ChemFOnt: Showing chemical card for (5Z,9E,12S,14Z)-8,11,12-Trihydroxyicosa-5,9,14-trienoate (CFc000040566)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:42:08 UTC

Chemfont ID

CFc000040566

Molecule Identification

Common Name

(5Z,9E,12S,14Z)-8,11,12-Trihydroxyicosa-5,9,14-trienoate

Definition

This compound belongs to the family of Hydroxyeicosatrienoic Acids. These are eicosanoic acids with an attached hydroxyl group and three CC double bonds

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(5Z,9E,12S,14Z)-8,11,12-Trihydroxyicosa-5,9,14-trienoic acid	Generator

Chemical Formula

C₂₀H₃₄O₅

Average Molecular Weight

354.481

Monoisotopic Molecular Weight

354.240624198

IUPAC Name

(5Z,8R,9E,11R,12R,14Z)-8,11,12-trihydroxyicosa-5,9,14-trienoic acid

Traditional Name

(5Z,8R,9E,11R,12R,14Z)-8,11,12-trihydroxyicosa-5,9,14-trienoic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C20H34O5/c1-2-3-4-5-6-10-13-18(22)19(23)16-15-17(21)12-9-7-8-11-14-20(24)25/h6-7,9-10,15-19,21-23H,2-5,8,11-14H2,1H3,(H,24,25)/b9-7-,10-6-,16-15+/t17-,18-,19-/m1/s1

InChI Key

WPLPEZUSILBTGP-WHKAPZRYSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Eicosanoids

Direct Parent

Hydroxyeicosatrienoic acids

Alternative Parents

Substituents

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

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0060107)

Source

Exogenous

Exogenous (HMDB: HMDB0060107)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.047 g/L	ALOGPS
logP	4.53	ALOGPS
logP	3.41	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	4.68	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	97.99 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	103.23 m³·mol⁻¹	ChemAxon
Polarizability	41.47 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

HMDB0060107

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

131769825

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for (5Z,9E,12S,14Z)-8,11,12-Trihydroxyicosa-5,9,14-trienoate (CFc000040566)

MOL for CFc000040566 ((5Z,9E,12S,14Z)-8,11,12-Trihydroxyicosa-5,9,14-trienoate)

3D MOL for CFc000040566 ((5Z,9E,12S,14Z)-8,11,12-Trihydroxyicosa-5,9,14-trienoate)

3D SDF for CFc000040566 ((5Z,9E,12S,14Z)-8,11,12-Trihydroxyicosa-5,9,14-trienoate)

3D-SDF for CFc000040566 ((5Z,9E,12S,14Z)-8,11,12-Trihydroxyicosa-5,9,14-trienoate)

PDB for CFc000040566 ((5Z,9E,12S,14Z)-8,11,12-Trihydroxyicosa-5,9,14-trienoate)

3D PDB for CFc000040566 ((5Z,9E,12S,14Z)-8,11,12-Trihydroxyicosa-5,9,14-trienoate)

SMILES for CFc000040566 ((5Z,9E,12S,14Z)-8,11,12-Trihydroxyicosa-5,9,14-trienoate)

INCHI for CFc000040566 ((5Z,9E,12S,14Z)-8,11,12-Trihydroxyicosa-5,9,14-trienoate)

Structure for CFc000040566 ((5Z,9E,12S,14Z)-8,11,12-Trihydroxyicosa-5,9,14-trienoate)

3D Structure for CFc000040566 ((5Z,9E,12S,14Z)-8,11,12-Trihydroxyicosa-5,9,14-trienoate)