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Showing NP-Card for 3,7,7-trimethylbicyclo[4.1.0]hept-2-ene (NP0304424)

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Record Information
Version2.0
Created at2022-09-10 19:30:32 UTC
Updated at2022-09-10 19:30:32 UTC
NP-MRD IDNP0304424
Secondary Accession NumbersNone
Natural Product Identification
Common Name3,7,7-trimethylbicyclo[4.1.0]hept-2-ene
Description2-Carene belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other. 2-Carene is possibly neutral. 3,7,7-trimethylbicyclo[4.1.0]hept-2-ene is found in Ageratum conyzoides, Alpinia conchigera, Aristolochia reticulata, Catharanthus roseus, Helichrysum italicum, Houttuynia cordata, Mangifera indica, Mentha spicata, Myrtillocactus geometrizans, Picea abies, Pistacia vera and Rhanterium epapposum. These are monoterpenes containing exactly 2 rings, which are fused to each other.
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0304424 (3,7,7-trimethylbicyclo[4.1.0]hept-2-ene)


  Mrv0541 03071314342D          

 10 11  0  0  0  0            999 V2000
    4.0487   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6605    1.0445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6605   -0.2195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3342    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6197    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6197   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3342    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9053    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9053    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1908    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  7  1  1  0  0  0  0
  7  4  1  0  0  0  0
  7  6  2  0  0  0  0
  8  5  1  0  0  0  0
  9  6  1  0  0  0  0
  9  8  1  0  0  0  0
 10  2  1  0  0  0  0
 10  3  1  0  0  0  0
 10  8  1  0  0  0  0
 10  9  1  0  0  0  0
M  END
Download

3D MOL for NP0304424 (3,7,7-trimethylbicyclo[4.1.0]hept-2-ene)

     RDKit          3D

 26 27  0  0  0  0  0  0  0  0999 V2000
    3.0904    0.1467   -0.8658 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8131    0.3660   -0.1867 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6902    0.7749   -0.7673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5233    0.9558    0.0311 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7607   -0.0930    1.1004 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4702   -0.8655    1.3265 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6408    0.1327    1.3009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5961   -0.0989   -0.0866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0018    0.4554    0.0547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4236   -1.0377   -1.2343 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3514   -0.9382   -0.8337 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9739    0.4642   -1.9212 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8666    0.7680   -0.3604 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7148    0.9643   -1.8384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8120    2.0009    0.2566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2198    0.3079    2.0523 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4949   -1.3164    2.3430 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6554   -1.6656    0.5765 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2919    1.1058    1.7046 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5350   -0.2657    1.7636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7387   -0.3989    0.0925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1354    0.9977    1.0102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2554    1.1035   -0.7923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4234   -2.1058   -0.9593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2291   -0.9001   -1.9819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4690   -0.8583   -1.7850 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  5  8  1  0
  8  9  1  0
  8 10  1  0
  7  2  1  0
  8  4  1  0
  1 11  1  0
  1 12  1  0
  1 13  1  0
  3 14  1  0
  4 15  1  1
  5 16  1  1
  6 17  1  0
  6 18  1  0
  7 19  1  0
  7 20  1  0
  9 21  1  0
  9 22  1  0
  9 23  1  0
 10 24  1  0
 10 25  1  0
 10 26  1  0
M  END
Download

3D SDF for NP0304424 (3,7,7-trimethylbicyclo[4.1.0]hept-2-ene)


  Mrv0541 03071314342D          

 10 11  0  0  0  0            999 V2000
    4.0487   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6605    1.0445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6605   -0.2195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3342    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6197    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6197   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3342    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9053    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9053    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1908    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  7  1  1  0  0  0  0
  7  4  1  0  0  0  0
  7  6  2  0  0  0  0
  8  5  1  0  0  0  0
  9  6  1  0  0  0  0
  9  8  1  0  0  0  0
 10  2  1  0  0  0  0
 10  3  1  0  0  0  0
 10  8  1  0  0  0  0
 10  9  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0304424

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=CC2C(CC1)C2(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C10H16/c1-7-4-5-8-9(6-7)10(8,2)3/h6,8-9H,4-5H2,1-3H3

