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Showing NP-Card for m-methoxyphenylacetic acid (NP0157490)

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Record Information
Version2.0
Created at2022-09-02 14:52:54 UTC
Updated at2022-09-02 14:52:54 UTC
NP-MRD IDNP0157490
Secondary Accession NumbersNone
Natural Product Identification
Common Namem-methoxyphenylacetic acid
Description3-Methoxyphenylacetic acid, also known as m-anisylacetic acid or m-omepaa, belongs to the class of organic compounds known as anisoles. These are organic compounds containing a methoxybenzene or a derivative thereof. m-methoxyphenylacetic acid is found in Basella alba and Thanatephorus cucumeris. 3-Methoxyphenylacetic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0157490 (m-methoxyphenylacetic acid)

<string xmlns="http://www.chemspider.com/">
  Mrv1652304222011272D          

 12 12  0  0  0  0            999 V2000
    5.9238   -2.7960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0988   -2.7960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6864   -2.0844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0988   -1.3681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6864   -0.6565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8614   -0.6565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4534   -1.3681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6284   -1.3681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2159   -2.0844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3909   -2.0844    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6284   -2.7960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8614   -2.0844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
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  7 12  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
M  END
Download

3D MOL for NP0157490 (m-methoxyphenylacetic acid)

     RDKit          3D

 22 22  0  0  0  0  0  0  0  0999 V2000
   -3.5620    0.2609   -1.4189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3244   -0.4179   -1.3166 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3123    0.0430   -0.4582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5540    1.1722    0.2818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5682    1.6403    1.1326 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6246    0.9529    1.2058 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8974   -0.1841    0.4754 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1057   -0.9551    0.4926 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1667   -0.6227   -0.4424 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1867    0.2702   -1.2945 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3137   -1.4134   -0.3706 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1248   -0.6130   -0.3636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4618    1.3410   -1.5391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1624   -0.0277   -0.5281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0807   -0.1506   -2.3083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4906    1.7034    0.2178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7501    2.5334    1.7225 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3752    1.3169    1.8594 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5485   -0.9012    1.5319 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8568   -2.0303    0.3588 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3207   -2.4083   -0.4529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0047   -1.5098   -0.9873 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3 12  2  0
 12  7  1  0
  7  8  1  0
  8  9  1  0
  9 11  1  0
  9 10  2  0
  7  6  2  0
  6  5  1  0
  5  4  2  0
  4  3  1  0
  1 13  1  0
  1 14  1  0
  1 15  1  0
 12 22  1  0
  8 19  1  0
  8 20  1  0
 11 21  1  0
  6 18  1  0
  5 17  1  0
  4 16  1  0
M  END
Download

3D SDF for NP0157490 (m-methoxyphenylacetic acid)

<string xmlns="http://www.chemspider.com/">
  Mrv1652304222011272D          

 12 12  0  0  0  0            999 V2000
    5.9238   -2.7960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0988   -2.7960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6864   -2.0844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0988   -1.3681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6864   -0.6565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8614   -0.6565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4534   -1.3681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6284   -1.3681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2159   -2.0844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3909   -2.0844    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6284   -2.7960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8614   -2.0844    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
  3 12  2  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
  7 12  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0157490

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(CC(O)=O)=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C9H10O3/c1-12-8-4-2-3-7(5-8)6-9(10)11/h2-5H,6H2,1H3,(H,10,11)

> <INCHI_KEY>
LEGPZHPSIPPYIO-UHFFFAOYSA-N

> <FORMULA>
C9H10O3

> <MOLECULAR_WEIGHT>
166.1739

> <EXACT_MASS>
166.062994186

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
22

> <JCHEM_AVERAGE_POLARIZABILITY>
16.732797570776736

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(3-methoxyphenyl)acetic acid

> <ALOGPS_LOGP>
1.71

> <JCHEM_LOGP>
1.4533228396666666

> <ALOGPS_LOGS>
-2.00

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.11643275400136

> <JCHEM_PKA_STRONGEST_BASIC>
-4.826163508284621

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
43.82880000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.67e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
M-methoxyphenylacetic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0157490 (m-methoxyphenylacetic acid)

Download
PDB for NP0157490 (m-methoxyphenylacetic acid)
HEADER    PROTEIN                                 22-APR-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: <string xmlns="http://www.chemspider.com/">       
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-APR-20         0                                  
HETATM    1  C   UNK     0      11.058  -5.219   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       9.518  -5.219   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       8.748  -3.891   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.518  -2.554   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.748  -1.225   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.208  -1.225   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.446  -2.554   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.906  -2.554   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.136  -3.891   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       2.596  -3.891   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       4.906  -5.219   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       7.208  -3.891   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   12                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    3    7                                                       
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END

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3D PDB for NP0157490 (m-methoxyphenylacetic acid)
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SMILES for NP0157490 (m-methoxyphenylacetic acid)
COC1=CC(CC(O)=O)=CC=C1
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INCHI for NP0157490 (m-methoxyphenylacetic acid)
InChI=1S/C9H10O3/c1-12-8-4-2-3-7(5-8)6-9(10)11/h2-5H,6H2,1H3,(H,10,11)
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View in JSmol
Synonyms
ValueSource
3-MethoxyphenylacetateGenerator
p-Methoxyphenylacetic acidHMDB
3-Methoxyphenylacetic acid, potassium saltHMDB
3-Methoxybenzeneacetic acidHMDB
(3-Methoxyphenyl)acetic acidHMDB
(m-Methoxyphenyl)acetic acidHMDB
2-(3-Methoxyphenyl)acetic acidHMDB
[3-(Methyloxy)phenyl]acetic acidHMDB
m-Anisylacetic acidHMDB
m-Methoxyphenylacetic acidHMDB
m-OMePAAHMDB
2-(3-Methoxyphenyl)acetateGenerator
3-Methoxyphenylacetic acidMeSH
3-(3'-Methoxyphenyl)propanoic acid
3-(3-Methoxyphenyl)propanoic acid
3-(3-Methoxyphenyl)propionic acid
3-Methoxy-dihydrocinnamic acid
Chemical FormulaC9H10O3
Average Mass166.1739 Da
Monoisotopic Mass166.06299 Da
IUPAC Name2-(3-methoxyphenyl)acetic acid
Traditional NameM-methoxyphenylacetic acid
CAS Registry NumberNot Available
SMILES
COC1=CC(CC(O)=O)=CC=C1
InChI Identifier
InChI=1S/C9H10O3/c1-12-8-4-2-3-7(5-8)6-9(10)11/h2-5H,6H2,1H3,(H,10,11)
InChI KeyLEGPZHPSIPPYIO-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
Basella albaLOTUS Database
Thanatephorus cucumerisLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as anisoles. These are organic compounds containing a methoxybenzene or a derivative thereof.
KingdomOrganic compounds  
Super ClassBenzenoids  
ClassPhenol ethers  
Sub ClassAnisoles  
Direct ParentAnisoles  
Alternative Parents
Substituents
  • Phenoxy compound
    • 

  • Methoxybenzene
    • 

  • Anisole
    • 

  • Alkyl aryl ether
    • 

  • Monocyclic benzene moiety
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Ether
    • 

  • Carboxylic acid
    • 

  • Carboxylic acid derivative
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Carbonyl group
    • 

  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic 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
logP1.71ALOGPS
logP1.45ChemAxon
logS-2ALOGPS
pKa (Strongest Acidic)4.12ChemAxon
pKa (Strongest Basic)-4.8ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area46.53 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity43.83 m³·mol⁻¹ChemAxon
Polarizability16.73 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0059969  
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 Compound15719  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]