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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 21:05:35 UTC
Update Date2022-03-07 02:54:44 UTC
HMDB IDHMDB0036026
Secondary Accession Numbers
  • HMDB36026
Metabolite Identification
Common NameOctahydro-6-isopropyl-2(1H)-naphthalenone
DescriptionOctahydro-6-isopropyl-2(1H)-naphthalenone belongs to the class of organic compounds known as cyclic ketones. These are organic compounds containing a ketone that is conjugated to a cyclic moiety. Octahydro-6-isopropyl-2(1H)-naphthalenone is a gardenia, grapefruit, and green tasting compound. Based on a literature review very few articles have been published on Octahydro-6-isopropyl-2(1H)-naphthalenone.
Structure
Data?1563862810
Synonyms
ValueSource
6-Isopropyl-2(1H)-octahydronaphthalenoneHMDB
6-Isopropyl-2-decaloneHMDB
6-Isopropyl-3,4,4a,5,6,7,8,8a-octahydro-2(1H)-naphthalenoneHMDB
6-IsopropyldecaloneHMDB
DecatoneHMDB
octahydro-6-(1-Methylethyl)-2(1H)-naphthalenoneHMDB
octahydro-6-(1-Methylethyl)-2(1H)-naphthalenone, 9ciHMDB
Chemical FormulaC13H22O
Average Molecular Weight194.3132
Monoisotopic Molecular Weight194.167065326
IUPAC Name6-(propan-2-yl)-decahydronaphthalen-2-one
Traditional Name6-isopropyl-octahydro-1H-naphthalen-2-one
CAS Registry Number34131-98-1
SMILES
CC(C)C1CCC2CC(=O)CCC2C1
InChI Identifier
InChI=1S/C13H22O/c1-9(2)10-3-4-12-8-13(14)6-5-11(12)7-10/h9-12H,3-8H2,1-2H3
InChI KeyHEKJOMVJRYMUDB-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as cyclic ketones. These are organic compounds containing a ketone that is conjugated to a cyclic moiety.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentCyclic ketones
Alternative Parents
Substituents
  • Cyclic ketone
  • Organic oxide
  • Hydrocarbon derivative
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effect
Disposition
Process
Role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point273.00 to 274.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility32 mg/L @ 20 °C (exp)The Good Scents Company Information System
LogP3.872 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.0062 g/LALOGPS
logP3.57ALOGPS
logP3.51ChemAxon
logS-4.5ALOGPS
pKa (Strongest Basic)-7.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity58.44 m³·mol⁻¹ChemAxon
Polarizability24.08 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+146.37231661259
DarkChem[M-H]-143.46731661259
DeepCCS[M+H]+147.36130932474
DeepCCS[M-H]-144.630932474
DeepCCS[M-2H]-180.8630932474
DeepCCS[M+Na]+156.44730932474
AllCCS[M+H]+146.932859911
AllCCS[M+H-H2O]+142.832859911
AllCCS[M+NH4]+150.632859911
AllCCS[M+Na]+151.732859911
AllCCS[M-H]-153.932859911
AllCCS[M+Na-2H]-154.632859911
AllCCS[M+HCOO]-155.532859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Octahydro-6-isopropyl-2(1H)-naphthalenoneCC(C)C1CCC2CC(=O)CCC2C12180.5Standard polar33892256
Octahydro-6-isopropyl-2(1H)-naphthalenoneCC(C)C1CCC2CC(=O)CCC2C11597.8Standard non polar33892256
Octahydro-6-isopropyl-2(1H)-naphthalenoneCC(C)C1CCC2CC(=O)CCC2C11605.7Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Octahydro-6-isopropyl-2(1H)-naphthalenone,1TMS,isomer #1CC(C)C1CCC2CC(O[Si](C)(C)C)=CCC2C11754.2Semi standard non polar33892256
Octahydro-6-isopropyl-2(1H)-naphthalenone,1TMS,isomer #1CC(C)C1CCC2CC(O[Si](C)(C)C)=CCC2C11633.9Standard non polar33892256
Octahydro-6-isopropyl-2(1H)-naphthalenone,1TMS,isomer #2CC(C)C1CCC2C=C(O[Si](C)(C)C)CCC2C11776.4Semi standard non polar33892256
Octahydro-6-isopropyl-2(1H)-naphthalenone,1TMS,isomer #2CC(C)C1CCC2C=C(O[Si](C)(C)C)CCC2C11670.4Standard non polar33892256
Octahydro-6-isopropyl-2(1H)-naphthalenone,1TBDMS,isomer #1CC(C)C1CCC2CC(O[Si](C)(C)C(C)(C)C)=CCC2C11985.9Semi standard non polar33892256
Octahydro-6-isopropyl-2(1H)-naphthalenone,1TBDMS,isomer #1CC(C)C1CCC2CC(O[Si](C)(C)C(C)(C)C)=CCC2C11817.1Standard non polar33892256
Octahydro-6-isopropyl-2(1H)-naphthalenone,1TBDMS,isomer #2CC(C)C1CCC2C=C(O[Si](C)(C)C(C)(C)C)CCC2C12001.4Semi standard non polar33892256
Octahydro-6-isopropyl-2(1H)-naphthalenone,1TBDMS,isomer #2CC(C)C1CCC2C=C(O[Si](C)(C)C(C)(C)C)CCC2C11910.3Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Octahydro-6-isopropyl-2(1H)-naphthalenone GC-MS (Non-derivatized) - 70eV, Positivesplash10-0zp3-3900000000-fff50be5b3c2bec416c12017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Octahydro-6-isopropyl-2(1H)-naphthalenone GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Octahydro-6-isopropyl-2(1H)-naphthalenone GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Octahydro-6-isopropyl-2(1H)-naphthalenone 10V, Positive-QTOFsplash10-0002-0900000000-2bcd7ba47d544e574b222016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Octahydro-6-isopropyl-2(1H)-naphthalenone 20V, Positive-QTOFsplash10-0f72-2900000000-829c978f0bdd254448fd2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Octahydro-6-isopropyl-2(1H)-naphthalenone 40V, Positive-QTOFsplash10-0uxr-8900000000-b11dd2a82d067ef48e302016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Octahydro-6-isopropyl-2(1H)-naphthalenone 10V, Negative-QTOFsplash10-0006-0900000000-689ce904bd214f4728b52016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Octahydro-6-isopropyl-2(1H)-naphthalenone 20V, Negative-QTOFsplash10-0006-0900000000-880f7c4b47a1acefc74c2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Octahydro-6-isopropyl-2(1H)-naphthalenone 40V, Negative-QTOFsplash10-002f-5900000000-ff2349fa0ead23c4442a2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Octahydro-6-isopropyl-2(1H)-naphthalenone 10V, Positive-QTOFsplash10-0002-0900000000-7f8f7986e6a2e5861da22021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Octahydro-6-isopropyl-2(1H)-naphthalenone 20V, Positive-QTOFsplash10-004j-3900000000-3d753a8c9595bb1e093e2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Octahydro-6-isopropyl-2(1H)-naphthalenone 40V, Positive-QTOFsplash10-054o-9300000000-3d38204c139aedc546742021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Octahydro-6-isopropyl-2(1H)-naphthalenone 10V, Negative-QTOFsplash10-0006-0900000000-f4ac9f2710ef63610b812021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Octahydro-6-isopropyl-2(1H)-naphthalenone 20V, Negative-QTOFsplash10-0006-0900000000-f4ac9f2710ef63610b812021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Octahydro-6-isopropyl-2(1H)-naphthalenone 40V, Negative-QTOFsplash10-0096-0900000000-d2bcfc02640023c416bb2021-09-22Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB014844
KNApSAcK IDNot Available
Chemspider ID105571
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound118134
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1025111
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .