Record Information
Version1.0
Creation date2010-04-08 22:14:21 UTC
Update date2015-07-21 06:35:49 UTC
Primary IDFDB019435
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameMenthol propylene glycol carbonate
DescriptionMenthol propylene glycol carbonate 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. Menthol propylene glycol carbonate is an extremely weak basic (essentially neutral) compound (based on its pKa).
CAS Number156324-82-2
Structure
Thumb
Synonyms
SynonymSource
Menthol propylene glycol carbonic acidGenerator
2-Hydroxypropyl 5-methyl-2-(1-methylethyl)cyclohexyl carbonateHMDB
2-Hydroxypropyl menthyl carbonateHMDB
FEMA 3806HMDB
Frescolate MPCHMDB
Menthol propylene glycol carbonateMeSH
Predicted Properties
PropertyValueSource
logP3.45ChemAxon
pKa (Strongest Acidic)14.82ChemAxon
pKa (Strongest Basic)-2.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area55.76 ŲChemAxon
Rotatable Bond Count12ChemAxon
Refractivity68.93 m³·mol⁻¹ChemAxon
Polarizability29.63 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC28H52O8
IUPAC name1-[({[5-methyl-2-(propan-2-yl)cyclohexyl]oxy}carbonyl)oxy]propan-2-ol; 2-[({[5-methyl-2-(propan-2-yl)cyclohexyl]oxy}carbonyl)oxy]propan-1-ol
InChI IdentifierInChI=1S/2C14H26O4/c1-9(2)12-6-5-10(3)7-13(12)18-14(16)17-8-11(4)15;1-9(2)12-6-5-10(3)7-13(12)18-14(16)17-11(4)8-15/h2*9-13,15H,5-8H2,1-4H3
InChI KeyJSEFYOBABBXEJJ-UHFFFAOYSA-N
Isomeric SMILESCC(O)COC(=O)OC1CC(C)CCC1C(C)C.CC(C)C1CCC(C)CC1OC(=O)OC(C)CO
Average Molecular Weight516.7077
Monoisotopic Molecular Weight516.36621864
Classification
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.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassMonoterpenoids
Direct ParentMenthane monoterpenoids
Alternative Parents
Substituents
  • P-menthane monoterpenoid
  • Monocyclic monoterpenoid
  • Carbonic acid diester
  • Secondary alcohol
  • Carbonic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Primary alcohol
  • Organooxygen compound
  • Carbonyl group
  • Alcohol
  • Aliphatic homomonocyclic compound
Molecular FrameworkNot Available
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Process

Naturally occurring process:

Role

Industrial application:

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 65.09%; H 10.14%; O 24.77%DFC
Melting PointNot Available
Boiling PointBp 140-143°DFC
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical Rotation[a]25D -62.2 (c, 10 in EtOH)DFC
Spectroscopic UV DataNot Available
Densityd2525 1.01DFC
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSMenthol propylene glycol carbonate, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-014r-9822000000-2fec3184c6c621a2347cSpectrum
MS/MSNot Available
NMRNot Available
ChemSpider ID9816821
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID11642080
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB39785
CRC / DFC (Dictionary of Food Compounds) IDLYZ92-Y:LYZ92-Y
EAFUS ID2161
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1584191
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
menthol
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference