ChemFOnt: Showing chemical card for (Z)-13-Oxo-9-octadecenoic acid (CFc000011022)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:58:39 UTC

Chemfont ID

CFc000011022

Molecule Identification

Common Name

(Z)-13-Oxo-9-octadecenoic acid

Definition

(Z)-13-Oxo-9-octadecenoic acid is found in cereals and cereal products. (Z)-13-Oxo-9-octadecenoic acid is isolated from wheat flour infested with the beetle Oryzaephilus surinamensi

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(Z)-13-oxo-9-Octadecenoate	Generator
Diethyl 2,4-diacetyl-2-(hydroxymethyl)pentanedioate	HMDB
13-Keto-trans-9-octadecenoate	Generator

Chemical Formula

C₁₈H₃₂O₃

Average Molecular Weight

296.4449

Monoisotopic Molecular Weight

296.23514489

IUPAC Name

(9E)-13-oxooctadec-9-enoic acid

Traditional Name

(9E)-13-oxooctadec-9-enoic acid

CAS Registry Number

38205-11-7

SMILES

CCCCCC(=O)CC\C=C\CCCCCCCC(O)=O

InChI Identifier

InChI=1S/C18H32O3/c1-2-3-11-14-17(19)15-12-9-7-5-4-6-8-10-13-16-18(20)21/h7,9H,2-6,8,10-16H2,1H3,(H,20,21)/b9-7+

InChI Key

LDYZTLZOFONHNA-VQHVLOKHSA-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
Fatty acid
Unsaturated fatty acid
Ketone
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0029796)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0029796)

Source

Endogenous

Endogenous (HMDB: HMDB0029796)

Plant

Poaceae (HMDB: HMDB0029796)

Animal

Animal (HMDB: HMDB0029796)

Exogenous

Food

Food (HMDB: HMDB0029796)

Cereal and cereal product

Cereal product

Breakfast cereal (FooDB: FOOD00270)

Cereals and cereal products (FooDB: FOOD00858)

Exogenous (HMDB: HMDB0029796)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0029796)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0029796)

Lipid metabolism pathway (HMDB: HMDB0029796)

Cellular process

Cell signaling (HMDB: HMDB0029796)

Biochemical process

Lipid transport (HMDB: HMDB0029796)

Role

Biological role

Energy source (HMDB: HMDB0029796)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0029796)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.0016 g/L	ALOGPS
logP	5.87	ALOGPS
logP	5.6	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	4.99	ChemAxon
pKa (Strongest Basic)	-7.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	54.37 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	88.04 m³·mol⁻¹	ChemAxon
Polarizability	37.43 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0029796

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB001004

KNApSAcK ID

Not Available

Chemspider ID

30776789

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44612156

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for (Z)-13-Oxo-9-octadecenoic acid (CFc000011022)

MOL for CFc000011022 ((Z)-13-Oxo-9-octadecenoic acid)

3D MOL for CFc000011022 ((Z)-13-Oxo-9-octadecenoic acid)

3D SDF for CFc000011022 ((Z)-13-Oxo-9-octadecenoic acid)

3D-SDF for CFc000011022 ((Z)-13-Oxo-9-octadecenoic acid)

PDB for CFc000011022 ((Z)-13-Oxo-9-octadecenoic acid)

3D PDB for CFc000011022 ((Z)-13-Oxo-9-octadecenoic acid)

SMILES for CFc000011022 ((Z)-13-Oxo-9-octadecenoic acid)

INCHI for CFc000011022 ((Z)-13-Oxo-9-octadecenoic acid)

Structure for CFc000011022 ((Z)-13-Oxo-9-octadecenoic acid)

3D Structure for CFc000011022 ((Z)-13-Oxo-9-octadecenoic acid)