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Showing NP-Card for 5,6-dimethylbicyclo[2.2.1]hept-5-en-2-ol (NP0159551)

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Record Information
Version2.0
Created at2022-09-02 17:19:33 UTC
Updated at2022-09-02 17:19:33 UTC
NP-MRD IDNP0159551
Secondary Accession NumbersNone
Natural Product Identification
Common Name5,6-dimethylbicyclo[2.2.1]hept-5-en-2-ol
DescriptionExo-5,6-Dimethylbicyclo[2.2.1]Hept-5-en-2-ol, also known as exo-form, belongs to the class of organic compounds known as cyclic alcohols and derivatives. These are organic compounds containing an aliphatic ring substituted with at least one hydroxyl group. Exo-5,6-Dimethylbicyclohept-5-en-2-ol is a constituent of the oil of East Indian sandalwood (Santalum album). 5,6-dimethylbicyclo[2.2.1]hept-5-en-2-ol is found in Santalum album. Exo-5,6-Dimethylbicyclo[2.2.1]Hept-5-en-2-ol is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0159551 (5,6-dimethylbicyclo[2.2.1]hept-5-en-2-ol)


  Mrv0541 02241211402D          

 10 11  0  0  0  0            999 V2000
   -0.2582   -0.3313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3317   -0.7736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5528   -0.9954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9216   -0.1102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2582    0.4055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5528    0.5531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9216   -0.1837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7333   -0.3313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7333   -0.0367    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2903    0.9954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  5  1  0  0  0  0
  2  3  1  0  0  0  0
  2  7  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  9  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6 10  1  0  0  0  0
  7  8  1  0  0  0  0
M  END
Download

3D MOL for NP0159551 (5,6-dimethylbicyclo[2.2.1]hept-5-en-2-ol)

     RDKit          3D

 24 25  0  0  0  0  0  0  0  0999 V2000
    1.8594   -1.5902    0.5389 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7648   -0.7316    0.0202 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7232    0.6072   -0.0877 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8077    1.4790    0.4218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5504    1.0172   -0.7784 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7071   -0.2257   -1.6814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5510   -1.2013   -0.5020 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6082   -0.6768    0.4290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7447    0.7994    0.0944 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8496    1.6136    1.1684 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1002   -2.4251   -0.1794 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7842   -0.9735    0.6329 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5513   -2.0321    1.5106 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3323    2.4277    0.7485 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2739    1.0208    1.3218 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5325    1.6312   -0.3998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4926    1.9338   -1.3181 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1260   -0.2854   -2.3768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7054   -0.2802   -2.1208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6084   -2.2268   -0.7723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5572   -1.2066    0.3874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2054   -0.8129    1.4736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6494    0.8828   -0.5690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6260    1.2557    2.0383 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
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  7  2  1  0
  9  5  1  0
  1 11  1  0
  1 12  1  0
  1 13  1  0
  4 14  1  0
  4 15  1  0
  4 16  1  0
  5 17  1  6
  6 18  1  0
  6 19  1  0
  7 20  1  6
  8 21  1  0
  8 22  1  0
  9 23  1  6
 10 24  1  0
M  END
Download

3D SDF for NP0159551 (5,6-dimethylbicyclo[2.2.1]hept-5-en-2-ol)


  Mrv0541 02241211402D          

 10 11  0  0  0  0            999 V2000
   -0.2582   -0.3313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3317   -0.7736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5528   -0.9954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9216   -0.1102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2582    0.4055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5528    0.5531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9216   -0.1837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7333   -0.3313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7333   -0.0367    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2903    0.9954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  5  1  0  0  0  0
  2  3  1  0  0  0  0
  2  7  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  9  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6 10  1  0  0  0  0
  7  8  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0159551

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=C(C)C2CC1CC2O

> <INCHI_IDENTIFIER>
InChI=1S/C9H14O/c1-5-6(2)8-3-7(5)4-9(8)10/h7-10H,3-4H2,1-2H3

> <INCHI_KEY>
BRMSNMZILBBMIX-UHFFFAOYSA-N

> <FORMULA>
C9H14O

> <MOLECULAR_WEIGHT>
138.2069

> <EXACT_MASS>
138.10446507

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
16.28480507310042

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5,6-dimethylbicyclo[2.2.1]hept-5-en-2-ol

> <ALOGPS_LOGP>
1.32

> <JCHEM_LOGP>
1.1491917046666664

> <ALOGPS_LOGS>
-1.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.606594521072378

> <JCHEM_PKA_STRONGEST_BASIC>
-1.2212755564829418

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
41.5731

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.16e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5,6-dimethylbicyclo[2.2.1]hept-5-en-2-ol

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for NP0159551 (5,6-dimethylbicyclo[2.2.1]hept-5-en-2-ol)

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PDB for NP0159551 (5,6-dimethylbicyclo[2.2.1]hept-5-en-2-ol)
HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -0.482  -0.618   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.619  -1.444   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.032  -1.858   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.720  -0.206   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.482   0.757   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.032   1.032   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.720  -0.343   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.235  -0.618   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -3.235  -0.069   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       2.409   1.858   0.000  0.00  0.00           C+0
CONECT    1    2    5                                                       
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    1    4    6                                                  
CONECT    6    5    7   10                                                  
CONECT    7    2    6    8                                                  
CONECT    8    7                                                            
CONECT    9    4                                                            
CONECT   10    6                                                            
MASTER        0    0    0    0    0    0    0    0   10    0   22    0
END

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3D PDB for NP0159551 (5,6-dimethylbicyclo[2.2.1]hept-5-en-2-ol)
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SMILES for NP0159551 (5,6-dimethylbicyclo[2.2.1]hept-5-en-2-ol)
CC1=C(C)C2CC1CC2O
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INCHI for NP0159551 (5,6-dimethylbicyclo[2.2.1]hept-5-en-2-ol)
InChI=1S/C9H14O/c1-5-6(2)8-3-7(5)4-9(8)10/h7-10H,3-4H2,1-2H3
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View in JSmol
Synonyms
ValueSource
5,6-Dimethylbicyclo[2.2.1]hept-5-en-2-ol, 9ciHMDB
exo-FormHMDB
Chemical FormulaC9H14O
Average Mass138.2069 Da
Monoisotopic Mass138.10447 Da
IUPAC Name5,6-dimethylbicyclo[2.2.1]hept-5-en-2-ol
Traditional Name5,6-dimethylbicyclo[2.2.1]hept-5-en-2-ol
CAS Registry NumberNot Available
SMILES
CC1=C(C)C2CC1CC2O
InChI Identifier
InChI=1S/C9H14O/c1-5-6(2)8-3-7(5)4-9(8)10/h7-10H,3-4H2,1-2H3
InChI KeyBRMSNMZILBBMIX-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
Santalum albumLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as cyclic alcohols and derivatives. These are organic compounds containing an aliphatic ring substituted with at least one hydroxyl group.
KingdomOrganic compounds  
Super ClassOrganic oxygen compounds  
ClassOrganooxygen compounds  
Sub ClassAlcohols and polyols  
Direct ParentCyclic alcohols and derivatives  
Alternative Parents
Substituents
  • Cyclic alcohol
    • 

  • Secondary alcohol
    • 

  • Hydrocarbon derivative
    • 

  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic 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
logP1.32ALOGPS
logP1.15ChemAxon
logS-1.1ALOGPS
pKa (Strongest Acidic)18.61ChemAxon
pKa (Strongest Basic)-1.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity41.57 m³·mol⁻¹ChemAxon
Polarizability16.28 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0036091  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB014931  
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound101407815  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]