ChemFOnt: Showing chemical card for Eicosa-5,8,11,14-tetraenoic acid 1,3-dihydroxypropan-2-yl ester (CFc000224568)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 01:47:10 UTC

Chemfont ID

CFc000224568

Molecule Identification

Common Name

Eicosa-5,8,11,14-tetraenoic acid 1,3-dihydroxypropan-2-yl ester

Definition

2-Arachidonylglycerol belongs to the class of organic compounds known as endocannabinoids. These are arachidonic acid derivatives containing either an N-acetylethanolamine(type 1) or a glycerol(types 2 and 3) moiety attached to the aliphatic tail. Based on a literature review a significant number of articles have been published on 2-Arachidonylglycerol.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Chemical Formula

C₂₃H₃₈O₄

Average Molecular Weight

378.5454

Monoisotopic Molecular Weight

378.277009704

IUPAC Name

1,3-dihydroxypropan-2-yl icosa-5,8,11,14-tetraenoate

Traditional Name

1,3-dihydroxypropan-2-yl icosa-5,8,11,14-tetraenoate

CAS Registry Number

53847-30-6

SMILES

CCCCCC=CCC=CCC=CCC=CCCCC(=O)OC(CO)CO

InChI Identifier

InChI=1S/C23H38O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-23(26)27-22(20-24)21-25/h6-7,9-10,12-13,15-16,22,24-25H,2-5,8,11,14,17-21H2,1H3

InChI Key

RCRCTBLIHCHWDZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as endocannabinoids. These are arachidonic acid derivatives containing either an N-acetylethanolamine(type 1) or a glycerol(types 2 and 3) moiety attached to the aliphatic tail.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Endocannabinoids

Sub Class

Not Available

Direct Parent

Endocannabinoids

Alternative Parents

Substituents

2-arachidonoylglycerol-skeleton
2-acyl-sn-glycerol
Monoradylglycerol
Monoacylglycerol
Glycerolipid
Fatty acid ester
Fatty acyl
Carboxylic acid ester
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Primary alcohol
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Organooxygen compound
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

a monoacylglycerol (CPD-12600 )

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.0014 g/L	ALOGPS
logP	5.65	ALOGPS
logP	5.41	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	14.28	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.76 Å²	ChemAxon
Rotatable Bond Count	18	ChemAxon
Refractivity	116.98 m³·mol⁻¹	ChemAxon
Polarizability	44.82 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0245032

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB023394

KNApSAcK ID

Not Available

Chemspider ID

1486

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

1541

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Eicosa-5,8,11,14-tetraenoic acid 1,3-dihydroxypropan-2-yl ester (CFc000224568)

MOL for CFc000224568 (Eicosa-5,8,11,14-tetraenoic acid 1,3-dihydroxypropan-2-yl ester)

3D MOL for CFc000224568 (Eicosa-5,8,11,14-tetraenoic acid 1,3-dihydroxypropan-2-yl ester)

3D SDF for CFc000224568 (Eicosa-5,8,11,14-tetraenoic acid 1,3-dihydroxypropan-2-yl ester)

3D-SDF for CFc000224568 (Eicosa-5,8,11,14-tetraenoic acid 1,3-dihydroxypropan-2-yl ester)

PDB for CFc000224568 (Eicosa-5,8,11,14-tetraenoic acid 1,3-dihydroxypropan-2-yl ester)

3D PDB for CFc000224568 (Eicosa-5,8,11,14-tetraenoic acid 1,3-dihydroxypropan-2-yl ester)

SMILES for CFc000224568 (Eicosa-5,8,11,14-tetraenoic acid 1,3-dihydroxypropan-2-yl ester)

INCHI for CFc000224568 (Eicosa-5,8,11,14-tetraenoic acid 1,3-dihydroxypropan-2-yl ester)

Structure for CFc000224568 (Eicosa-5,8,11,14-tetraenoic acid 1,3-dihydroxypropan-2-yl ester)

3D Structure for CFc000224568 (Eicosa-5,8,11,14-tetraenoic acid 1,3-dihydroxypropan-2-yl ester)