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Showing NP-Card for {2,3-dimethyltricyclo[2.2.1.0²,⁶]heptan-3-yl}methanol (NP0196410)

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Record Information
Version2.0
Created at2022-09-04 14:29:50 UTC
Updated at2022-09-04 14:29:50 UTC
NP-MRD IDNP0196410
Secondary Accession NumbersNone
Natural Product Identification
Common Name{2,3-dimethyltricyclo[2.2.1.0²,⁶]heptan-3-yl}methanol
DescriptionTeresantalol belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other. Teresantalol is an extremely weak basic (essentially neutral) compound (based on its pKa). {2,3-dimethyltricyclo[2.2.1.0²,⁶]heptan-3-yl}methanol is found in Ocotea longifolia and Santalum album. Teresantalol is a flavouring ingredient.
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0196410 ({2,3-dimethyltricyclo[2.2.1.0²,⁶]heptan-3-yl}methanol)


  Mrv0541 02241217502D          

 11 13  0  0  0  0            999 V2000
    0.1257    0.6910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5444   -0.3557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0836   -1.0263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7121   -0.7748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9635    0.3140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7121    0.0213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4660   -0.2302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2513    1.0263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0836    0.2723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7959    0.6910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4660    0.2723    0.0000 O   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  9  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  9  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
M  END
Download

3D MOL for NP0196410 ({2,3-dimethyltricyclo[2.2.1.0²,⁶]heptan-3-yl}methanol)

     RDKit          3D

 27 29  0  0  0  0  0  0  0  0999 V2000
   -0.9324    1.9140   -0.6842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7367    0.5516   -0.1553 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6858   -0.5624   -0.3569 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8115   -1.8230   -0.4644 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2818   -1.4144    0.4957 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5758   -1.0290    1.6960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4764   -0.0041    0.9987 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6407   -0.0506   -0.0100 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3891    0.7284    1.0498 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4188   -0.0742   -1.2947 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6014    1.1981   -1.7987 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9924    2.2027   -0.5553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5864    2.0179   -1.7220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3364    2.6261   -0.0582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6079   -0.4989   -0.9130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4975   -1.9526   -1.4950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3682   -2.6933   -0.0500 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0557   -2.1062    0.6755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1427   -1.9330    1.9715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0094   -0.6089    2.5184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2265    0.5310    1.5635 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8915    1.5824    0.5483 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6377    1.1586    1.7353 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0931    0.0443    1.5472 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9921   -0.7026   -2.0747 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4230   -0.5090   -1.0505 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5615    1.4069   -1.9044 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  2  7  1  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  3  1  0
  5  8  1  0
  8  9  1  1
  8 10  1  0
 10 11  1  0
  3  2  1  0
  8  2  1  0
  3  7  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  7 21  1  1
  6 19  1  0
  6 20  1  0
  5 18  1  1
  4 16  1  0
  4 17  1  0
  3 15  1  6
  9 22  1  0
  9 23  1  0
  9 24  1  0
 10 25  1  0
 10 26  1  0
 11 27  1  0
M  END
Download

3D SDF for NP0196410 ({2,3-dimethyltricyclo[2.2.1.0²,⁶]heptan-3-yl}methanol)


  Mrv0541 02241217502D          

 11 13  0  0  0  0            999 V2000
    0.1257    0.6910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5444   -0.3557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0836   -1.0263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7121   -0.7748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9635    0.3140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7121    0.0213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4660   -0.2302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2513    1.0263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0836    0.2723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7959    0.6910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4660    0.2723    0.0000 O   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  9  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  9  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0196410

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC12C3CC(CC13)C2(C)CO

> <INCHI_IDENTIFIER>
InChI=1S/C10H16O/c1-9(5-11)6-3-7-8(4-6)10(7,9)2/h6-8,11H,3-5H2,1-2H3

> <INCHI_KEY>
ZWUWJJHLJNLVDD-UHFFFAOYSA-N

> <FORMULA>
C10H16O

> <MOLECULAR_WEIGHT>
152.2334

> <EXACT_MASS>
152.120115134

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
17.901571013956442

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{2,3-dimethyltricyclo[2.2.1.0²,⁶]heptan-3-yl}methanol

