ChemFOnt: Showing chemical card for 12-Hydroperoxy-5,8,10,14-eicosatetraenoic acid (CFc000223984)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 01:46:05 UTC

Chemfont ID

CFc000223984

Molecule Identification

Common Name

12-Hydroperoxy-5,8,10,14-eicosatetraenoic acid

Definition

12-Hydroperoxy-5,8,10,14-eicosatetraenoic acid, also known as 12-hpete or arachidonic acid omega-9 hydroperoxide, 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 very few articles have been published on 12-Hydroperoxy-5,8,10,14-eicosatetraenoic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
12-Hydroperoxy-5,8,10,14-eicosatetraenoate	Generator
12-HPETE	HMDB
12-HPETE, (e,Z,Z,Z)-isomer	HMDB
12-HPETE, (S-(e,e,e))-isomer	HMDB
12-HPETE, (S-(e,Z,Z,Z))-isomer	HMDB
12-L-Hydroperoxy-5,8,10,14-eicosatetraenoic acid	HMDB
12-OOHETE	HMDB
12-Hydroperoxy-5,8,10,14-icosatetraenoic acid	HMDB
Arachidonic acid omega-9 hydroperoxide	HMDB
Omega-9-hydroperoxyarachidonic acid	HMDB

Chemical Formula

C₂₀H₃₂O₄

Average Molecular Weight

336.472

Monoisotopic Molecular Weight

336.23005951

IUPAC Name

12-hydroperoxyicosa-5,8,10,14-tetraenoic acid

Traditional Name

12-hydroperoxyicosa-5,8,10,14-tetraenoic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C20H32O4/c1-2-3-4-5-10-13-16-19(24-23)17-14-11-8-6-7-9-12-15-18-20(21)22/h7-11,13-14,17,19,23H,2-6,12,15-16,18H2,1H3,(H,21,22)

InChI Key

ZIOZYRSDNLNNNJ-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	0.0017 g/L	ALOGPS
logP	5.9	ALOGPS
logP	5.81	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	4.89	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	40.21 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

HMDB0244448

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

1372

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

1415

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 12-Hydroperoxy-5,8,10,14-eicosatetraenoic acid (CFc000223984)

MOL for CFc000223984 (12-Hydroperoxy-5,8,10,14-eicosatetraenoic acid)

3D MOL for CFc000223984 (12-Hydroperoxy-5,8,10,14-eicosatetraenoic acid)

3D SDF for CFc000223984 (12-Hydroperoxy-5,8,10,14-eicosatetraenoic acid)

3D-SDF for CFc000223984 (12-Hydroperoxy-5,8,10,14-eicosatetraenoic acid)

PDB for CFc000223984 (12-Hydroperoxy-5,8,10,14-eicosatetraenoic acid)

3D PDB for CFc000223984 (12-Hydroperoxy-5,8,10,14-eicosatetraenoic acid)

SMILES for CFc000223984 (12-Hydroperoxy-5,8,10,14-eicosatetraenoic acid)

INCHI for CFc000223984 (12-Hydroperoxy-5,8,10,14-eicosatetraenoic acid)

Structure for CFc000223984 (12-Hydroperoxy-5,8,10,14-eicosatetraenoic acid)

3D Structure for CFc000223984 (12-Hydroperoxy-5,8,10,14-eicosatetraenoic acid)