C[N+](C)(C)CCOP(O)(=O)OCC(CO(R1))O(R2), where R1-R2 are fatty acid chains PC(0:0/16:0) is made up of one hexadecanoyl(R2).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Chemical Formula

C₂₄H₅₁NO₇P

Average Molecular Weight

496.638

Monoisotopic Molecular Weight

496.340314503

IUPAC Name

[2-(hexadecanoyloxy)-3-hydroxypropoxy][2-(trimethylazaniumyl)ethoxy]phosphinic acid

Traditional Name

2-(hexadecanoyloxy)-3-hydroxypropoxy(2-(trimethylammonio)ethoxy)phosphinic acid

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCCCCC(=O)OC(CO)COP(O)(=O)OCC[N+](C)(C)C

InChI Identifier

InChI=1S/C24H50NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-24(27)32-23(21-26)22-31-33(28,29)30-20-19-25(2,3)4/h23,26H,5-22H2,1-4H3/p+1

InChI Key

NEGQHKSYEYVFTD-UHFFFAOYSA-O

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2-acyl-sn-glycero-3-phosphocholines. These are glycerophosphocholines in which the glycerol is esterified with a fatty acid at O-2 position, and linked at position 3 to a phosphocholine.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphocholines

Direct Parent

2-acyl-sn-glycero-3-phosphocholines

Alternative Parents

Substituents

2-acyl-sn-glycero-3-phosphocholine
Phosphocholine
Fatty acid ester
Dialkyl phosphate
Organic phosphoric acid derivative
Phosphoric acid ester
Fatty acyl
Alkyl phosphate
Tetraalkylammonium salt
Quaternary ammonium salt
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic salt
Primary alcohol
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Amine
Alcohol
Organic cation
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

Cell

All cells and tissues (HMDB: HMDB0061702)

Cellular substructure

Organelle

Endoplasmic reticulum (HMDB: HMDB0061702)

Golgi apparatus membrane (HMDB: HMDB0061702)
Cell membrane (HMDB: HMDB0061702)

Source

Exogenous

Exogenous (HMDB: HMDB0061702)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Phosphatidylcholine Biosynthesis (HMDB: HMDB0061702)

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	0.00045 g/L	ALOGPS
logP	1.59	ALOGPS
logP	1.19	ChemAxon
logS	-6.1	ALOGPS
pKa (Strongest Acidic)	1.86	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	102.29 Å²	ChemAxon
Rotatable Bond Count	24	ChemAxon
Refractivity	143.4 m³·mol⁻¹	ChemAxon
Polarizability	58.33 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0061702

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

9546667

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 2-Palmitoylglycerophosphocholine (CFc000042118)

MOL for CFc000042118 (2-Palmitoylglycerophosphocholine)

3D MOL for CFc000042118 (2-Palmitoylglycerophosphocholine)

3D SDF for CFc000042118 (2-Palmitoylglycerophosphocholine)

3D-SDF for CFc000042118 (2-Palmitoylglycerophosphocholine)

PDB for CFc000042118 (2-Palmitoylglycerophosphocholine)

3D PDB for CFc000042118 (2-Palmitoylglycerophosphocholine)

SMILES for CFc000042118 (2-Palmitoylglycerophosphocholine)

INCHI for CFc000042118 (2-Palmitoylglycerophosphocholine)

Structure for CFc000042118 (2-Palmitoylglycerophosphocholine)

3D Structure for CFc000042118 (2-Palmitoylglycerophosphocholine)