ChemFOnt: Showing chemical card for 10,16-Dihydroxyhexadecanoic acid (CFc000336795)

Record Information

Version

1.0

Creation Date

Update Date

2022-09-14 05:30:09 UTC

Chemfont ID

CFc000336795

Molecule Identification

Common Name

10,16-Dihydroxyhexadecanoic acid

Definition

10,16-dihydroxyhexadecanoic acid, also known as 10,16-dhha, is a member of the class of compounds known as long-chain fatty acids. Long-chain fatty acids are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. Thus, 10,16-dihydroxyhexadecanoic acid is considered to be a fatty acid lipid molecule. 10,16-dihydroxyhexadecanoic acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). 10,16-dihydroxyhexadecanoic acid can be found in garden tomato (variety) and gooseberry, which makes 10,16-dihydroxyhexadecanoic acid a potential biomarker for the consumption of these food products.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(S)-10,16-Dihydroxyhexadecanoate	Generator
10,16-DHHA	MeSH, HMDB
(R)-10,16-Dihydroxyhexadecanoic acid	MeSH, HMDB
10,16-Dihydroxy-palmitate	Generator
(S)-10,16-Dihydroxyhexadecanoic acid	MeSH
10,16-Dihydroxyhexadecanoic acid	MeSH
10,16-Dihydroxyhexadecanoate	Generator

Chemical Formula

C₁₆H₃₂O₄

Average Molecular Weight

288.4229

Monoisotopic Molecular Weight

288.230059512

IUPAC Name

10,16-dihydroxyhexadecanoic acid

Traditional Name

10,16-dihydroxy-palmitic acid

CAS Registry Number

3233-90-7

SMILES

OCCCCCCC(O)CCCCCCCCC(O)=O

InChI Identifier

InChI=1S/C16H32O4/c17-14-10-6-5-8-12-15(18)11-7-3-1-2-4-9-13-16(19)20/h15,17-18H,1-14H2,(H,19,20)

InChI Key

VJZBXAQGWLMYMS-UHFFFAOYSA-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
Secondary alcohol
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

hydroxy fatty acid (CHEBI:692 )
Hydroxy fatty acids (C08285 )
Hydroxy fatty acids (LMFA01050341 )

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Organelle

Adiposome (HMDB: HMDB0037798)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0037798)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0037798)

Source

Endogenous

Endogenous (HMDB: HMDB0037798)

Plant

Animal

Animal (HMDB: HMDB0037798)

Exogenous

Food

Food (HMDB: HMDB0037798)

Fruit

Berry

Gooseberry (FooDB: FOOD00157)

Vegetable

Fruit vegetable

Garden tomato (var.) (FooDB: FOOD00173)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0037798)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0037798)

Lipid metabolism pathway (HMDB: HMDB0037798)

Biochemical process

Lipid transport (HMDB: HMDB0037798)

Role

Biological role

Energy source (HMDB: HMDB0037798)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0037798)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.078 g/L	ALOGPS
logP	4.34	ALOGPS
logP	3.43	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	4.95	ChemAxon
pKa (Strongest Basic)	-1.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	77.76 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	80.68 m³·mol⁻¹	ChemAxon
Polarizability	35.85 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon