ChemFOnt: Showing chemical card for 20-Hydroxy-E4-neuroprostane (CFc000008071)

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

CFc000008071

Molecule Identification

Common Name

20-Hydroxy-E4-neuroprostane

Definition

20-Hydroxy-E4-neuroprostane, also known as 20-E4-NeuroP or 20H-E4np, 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. 20-Hydroxy-E4-neuroprostane is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Within the cell, 20-Hydroxy-E4-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
13,17-cyclo-14-oxo-16,20-Dihydroxy-4Z,7Z,10Z,18E-docosatetraenoate	HMDB
13,17-cyclo-14-oxo-16,20-Dihydroxy-4Z,7Z,10Z,18E-docosatetraenoic acid	HMDB
20OHE4np	HMDB

Chemical Formula

C₂₂H₃₂O₅

Average Molecular Weight

376.4865

Monoisotopic Molecular Weight

376.224974134

IUPAC Name

(4Z,7Z,10Z)-12-{3-hydroxy-2-[(1E)-3-hydroxypent-1-en-1-yl]-5-oxocyclopentyl}dodeca-4,7,10-trienoic acid

Traditional Name

(4Z,7Z,10Z)-12-{3-hydroxy-2-[(1E)-3-hydroxypent-1-en-1-yl]-5-oxocyclopentyl}dodeca-4,7,10-trienoic acid

CAS Registry Number

264597-44-6

SMILES

CCC(O)\C=C\C1C(O)CC(=O)C1C\C=C/C\C=C/C\C=C/CCC(O)=O

InChI Identifier

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

InChI Key

BIHPRUQXOKWQGU-KBUBQVDUSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Long-chain fatty acids

Alternative Parents

Substituents

Long-chain fatty acid
Hydroxy fatty acid
Cyclopentanol
Unsaturated fatty acid
Cyclic alcohol
Secondary alcohol
Ketone
Cyclic ketone
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organooxygen compound
Organic oxide
Organic oxygen compound
Alcohol
Carbonyl group
Hydrocarbon derivative
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: HMDB0012638)
Membrane (HMDB: HMDB0012638)

Source

Exogenous

Exogenous (HMDB: HMDB0012638)

Endogenous

Endogenous (HMDB: HMDB0012638)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.023 g/L	ALOGPS
logP	3.61	ALOGPS
logP	3.39	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	4.89	ChemAxon
pKa (Strongest Basic)	-1.7	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	42.02 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

FDB029161

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

53481510

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 20-Hydroxy-E4-neuroprostane (CFc000008071)

MOL for CFc000008071 (20-Hydroxy-E4-neuroprostane)

3D MOL for CFc000008071 (20-Hydroxy-E4-neuroprostane)

3D SDF for CFc000008071 (20-Hydroxy-E4-neuroprostane)

3D-SDF for CFc000008071 (20-Hydroxy-E4-neuroprostane)

PDB for CFc000008071 (20-Hydroxy-E4-neuroprostane)

3D PDB for CFc000008071 (20-Hydroxy-E4-neuroprostane)

SMILES for CFc000008071 (20-Hydroxy-E4-neuroprostane)

INCHI for CFc000008071 (20-Hydroxy-E4-neuroprostane)

Structure for CFc000008071 (20-Hydroxy-E4-neuroprostane)

3D Structure for CFc000008071 (20-Hydroxy-E4-neuroprostane)