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Showing NP-Card for 1-2-Cyclohexanedione (NP0138377)

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Record Information
Version1.0
Created at2022-05-31 17:56:59 UTC
Updated at2022-05-31 17:56:59 UTC
NP-MRD IDNP0138377
Secondary Accession NumbersNone
Natural Product Identification
Common Name1-2-Cyclohexanedione
Description1,2-Cyclohexanedione, also known as cyclohexan-1,2-dione or 1,2-dioxocyclohexane, 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. 1,2-Cyclohexanedione is an extremely weak basic (essentially neutral) compound (based on its pKa). 1,2-Cyclohexanedione exists in all living organisms, ranging from bacteria to humans. 1,2-Cyclohexanedione is a sweet, acorn, and brothy tasting compound. Outside of the human body,. It was first documented in 1997 (PMID: 9261119). A cyclohexanedione carrying oxo substituents at positions 1 and 2.
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0138377 (1-2-Cyclohexanedione)

Structure #1
  Mrv1652305052017392D          

  8  8  0  0  0  0            999 V2000
    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
    1.4289    0.8250    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
    0.7145    1.2375    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    2.0625    0.0000 O   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
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  2  4  1  0  0  0  0
  3  5  1  0  0  0  0
  4  6  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  6  8  2  0  0  0  0
M  END
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3D MOL for NP0138377 (1-2-Cyclohexanedione)

     RDKit          3D

 16 16  0  0  0  0  0  0  0  0999 V2000
   -1.4287    2.3983    0.0622 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7359    1.3782   -0.0977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3838    0.0840   -0.3839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7281   -0.9214    0.5404 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7306   -1.0545    0.2756 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3756    0.0875   -0.4434 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7144    1.3503   -0.0238 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3754    2.3429    0.3743 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4752    0.0993   -0.2335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1701   -0.2737   -1.4236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9439   -0.5496    1.5855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2719   -1.9052    0.4923 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2417   -1.1379    1.2797 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9037   -1.9904   -0.3041 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3321   -0.0114   -1.5484 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4641    0.1036   -0.1514 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  2  1  0
  3  9  1  0
  3 10  1  0
  4 11  1  0
  4 12  1  0
  5 13  1  0
  5 14  1  0
  6 15  1  0
  6 16  1  0
M  END
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3D SDF for NP0138377 (1-2-Cyclohexanedione)

Structure #1
  Mrv1652305052017392D          

  8  8  0  0  0  0            999 V2000
    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
    1.4289    0.8250    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
    0.7145    1.2375    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    2.0625    0.0000 O   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
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  2  4  1  0  0  0  0
  3  5  1  0  0  0  0
  4  6  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  6  8  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0138377

> <DATABASE_NAME>
NP-MRD

> <SMILES>
O=C1CCCCC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C6H8O2/c7-5-3-1-2-4-6(5)8/h1-4H2

> <INCHI_KEY>
OILAIQUEIWYQPH-UHFFFAOYSA-N

> <FORMULA>
C6H8O2

> <MOLECULAR_WEIGHT>
112.1265

> <EXACT_MASS>
112.0524295

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
16

> <JCHEM_AVERAGE_POLARIZABILITY>
11.312061860100677

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
cyclohexane-1,2-dione

> <ALOGPS_LOGP>
0.77

> <JCHEM_LOGP>
1.3328452673333333

> <ALOGPS_LOGS>
-0.45

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.904318323634

> <JCHEM_PKA_STRONGEST_BASIC>
-8.483711638317036

> <JCHEM_POLAR_SURFACE_AREA>
34.14

> <JCHEM_REFRACTIVITY>
28.9924

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.99e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,2-cyclohexanedione

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for NP0138377 (1-2-Cyclohexanedione)

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PDB for NP0138377 (1-2-Cyclohexanedione)
HEADER    PROTEIN                                 05-MAY-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Structure #1                                      
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-MAY-20         0                                  
HETATM    1  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    6    7                                                  
CONECT    6    4    5    8                                                  
CONECT    7    5                                                            
CONECT    8    6                                                            
MASTER        0    0    0    0    0    0    0    0    8    0   16    0
END

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3D PDB for NP0138377 (1-2-Cyclohexanedione)
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SMILES for NP0138377 (1-2-Cyclohexanedione)
O=C1CCCCC1=O
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INCHI for NP0138377 (1-2-Cyclohexanedione)
InChI=1S/C6H8O2/c7-5-3-1-2-4-6(5)8/h1-4H2
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Synonyms
ValueSource
1,2-CyclohexadioneChEBI
1,2-DioxocyclohexaneChEBI
Cyclohexan-1,2-dioneChEBI
1,2-CYCLOHEXANEDIONE,ketone formHMDB
2-Hydroxy-2-cyclohexen-1-oneHMDB
Cyclohexane-1,2-dioneHMDB
CyclohexanecarbonitrileHMDB
1,2-CyclohexanedioneChEBI
Chemical FormulaC6H8O2
Average Mass112.1265 Da
Monoisotopic Mass112.05243 Da
IUPAC Namecyclohexane-1,2-dione
Traditional Name1,2-cyclohexanedione
CAS Registry Number765-87-7
SMILES
O=C1CCCCC1=O
InChI Identifier
InChI=1S/C6H8O2/c7-5-3-1-2-4-6(5)8/h1-4H2
InChI KeyOILAIQUEIWYQPH-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 OriginNot Available
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 Descriptors
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
logP0.77ALOGPS
logP1.33ChemAxon
logS-0.45ALOGPS
pKa (Strongest Acidic)16.9ChemAxon
pKa (Strongest Basic)-8.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area34.14 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity28.99 m³·mol⁻¹ChemAxon
Polarizability11.31 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0031344  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB003408  
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDC06105  
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia Link1,2-Cyclohexanedione  
METLIN IDNot Available
PubChem Compound13006  
PDB IDNot Available
ChEBI ID41674  
Good Scents IDNot Available
References
General References
  1. Saino T, Daiho T, Kanazawa T: Modification of arginine-198 in sarcoplasmic reticulum Ca2+-ATPase by 1,2-cyclohexanedione causes inhibition of formation of the phosphoenzyme intermediate from inorganic phosphate. J Biol Chem. 1997 Aug 22;272(34):21142-50. doi: 10.1074/jbc.272.34.21142. [PubMed:9261119  ]