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Showing NP-Card for (2-acetyl-3-hydroxy-5-methoxyphenyl)acetic acid (NP0186206)

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Record Information
Version2.0
Created at2022-09-04 01:57:21 UTC
Updated at2022-09-04 01:57:21 UTC
NP-MRD IDNP0186206
Secondary Accession NumbersNone
Natural Product Identification
Common Name(2-acetyl-3-hydroxy-5-methoxyphenyl)acetic acid
Description2-(2-Acetyl-3-hydroxy-5-methoxyphenyl)acetic acid belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group. (2-acetyl-3-hydroxy-5-methoxyphenyl)acetic acid was first documented in 2019 (PMID: 31655088). Based on a literature review very few articles have been published on 2-(2-acetyl-3-hydroxy-5-methoxyphenyl)acetic acid.
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0186206 ((2-acetyl-3-hydroxy-5-methoxyphenyl)acetic acid)


  Mrv1652309042203572D          

 16 16  0  0  0  0            999 V2000
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
  7 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 11 16  2  0  0  0  0
  3 16  1  0  0  0  0
M  END
Download

3D MOL for NP0186206 ((2-acetyl-3-hydroxy-5-methoxyphenyl)acetic acid)

     RDKit          3D

 28 28  0  0  0  0  0  0  0  0999 V2000
   -3.6651   -2.1714    0.5815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2906   -0.8971    1.0393 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0864   -0.2706    0.7169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7469    0.9570    1.1686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5069    1.5806    0.8255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2971    2.7920    1.3391 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3921    0.9278    0.0063 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6504    1.5126   -0.3733 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1798    2.8177    0.0070 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4216    0.8356   -1.1349 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0296   -0.3517   -0.4595 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9391   -1.1304   -1.3394 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0661   -1.7598   -0.6193 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2159   -1.6534    0.6428 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0179   -2.5002   -1.2927 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1858   -0.9098   -0.0958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1831   -2.9710    1.2078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7872   -2.2624    0.6622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3994   -2.3762   -0.4715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4148    1.5119    1.8137 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2996    3.4838    1.3779 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5931    3.6511   -0.4217 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1961    2.9516   -0.5296 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4349    2.9292    1.0827 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3233   -2.0224   -1.7355 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2258   -0.5796   -2.2509 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0048   -2.1960   -1.2719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4269   -1.8988   -0.4753 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
  7 11  1  0
 11 12  1  0
 12 13  1  0
 13 15  1  0
 13 14  2  0
 11 16  2  0
 16  3  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  4 20  1  0
  6 21  1  0
  9 22  1  0
  9 23  1  0
  9 24  1  0
 12 25  1  0
 12 26  1  0
 15 27  1  0
 16 28  1  0
M  END
Download

3D SDF for NP0186206 ((2-acetyl-3-hydroxy-5-methoxyphenyl)acetic acid)


  Mrv1652309042203572D          

 16 16  0  0  0  0            999 V2000
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
  7 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 11 16  2  0  0  0  0
  3 16  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0186206

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C11H12O5/c1-6(12)11-7(4-10(14)15)3-8(16-2)5-9(11)13/h3,5,13H,4H2,1-2H3,(H,14,15)

> <INCHI_KEY>
UYUOIPIOTPMHKV-UHFFFAOYSA-N

> <FORMULA>
C11H12O5

> <MOLECULAR_WEIGHT>
224.212

> <EXACT_MASS>
224.068473486

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
28

> <JCHEM_AVERAGE_POLARIZABILITY>
21.6929509266171

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(2-acetyl-3-hydroxy-5-methoxyphenyl)acetic acid

> <JCHEM_LOGP>
1.3574050366666661

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.002005192572941

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.499288140281521

> <JCHEM_PKA_STRONGEST_BASIC>
-4.848945879508681

> <JCHEM_POLAR_SURFACE_AREA>
83.83

> <JCHEM_REFRACTIVITY>
56.212500000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2-acetyl-3-hydroxy-5-methoxyphenyl)acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0186206 ((2-acetyl-3-hydroxy-5-methoxyphenyl)acetic acid)

Download
PDB for NP0186206 ((2-acetyl-3-hydroxy-5-methoxyphenyl)acetic acid)
HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      -2.667   1.540   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   16                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   11                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    7   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16   11    3                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

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3D PDB for NP0186206 ((2-acetyl-3-hydroxy-5-methoxyphenyl)acetic acid)
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SMILES for NP0186206 ((2-acetyl-3-hydroxy-5-methoxyphenyl)acetic acid)
COC1=CC(O)=C(C(C)=O)C(CC(O)=O)=C1
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INCHI for NP0186206 ((2-acetyl-3-hydroxy-5-methoxyphenyl)acetic acid)
InChI=1S/C11H12O5/c1-6(12)11-7(4-10(14)15)3-8(16-2)5-9(11)13/h3,5,13H,4H2,1-2H3,(H,14,15)
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View in JSmol
Synonyms
ValueSource
2-(2-Acetyl-3-hydroxy-5-methoxyphenyl)acetateGenerator
Chemical FormulaC11H12O5
Average Mass224.2120 Da
Monoisotopic Mass224.06847 Da
IUPAC Name2-(2-acetyl-3-hydroxy-5-methoxyphenyl)acetic acid
Traditional Name(2-acetyl-3-hydroxy-5-methoxyphenyl)acetic acid
CAS Registry NumberNot Available
SMILES
COC1=CC(O)=C(C(C)=O)C(CC(O)=O)=C1
InChI Identifier
InChI=1S/C11H12O5/c1-6(12)11-7(4-10(14)15)3-8(16-2)5-9(11)13/h3,5,13H,4H2,1-2H3,(H,14,15)
InChI KeyUYUOIPIOTPMHKV-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 OriginNot Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.
KingdomOrganic compounds  
Super ClassOrganic oxygen compounds  
ClassOrganooxygen compounds  
Sub ClassCarbonyl compounds  
Direct ParentAlkyl-phenylketones  
Alternative Parents
Substituents
  • Alkyl-phenylketone
    • 

  • Methoxyphenol
    • 

  • Acetophenone
    • 

  • Phenoxy compound
    • 

  • Anisole
    • 

  • Benzoyl
    • 

  • Phenol ether
    • 

  • Aryl alkyl ketone
    • 

  • Methoxybenzene
    • 

  • Phenol
    • 

  • 1-hydroxy-4-unsubstituted benzenoid
    • 

  • Alkyl aryl ether
    • 

  • 1-hydroxy-2-unsubstituted benzenoid
    • 

  • Benzenoid
    • 

  • Monocyclic benzene moiety
    • 

  • Vinylogous acid
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Ether
    • 

  • Carboxylic acid
    • 

  • Carboxylic acid derivative
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxide
    • 

  • 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
logP1.36ChemAxon
pKa (Strongest Acidic)3.5ChemAxon
pKa (Strongest Basic)-4.8ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area83.83 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity56.21 m³·mol⁻¹ChemAxon
Polarizability21.69 ųChemAxon
Number of Rings1ChemAxon
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 ID20576629  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound16745395  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Narmani A, Teponno RB, Helaly SE, Arzanlou M, Stadler M: Cytotoxic, anti-biofilm and antimicrobial polyketides from the plant associated fungus Chaetosphaeronema achilleae. Fitoterapia. 2019 Nov;139:104390. doi: 10.1016/j.fitote.2019.104390. Epub 2019 Oct 23. [PubMed:31655088  ] 
  2. LOTUS database [Link]