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Showing NP-Card for 3-acetyl-4-methoxybenzoic acid (NP0213942)

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Record Information
Version1.0
Created at2022-09-05 13:05:42 UTC
Updated at2022-09-05 13:05:42 UTC
NP-MRD IDNP0213942
Secondary Accession NumbersNone
Natural Product Identification
Common Name3-acetyl-4-methoxybenzoic acid
Description3-Acetyl-4-methoxybenzoic 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. 3-acetyl-4-methoxybenzoic acid is found in Hericium erinaceus. It was first documented in 2022 (PMID: 36075445). Based on a literature review a significant number of articles have been published on 3-acetyl-4-methoxybenzoic acid (PMID: 36075423) (PMID: 36075416) (PMID: 36075366) (PMID: 36075339) (PMID: 36075262) (PMID: 36075310).
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0213942 (3-acetyl-4-methoxybenzoic acid)


  Mrv1652309052215052D          

 14 14  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
    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
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -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
    0.0000    0.8250    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
   -0.7145    2.0625    0.0000 C   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
  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  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  6 10  1  0  0  0  0
 10 11  2  0  0  0  0
  3 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
M  END
Download

3D MOL for NP0213942 (3-acetyl-4-methoxybenzoic acid)

     RDKit          3D

 24 24  0  0  0  0  0  0  0  0999 V2000
   -1.4055    3.2483    0.2174 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4793    1.8567    0.0604 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4146    0.9897    0.1355 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8845    1.4394    0.3849 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9397    0.5618    0.4575 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6950   -0.7900    0.2780 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7908   -1.7383    0.3495 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5960   -2.9615    0.1912 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0612   -1.2696    0.5964 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3890   -1.2391    0.0276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6616   -0.3553   -0.0436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0357   -0.8311   -0.3078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3235   -2.2706   -0.5021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9872   -0.0032   -0.3707 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2412    3.5619    1.2659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4028    3.6660   -0.1025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6662    3.6716   -0.4882 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0823    2.4913    0.5258 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9610    0.8652    0.6483 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2225   -0.6882    1.4047 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2474   -2.3142   -0.1072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3907   -2.4371   -0.2609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1767   -2.5690   -1.5584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6845   -2.8851    0.1901 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  2  0
  6 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
  6  7  1  0
  7  9  1  0
  7  8  2  0
 11  3  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  4 18  1  0
  5 19  1  0
 10 21  1  0
 13 22  1  0
 13 23  1  0
 13 24  1  0
  9 20  1  0
M  END
Download

3D SDF for NP0213942 (3-acetyl-4-methoxybenzoic acid)


  Mrv1652309052215052D          

 14 14  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
    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
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -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
    0.0000    0.8250    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
   -0.7145    2.0625    0.0000 C   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
  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  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  6 10  1  0  0  0  0
 10 11  2  0  0  0  0
  3 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0213942

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C(C=C1C(C)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H10O4/c1-6(11)8-5-7(10(12)13)3-4-9(8)14-2/h3-5H,1-2H3,(H,12,13)

> <INCHI_KEY>
NPCYEBHVHXQCEM-UHFFFAOYSA-N

> <FORMULA>
C10H10O4

> <MOLECULAR_WEIGHT>
194.186

> <EXACT_MASS>
194.057908802

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
24

> <JCHEM_AVERAGE_POLARIZABILITY>
19.098228030046215

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-acetyl-4-methoxybenzoic acid

> <JCHEM_LOGP>
1.030804977

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
15.62055615586674

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.220016484825761

> <JCHEM_PKA_STRONGEST_BASIC>
-4.892454955941297

> <JCHEM_POLAR_SURFACE_AREA>
63.60000000000001

> <JCHEM_REFRACTIVITY>
50.180200000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
3-acetyl-4-methoxybenzoic acid

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for NP0213942 (3-acetyl-4-methoxybenzoic acid)

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PDB for NP0213942 (3-acetyl-4-methoxybenzoic acid)
HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-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  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      -0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -2.667   1.540   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                                                       
CONECT    6    5    7   10                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    6   11                                                       
CONECT   11   10    3   12                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END

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3D PDB for NP0213942 (3-acetyl-4-methoxybenzoic acid)
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SMILES for NP0213942 (3-acetyl-4-methoxybenzoic acid)
COC1=CC=C(C=C1C(C)=O)C(O)=O
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INCHI for NP0213942 (3-acetyl-4-methoxybenzoic acid)
InChI=1S/C10H10O4/c1-6(11)8-5-7(10(12)13)3-4-9(8)14-2/h3-5H,1-2H3,(H,12,13)
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View in JSmol
Synonyms
ValueSource
3-Acetyl-4-methoxybenzoateGenerator
Chemical FormulaC10H10O4
Average Mass194.1860 Da
Monoisotopic Mass194.05791 Da
IUPAC Name3-acetyl-4-methoxybenzoic acid
Traditional Name3-acetyl-4-methoxybenzoic acid
CAS Registry NumberNot Available
SMILES
COC1=CC=C(C=C1C(C)=O)C(O)=O
InChI Identifier
InChI=1S/C10H10O4/c1-6(11)8-5-7(10(12)13)3-4-9(8)14-2/h3-5H,1-2H3,(H,12,13)
InChI KeyNPCYEBHVHXQCEM-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
Hericium erinaceusLOTUS Database
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
    • 

