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Showing NP-Card for 3-(5-methoxy-1-benzofuran-6-yl)prop-2-enoic acid (NP0330203)

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Record Information
Version1.0
Created at2022-09-12 15:19:38 UTC
Updated at2022-09-12 15:19:38 UTC
NP-MRD IDNP0330203
Secondary Accession NumbersNone
Natural Product Identification
Common Name3-(5-methoxy-1-benzofuran-6-yl)prop-2-enoic acid
Description3-(5-Methoxy-1-benzofuran-6-yl)prop-2-enoic acid belongs to the class of organic compounds known as coumaric acids. These are aromatic compounds containing a cinnamic acid moiety hydroxylated at the C2 (ortho-), C3 (meta-), or C4 (para-) carbon atom of the benzene ring. 3-(5-methoxy-1-benzofuran-6-yl)prop-2-enoic acid is found in Codonopsis lanceolata. Based on a literature review very few articles have been published on 3-(5-methoxy-1-benzofuran-6-yl)prop-2-enoic acid.
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0330203 (3-(5-methoxy-1-benzofuran-6-yl)prop-2-enoic acid)


  Mrv1652309122217192D          

 16 17  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 C   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 O   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
    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
    4.2135    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9279    1.9354    0.0000 O   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  2  0  0  0  0
  7  8  1  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
  3 11  2  0  0  0  0
 12 11  1  4  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
M  END
Download

3D MOL for NP0330203 (3-(5-methoxy-1-benzofuran-6-yl)prop-2-enoic acid)

     RDKit          3D

 26 27  0  0  0  0  0  0  0  0999 V2000
   -0.0633    3.0344    0.5881 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5395    1.8184    0.2773 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2066    0.6733    0.0831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6011    0.7451    0.2034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3786   -0.3523    0.0220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7583   -0.5483    0.0826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9458   -1.8663   -0.1912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7873   -2.4412   -0.4037 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8069   -1.5485   -0.2822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4455   -1.6234   -0.4007 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3859   -0.5230   -0.2227 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8069   -0.7264   -0.3737 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7613    0.1552   -0.2528 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1593   -0.2492   -0.4460 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1155    0.5569   -0.3416 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4589   -1.5659   -0.7560 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5602    2.9293    1.5827 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6713    3.8580    0.6226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8886    3.3093   -0.1236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0306    1.7186    0.4482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4747    0.2418    0.3090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9281   -2.3388   -0.2207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0430   -2.6154   -0.6476 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1691   -1.7513   -0.6248 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6094    1.1850   -0.0164 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2415   -2.0752   -0.3765 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 16  1  0
 14 15  2  0
 11 10  1  0
 10  9  2  0
  9  8  1  0
  8  7  1  0
  7  6  2  0
  6  5  1  0
  5  4  2  0
  4  3  1  0
  5  9  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
 12 24  1  0
 13 25  1  0
 16 26  1  0
 10 23  1  0
  7 22  1  0
  6 21  1  0
  4 20  1  0
M  END
Download

3D SDF for NP0330203 (3-(5-methoxy-1-benzofuran-6-yl)prop-2-enoic acid)


  Mrv1652309122217192D          

 16 17  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 C   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 O   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
    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
    4.2135    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9279    1.9354    0.0000 O   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  2  0  0  0  0
  7  8  1  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
  3 11  2  0  0  0  0
 12 11  1  4  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0330203

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(C=CC(O)=O)C=C2OC=CC2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C12H10O4/c1-15-10-6-9-4-5-16-11(9)7-8(10)2-3-12(13)14/h2-7H,1H3,(H,13,14)

> <INCHI_KEY>
OGPPYEWGUGMXAG-UHFFFAOYSA-N

> <FORMULA>
C12H10O4

> <MOLECULAR_WEIGHT>
218.208

> <EXACT_MASS>
218.057908802

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
26

> <JCHEM_AVERAGE_POLARIZABILITY>
22.02361129914752

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(5-methoxy-1-benzofuran-6-yl)prop-2-enoic acid

> <JCHEM_LOGP>
2.137538395

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.9340401416769986

> <JCHEM_PKA_STRONGEST_BASIC>
-2.88720825002357

> <JCHEM_POLAR_SURFACE_AREA>
59.67

> <JCHEM_REFRACTIVITY>
58.36420000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
3-(5-methoxy-1-benzofuran-6-yl)prop-2-enoic acid

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for NP0330203 (3-(5-methoxy-1-benzofuran-6-yl)prop-2-enoic acid)

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PDB for NP0330203 (3-(5-methoxy-1-benzofuran-6-yl)prop-2-enoic acid)
HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         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  C   UNK     0      -0.268   1.597   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.173   2.843   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -0.268   4.089   0.000  0.00  0.00           O+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
HETATM   12  C   UNK     0       5.198   4.383   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.531   3.613   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.865   4.383   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       7.865   5.923   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       9.199   3.613   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   11                                                  
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                                                       
CONECT   11   10    3   12                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

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3D PDB for NP0330203 (3-(5-methoxy-1-benzofuran-6-yl)prop-2-enoic acid)
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SMILES for NP0330203 (3-(5-methoxy-1-benzofuran-6-yl)prop-2-enoic acid)
COC1=C(C=CC(O)=O)C=C2OC=CC2=C1
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INCHI for NP0330203 (3-(5-methoxy-1-benzofuran-6-yl)prop-2-enoic acid)
InChI=1S/C12H10O4/c1-15-10-6-9-4-5-16-11(9)7-8(10)2-3-12(13)14/h2-7H,1H3,(H,13,14)
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View in JSmol
Synonyms
ValueSource
3-(5-Methoxy-1-benzofuran-6-yl)prop-2-enoateGenerator
Chemical FormulaC12H10O4
Average Mass218.2080 Da
Monoisotopic Mass218.05791 Da
IUPAC Name3-(5-methoxy-1-benzofuran-6-yl)prop-2-enoic acid
Traditional Name3-(5-methoxy-1-benzofuran-6-yl)prop-2-enoic acid
CAS Registry NumberNot Available
SMILES
COC1=C(C=CC(O)=O)C=C2OC=CC2=C1
InChI Identifier
InChI=1S/C12H10O4/c1-15-10-6-9-4-5-16-11(9)7-8(10)2-3-12(13)14/h2-7H,1H3,(H,13,14)
InChI KeyOGPPYEWGUGMXAG-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
Codonopsis lanceolataLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as coumaric acids. These are aromatic compounds containing a cinnamic acid moiety hydroxylated at the C2 (ortho-), C3 (meta-), or C4 (para-) carbon atom of the benzene ring.
KingdomOrganic compounds  
Super ClassPhenylpropanoids and polyketides  
ClassCinnamic acids and derivatives  
Sub ClassHydroxycinnamic acids and derivatives  
Direct ParentCoumaric acids  
Alternative Parents
Substituents
  • Coumaric acid
    • 

  • Benzofuran
    • 

  • Anisole
    • 

  • Styrene
    • 

  • Alkyl aryl ether
    • 

  • Benzenoid
    • 

  • Heteroaromatic compound
    • 

  • Furan
    • 

  • Carboxylic acid derivative
    • 

  • Carboxylic acid
    • 

  • Oxacycle
    • 

  • Ether
    • 

  • Organoheterocyclic compound
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Carbonyl group
    • 

  • Organic oxygen compound
    • 

  • 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
logP2.14ChemAxon
pKa (Strongest Acidic)3.93ChemAxon
pKa (Strongest Basic)-2.9ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area59.67 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity58.36 m³·mol⁻¹ChemAxon
Polarizability22.02 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 ID61785374  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound76450788  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]