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Showing metabocard for Monomethyl phthalate (HMDB0002130)

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Record Information
Version5.0
StatusDetected and Quantified
Creation Date2006-05-22 14:17:37 UTC
Update Date2023-02-21 17:16:12 UTC
HMDB IDHMDB0002130
Secondary Accession Numbers
  • HMDB02130
Metabolite Identification
Common NameMonomethyl phthalate
DescriptionMonomethyl phthalate belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid. Based on a literature review very few articles have been published on Monomethyl phthalate.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0002130 (Monomethyl phthalate)

  Mrv0541 02231219222D          

 13 13  0  0  0  0            999 V2000
   15.3568   -9.7624    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4989  -11.4126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9280   -9.7624    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2134  -10.1750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6424  -11.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9280  -11.4126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3568  -11.4126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9280  -12.2376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3568  -12.2376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6424  -12.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6424  -10.1750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2134  -11.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3568   -8.9374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 11  1  0  0  0  0
  1 13  1  0  0  0  0
  2 12  1  0  0  0  0
  3 11  2  0  0  0  0
  4 12  2  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  5 11  1  0  0  0  0
  6  8  2  0  0  0  0
  6 12  1  0  0  0  0
  7  9  1  0  0  0  0
  8 10  1  0  0  0  0
  9 10  2  0  0  0  0
M  END
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3D MOL for HMDB0002130 (Monomethyl phthalate)

HMDB0002130
     RDKit          3D
Monomethyl phthalate
 21 21  0  0  0  0  0  0  0  0999 V2000
    3.5870    0.4606    0.0125 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3369   -0.1765    0.1821 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1094    0.4636   -0.1484 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    1.6001   -0.5826 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1406   -0.2465    0.0498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0236   -1.5618    0.5741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1410   -2.3004    0.7922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3880   -1.8030    0.5164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4747   -0.5323    0.0116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3549    0.2878   -0.2383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5312    1.6069   -0.7679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7696    1.9383   -0.9779 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6652    2.5906   -1.0986 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2037   -0.0398   -0.7522 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4265    1.5346   -0.2583 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0814    0.4336    1.0214 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9506   -1.9851    0.8032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0445   -3.3158    1.1973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2954   -2.3793    0.6842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4623   -0.1324   -0.2092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7034    3.5569   -0.8113 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  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 10  5  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  6 17  1  0
  7 18  1  0
  8 19  1  0
  9 20  1  0
 13 21  1  0
M  END
Download

3D SDF for HMDB0002130 (Monomethyl phthalate)

  Mrv0541 02231219222D          

 13 13  0  0  0  0            999 V2000
   15.3568   -9.7624    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4989  -11.4126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9280   -9.7624    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2134  -10.1750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6424  -11.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9280  -11.4126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3568  -11.4126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9280  -12.2376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3568  -12.2376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6424  -12.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6424  -10.1750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2134  -11.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3568   -8.9374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 11  1  0  0  0  0
  1 13  1  0  0  0  0
  2 12  1  0  0  0  0
  3 11  2  0  0  0  0
  4 12  2  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  5 11  1  0  0  0  0
  6  8  2  0  0  0  0
  6 12  1  0  0  0  0
  7  9  1  0  0  0  0
  8 10  1  0  0  0  0
  9 10  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0002130

> <DATABASE_NAME>
hmdb

> <SMILES>
COC(=O)C1=CC=CC=C1C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C9H8O4/c1-13-9(12)7-5-3-2-4-6(7)8(10)11/h2-5H,1H3,(H,10,11)

> <INCHI_KEY>
FNJSWIPFHMKRAT-UHFFFAOYSA-N

> <FORMULA>
C9H8O4

> <MOLECULAR_WEIGHT>
180.1574

> <EXACT_MASS>
180.042258744

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
16.882505977509652

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(methoxycarbonyl)benzoic acid

