Showing NP-Card for camphane (NP0266562)

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Record Information
Version2.0
Created at2022-09-08 10:56:42 UTC
Updated at2022-09-08 10:56:42 UTC
NP-MRD IDNP0266562
Secondary Accession NumbersNone
Natural Product Identification
Common Namecamphane
DescriptionBornane, also known as camphane, belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other. Thus, bornane is considered to be an isoprenoid lipid molecule. camphane is found in Artemisia adamsii, Artemisia halophila, Artemisia rubripes and Ferula sinaica. Bornane is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0266562 (camphane)

  Mrv1533004241509582D          

 10 11  0  0  0  0            999 V2000
    1.1665    1.8367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0875    0.9834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3514    0.6633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2955   -0.3065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1329   -0.6660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8357   -0.2340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8131    0.5907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3164    0.1644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6738   -0.5955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4586    0.1974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  2  7  1  0  0  0  0
  5  8  1  0  0  0  0
  2  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
M  END
Download

3D MOL for NP0266562 (camphane)

     RDKit          3D

 28 29  0  0  0  0  0  0  0  0999 V2000
    0.7188   -0.3948   -1.8759 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6337   -0.2015   -0.4164 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9688    0.0750    0.1807 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0425   -1.4199    0.3104 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3818   -1.3655   -0.1787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6872    0.1061   -0.4571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4398    0.7729    0.0243 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2343    2.1599   -0.3915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3821    0.5539    1.5400 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0622   -0.8971    1.7190 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0975   -1.4427   -2.0648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2113   -0.2639   -2.4379 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5220    0.2630   -2.2925 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6940    0.4500   -0.5988 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9849    0.7851    1.0036 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4126   -0.8987    0.5349 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5706   -2.3302    0.1298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5617   -1.9908   -1.0680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0335   -1.6932    0.6579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5234    0.4624    0.2125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9392    0.2888   -1.5021 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1094    2.1922   -1.4440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1830    2.7175   -0.3507 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4881    2.6542    0.2890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4346    0.5971    1.9175 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2882    1.2556    2.0336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6439   -1.4722    2.3398 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0626   -0.9631    2.1853 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  1
  7  9  1  0
  9 10  1  0
  7  2  1  0
 10  4  1  0
  1 11  1  0
  1 12  1  0
  1 13  1  0
  3 14  1  0
  3 15  1  0
  3 16  1  0
  4 17  1  1
  5 18  1  0
  5 19  1  0
  6 20  1  0
  6 21  1  0
  8 22  1  0
  8 23  1  0
  8 24  1  0
  9 25  1  0
  9 26  1  0
 10 27  1  0
 10 28  1  0
M  END
Download

3D SDF for NP0266562 (camphane)

  Mrv1533004241509582D          

 10 11  0  0  0  0            999 V2000
    1.1665    1.8367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0875    0.9834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3514    0.6633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2955   -0.3065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1329   -0.6660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8357   -0.2340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8131    0.5907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3164    0.1644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6738   -0.5955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4586    0.1974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  2  7  1  0  0  0  0
  5  8  1  0  0  0  0
  2  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0266562

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1(C)C2CCC1(C)CC2

> <INCHI_IDENTIFIER>
InChI=1S/C10H18/c1-9(2)8-4-6-10(9,3)7-5-8/h8H,4-7H2,1-3H3

> <INCHI_KEY>
BEWYHVAWEKZDPP-UHFFFAOYSA-N

> <FORMULA>
C10H18

> <MOLECULAR_WEIGHT>
138.254

> <EXACT_MASS>
138.14085058

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
28

> <JCHEM_AVERAGE_POLARIZABILITY>
17.59496057030853

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1,7,7-trimethylbicyclo[2.2.1]heptane

> <ALOGPS_LOGP>
4.55

> <JCHEM_LOGP>
3.2202689513333334

> <ALOGPS_LOGS>
-4.50

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0.0

> <JCHEM_REFRACTIVITY>
43.7988

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.37e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
camphane

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for NP0266562 (camphane)

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PDB for NP0266562 (camphane)
HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0       2.177   3.429   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.030   1.836   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.656   1.238   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.552  -0.572   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.115  -1.243   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.427  -0.437   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.384   1.103   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.457   0.307   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.258  -1.112   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.856   0.369   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7    8                                             
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    8                                                  
CONECT    6    5    7                                                       
CONECT    7    6    2                                                       
CONECT    8    5    2    9   10                                             
CONECT    9    8                                                            
CONECT   10    8                                                            
MASTER        0    0    0    0    0    0    0    0   10    0   22    0
END

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3D PDB for NP0266562 (camphane)
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SMILES for NP0266562 (camphane)
CC1(C)C2CCC1(C)CC2
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INCHI for NP0266562 (camphane)
InChI=1S/C10H18/c1-9(2)8-4-6-10(9,3)7-5-8/h8H,4-7H2,1-3H3
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Synonyms
ValueSource
BornylaneChEBI
CamphaneChEBI
Chemical FormulaC10H18
Average Mass138.2540 Da
Monoisotopic Mass138.14085 Da
IUPAC Name1,7,7-trimethylbicyclo[2.2.1]heptane
Traditional Namecamphane
CAS Registry NumberNot Available
SMILES
CC1(C)C2CCC1(C)CC2
InChI Identifier
InChI=1S/C10H18/c1-9(2)8-4-6-10(9,3)7-5-8/h8H,4-7H2,1-3H3
InChI KeyBEWYHVAWEKZDPP-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Artemisia adamsiiLOTUS Database
Artemisia halophilaLOTUS Database
Artemisia rubripesLOTUS Database
Ferula sinaicaLOTUS 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
  • Bicyclic monoterpenoid
    • 

  • Bornane monoterpenoid
    • 

  • Polycyclic hydrocarbon
    • 

  • Saturated hydrocarbon
    • 

  • 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
logP4.55ALOGPS
logP3.22ChemAxon
logS-4.5ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity43.8 m³·mol⁻¹ChemAxon
Polarizability17.59 ųChemAxon
Number of Rings2ChemAxon
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 LinkBornane  
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI ID35783  
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]