ChemFOnt: Showing chemical card for Eicosapentaenoylcholine (CFc000220902)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 01:40:21 UTC

Chemfont ID

CFc000220902

Molecule Identification

Common Name

Eicosapentaenoylcholine

Definition

Eicosapentaenoylcholine, also known as choline eicosapentaenoic acid, belongs to the class of organic compounds known as acyl cholines. These are acylated derivatives of choline. Choline or 2-hydroxy-N,N,N-trimethylethanaminium is a quaternary ammonium salt with the chemical formula (CH3)3N+(CH2)2OH. Eicosapentaenoylcholine has been identified in blood (PMID: 31160086 ).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Choline eicosapentaenoate	HMDB
Choline eicosapentaenoic acid	HMDB
Eicosapentaenoylcholine	HMDB

Chemical Formula

C₂₅H₄₂NO₂

Average Molecular Weight

388.615

Monoisotopic Molecular Weight

388.321006017

IUPAC Name

{2-[(5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenoyloxy]ethyl}trimethylazanium

Traditional Name

{2-[(5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenoyloxy]ethyl}trimethylazanium

CAS Registry Number

1891060-19-7

SMILES

CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCCC(=O)OCC[N+](C)(C)C

InChI Identifier

InChI=1S/C25H42NO2/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-25(27)28-24-23-26(2,3)4/h6-7,9-10,12-13,15-16,18-19H,5,8,11,14,17,20-24H2,1-4H3/q+1/b7-6-,10-9-,13-12-,16-15-,19-18-

InChI Key

GVBOIWTXZCLZKP-WMPRHZDHSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acyl cholines. These are acylated derivatives of choline. Choline or 2-Hydroxy-N,N,N-trimethylethanaminium is a quaternary ammonium salt with the chemical formula (CH3)3N+(CH2)2OH.

Kingdom

Organic compounds

Super Class

Organic nitrogen compounds

Class

Organonitrogen compounds

Sub Class

Quaternary ammonium salts

Direct Parent

Acyl cholines

Alternative Parents

Substituents

Acyl choline
Fatty acid ester
Fatty acyl
Tetraalkylammonium salt
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organic salt
Organooxygen compound
Carbonyl group
Amine
Organic cation
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31160086)

Source

Exogenous

Exogenous (HMDB: HMDB0240649)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	1.7e-05 g/L	ALOGPS
logP	2.69	ALOGPS
logP	2.23	ChemAxon
logS	-7.4	ALOGPS
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	17	ChemAxon
Refractivity	139.77 m³·mol⁻¹	ChemAxon
Polarizability	47.77 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

HMDB0240649

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

118562750

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Eicosapentaenoylcholine (CFc000220902)

MOL for CFc000220902 (Eicosapentaenoylcholine)

3D MOL for CFc000220902 (Eicosapentaenoylcholine)

3D SDF for CFc000220902 (Eicosapentaenoylcholine)

3D-SDF for CFc000220902 (Eicosapentaenoylcholine)

PDB for CFc000220902 (Eicosapentaenoylcholine)

3D PDB for CFc000220902 (Eicosapentaenoylcholine)

SMILES for CFc000220902 (Eicosapentaenoylcholine)

INCHI for CFc000220902 (Eicosapentaenoylcholine)

Structure for CFc000220902 (Eicosapentaenoylcholine)

3D Structure for CFc000220902 (Eicosapentaenoylcholine)