ChemFOnt: Showing chemical card for (14R,15S)-14,15-Epoxy-5,8,11-icosatrienoic acid (CFc000222575)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 01:43:30 UTC

Chemfont ID

CFc000222575

Molecule Identification

Common Name

(14R,15S)-14,15-Epoxy-5,8,11-icosatrienoic acid

Definition

(14R,15S)-14,15-Epoxy-5,8,11-icosatrienoic acid, also known as 14,15-epoxy-5,8,11-eicosatrienoate or 14,15-eet, belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. Based on a literature review very few articles have been published on (14R,15S)-14,15-Epoxy-5,8,11-icosatrienoic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(14R,15S)-14,15-Epoxy-5,8,11-icosatrienoate	Generator
14,15-Epoxy-5,8,11-eicosatrienoate	HMDB
14,15-Epoxy-5,8,11-eicosatrienoic acid, (2alpha(5Z,8Z,11Z),3alpha)-isomer	HMDB
14,15-EET	HMDB
14,15-Epoxyeicosatrienoic acid	HMDB
14,15-Oxido-5,8,11-eicosatrienoic acid	HMDB
14,15-Epoxy-5,8,11-eicosatrienoic acid	HMDB
14,15-Epoxyeicosatrienoate	Generator

Chemical Formula

C₂₀H₃₂O₃

Average Molecular Weight

320.4663

Monoisotopic Molecular Weight

320.23514489

IUPAC Name

13-(3-pentyloxiran-2-yl)trideca-5,8,11-trienoic acid

Traditional Name

13-(3-pentyloxiran-2-yl)trideca-5,8,11-trienoic acid

CAS Registry Number

81276-03-1

SMILES

CCCCCC1OC1CC=CCC=CCC=CCCCC(O)=O

InChI Identifier

InChI=1S/C20H32O3/c1-2-3-12-15-18-19(23-18)16-13-10-8-6-4-5-7-9-11-14-17-20(21)22/h4,6-7,9-10,13,18-19H,2-3,5,8,11-12,14-17H2,1H3,(H,21,22)

InChI Key

JBSCUHKPLGKXKH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Long-chain fatty acids

Alternative Parents

Substituents

Long-chain fatty acid
Epoxy fatty acid
Heterocyclic fatty acid
Unsaturated fatty acid
Carboxylic acid derivative
Carboxylic acid
Dialkyl ether
Oxirane
Ether
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Oxacycle
Organic oxide
Hydrocarbon derivative
Carbonyl group
Organooxygen compound
Organic oxygen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

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	0.00032 g/L	ALOGPS
logP	6.23	ALOGPS
logP	5.65	ChemAxon
logS	-6	ALOGPS
pKa (Strongest Acidic)	4.82	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	49.83 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	98.36 m³·mol⁻¹	ChemAxon
Polarizability	38.66 Å³	ChemAxon
Number of Rings	1	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

HMDB0242325

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB023356

KNApSAcK ID

Not Available

Chemspider ID

1388

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

1431

PDB ID

Not Available

ChEBI ID

171866

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for (14R,15S)-14,15-Epoxy-5,8,11-icosatrienoic acid (CFc000222575)

MOL for CFc000222575 ((14R,15S)-14,15-Epoxy-5,8,11-icosatrienoic acid)

3D MOL for CFc000222575 ((14R,15S)-14,15-Epoxy-5,8,11-icosatrienoic acid)

3D SDF for CFc000222575 ((14R,15S)-14,15-Epoxy-5,8,11-icosatrienoic acid)

3D-SDF for CFc000222575 ((14R,15S)-14,15-Epoxy-5,8,11-icosatrienoic acid)

PDB for CFc000222575 ((14R,15S)-14,15-Epoxy-5,8,11-icosatrienoic acid)

3D PDB for CFc000222575 ((14R,15S)-14,15-Epoxy-5,8,11-icosatrienoic acid)

SMILES for CFc000222575 ((14R,15S)-14,15-Epoxy-5,8,11-icosatrienoic acid)

INCHI for CFc000222575 ((14R,15S)-14,15-Epoxy-5,8,11-icosatrienoic acid)

Structure for CFc000222575 ((14R,15S)-14,15-Epoxy-5,8,11-icosatrienoic acid)

3D Structure for CFc000222575 ((14R,15S)-14,15-Epoxy-5,8,11-icosatrienoic acid)