ChemFOnt: Showing chemical card for Menthone 1,2-glyceryl ketal (CFc000017126)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:06:58 UTC

Chemfont ID

CFc000017126

Molecule Identification

Common Name

Menthone 1,2-glyceryl ketal

Definition

Menthone 1,2-glyceryl ketal, also known as menthone glycerin acetal or menthyl glycerin acetal, 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. Menthone 1,2-glyceryl ketal is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Menthone 1,2-glyceryl ketal is used as a food additive (EAFUS: Everything Added to Food in the United States). Menthone 1,2-glyceryl ketal is a flavour enhancer for chewing gum and other low moisture foods.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-Hydroxymethyl-6-isopropyl-9-methyl-1,4-dioxaspiro[4.5]decane	HMDB
6-Isopropyl-9-methyl-1,4-dioxaspiro(4.5)decane-2-methanol	HMDB
9-Methyl-6-(1-methylethyl)-1,4-dioxaspiro[4.5]decane-2-methanol, 9ci	HMDB
FEMA 3807	HMDB
FEMA 3808	HMDB
Frescolat	HMDB
Menthone 1,2-glycerol ketal	HMDB
Frescolat MGA	HMDB
Menthone glycerin acetal	HMDB
Menthyl glycerin acetal	HMDB
Menthone glyceryl acetal	HMDB
Menthone glyceryl ketal	HMDB
MGA	HMDB
L-Menthone 1,2-glycerol ketal	HMDB

Chemical Formula

C₁₃H₂₄O₃

Average Molecular Weight

228.3279

Monoisotopic Molecular Weight

228.172544634

IUPAC Name

[9-methyl-6-(propan-2-yl)-1,4-dioxaspiro[4.5]decan-2-yl]methanol

Traditional Name

{6-isopropyl-9-methyl-1,4-dioxaspiro[4.5]decan-2-yl}methanol

CAS Registry Number

63187-91-7

SMILES

CC(C)C1CCC(C)CC11OCC(CO)O1

InChI Identifier

InChI=1S/C13H24O3/c1-9(2)12-5-4-10(3)6-13(12)15-8-11(7-14)16-13/h9-12,14H,4-8H2,1-3H3

InChI Key

ZBJCYZPANVLBRK-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
Ketal
Meta-dioxolane
Oxacycle
Organoheterocyclic compound
Acetal
Organic oxygen compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Organoleptic effect

Odor

Odorless

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0036139)

Source

Endogenous

Endogenous (HMDB: HMDB0036139)

Animal

Animal (HMDB: HMDB0036139)

Exogenous

Food

Food (HMDB: HMDB0036139)

Exogenous (HMDB: HMDB0036139)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0036139)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0036139)

Lipid metabolism pathway (HMDB: HMDB0036139)

Cellular process

Cell signaling (HMDB: HMDB0036139)

Biochemical process

Lipid transport (HMDB: HMDB0036139)

Role

Biological role

Energy source (HMDB: HMDB0036139)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0036139)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.76 g/L	ALOGPS
logP	2	ALOGPS
logP	2.62	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	14.6	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	38.69 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	62.57 m³·mol⁻¹	ChemAxon
Polarizability	26.59 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0036139

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB014990

KNApSAcK ID

Not Available

Chemspider ID

142428

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

162184

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Menthone 1,2-glyceryl ketal (CFc000017126)

MOL for CFc000017126 (Menthone 1,2-glyceryl ketal)

3D MOL for CFc000017126 (Menthone 1,2-glyceryl ketal)

3D SDF for CFc000017126 (Menthone 1,2-glyceryl ketal)

3D-SDF for CFc000017126 (Menthone 1,2-glyceryl ketal)

PDB for CFc000017126 (Menthone 1,2-glyceryl ketal)

3D PDB for CFc000017126 (Menthone 1,2-glyceryl ketal)

SMILES for CFc000017126 (Menthone 1,2-glyceryl ketal)

INCHI for CFc000017126 (Menthone 1,2-glyceryl ketal)

Structure for CFc000017126 (Menthone 1,2-glyceryl ketal)

3D Structure for CFc000017126 (Menthone 1,2-glyceryl ketal)