Np mrd loader

Showing NP-Card for 5-ethenyl-4,6-dimethoxy-1-benzofuran (NP0290593)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2022-09-09 21:21:01 UTC
Updated at2022-09-09 21:21:01 UTC
NP-MRD IDNP0290593
Secondary Accession NumbersNone
Natural Product Identification
Common Name5-ethenyl-4,6-dimethoxy-1-benzofuran
Description5-Ethenyl-4,6-dimethoxy-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. 5-ethenyl-4,6-dimethoxy-1-benzofuran is found in Dorstenia barnimiana. 5-Ethenyl-4,6-dimethoxy-1-benzofuran is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Thumb
MOL3D MOLSDFPDBSMILESInChI

MOL for NP0290593 (5-ethenyl-4,6-dimethoxy-1-benzofuran)


  Mrv1533004241500232D          

 15 16  0  0  0  0            999 V2000
    3.4990    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    0.6979    0.0000 O   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
    0.6411    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
    1.3556    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    3.5854    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
    2.7845    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    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  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  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
  8  9  1  0  0  0  0
  5  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 10 13  1  0  0  0  0
  3 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
M  END
Download

3D MOL for NP0290593 (5-ethenyl-4,6-dimethoxy-1-benzofuran)

     RDKit          3D

 27 28  0  0  0  0  0  0  0  0999 V2000
    0.4162   -2.9092    1.0822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4071   -2.1741    0.4100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2975   -0.7219    0.2229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4624   -0.0079   -0.1221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6459   -0.7365   -0.2490 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8726   -0.1620   -0.5850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4079    1.3412   -0.3184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2121    2.0445   -0.1850 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0917    3.3173   -0.3188 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3822    3.4813   -0.0836 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9331    2.2473    0.2166 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9010    1.3198    0.1506 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8806   -0.0457    0.3558 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0459   -0.6695    0.6816 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9634   -1.1923   -0.2676 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2178   -3.9911    1.1427 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2701   -2.5399    1.5974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2677   -2.6690   -0.0700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6592   -0.9481   -0.3944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1595    0.6763    0.1074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9776    0.1233   -1.6393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3186    1.9007   -0.5883 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9128    4.4173   -0.1201 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9397    1.9903    0.4590 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6325   -0.4342   -0.6873 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6114   -1.9172    0.2827 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4897   -1.7406   -1.0802 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0
  5  4  1  0
  4  3  2  0
  3  2  1  0
  2  1  2  3
  3 13  1  0
 13 14  1  0
 14 15  1  0
 13 12  2  0
 12 11  1  0
 11 10  2  0
 10  9  1  0
  9  8  1  0
  8  7  2  0
  7  4  1  0
  8 12  1  0
  6 19  1  0
  6 20  1  0
  6 21  1  0
  2 18  1  0
  1 16  1  0
  1 17  1  0
 15 25  1  0
 15 26  1  0
 15 27  1  0
 11 24  1  0
 10 23  1  0
  7 22  1  0
M  END
Download

3D SDF for NP0290593 (5-ethenyl-4,6-dimethoxy-1-benzofuran)


  Mrv1533004241500232D          

 15 16  0  0  0  0            999 V2000
    3.4990    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    0.6979    0.0000 O   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
    0.6411    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
    1.3556    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    3.5854    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
    2.7845    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    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  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  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
  8  9  1  0  0  0  0
  5  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 10 13  1  0  0  0  0
  3 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0290593

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(C=C)C(OC)=C2C=COC2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C12H12O3/c1-4-8-10(13-2)7-11-9(5-6-15-11)12(8)14-3/h4-7H,1H2,2-3H3

> <INCHI_KEY>
DJTVRBJOMCDZFQ-UHFFFAOYSA-N

> <FORMULA>
C12H12O3

> <MOLECULAR_WEIGHT>
204.225

> <EXACT_MASS>
204.078644246

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
27

> <JCHEM_AVERAGE_POLARIZABILITY>
21.442002614081716

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-ethenyl-4,6-dimethoxy-1-benzofuran

> <ALOGPS_LOGP>
3.08

> <JCHEM_LOGP>
2.5537287533333335

> <ALOGPS_LOGS>
-3.45

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-2.790059982499211

> <JCHEM_POLAR_SURFACE_AREA>
31.6

> <JCHEM_REFRACTIVITY>
57.51180000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.23e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-ethenyl-4,6-dimethoxy-1-benzofuran

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for NP0290593 (5-ethenyl-4,6-dimethoxy-1-benzofuran)

Download
PDB for NP0290593 (5-ethenyl-4,6-dimethoxy-1-benzofuran)
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       6.531   2.073   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       5.198   1.303   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       3.864   2.073   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.530   1.303   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.197   2.073   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -0.268   1.597   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -1.173   2.843   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.268   4.089   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  O   UNK     0       2.530   5.923   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       3.864   6.693   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.864   3.613   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.198   4.383   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.531   3.613   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   13                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    9                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8    5   10                                                  
CONECT   10    9   11   13                                                  
CONECT   11   10   12                                                       
CONECT   12   11                                                            
CONECT   13   10    3   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   32    0
END

Download
3D PDB for NP0290593 (5-ethenyl-4,6-dimethoxy-1-benzofuran)
Download
SMILES for NP0290593 (5-ethenyl-4,6-dimethoxy-1-benzofuran)
COC1=C(C=C)C(OC)=C2C=COC2=C1
Download
INCHI for NP0290593 (5-ethenyl-4,6-dimethoxy-1-benzofuran)
InChI=1S/C12H12O3/c1-4-8-10(13-2)7-11-9(5-6-15-11)12(8)14-3/h4-7H,1H2,2-3H3
Download
View in JSmol
SynonymsNot Available
Chemical FormulaC12H12O3
Average Mass204.2250 Da
Monoisotopic Mass204.07864 Da
IUPAC Name5-ethenyl-4,6-dimethoxy-1-benzofuran
Traditional Name5-ethenyl-4,6-dimethoxy-1-benzofuran
CAS Registry NumberNot Available
SMILES
COC1=C(C=C)C(OC)=C2C=COC2=C1
InChI Identifier
InChI=1S/C12H12O3/c1-4-8-10(13-2)7-11-9(5-6-15-11)12(8)14-3/h4-7H,1H2,2-3H3
InChI KeyDJTVRBJOMCDZFQ-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
Dorstenia barnimianaLOTUS 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
    • 

  • Styrene
    • 

  • Anisole
    • 

  • Alkyl aryl ether
    • 

  • Benzenoid
    • 

  • Heteroaromatic compound
    • 

  • Furan
    • 

  • Oxacycle
    • 

  • Ether
    • 

  • Organic oxygen compound
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic 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
logP3.08ALOGPS
logP2.55ChemAxon
logS-3.4ALOGPS
pKa (Strongest Basic)-2.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area31.6 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity57.51 m³·mol⁻¹ChemAxon
Polarizability21.44 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
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 Compound14018773  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]