ChemFOnt: Showing chemical card for (5S)-hydroperoxy-18-hydroxy-EPE(1-) (CFc000043209)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:46:10 UTC

Chemfont ID

CFc000043209

Molecule Identification

Common Name

(5S)-hydroperoxy-18-hydroxy-EPE(1-)

Definition

(5S)-hydroperoxy-18-hydroxy-EPE(1-) is considered to be practically insoluble (in water) and acidic

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
5-Hydroperoxy-18-hydroxyicosa-6,8,11,14,16-pentaenoate	HMDB
(5S)-Hydroperoxy-18-hydroxy-(6E,8Z,11Z,14Z,16E)-eicosapentaenoate	HMDB
(5S)-Hydroperoxy-18-hydroxy-(6E,8Z,11Z,14Z,16E)-eicosapentaenoic acid	HMDB
(5S)-Hydroperoxy-18-hydroxy-(6E,8Z,11Z,14Z,16E)-icosapentaenoate	HMDB
(5S)-Hydroperoxy-18-hydroxy-(6E,8Z,11Z,14Z,16E)-icosapentaenoic acid	HMDB
(5S)-Hydroperoxy-18-hydroxy-(7E,9E,11Z,14Z,16E)-eicosapentaenoate	HMDB
(5S)-Hydroperoxy-18-hydroxy-(7E,9E,11Z,14Z,16E)-eicosapentaenoic acid	HMDB
(5S,6E,8Z,11Z,14Z,16E)-5-Hydroperoxy-18-hydroxyicosapentaenoate	HMDB
(5S,6E,8Z,11Z,14Z,16E)-5-Hydroperoxy-18-hydroxyicosapentaenoic acid	HMDB

Chemical Formula

C₂₀H₃₀O₅

Average Molecular Weight

350.455

Monoisotopic Molecular Weight

350.209324066

IUPAC Name

5-hydroperoxy-18-hydroxyicosa-6,8,11,14,16-pentaenoic acid

Traditional Name

5-hydroperoxy-18-hydroxyicosa-6,8,11,14,16-pentaenoic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C20H30O5/c1-2-18(21)14-11-9-7-5-3-4-6-8-10-12-15-19(25-24)16-13-17-20(22)23/h3-4,7-12,14-15,18-19,21,24H,2,5-6,13,16-17H2,1H3,(H,22,23)

InChI Key

JIOJPWROWDJRKM-UHFFFAOYSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Eicosanoids

Direct Parent

Hydroperoxyeicosapentaenoic acids

Alternative Parents

Substituents

Hydroperoxyeicosapentaenoic acid
Long-chain fatty acid
Hydroperoxy fatty acid
Hydroxy fatty acid
Unsaturated fatty acid
Fatty acid
Allylic hydroperoxide
Secondary alcohol
Hydroperoxide
Peroxol
Monocarboxylic acid or derivatives
Alkyl hydroperoxide
Carboxylic acid
Carboxylic acid derivative
Alcohol
Organooxygen compound
Organic oxide
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Health effect

Endocrine system disorder

Diabetes mellitus type 2 (PMID: 30402908)

Digestive system disorder

Hepatobiliary disorder

Hepatic disorder

Non-alcoholic fatty liver disease (PMID: 26811286)

Nervous system disorder

Central nervous system disorder

Alzheimer's Disease (PMID: 26811286)
Parkinson's disease (PMID: 26811286)

Disposition

Biological location

Cell

All cells and tissues (HMDB: HMDB0062797)

Cellular substructure

Organelle

Endoplasmic reticulum (HMDB: HMDB0062797)

Golgi apparatus membrane (HMDB: HMDB0062797)
Cell membrane (HMDB: HMDB0062797)

Source

Exogenous

Exogenous (HMDB: HMDB0062797)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Phosphatidylethanolamine Biosynthesis (HMDB: HMDB0062797)

Biochemical process

Lipid transport (PMID: 26811286)

Cellular process

Autophagy (PMID: 26811286)

Role

Biological role

Nutrient (PMID: 26811286)

Industrial application

Pharmaceutical industry

Biomarker

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.016 g/L	ALOGPS
logP	4.59	ALOGPS
logP	4.21	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	4.39	ChemAxon
pKa (Strongest Basic)	-1.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.99 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	105.45 m³·mol⁻¹	ChemAxon
Polarizability	39.71 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

HMDB0062797

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

75144834

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for (5S)-hydroperoxy-18-hydroxy-EPE(1-) (CFc000043209)

MOL for CFc000043209 ((5S)-hydroperoxy-18-hydroxy-EPE(1-))

3D MOL for CFc000043209 ((5S)-hydroperoxy-18-hydroxy-EPE(1-))

3D SDF for CFc000043209 ((5S)-hydroperoxy-18-hydroxy-EPE(1-))

3D-SDF for CFc000043209 ((5S)-hydroperoxy-18-hydroxy-EPE(1-))

PDB for CFc000043209 ((5S)-hydroperoxy-18-hydroxy-EPE(1-))

3D PDB for CFc000043209 ((5S)-hydroperoxy-18-hydroxy-EPE(1-))

SMILES for CFc000043209 ((5S)-hydroperoxy-18-hydroxy-EPE(1-))

INCHI for CFc000043209 ((5S)-hydroperoxy-18-hydroxy-EPE(1-))

Structure for CFc000043209 ((5S)-hydroperoxy-18-hydroxy-EPE(1-))

3D Structure for CFc000043209 ((5S)-hydroperoxy-18-hydroxy-EPE(1-))