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Showing NP-Card for 2,2,6-trimethylcyclohexane-1,4-dione (NP0200204)

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Record Information
Version2.0
Created at2022-09-04 18:59:49 UTC
Updated at2022-09-04 18:59:49 UTC
NP-MRD IDNP0200204
Secondary Accession NumbersNone
Natural Product Identification
Common Name2,2,6-trimethylcyclohexane-1,4-dione
DescriptionXi-2,2,6-Trimethyl-1,4-cyclohexanedione 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. Xi-2,2,6-Trimethyl-1,4-cyclohexanedione is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, xi-2,2,6-Trimethyl-1,4-cyclohexanedione has been detected, but not quantified in, herbs and spices. 2,2,6-trimethylcyclohexane-1,4-dione is found in Vitis vinifera. This could make XI-2,2,6-trimethyl-1,4-cyclohexanedione a potential biomarker for the consumption of these foods.
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0200204 (2,2,6-trimethylcyclohexane-1,4-dione)


  Mrv0541 05061310352D          

 11 11  0  0  0  0            999 V2000
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1842    1.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2448    1.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0  0  0  0
  6  4  1  0  0  0  0
  7  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  2  1  0  0  0  0
  9  3  1  0  0  0  0
  9  5  1  0  0  0  0
  9  8  1  0  0  0  0
 10  7  2  0  0  0  0
 11  8  2  0  0  0  0
M  END
Download

3D MOL for NP0200204 (2,2,6-trimethylcyclohexane-1,4-dione)

     RDKit          3D

 25 25  0  0  0  0  0  0  0  0999 V2000
    2.7162   -0.7904   -0.1693 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3894   -0.3665    0.4072 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4259    1.1240    0.6365 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1112    1.7687    0.5664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0229    2.8436    1.1682 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0661    1.2608   -0.1513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0955   -0.2382   -0.2606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0012   -0.6408   -1.4135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6246   -0.7790    1.0513 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2911   -0.6785   -0.5261 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5400   -1.3083   -1.5270 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4063   -1.0774    0.6396 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6021   -1.6209   -0.9224 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1914    0.0648   -0.7014 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2726   -0.8546    1.3958 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0799    1.5934   -0.1249 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9174    1.3603    1.6265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0676    1.7263   -1.1715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9922    1.5886    0.3562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4353   -0.9619   -2.2995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7116    0.1837   -1.6149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6352   -1.5164   -1.1098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3056   -1.8152    1.2376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2613   -0.0954    1.8586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7241   -0.7705    1.0483 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  7 10  1  0
 10 11  2  0
 10  2  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  2 15  1  1
  3 16  1  0
  3 17  1  0
  6 18  1  0
  6 19  1  0
  8 20  1  0
  8 21  1  0
  8 22  1  0
  9 23  1  0
  9 24  1  0
  9 25  1  0
M  END
Download

3D SDF for NP0200204 (2,2,6-trimethylcyclohexane-1,4-dione)


  Mrv0541 05061310352D          

 11 11  0  0  0  0            999 V2000
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1842    1.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2448    1.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0  0  0  0
  6  4  1  0  0  0  0
  7  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  2  1  0  0  0  0
  9  3  1  0  0  0  0
  9  5  1  0  0  0  0
  9  8  1  0  0  0  0
 10  7  2  0  0  0  0
 11  8  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0200204

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1CC(=O)CC(C)(C)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C9H14O2/c1-6-4-7(10)5-9(2,3)8(6)11/h6H,4-5H2,1-3H3

> <INCHI_KEY>
HVHHZSFNAYSPSA-UHFFFAOYSA-N

> <FORMULA>
C9H14O2

> <MOLECULAR_WEIGHT>
154.2063

> <EXACT_MASS>
154.099379692

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
16.938896154473145

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2,2,6-trimethylcyclohexane-1,4-dione

> <ALOGPS_LOGP>
1.52

> <JCHEM_LOGP>
1.9509633980000003

> <ALOGPS_LOGS>
-1.24

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.710190995200104

> <JCHEM_PKA_STRONGEST_BASIC>
-7.150388916274602

> <JCHEM_POLAR_SURFACE_AREA>
34.14

> <JCHEM_REFRACTIVITY>
42.53880000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.91e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,2,6-trimethylcyclohexane-1,4-dione

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for NP0200204 (2,2,6-trimethylcyclohexane-1,4-dione)

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PDB for NP0200204 (2,2,6-trimethylcyclohexane-1,4-dione)
HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.344   3.490   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.324   3.490   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
CONECT    1    6                                                            
CONECT    2    9                                                            
CONECT    3    9                                                            
CONECT    4    6    7                                                       
CONECT    5    7    9                                                       
CONECT    6    1    4    8                                                  
CONECT    7    4    5   10                                                  
CONECT    8    6    9   11                                                  
CONECT    9    2    3    5    8                                             
CONECT   10    7                                                            
CONECT   11    8                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   22    0
END

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3D PDB for NP0200204 (2,2,6-trimethylcyclohexane-1,4-dione)
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SMILES for NP0200204 (2,2,6-trimethylcyclohexane-1,4-dione)
CC1CC(=O)CC(C)(C)C1=O
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INCHI for NP0200204 (2,2,6-trimethylcyclohexane-1,4-dione)
InChI=1S/C9H14O2/c1-6-4-7(10)5-9(2,3)8(6)11/h6H,4-5H2,1-3H3
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View in JSmol
SynonymsNot Available
Chemical FormulaC9H14O2
Average Mass154.2063 Da
Monoisotopic Mass154.09938 Da
IUPAC Name2,2,6-trimethylcyclohexane-1,4-dione
Traditional Name2,2,6-trimethylcyclohexane-1,4-dione
CAS Registry NumberNot Available
SMILES
CC1CC(=O)CC(C)(C)C1=O
InChI Identifier
InChI=1S/C9H14O2/c1-6-4-7(10)5-9(2,3)8(6)11/h6H,4-5H2,1-3H3
InChI KeyHVHHZSFNAYSPSA-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Vitis viniferaLOTUS Database
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 homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP1.52ALOGPS
logP1.95ChemAxon
logS-1.2ALOGPS
pKa (Strongest Acidic)17.71ChemAxon
pKa (Strongest Basic)-7.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area34.14 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity42.54 m³·mol⁻¹ChemAxon
Polarizability16.94 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0038697  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB018102  
KNApSAcK IDNot Available
Chemspider ID28029  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound30181  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]