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Showing NP-Card for 3-[2-(2h-1,3-benzodioxol-5-yl)-7-methoxy-1-benzofuran-5-yl]propanoic acid (NP0158622)

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Record Information
Version2.0
Created at2022-09-02 16:14:40 UTC
Updated at2022-09-02 16:14:41 UTC
NP-MRD IDNP0158622
Secondary Accession NumbersNone
Natural Product Identification
Common Name3-[2-(2h-1,3-benzodioxol-5-yl)-7-methoxy-1-benzofuran-5-yl]propanoic acid
DescriptionEgonoic acid, also known as egonoate, belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety. 3-[2-(2h-1,3-benzodioxol-5-yl)-7-methoxy-1-benzofuran-5-yl]propanoic acid is found in Anaxagorea crassipetala. Egonoic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0158622 (3-[2-(2h-1,3-benzodioxol-5-yl)-7-methoxy-1-benzofuran-5-yl]propanoic acid)


  Mrv1652310051709172D          

 25 28  0  0  0  0            999 V2000
    0.6411    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8659    2.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6909    2.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    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
    2.0701    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8659    0.8085    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
   -3.9966    0.5309    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
   -1.4534    1.5229    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
   -3.1034    1.5229    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
   -2.6909    0.8085    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
    4.2135    0.6979    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
    4.9279    1.1104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135   -0.1271    0.0000 O   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
   -3.9104    1.3514    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2430    0.1954    0.0000 O   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
  4  3  2  0  0  0  0
  5  2  1  0  0  0  0
 11  2  1  0  0  0  0
 11  6  2  0  0  0  0
 11  7  1  0  0  0  0
 12  3  1  0  0  0  0
 12  8  2  0  0  0  0
 13  6  1  0  0  0  0
 13  9  1  0  0  0  0
 14  4  1  0  0  0  0
 15  9  2  0  0  0  0
 15 12  1  0  0  0  0
 16  8  1  0  0  0  0
 16 14  2  0  0  0  0
 17  7  2  0  0  0  0
 18  5  1  0  0  0  0
 19 13  2  0  0  0  0
 19 17  1  0  0  0  0
 20 18  2  0  0  0  0
 21 18  1  0  0  0  0
 22  1  1  0  0  0  0
 22 17  1  0  0  0  0
 23 10  1  0  0  0  0
 23 14  1  0  0  0  0
 24 10  1  0  0  0  0
 24 16  1  0  0  0  0
 25 15  1  0  0  0  0
 25 19  1  0  0  0  0
M  END
Download

3D MOL for NP0158622 (3-[2-(2h-1,3-benzodioxol-5-yl)-7-methoxy-1-benzofuran-5-yl]propanoic acid)

Download
3D SDF for NP0158622 (3-[2-(2h-1,3-benzodioxol-5-yl)-7-methoxy-1-benzofuran-5-yl]propanoic acid)

  Mrv1652310051709172D          

 25 28  0  0  0  0            999 V2000
    0.6411    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8659    2.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6909    2.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    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
    2.0701    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8659    0.8085    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
   -3.9966    0.5309    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
   -1.4534    1.5229    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
   -3.1034    1.5229    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
   -2.6909    0.8085    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
    4.2135    0.6979    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
    4.9279    1.1104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135   -0.1271    0.0000 O   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
   -3.9104    1.3514    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2430    0.1954    0.0000 O   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
  4  3  2  0  0  0  0
  5  2  1  0  0  0  0
 11  2  1  0  0  0  0
 11  6  2  0  0  0  0
 11  7  1  0  0  0  0
 12  3  1  0  0  0  0
 12  8  2  0  0  0  0
 13  6  1  0  0  0  0
 13  9  1  0  0  0  0
 14  4  1  0  0  0  0
 15  9  2  0  0  0  0
 15 12  1  0  0  0  0
 16  8  1  0  0  0  0
 16 14  2  0  0  0  0
 17  7  2  0  0  0  0
 18  5  1  0  0  0  0
 19 13  2  0  0  0  0
 19 17  1  0  0  0  0
 20 18  2  0  0  0  0
 21 18  1  0  0  0  0
 22  1  1  0  0  0  0
 22 17  1  0  0  0  0
 23 10  1  0  0  0  0
 23 14  1  0  0  0  0
 24 10  1  0  0  0  0
 24 16  1  0  0  0  0
 25 15  1  0  0  0  0
 25 19  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0158622

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(CCC(O)=O)=CC2=C1OC(=C2)C1=CC2=C(OCO2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C19H16O6/c1-22-17-7-11(2-5-18(20)21)6-13-9-15(25-19(13)17)12-3-4-14-16(8-12)24-10-23-14/h3-4,6-9H,2,5,10H2,1H3,(H,20,21)

> <INCHI_KEY>
CPAUEIICKFHUBY-UHFFFAOYSA-N

> <FORMULA>
C19H16O6

> <MOLECULAR_WEIGHT>
340.331

> <EXACT_MASS>
340.094688235

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
36.12960304647405

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-[2-(2H-1,3-benzodioxol-5-yl)-7-methoxy-1-benzofuran-5-yl]propanoic acid