> <ALOGPS_LOGP>
1.50

> <JCHEM_LOGP>
1.634305688

> <ALOGPS_LOGS>
-2.01

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.085639510044415

> <JCHEM_PKA_STRONGEST_BASIC>
-6.948874622505856

> <JCHEM_POLAR_SURFACE_AREA>
63.6

> <JCHEM_REFRACTIVITY>
45.3395

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.76e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl hydrogen phthalate

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0002130 (Monomethyl phthalate)

HMDB0002130
     RDKit          3D
Monomethyl phthalate
 21 21  0  0  0  0  0  0  0  0999 V2000
    3.5870    0.4606    0.0125 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3369   -0.1765    0.1821 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1094    0.4636   -0.1484 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    1.6001   -0.5826 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1406   -0.2465    0.0498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0236   -1.5618    0.5741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1410   -2.3004    0.7922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3880   -1.8030    0.5164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4747   -0.5323    0.0116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3549    0.2878   -0.2383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5312    1.6069   -0.7679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7696    1.9383   -0.9779 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6652    2.5906   -1.0986 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2037   -0.0398   -0.7522 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4265    1.5346   -0.2583 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0814    0.4336    1.0214 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9506   -1.9851    0.8032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0445   -3.3158    1.1973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2954   -2.3793    0.6842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4623   -0.1324   -0.2092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7034    3.5569   -0.8113 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  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 10  5  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  6 17  1  0
  7 18  1  0
  8 19  1  0
  9 20  1  0
 13 21  1  0
M  END
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PDB for HMDB0002130 (Monomethyl phthalate)

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      28.666 -18.223   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      23.331 -21.303   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      25.999 -18.223   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      24.665 -18.993   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      27.332 -20.533   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      25.999 -21.303   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      28.666 -21.303   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      25.999 -22.843   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      28.666 -22.843   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      27.332 -23.613   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      27.332 -18.993   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      24.665 -20.533   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      28.666 -16.683   0.000  0.00  0.00           C+0
CONECT    1   11   13                                                       
CONECT    2   12                                                            
CONECT    3   11                                                            
CONECT    4   12                                                            
CONECT    5    6    7   11                                                  
CONECT    6    5    8   12                                                  
CONECT    7    5    9                                                       
CONECT    8    6   10                                                       
CONECT    9    7   10                                                       
CONECT   10    8    9                                                       
CONECT   11    1    3    5                                                  
CONECT   12    2    4    6                                                  
CONECT   13    1                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END
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3D PDB for HMDB0002130 (Monomethyl phthalate)

COMPND    HMDB0002130
HETATM    1  C1  UNL     1       3.587   0.461   0.013  1.00  0.00           C  
HETATM    2  O1  UNL     1       2.337  -0.177   0.182  1.00  0.00           O  
HETATM    3  C2  UNL     1       1.109   0.464  -0.148  1.00  0.00           C  
HETATM    4  O2  UNL     1       1.299   1.600  -0.583  1.00  0.00           O  
HETATM    5  C3  UNL     1      -0.141  -0.246   0.050  1.00  0.00           C  
HETATM    6  C4  UNL     1      -0.024  -1.562   0.574  1.00  0.00           C  
HETATM    7  C5  UNL     1      -1.141  -2.300   0.792  1.00  0.00           C  
HETATM    8  C6  UNL     1      -2.388  -1.803   0.516  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.475  -0.532   0.012  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.355   0.288  -0.238  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.531   1.607  -0.768  1.00  0.00           C  
HETATM   12  O3  UNL     1      -2.770   1.938  -0.978  1.00  0.00           O  
HETATM   13  O4  UNL     1      -0.665   2.591  -1.099  1.00  0.00           O  
HETATM   14  H1  UNL     1       4.204  -0.040  -0.752  1.00  0.00           H  
HETATM   15  H2  UNL     1       3.427   1.535  -0.258  1.00  0.00           H  
HETATM   16  H3  UNL     1       4.081   0.434   1.021  1.00  0.00           H  
HETATM   17  H4  UNL     1       0.951  -1.985   0.803  1.00  0.00           H  
HETATM   18  H5  UNL     1      -1.044  -3.316   1.197  1.00  0.00           H  
HETATM   19  H6  UNL     1      -3.295  -2.379   0.684  1.00  0.00           H  
HETATM   20  H7  UNL     1      -3.462  -0.132  -0.209  1.00  0.00           H  
HETATM   21  H8  UNL     1      -0.703   3.557  -0.811  1.00  0.00           H  
CONECT    1    2   14   15   16
CONECT    2    3
CONECT    3    4    4    5
CONECT    5    6    6   10
CONECT    6    7   17
CONECT    7    8    8   18
CONECT    8    9   19
CONECT    9   10   10   20
CONECT   10   11
CONECT   11   12   12   13
CONECT   13   21
END
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SMILES for HMDB0002130 (Monomethyl phthalate)

