ChemFOnt: Showing chemical card for 5-Hydroperoxyicosa-6,8,11,14-tetraenoic acid (CFc000226891)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 01:51:30 UTC

Chemfont ID

CFc000226891

Molecule Identification

Common Name

5-Hydroperoxyicosa-6,8,11,14-tetraenoic acid

Definition

5-Hydroperoxyicosa-6,8,11,14-tetraenoic acid, also known as arachidonic acid 5-hydroperoxide or 5-HPETE, belongs to the class of organic compounds known as hydroperoxyeicosatetraenoic acids. These are eicosanoic acids with an attached hydroperoxyl group and four CC double bonds. Based on a literature review a significant number of articles have been published on 5-Hydroperoxyicosa-6,8,11,14-tetraenoic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
5-Hydroperoxyicosa-6,8,11,14-tetraenoate	Generator
Arachidonic acid 5-hydroperoxide	HMDB
5-Hydroperoxy-6,8,11,14-eicosatetraenoic acid	HMDB
cis,trans-5-Hydroperoxy-6,8,11,14-eicosatetraenoic acid	HMDB
5-HPETE	HMDB
6,8,11,14-Eicosatetraenoic acid 5-hydroperoxide	HMDB

Chemical Formula

C₂₀H₃₂O₄

Average Molecular Weight

336.4657

Monoisotopic Molecular Weight

336.230059512

IUPAC Name

5-hydroperoxyicosa-6,8,11,14-tetraenoic acid

Traditional Name

5-hydroperoxyicosa-6,8,11,14-tetraenoic acid

CAS Registry Number

Not Available

SMILES

CCCCCC=CCC=CCC=CC=CC(CCCC(O)=O)OO

InChI Identifier

InChI=1S/C20H32O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-19(24-23)17-15-18-20(21)22/h6-7,9-10,12-14,16,19,23H,2-5,8,11,15,17-18H2,1H3,(H,21,22)

InChI Key

JNUUNUQHXIOFDA-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroperoxyeicosatetraenoic acids. These are eicosanoic acids with an attached hydroperoxyl group and four CC double bonds.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Eicosanoids

Direct Parent

Hydroperoxyeicosatetraenoic acids

Alternative Parents

Substituents

Hydroperoxyeicosatetraenoic acid
Long-chain fatty acid
Hydroperoxy fatty acid
Fatty acid
Unsaturated fatty acid
Allylic hydroperoxide
Hydroperoxide
Carboxylic acid derivative
Alkyl hydroperoxide
Carboxylic acid
Peroxol
Monocarboxylic acid or derivatives
Carbonyl group
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
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	0.0016 g/L	ALOGPS
logP	5.92	ALOGPS
logP	5.81	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	4.39	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.76 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	102.82 m³·mol⁻¹	ChemAxon
Polarizability	39.95 Å³	ChemAxon
Number of Rings	0	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

HMDB0247355

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB027913

KNApSAcK ID

Not Available

Chemspider ID

1707

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Arachidonic acid 5-hydroperoxide

METLIN ID

Not Available

PubChem Compound

1772

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 5-Hydroperoxyicosa-6,8,11,14-tetraenoic acid (CFc000226891)

MOL for CFc000226891 (5-Hydroperoxyicosa-6,8,11,14-tetraenoic acid)

3D MOL for CFc000226891 (5-Hydroperoxyicosa-6,8,11,14-tetraenoic acid)

3D SDF for CFc000226891 (5-Hydroperoxyicosa-6,8,11,14-tetraenoic acid)

3D-SDF for CFc000226891 (5-Hydroperoxyicosa-6,8,11,14-tetraenoic acid)

PDB for CFc000226891 (5-Hydroperoxyicosa-6,8,11,14-tetraenoic acid)

3D PDB for CFc000226891 (5-Hydroperoxyicosa-6,8,11,14-tetraenoic acid)

SMILES for CFc000226891 (5-Hydroperoxyicosa-6,8,11,14-tetraenoic acid)

INCHI for CFc000226891 (5-Hydroperoxyicosa-6,8,11,14-tetraenoic acid)

Structure for CFc000226891 (5-Hydroperoxyicosa-6,8,11,14-tetraenoic acid)

3D Structure for CFc000226891 (5-Hydroperoxyicosa-6,8,11,14-tetraenoic acid)