(R)-2-Hydroxyhexadecanoic acid (CED0046897)

Record Information

Version

1.0

Creation Date

2016-05-25 22:06:46 UTC

Update Date

2026-04-04 18:56:32 UTC

Accession Number

CHEM025060

Identification

Common Name

(R)-2-Hydroxyhexadecanoic acid

Class

Small Molecule

Description

(R)-2-Hydroxyhexadecanoic acid (C16H32O3) is an organic compound with an average molecular weight of 272.42 g/mol. (R)-2-Hydroxyhexadecanoic acid belongs to the fatty acids and conjugates, a subclass of fatty acyls within the organic compounds. This substance has been found in or released from two recorded sources: indoor air (air, dust & atmospheric transport) and the preparation of vinegar (food, food processing & cookware). The recorded exposure route for this compound is inhalation.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(R)-2oh PA	ChEBI
(R)-2-Hydroxypalmitate	Generator
(R)-2-Hydroxypalmitic acid	ChEBI
2R-Hydroxypalmitate	Generator, HMDB
(2R)-2-Hydroxyhexadecanoic acid	HMDB
(R)-2-Hydroxyhexadecanoic acid	HMDB
(R)-α-Hydroxypalmitic acid	HMDB
(R)-alpha-Hydroxypalmitic acid	HMDB
D-2-Hydroxyhexadecanoic acid	HMDB
D-2-Hydroxypalmitic acid	HMDB
(2R)-2-Hydroxyhexadecanoate	HMDB
(R)-2-Hydroxyhexadecanoate	HMDB, Generator
(R)-α-Hydroxypalmitate	HMDB
(R)-alpha-Hydroxypalmitate	HMDB
D-2-Hydroxyhexadecanoate	HMDB
D-2-Hydroxypalmitate	HMDB
2-Hydroxyhexadecanoic acid	HMDB
2-Hydroxyhexadecanoate	HMDB, Generator
2-Hydroxypalmitic acid	HMDB
2-Hydroxypalmitate	HMDB

Chemical Formula

C₁₆H₃₂O₃

Average Molecular Mass

272.424 g/mol

Monoisotopic Mass

272.235 g/mol

CAS Registry Number

16452-51-0

IUPAC Name

(2R)-2-hydroxyhexadecanoic acid

Traditional Name

(2R)-2-hydroxyhexadecanoic acid

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

2-hydroxypalmitic acid (CHEBI:75972 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

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	35.13 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
GC-MS	GC-MS Spectrum	splash10-0002-1920000000-b6822f7cbd56cfd6a839	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-005c-9550000000-d6fe5a423a6f0a82fe9a	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-00vs-9331100000-8843855e3c7832fed7a4	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-05fr-0190000000-b1c90f38da26bbc22c97	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a6s-4980000000-74de4620defb561b39dc	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4l-9710000000-17e1d81af96a2ee2455c	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00di-0090000000-a6479a93ace7930b10f7	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00b9-0190000000-f642c0a297e2b98244a3	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-004j-9560000000-8b0f2ffd85843dc722cf	Not Available	View Spectrum

Toxicity Profile

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Toxicity Values

Toxicity Value	Unit	Value Range	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Reference
6198.0	Log mg/kg	[3500:11000]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
19	Indoor air	Air, dust & atmospheric transport	Not Available
548	Preparation Of Vinegar	Food, food processing & cookware	Not Available
612	Body Washing Or Cleaning Implements	Personal care & cosmetics	Not Available
650	Purses Luggage Hand Bags	Textiles, leather & furnishings	Not Available
652	Ropes	Textiles, leather & furnishings	Not Available
659	Transfer Printing	Textiles, leather & furnishings	Not Available

Pathways

0 pathways

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	CAI-1 autoinducer sensor kinase/phosphatase CqsS	Q9KM66	Vibrio cholerae serotype O1 (strain ATCC 39315 / El Tor Inaba N16961)	Predicted (SEA)	0.311397
Click to view 3D structure	Peroxisome proliferator-activated receptor delta	Q03181	Humans	Predicted (SEA)	8.64126
Click to view 3D structure	UDP-N-acetylmuramoyl-tripeptide--D-alanyl-D-alanine ligase	Q5HMD9	Staphylococcus epidermidis (strain ATCC 35984 / RP62A)	Predicted (SEA)	0.467095
Click to view 3D structure	Tyrosine-protein phosphatase non-receptor type 1	P18031	Humans	Predicted (SEA)	11.2103
Click to view 3D structure	Peroxisome proliferator-activated receptor alpha	Q07869	Humans	Predicted (SEA)	16.1148
Click to view 3D structure	Peroxisome proliferator-activated receptor gamma	P37231	Humans	Predicted (SEA)	29.2713
Click to view 3D structure	Transient receptor potential cation channel subfamily V member 2	Q9WUD2	Rattus norvegicus	Predicted (SEA)	7.47353
Click to view 3D structure	Palmitoyltransferase ZDHHC20	Q5W0Z9	Humans	Predicted (SEA)	0.0778492
Click to view 3D structure	G-protein coupled receptor 84	Q9NQS5	Humans	Predicted (SEA)	3.97031
Click to view 3D structure	Palmitoyltransferase ZDHHC2	Q9UIJ5	Humans	Predicted (SEA)	0.0778492
Click to view 3D structure	Histone deacetylase 11	Q96DB2	Humans	Predicted (SEA)	43.5177
Click to view 3D structure	Palmitoyltransferase ZDHHC7	Q9NXF8	Humans	Predicted (SEA)	0.155698
Click to view 3D structure	Fatty-acid amide hydrolase 1	O00519	Humans	Predicted (SEA)	47.5659
Click to view 3D structure	Phospholipase A2, membrane associated	P14555	Humans	Predicted (SEA)	4.9045
Click to view 3D structure	Putative inactive group IIC secretory phospholipase A2	Q5R387	Humans	Predicted (SEA)	1.32344
Click to view 3D structure	Alkaline ceramidase 2	Q5QJU3	Humans	Predicted (SEA)	6.92858
Click to view 3D structure	Cocaine esterase	O00748	Humans	Predicted (SEA)	3.42537
Click to view 3D structure	Juvenile hormone esterase	Q9GPG0	Manduca sexta	Predicted (SEA)	1.55698
Click to view 3D structure	Liver carboxylesterase 1	P23141	Humans	Predicted (SEA)	13.3901
Click to view 3D structure	Fatty acid-binding protein, adipocyte	P15090	Humans	Predicted (SEA)	6.46149
Click to view 3D structure	UDP-3-O-acyl-N-acetylglucosamine deacetylase	O67648	Aquifex aeolicus (strain VF5)	Predicted (SEA)	21.4085
Click to view 3D structure	Liver carboxylesterase	Q29550	Sus scrofa	Predicted (SEA)	1.55698
Click to view 3D structure	Carnitine palmitoyltransferase 1A	Q9MYX2	Sus scrofa	Predicted (SEA)	0.389246
Click to view 3D structure	CG8425-PA [Drosophila melanogaster]	A1ZA98	Drosophila melanogaster	Predicted (SEA)	1.63483
Click to view 3D structure	Sphingosine-1-phosphate lyase 1	Q8CHN6	Rattus norvegicus	Predicted (SEA)	0.622794