ChemFOnt: Showing chemical card for 22-Hydroxydocosanoic acid (CFc000282479)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:34:52 UTC

Chemfont ID

CFc000282479

Molecule Identification

Common Name

22-Hydroxydocosanoic acid

Definition

22-hydroxydocosanoic acid, also known as omega-hydroxybehenic acid or phellonic acid, is a member of the class of compounds known as very long-chain fatty acids. Very long-chain fatty acids are fatty acids with an aliphatic tail that contains at least 22 carbon atoms. Thus, 22-hydroxydocosanoic acid is considered to be a fatty acid lipid molecule. 22-hydroxydocosanoic acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). 22-hydroxydocosanoic acid can be found in potato, which makes 22-hydroxydocosanoic acid a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
22-Hydroxybehenic acid	ChEBI
Omega-hydroxybehenic acid	ChEBI
Omega-hydroxydocosanoic acid	ChEBI
Phellonic acid	ChEBI
22-Hydroxybehenate	Generator
Omega-hydroxybehenate	Generator
Omega-hydroxydocosanoate	Generator
Phellonate	Generator
22-Hydroxydocosanoate	Generator

Chemical Formula

C₂₂H₄₄O₃

Average Molecular Weight

356.591

Monoisotopic Molecular Weight

356.329045277

IUPAC Name

22-hydroxydocosanoic acid

Traditional Name

phellonic acid

CAS Registry Number

None

SMILES

OCCCCCCCCCCCCCCCCCCCCCC(O)=O

InChI Identifier

InChI=1S/C22H44O3/c23-21-19-17-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16-18-20-22(24)25/h23H,1-21H2,(H,24,25)

InChI Key

IBPVZXPSTLXWCG-UHFFFAOYSA-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
Hydroxy fatty acid
Straight chain fatty acid
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

long-chain fatty acid (CHEBI:76322 )
omega-hydroxy fatty acid (CHEBI:76322 )
Hydroxy fatty acids (LMFA01050079 )

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0302963)

Food

Vegetable

Tuber

Potato (FooDB: FOOD00175)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.00018 g/L	ALOGPS
logP	8.23	ALOGPS
logP	7.49	ChemAxon
logS	-6.3	ALOGPS
pKa (Strongest Acidic)	4.95	ChemAxon
pKa (Strongest Basic)	-2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	21	ChemAxon
Refractivity	106.62 m³·mol⁻¹	ChemAxon
Polarizability	48.28 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