ChemFOnt: Showing chemical card for OPC-6:0 (CFc000333001)

Record Information

Version

1.0

Creation Date

Update Date

2022-09-14 05:12:41 UTC

Chemfont ID

CFc000333001

Molecule Identification

Common Name

OPC-6:0

Definition

(9r,13r)-1a,1b-dinor-10,11-dihydro-12-oxo-15-phytoenoic acid, also known as opc-6, is a member of the class of compounds known as prostaglandins and related compounds. Prostaglandins and related compounds 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. Thus, (9r,13r)-1a,1b-dinor-10,11-dihydro-12-oxo-15-phytoenoic acid is considered to be an octadecanoid lipid molecule (9r,13r)-1a,1b-dinor-10,11-dihydro-12-oxo-15-phytoenoic acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). (9r,13r)-1a,1b-dinor-10,11-dihydro-12-oxo-15-phytoenoic acid can be found in broad bean, which makes (9r,13r)-1a,1b-dinor-10,11-dihydro-12-oxo-15-phytoenoic acid a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
OPC-6	ChEBI

Chemical Formula

C₁₆H₂₆O₃

Average Molecular Weight

266.3758

Monoisotopic Molecular Weight

266.188194698

IUPAC Name

6-[(1R,2R)-3-oxo-2-[(2Z)-pent-2-en-1-yl]cyclopentyl]hexanoic acid

Traditional Name

6-[(1R,2R)-3-oxo-2-[(2Z)-pent-2-en-1-yl]cyclopentyl]hexanoic acid

CAS Registry Number

136768-22-4

SMILES

CC\C=C/C[C@@H]1[C@H](CCCCCC(O)=O)CCC1=O

InChI Identifier

InChI=1S/C16H26O3/c1-2-3-5-9-14-13(11-12-15(14)17)8-6-4-7-10-16(18)19/h3,5,13-14H,2,4,6-12H2,1H3,(H,18,19)/b5-3-/t13-,14-/m1/s1

InChI Key

WIJWBOWLVOOYFR-BDSSXFGHSA-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

12-oxophytodienoic acid metabolites (LMFA02010008 )

Functional Ontology

Not Available

Exogenous (FooDB: )

Food

Pulse

Bean

Broad bean (FooDB: FOOD00197)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.026 g/L	ALOGPS
logP	4.36	ALOGPS
logP	4.19	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	4.65	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	9	ChemAxon
Refractivity	76.96 m³·mol⁻¹	ChemAxon
Polarizability	31.63 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

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB001429

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5716901

PDB ID

Not Available

ChEBI ID

139085

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for OPC-6:0 (CFc000333001)

MOL for CFc000333001 (OPC-6:0)

3D MOL for CFc000333001 (OPC-6:0)

3D SDF for CFc000333001 (OPC-6:0)

3D-SDF for CFc000333001 (OPC-6:0)

PDB for CFc000333001 (OPC-6:0)

3D PDB for CFc000333001 (OPC-6:0)

SMILES for CFc000333001 (OPC-6:0)

INCHI for CFc000333001 (OPC-6:0)

Structure for CFc000333001 (OPC-6:0)

3D Structure for CFc000333001 (OPC-6:0)