ChemFOnt: Showing chemical card for (9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic acid (CFc000019456)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:10:25 UTC

Chemfont ID

CFc000019456

Molecule Identification

Common Name

(9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic acid

Definition

Pinellic acid is found in cereals and cereal products. Pinellic acid is isolated from a rice cultivar. Confers resistance to rice blast disease.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoate	Generator
9,12,13-Trihydroxyoctadec-10-enoic acid	HMDB
9,12,13-TODEA	HMDB
9,12,13-Trihydroxy-10-octadecenoic acid	HMDB

Chemical Formula

C₁₈H₃₄O₅

Average Molecular Weight

330.4596

Monoisotopic Molecular Weight

330.240624198

IUPAC Name

(10E)-9,12,13-trihydroxyoctadec-10-enoic acid

Traditional Name

(10E)-9,12,13-trihydroxyoctadec-10-enoic acid

CAS Registry Number

97134-11-7

SMILES

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

InChI Identifier

InChI=1S/C18H34O5/c1-2-3-7-11-16(20)17(21)14-13-15(19)10-8-5-4-6-9-12-18(22)23/h13-17,19-21H,2-12H2,1H3,(H,22,23)/b14-13+

InChI Key

MDIUMSLCYIJBQC-BUHFOSPRSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Long-chain fatty acids

Alternative Parents

Substituents

Long-chain fatty acid
Hydroxy fatty acid
Unsaturated fatty acid
Secondary alcohol
Polyol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Other Octadecanoids (LMFA02000169 )

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Organelle

Adiposome (HMDB: HMDB0038555)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0038555)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038555)

Source

Exogenous

Food

Food (HMDB: HMDB0038555)

Cereal and cereal product

Cereal product

Breakfast cereal (FooDB: FOOD00270)

Cereals and cereal products (FooDB: FOOD00858)

Beverage

Alcoholic beverage

Alcoholic beverages (FooDB: FOOD00854)

Exogenous (HMDB: HMDB0038555)

Endogenous

Plant

Plant (HMDB: HMDB0038555)
Poaceae (HMDB: HMDB0038555)

Animal

Animal (HMDB: HMDB0038555)

Endogenous (HMDB: HMDB0038555)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0038555)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0038555)

Lipid metabolism pathway (HMDB: HMDB0038555)

Cellular process

Cell signaling (HMDB: HMDB0038555)

Biochemical process

Lipid transport (HMDB: HMDB0038555)

Role

Biological role

Energy source (HMDB: HMDB0038555)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0038555)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.16 g/L	ALOGPS
logP	3.77	ALOGPS
logP	3.25	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	4.68	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	97.99 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	91.79 m³·mol⁻¹	ChemAxon
Polarizability	39.76 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

HMDB0038555

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB017942

KNApSAcK ID

Not Available

Chemspider ID

4446093

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5282966

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for (9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic acid (CFc000019456)

MOL for CFc000019456 ((9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic acid)

3D MOL for CFc000019456 ((9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic acid)

3D SDF for CFc000019456 ((9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic acid)

3D-SDF for CFc000019456 ((9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic acid)

PDB for CFc000019456 ((9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic acid)

3D PDB for CFc000019456 ((9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic acid)

SMILES for CFc000019456 ((9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic acid)

INCHI for CFc000019456 ((9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic acid)

Structure for CFc000019456 ((9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic acid)

3D Structure for CFc000019456 ((9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic acid)