ChemFOnt: Showing chemical card for 5,12-dihydroxy-6,8,10,14,17-eicosapentaenoic acid (CFc000042898)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:45:39 UTC

Chemfont ID

CFc000042898

Molecule Identification

Common Name

5,12-dihydroxy-6,8,10,14,17-eicosapentaenoic acid

Definition

5,12-dihydroxy-6,8,10,14,17-eicosapentaenoic acid, also known as LTB 5 or Leukotriene b5, is classified as a member of the Hydroxyeicosapentaenoic acids. Hydroxyeicosapentaenoic acids are eicosanoic acids with an attached hydroxyl group and five CC double bonds. 5,12-dihydroxy-6,8,10,14,17-eicosapentaenoic acid is considered to be practically insoluble (in water) and acidic

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(6E,8E,10E,14E,17E)-5,12-Dihydroxyicosa-6,8,10,14,17-pentaenoate	Generator
5,12-Dihydroxy-6,8,10,14,17-eicosapentaenoate	Generator
Leukotriene b5	HMDB
LTB 5	HMDB

Chemical Formula

C₂₀H₃₀O₄

Average Molecular Weight

334.456

Monoisotopic Molecular Weight

334.214409446

IUPAC Name

(6E,8E,10E,14E,17E)-5,12-dihydroxyicosa-6,8,10,14,17-pentaenoic acid

Traditional Name

5,12-DiHEPE

CAS Registry Number

Not Available

SMILES

[H]\C(CC)=C(\[H])C\C([H])=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/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/h3-4,6-11,14-15,18-19,21-22H,2,5,12-13,16-17H2,1H3,(H,23,24)/b4-3+,8-7+,9-6+,14-10+,15-11+

InChI Key

BISQPGCQOHLHQK-RUEGXZCXSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Eicosanoids

Direct Parent

Hydroxyeicosapentaenoic acids

Alternative Parents

Substituents

Hydroxyeicosapentaenoic 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

Not Available

Exogenous (HMDB: HMDB0062486)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.016 g/L	ALOGPS
logP	4.68	ALOGPS
logP	3.76	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	13	ChemAxon
Refractivity	104.1 m³·mol⁻¹	ChemAxon
Polarizability	40.52 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

HMDB0062486

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

5312988

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-6,8,10,14,17-eicosapentaenoic acid (CFc000042898)

MOL for CFc000042898 (5,12-dihydroxy-6,8,10,14,17-eicosapentaenoic acid)

3D MOL for CFc000042898 (5,12-dihydroxy-6,8,10,14,17-eicosapentaenoic acid)

3D SDF for CFc000042898 (5,12-dihydroxy-6,8,10,14,17-eicosapentaenoic acid)

3D-SDF for CFc000042898 (5,12-dihydroxy-6,8,10,14,17-eicosapentaenoic acid)

PDB for CFc000042898 (5,12-dihydroxy-6,8,10,14,17-eicosapentaenoic acid)

3D PDB for CFc000042898 (5,12-dihydroxy-6,8,10,14,17-eicosapentaenoic acid)

SMILES for CFc000042898 (5,12-dihydroxy-6,8,10,14,17-eicosapentaenoic acid)

INCHI for CFc000042898 (5,12-dihydroxy-6,8,10,14,17-eicosapentaenoic acid)

Structure for CFc000042898 (5,12-dihydroxy-6,8,10,14,17-eicosapentaenoic acid)

3D Structure for CFc000042898 (5,12-dihydroxy-6,8,10,14,17-eicosapentaenoic acid)