ChemFOnt: Showing chemical card for 10-HETE (CFc000008017)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:54:37 UTC

Chemfont ID

CFc000008017

Molecule Identification

Common Name

10-HETE

Definition

10-HETE is a HETE(Hydroxyeicosatetraenoic acid)with the hydroxy group located in C-10 position. The HETE metabolites are identified as omega-hydroxy derivatives and 10-HETE is one of the major products of NADPH-dependent arachidonic acid metabolism in rat liver microsomes. The conversion of arachidonic acid to HETE can be catalyzed via lipoxygenase ,cyclooxygenase or P-450 dependent route. [PMID: 7646075 ].

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(5Z,8Z,11Z,14Z)-10-Hydroxyicosatetraenoic acid	ChEBI
10-Hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate	ChEBI
10-Hydroxy-(5Z,8Z,11Z,14Z)-icosatetraenoate	ChEBI
10-Hydroxyarachidonic acid	ChEBI
(5Z,8Z,11Z,14Z)-10-Hydroxyicosatetraenoate	Generator
10-Hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoic acid	Generator
10-Hydroxy-(5Z,8Z,11Z,14Z)-icosatetraenoic acid	Generator
10-Hydroxyarachidonate	Generator
10-Hydroxyeicosatetraenoic acid	MeSH
10-Hydroxyeicosatetraenoic acid, (S)-(all-Z)-isomer	MeSH
10-Hydroxyeicosa-all-cis-5,8,11,14-tetraenoate	HMDB
10-Hydroxyeicosa-all-cis-5,8,11,14-tetraenoic acid	HMDB

Chemical Formula

C₂₀H₃₂O₃

Average Molecular Weight

320.4663

Monoisotopic Molecular Weight

320.23514489

IUPAC Name

(5Z,8Z,11Z,14Z)-10-hydroxyicosa-5,8,11,14-tetraenoic acid

Traditional Name

(5Z,8Z,11Z,14Z)-10-hydroxyicosa-5,8,11,14-tetraenoic acid

CAS Registry Number

167697-52-1

SMILES

CCCCC\C=C/C\C=C/C(O)\C=C/C\C=C/CCCC(O)=O

InChI Identifier

InChI=1S/C20H32O3/c1-2-3-4-5-6-7-10-13-16-19(21)17-14-11-8-9-12-15-18-20(22)23/h6-9,13-14,16-17,19,21H,2-5,10-12,15,18H2,1H3,(H,22,23)/b7-6-,9-8-,16-13-,17-14-

InChI Key

ZUOCVLADVGGUGH-OVMCANAPSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Eicosanoids

Direct Parent

Hydroxyeicosatetraenoic acids

Alternative Parents

Substituents

Hydroxyeicosatetraenoic acid
Long-chain fatty acid
Hydroxy fatty acid
Fatty acid
Unsaturated fatty acid
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organic oxide
Organic oxygen compound
Alcohol
Hydrocarbon derivative
Carbonyl group
Organooxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0012508)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0012508)

Source

Endogenous

Endogenous (HMDB: HMDB0012508)

Animal

Animal (HMDB: HMDB0012508)

Exogenous

Food

Food (HMDB: HMDB0012508)

Exogenous (HMDB: HMDB0012508)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0012508)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0012508)

Lipid metabolism pathway (HMDB: HMDB0012508)

Cellular process

Cell signaling (HMDB: HMDB0012508)

Biochemical process

Lipid transport (HMDB: HMDB0012508)

Role

Biological role

Energy source (HMDB: HMDB0012508)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0012508)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.0016 g/L	ALOGPS
logP	5.84	ALOGPS
logP	5.51	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	4.82	ChemAxon
pKa (Strongest Basic)	-1.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	101.32 m³·mol⁻¹	ChemAxon
Polarizability	37.98 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0012508

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB029107

KNApSAcK ID

Not Available

Chemspider ID

35032538

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53481450

PDB ID

Not Available

ChEBI ID

134453

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 10-HETE (CFc000008017)

MOL for CFc000008017 (10-HETE)

3D MOL for CFc000008017 (10-HETE)

3D SDF for CFc000008017 (10-HETE)

3D-SDF for CFc000008017 (10-HETE)

PDB for CFc000008017 (10-HETE)

3D PDB for CFc000008017 (10-HETE)

SMILES for CFc000008017 (10-HETE)

INCHI for CFc000008017 (10-HETE)

Structure for CFc000008017 (10-HETE)

3D Structure for CFc000008017 (10-HETE)