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Showing metabocard for Methyl 4-methoxybenzoate (HMDB0032639)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:50:56 UTC
Update Date2023-02-21 17:22:33 UTC
HMDB IDHMDB0032639
Secondary Accession Numbers
  • HMDB32639
Metabolite Identification
Common NameMethyl 4-methoxybenzoate
DescriptionMethyl 4-methoxybenzoate, also known as 4-methoxy methylbenzoate or methyl 4-anisate, belongs to the class of organic compounds known as p-methoxybenzoic acids and derivatives. These are benzoic acids in which the hydrogen atom at position 4 of the benzene ring is replaced by a methoxy group. Methyl 4-methoxybenzoate is a sweet, anise, and balsam tasting compound. Methyl 4-methoxybenzoate is found, on average, in the highest concentration within star anises (Illicium verum). This could make methyl 4-methoxybenzoate a potential biomarker for the consumption of these foods. Based on a literature review a small amount of articles have been published on Methyl 4-methoxybenzoate.
Structure
Data?1677000153
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0032639 (Methyl 4-methoxybenzoate)

  Mrv0541 05061306362D          

 12 12  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
    0.0000   -2.4750    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
    0.0000    0.0000    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
    0.0000    0.8250    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
    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
    0.7145    2.0625    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
  5  3  1  0  0  0  0
  6  4  2  0  0  0  0
  7  3  2  0  0  0  0
  7  4  1  0  0  0  0
  8  5  2  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  9  2  0  0  0  0
 11  1  1  0  0  0  0
 11  8  1  0  0  0  0
 12  2  1  0  0  0  0
 12  9  1  0  0  0  0
M  END
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3D MOL for HMDB0032639 (Methyl 4-methoxybenzoate)

HMDB0032639
     RDKit          3D
Methyl 4-methoxybenzoate
 22 22  0  0  0  0  0  0  0  0999 V2000
    4.5438    0.4866   -0.1246 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1489    0.6039   -0.2261 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2441   -0.3745    0.1202 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6904   -1.4617    0.5629 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7987   -0.1594   -0.0216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1169   -1.1319    0.3219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4737   -0.9146    0.1828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9714    0.2768   -0.3027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3170    0.5435   -0.4607 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3505   -0.3348   -0.1587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0506    1.2456   -0.6446 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3052    1.0316   -0.5068 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0483    0.5854   -1.1275 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8959   -0.4273    0.3529 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8901    1.3470    0.5100 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2746   -2.0730    0.7054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1824   -1.6845    0.4554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7402   -0.0902    0.8710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0733   -1.3995   -0.2549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2091   -0.0821   -0.8473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3825    2.2122   -1.0357 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0277    1.8010   -0.7787 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
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  8 11  1  0
 11 12  2  0
 12  5  1  0
  1 13  1  0
  1 14  1  0
  1 15  1  0
  6 16  1  0
  7 17  1  0
 10 18  1  0
 10 19  1  0
 10 20  1  0
 11 21  1  0
 12 22  1  0
M  END
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3D SDF for HMDB0032639 (Methyl 4-methoxybenzoate)

  Mrv0541 05061306362D          

 12 12  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
    0.0000   -2.4750    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
    0.0000    0.0000    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
    0.0000    0.8250    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
    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
    0.7145    2.0625    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
  5  3  1  0  0  0  0
  6  4  2  0  0  0  0
  7  3  2  0  0  0  0
  7  4  1  0  0  0  0
  8  5  2  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  9  2  0  0  0  0
 11  1  1  0  0  0  0
 11  8  1  0  0  0  0
 12  2  1  0  0  0  0
 12  9  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0032639

> <DATABASE_NAME>
hmdb

> <SMILES>
COC(=O)C1=CC=C(OC)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C9H10O3/c1-11-8-5-3-7(4-6-8)9(10)12-2/h3-6H,1-2H3

> <INCHI_KEY>
DDIZAANNODHTRB-UHFFFAOYSA-N

> <FORMULA>
C9H10O3

> <MOLECULAR_WEIGHT>
166.1739

> <EXACT_MASS>
166.062994186

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
17.20684477794395

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 4-methoxybenzoate

> <ALOGPS_LOGP>
2.05

> <JCHEM_LOGP>
1.8190515143333335

> <ALOGPS_LOGS>
-2.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.841798848315845

> <JCHEM_POLAR_SURFACE_AREA>
35.53

> <JCHEM_REFRACTIVITY>
44.54650000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.37e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl anisate

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0032639 (Methyl 4-methoxybenzoate)

HMDB0032639
     RDKit          3D
Methyl 4-methoxybenzoate
 22 22  0  0  0  0  0  0  0  0999 V2000
    4.5438    0.4866   -0.1246 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1489    0.6039   -0.2261 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2441   -0.3745    0.1202 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6904   -1.4617    0.5629 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7987   -0.1594   -0.0216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1169   -1.1319    0.3219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4737   -0.9146    0.1828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9714    0.2768   -0.3027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3170    0.5435   -0.4607 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3505   -0.3348   -0.1587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0506    1.2456   -0.6446 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3052    1.0316   -0.5068 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0483    0.5854   -1.1275 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8959   -0.4273    0.3529 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8901    1.3470    0.5100 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2746   -2.0730    0.7054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1824   -1.6845    0.4554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7402   -0.0902    0.8710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0733   -1.3995   -0.2549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2091   -0.0821   -0.8473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3825    2.2122   -1.0357 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0277    1.8010   -0.7787 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
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  8 11  1  0
 11 12  2  0
 12  5  1  0
  1 13  1  0
  1 14  1  0
  1 15  1  0
  6 16  1  0
  7 17  1  0
 10 18  1  0
 10 19  1  0
 10 20  1  0
 11 21  1  0
 12 22  1  0
M  END
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PDB for HMDB0032639 (Methyl 4-methoxybenzoate)