  • P-methoxybenzoic acid or derivatives
    • 

  • Acetophenone
    • 

  • Benzoic acid or derivatives
    • 

  • Benzoic acid
    • 

  • Phenoxy compound
    • 

  • Anisole
    • 

  • Benzoyl
    • 

  • Methoxybenzene
    • 

  • Phenol ether
    • 

  • Aryl alkyl ketone
    • 

  • Alkyl aryl ether
    • 

  • Monocyclic benzene moiety
    • 

  • Benzenoid
    • 

  • Carboxylic acid derivative
    • 

  • Carboxylic acid
    • 

  • Ether
    • 

  • 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
logP1.03ChemAxon
pKa (Strongest Acidic)4.22ChemAxon
pKa (Strongest Basic)-4.9ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area63.6 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity50.18 m³·mol⁻¹ChemAxon
Polarizability19.1 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 ID13243981  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound18184450  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Duan SF, Zhang MM, Zhang X, Liu W, Zhang SH, Yang B, Dong Q, Han JG, Yu HL, Li T, Ji XY, Wu DD, Zhang XJ: HA-ADT suppresses esophageal squamous cell carcinoma progression via apoptosis promotion and autophagy inhibition. Exp Cell Res. 2022 Sep 6;420(1):113341. doi: 10.1016/j.yexcr.2022.113341. [PubMed:36075445  ] 
  2. Zhu Y, Xu T, Zhao D: Metal-doped carbon-supported/modified titanate nanotubes for perfluorooctane sulfonate degradation in water: Effects of preparation conditions, mechanisms, and parameter optimization. Sci Total Environ. 2022 Sep 5:158573. doi: 10.1016/j.scitotenv.2022.158573. [PubMed:36075423  ] 
  3. Ju YR, Chen CF, Lim YC, Tsai CY, Chen CW, Dong CD: Developing ecological risk assessment of metals released from sediment based on sediment quality guidelines linking with the properties: A case study for Kaohsiung Harbor. Sci Total Environ. 2022 Sep 6;852:158407. doi: 10.1016/j.scitotenv.2022.158407. [PubMed:36075416  ] 
  4. Lasters R, Groffen T, Eens M, Coertjens D, Gebbink WA, Hofman J, Bervoets L: Home-produced eggs: An important human exposure pathway of perfluoroalkylated substances (PFAS). Chemosphere. 2022 Sep 5;308(Pt 1):136283. doi: 10.1016/j.chemosphere.2022.136283. [PubMed:36075366  ] 
  5. Zou M, Tian W, Chu M, Gao H, Zhang D: Biochar composite derived from cellulase hydrolysis apple branch for quinolone antibiotics enhanced removal: Precursor pyrolysis performance, functional group introduction and adsorption mechanisms. Environ Pollut. 2022 Sep 5;313:120104. doi: 10.1016/j.envpol.2022.120104. [PubMed:36075339  ] 
  6. Arundina I, Frimayanti N, Surboyo MDC, Budhy TI, Iskandar B, Pradana A, Rahmaputry T: In Silico Study of Liquid Smoke Rice Husk against COVID-19. Eur J Dent. 2022 Sep 8. doi: 10.1055/s-0042-1750776. [PubMed:36075262  ] 
  7. Ma S, Chen B, Zeng A, Li Z, Tang X, Sun Y, Lin L, Zeng X: Chemical structure change of lignin extracted from bamboo biomass by maleic acid. Int J Biol Macromol. 2022 Sep 6;221:986-993. doi: 10.1016/j.ijbiomac.2022.09.002. [PubMed:36075310  ] 
  8. Dai Y, Lu Q, Li P, Zhu J, Jiang J, Zhao T, Hu Y, Ding K, Zhao M: Xianglian Pill attenuates ulcerative colitis through TLR4/MyD88/NF-kappaB signaling pathway. J Ethnopharmacol. 2023 Jan 10;300:115690. doi: 10.1016/j.jep.2022.115690. Epub  2022 Sep 6. [PubMed:36075274  ] 
  9. Chen F, Liu Y, Zou Y, Zhu J, Liu L, Fan Y: Preparation of nanochitin hydrogel with adjustable inter-structure by sequencial genipin crosslinking and ice-templating under acid condition. Int J Biol Macromol. 2022 Nov 30;221:1022-1030. doi:  10.1016/j.ijbiomac.2022.08.201. Epub 2022 Sep 6. [PubMed:36075307  ] 
  10. Weng M, You S, Luo J, Lin Z, Chen T, Peng X, Qiu B: Antibacterial mechanism of polysaccharides from the leaves of Lindera aggregata (Sims) Kosterm. by metabolomics based on HPLC/MS. Int J Biol Macromol. 2022 Nov 30;221:303-313. doi:  10.1016/j.ijbiomac.2022.09.009. Epub 2022 Sep 6. [PubMed:36075303  ] 
  11. Chen QJ, Zhang LP, Song SR, Wang L, Xu WP, Zhang CX, Wang SP, Liu HF, Ma C: vvi-miPEP172b and vvi-miPEP3635b increase cold tolerance of grapevine by regulating the corresponding MIRNA genes. Plant Sci. 2022 Dec;325:111450. doi: 10.1016/j.plantsci.2022.111450. Epub 2022  Sep 6. [PubMed:36075277  ] 
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  16. LOTUS database [Link]