ChemFOnt: Showing chemical card for (9Z,11E,13E,15Z)-4-Oxo-9,11,13,15-octadecatetraenoic acid (CFc000012299)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:00:19 UTC

Chemfont ID

CFc000012299

Molecule Identification

Common Name

(9Z,11E,13E,15Z)-4-Oxo-9,11,13,15-octadecatetraenoic acid

Definition

(9Z,11E,13E,15Z)-4-Oxo-9,11,13,15-octadecatetraenoic acid is found in fruits. (9Z,11E,13E,15Z)-4-Oxo-9,11,13,15-octadecatetraenoic acid is obtained from Chrysobalanus icaco seed oi

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(9Z,11E,13E,15Z)-4-oxo-9,11,13,15-Octadecatetraenoate	Generator
(9E,11Z,13E,15Z)-4-Oxooctadeca-9,11,13,15-tetraenoate	HMDB

Chemical Formula

C₁₈H₂₆O₃

Average Molecular Weight

290.3972

Monoisotopic Molecular Weight

290.188194698

IUPAC Name

(9E,11Z,13E,15Z)-4-oxooctadeca-9,11,13,15-tetraenoic acid

Traditional Name

(9E,11Z,13E,15Z)-4-oxooctadeca-9,11,13,15-tetraenoic acid

CAS Registry Number

17699-21-7

SMILES

CC\C=C/C=C/C=C\C=C\CCCCC(=O)CCC(O)=O

InChI Identifier

InChI=1S/C18H26O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-17(19)15-16-18(20)21/h3-10H,2,11-16H2,1H3,(H,20,21)/b4-3-,6-5+,8-7-,10-9+

InChI Key

ZYOSGENSARGRME-WYVWLRFESA-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
Gamma-keto acid
Keto fatty acid
Fatty acid
Unsaturated fatty acid
Keto acid
Ketone
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organooxygen compound
Organic oxide
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
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: HMDB0031098)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0031098)

Source

Endogenous

Endogenous (HMDB: HMDB0031098)

Plant

Plant (HMDB: HMDB0031098)

Animal

Animal (HMDB: HMDB0031098)

Exogenous

Food

Food (HMDB: HMDB0031098)

Vegetable

Fruit vegetable

Italian sweet red pepper (FooDB: FOOD00881)

Fruit

Fruits (FooDB: FOOD00871)

Exogenous (HMDB: HMDB0031098)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0031098)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0031098)

Lipid metabolism pathway (HMDB: HMDB0031098)

Cellular process

Cell signaling (HMDB: HMDB0031098)

Biochemical process

Lipid transport (HMDB: HMDB0031098)

Role

Biological role

Energy source (HMDB: HMDB0031098)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0031098)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.0037 g/L	ALOGPS
logP	5.03	ALOGPS
logP	4.52	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Acidic)	4.57	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	12	ChemAxon
Refractivity	91.39 m³·mol⁻¹	ChemAxon
Polarizability	34.9 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

HMDB0031098

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB003104

KNApSAcK ID

Not Available

Chemspider ID

30776882

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131751133

PDB ID

Not Available

ChEBI ID

138781

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for (9Z,11E,13E,15Z)-4-Oxo-9,11,13,15-octadecatetraenoic acid (CFc000012299)

MOL for CFc000012299 ((9Z,11E,13E,15Z)-4-Oxo-9,11,13,15-octadecatetraenoic acid)

3D MOL for CFc000012299 ((9Z,11E,13E,15Z)-4-Oxo-9,11,13,15-octadecatetraenoic acid)

3D SDF for CFc000012299 ((9Z,11E,13E,15Z)-4-Oxo-9,11,13,15-octadecatetraenoic acid)

3D-SDF for CFc000012299 ((9Z,11E,13E,15Z)-4-Oxo-9,11,13,15-octadecatetraenoic acid)

PDB for CFc000012299 ((9Z,11E,13E,15Z)-4-Oxo-9,11,13,15-octadecatetraenoic acid)

3D PDB for CFc000012299 ((9Z,11E,13E,15Z)-4-Oxo-9,11,13,15-octadecatetraenoic acid)

SMILES for CFc000012299 ((9Z,11E,13E,15Z)-4-Oxo-9,11,13,15-octadecatetraenoic acid)

INCHI for CFc000012299 ((9Z,11E,13E,15Z)-4-Oxo-9,11,13,15-octadecatetraenoic acid)

Structure for CFc000012299 ((9Z,11E,13E,15Z)-4-Oxo-9,11,13,15-octadecatetraenoic acid)

3D Structure for CFc000012299 ((9Z,11E,13E,15Z)-4-Oxo-9,11,13,15-octadecatetraenoic acid)