ChemFOnt: Showing chemical card for Tetranor 12-HETE (CFc000040520)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:42:04 UTC

Chemfont ID

CFc000040520

Molecule Identification

Common Name

Tetranor 12-HETE

Definition

12(S)-HETE is a product of arachidonic acid metabolism through the 12-lipoxygenase pathway. It is primarily found in platelets, leukocytes, and to a lesser extent in smooth muscle cells. It enhances tumor cell adhesion to endothelial cells, fibronectin, and the subendothelial matrix. tetranor-12(S)-HETE is the major β-oxidation product resulting from peroxisomal metabolism of 12(S)-HETE in numerous tissues, and Lewis lung carcinoma cells. No biological function has yet been determined for tetranor-12(S)-HETE. Some data indicate it may play a role in controlling the inflammatory response in injured corneas.4 In some diseases (e.g., Zellweger’s Syndrome) peroxisomal abnormalities result in the inability of cells to metabolize 12(S)-HETE, which may be responsible for symptoms of the disease. The tetranor derivative of 12(S)-HETE is available as a research tool for the elucidation of the metabolic fate of its parent compound. (http://www.caymanchem.com)

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(4Z,8S,10Z)-8-Hydroxyhexadeca-4,6,10-trienoate	Generator

Chemical Formula

C₁₆H₂₆O₃

Average Molecular Weight

266.3758

Monoisotopic Molecular Weight

266.188194698

IUPAC Name

(4Z,6E,8S,10Z)-8-hydroxyhexadeca-4,6,10-trienoic acid

Traditional Name

(4Z,6E,8S,10Z)-8-hydroxyhexadeca-4,6,10-trienoic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C16H26O3/c1-2-3-4-5-6-9-12-15(17)13-10-7-8-11-14-16(18)19/h6-10,13,15,17H,2-5,11-12,14H2,1H3,(H,18,19)/b8-7-,9-6-,13-10+/t15-/m0/s1

InChI Key

KBOVKDIBOBQLRS-ONCCEEIJSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Long-chain fatty acids

Alternative Parents

Substituents

Long-chain fatty acid
Hydroxy fatty acid
Unsaturated fatty acid
Secondary alcohol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
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: 20671299)

Cellular substructure

Membrane (HMDB: HMDB0060055)

Source

Exogenous

Exogenous (HMDB: HMDB0060055)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.02 g/L	ALOGPS
logP	4.86	ALOGPS
logP	3.94	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	4.64	ChemAxon
pKa (Strongest Basic)	-1.6	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	11	ChemAxon
Refractivity	81.95 m³·mol⁻¹	ChemAxon
Polarizability	31.64 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

HMDB0060055

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

15730832

PDB ID

Not Available

ChEBI ID

89569

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Tetranor 12-HETE (CFc000040520)

MOL for CFc000040520 (Tetranor 12-HETE)

3D MOL for CFc000040520 (Tetranor 12-HETE)

3D SDF for CFc000040520 (Tetranor 12-HETE)

3D-SDF for CFc000040520 (Tetranor 12-HETE)

PDB for CFc000040520 (Tetranor 12-HETE)

3D PDB for CFc000040520 (Tetranor 12-HETE)

SMILES for CFc000040520 (Tetranor 12-HETE)

INCHI for CFc000040520 (Tetranor 12-HETE)

Structure for CFc000040520 (Tetranor 12-HETE)

3D Structure for CFc000040520 (Tetranor 12-HETE)