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Showing NP-Card for (3r)-6,6-dimethyl-2-methylidenebicyclo[3.1.1]heptan-3-ol (NP0147735)

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Record Information
Version2.0
Created at2022-09-02 03:23:53 UTC
Updated at2022-09-02 03:23:53 UTC
NP-MRD IDNP0147735
Secondary Accession NumbersNone
Natural Product Identification
Common Name(3r)-6,6-dimethyl-2-methylidenebicyclo[3.1.1]heptan-3-ol
DescriptionBmse000561 belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other. (3r)-6,6-dimethyl-2-methylidenebicyclo[3.1.1]heptan-3-ol is found in Achillea abrotanoides, Actinodium cunninghamii, Aframomum angustifolium, Aframomum melegueta, Ageratum conyzoides, Aloysia citrodora, Alpinia chinensis, Alpinia latilabris, Alpinia zerumbet, Amomum krervanh, Artemisia annua, Artemisia herba-alba, Artemisia sericea, Aster scaber, Bellis perennis, Calyptranthes spruceana, Carapichea ipecacuanha, Chamaemelum fuscatum, Chamaemelum nobile, Citrus aurantiifolia, Cryptomeria japonica, Curcuma pierreana, Echinophora tournefortii, Elsholtzia pilosa, Eucalyptus bridgesiana, Eucalyptus camaldulensis, Eucalyptus dealbata, Eucalyptus globulus, Eucalyptus nitens, Eucalyptus paniculata, Geum heterocarpum, Gutierrezia sarothrae, Hamamelis virginiana, Juniperus jaliscana, Kunzea salina, Lavandula angustifolia, Lavandula latifolia, Lavandula stoechas, Micromeria cristata, Mikania cordifolia, Myrtus communis, Nepeta racemosa, Pityophthorus pityographus, Salvia officinalis, Tanacetum vulgare, Teucrium polium, Thymus broussonetii, Thymus longicaulis, Vitex agnus-castus, Xylopia aethiopica and Xylopia aromatica. Based on a literature review very few articles have been published on bmse000561.
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0147735 ((3r)-6,6-dimethyl-2-methylidenebicyclo[3.1.1]heptan-3-ol)


  Mrv1652309022205232D          

 11 12  0  0  1  0            999 V2000
    2.1165   -0.4815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6957    0.2282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8708    0.2186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7654    1.0144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8542    1.6474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6791    1.6570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0999    0.9474    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9248    0.9569    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4500    0.9282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2829    1.3071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2739    0.5325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  7  8  1  1  0  0  0
  5  9  1  0  0  0  0
  3  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
M  END
Download

3D MOL for NP0147735 ((3r)-6,6-dimethyl-2-methylidenebicyclo[3.1.1]heptan-3-ol)

     RDKit          3D

 27 28  0  0  0  0  0  0  0  0999 V2000
    1.2017   -2.2184    0.8624 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9112   -1.0479    0.3649 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2834   -0.3201    0.8258 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1608    1.1406    1.0167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0562    1.2711   -0.4976 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0896    0.7401   -1.2943 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7765   -0.4393   -0.6659 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0343   -0.0819   -0.1288 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1204    0.2028   -0.3235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4089    0.7847    0.1907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3211   -0.7199   -1.4655 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0775   -2.7442    0.5197 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5918   -2.6934    1.6172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8261   -0.7223    1.6778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6379    1.6822    1.5408 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1849    1.2696    1.3503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4230    2.2579   -0.7776 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6644    0.3725   -2.2682 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8133    1.5414   -1.5539 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0236   -1.2245   -1.4402 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1250    0.8855   -0.0093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7002    0.3381    1.1737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3151    1.8784    0.3764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2512    0.6793   -0.5346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3122   -0.1117   -2.4123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3575   -1.1443   -1.3915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6415   -1.5763   -1.5022 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  9  1  0
  9 11  1  0
  9  5  1  0
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  2  3
  2  7  1  0
  7  8  1  0
  7  6  1  0
  3  9  1  0
  6  5  1  0
 10 22  1  0
 10 23  1  0
 10 24  1  0
 11 25  1  0
 11 26  1  0
 11 27  1  0
  5 17  1  1
  4 15  1  0
  4 16  1  0
  3 14  1  1
  1 12  1  0
  1 13  1  0
  7 20  1  6
  8 21  1  0
  6 18  1  0
  6 19  1  0
M  END
Download

3D SDF for NP0147735 ((3r)-6,6-dimethyl-2-methylidenebicyclo[3.1.1]heptan-3-ol)


  Mrv1652309022205232D          

 11 12  0  0  1  0            999 V2000
    2.1165   -0.4815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6957    0.2282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8708    0.2186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7654    1.0144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8542    1.6474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6791    1.6570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0999    0.9474    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9248    0.9569    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4500    0.9282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2829    1.3071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2739    0.5325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  7  8  1  1  0  0  0
  5  9  1  0  0  0  0
  3  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0147735

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1(C)C2CC1C(=C)[C@H](O)C2

> <INCHI_IDENTIFIER>
InChI=1S/C10H16O/c1-6-8-4-7(5-9(6)11)10(8,2)3/h7-9,11H,1,4-5H2,2-3H3/t7?,8?,9-/m1/s1

> <INCHI_KEY>
LCYXQUJDODZYIJ-AMDVSUOASA-N

> <FORMULA>
C10H16O

> <MOLECULAR_WEIGHT>
152.237

> <EXACT_MASS>
152.120115135

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
27

> <JCHEM_AVERAGE_POLARIZABILITY>
17.870811023567704

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3R)-6,6-dimethyl-2-methylidenebicyclo[3.1.1]heptan-3-ol

