ChemFOnt: Showing chemical card for 6-[(6-carboxy-1-{6-[(1E)-3-hydroperoxyoct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl}hex-2-en-1-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000167427)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 00:01:21 UTC

Chemfont ID

CFc000167427

Molecule Identification

Common Name

6-[(6-carboxy-1-{6-[(1E)-3-hydroperoxyoct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl}hex-2-en-1-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

Definition

6-[(6-carboxy-1-{6-[(1E)-3-hydroperoxyoct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl}hex-2-en-1-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid 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. Based on a literature review very few articles have been published on 6-[(6-carboxy-1-{6-[(1E)-3-hydroperoxyoct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl}hex-2-en-1-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
6-[(6-Carboxy-1-{6-[(1E)-3-hydroperoxyoct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl}hex-2-en-1-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylate	Generator

Chemical Formula

C₂₆H₄₀O₁₃

Average Molecular Weight

560.593

Monoisotopic Molecular Weight

560.246891348

IUPAC Name

6-{[(2Z)-6-carboxy-1-{6-[(1E)-3-hydroperoxyoct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl}hex-2-en-1-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

6-{[(2Z)-6-carboxy-1-{6-[(1E)-3-hydroperoxyoct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl}hex-2-en-1-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H]C(CCCC(O)=O)=C([H])C(OC1OC(C(O)C(O)C1O)C(O)=O)C1C2CC(OO2)C1\C([H])=C(/[H])C(CCCCC)OO

InChI Identifier

InChI=1S/C26H40O13/c1-2-3-5-8-14(37-34)11-12-15-17-13-18(39-38-17)20(15)16(9-6-4-7-10-19(27)28)35-26-23(31)21(29)22(30)24(36-26)25(32)33/h6,9,11-12,14-18,20-24,26,29-31,34H,2-5,7-8,10,13H2,1H3,(H,27,28)(H,32,33)/b9-6-,12-11+

InChI Key

JNQNSGYNHKQTQI-QBJFVVIPSA-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
Saccharolipid
Long-chain fatty acid
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Hexose monosaccharide
O-glycosyl compound
Glycosyl compound
Hydroperoxy fatty acid
Beta-hydroxy acid
Heterocyclic fatty acid
Hydroxy fatty acid
Fatty acid
Unsaturated fatty acid
Monosaccharide
Hydroxy acid
Oxane
Dicarboxylic acid or derivatives
Ortho-dioxane
Pyran
Allylic hydroperoxide
Ortho-dioxolane
Secondary alcohol
Dialkyl peroxide
Hydroperoxide
Oxacycle
Acetal
Organoheterocyclic compound
Carboxylic acid derivative
Carboxylic acid
Polyol
Peroxol
Alkyl hydroperoxide
Organic oxide
Hydrocarbon derivative
Carbonyl group
Organooxygen compound
Alcohol
Organic oxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.5 g/L	ALOGPS
logP	1.46	ALOGPS
logP	1.77	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	3.36	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	201.67 Å²	ChemAxon
Rotatable Bond Count	16	ChemAxon
Refractivity	133.09 m³·mol⁻¹	ChemAxon
Polarizability	57.46 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0187162

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 6-[(6-carboxy-1-{6-[(1E)-3-hydroperoxyoct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl}hex-2-en-1-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000167427)

MOL for CFc000167427 (6-[(6-carboxy-1-{6-[(1E)-3-hydroperoxyoct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl}hex-2-en-1-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D MOL for CFc000167427 (6-[(6-carboxy-1-{6-[(1E)-3-hydroperoxyoct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl}hex-2-en-1-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D SDF for CFc000167427 (6-[(6-carboxy-1-{6-[(1E)-3-hydroperoxyoct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl}hex-2-en-1-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D-SDF for CFc000167427 (6-[(6-carboxy-1-{6-[(1E)-3-hydroperoxyoct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl}hex-2-en-1-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

PDB for CFc000167427 (6-[(6-carboxy-1-{6-[(1E)-3-hydroperoxyoct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl}hex-2-en-1-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D PDB for CFc000167427 (6-[(6-carboxy-1-{6-[(1E)-3-hydroperoxyoct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl}hex-2-en-1-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

SMILES for CFc000167427 (6-[(6-carboxy-1-{6-[(1E)-3-hydroperoxyoct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl}hex-2-en-1-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

INCHI for CFc000167427 (6-[(6-carboxy-1-{6-[(1E)-3-hydroperoxyoct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl}hex-2-en-1-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

Structure for CFc000167427 (6-[(6-carboxy-1-{6-[(1E)-3-hydroperoxyoct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl}hex-2-en-1-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D Structure for CFc000167427 (6-[(6-carboxy-1-{6-[(1E)-3-hydroperoxyoct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl}hex-2-en-1-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)