ChemFOnt: Showing chemical card for (3-{[(5Z)-7-{6-[(1E)-3-hydroperoxyoct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl}hept-5-enoyl]oxy}-2-hydroxypropoxy)phosphonic acid (CFc000167420)

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

CFc000167420

Molecule Identification

Common Name

(3-{[(5Z)-7-{6-[(1E)-3-hydroperoxyoct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl}hept-5-enoyl]oxy}-2-hydroxypropoxy)phosphonic acid

Definition

(3-{[(5Z)-7-{6-[(1E)-3-hydroperoxyoct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl}hept-5-enoyl]oxy}-2-hydroxypropoxy)phosphonic 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 (3-{[(5Z)-7-{6-[(1E)-3-hydroperoxyoct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl}hept-5-enoyl]oxy}-2-hydroxypropoxy)phosphonic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(3-{[(5Z)-7-{6-[(1E)-3-hydroperoxyoct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl}hept-5-enoyl]oxy}-2-hydroxypropoxy)phosphonate	Generator

Chemical Formula

C₂₃H₃₉O₁₁P

Average Molecular Weight

522.528

Monoisotopic Molecular Weight

522.222999074

IUPAC Name

(3-{[(5Z)-7-{6-[(1E)-3-hydroperoxyoct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl}hept-5-enoyl]oxy}-2-hydroxypropoxy)phosphonic acid

Traditional Name

3-{[(5Z)-7-{6-[(1E)-3-hydroperoxyoct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl}hept-5-enoyl]oxy}-2-hydroxypropoxyphosphonic acid

CAS Registry Number

Not Available

SMILES

[H]\C(CCCC(=O)OCC(O)COP(O)(O)=O)=C(/[H])CC1C2CC(OO2)C1\C([H])=C(/[H])C(CCCCC)OO

InChI Identifier

InChI=1S/C23H39O11P/c1-2-3-6-9-18(32-26)12-13-20-19(21-14-22(20)34-33-21)10-7-4-5-8-11-23(25)30-15-17(24)16-31-35(27,28)29/h4,7,12-13,17-22,24,26H,2-3,5-6,8-11,14-16H2,1H3,(H2,27,28,29)/b7-4-,13-12+

InChI Key

NHJDZQYUNLQIMK-ZQDYKODVSA-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
1-acylglycerol-3-phosphate
Monoacylglycerol-3-phosphate
Monoacylglycerophosphate
Sn-glycerol-3-phosphate
Glycerophospholipid
Fatty acid ester
Monoalkyl phosphate
Ortho-dioxane
Alkyl phosphate
Organic phosphoric acid derivative
Phosphoric acid ester
Allylic hydroperoxide
Ortho-dioxolane
Carboxylic acid ester
Dialkyl peroxide
Hydroperoxide
Secondary alcohol
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Alkyl hydroperoxide
Oxacycle
Carboxylic acid derivative
Peroxol
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Organic oxide
Alcohol
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	0.0011 g/L	ALOGPS
logP	2.45	ALOGPS
logP	3.11	ChemAxon
logS	-5.7	ALOGPS
pKa (Strongest Acidic)	1.51	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	161.21 Å²	ChemAxon
Rotatable Bond Count	19	ChemAxon
Refractivity	127.29 m³·mol⁻¹	ChemAxon
Polarizability	53.62 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0187155

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 (3-{[(5Z)-7-{6-[(1E)-3-hydroperoxyoct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl}hept-5-enoyl]oxy}-2-hydroxypropoxy)phosphonic acid (CFc000167420)

MOL for CFc000167420 ((3-{[(5Z)-7-{6-[(1E)-3-hydroperoxyoct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl}hept-5-enoyl]oxy}-2-hydroxypropoxy)phosphonic acid)

3D MOL for CFc000167420 ((3-{[(5Z)-7-{6-[(1E)-3-hydroperoxyoct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl}hept-5-enoyl]oxy}-2-hydroxypropoxy)phosphonic acid)

3D SDF for CFc000167420 ((3-{[(5Z)-7-{6-[(1E)-3-hydroperoxyoct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl}hept-5-enoyl]oxy}-2-hydroxypropoxy)phosphonic acid)

3D-SDF for CFc000167420 ((3-{[(5Z)-7-{6-[(1E)-3-hydroperoxyoct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl}hept-5-enoyl]oxy}-2-hydroxypropoxy)phosphonic acid)

PDB for CFc000167420 ((3-{[(5Z)-7-{6-[(1E)-3-hydroperoxyoct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl}hept-5-enoyl]oxy}-2-hydroxypropoxy)phosphonic acid)

3D PDB for CFc000167420 ((3-{[(5Z)-7-{6-[(1E)-3-hydroperoxyoct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl}hept-5-enoyl]oxy}-2-hydroxypropoxy)phosphonic acid)

SMILES for CFc000167420 ((3-{[(5Z)-7-{6-[(1E)-3-hydroperoxyoct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl}hept-5-enoyl]oxy}-2-hydroxypropoxy)phosphonic acid)

INCHI for CFc000167420 ((3-{[(5Z)-7-{6-[(1E)-3-hydroperoxyoct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl}hept-5-enoyl]oxy}-2-hydroxypropoxy)phosphonic acid)

Structure for CFc000167420 ((3-{[(5Z)-7-{6-[(1E)-3-hydroperoxyoct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl}hept-5-enoyl]oxy}-2-hydroxypropoxy)phosphonic acid)

3D Structure for CFc000167420 ((3-{[(5Z)-7-{6-[(1E)-3-hydroperoxyoct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl}hept-5-enoyl]oxy}-2-hydroxypropoxy)phosphonic acid)