ChemFOnt: Showing chemical card for 14,15-Dihydroxy-5,8,11-eicosatrienoic acid (CFc000224125)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 01:46:20 UTC

Chemfont ID

CFc000224125

Molecule Identification

Common Name

14,15-Dihydroxy-5,8,11-eicosatrienoic acid

Definition

5,8,11-Eicosatrienoic acid, 14,15-dihydroxy-, (5Z,8Z,11Z)-, also known as 14,15-dihydroxy-5,8,11-eicosatrienoic acid or 14,15-dheta, belongs to the class of organic compounds known as hydroxyeicosatrienoic acids. These are eicosanoic acids with an attached hydroxyl group and three CC double bonds. Based on a literature review very few articles have been published on 5,8,11-Eicosatrienoic acid, 14,15-dihydroxy-, (5Z,8Z,11Z)-.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
14,15-Dihydroxy-5,8,11-eicosatrienoic acid	HMDB
14,15-DHETA	HMDB

Chemical Formula

C₂₀H₃₄O₄

Average Molecular Weight

338.4816

Monoisotopic Molecular Weight

338.245709576

IUPAC Name

14,15-dihydroxyicosa-5,8,11-trienoic acid

Traditional Name

14,15-dihydroxyicosa-5,8,11-trienoic acid

CAS Registry Number

77667-09-5

SMILES

CCCCCC(O)C(O)CC=CCC=CCC=CCCCC(O)=O

InChI Identifier

InChI=1S/C20H34O4/c1-2-3-12-15-18(21)19(22)16-13-10-8-6-4-5-7-9-11-14-17-20(23)24/h4,6-7,9-10,13,18-19,21-22H,2-3,5,8,11-12,14-17H2,1H3,(H,23,24)

InChI Key

SYAWGTIVOGUZMM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroxyeicosatrienoic acids. These are eicosanoic acids with an attached hydroxyl group and three CC double bonds.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Eicosanoids

Direct Parent

Hydroxyeicosatrienoic acids

Alternative Parents

Substituents

Hydroxyeicosatrienoic acid
Long-chain fatty acid
Hydroxy fatty acid
Unsaturated fatty acid
Fatty acid
Secondary alcohol
1,2-diol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Alcohol
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: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.014 g/L	ALOGPS
logP	5.28	ALOGPS
logP	4.49	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	4.82	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	77.76 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	101.87 m³·mol⁻¹	ChemAxon
Polarizability	39.78 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0244588

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022935

KNApSAcK ID

Not Available

Chemspider ID

21237714

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

133224

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 14,15-Dihydroxy-5,8,11-eicosatrienoic acid (CFc000224125)

MOL for CFc000224125 (14,15-Dihydroxy-5,8,11-eicosatrienoic acid)

3D MOL for CFc000224125 (14,15-Dihydroxy-5,8,11-eicosatrienoic acid)

3D SDF for CFc000224125 (14,15-Dihydroxy-5,8,11-eicosatrienoic acid)

3D-SDF for CFc000224125 (14,15-Dihydroxy-5,8,11-eicosatrienoic acid)

PDB for CFc000224125 (14,15-Dihydroxy-5,8,11-eicosatrienoic acid)

3D PDB for CFc000224125 (14,15-Dihydroxy-5,8,11-eicosatrienoic acid)

SMILES for CFc000224125 (14,15-Dihydroxy-5,8,11-eicosatrienoic acid)

INCHI for CFc000224125 (14,15-Dihydroxy-5,8,11-eicosatrienoic acid)

Structure for CFc000224125 (14,15-Dihydroxy-5,8,11-eicosatrienoic acid)

3D Structure for CFc000224125 (14,15-Dihydroxy-5,8,11-eicosatrienoic acid)