ChemFOnt: Showing chemical card for Methylheptenone (CFc000333714)

Record Information

Version

1.0

Creation Date

Update Date

2022-09-14 05:14:04 UTC

Chemfont ID

CFc000333714

Molecule Identification

Common Name

Methylheptenone

Definition

Sulcatone, also known as 6-methylhept-5-en-2-one, is a member of the class of compounds known as ketones. Ketones are organic compounds in which a carbonyl group is bonded to two carbon atoms R2C=O (neither R may be a hydrogen atom). Ketones that have one or more alpha-hydrogen atoms undergo keto-enol tautomerization, the tautomer being an enol. Thus, sulcatone is considered to be an oxygenated hydrocarbon lipid molecule. Sulcatone is slightly soluble (in water) and an extremely weak acidic compound (based on its pKa). Sulcatone is an apple, bitter, and citrus tasting compound and can be found in a number of food items such as european chestnut, prunus (cherry, plum), lemon grass, and rambutan, which makes sulcatone a potential biomarker for the consumption of these food products. Sulcatone can be found primarily in feces and saliva. Sulcatone exists in all eukaryotes, ranging from yeast to humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
6-Methyl-5-hepten-2-one	ChEBI
6-Methylhept-5-en-2-one	ChEBI
Methylheptenone	Kegg
2-Methyl-2-hepten-6-one	HMDB
2-Methyl-6-heptenone	HMDB
2-Methyl-6-oxo-2-heptene	HMDB
2-Methylhept-2-en-6-one	HMDB
2-oxo-6-Methylhept-5-ene	HMDB
6-Methyl hept-5-en-2-one	HMDB
6-Methyl-5-heptene-2-one	HMDB
6-Methylheptan-5-ene-2-one	HMDB
FEMA 2707	HMDB
Prenylacetone	HMDB
6-Methylhept-5-ene-2-one	HMDB
Sulcatone	MeSH

Chemical Formula

C₈H₁₄O

Average Molecular Weight

126.1962

Monoisotopic Molecular Weight

126.10446507

IUPAC Name

6-methylhept-5-en-2-one

Traditional Name

6-methyl-5-hepten-2-one

CAS Registry Number

409-02-9

SMILES

CC(C)=CCCC(C)=O

InChI Identifier

InChI=1S/C8H14O/c1-7(2)5-4-6-8(3)9/h5H,4,6H2,1-3H3

InChI Key

UHEPJGULSIKKTP-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as ketones. These are organic compounds in which a carbonyl group is bonded to two carbon atoms R2C=O (neither R may be a hydrogen atom). Ketones that have one or more alpha-hydrogen atoms undergo keto-enol tautomerization, the tautomer being an enol.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Ketones

Alternative Parents

Substituents

Ketone
Organic oxide
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

methyl ketone (CHEBI:16310 )
heptenone (CHEBI:16310 )
Oxygenated hydrocarbons (LMFA12000039 )
an apocarotenoid (CPD-7969 )
a ketone (CPD-7969 )

Functional Ontology

Exogenous (HMDB: HMDB0035915)

Food

Herb and spice

Spice

Ginger (FooDB: FOOD00206)
Cardamom (FooDB: FOOD00074)

Herb

Fruit

Citrus

Lemon (FooDB: FOOD00054)
Lime (FooDB: FOOD00053)
Mandarin orange (Clementine, Tangerine) (FooDB: FOOD00056)

Cocoa and cocoa product

Cocoa

Cocoa bean (FooDB: FOOD00182)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	3.54 g/L	ALOGPS
logP	2.01	ALOGPS
logP	2.02	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	19.6	ChemAxon
pKa (Strongest Basic)	-7.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	17.07 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	40.02 m³·mol⁻¹	ChemAxon
Polarizability	15.53 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon