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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2012-09-12 01:49:05 UTC
Update Date2022-03-07 02:56:32 UTC
HMDB IDHMDB0040284
Secondary Accession Numbers
  • HMDB40284
Metabolite Identification
Common Name1,2-Dihydro-1,1,6-trimethylnaphthalene
Description1,2-Dihydro-1,1,6-trimethylnaphthalene belongs to the class of organic compounds known as naphthalenes. Naphthalenes are compounds containing a naphthalene moiety, which consists of two fused benzene rings. 1,2-Dihydro-1,1,6-trimethylnaphthalene is a licorice tasting compound. 1,2-Dihydro-1,1,6-trimethylnaphthalene has been detected, but not quantified in, alcoholic beverages and fruits. This could make 1,2-dihydro-1,1,6-trimethylnaphthalene a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on 1,2-Dihydro-1,1,6-trimethylnaphthalene.
Structure
Data?1563863518
Synonyms
ValueSource
1,1,6-Trimethyl-1,2-dihydro-naphthaleneHMDB
1,1,6-Trimethyl-1,2-dihydronaphthaleneHMDB
1,1,6-Trimethyl-2H-naphthaleneHMDB
1,2-dihydro-1,5,8-TrimethylnaphthaleneHMDB
1,5,8-Trimethyl-1,2-dihydronaphthaleneHMDB
3,4-DehydroioneneHMDB
dehydro-AR-ioneneHMDB
Napthalene,1,2,diydro-1,1,6-trimethylHMDB
TDNHMDB
TDN CompoundMeSH, HMDB
Chemical FormulaC13H16
Average Molecular Weight172.2661
Monoisotopic Molecular Weight172.125200512
IUPAC Name1,1,6-trimethyl-1,2-dihydronaphthalene
Traditional Name1,1,6-trimethyl-2H-naphthalene
CAS Registry Number30364-38-6
SMILES
CC1=CC2=C(C=C1)C(C)(C)CC=C2
InChI Identifier
InChI=1S/C13H16/c1-10-6-7-12-11(9-10)5-4-8-13(12,2)3/h4-7,9H,8H2,1-3H3
InChI KeyRTUMCNDCAVLXEP-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as naphthalenes. Naphthalenes are compounds containing a naphthalene moiety, which consists of two fused benzene rings.
KingdomOrganic compounds
Super ClassBenzenoids
ClassNaphthalenes
Sub ClassNot Available
Direct ParentNaphthalenes
Alternative Parents
Substituents
  • Naphthalene
  • Aromatic hydrocarbon
  • Polycyclic hydrocarbon
  • Cyclic olefin
  • Unsaturated hydrocarbon
  • Olefin
  • Hydrocarbon
  • Aromatic homopolycyclic compound
Molecular FrameworkAromatic homopolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effect
Disposition
ProcessNot Available
Role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point241.00 to 242.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility2.35 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP5.129 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.0022 g/LALOGPS
logP4.96ALOGPS
logP4.25ChemAxon
logS-4.9ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity58.72 m³·mol⁻¹ChemAxon
Polarizability21.23 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]+140.52231661259
DarkChem[M-H]-137.3431661259
DeepCCS[M+H]+143.74830932474
DeepCCS[M-H]-141.3930932474
DeepCCS[M-2H]-176.46730932474
DeepCCS[M+Na]+151.40930932474
AllCCS[M+H]+133.032859911
AllCCS[M+H-H2O]+128.532859911
AllCCS[M+NH4]+137.232859911
AllCCS[M+Na]+138.432859911
AllCCS[M-H]-140.632859911
AllCCS[M+Na-2H]-141.032859911
AllCCS[M+HCOO]-141.532859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
1,2-Dihydro-1,1,6-trimethylnaphthaleneCC1=CC2=C(C=C1)C(C)(C)CC=C21774.6Standard polar33892256
1,2-Dihydro-1,1,6-trimethylnaphthaleneCC1=CC2=C(C=C1)C(C)(C)CC=C21337.2Standard non polar33892256
1,2-Dihydro-1,1,6-trimethylnaphthaleneCC1=CC2=C(C=C1)C(C)(C)CC=C21348.1Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 1,2-Dihydro-1,1,6-trimethylnaphthalene GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a59-0900000000-67eeac320b4e4ac54af92016-09-22Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 1,2-Dihydro-1,1,6-trimethylnaphthalene 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 - 1,2-Dihydro-1,1,6-trimethylnaphthalene 10V, Positive-QTOFsplash10-00di-0900000000-f86aa5ce6175c1838be42015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,2-Dihydro-1,1,6-trimethylnaphthalene 20V, Positive-QTOFsplash10-00di-1900000000-5915302a8f7fc1b77faa2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,2-Dihydro-1,1,6-trimethylnaphthalene 40V, Positive-QTOFsplash10-067i-7900000000-55efd4a444b145b084c52015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,2-Dihydro-1,1,6-trimethylnaphthalene 10V, Negative-QTOFsplash10-00di-0900000000-7b3cff0cd89bae4893cb2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,2-Dihydro-1,1,6-trimethylnaphthalene 20V, Negative-QTOFsplash10-00di-0900000000-7b3cff0cd89bae4893cb2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,2-Dihydro-1,1,6-trimethylnaphthalene 40V, Negative-QTOFsplash10-05fr-0900000000-92fb9615dd967599c0b42015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,2-Dihydro-1,1,6-trimethylnaphthalene 10V, Positive-QTOFsplash10-00di-0900000000-49b5e780d25922a8ac442021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,2-Dihydro-1,1,6-trimethylnaphthalene 20V, Positive-QTOFsplash10-00di-0900000000-a7c73ae55b5eaf7b19f72021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,2-Dihydro-1,1,6-trimethylnaphthalene 40V, Positive-QTOFsplash10-066u-4900000000-b0c33775c93cc9b12ab32021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,2-Dihydro-1,1,6-trimethylnaphthalene 10V, Negative-QTOFsplash10-00di-0900000000-931fce372207769999ec2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,2-Dihydro-1,1,6-trimethylnaphthalene 20V, Negative-QTOFsplash10-00di-0900000000-931fce372207769999ec2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,2-Dihydro-1,1,6-trimethylnaphthalene 40V, Negative-QTOFsplash10-0a4i-0900000000-d92a1777757f13ab332a2021-09-22Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, H2O, predicted)2022-08-23Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, H2O, predicted)2022-08-23Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, H2O, predicted)2022-08-23Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, H2O, predicted)2022-08-23Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, H2O, predicted)2022-08-23Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, H2O, predicted)2022-08-23Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, H2O, predicted)2022-08-23Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, H2O, predicted)2022-08-23Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, H2O, predicted)2022-08-23Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, H2O, predicted)2022-08-23Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, H2O, predicted)2022-08-23Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, predicted)2022-08-23Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, H2O, predicted)2022-08-23Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, predicted)2022-08-23Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, H2O, predicted)2022-08-23Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, predicted)2022-08-23Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, H2O, predicted)2022-08-23Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, H2O, predicted)2022-08-23Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, H2O, predicted)2022-08-23Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, H2O, predicted)2022-08-23Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Membrane
Biospecimen Locations
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothBreast cancer details
Associated Disorders and Diseases
Disease References
Perillyl alcohol administration for cancer treatment
  1. Silva CL, Passos M, Camara JS: Solid phase microextraction, mass spectrometry and metabolomic approaches for detection of potential urinary cancer biomarkers--a powerful strategy for breast cancer diagnosis. Talanta. 2012 Jan 30;89:360-8. doi: 10.1016/j.talanta.2011.12.041. Epub 2011 Dec 22. [PubMed:22284503 ]
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB020005
KNApSAcK IDC00055601
Chemspider ID108567
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound121677
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1513131
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.. .