ChemFOnt: Showing chemical card for 4-Hydroxy-D4-neuroprostane (CFc000008080)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:54:42 UTC

Chemfont ID

CFc000008080

Molecule Identification

Common Name

4-Hydroxy-D4-neuroprostane

Definition

4-Hydroxy-D4-neuroprostane, also known as 4-D4-NeuroP or 4H-D4np, 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. 4-Hydroxy-D4-neuroprostane is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Within the cell, 4-hydroxy-D4-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
4,8-Dihydroxy-10-oxo-7,11-cyclo-5E,13Z,16Z,19Z-docosatetraenoate	HMDB
4,8-Dihydroxy-10-oxo-7,11-cyclo-5E,13Z,16Z,19Z-docosatetraenoic acid	HMDB
4H-D4np	HMDB

Chemical Formula

C₂₂H₃₂O₅

Average Molecular Weight

376.4865

Monoisotopic Molecular Weight

376.224974134

IUPAC Name

(5E)-4-hydroxy-6-{5-hydroxy-3-oxo-2-[(2Z,5Z,8Z)-undeca-2,5,8-trien-1-yl]cyclopentyl}hex-5-enoic acid

Traditional Name

(5E)-4-hydroxy-6-{5-hydroxy-3-oxo-2-[(2Z,5Z,8Z)-undeca-2,5,8-trien-1-yl]cyclopentyl}hex-5-enoic acid

CAS Registry Number

264597-31-1

SMILES

CC\C=C/C\C=C/C\C=C/CC1C(\C=C\C(O)CCC(O)=O)C(O)CC1=O

InChI Identifier

InChI=1S/C22H32O5/c1-2-3-4-5-6-7-8-9-10-11-18-19(21(25)16-20(18)24)14-12-17(23)13-15-22(26)27/h3-4,6-7,9-10,12,14,17-19,21,23,25H,2,5,8,11,13,15-16H2,1H3,(H,26,27)/b4-3-,7-6-,10-9-,14-12+

InChI Key

IDXBOXWUWDDSSX-GSPMAKDWSA-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 hydroxy acid
Medium-chain fatty acid
Hydroxy fatty acid
Cyclopentanol
Fatty acid
Unsaturated fatty acid
Cyclic alcohol
Cyclic ketone
Ketone
Secondary alcohol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Alcohol
Carbonyl group
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0012777)
Membrane (HMDB: HMDB0012777)

Source

Exogenous

Exogenous (HMDB: HMDB0012777)

Endogenous

Endogenous (HMDB: HMDB0012777)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.02 g/L	ALOGPS
logP	3.62	ALOGPS
logP	3.39	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	4.3	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	94.83 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	110.87 m³·mol⁻¹	ChemAxon
Polarizability	42.11 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

FDB029170

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

53481519

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 4-Hydroxy-D4-neuroprostane (CFc000008080)

MOL for CFc000008080 (4-Hydroxy-D4-neuroprostane)

3D MOL for CFc000008080 (4-Hydroxy-D4-neuroprostane)

3D SDF for CFc000008080 (4-Hydroxy-D4-neuroprostane)

3D-SDF for CFc000008080 (4-Hydroxy-D4-neuroprostane)

PDB for CFc000008080 (4-Hydroxy-D4-neuroprostane)

3D PDB for CFc000008080 (4-Hydroxy-D4-neuroprostane)

SMILES for CFc000008080 (4-Hydroxy-D4-neuroprostane)

INCHI for CFc000008080 (4-Hydroxy-D4-neuroprostane)

Structure for CFc000008080 (4-Hydroxy-D4-neuroprostane)

3D Structure for CFc000008080 (4-Hydroxy-D4-neuroprostane)