ChemFOnt: Showing chemical card for 5,12-dihydroxy-6,8,10,14-eicosatetraenoic acid (CFc000042821)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:45:32 UTC

Chemfont ID

CFc000042821

Molecule Identification

Common Name

5,12-dihydroxy-6,8,10,14-eicosatetraenoic acid

Definition

5,12-dihydroxy-6,8,10,14-eicosatetraenoic acid 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. 5,12-dihydroxy-6,8,10,14-eicosatetraenoic acid is considered to be practically insoluble (in water) and acidic. 5,12-dihydroxy-6,8,10,14-eicosatetraenoic acid is an eicosanoid lipid molecule

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
5,12-Dihydroxy-6,8,10,14-eicosatetraenoate	Generator

Chemical Formula

C₂₀H₃₂O₄

Average Molecular Weight

336.472

Monoisotopic Molecular Weight

336.23005951

IUPAC Name

(6E,8E,10E,14E)-5,12-dihydroxyicosa-6,8,10,14-tetraenoic acid

Traditional Name

5,12-DiHETE

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C20H32O4/c1-2-3-4-5-6-9-13-18(21)14-10-7-8-11-15-19(22)16-12-17-20(23)24/h6-11,14-15,18-19,21-22H,2-5,12-13,16-17H2,1H3,(H,23,24)/b8-7+,9-6+,14-10+,15-11+

InChI Key

VNYSSYRCGWBHLG-XUOUMLBJSA-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
Secondary alcohol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organooxygen compound
Alcohol
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Hydroxy/hydroperoxyeicosatetraenoic acids (LMFA03060052 )

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0062409)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.015 g/L	ALOGPS
logP	5.46	ALOGPS
logP	4.13	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	4.65	ChemAxon
pKa (Strongest Basic)	-1.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	77.76 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	102.98 m³·mol⁻¹	ChemAxon
Polarizability	41.36 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

HMDB0062409

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

5312972

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 5,12-dihydroxy-6,8,10,14-eicosatetraenoic acid (CFc000042821)

MOL for CFc000042821 (5,12-dihydroxy-6,8,10,14-eicosatetraenoic acid)

3D MOL for CFc000042821 (5,12-dihydroxy-6,8,10,14-eicosatetraenoic acid)

3D SDF for CFc000042821 (5,12-dihydroxy-6,8,10,14-eicosatetraenoic acid)

3D-SDF for CFc000042821 (5,12-dihydroxy-6,8,10,14-eicosatetraenoic acid)

PDB for CFc000042821 (5,12-dihydroxy-6,8,10,14-eicosatetraenoic acid)

3D PDB for CFc000042821 (5,12-dihydroxy-6,8,10,14-eicosatetraenoic acid)

SMILES for CFc000042821 (5,12-dihydroxy-6,8,10,14-eicosatetraenoic acid)

INCHI for CFc000042821 (5,12-dihydroxy-6,8,10,14-eicosatetraenoic acid)

Structure for CFc000042821 (5,12-dihydroxy-6,8,10,14-eicosatetraenoic acid)

3D Structure for CFc000042821 (5,12-dihydroxy-6,8,10,14-eicosatetraenoic acid)