ChemFOnt: Showing chemical card for (R)-2-Hydroxycaprylic acid (CFc000001526)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:46:10 UTC

Chemfont ID

CFc000001526

Molecule Identification

Common Name

(R)-2-Hydroxycaprylic acid

Definition

(R)-2-Hydroxycaprylic acid is an inhibitor of the medium chain acyl-CoA synthetase.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(R)-2-Hydroxycaprylate	Generator
(R)-2-Hydroxyoctanoate	HMDB
(R)-2-Hydroxyoctanoic acid	HMDB
(R)-a-Hydroxycaprylate	HMDB
(R)-a-Hydroxycaprylic acid	HMDB
(R)-alpha-Hydroxycaprylate	HMDB
(R)-alpha-Hydroxycaprylic acid	HMDB
2-Hydroxy-D-octanoate	HMDB
2-Hydroxy-D-octanoic acid	HMDB
2-Hydroxy-delta-octanoate	HMDB
2-Hydroxy-delta-octanoic acid	HMDB
D-2-Hydroxyoctanoate	HMDB
D-2-Hydroxyoctanoic acid	HMDB
delta-2-Hydroxyoctanoate	HMDB
delta-2-Hydroxyoctanoic acid	HMDB
2R-Hydroxy-octanoate	Generator, HMDB

Chemical Formula

C₈H₁₆O₃

Average Molecular Weight

160.2108

Monoisotopic Molecular Weight

160.109944378

IUPAC Name

(2R)-2-hydroxyoctanoic acid

Traditional Name

D-2-hydroxyoctanoic acid

CAS Registry Number

30117-44-3

SMILES

CCCCCC[C@@H](O)C(O)=O

InChI Identifier

InChI=1S/C8H16O3/c1-2-3-4-5-6-7(9)8(10)11/h7,9H,2-6H2,1H3,(H,10,11)/t7-/m1/s1

InChI Key

JKRDADVRIYVCCY-SSDOTTSWSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Medium-chain fatty acids

Alternative Parents

Substituents

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

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Hydroxy fatty acids (LMFA01050313 )

Functional Ontology

Not Available

Feces (PMID: 27275383)
Urine (HMDB: HMDB0002264)

Cellular substructure

Cytoplasm (HMDB: HMDB0002264)
Cell membrane (HMDB: HMDB0002264)

Organelle

Adiposome (HMDB: HMDB0002264)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0002264)

Source

Endogenous

Endogenous (HMDB: HMDB0002264)

Animal

Animal (HMDB: HMDB0002264)

Exogenous

Food

Food (HMDB: HMDB0002264)

Animal origin

Poultry

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0002264)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0002264)

Lipid metabolism pathway (HMDB: HMDB0002264)

Biochemical process

Lipid transport (HMDB: HMDB0002264)

Role

Biological role

Energy source (HMDB: HMDB0002264)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	11.2 g/L	ALOGPS
logP	1.8	ALOGPS
logP	1.83	ChemAxon
logS	-1.2	ALOGPS
pKa (Strongest Acidic)	4.42	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	6	ChemAxon
Refractivity	41.77 m³·mol⁻¹	ChemAxon
Polarizability	18.19 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

External Links

HMDB ID

HMDB0002264

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022934

KNApSAcK ID

Not Available

Chemspider ID

4472285

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

6582

PubChem Compound

5312860

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for (R)-2-Hydroxycaprylic acid (CFc000001526)

MOL for CFc000001526 ((R)-2-Hydroxycaprylic acid)

3D MOL for CFc000001526 ((R)-2-Hydroxycaprylic acid)

3D SDF for CFc000001526 ((R)-2-Hydroxycaprylic acid)

3D-SDF for CFc000001526 ((R)-2-Hydroxycaprylic acid)

PDB for CFc000001526 ((R)-2-Hydroxycaprylic acid)

3D PDB for CFc000001526 ((R)-2-Hydroxycaprylic acid)

SMILES for CFc000001526 ((R)-2-Hydroxycaprylic acid)

INCHI for CFc000001526 ((R)-2-Hydroxycaprylic acid)

Structure for CFc000001526 ((R)-2-Hydroxycaprylic acid)

3D Structure for CFc000001526 ((R)-2-Hydroxycaprylic acid)