> <ALOGPS_LOGP>
2.24

> <JCHEM_LOGP>
1.628784049666666

> <ALOGPS_LOGS>
-1.94

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.937417626307106

> <JCHEM_PKA_STRONGEST_BASIC>
-1.5139735302532715

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
45.165299999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.76e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3R)-6,6-dimethyl-2-methylidenebicyclo[3.1.1]heptan-3-ol

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for NP0147735 ((3r)-6,6-dimethyl-2-methylidenebicyclo[3.1.1]heptan-3-ol)

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PDB for NP0147735 ((3r)-6,6-dimethyl-2-methylidenebicyclo[3.1.1]heptan-3-ol)
HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0       3.951  -0.899   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.165   0.426   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.625   0.408   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.429   1.894   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.594   3.075   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.134   3.093   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.920   1.768   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       5.460   1.786   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       0.840   1.733   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.528   2.440   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.511   0.994   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4    9                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    9                                                  
CONECT    6    5    7                                                       
CONECT    7    6    2    8                                                  
CONECT    8    7                                                            
CONECT    9    5    3   10   11                                             
CONECT   10    9                                                            
CONECT   11    9                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   24    0
END

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3D PDB for NP0147735 ((3r)-6,6-dimethyl-2-methylidenebicyclo[3.1.1]heptan-3-ol)
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SMILES for NP0147735 ((3r)-6,6-dimethyl-2-methylidenebicyclo[3.1.1]heptan-3-ol)
CC1(C)C2CC1C(=C)[C@H](O)C2
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INCHI for NP0147735 ((3r)-6,6-dimethyl-2-methylidenebicyclo[3.1.1]heptan-3-ol)
InChI=1S/C10H16O/c1-6-8-4-7(5-9(6)11)10(8,2)3/h7-9,11H,1,4-5H2,2-3H3/t7?,8?,9-/m1/s1
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View in JSmol
SynonymsNot Available
Chemical FormulaC10H16O
Average Mass152.2370 Da
Monoisotopic Mass152.12012 Da
IUPAC Name(3R)-6,6-dimethyl-2-methylidenebicyclo[3.1.1]heptan-3-ol
Traditional Name(3R)-6,6-dimethyl-2-methylidenebicyclo[3.1.1]heptan-3-ol
CAS Registry NumberNot Available
SMILES
CC1(C)C2CC1C(=C)[C@H](O)C2
InChI Identifier
InChI=1S/C10H16O/c1-6-8-4-7(5-9(6)11)10(8,2)3/h7-9,11H,1,4-5H2,2-3H3/t7?,8?,9-/m1/s1
InChI KeyLCYXQUJDODZYIJ-AMDVSUOASA-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
Achillea abrotanoidesLOTUS Database
Actinodium cunninghamiiLOTUS Database
Aframomum angustifoliumLOTUS Database
Aframomum meleguetaLOTUS Database
Ageratum conyzoidesLOTUS Database
Aloysia citrodoraLOTUS Database
Alpinia chinensisLOTUS Database
Alpinia latilabrisLOTUS Database
Alpinia zerumbetLOTUS Database
Amomum krervanhLOTUS Database
Artemisia annuaLOTUS Database
Artemisia herba-albaLOTUS Database
Artemisia sericeaLOTUS Database
Aster scaberLOTUS Database
Bellis perennisLOTUS Database
Calyptranthes spruceanaLOTUS Database
Cephaelis ipecacuanhaLOTUS Database
Chamaemelum fuscatumLOTUS Database
Chamaemelum nobileLOTUS Database
Citrus aurantiifoliaLOTUS Database
Cryptomeria japonicaLOTUS Database
Curcuma pierreanaLOTUS Database
Echinophora tournefortiiLOTUS Database
Elsholtzia pilosaLOTUS Database
Eucalyptus bridgesianaLOTUS Database
Eucalyptus camaldulensisLOTUS Database
Eucalyptus dealbataLOTUS Database
Eucalyptus globulusLOTUS Database
Eucalyptus nitensLOTUS Database
Eucalyptus paniculataLOTUS Database
Geum heterocarpumLOTUS Database
Gutierrezia sarothraeLOTUS Database
Hamamelis virginianaLOTUS Database
Juniperus jaliscanaLOTUS Database
Kunzea salinaLOTUS Database
Lavandula angustifoliaLOTUS Database
Lavandula latifoliaLOTUS Database
Lavandula stoechasLOTUS Database
Micromeria cristataLOTUS Database
Mikania cordifoliaLOTUS Database
Myrtus communisLOTUS Database
Nepeta racemosaLOTUS Database
Pityophthorus pityographusLOTUS Database
Salvia officinalisLOTUS Database
Tanacetum vulgareLOTUS Database
Teucrium poliumLOTUS Database
Thymus broussonetiiLOTUS Database
Thymus longicaulisLOTUS Database
Vitex agnus-castusLOTUS Database
Xylopia aethiopicaLOTUS Database
Xylopia aromaticaLOTUS 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
  • Pinane monoterpenoid
    • 

  • Bicyclic monoterpenoid
    • 

  • Cyclic alcohol
    • 

  • Secondary alcohol
    • 

  • Organic oxygen compound
    • 

  • Hydrocarbon derivative
    • 

  • 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
logP2.24ALOGPS
logP1.63ChemAxon
logS-1.9ALOGPS
pKa (Strongest Acidic)17.94ChemAxon
pKa (Strongest Basic)-1.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity45.17 m³·mol⁻¹ChemAxon
Polarizability17.87 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 ID21169747  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound12314318  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]