ChemFOnt: Showing chemical card for 12R-hydroxy-5Z,8Z,12Z-eicosatrienoic acid (CFc000042702)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:45:21 UTC

Chemfont ID

CFc000042702

Molecule Identification

Common Name

12R-hydroxy-5Z,8Z,12Z-eicosatrienoic acid

Definition

12R-hydroxy-5Z,8Z,12Z-eicosatrienoic acid, also known as 12(R)DH-HETE, is classified as a member of the Hydroxyeicosatrienoic acids. Hydroxyeicosatrienoic acids are eicosanoic acids with an attached hydroxyl group and three CC double bonds. 12R-hydroxy-5Z,8Z,12Z-eicosatrienoic acid is considered to be practically insoluble (in water) and acidic. 12R-hydroxy-5Z,8Z,12Z-eicosatrienoic acid is an eicosanoid lipid molecule

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
12-Hydroxy-5,8,14-eicosatrienoic acid	MeSH
12-Hydroxy-5,8,14-eicosatrienoic acid, (S-(Z,Z,Z))-isomer	MeSH
12-Hydroxy-5,8,14-eicosatrienoic acid, (Z,Z,Z)-isomer	MeSH
12R-Hydroxy-5Z,8Z,12Z-eicosatrienoate	Generator
12(R)DH-HETE	HMDB

Chemical Formula

C₂₀H₃₄O₃

Average Molecular Weight

322.489

Monoisotopic Molecular Weight

322.250794955

IUPAC Name

(5Z,8Z,12R,14Z)-12-hydroxyicosa-5,8,14-trienoic acid

Traditional Name

12R-HETrE

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C20H34O3/c1-2-3-4-5-10-13-16-19(21)17-14-11-8-6-7-9-12-15-18-20(22)23/h7-11,13,19,21H,2-6,12,14-18H2,1H3,(H,22,23)/b9-7-,11-8-,13-10-/t19-/m0/s1

InChI Key

RFAKHEWADWLSJX-ZIQRGBBDSA-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
Organic oxide
Organic oxygen compound
Alcohol
Hydrocarbon derivative
Carbonyl group
Organooxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Hydroxy/hydroperoxyeicosatrienoic acids (LMFA03050012 )

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0062290)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.0011 g/L	ALOGPS
logP	6.11	ALOGPS
logP	5.56	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	4.82	ChemAxon
pKa (Strongest Basic)	-1.3	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	15	ChemAxon
Refractivity	100.51 m³·mol⁻¹	ChemAxon
Polarizability	39.41 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0062290

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

5283149

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 12R-hydroxy-5Z,8Z,12Z-eicosatrienoic acid (CFc000042702)

MOL for CFc000042702 (12R-hydroxy-5Z,8Z,12Z-eicosatrienoic acid)

3D MOL for CFc000042702 (12R-hydroxy-5Z,8Z,12Z-eicosatrienoic acid)

3D SDF for CFc000042702 (12R-hydroxy-5Z,8Z,12Z-eicosatrienoic acid)

3D-SDF for CFc000042702 (12R-hydroxy-5Z,8Z,12Z-eicosatrienoic acid)

PDB for CFc000042702 (12R-hydroxy-5Z,8Z,12Z-eicosatrienoic acid)

3D PDB for CFc000042702 (12R-hydroxy-5Z,8Z,12Z-eicosatrienoic acid)

SMILES for CFc000042702 (12R-hydroxy-5Z,8Z,12Z-eicosatrienoic acid)

INCHI for CFc000042702 (12R-hydroxy-5Z,8Z,12Z-eicosatrienoic acid)

Structure for CFc000042702 (12R-hydroxy-5Z,8Z,12Z-eicosatrienoic acid)

3D Structure for CFc000042702 (12R-hydroxy-5Z,8Z,12Z-eicosatrienoic acid)