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+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       1.334  -2.310   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  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
CONECT    1   11                                                            
CONECT    2   12                                                            
CONECT    3    5    7                                                       
CONECT    4    6    7                                                       
CONECT    5    3    8                                                       
CONECT    6    4    8                                                       
CONECT    7    3    4    9                                                  
CONECT    8    5    6   11                                                  
CONECT    9    7   10   12                                                  
CONECT   10    9                                                            
CONECT   11    1    8                                                       
CONECT   12    2    9                                                       
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END
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3D PDB for HMDB0032639 (Methyl 4-methoxybenzoate)

COMPND    HMDB0032639
HETATM    1  C1  UNL     1       4.544   0.487  -0.125  1.00  0.00           C  
HETATM    2  O1  UNL     1       3.149   0.604  -0.226  1.00  0.00           O  
HETATM    3  C2  UNL     1       2.244  -0.375   0.120  1.00  0.00           C  
HETATM    4  O2  UNL     1       2.690  -1.462   0.563  1.00  0.00           O  
HETATM    5  C3  UNL     1       0.799  -0.159  -0.022  1.00  0.00           C  
HETATM    6  C4  UNL     1      -0.117  -1.132   0.322  1.00  0.00           C  
HETATM    7  C5  UNL     1      -1.474  -0.915   0.183  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.971   0.277  -0.303  1.00  0.00           C  
HETATM    9  O3  UNL     1      -3.317   0.543  -0.461  1.00  0.00           O  
HETATM   10  C7  UNL     1      -4.351  -0.335  -0.159  1.00  0.00           C  
HETATM   11  C8  UNL     1      -1.051   1.246  -0.645  1.00  0.00           C  
HETATM   12  C9  UNL     1       0.305   1.032  -0.507  1.00  0.00           C  
HETATM   13  H1  UNL     1       5.048   0.585  -1.127  1.00  0.00           H  
HETATM   14  H2  UNL     1       4.896  -0.427   0.353  1.00  0.00           H  
HETATM   15  H3  UNL     1       4.890   1.347   0.510  1.00  0.00           H  
HETATM   16  H4  UNL     1       0.275  -2.073   0.705  1.00  0.00           H  
HETATM   17  H5  UNL     1      -2.182  -1.684   0.455  1.00  0.00           H  
HETATM   18  H6  UNL     1      -4.740  -0.090   0.871  1.00  0.00           H  
HETATM   19  H7  UNL     1      -4.073  -1.399  -0.255  1.00  0.00           H  
HETATM   20  H8  UNL     1      -5.209  -0.082  -0.847  1.00  0.00           H  
HETATM   21  H9  UNL     1      -1.382   2.212  -1.036  1.00  0.00           H  
HETATM   22  H10 UNL     1       1.028   1.801  -0.779  1.00  0.00           H  
CONECT    1    2   13   14   15
CONECT    2    3
CONECT    3    4    4    5
CONECT    5    6    6   12
CONECT    6    7   16
CONECT    7    8    8   17
CONECT    8    9   11
CONECT    9   10
CONECT   10   18   19   20
CONECT   11   12   12   21
CONECT   12   22
END
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SMILES for HMDB0032639 (Methyl 4-methoxybenzoate)

COC(=O)C1=CC=C(OC)C=C1
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INCHI for HMDB0032639 (Methyl 4-methoxybenzoate)

InChI=1S/C9H10O3/c1-11-8-5-3-7(4-6-8)9(10)12-2/h3-6H,1-2H3
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View in JSmolView Stereo Labels
Synonyms
Chemical FormulaC9H10O3
Average Molecular Weight166.1739
Monoisotopic Molecular Weight166.062994186
IUPAC Namemethyl 4-methoxybenzoate
Traditional Namemethyl anisate
CAS Registry Number121-98-2
SMILES
COC(=O)C1=CC=C(OC)C=C1
InChI Identifier
InChI=1S/C9H10O3/c1-11-8-5-3-7(4-6-8)9(10)12-2/h3-6H,1-2H3
InChI KeyDDIZAANNODHTRB-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as p-methoxybenzoic acids and derivatives. These are benzoic acids in which the hydrogen atom at position 4 of the benzene ring is replaced by a methoxy group.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzoic acids and derivatives
Direct ParentP-methoxybenzoic acids and derivatives
Alternative Parents
Substituents
  • P-methoxybenzoic acid or derivatives
  • Benzoate ester
  • Anisole
  • Phenoxy compound
  • Benzoyl
  • Phenol ether
  • Methoxybenzene
  • Alkyl aryl ether
  • Methyl ester
  • Carboxylic acid ester
  • Monocarboxylic acid or derivatives
  • Ether
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effect
Organoleptic effect
Disposition
Biological locationRoute of exposureSource
ProcessNot Available
Role
Industrial application
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point48 °CNot Available
Boiling Point244.00 to 245.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility0.64 mg/mL at 20 °CNot Available
LogP2.27Not Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB010588
KNApSAcK IDC00030761
Chemspider ID21108577
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound8499
PDB IDNot Available
ChEBI ID86903
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1032091
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .