ChemFOnt: Showing chemical card for (5Z)-7-{6-[(1E)-3-hydroperoxy-8-(sulfooxy)oct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl}hept-5-enoic acid (CFc000167446)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 00:01:23 UTC

Chemfont ID

CFc000167446

Molecule Identification

Common Name

(5Z)-7-{6-[(1E)-3-hydroperoxy-8-(sulfooxy)oct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl}hept-5-enoic acid

Definition

(5Z)-7-{6-[(1E)-3-hydroperoxy-8-(sulfooxy)oct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl}hept-5-enoic 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 (5Z)-7-{6-[(1E)-3-hydroperoxy-8-(sulfooxy)oct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl}hept-5-enoic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(5Z)-7-{6-[(1E)-3-hydroperoxy-8-(sulfooxy)oct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl}hept-5-enoate	Generator
(5Z)-7-{6-[(1E)-3-hydroperoxy-8-(sulphooxy)oct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl}hept-5-enoate	Generator
(5Z)-7-{6-[(1E)-3-hydroperoxy-8-(sulphooxy)oct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl}hept-5-enoic acid	Generator

Chemical Formula

C₂₀H₃₂O₁₀S

Average Molecular Weight

464.53

Monoisotopic Molecular Weight

464.171618404

IUPAC Name

(5Z)-7-{6-[(1E)-3-hydroperoxy-8-(sulfooxy)oct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl}hept-5-enoic acid

Traditional Name

(5Z)-7-{6-[(1E)-3-hydroperoxy-8-(sulfooxy)oct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl}hept-5-enoic acid

CAS Registry Number

Not Available

SMILES

[H]\C(CCCC(O)=O)=C(/[H])CC1C2CC(OO2)C1\C([H])=C(/[H])C(CCCCCOS(O)(=O)=O)OO

InChI Identifier

InChI=1S/C20H32O10S/c21-20(22)10-6-2-1-5-9-16-17(19-14-18(16)29-30-19)12-11-15(28-23)8-4-3-7-13-27-31(24,25)26/h1,5,11-12,15-19,23H,2-4,6-10,13-14H2,(H,21,22)(H,24,25,26)/b5-1-,12-11+

InChI Key

SEOOWKCCCNEIMY-QDNXHILRSA-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
Long-chain fatty acid
Sulfated fatty acid
Hydroperoxy fatty acid
Heterocyclic fatty acid
Ortho-dioxane
Sulfuric acid monoester
Sulfate-ester
Unsaturated fatty acid
Alkyl sulfate
Sulfuric acid ester
Fatty acid
Ortho-dioxolane
Allylic hydroperoxide
Organic sulfuric acid or derivatives
Dialkyl peroxide
Hydroperoxide
Oxacycle
Organoheterocyclic compound
Carboxylic acid
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Alkyl hydroperoxide
Peroxol
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
Carbonyl group
Organooxygen 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	0.055 g/L	ALOGPS
logP	0.83	ALOGPS
logP	3.02	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	-1.7	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	148.82 Å²	ChemAxon
Rotatable Bond Count	16	ChemAxon
Refractivity	111.31 m³·mol⁻¹	ChemAxon
Polarizability	47.47 Å³	ChemAxon
Number of Rings	2	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

HMDB0187181

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 (5Z)-7-{6-[(1E)-3-hydroperoxy-8-(sulfooxy)oct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl}hept-5-enoic acid (CFc000167446)

MOL for CFc000167446 ((5Z)-7-{6-[(1E)-3-hydroperoxy-8-(sulfooxy)oct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl}hept-5-enoic acid)

3D MOL for CFc000167446 ((5Z)-7-{6-[(1E)-3-hydroperoxy-8-(sulfooxy)oct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl}hept-5-enoic acid)

3D SDF for CFc000167446 ((5Z)-7-{6-[(1E)-3-hydroperoxy-8-(sulfooxy)oct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl}hept-5-enoic acid)

3D-SDF for CFc000167446 ((5Z)-7-{6-[(1E)-3-hydroperoxy-8-(sulfooxy)oct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl}hept-5-enoic acid)

PDB for CFc000167446 ((5Z)-7-{6-[(1E)-3-hydroperoxy-8-(sulfooxy)oct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl}hept-5-enoic acid)

3D PDB for CFc000167446 ((5Z)-7-{6-[(1E)-3-hydroperoxy-8-(sulfooxy)oct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl}hept-5-enoic acid)

SMILES for CFc000167446 ((5Z)-7-{6-[(1E)-3-hydroperoxy-8-(sulfooxy)oct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl}hept-5-enoic acid)

INCHI for CFc000167446 ((5Z)-7-{6-[(1E)-3-hydroperoxy-8-(sulfooxy)oct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl}hept-5-enoic acid)

Structure for CFc000167446 ((5Z)-7-{6-[(1E)-3-hydroperoxy-8-(sulfooxy)oct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl}hept-5-enoic acid)

3D Structure for CFc000167446 ((5Z)-7-{6-[(1E)-3-hydroperoxy-8-(sulfooxy)oct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl}hept-5-enoic acid)