> <ALOGPS_LOGP>
2.03

> <JCHEM_LOGP>
1.1606727546666662

> <ALOGPS_LOGS>
-2.28

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.89704381501985

> <JCHEM_PKA_STRONGEST_BASIC>
-1.0942330353103173

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
43.6665

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.07e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
{2,3-dimethyltricyclo[2.2.1.0²,⁶]heptan-3-yl}methanol

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for NP0196410 ({2,3-dimethyltricyclo[2.2.1.0²,⁶]heptan-3-yl}methanol)

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PDB for NP0196410 ({2,3-dimethyltricyclo[2.2.1.0²,⁶]heptan-3-yl}methanol)
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       0.235   1.290   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.016  -0.664   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.156  -1.916   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.329  -1.446   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.799   0.586   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.329   0.040   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.737  -0.430   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.469   1.916   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.156   0.508   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.486   1.290   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       2.737   0.508   0.000  0.00  0.00           O+0
CONECT    1    2    5                                                       
CONECT    2    1    3    9                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    1    4    6                                                  
CONECT    6    4    5    7    9                                             
CONECT    7    6                                                            
CONECT    8    9                                                            
CONECT    9    2    6    8   10                                             
CONECT   10    9   11                                                       
CONECT   11   10                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   26    0
END

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3D PDB for NP0196410 ({2,3-dimethyltricyclo[2.2.1.0²,⁶]heptan-3-yl}methanol)
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SMILES for NP0196410 ({2,3-dimethyltricyclo[2.2.1.0²,⁶]heptan-3-yl}methanol)
CC12C3CC(CC13)C2(C)CO
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INCHI for NP0196410 ({2,3-dimethyltricyclo[2.2.1.0²,⁶]heptan-3-yl}methanol)
InChI=1S/C10H16O/c1-9(5-11)6-3-7-8(4-6)10(7,9)2/h6-8,11H,3-5H2,1-2H3
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View in JSmol
Synonyms
ValueSource
2,3-Dimethyl-tricyclo[2.2.1.0(2,6)]heptane-3-methanolHMDB
2,3-Dimethyltricyclo[2.2.1.02,6]heptane-3-methanol, 9ciHMDB
Chemical FormulaC10H16O
Average Mass152.2334 Da
Monoisotopic Mass152.12012 Da
IUPAC Name{2,3-dimethyltricyclo[2.2.1.0²,⁶]heptan-3-yl}methanol
Traditional Name{2,3-dimethyltricyclo[2.2.1.0²,⁶]heptan-3-yl}methanol
CAS Registry NumberNot Available
SMILES
CC12C3CC(CC13)C2(C)CO
InChI Identifier
InChI=1S/C10H16O/c1-9(5-11)6-3-7-8(4-6)10(7,9)2/h6-8,11H,3-5H2,1-2H3
InChI KeyZWUWJJHLJNLVDD-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
Ocotea longifoliaLOTUS Database
Santalum albumLOTUS 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
  • Bornane monoterpenoid
    • 

  • Organic oxygen compound
    • 

  • Hydrocarbon derivative
    • 

  • Primary alcohol
    • 

  • Organooxygen compound
    • 

  • Alcohol
    • 

  • 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
logP2.03ALOGPS
logP1.16ChemAxon
logS-2.3ALOGPS
pKa (Strongest Acidic)18.9ChemAxon
pKa (Strongest Basic)-1.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity43.67 m³·mol⁻¹ChemAxon
Polarizability17.9 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0035280  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB013942  
KNApSAcK IDC00011064  
Chemspider ID502617  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound578221  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]