ChemFOnt: Showing chemical card for 12-Oxo-2,3-dinor-10,15-phytodienoic acid (CFc000013267)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:01:35 UTC

Chemfont ID

CFc000013267

Molecule Identification

Common Name

12-Oxo-2,3-dinor-10,15-phytodienoic acid

Definition

12-Oxo-2,3-dinor-10,15-phytodienoic acid is found in alcoholic beverages. 12-Oxo-2,3-dinor-10,15-phytodienoic acid is isolated from potato (Solanum tuberosum

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
12-oxo-2,3-Dinor-10,15-phytodienoate	Generator
4-oxo-5-(2-Pentenyl)-(Z)-2-cyclopentene-1-hexanoic acid	HMDB
4-oxo-5-(2-Pentenyl)-2-cyclopentene-1-hexanoic acid	HMDB
4-oxo-5-[(2Z)-2-Pentenyl]-2-cyclopentene-1-hexanoic acid	HMDB
Dinor-oxo-phytodienoic acid	HMDB
6-{4-oxo-5-[(2E)-pent-2-en-1-yl]cyclopent-2-en-1-yl}hexanoate	Generator

Chemical Formula

C₁₆H₂₄O₃

Average Molecular Weight

264.36

Monoisotopic Molecular Weight

264.172544634

IUPAC Name

6-{4-oxo-5-[(2E)-pent-2-en-1-yl]cyclopent-2-en-1-yl}hexanoic acid

Traditional Name

6-{4-oxo-5-[(2E)-pent-2-en-1-yl]cyclopent-2-en-1-yl}hexanoic acid

CAS Registry Number

197247-23-7

SMILES

CC\C=C\CC1C(CCCCCC(O)=O)C=CC1=O

InChI Identifier

InChI=1S/C16H24O3/c1-2-3-5-9-14-13(11-12-15(14)17)8-6-4-7-10-16(18)19/h3,5,11-14H,2,4,6-10H2,1H3,(H,18,19)/b5-3+

InChI Key

SZVNKXCDJUBPQO-HWKANZROSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as prostaglandins and related compounds. These are unsaturated carboxylic acids consisting of a 20 carbon skeleton that also contains a five member ring, and are based upon the fatty acid arachidonic acid.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Eicosanoids

Direct Parent

Prostaglandins and related compounds

Alternative Parents

Substituents

Prostaglandin skeleton
Medium-chain fatty acid
Cyclic ketone
Ketone
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0032090)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0032090)

Source

Endogenous

Endogenous (HMDB: HMDB0032090)

Plant

Plant (HMDB: HMDB0032090)

Animal

Animal (HMDB: HMDB0032090)

Exogenous

Food

Food (HMDB: HMDB0032090)

Vegetable

Tuber

Potato (FooDB: FOOD00175)

Beverage

Alcoholic beverage

Alcoholic beverages (FooDB: FOOD00854)

Exogenous (HMDB: HMDB0032090)

Process

Role

Biological role

Membrane stabilizer (HMDB: HMDB0032090)

Modulator

Immunomodulator (HMDB: HMDB0032090)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0032090)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.028 g/L	ALOGPS
logP	4.07	ALOGPS
logP	4.19	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	4.6	ChemAxon
pKa (Strongest Basic)	-4.9	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	9	ChemAxon
Refractivity	78.05 m³·mol⁻¹	ChemAxon
Polarizability	31.11 Å³	ChemAxon
Number of Rings	1	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

HMDB0032090

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB008806

KNApSAcK ID

C00057209

Chemspider ID

35013438

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131751254

PDB ID

Not Available

ChEBI ID

138775

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 12-Oxo-2,3-dinor-10,15-phytodienoic acid (CFc000013267)

MOL for CFc000013267 (12-Oxo-2,3-dinor-10,15-phytodienoic acid)

3D MOL for CFc000013267 (12-Oxo-2,3-dinor-10,15-phytodienoic acid)

3D SDF for CFc000013267 (12-Oxo-2,3-dinor-10,15-phytodienoic acid)

3D-SDF for CFc000013267 (12-Oxo-2,3-dinor-10,15-phytodienoic acid)

PDB for CFc000013267 (12-Oxo-2,3-dinor-10,15-phytodienoic acid)

3D PDB for CFc000013267 (12-Oxo-2,3-dinor-10,15-phytodienoic acid)

SMILES for CFc000013267 (12-Oxo-2,3-dinor-10,15-phytodienoic acid)

INCHI for CFc000013267 (12-Oxo-2,3-dinor-10,15-phytodienoic acid)

Structure for CFc000013267 (12-Oxo-2,3-dinor-10,15-phytodienoic acid)

3D Structure for CFc000013267 (12-Oxo-2,3-dinor-10,15-phytodienoic acid)