ChemFOnt: Showing chemical card for p-Menth-1-ene-9-al (CFc000335278)

Record Information

Version

1.0

Creation Date

Update Date

2022-09-14 05:27:43 UTC

Chemfont ID

CFc000335278

Molecule Identification

Common Name

p-Menth-1-ene-9-al

Definition

P-menth-1-ene-9-al, also known as alpha,4-dimethyl-3-cyclohexene-1-acetaldehyde, is a member of the class of compounds known as menthane monoterpenoids. Menthane monoterpenoids are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes. P-menth-1-ene-9-al is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). P-menth-1-ene-9-al is a herbal and spicy tasting compound found in wild celery, which makes P-menth-1-ene-9-al a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
alpha,4-Dimethyl-3-cyclohexene-1-acetaldehyde	ChEBI
a,4-Dimethyl-3-cyclohexene-1-acetaldehyde	Generator
Α,4-dimethyl-3-cyclohexene-1-acetaldehyde	Generator
2-(4-Methylcyclohex-3-en-1-yl)propanal	HMDB

Chemical Formula

C₁₀H₁₆O

Average Molecular Weight

152.2334

Monoisotopic Molecular Weight

152.120115134

IUPAC Name

2-(4-methylcyclohex-3-en-1-yl)propanal

Traditional Name

2-(4-methylcyclohex-3-en-1-yl)propanal

CAS Registry Number

29548-14-9

SMILES

CC(C=O)C1CCC(C)=CC1

InChI Identifier

InChI=1S/C10H16O/c1-8-3-5-10(6-4-8)9(2)7-11/h3,7,9-10H,4-6H2,1-2H3

InChI Key

UMEJBWOWZDRULR-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Menthane monoterpenoids

Alternative Parents

Substituents

P-menthane monoterpenoid
Monocyclic monoterpenoid
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aldehyde
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

aldehyde (CHEBI:87568 )
monoterpenoid (CHEBI:87568 )

Functional Ontology

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0059885)

Source

Endogenous

Endogenous (HMDB: HMDB0059885)

Animal

Animal (HMDB: HMDB0059885)

Exogenous

Food

Food (HMDB: HMDB0059885)

Herb and spice

Spice

Wild celery (FooDB: FOOD00015)

Fruit

Berry

Evergreen blackberry (FooDB: FOOD00901)
Blackberry (FooDB: FOOD00906)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0059885)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0059885)

Lipid metabolism pathway (HMDB: HMDB0059885)

Cellular process

Cell signaling (HMDB: HMDB0059885)

Biochemical process

Lipid transport (HMDB: HMDB0059885)

Role

Biological role

Energy source (HMDB: HMDB0059885)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.62 g/L	ALOGPS
logP	2.8	ALOGPS
logP	2.34	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	16.14	ChemAxon
pKa (Strongest Basic)	-7	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	2	ChemAxon
Refractivity	47.47 m³·mol⁻¹	ChemAxon
Polarizability	18.35 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

HMDB0059885

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB009776

KNApSAcK ID

Not Available

Chemspider ID

453972

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

520440

PDB ID

Not Available

ChEBI ID

87568

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for p-Menth-1-ene-9-al (CFc000335278)

MOL for CFc000335278 (p-Menth-1-ene-9-al)

3D MOL for CFc000335278 (p-Menth-1-ene-9-al)

3D SDF for CFc000335278 (p-Menth-1-ene-9-al)

3D-SDF for CFc000335278 (p-Menth-1-ene-9-al)

PDB for CFc000335278 (p-Menth-1-ene-9-al)

3D PDB for CFc000335278 (p-Menth-1-ene-9-al)

SMILES for CFc000335278 (p-Menth-1-ene-9-al)

INCHI for CFc000335278 (p-Menth-1-ene-9-al)

Structure for CFc000335278 (p-Menth-1-ene-9-al)

3D Structure for CFc000335278 (p-Menth-1-ene-9-al)