Record Information
Version1.0
Creation date2010-04-08 22:12:26 UTC
Update date2018-05-29 01:26:19 UTC
Primary IDFDB016426
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name8-Mercapto-p-menthan-3-one
DescriptionA mixture of stereoisomers is used as a blackcurrant flavour
CAS Number38462-22-5
Structure
Thumb
Synonyms
SynonymSource
5-Methyl-2-(2-sulphanylpropan-2-yl)cyclohexan-1-oneGenerator
2-(1-Mercapto-1-methylethyl)-5-methyl-cyclohexanoneHMDB
2-(1-Mercapto-1-methylethyl)-5-methylcyclohexan-1-oneHMDB
2-(1-Mercapto-1-methylethyl)-5-methylcyclohexanoneHMDB
2-(1-Mercapto-1-methylethyl)-5-methylcyclohexanone, 9ciHMDB
5-Methyl-2-(1-methyl-1-sulfanylethyl)cyclohexanoneHMDB
8-Mercapto-p-menthane-3-oneHMDB
8-MercaptomenthoneHMDB
cis-2-(1-Mercapto-1-methylethyl)-5-methylcyclohexan-1-oneHMDB
FEMA 3177HMDB
p-Mentha-8-thiol-3-oneHMDB
p-Menthon-8-thiolHMDB
trans-2-(1-Mercapto-1-methylethyl)-5-methylcyclohexan-1-oneHMDB
2-(1-Mercapto-1-methylethyl)-5-methylcyclohexanone, 9CIdb_source
8-Mercapto-p-menthan-3-onedb_source
8-Mercapto-P-menthane-3-oneHMDB
P-Menthon-8-thiolHMDB
Predicted Properties
PropertyValueSource
Water Solubility0.062 g/LALOGPS
logP4.09ALOGPS
logP2.78ChemAxon
logS-3.5ALOGPS
pKa (Strongest Acidic)9.9ChemAxon
pKa (Strongest Basic)-7.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity54.33 m³·mol⁻¹ChemAxon
Polarizability21.67 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC10H18OS
IUPAC name5-methyl-2-(2-sulfanylpropan-2-yl)cyclohexan-1-one
InChI IdentifierInChI=1S/C10H18OS/c1-7-4-5-8(9(11)6-7)10(2,3)12/h7-8,12H,4-6H2,1-3H3
InChI KeyRVOKNSFEAOYULQ-UHFFFAOYSA-N
Isomeric SMILESCC1CCC(C(=O)C1)C(C)(C)S
Average Molecular Weight186.314
Monoisotopic Molecular Weight186.107835888
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
  • Cyclic ketone
  • Ketone
  • Alkylthiol
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organosulfur compound
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External DescriptorsNot Available
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 64.47%; H 9.74%; O 8.59%; S 17.21%DFC
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-05xu-9400000000-652c21b9e4f597c26108View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0900000000-a07ef5bada42c6aa1724View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014r-9800000000-ac21ebc13ff0de647b7aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0pvl-9300000000-da738d609e08a26a95feView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0f79-0900000000-7a38fee200e0f992351cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0f79-0900000000-eaf64e34fb31ef137bf9View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-001l-9500000000-457dff758970ab64eb9fView in MoNA
ChemSpider ID55833
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID61982
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB37385
CRC / DFC (Dictionary of Food Compounds) IDKRC26-O:KRC26-O
EAFUS ID2137
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Flavornet IDNot Available
GoodScent IDrw1005051
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
sulfury
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
minty
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
green
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
fruity
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
berry
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
buchu
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
tropical
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
peach
  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