> <INCHI_KEY>
IBVJWOMJGCHRRW-UHFFFAOYSA-N

> <FORMULA>
C10H16

> <MOLECULAR_WEIGHT>
136.234

> <EXACT_MASS>
136.125200512

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_AVERAGE_POLARIZABILITY>
17.31875681538286

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3,7,7-trimethylbicyclo[4.1.0]hept-2-ene

> <ALOGPS_LOGP>
3.26

> <JCHEM_LOGP>
2.801661446333333

> <ALOGPS_LOGS>
-2.95

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0

> <JCHEM_REFRACTIVITY>
44.722300000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.51e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,7,7-trimethylbicyclo[4.1.0]hept-2-ene

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for NP0304424 (3,7,7-trimethylbicyclo[4.1.0]hept-2-ene)

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PDB for NP0304424 (3,7,7-trimethylbicyclo[4.1.0]hept-2-ene)
HEADER    PROTEIN                                 07-MAR-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-MAR-13         0                                  
HETATM    1  C   UNK     0       7.558  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.233   1.950   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.233  -0.410   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.224   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.890   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.890  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.224   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.557   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.557   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.223   0.770   0.000  0.00  0.00           C+0
CONECT    1    7                                                            
CONECT    2   10                                                            
CONECT    3   10                                                            
CONECT    4    5    7                                                       
CONECT    5    4    8                                                       
CONECT    6    7    9                                                       
CONECT    7    1    4    6                                                  
CONECT    8    5    9   10                                                  
CONECT    9    6    8   10                                                  
CONECT   10    2    3    8    9                                             
MASTER        0    0    0    0    0    0    0    0   10    0   22    0
END

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3D PDB for NP0304424 (3,7,7-trimethylbicyclo[4.1.0]hept-2-ene)
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SMILES for NP0304424 (3,7,7-trimethylbicyclo[4.1.0]hept-2-ene)
CC1=CC2C(CC1)C2(C)C
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INCHI for NP0304424 (3,7,7-trimethylbicyclo[4.1.0]hept-2-ene)
InChI=1S/C10H16/c1-7-4-5-8-9(6-7)10(8,2)3/h6,8-9H,4-5H2,1-3H3
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View in JSmol
Synonyms
ValueSource
(+)-2-CareneHMDB
2-CareneMeSH
Chemical FormulaC10H16
Average Mass136.2340 Da
Monoisotopic Mass136.12520 Da
IUPAC Name3,7,7-trimethylbicyclo[4.1.0]hept-2-ene
Traditional Name3,7,7-trimethylbicyclo[4.1.0]hept-2-ene
CAS Registry NumberNot Available
SMILES
CC1=CC2C(CC1)C2(C)C
InChI Identifier
InChI=1S/C10H16/c1-7-4-5-8-9(6-7)10(8,2)3/h6,8-9H,4-5H2,1-3H3
InChI KeyIBVJWOMJGCHRRW-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
Ageratum conyzoidesLOTUS Database
Alpinia conchigeraLOTUS Database
Aristolochia reticulataLOTUS Database
Catharanthus roseusLOTUS Database
Helichrysum italicumLOTUS Database
Houttuynia cordataLOTUS Database
Mangifera indicaLOTUS Database
Mentha spicataLOTUS Database
Myrtillocactus geometrizansLOTUS Database
Picea abiesLOTUS Database
Pistacia veraLOTUS Database
Rhanterium epapposumLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassPrenol lipids  
Sub ClassMonoterpenoids  
Direct ParentBicyclic monoterpenoids  
Alternative Parents
Substituents
  • Carane monoterpenoid
    • 

  • Bicyclic monoterpenoid
    • 

  • Branched unsaturated hydrocarbon
    • 

  • Polycyclic hydrocarbon
    • 

  • Cyclic olefin
    • 

  • Unsaturated aliphatic hydrocarbon
    • 

  • Unsaturated hydrocarbon
    • 

  • Olefin
    • 

  • Hydrocarbon
    • 

  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic 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
logP3.26ALOGPS
logP2.8ChemAxon
logS-3ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity44.72 m³·mol⁻¹ChemAxon
Polarizability17.32 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0059884  
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 Link3-Carene  
METLIN IDNot Available
PubChem Compound79044  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]