ChemFOnt: Showing chemical card for (4Z,7Z,9E,13Z,16Z,19Z)-11-Hydroperoxydocosahexaenoic acid (CFc000042697)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:45:21 UTC

Chemfont ID

CFc000042697

Molecule Identification

Common Name

(4Z,7Z,9E,13Z,16Z,19Z)-11-Hydroperoxydocosahexaenoic acid

Definition

(4Z,7Z,9E,13Z,16Z,19Z)-11-Hydroperoxydocosahexaenoic acid, also known as 11-HPDoHE or 11-peroxy-docosahexaenoic acid, is considered to be a practically insoluble (in water) and relatively neutral molecule. (4Z,7Z,9E,13Z,16Z,19Z)-11-Hydroperoxydocosahexaenoic acid can be biosynthesized from all-cis-docosa-4,7,10,13,16,19-hexaenoic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(4Z,7Z,9E,13Z,16Z,19Z)-11-Hydroperoxydocosahexaenoate	Generator
(4Z,7Z,13Z,16Z,19Z)-11-Hydroperoxydocosa-4,7,9,13,16,19-hexaenoate	HMDB
11-Hydroperoxy-(4Z,7Z,9E,13Z,16Z,19Z)-docosahexaenoic acid	HMDB
11-Hydroperoxy-(4Z,7Z,9E,13Z,16Z,19Z)-docosahexaenoate	HMDB
11-HPDoHE	HMDB
11-Peroxy-docosahexaenoic acid	HMDB
11-Peroxy-docosahexaenoate	HMDB

Chemical Formula

C₂₂H₃₂O₄

Average Molecular Weight

360.494

Monoisotopic Molecular Weight

360.23005951

IUPAC Name

(4Z,7Z,9E,13Z,16Z,19Z)-11-hydroperoxydocosa-4,7,9,13,16,19-hexaenoic acid

Traditional Name

(4Z,7Z,9E,13Z,16Z,19Z)-11-hydroperoxydocosa-4,7,9,13,16,19-hexaenoic acid

CAS Registry Number

121694-97-1

SMILES

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

InChI Identifier

InChI=1S/C22H32O4/c1-2-3-4-5-6-7-9-12-15-18-21(26-25)19-16-13-10-8-11-14-17-20-22(23)24/h3-4,6-7,10-16,19,21,25H,2,5,8-9,17-18,20H2,1H3,(H,23,24)/b4-3-,7-6-,13-10-,14-11-,15-12-,19-16+

InChI Key

HSHRTZVKQSPCGR-BGKMTWLOSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as very long-chain fatty acids. These are fatty acids with an aliphatic tail that contains at least 22 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Very long-chain fatty acids

Alternative Parents

Substituents

Very long-chain fatty acid
Hydroperoxy fatty acid
Unsaturated fatty acid
Allylic hydroperoxide
Hydroperoxide
Alkyl hydroperoxide
Peroxol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0062285)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.0012 g/L	ALOGPS
logP	5.97	ALOGPS
logP	5.97	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	4.85	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.76 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	114.25 m³·mol⁻¹	ChemAxon
Polarizability	40.59 Å³	ChemAxon
Number of Rings	0	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

HMDB0062285

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

156908063

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for (4Z,7Z,9E,13Z,16Z,19Z)-11-Hydroperoxydocosahexaenoic acid (CFc000042697)

MOL for CFc000042697 ((4Z,7Z,9E,13Z,16Z,19Z)-11-Hydroperoxydocosahexaenoic acid)

3D MOL for CFc000042697 ((4Z,7Z,9E,13Z,16Z,19Z)-11-Hydroperoxydocosahexaenoic acid)

3D SDF for CFc000042697 ((4Z,7Z,9E,13Z,16Z,19Z)-11-Hydroperoxydocosahexaenoic acid)

3D-SDF for CFc000042697 ((4Z,7Z,9E,13Z,16Z,19Z)-11-Hydroperoxydocosahexaenoic acid)

PDB for CFc000042697 ((4Z,7Z,9E,13Z,16Z,19Z)-11-Hydroperoxydocosahexaenoic acid)

3D PDB for CFc000042697 ((4Z,7Z,9E,13Z,16Z,19Z)-11-Hydroperoxydocosahexaenoic acid)

SMILES for CFc000042697 ((4Z,7Z,9E,13Z,16Z,19Z)-11-Hydroperoxydocosahexaenoic acid)

INCHI for CFc000042697 ((4Z,7Z,9E,13Z,16Z,19Z)-11-Hydroperoxydocosahexaenoic acid)

Structure for CFc000042697 ((4Z,7Z,9E,13Z,16Z,19Z)-11-Hydroperoxydocosahexaenoic acid)

3D Structure for CFc000042697 ((4Z,7Z,9E,13Z,16Z,19Z)-11-Hydroperoxydocosahexaenoic acid)