Showing Compound 2-Ketohexanoic acid (FDB022718)

Record Information

Version

1.0

Creation date

2011-09-21 00:18:25 UTC

Update date

2015-10-09 22:31:07 UTC

Primary ID

FDB022718

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

2-Ketohexanoic acid

Description

2-Ketohexanoic acid is a potent insulin secretagogue. (PMID 7045091) 2-Ketohexanoic acid directly inhibits the ATP-sensitive K+ channel (KATP channel) in pancreatic beta-cells (stimulated in isolated mouse islets), but it is unknown whether direct KATP channel inhibition contributes to insulin release by 2-ketohexanoic acid and related alpha-keto acid anions, which are generally believed to act via beta-cell metabolism. (PMID 16014804) [HMDB]

CAS Number

2492-75-3

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Synonym	Source
2-Keto-N-caproic acid	ChEBI
2-oxo 6:0	ChEBI
2-oxo C6:0	ChEBI
2-Oxohexanoate	ChEBI
alpha-Ketocaproic acid	ChEBI
alpha-Ketohexanoic acid	ChEBI
2-Keto-N-caproate	Generator
2-Oxohexanoic acid	Generator
a-Ketocaproate	Generator
a-Ketocaproic acid	Generator
alpha-Ketocaproate	Generator
Α-ketocaproate	Generator
Α-ketocaproic acid	Generator
a-Ketohexanoate	Generator
a-Ketohexanoic acid	Generator
alpha-Ketohexanoate	Generator
Α-ketohexanoate	Generator
Α-ketohexanoic acid	Generator
2-Ketohexanoate	Generator
2-Ketocaproate	MeSH
alpha-Ketocaproic acid, sodium salt	MeSH
2-Ketocaproic acid	HMDB
2-oxo-Hexanoate	HMDB
2-oxo-Hexanoic acid	HMDB
2-Ketohexanoic acid	ChEBI
2-keto-n-caproate	hmdb
2-keto-n-caproic acid	hmdb
2-ketocaproic acid	hmdb
2-oxo-hexanoate	hmdb
2-oxo-hexanoic acid	hmdb
α-ketocaproate	Generator
α-ketocaproic acid	Generator
α-ketohexanoate	Generator
α-ketohexanoic acid	Generator

Predicted Properties

Property	Value	Source
Water Solubility	8.02 g/L	ALOGPS
logP	0.94	ALOGPS
logP	1.66	ChemAxon
logS	-1.2	ALOGPS
pKa (Strongest Acidic)	3.53	ChemAxon
pKa (Strongest Basic)	-9.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	54.37 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	31.82 m³·mol⁻¹	ChemAxon
Polarizability	13.19 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C6H10O3

IUPAC name

2-oxohexanoic acid

InChI Identifier

InChI=1S/C6H10O3/c1-2-3-4-5(7)6(8)9/h2-4H2,1H3,(H,8,9)

InChI Key

XNIHZNNZJHYHLC-UHFFFAOYSA-N

Isomeric SMILES

CCCCC(=O)C(O)=O

Average Molecular Weight

130.1418

Monoisotopic Molecular Weight

130.062994186

Classification

Description

Belongs to the class of organic compounds known as medium-chain keto acids and derivatives. These are keto acids with a 6 to 12 carbon atoms long side chain.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Keto acids and derivatives

Sub Class

Medium-chain keto acids and derivatives

Direct Parent

Medium-chain keto acids and derivatives

Alternative Parents

Substituents

Medium-chain keto acid
Alpha-keto acid
Alpha-hydroxy ketone
Ketone
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

2-oxo monocarboxylic acid (CHEBI:17308 )
medium-chain fatty acid (CHEBI:17308 )
straight-chain fatty acid (CHEBI:17308 )
oxo fatty acid (CHEBI:17308 )
Oxo fatty acids (C00902 )
Oxo fatty acids (LMFA01060007 )

Ontology

Disposition

Biological location:

Biofluid and excreta:

Saliva

Source:

Endogenous

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Solid
Physical Description	Not Available
Mass Composition	Not Available
Melting Point	Not Available
Boiling Point	Not Available
Experimental Water Solubility	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
GC-MS	2-Ketohexanoic acid, non-derivatized, GC-MS Spectrum	splash10-000j-8920000000-9e106a172aeaca6001ea	Spectrum
GC-MS	2-Ketohexanoic acid, non-derivatized, GC-MS Spectrum	splash10-000j-8920000000-9e106a172aeaca6001ea	Spectrum
Predicted GC-MS	2-Ketohexanoic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-002f-9000000000-e0cebba0b69620390c09	Spectrum
Predicted GC-MS	2-Ketohexanoic acid, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-007a-9300000000-87b7d0f0e16ba9e212cb	Spectrum
Predicted GC-MS	2-Ketohexanoic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-01p9-9500000000-5145cab306a85b6e9d7f	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-014i-9000000000-4cd8f41133a4d23b1d4c	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-01qj-9100000000-caf6abf28104b7765cef	2012-07-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-01qi-4900000000-702612249f0615c78f6b	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0btm-9300000000-d02ff05157ccb2f8d416	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4l-9000000000-dfcf44ed2c628b6b914a	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-3900000000-d751dca8c7b118a0dea9	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-01s9-9500000000-c04f00087e8e89956b26	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-4a26ce3589a801c4bcef	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-052u-9000000000-a1430045d6ae5d2e494c	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4l-9000000000-d6e0a51fd3a4a90d9ceb	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4l-9000000000-ed2b82d47ad4721d3a01	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-0900000000-8be0a8820bd022f7267b	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001i-9000000000-761b5c64b393cb442dcc	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-066u-9000000000-1763f75b095d5d429e5b	2021-09-23	View Spectrum

NMR

Type	Description	View
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, experimental)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	Spectrum

External Links

ChemSpider ID

ChEMBL ID

KEGG Compound ID

Pubchem Compound ID

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB01864

CRC / DFC (Dictionary of Food Compounds) ID

Not Available

EAFUS ID

Not Available

Dr. Duke ID

Not Available

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

Not Available

SuperScent ID

Not Available

Wikipedia ID

Not Available

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Not Available

Files

MSDS

show

References

Synthesis Reference

Not Available

General Reference

Not Available

Content Reference

Showing Compound 2-Ketohexanoic acid (FDB022718)

Structure for FDB022718 (2-Ketohexanoic acid)