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Showing NP-Card for 1-(1,3-Dimethyl-3-cyclohexen-1-yl)-ethanone (NP0045180)

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Record Information
Version2.0
Created at2022-03-10 18:59:20 UTC
Updated at2022-03-10 22:16:40 UTC
NP-MRD IDNP0045180
Secondary Accession NumbersNone
Natural Product Identification
Common Name1-(1,3-Dimethyl-3-cyclohexen-1-yl)-ethanone
Description1-(1,3-Dimethyl-3-cyclohexen-1-yl)ethanone belongs to the class of organic compounds known as ketones. These are organic compounds in which a carbonyl group is bonded to two carbon atoms R2C=O (neither R may be a hydrogen atom). Ketones that have one or more alpha-hydrogen atoms undergo keto-enol tautomerization, the tautomer being an enol. 1-(1,3-Dimethyl-3-cyclohexen-1-yl)ethanone has been identified in cannabis seed oil (0.89 - 2.75 µG/g) (PMID: 29783790 ), The essential oil from Turnera diffusa (damiana) (PMID: 28237475 ), Nepeta curviflora Boiss.(0.58% Relative to total oil constituents) (DOI: 10.1080/0972060X.2017.1407678) And the essential oil from Artemisia Judaica (wormwood) (0.35% Relative to total oil constituents) (DOI: 10.12692/Ijb/10.1.16-23).
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0045180 (1-(1,3-Dimethyl-3-cyclohexen-1-yl)-ethanone)


  Mrv1652303192001513D          

 11 11  0  0  0  0            999 V2000
    2.7372    1.3941    0.4954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5065    0.2180    1.4085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6772    0.3239   -1.4648 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9859   -1.8808   -0.2362 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9589   -0.9084    0.2570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4371   -1.4425   -0.2094 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5896    0.7818   -0.7512 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7812    0.3915    0.0157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2003    0.6453    0.8662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6489    0.0383   -0.3591 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5769    1.5031    1.4350 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  8  1  0  0  0  0
  2  9  1  0  0  0  0
  3 10  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  5  8  2  0  0  0  0
  6 10  1  0  0  0  0
  7  8  1  0  0  0  0
  7 10  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
M  END
Download

3D MOL for NP0045180 (1-(1,3-Dimethyl-3-cyclohexen-1-yl)-ethanone)

     RDKit          3D

 27 27  0  0  0  0  0  0  0  0999 V2000
   -1.5492    1.7179    0.8746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1066    0.3047    0.8617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0338   -0.2813    1.9120 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7587   -0.3923   -0.3873 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0068   -0.3895   -1.2549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2881   -1.8060   -0.2006 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7729   -1.8759    0.8440 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6268   -0.6657    0.7755 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4850    0.3376   -0.0663 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4155    1.4805   -0.0172 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3772    0.3461   -1.0874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6586    1.7507    0.8059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1641    2.2956    0.0126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2220    2.1786    1.8153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8815    0.3261   -2.0728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1592   -1.4104   -1.6886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9184   -0.1432   -0.6914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1450   -2.4889   -0.0006 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2059   -2.1571   -1.1597 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4207   -2.7849    0.6247 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3745   -2.0793    1.8628 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4498   -0.6329    1.5125 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1452    2.2668   -0.7523 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4537    1.1125   -0.1770 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3457    1.9235    1.0038 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7096   -0.2765   -1.9276 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1096    1.3433   -1.4215 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  4  2  1  1
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11  4  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  5 15  1  0
  5 16  1  0
  5 17  1  0
  6 18  1  0
  6 19  1  0
  7 20  1  0
  7 21  1  0
  8 22  1  0
 10 23  1  0
 10 24  1  0
 10 25  1  0
 11 26  1  0
 11 27  1  0
M  END
Download

3D SDF for NP0045180 (1-(1,3-Dimethyl-3-cyclohexen-1-yl)-ethanone)


  Mrv1652303192001513D          

 11 11  0  0  0  0            999 V2000
    2.7372    1.3941    0.4954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5065    0.2180    1.4085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6772    0.3239   -1.4648 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9859   -1.8808   -0.2362 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9589   -0.9084    0.2570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4371   -1.4425   -0.2094 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5896    0.7818   -0.7512 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7812    0.3915    0.0157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2003    0.6453    0.8662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6489    0.0383   -0.3591 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5769    1.5031    1.4350 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  8  1  0  0  0  0
  2  9  1  0  0  0  0
  3 10  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  5  8  2  0  0  0  0
  6 10  1  0  0  0  0
  7  8  1  0  0  0  0
  7 10  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0045180