COC(=O)C1=CC=CC=C1C(O)=O
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INCHI for HMDB0002130 (Monomethyl phthalate)

InChI=1S/C9H8O4/c1-13-9(12)7-5-3-2-4-6(7)8(10)11/h2-5H,1H3,(H,10,11)
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View in JSmolView Stereo Labels
Synonyms
ValueSource
Monomethyl phthalic acidGenerator
2-(Methoxycarbonyl)benzoateHMDB, Generator
2-(Methoxycarbonyl)benzoic acidHMDB
Methyl hydrogen phthalateHMDB
Methyl phthalateHMDB
Monomethyl 1,2-benzenedicarboxylateHMDB
O-(Methoxycarbonyl)benzoateHMDB
O-(Methoxycarbonyl)benzoic acidHMDB
1,2-Benzenedicarboxylic acid monomethyl esterMeSH, HMDB
Monomethyl phthalateMeSH
Chemical FormulaC9H8O4
Average Molecular Weight180.1574
Monoisotopic Molecular Weight180.042258744
IUPAC Name2-(methoxycarbonyl)benzoic acid
Traditional Namemethyl hydrogen phthalate
CAS Registry Number4376-18-5
SMILES
COC(=O)C1=CC=CC=C1C(O)=O
InChI Identifier
InChI=1S/C9H8O4/c1-13-9(12)7-5-3-2-4-6(7)8(10)11/h2-5H,1H3,(H,10,11)
InChI KeyFNJSWIPFHMKRAT-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzoic acids and derivatives
Direct ParentBenzoic acid esters
Alternative Parents
Substituents
  • Benzoate ester
  • Benzoic acid
  • Benzoyl
  • Dicarboxylic acid or derivatives
  • Methyl ester
  • Carboxylic acid ester
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
ProcessNot Available
Role
Environmental role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point82 - 84 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogP1.13HANSCH,C ET AL. (1995)
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
  • Saliva
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
SalivaDetected and Quantified0.0172 uMAdult (>18 years old)BothNormal details
UrineDetected and Quantified0.000628 (0.000546-0.000734) umol/mmol creatinineAdult (>18 years old)Not SpecifiedNormal
    • National Health a...
 details
UrineDetected and Quantified0.00174 (0.00153-0.00198) umol/mmol creatinineChildren (1-13 years old)Not SpecifiedNormal
    • National Health a...
 details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022858
KNApSAcK IDNot Available
Chemspider ID19207
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound20392
PDB IDNot Available
ChEBI ID491486
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceMedonos, Vladimir; Pasek, Josef; Ruzicka, Vlastimil. Preparation of methyl phthalate by addition of dimethyl ether to phthalic anhydride. Chemicky Prumysl (1957), 7 281-5.
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Silva MJ, Reidy JA, Samandar E, Herbert AR, Needham LL, Calafat AM: Detection of phthalate metabolites in human saliva. Arch Toxicol. 2005 Nov;79(11):647-52. Epub 2005 Jul 2. [PubMed:15995852 ]
  2. Liang DW, Zhang T, Fang HH: Denitrifying degradation of dimethyl phthalate. Appl Microbiol Biotechnol. 2007 Feb;74(1):221-9. Epub 2006 Nov 10. [PubMed:17096122 ]