ChemFOnt: Showing chemical card for (10E,12Z)-9-HODE (CFc000043064)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:45:56 UTC

Chemfont ID

CFc000043064

Molecule Identification

Common Name

(10E,12Z)-9-HODE

Definition

(10E,12Z)-9-HODE, also known as 9-Hydroxy-10E,12Z-octadecadienoic acid or 9-Hydroxylinoleic acid, is classified as a lineolic acid or a Lineolic acid derivative. Lineolic acids are derivatives of lineolic acid. Lineolic acid is a polyunsaturated omega-6 18 carbon long fatty acid, with two CC double bonds at the 9- and 12-positions. (10E,12Z)-9-HODE is considered to be practically insoluble (in water) and acidic. (10E,12Z)-9-HODE is an octadecanoid lipid molecule

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(10E,12Z)-9-HODE	ChEBI
9-Hydroxy-10E,12Z-octadecadienoic acid	ChEBI
9-Hydroxy-trans-10,cis-12-octadecadienoic acid	ChEBI
9-Hydroxy-10E,12Z-octadecadienoate	Generator
9-Hydroxy-trans-10,cis-12-octadecadienoate	Generator
9-Hydroxylinoleic acid	MeSH
9-Hydroxy-10,12-octadecadienoic acid, (S-(e,Z))-isomer	MeSH
Dimorphecolic acid	MeSH
9-Hydroxy-10,12-octadecadienoic acid, (e,Z)-(+-)-isomer	MeSH
9-Hydroxy-10,12-octadecadienoic acid, (e,e)-(+-)-isomer	MeSH
9-OH-18:2DElta(10t,12t)	MeSH
9-Hydroxy-10,12-octadecadienoic acid	MeSH
9-Hydroxy-10,12-octadecadienoic acid, (e,e)-isomer	MeSH
9-Hydroxy-10,12-octadecadienoic acid, (R-(e,Z))-isomer	MeSH
9-Hydroxy-10,12-octadecadienoic acid, (e,Z)-isomer	MeSH
(10E,12Z)-9-hydroxy-10,12-octadecadienoic acid	SMPDB, HMDB
9-hydroxy-10E,12Z-octadecadienoic acid	SMPDB, HMDB, ChEBI
9-hydroxy-(10E,12Z)-octadeca-10,12-dienoic acid	SMPDB, HMDB
9-hydroxy-10(E),12(Z)-octadecadienoic acid	SMPDB, HMDB
9-hydroxy-10-trans-12-cis-octadecadienoic acid	SMPDB, HMDB
9-hydroxy-trans-10-cis-12-octadecadienoic acid	SMPDB, HMDB
9-hydroxyoctadeca-10,12-dienoic acid	SMPDB, HMDB
9-(E,Z)-HODE	SMPDB, HMDB
9-HODE	SMPDB, HMDB
9-hydroxylinoleic acid	SMPDB, HMDB, MeSH
(10E,12Z)-9-HODE	SMPDB, HMDB, ChEBI

Chemical Formula

C₁₈H₃₂O₃

Average Molecular Weight

296.451

Monoisotopic Molecular Weight

296.23514489

IUPAC Name

(10E,12Z)-9-hydroxyoctadeca-10,12-dienoic acid

Traditional Name

(10E,12Z)-9-hydroxyoctadeca-10,12-dienoic acid

CAS Registry Number

98524-19-7

SMILES

[H]\C(CCCCC)=C(/[H])\C(\[H])=C(/[H])C(O)CCCCCCCC(O)=O

InChI Identifier

InChI=1S/C18H32O3/c1-2-3-4-5-6-8-11-14-17(19)15-12-9-7-10-13-16-18(20)21/h6,8,11,14,17,19H,2-5,7,9-10,12-13,15-16H2,1H3,(H,20,21)/b8-6-,14-11+

InChI Key

NPDSHTNEKLQQIJ-ZJHFMPGASA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as lineolic acids and derivatives. These are derivatives of lineolic acid. Lineolic acid is a polyunsaturated omega-6 18 carbon long fatty acid, with two CC double bonds at the 9- and 12-positions.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Lineolic acids and derivatives

Direct Parent

Lineolic acids and derivatives

Alternative Parents

Substituents

Octadecanoid
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

HODE (CHEBI:72651 )
Other Octadecanoids (LMFA02000151 )

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0062652)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.0032 g/L	ALOGPS
logP	5.88	ALOGPS
logP	5.19	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	4.68	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	14	ChemAxon
Refractivity	90.03 m³·mol⁻¹	ChemAxon
Polarizability	37.43 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

HMDB0062652

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

9-Hydroxyoctadecadienoic acid

METLIN ID

Not Available

PubChem Compound

5282944

PDB ID

Not Available

ChEBI ID

72651

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for (10E,12Z)-9-HODE (CFc000043064)

MOL for CFc000043064 ((10E,12Z)-9-HODE)

3D MOL for CFc000043064 ((10E,12Z)-9-HODE)

3D SDF for CFc000043064 ((10E,12Z)-9-HODE)

3D-SDF for CFc000043064 ((10E,12Z)-9-HODE)

PDB for CFc000043064 ((10E,12Z)-9-HODE)

3D PDB for CFc000043064 ((10E,12Z)-9-HODE)

SMILES for CFc000043064 ((10E,12Z)-9-HODE)

INCHI for CFc000043064 ((10E,12Z)-9-HODE)

Structure for CFc000043064 ((10E,12Z)-9-HODE)

3D Structure for CFc000043064 ((10E,12Z)-9-HODE)