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)[C@]1(C)CCC=C(C)C1

> <INCHI_IDENTIFIER>
InChI=1S/C10H16O/c1-8-5-4-6-10(3,7-8)9(2)11/h5H,4,6-7H2,1-3H3/t10-/m1/s1

> <INCHI_KEY>
NGMHFVSDLMVOLY-SNVBAGLBSA-N

> <FORMULA>
C10H16O

> <MOLECULAR_WEIGHT>
152.237

> <EXACT_MASS>
152.120115135

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
27

> <JCHEM_AVERAGE_POLARIZABILITY>
17.95720987426329

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-[(1R)-1,3-dimethylcyclohex-3-en-1-yl]ethan-1-one

> <ALOGPS_LOGP>
2.40

> <JCHEM_LOGP>
2.6572359430000008

> <ALOGPS_LOGS>
-2.19

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.29521858617561

> <JCHEM_PKA_STRONGEST_BASIC>
-7.411947815782014

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
47.296600000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.91e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-[(1R)-1,3-dimethylcyclohex-3-en-1-yl]ethanone

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for NP0045180 (1-(1,3-Dimethyl-3-cyclohexen-1-yl)-ethanone)

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PDB for NP0045180 (1-(1,3-Dimethyl-3-cyclohexen-1-yl)-ethanone)
HEADER    PROTEIN                                 19-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-MAR-20         0                                  
HETATM    1  C   UNK     0       2.737   1.394   0.495  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.506   0.218   1.409  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.677   0.324  -1.465  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.986  -1.881  -0.236  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.959  -0.908   0.257  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.437  -1.442  -0.209  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.590   0.782  -0.751  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.781   0.392   0.016  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.200   0.645   0.866  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.649   0.038  -0.359  0.00  0.00           C+0
HETATM   11  O   UNK     0      -0.577   1.503   1.435  0.00  0.00           O+0
CONECT    1    8                                                            
CONECT    2    9                                                            
CONECT    3   10                                                            
CONECT    4    5    6                                                       
CONECT    5    4    8                                                       
CONECT    6    4   10                                                       
CONECT    7    8   10                                                       
CONECT    8    1    5    7                                                  
CONECT    9    2   10   11                                                  
CONECT   10    3    6    7    9                                             
CONECT   11    9                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   22    0
END

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3D PDB for NP0045180 (1-(1,3-Dimethyl-3-cyclohexen-1-yl)-ethanone)
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SMILES for NP0045180 (1-(1,3-Dimethyl-3-cyclohexen-1-yl)-ethanone)
CC(=O)[C@]1(C)CCC=C(C)C1
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INCHI for NP0045180 (1-(1,3-Dimethyl-3-cyclohexen-1-yl)-ethanone)
InChI=1S/C10H16O/c1-8-5-4-6-10(3,7-8)9(2)11/h5H,4,6-7H2,1-3H3/t10-/m1/s1
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SynonymsNot Available
Chemical FormulaC10H16O
Average Mass152.2370 Da
Monoisotopic Mass152.12012 Da
IUPAC Name1-[(1R)-1,3-dimethylcyclohex-3-en-1-yl]ethan-1-one
Traditional Name1-[(1R)-1,3-dimethylcyclohex-3-en-1-yl]ethanone
CAS Registry NumberNot Available
SMILES
CC(=O)[C@]1(C)CCC=C(C)C1
InChI Identifier
InChI=1S/C10H16O/c1-8-5-4-6-10(3,7-8)9(2)11/h5H,4,6-7H2,1-3H3/t10-/m1/s1
InChI KeyNGMHFVSDLMVOLY-SNVBAGLBSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Cannabis sativaNULL
      Not Available
Chemical Taxonomy
ClassificationNot classified
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
logP2.4ALOGPS
logP2.66ChemAxon
logS-2.2ALOGPS
pKa (Strongest Acidic)19.3ChemAxon
pKa (Strongest Basic)-7.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity47.3 m³·mol⁻¹ChemAxon
Polarizability17.96 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
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 CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References