ChemFOnt: Showing chemical card for (9Z,12Z,14E)-16-Hydroxy-9,12,14-octadecatrienoic acid (CFc000015641)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:04:53 UTC

Chemfont ID

CFc000015641

Molecule Identification

Common Name

(9Z,12Z,14E)-16-Hydroxy-9,12,14-octadecatrienoic acid

Definition

(9Z,12Z,14E)-16-Hydroxy-9,12,14-octadecatrienoic acid is found in cereals and cereal products. (9Z,12Z,14E)-16-Hydroxy-9,12,14-octadecatrienoic acid is isolated from the resistant cultivar of rice (Oryza sativa

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(9Z,12Z,14E)-16-Hydroxy-9,12,14-octadecatrienoate	Generator
(9Z,12Z,14E)-16-Hydroxyoctadeca-9,12,14-trienoate	HMDB

Chemical Formula

C₁₈H₃₀O₃

Average Molecular Weight

294.429

Monoisotopic Molecular Weight

294.219494826

IUPAC Name

(9Z,12Z,14E)-16-hydroxyoctadeca-9,12,14-trienoic acid

Traditional Name

(9Z,12Z,14E)-16-hydroxyoctadeca-9,12,14-trienoic acid

CAS Registry Number

81325-65-7

SMILES

CCC(O)\C=C\C=C/C\C=C/CCCCCCCC(O)=O

InChI Identifier

InChI=1S/C18H30O3/c1-2-17(19)15-13-11-9-7-5-3-4-6-8-10-12-14-16-18(20)21/h3,5,9,11,13,15,17,19H,2,4,6-8,10,12,14,16H2,1H3,(H,20,21)/b5-3-,11-9-,15-13+

InChI Key

ILSZLGCGBGSHFR-CGLYFWTESA-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

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0034586)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0034586)

Source

Endogenous

Endogenous (HMDB: HMDB0034586)

Plant

Poaceae (HMDB: HMDB0034586)

Animal

Animal (HMDB: HMDB0034586)

Exogenous

Food

Food (HMDB: HMDB0034586)

Cereal and cereal product

Cereal product

Breakfast cereal (FooDB: FOOD00270)

Cereals and cereal products (FooDB: FOOD00858)

Exogenous (HMDB: HMDB0034586)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0034586)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0034586)

Lipid metabolism pathway (HMDB: HMDB0034586)

Cellular process

Cell signaling (HMDB: HMDB0034586)

Biochemical process

Lipid transport (HMDB: HMDB0034586)

Role

Biological role

Energy source (HMDB: HMDB0034586)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0034586)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.0044 g/L	ALOGPS
logP	5.47	ALOGPS
logP	4.83	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	4.99	ChemAxon
pKa (Strongest Basic)	-1.7	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	13	ChemAxon
Refractivity	91.15 m³·mol⁻¹	ChemAxon
Polarizability	35.92 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

HMDB0034586

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB013102

KNApSAcK ID

Not Available

Chemspider ID

35013743

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

13917179

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for (9Z,12Z,14E)-16-Hydroxy-9,12,14-octadecatrienoic acid (CFc000015641)

MOL for CFc000015641 ((9Z,12Z,14E)-16-Hydroxy-9,12,14-octadecatrienoic acid)

3D MOL for CFc000015641 ((9Z,12Z,14E)-16-Hydroxy-9,12,14-octadecatrienoic acid)

3D SDF for CFc000015641 ((9Z,12Z,14E)-16-Hydroxy-9,12,14-octadecatrienoic acid)

3D-SDF for CFc000015641 ((9Z,12Z,14E)-16-Hydroxy-9,12,14-octadecatrienoic acid)

PDB for CFc000015641 ((9Z,12Z,14E)-16-Hydroxy-9,12,14-octadecatrienoic acid)

3D PDB for CFc000015641 ((9Z,12Z,14E)-16-Hydroxy-9,12,14-octadecatrienoic acid)

SMILES for CFc000015641 ((9Z,12Z,14E)-16-Hydroxy-9,12,14-octadecatrienoic acid)

INCHI for CFc000015641 ((9Z,12Z,14E)-16-Hydroxy-9,12,14-octadecatrienoic acid)

Structure for CFc000015641 ((9Z,12Z,14E)-16-Hydroxy-9,12,14-octadecatrienoic acid)

3D Structure for CFc000015641 ((9Z,12Z,14E)-16-Hydroxy-9,12,14-octadecatrienoic acid)