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Showing NP-Card for 5-(hydroxymethyl)-6,6-dimethylbicyclo[2.2.1]heptan-2-ol (NP0328571)

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Record Information
Version2.0
Created at2022-09-12 12:09:45 UTC
Updated at2022-09-12 12:09:45 UTC
NP-MRD IDNP0328571
Secondary Accession NumbersNone
Natural Product Identification
Common Name5-(hydroxymethyl)-6,6-dimethylbicyclo[2.2.1]heptan-2-ol
Description5-(Hydroxymethyl)-6,6-dimethylbicyclo[2.2.1]Heptan-2-ol belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other. 5-(hydroxymethyl)-6,6-dimethylbicyclo[2.2.1]heptan-2-ol is found in Ageratina adenophora. 5-(Hydroxymethyl)-6,6-dimethylbicyclo[2.2.1]Heptan-2-ol is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0328571 (5-(hydroxymethyl)-6,6-dimethylbicyclo[2.2.1]heptan-2-ol)


  Mrv1533004241503422D          

 12 13  0  0  0  0            999 V2000
   -0.6489    0.3985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1635    0.5418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1186    1.3170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1635   -0.2832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5510   -0.6957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2654   -0.2832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8780   -0.6957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5925   -0.2832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5925    0.5418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3069    0.9543    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8780    0.9543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6717    0.1293    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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
  2 11  1  0  0  0  0
 11 12  1  0  0  0  0
  7 12  1  0  0  0  0
M  END
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3D MOL for NP0328571 (5-(hydroxymethyl)-6,6-dimethylbicyclo[2.2.1]heptan-2-ol)

     RDKit          3D

 30 31  0  0  0  0  0  0  0  0999 V2000
   -0.7622   -1.4768    1.2150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5595   -0.6167   -0.0066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7766   -0.8376   -0.8668 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6599   -0.9829   -0.7998 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8264    0.3166   -1.6211 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9262    1.2307   -0.3881 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1055    0.6170    0.3075 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9366   -0.8629   -0.0066 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0064   -1.6648    1.0898 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3129    0.8015    0.3610 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4225    1.7498    0.0601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6004    1.4067    0.7297 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8112   -1.3045    1.5463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1090   -1.2287    2.0510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7104   -2.5359    0.8938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0393    0.0440   -1.4889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6973   -1.0103   -0.2308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7017   -1.7570   -1.4834 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5828   -1.8590   -1.4220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0462    0.5299   -2.2252 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7886    0.2807   -2.1692 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9941    2.2723   -0.6265 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0225    1.0402   -0.1182 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9983    0.8011    1.3979 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7703   -1.1237   -0.6990 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3688   -1.1841    1.8711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1266    0.8453    1.4643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1161    2.7401    0.5147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5757    1.9672   -1.0069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6187    1.8014    1.6568 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2 10  1  0
 10 11  1  0
 11 12  1  0
 10  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8  4  1  0
  4  5  1  0
  4  2  1  0
  5  6  1  0
  1 13  1  0
  1 14  1  0
  1 15  1  0
  3 16  1  0
  3 17  1  0
  3 18  1  0
 10 27  1  1
 11 28  1  0
 11 29  1  0
 12 30  1  0
  6 22  1  6
  7 23  1  0
  7 24  1  0
  8 25  1  6
  9 26  1  0
  4 19  1  6
  5 20  1  0
  5 21  1  0
M  END
Download

3D SDF for NP0328571 (5-(hydroxymethyl)-6,6-dimethylbicyclo[2.2.1]heptan-2-ol)


  Mrv1533004241503422D          

 12 13  0  0  0  0            999 V2000
   -0.6489    0.3985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1635    0.5418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1186    1.3170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1635   -0.2832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5510   -0.6957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2654   -0.2832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8780   -0.6957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5925   -0.2832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5925    0.5418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3069    0.9543    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8780    0.9543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6717    0.1293    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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
  2 11  1  0  0  0  0
 11 12  1  0  0  0  0
  7 12  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0328571

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1(C)C(CO)C2CC(O)C1C2

> <INCHI_IDENTIFIER>
InChI=1S/C10H18O2/c1-10(2)7-3-6(4-9(7)12)8(10)5-11/h6-9,11-12H,3-5H2,1-2H3

> <INCHI_KEY>
AQVNARNOWAOMFF-UHFFFAOYSA-N

> <FORMULA>
C10H18O2

> <MOLECULAR_WEIGHT>
170.252

> <EXACT_MASS>
170.13067982

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
19.36411935315178

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-(hydroxymethyl)-6,6-dimethylbicyclo[2.2.1]heptan-2-ol

> <ALOGPS_LOGP>
1.27

> <JCHEM_LOGP>
0.5397512439999999

> <ALOGPS_LOGS>
-0.80

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.988454626854267

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.48534260465618

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8494587693859817

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
47.3165

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.67e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-(hydroxymethyl)-6,6-dimethylbicyclo[2.2.1]heptan-2-ol

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for NP0328571 (5-(hydroxymethyl)-6,6-dimethylbicyclo[2.2.1]heptan-2-ol)

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PDB for NP0328571 (5-(hydroxymethyl)-6,6-dimethylbicyclo[2.2.1]heptan-2-ol)
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      -1.211   0.744   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.305   1.011   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.221   2.458   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.305  -0.529   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.028  -1.299   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -2.362  -0.529   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       1.639  -1.299   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.973  -0.529   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.973   1.011   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       4.306   1.781   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       1.639   1.781   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.254   0.241   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4   11                                             
CONECT    3    2                                                            
CONECT    4    2    5    7                                                  
CONECT    5    4    6                                                       
CONECT    6    5                                                            
CONECT    7    4    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9    2   12                                                  
CONECT   12   11    7                                                       
MASTER        0    0    0    0    0    0    0    0   12    0   26    0
END

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3D PDB for NP0328571 (5-(hydroxymethyl)-6,6-dimethylbicyclo[2.2.1]heptan-2-ol)
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SMILES for NP0328571 (5-(hydroxymethyl)-6,6-dimethylbicyclo[2.2.1]heptan-2-ol)
CC1(C)C(CO)C2CC(O)C1C2
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INCHI for NP0328571 (5-(hydroxymethyl)-6,6-dimethylbicyclo[2.2.1]heptan-2-ol)
InChI=1S/C10H18O2/c1-10(2)7-3-6(4-9(7)12)8(10)5-11/h6-9,11-12H,3-5H2,1-2H3
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SynonymsNot Available
Chemical FormulaC10H18O2
Average Mass170.2520 Da
Monoisotopic Mass170.13068 Da
IUPAC Name5-(hydroxymethyl)-6,6-dimethylbicyclo[2.2.1]heptan-2-ol
Traditional Name5-(hydroxymethyl)-6,6-dimethylbicyclo[2.2.1]heptan-2-ol
CAS Registry NumberNot Available
SMILES
CC1(C)C(CO)C2CC(O)C1C2
InChI Identifier
InChI=1S/C10H18O2/c1-10(2)7-3-6(4-9(7)12)8(10)5-11/h6-9,11-12H,3-5H2,1-2H3
InChI KeyAQVNARNOWAOMFF-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
Ageratina adenophoraLOTUS 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
    • 

  • Cyclic alcohol
    • 

  • Secondary alcohol
    • 

  • 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
logP1.27ALOGPS
logP0.54ChemAxon
logS-0.8ALOGPS
pKa (Strongest Acidic)18.49ChemAxon
pKa (Strongest Basic)-0.85ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area40.46 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity47.32 m³·mol⁻¹ChemAxon
Polarizability19.36 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
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 Compound130149605  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]