ChemFOnt: Showing chemical card for 6-Acetyl-1,2,3,4-tetrahydropyridine (CFc000011559)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:59:21 UTC

Chemfont ID

CFc000011559

Molecule Identification

Common Name

6-Acetyl-1,2,3,4-tetrahydropyridine

Definition

6-Acetyl-1,2,3,4-tetrahydropyridine is found in cereals and cereal products. Responsible for mousy taint in wines. 6-Acetyl-1,2,3,4-tetrahydropyridine is a constituent of wheat, popcorn and bread aroma 6-Acetyl-2,3,4,5-tetrahydropyridine is a substituted tetrahydropyridine and a cyclic imine as well as a ketone. The compound exists in a chemical equilibrium with its tautomer 6-acetyl-1,2,3,4-tetrahydropyridine that differs only by the position of the double bond in the tetrahydropyridine ring:; 6-Acetyl-2,3,4,5-tetrahydropyridine, with the IUPAC name 1-(3,4,5,6-tetrahydropyridin-2-yl)ethanone, is an aroma compound and flavor that gives baked goods such as white bread, pop corn, or tortillas their typical smell, together with its structural homolog 2-acetyl-1-pyrroline

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1-(3,4,5,6-Tetrahydro-2-pyridinyl)ethanone	ChEBI
1-(1,2,3,4-Tetrahydro-2-pyridinyl)ethanone	HMDB
2-Acetyl-3,4,5,6-tetrahydropyridine	HMDB
2-Acetyl-D1-piperideine	HMDB
2-Acetyl-D2-piperideine	HMDB
Methyl 3,4,5,6-tetrahydro-2-pyridyl ketone, 8ci	HMDB

Chemical Formula

C₇H₁₁NO

Average Molecular Weight

125.1683

Monoisotopic Molecular Weight

125.084063979

IUPAC Name

1-(3,4,5,6-tetrahydropyridin-2-yl)ethan-1-one

Traditional Name

1-(3,4,5,6-tetrahydropyridin-2-yl)ethanone

CAS Registry Number

27300-27-2

SMILES

CC(=O)C1=NCCCC1

InChI Identifier

InChI=1S/C7H11NO/c1-6(9)7-4-2-3-5-8-7/h2-5H2,1H3

InChI Key

GNZWXNKZMHJXNU-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tetrahydropyridines. These are derivatives of pyridine in which two double bonds in the pyridine moiety are reduced by adding four hydrogen atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyridines and derivatives

Sub Class

Hydropyridines

Direct Parent

Tetrahydropyridines

Alternative Parents

Substituents

Tetrahydropyridine
Ketimine
Ketone
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Azacycle
Carbonyl group
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Imine
Hydrocarbon derivative
Organic oxide
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

tetrahydropyridine (CHEBI:59533 )

Functional Ontology

Ingestion (HMDB: HMDB0030345)

Source

Endogenous

Endogenous (HMDB: HMDB0030345)

Plant

Poaceae (HMDB: HMDB0030345)

Exogenous

Food

Food (HMDB: HMDB0030345)

Cereal and cereal product

Cereal product

Breakfast cereal (FooDB: FOOD00270)

Cereals and cereal products (FooDB: FOOD00858)

Dish

Tex-mex cuisine

Taco (FooDB: FOOD00708)

Exogenous (HMDB: HMDB0030345)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	1.82 g/L	ALOGPS
logP	0.82	ALOGPS
logP	1.3	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	18.43	ChemAxon
pKa (Strongest Basic)	3.89	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	29.43 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	35.99 m³·mol⁻¹	ChemAxon
Polarizability	13.91 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0030345

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB002189

KNApSAcK ID

Not Available

Chemspider ID

453844

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

6-Acetyl-2,3,4,5-tetrahydropyridine

METLIN ID

Not Available

PubChem Compound

520300

PDB ID

Not Available

ChEBI ID

59533

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 6-Acetyl-1,2,3,4-tetrahydropyridine (CFc000011559)

MOL for CFc000011559 (6-Acetyl-1,2,3,4-tetrahydropyridine)

3D MOL for CFc000011559 (6-Acetyl-1,2,3,4-tetrahydropyridine)

3D SDF for CFc000011559 (6-Acetyl-1,2,3,4-tetrahydropyridine)

3D-SDF for CFc000011559 (6-Acetyl-1,2,3,4-tetrahydropyridine)

PDB for CFc000011559 (6-Acetyl-1,2,3,4-tetrahydropyridine)

3D PDB for CFc000011559 (6-Acetyl-1,2,3,4-tetrahydropyridine)

SMILES for CFc000011559 (6-Acetyl-1,2,3,4-tetrahydropyridine)

INCHI for CFc000011559 (6-Acetyl-1,2,3,4-tetrahydropyridine)

Structure for CFc000011559 (6-Acetyl-1,2,3,4-tetrahydropyridine)

3D Structure for CFc000011559 (6-Acetyl-1,2,3,4-tetrahydropyridine)