ChemFOnt: Showing chemical card for 2-Hydroxyhexadecanoic acid (CFc000012259)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:00:16 UTC

Chemfont ID

CFc000012259

Molecule Identification

Common Name

2-Hydroxyhexadecanoic acid

Definition

2-Hydroxyhexadecanoic acid (CAS: 764-67-0), also known as 2-hydroxypalmitic acid, 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. The chain of 2-hydroxyhexadecanoic acid bears a hydroxyl group. 2-Hydroxyhexadecanoic acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). 2-Hydroxyhexadecanoic acid occurs in wool fat, which is used as a chewing gum softener.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-Hydroxypalmitic acid	ChEBI
2-Hydroxypalmitate	Generator
(R)-2-Hydroxyhexadecanoate	Generator
2-Hydroxyhexadecanoic acid, (+-)-isomer	MeSH
2-Hydroxyhexadecanoate	MeSH
2-Hydroxyhexadecanoic acid, (S)-isomer	MeSH
2-Hydroxyhexadecanoic acid, (R)-isomer	MeSH
alpha-Hydroxypalmitic acid	MeSH

Chemical Formula

C₁₆H₃₂O₃

Average Molecular Weight

272.4235

Monoisotopic Molecular Weight

272.23514489

IUPAC Name

2-hydroxyhexadecanoic acid

Traditional Name

2-hydroxy palmitic acid

CAS Registry Number

16452-52-1

SMILES

CCCCCCCCCCCCCCC(O)C(O)=O

InChI Identifier

InChI=1S/C16H32O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15(17)16(18)19/h15,17H,2-14H2,1H3,(H,18,19)

InChI Key

JGHSBPIZNUXPLA-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
Alpha-hydroxy acid
Hydroxy acid
Monosaccharide
Secondary alcohol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Alcohol
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen compound
Organooxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

long-chain fatty acid (CHEBI:65101 )
2-hydroxy fatty acid (CHEBI:65101 )
Hydroxy fatty acids (LMFA01050047 )

Functional Ontology

Not Available

Placenta (HMDB: HMDB0031057)

Excreta

Biofluid or Excreta

Feces (PMID: 27275383)

Cellular substructure

Extracellular (HMDB: HMDB0031057)
Membrane (HMDB: HMDB0031057)

Source

Exogenous

Exogenous (HMDB: HMDB0031057)

Endogenous

Endogenous (HMDB: HMDB0031057)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.0039 g/L	ALOGPS
logP	5.55	ALOGPS
logP	5.39	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	4.26	ChemAxon
pKa (Strongest Basic)	-3.8	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	14	ChemAxon
Refractivity	78.58 m³·mol⁻¹	ChemAxon
Polarizability	35.12 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	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

FDB003058

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

CPD-8475

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

92836

PDB ID

Not Available

ChEBI ID

65101

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 2-Hydroxyhexadecanoic acid (CFc000012259)

MOL for CFc000012259 (2-Hydroxyhexadecanoic acid)

3D MOL for CFc000012259 (2-Hydroxyhexadecanoic acid)

3D SDF for CFc000012259 (2-Hydroxyhexadecanoic acid)

3D-SDF for CFc000012259 (2-Hydroxyhexadecanoic acid)

PDB for CFc000012259 (2-Hydroxyhexadecanoic acid)

3D PDB for CFc000012259 (2-Hydroxyhexadecanoic acid)

SMILES for CFc000012259 (2-Hydroxyhexadecanoic acid)

INCHI for CFc000012259 (2-Hydroxyhexadecanoic acid)

Structure for CFc000012259 (2-Hydroxyhexadecanoic acid)

3D Structure for CFc000012259 (2-Hydroxyhexadecanoic acid)