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Showing NP-Card for 2-acetyl-4,6,6-trimethylcyclohex-4-ene-1,3-dione (NP0250956)

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Record Information
Version2.0
Created at2022-09-07 13:58:35 UTC
Updated at2022-09-07 13:58:35 UTC
NP-MRD IDNP0250956
Secondary Accession NumbersNone
Natural Product Identification
Common Name2-acetyl-4,6,6-trimethylcyclohex-4-ene-1,3-dione
DescriptionSCHEMBL1573300 belongs to the class of organic compounds known as m-benzoquinones. These are benzoquinones where the two C=O groups are attached at the 1- and 3-position, respectively. 2-acetyl-4,6,6-trimethylcyclohex-4-ene-1,3-dione is found in Backhousia angustifolia. SCHEMBL1573300 is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0250956 (2-acetyl-4,6,6-trimethylcyclohex-4-ene-1,3-dione)


  Mrv1533004171511322D          

 14 14  0  0  0  0            999 V2000
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   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
    1.4289    0.0000    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
    0.7145   -1.2375    0.0000 O   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
    0.0000    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
    0.1842    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
    1.4289    0.8250    0.0000 C   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
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
  9 12  1  0  0  0  0
  4 12  1  0  0  0  0
 12 13  2  0  0  0  0
  7 14  1  0  0  0  0
M  END
Download

3D MOL for NP0250956 (2-acetyl-4,6,6-trimethylcyclohex-4-ene-1,3-dione)

     RDKit          3D

 28 28  0  0  0  0  0  0  0  0999 V2000
    3.5661   -0.2593    0.1395 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2982   -0.5404    0.8556 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3355   -0.6179    2.0658 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0603   -0.7115    0.0726 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8418    0.5669   -0.6790 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6904    0.9699   -1.5073 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3536    1.3751   -0.4727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2815    2.8319   -0.7950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4670    0.8291   -0.0134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4662   -0.6198    0.2846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6132   -1.4344   -0.9840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6034   -0.9699    1.1975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1365   -0.9126    0.9321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0480   -1.2867    2.0757 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7825    0.8436    0.1046 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5775   -0.7040   -0.8754 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3909   -0.7287    0.7018 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1076   -1.5775   -0.6199 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7009    3.2625   -0.4699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0519    3.3583   -0.2212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3623    2.9334   -1.8829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3338    1.4577    0.1275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2861   -2.4657   -0.7504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6537   -1.3758   -1.3312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9593   -1.0526   -1.7947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6490   -0.3223    2.1011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5400   -0.8183    0.6470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5460   -2.0309    1.5059 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 10 13  1  0
 13 14  2  0
 13  4  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  4 18  1  6
  8 19  1  0
  8 20  1  0
  8 21  1  0
  9 22  1  0
 11 23  1  0
 11 24  1  0
 11 25  1  0
 12 26  1  0
 12 27  1  0
 12 28  1  0
M  END
Download

3D SDF for NP0250956 (2-acetyl-4,6,6-trimethylcyclohex-4-ene-1,3-dione)


  Mrv1533004171511322D          

 14 14  0  0  0  0            999 V2000
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   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
    1.4289    0.0000    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
    0.7145   -1.2375    0.0000 O   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
    0.0000    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
    0.1842    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
    1.4289    0.8250    0.0000 C   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
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
  9 12  1  0  0  0  0
  4 12  1  0  0  0  0
 12 13  2  0  0  0  0
  7 14  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0250956

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)C1C(=O)C(C)=CC(C)(C)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C11H14O3/c1-6-5-11(3,4)10(14)8(7(2)12)9(6)13/h5,8H,1-4H3

> <INCHI_KEY>
JQUIHZWJQUUCHZ-UHFFFAOYSA-N

> <FORMULA>
C11H14O3

> <MOLECULAR_WEIGHT>
194.23

> <EXACT_MASS>
194.094294311

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
28

> <JCHEM_AVERAGE_POLARIZABILITY>
20.334414266106656

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-acetyl-4,6,6-trimethylcyclohex-4-ene-1,3-dione

> <ALOGPS_LOGP>
1.62

> <JCHEM_LOGP>
2.3775898626666665

> <ALOGPS_LOGS>
-1.96

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.2096299830665584

> <JCHEM_PKA_STRONGEST_BASIC>
-5.677093165996919

> <JCHEM_POLAR_SURFACE_AREA>
51.21

> <JCHEM_REFRACTIVITY>
53.3093

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.12e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-acetyl-4,6,6-trimethylcyclohex-4-ene-1,3-dione

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for NP0250956 (2-acetyl-4,6,6-trimethylcyclohex-4-ene-1,3-dione)

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PDB for NP0250956 (2-acetyl-4,6,6-trimethylcyclohex-4-ene-1,3-dione)
HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       4.001  -2.310   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   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  C   UNK     0       0.344   3.490   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.324   3.490   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   12                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   14                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11   12                                             
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    9    4   13                                                  
CONECT   13   12                                                            
CONECT   14    7                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END

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3D PDB for NP0250956 (2-acetyl-4,6,6-trimethylcyclohex-4-ene-1,3-dione)
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SMILES for NP0250956 (2-acetyl-4,6,6-trimethylcyclohex-4-ene-1,3-dione)
CC(=O)C1C(=O)C(C)=CC(C)(C)C1=O
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INCHI for NP0250956 (2-acetyl-4,6,6-trimethylcyclohex-4-ene-1,3-dione)
InChI=1S/C11H14O3/c1-6-5-11(3,4)10(14)8(7(2)12)9(6)13/h5,8H,1-4H3
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View in JSmol
SynonymsNot Available
Chemical FormulaC11H14O3
Average Mass194.2300 Da
Monoisotopic Mass194.09429 Da
IUPAC Name2-acetyl-4,6,6-trimethylcyclohex-4-ene-1,3-dione
Traditional Name2-acetyl-4,6,6-trimethylcyclohex-4-ene-1,3-dione
CAS Registry NumberNot Available
SMILES
CC(=O)C1C(=O)C(C)=CC(C)(C)C1=O
InChI Identifier
InChI=1S/C11H14O3/c1-6-5-11(3,4)10(14)8(7(2)12)9(6)13/h5,8H,1-4H3
InChI KeyJQUIHZWJQUUCHZ-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
Backhousia angustifoliaLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as m-benzoquinones. These are benzoquinones where the two C=O groups are attached at the 1- and 3-position, respectively.
KingdomOrganic compounds  
Super ClassOrganic oxygen compounds  
ClassOrganooxygen compounds  
Sub ClassCarbonyl compounds  
Direct ParentM-benzoquinones  
Alternative Parents
Substituents
  • M-benzoquinone
    • 

  • Cyclohexenone
    • 

  • 1,3-diketone
    • 

  • 1,3-dicarbonyl compound
    • 

  • 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
logP1.62ALOGPS
logP2.38ChemAxon
logS-2ALOGPS
pKa (Strongest Acidic)4.21ChemAxon
pKa (Strongest Basic)-5.7ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area51.21 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity53.31 m³·mol⁻¹ChemAxon
Polarizability20.33 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound14283284  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]