> <ALOGPS_LOGP>
3.35

> <JCHEM_LOGP>
3.247474858666666

> <ALOGPS_LOGS>
-3.88

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.758224053194299

> <JCHEM_PKA_STRONGEST_BASIC>
-2.954948102107525

> <JCHEM_POLAR_SURFACE_AREA>
78.13000000000001

> <JCHEM_REFRACTIVITY>
88.05149999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.53e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-[2-(2H-1,3-benzodioxol-5-yl)-7-methoxy-1-benzofuran-5-yl]propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for NP0158622 (3-[2-(2h-1,3-benzodioxol-5-yl)-7-methoxy-1-benzofuran-5-yl]propanoic acid)
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PDB for NP0158622 (3-[2-(2h-1,3-benzodioxol-5-yl)-7-methoxy-1-benzofuran-5-yl]propanoic acid)
HEADER    PROTEIN                                 05-OCT-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-OCT-17         0                                  
HETATM    1  C   UNK     0       1.197   6.693   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.198   1.303   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.483   4.177   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.023   4.177   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.531   2.073   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.530   1.303   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.864   3.613   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.483   1.509   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.268   1.597   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -7.460   0.991   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.864   2.073   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.713   2.843   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.197   2.073   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -5.793   2.843   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.173   2.843   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -5.023   1.509   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.530   4.383   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.865   1.303   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.197   3.613   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       9.199   2.073   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       7.865  -0.237   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       2.530   5.923   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -7.299   2.523   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -6.054   0.365   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -0.268   4.089   0.000  0.00  0.00           O+0
CONECT    1   22                                                            
CONECT    2    5   11                                                       
CONECT    3    4   12                                                       
CONECT    4    3   14                                                       
CONECT    5    2   18                                                       
CONECT    6   11   13                                                       
CONECT    7   11   17                                                       
CONECT    8   12   16                                                       
CONECT    9   13   15                                                       
CONECT   10   23   24                                                       
CONECT   11    2    6    7                                                  
CONECT   12    3    8   15                                                  
CONECT   13    6    9   19                                                  
CONECT   14    4   16   23                                                  
CONECT   15    9   12   25                                                  
CONECT   16    8   14   24                                                  
CONECT   17    7   19   22                                                  
CONECT   18    5   20   21                                                  
CONECT   19   13   17   25                                                  
CONECT   20   18                                                            
CONECT   21   18                                                            
CONECT   22    1   17                                                       
CONECT   23   10   14                                                       
CONECT   24   10   16                                                       
CONECT   25   15   19                                                       
MASTER        0    0    0    0    0    0    0    0   25    0   56    0
END

Download
3D PDB for NP0158622 (3-[2-(2h-1,3-benzodioxol-5-yl)-7-methoxy-1-benzofuran-5-yl]propanoic acid)
Download
SMILES for NP0158622 (3-[2-(2h-1,3-benzodioxol-5-yl)-7-methoxy-1-benzofuran-5-yl]propanoic acid)
COC1=CC(CCC(O)=O)=CC2=C1OC(=C2)C1=CC2=C(OCO2)C=C1
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INCHI for NP0158622 (3-[2-(2h-1,3-benzodioxol-5-yl)-7-methoxy-1-benzofuran-5-yl]propanoic acid)
InChI=1S/C19H16O6/c1-22-17-7-11(2-5-18(20)21)6-13-9-15(25-19(13)17)12-3-4-14-16(8-12)24-10-23-14/h3-4,6-9H,2,5,10H2,1H3,(H,20,21)
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Synonyms
ValueSource
EgonoateGenerator
Chemical FormulaC19H16O6
Average Mass340.3310 Da
Monoisotopic Mass340.09469 Da
IUPAC Name3-[2-(2H-1,3-benzodioxol-5-yl)-7-methoxy-1-benzofuran-5-yl]propanoic acid
Traditional Name3-[2-(2H-1,3-benzodioxol-5-yl)-7-methoxy-1-benzofuran-5-yl]propanoic acid
CAS Registry NumberNot Available
SMILES
COC1=CC(CCC(O)=O)=CC2=C1OC(=C2)C1=CC2=C(OCO2)C=C1
InChI Identifier
InChI=1S/C19H16O6/c1-22-17-7-11(2-5-18(20)21)6-13-9-15(25-19(13)17)12-3-4-14-16(8-12)24-10-23-14/h3-4,6-9H,2,5,10H2,1H3,(H,20,21)
InChI KeyCPAUEIICKFHUBY-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Anaxagorea crassipetalaLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety.
KingdomOrganic compounds  
Super ClassPhenylpropanoids and polyketides  
Class2-arylbenzofuran flavonoids  
Sub ClassNot Available
Direct Parent2-arylbenzofuran flavonoids  
Alternative Parents
Substituents
  • 2-arylbenzofuran flavonoid
    • 

  • Neolignan skeleton
    • 

  • Benzodioxole
    • 

  • Benzofuran
    • 

  • Anisole
    • 

  • Alkyl aryl ether
    • 

  • Benzenoid
    • 

  • Heteroaromatic compound
    • 

  • Furan
    • 

  • Oxacycle
    • 

  • Organoheterocyclic compound
    • 

  • Acetal
    • 

  • Carboxylic acid derivative
    • 

  • Carboxylic acid
    • 

  • Ether
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxide
    • 

  • Organooxygen compound
    • 

  • Organic oxygen compound
    • 

  • Carbonyl group
    • 

  • 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
logP3.35ALOGPS
logP3.25ChemAxon
logS-3.9ALOGPS
pKa (Strongest Acidic)4.76ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area78.13 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity88.05 m³·mol⁻¹ChemAxon
Polarizability36.13 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0149081  
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 Compound11427776  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]