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Showing NP-Card for 6-methyl-3-methylidene-3a,4,5,7a-tetrahydro-2h-1-benzofuran (NP0294401)

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Record Information
Version2.0
Created at2022-09-10 02:55:34 UTC
Updated at2022-09-10 02:55:34 UTC
NP-MRD IDNP0294401
Secondary Accession NumbersNone
Natural Product Identification
Common Name6-methyl-3-methylidene-3a,4,5,7a-tetrahydro-2h-1-benzofuran
Description6-Methyl-3-methylidene-2,3,3a,4,5,7a-hexahydro-1-benzofuran belongs to the class of organic compounds known as benzofurans. These are organic compounds containing a benzene ring fused to a furan. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom. 6-methyl-3-methylidene-3a,4,5,7a-tetrahydro-2h-1-benzofuran is found in Rhododendron groenlandicum. 6-Methyl-3-methylidene-2,3,3a,4,5,7a-hexahydro-1-benzofuran is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Thumb
MOL3D MOLSDFPDBSMILESInChI

MOL for NP0294401 (6-methyl-3-methylidene-3a,4,5,7a-tetrahydro-2h-1-benzofuran)


  Mrv1533004191516562D          

 11 12  0  0  0  0            999 V2000
    2.7845    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    0.8555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    2.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984    2.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  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
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  4  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  2 11  1  0  0  0  0
M  END
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3D MOL for NP0294401 (6-methyl-3-methylidene-3a,4,5,7a-tetrahydro-2h-1-benzofuran)

     RDKit          3D

 25 26  0  0  0  0  0  0  0  0999 V2000
   -2.8122   -0.4402   -1.2133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1243   -0.1960   -0.1439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5247    0.5077    1.0815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3328    0.6767    1.8354 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3434    0.7026    0.8641 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0152    0.5007    1.3265 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9079    0.2031    0.3657 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3384   -0.0328    0.6757 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3527    0.1323   -1.0152 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1159   -0.7350   -1.1103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7250   -0.5832    0.1000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8574   -0.0949   -1.2729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4610   -0.9681   -2.0931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9659    1.4993    0.9187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1863   -0.1797    1.6678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4483    1.5680    0.1955 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3329    0.5742    2.3590 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8164    0.8330    1.1863 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8757   -0.1683   -0.2768 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3974   -0.9521    1.2897 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0303    1.1607   -1.3472 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1385   -0.2606   -1.7068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3866   -0.5201   -2.0596 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4932   -1.7986   -1.1297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6463   -1.4285    0.8159 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  1  0
  7  6  2  0
  6  5  1  0
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  2  3
  2 11  1  0
 11 10  1  0
 10  9  1  0
  9  7  1  0
 11  5  1  0
  8 18  1  0
  8 19  1  0
  8 20  1  0
  6 17  1  0
  5 16  1  6
  3 14  1  0
  3 15  1  0
  1 12  1  0
  1 13  1  0
 11 25  1  1
 10 23  1  0
 10 24  1  0
  9 21  1  0
  9 22  1  0
M  END
Download

3D SDF for NP0294401 (6-methyl-3-methylidene-3a,4,5,7a-tetrahydro-2h-1-benzofuran)


  Mrv1533004191516562D          

 11 12  0  0  0  0            999 V2000
    2.7845    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    0.8555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    2.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984    2.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  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
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  4  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  2 11  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0294401

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=CC2OCC(=C)C2CC1

> <INCHI_IDENTIFIER>
InChI=1S/C10H14O/c1-7-3-4-9-8(2)6-11-10(9)5-7/h5,9-10H,2-4,6H2,1H3

> <INCHI_KEY>
FQRAKZWEBJPGTM-UHFFFAOYSA-N

> <FORMULA>
C10H14O

> <MOLECULAR_WEIGHT>
150.221

> <EXACT_MASS>
150.104465071

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
25

> <JCHEM_AVERAGE_POLARIZABILITY>
17.237854814847438

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
6-methyl-3-methylidene-2,3,3a,4,5,7a-hexahydro-1-benzofuran

> <ALOGPS_LOGP>
2.45

> <JCHEM_LOGP>
1.947887730333333

> <ALOGPS_LOGS>
-1.94

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.205436597545697

> <JCHEM_POLAR_SURFACE_AREA>
9.23

> <JCHEM_REFRACTIVITY>
46.1834

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.74e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-methyl-3-methylidene-3a,4,5,7a-tetrahydro-2H-1-benzofuran

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for NP0294401 (6-methyl-3-methylidene-3a,4,5,7a-tetrahydro-2h-1-benzofuran)

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PDB for NP0294401 (6-methyl-3-methylidene-3a,4,5,7a-tetrahydro-2h-1-benzofuran)
HEADER    PROTEIN                                 19-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-15         0                                  
HETATM    1  C   UNK     0       5.198   1.303   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.864   2.073   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.530   1.303   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.197   2.073   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -0.268   1.597   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -1.173   2.843   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.268   4.089   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.744   5.553   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.197   3.613   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.530   4.383   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.864   3.613   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   11                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7    4   10                                                  
CONECT   10    9   11                                                       
CONECT   11   10    2                                                       
MASTER        0    0    0    0    0    0    0    0   11    0   24    0
END

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3D PDB for NP0294401 (6-methyl-3-methylidene-3a,4,5,7a-tetrahydro-2h-1-benzofuran)
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SMILES for NP0294401 (6-methyl-3-methylidene-3a,4,5,7a-tetrahydro-2h-1-benzofuran)
CC1=CC2OCC(=C)C2CC1
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INCHI for NP0294401 (6-methyl-3-methylidene-3a,4,5,7a-tetrahydro-2h-1-benzofuran)
InChI=1S/C10H14O/c1-7-3-4-9-8(2)6-11-10(9)5-7/h5,9-10H,2-4,6H2,1H3
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View in JSmol
SynonymsNot Available
Chemical FormulaC10H14O
Average Mass150.2210 Da
Monoisotopic Mass150.10447 Da
IUPAC Name6-methyl-3-methylidene-2,3,3a,4,5,7a-hexahydro-1-benzofuran
Traditional Name6-methyl-3-methylidene-3a,4,5,7a-tetrahydro-2H-1-benzofuran
CAS Registry NumberNot Available
SMILES
CC1=CC2OCC(=C)C2CC1
InChI Identifier
InChI=1S/C10H14O/c1-7-3-4-9-8(2)6-11-10(9)5-7/h5,9-10H,2-4,6H2,1H3
InChI KeyFQRAKZWEBJPGTM-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
Rhododendron groenlandicumLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as benzofurans. These are organic compounds containing a benzene ring fused to a furan. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom.
KingdomOrganic compounds  
Super ClassOrganoheterocyclic compounds  
ClassBenzofurans  
Sub ClassNot Available
Direct ParentBenzofurans  
Alternative Parents
Substituents
  • Benzofuran
    • 

  • Oxolane
    • 

  • Oxacycle
    • 

  • Ether
    • 

  • Dialkyl ether
    • 

  • Organic oxygen compound
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic heteropolycyclic 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
logP2.45ALOGPS
logP1.95ChemAxon
logS-1.9ALOGPS
pKa (Strongest Basic)-4.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area9.23 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity46.18 m³·mol⁻¹ChemAxon
Polarizability17.24 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 LinkNot Available
METLIN IDNot Available
PubChem Compound22216621  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]