ChemFOnt: Showing chemical card for 5-oxo-12-HETE (CFc000042835)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:45:33 UTC

Chemfont ID

CFc000042835

Molecule Identification

Common Name

5-oxo-12-HETE

Definition

5-oxo-12-HETE, also known as 5-oxo-12-Hydroxy-6,8,11,13-eicosatetraenoic acid or 8-Tarns-5-oxo-12-hete, is classified as a member of the Leukotrienes. Leukotrienes are eicosanoids containing a hydroxyl group attached to the aliphatic chain of an arachidonic acid. Leukotrienes have four double bonds, three (and only three) of which are conjugated. 5-oxo-12-HETE is considered to be practically insoluble (in water) and acidic

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(6E,8Z,12S,14Z)-12-Hydroxy-5-oxoicosa-6,8,10,14-tetraenoate	Generator
5-oxo-12-Hydroxy-6,8,11,13-eicosatetraenoic acid	HMDB
8-Tarns-5-oxo-12-hete	HMDB

Chemical Formula

C₂₀H₃₀O₄

Average Molecular Weight

334.456

Monoisotopic Molecular Weight

334.214409446

IUPAC Name

(6E,8Z,12S,14Z)-12-hydroxy-5-oxoicosa-6,8,10,14-tetraenoic acid

Traditional Name

(6E,8Z,12S,14Z)-12-hydroxy-5-oxoicosa-6,8,10,14-tetraenoic acid

CAS Registry Number

Not Available

SMILES

[H]\C(CCCCC)=C(/[H])C[C@]([H])(O)C([H])=C([H])C(\[H])=C(\[H])/C(/[H])=C(\[H])C(=O)CCCC(O)=O

InChI Identifier

InChI=1S/C20H30O4/c1-2-3-4-5-6-9-13-18(21)14-10-7-8-11-15-19(22)16-12-17-20(23)24/h6-11,14-15,18,21H,2-5,12-13,16-17H2,1H3,(H,23,24)/b8-7-,9-6-,14-10?,15-11+/t18-/m0/s1

InChI Key

MLZJFLKEKVDNAZ-DJEFXLHGSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as leukotrienes. These are eicosanoids containing a hydroxyl group attached to the aliphatic chain of an arachidonic acid. Leukotrienes have four double bonds, three (and only three) of which are conjugated.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Eicosanoids

Direct Parent

Leukotrienes

Alternative Parents

Substituents

Leukotriene
Hydroxyeicosatetraenoic acid
Long-chain fatty acid
Hydroxy fatty acid
Fatty acid
Unsaturated fatty acid
Acryloyl-group
Enone
Alpha,beta-unsaturated ketone
Secondary alcohol
Ketone
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

Not Available

Exogenous (HMDB: HMDB0062423)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.0067 g/L	ALOGPS
logP	4.72	ALOGPS
logP	4.54	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	4.49	ChemAxon
pKa (Strongest Basic)	-1.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	74.6 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	102.09 m³·mol⁻¹	ChemAxon
Polarizability	39.15 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

HMDB0062423

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 5-oxo-12-HETE (CFc000042835)

MOL for CFc000042835 (5-oxo-12-HETE)

3D MOL for CFc000042835 (5-oxo-12-HETE)

3D SDF for CFc000042835 (5-oxo-12-HETE)

3D-SDF for CFc000042835 (5-oxo-12-HETE)

PDB for CFc000042835 (5-oxo-12-HETE)

3D PDB for CFc000042835 (5-oxo-12-HETE)

SMILES for CFc000042835 (5-oxo-12-HETE)

INCHI for CFc000042835 (5-oxo-12-HETE)

Structure for CFc000042835 (5-oxo-12-HETE)

3D Structure for CFc000042835 (5-oxo-12-HETE)