NP-MRD: Showing NP-Card for methyl 7-methoxybenzofuran-5-carboxylate (NP0033890)

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Record Information

Version

2.0

Created at

2021-06-20 17:46:44 UTC

Updated at

2021-06-30 00:03:56 UTC

NP-MRD ID

NP0033890

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 7-methoxybenzofuran-5-carboxylate

Provided By

JEOL Database JEOL Logo

Description

methyl 7-methoxybenzofuran-5-carboxylate is found in Zanthoxylum wutaiense. methyl 7-methoxybenzofuran-5-carboxylate was first documented in 2008 (Huang, H. -Y., et al.). Based on a literature review very few articles have been published on methyl 7-methoxy-1-benzofuran-5-carboxylate.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202119463D          

 25 26  0  0  0  0            999 V2000
    1.0582    0.4366   -3.4424 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0337    0.4753   -2.0148 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0257   -0.2419   -1.4605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8150   -0.8827   -2.0717 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0660   -0.1533    0.0253 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0426    0.5897    0.7035 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0698    0.6653    2.1050 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0944    1.4374    2.6265 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1473    1.5324    4.0443 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0707   -0.0401    2.7911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1094   -0.1185    4.1437 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1924   -0.9038    4.3682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7251   -1.3416    3.1799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9162   -0.7893    2.1510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9217   -0.8491    0.7456 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9025    1.0423   -3.7831 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1377    0.8631   -3.8533 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2027   -0.5892   -3.7957 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8085    1.1294    0.1494 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2484    2.0136    4.4426 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0003    2.1681    4.3016 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3198    0.5525    4.5006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4535   -1.0541    5.4066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5897   -1.9802    3.0660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6822   -1.4274    0.2258 H   0  0  0  0  0  0  0  0  0  0  0  0
  5 15  2  0  0  0  0
 14 13  1  0  0  0  0
 13 12  2  0  0  0  0
 12 11  1  0  0  0  0
 11 10  1  0  0  0  0
 15 14  1  0  0  0  0
  5  3  1  0  0  0  0
 10 14  2  0  0  0  0
  3  2  1  0  0  0  0
  7  6  2  0  0  0  0
  2  1  1  0  0  0  0
 10  7  1  0  0  0  0
  7  8  1  0  0  0  0
  6  5  1  0  0  0  0
  8  9  1  0  0  0  0
  3  4  2  0  0  0  0
  6 19  1  0  0  0  0
 15 25  1  0  0  0  0
 13 24  1  0  0  0  0
 12 23  1  0  0  0  0
  1 16  1  0  0  0  0
  1 17  1  0  0  0  0
  1 18  1  0  0  0  0
  9 20  1  0  0  0  0
  9 21  1  0  0  0  0
  9 22  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0033890

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C1=C([H])C2=C(O1)C(OC([H])([H])[H])=C([H])C(=C2[H])C(=O)OC([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C11H10O4/c1-13-9-6-8(11(12)14-2)5-7-3-4-15-10(7)9/h3-6H,1-2H3

> <INCHI_KEY>
ISIRVTHXRLKMRV-UHFFFAOYSA-N

> <FORMULA>
C11H10O4

> <MOLECULAR_WEIGHT>
206.197

> <EXACT_MASS>
206.057908802

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
25

> <JCHEM_AVERAGE_POLARIZABILITY>
21.01050868235024

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 7-methoxy-1-benzofuran-5-carboxylate

> <ALOGPS_LOGP>
2.37

> <JCHEM_LOGP>
1.9781749149999996

> <ALOGPS_LOGS>
-2.96

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9725292012516555

> <JCHEM_POLAR_SURFACE_AREA>
48.67

> <JCHEM_REFRACTIVITY>
53.387600000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.27e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 7-methoxy-1-benzofuran-5-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0       1.058   0.437  -3.442  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.034   0.475  -2.015  0.00  0.00           O+0
HETATM    3  C   UNK     0       0.026  -0.242  -1.460  0.00  0.00           C+0
HETATM    4  O   UNK     0      -0.815  -0.883  -2.072  0.00  0.00           O+0
HETATM    5  C   UNK     0       0.066  -0.153   0.025  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.043   0.590   0.704  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.070   0.665   2.105  0.00  0.00           C+0
HETATM    8  O   UNK     0       2.094   1.437   2.627  0.00  0.00           O+0
HETATM    9  C   UNK     0       2.147   1.532   4.044  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.071  -0.040   2.791  0.00  0.00           C+0
HETATM   11  O   UNK     0      -0.109  -0.119   4.144  0.00  0.00           O+0
HETATM   12  C   UNK     0      -1.192  -0.904   4.368  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.725  -1.342   3.180  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.916  -0.789   2.151  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.922  -0.849   0.746  0.00  0.00           C+0
HETATM   16  H   UNK     0       1.903   1.042  -3.783  0.00  0.00           H+0
HETATM   17  H   UNK     0       0.138   0.863  -3.853  0.00  0.00           H+0
HETATM   18  H   UNK     0       1.203  -0.589  -3.796  0.00  0.00           H+0
HETATM   19  H   UNK     0       1.809   1.129   0.149  0.00  0.00           H+0
HETATM   20  H   UNK     0       1.248   2.014   4.443  0.00  0.00           H+0
HETATM   21  H   UNK     0       3.000   2.168   4.302  0.00  0.00           H+0
HETATM   22  H   UNK     0       2.320   0.553   4.501  0.00  0.00           H+0
HETATM   23  H   UNK     0      -1.454  -1.054   5.407  0.00  0.00           H+0
HETATM   24  H   UNK     0      -2.590  -1.980   3.066  0.00  0.00           H+0
HETATM   25  H   UNK     0      -1.682  -1.427   0.226  0.00  0.00           H+0
CONECT    1    2   16   17   18                                             
CONECT    2    3    1                                                       
CONECT    3    5    2    4                                                  
CONECT    4    3                                                            
CONECT    5   15    3    6                                                  
CONECT    6    7    5   19                                                  
CONECT    7    6   10    8                                                  
CONECT    8    7    9                                                       
CONECT    9    8   20   21   22                                             
CONECT   10   11   14    7                                                  
CONECT   11   12   10                                                       
CONECT   12   13   11   23                                                  
CONECT   13   14   12   24                                                  
CONECT   14   13   15   10                                                  
CONECT   15    5   14   25                                                  
CONECT   16    1                                                            
CONECT   17    1                                                            
CONECT   18    1                                                            
CONECT   19    6                                                            
CONECT   20    9                                                            
CONECT   21    9                                                            
CONECT   22    9                                                            
CONECT   23   12                                                            
CONECT   24   13                                                            
CONECT   25   15                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   52    0
END

View in JSmol

Synonyms

Value	Source
Methyl 7-methoxy-1-benzofuran-5-carboxylic acid	Generator
Methyl 7-methoxybenzofuran-5-carboxylic acid	Generator

Chemical Formula

C₁₁H₁₀O₄

Average Mass

206.1970 Da

Monoisotopic Mass

206.05791 Da

IUPAC Name

methyl 7-methoxy-1-benzofuran-5-carboxylate

Traditional Name

methyl 7-methoxy-1-benzofuran-5-carboxylate

CAS Registry Number

Not Available

SMILES

[H]C1=C([H])C2=C(O1)C(OC([H])([H])[H])=C([H])C(=C2[H])C(=O)OC([H])([H])[H]

InChI Identifier

InChI=1S/C11H10O4/c1-13-9-6-8(11(12)14-2)5-7-3-4-15-10(7)9/h3-6H,1-2H3

InChI Key

ISIRVTHXRLKMRV-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Zanthoxylum wutaiense	JEOL database	Huang, H. -Y., et al, J. Nat. Prod. 71, 1146 (2008)

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as m-methoxybenzoic acids and derivatives. These are benzoic acids in which the hydrogen atom at position 3 of the benzene ring is replaced by a methoxy group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

M-methoxybenzoic acids and derivatives

Alternative Parents

Substituents

M-methoxybenzoic acid or derivatives
Benzofuran
Anisole
Phenol ether
Alkyl aryl ether
Heteroaromatic compound
Furan
Methyl ester
Carboxylic acid ester
Carboxylic acid derivative
Oxacycle
Ether
Organoheterocyclic compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	2.37	ALOGPS
logP	1.98	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	48.67 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	53.39 m³·mol⁻¹	ChemAxon
Polarizability	21.01 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

62891790

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

91444461

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Huang, H. -Y., et al. (2008). Huang, H. -Y., et al, J. Nat. Prod. 71, 1146 (2008). J. Nat. Prod..

Showing NP-Card for methyl 7-methoxybenzofuran-5-carboxylate (NP0033890)

MOL for NP0033890 (methyl 7-methoxybenzofuran-5-carboxylate)

3D MOL for NP0033890 (methyl 7-methoxybenzofuran-5-carboxylate)

3D SDF for NP0033890 (methyl 7-methoxybenzofuran-5-carboxylate)

3D-SDF for NP0033890 (methyl 7-methoxybenzofuran-5-carboxylate)

PDB for NP0033890 (methyl 7-methoxybenzofuran-5-carboxylate)

3D PDB for NP0033890 (methyl 7-methoxybenzofuran-5-carboxylate)

SMILES for NP0033890 (methyl 7-methoxybenzofuran-5-carboxylate)

INCHI for NP0033890 (methyl 7-methoxybenzofuran-5-carboxylate)

Structure for NP0033890 (methyl 7-methoxybenzofuran-5-carboxylate)

3D Structure for NP0033890 (methyl 7-methoxybenzofuran-5-carboxylate)