ChemFOnt: Showing chemical card for (9S,10E,12Z,15Z)-9-Hydroxy-10,12,15-octadecatrienoic acid (CFc000013112)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:01:23 UTC

Chemfont ID

CFc000013112

Molecule Identification

Common Name

(9S,10E,12Z,15Z)-9-Hydroxy-10,12,15-octadecatrienoic acid

Definition

(9S,10E,12Z,15Z)-9-Hydroxy-10,12,15-octadecatrienoic acid is found in fruits. (9S,10E,12Z,15Z)-9-Hydroxy-10,12,15-octadecatrienoic acid is a constituent of Artocarpus communis (breadfruit)

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(9S,10E,12Z,15Z)-9-Hydroxy-10,12,15-octadecatrienoate	Generator
4-Acetylpiperidinium chloride	HMDB
9-Hydroxy-(S-(e,Z,Z))-10-12-15-octadecatrienoic acid	HMDB
9-Hydroxy-10,12,15-octadecatrienoic acid	HMDB
(10E,12E,15E)-9-Hydroxyoctadeca-10,12,15-trienoate	Generator
9-OH-10,12,15-ODTA	MeSH
(10E,12Z,15Z)-9-OH-10,12,15-ODTA	MeSH

Chemical Formula

C₁₈H₃₀O₃

Average Molecular Weight

294.429

Monoisotopic Molecular Weight

294.219494826

IUPAC Name

(10E,12E,15E)-9-hydroxyoctadeca-10,12,15-trienoic acid

Traditional Name

(10E,12E,15E)-9-hydroxyoctadeca-10,12,15-trienoic acid

CAS Registry Number

89886-42-0

SMILES

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

InChI Identifier

InChI=1S/C18H30O3/c1-2-3-4-5-6-8-11-14-17(19)15-12-9-7-10-13-16-18(20)21/h3-4,6,8,11,14,17,19H,2,5,7,9-10,12-13,15-16H2,1H3,(H,20,21)/b4-3+,8-6+,14-11+

InChI Key

RIGGEAZDTKMXSI-JPAZTHTMSA-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

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 20671299)

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0031934)

Source

Endogenous

Endogenous (HMDB: HMDB0031934)

Plant

Plant (HMDB: HMDB0031934)

Exogenous

Food

Food (HMDB: HMDB0031934)

Fruit

Fruits (FooDB: FOOD00871)

Exogenous (HMDB: HMDB0031934)

Process

Naturally occurring process

Biological process

Cellular process

Cell signaling (HMDB: HMDB0031934)

Role

Biological role

Energy source (HMDB: HMDB0031934)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0031934)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.0073 g/L	ALOGPS
logP	5.31	ALOGPS
logP	4.83	ChemAxon
logS	-4.6	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	13	ChemAxon
Refractivity	91.15 m³·mol⁻¹	ChemAxon
Polarizability	37.12 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

HMDB0031934

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB008622

KNApSAcK ID

C00048303

Chemspider ID

20144227

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

13917187

PDB ID

Not Available

ChEBI ID

89388

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for (9S,10E,12Z,15Z)-9-Hydroxy-10,12,15-octadecatrienoic acid (CFc000013112)

MOL for CFc000013112 ((9S,10E,12Z,15Z)-9-Hydroxy-10,12,15-octadecatrienoic acid)

3D MOL for CFc000013112 ((9S,10E,12Z,15Z)-9-Hydroxy-10,12,15-octadecatrienoic acid)

3D SDF for CFc000013112 ((9S,10E,12Z,15Z)-9-Hydroxy-10,12,15-octadecatrienoic acid)

3D-SDF for CFc000013112 ((9S,10E,12Z,15Z)-9-Hydroxy-10,12,15-octadecatrienoic acid)

PDB for CFc000013112 ((9S,10E,12Z,15Z)-9-Hydroxy-10,12,15-octadecatrienoic acid)

3D PDB for CFc000013112 ((9S,10E,12Z,15Z)-9-Hydroxy-10,12,15-octadecatrienoic acid)

SMILES for CFc000013112 ((9S,10E,12Z,15Z)-9-Hydroxy-10,12,15-octadecatrienoic acid)

INCHI for CFc000013112 ((9S,10E,12Z,15Z)-9-Hydroxy-10,12,15-octadecatrienoic acid)

Structure for CFc000013112 ((9S,10E,12Z,15Z)-9-Hydroxy-10,12,15-octadecatrienoic acid)

3D Structure for CFc000013112 ((9S,10E,12Z,15Z)-9-Hydroxy-10,12,15-octadecatrienoic acid)