ChemFOnt: Showing chemical card for 11-Hydroperoxy-H4-neuroprostane (CFc000042694)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:45:20 UTC

Chemfont ID

CFc000042694

Molecule Identification

Common Name

11-Hydroperoxy-H4-neuroprostane

Definition

11-Hydroperoxy-H4-neuroprostane, also known as 11-H4-NeuroP, 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. 11-Hydroperoxy-H4-neuroprostane is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Within the cell, 11-hydroperoxy-H4-neuroprostane is primarily located in the membrane (predicted from logP). It can also be found in the extracellular space.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
11-H4-NeuroP	HMDB

Chemical Formula

C₂₂H₃₂O₆

Average Molecular Weight

392.492

Monoisotopic Molecular Weight

392.21988875

IUPAC Name

3-[(1R,4S,5S,6R)-6-[(1E,3S,5Z,8Z,11Z)-3-hydroperoxytetradeca-1,5,8,11-tetraen-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl]propanoic acid

Traditional Name

3-[(1R,4S,5S,6R)-6-[(1E,3S,5Z,8Z,11Z)-3-hydroperoxytetradeca-1,5,8,11-tetraen-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl]propanoic acid

CAS Registry Number

Not Available

SMILES

CC\C=C/C\C=C/C\C=C/C[C@H](OO)\C=C\[C@H]1[C@H]2C[C@H](OO2)[C@H]1CCC(O)=O

InChI Identifier

InChI=1S/C22H32O6/c1-2-3-4-5-6-7-8-9-10-11-17(26-25)12-13-18-19(14-15-22(23)24)21-16-20(18)27-28-21/h3-4,6-7,9-10,12-13,17-21,25H,2,5,8,11,14-16H2,1H3,(H,23,24)/b4-3-,7-6-,10-9-,13-12+/t17-,18+,19-,20+,21-/m0/s1

InChI Key

KTZHAQYYTVLGSR-GUGPZQRGSA-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
Ortho-dioxane
Allylic hydroperoxide
Ortho-dioxolane
Dialkyl peroxide
Hydroperoxide
Alkyl hydroperoxide
Oxacycle
Organoheterocyclic compound
Peroxol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0062282)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.012 g/L	ALOGPS
logP	4.8	ALOGPS
logP	4.57	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	4.11	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	85.22 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	110.83 m³·mol⁻¹	ChemAxon
Polarizability	42.58 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

HMDB0062282

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

134819272

PDB ID

Not Available

ChEBI ID

187424

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 11-Hydroperoxy-H4-neuroprostane (CFc000042694)

MOL for CFc000042694 (11-Hydroperoxy-H4-neuroprostane)

3D MOL for CFc000042694 (11-Hydroperoxy-H4-neuroprostane)

3D SDF for CFc000042694 (11-Hydroperoxy-H4-neuroprostane)

3D-SDF for CFc000042694 (11-Hydroperoxy-H4-neuroprostane)

PDB for CFc000042694 (11-Hydroperoxy-H4-neuroprostane)

3D PDB for CFc000042694 (11-Hydroperoxy-H4-neuroprostane)

SMILES for CFc000042694 (11-Hydroperoxy-H4-neuroprostane)

INCHI for CFc000042694 (11-Hydroperoxy-H4-neuroprostane)

Structure for CFc000042694 (11-Hydroperoxy-H4-neuroprostane)

3D Structure for CFc000042694 (11-Hydroperoxy-H4-neuroprostane)