Hmdb loader

Showing metabocard for Monoethyl phthalate (HMDB0002120)

Jump To Section:
IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesXML
Show more...Show more...Show more...
Record Information
Version5.0
StatusDetected and Quantified
Creation Date2006-05-22 14:17:37 UTC
Update Date2023-02-21 17:16:11 UTC
HMDB IDHMDB0002120
Secondary Accession Numbers
  • HMDB02120
Metabolite Identification
Common NameMonoethyl phthalate
DescriptionMonoethyl phthalate, also known as metp, belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid. Monoethyl phthalate is an extremely weak basic (essentially neutral) compound (based on its pKa). Monoethyl phthalate is a potentially toxic compound. A phthalic acid monoester resulting from the condensation of one of the carboxy groups of phthalic acid with ethanol.
Structure
Data?1676999771
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0002120 (Monoethyl phthalate)

  Mrv1652305271900222D          

 14 14  0  0  0  0            999 V2000
   14.1617   -9.0345    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7328   -9.0345    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3038  -10.6845    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0184   -9.4470    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4473  -10.2720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7328  -10.6845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1617  -10.6845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7328  -11.5095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4473   -9.4470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1617  -11.5095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4473  -11.9220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1617   -8.2095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0184  -10.2720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8763   -7.7970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  9  1  0  0  0  0
  1 12  1  0  0  0  0
  2  9  2  0  0  0  0
  3 13  1  0  0  0  0
  4 13  2  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  5  9  1  0  0  0  0
  6  8  2  0  0  0  0
  6 13  1  0  0  0  0
  7 10  1  0  0  0  0
  8 11  1  0  0  0  0
 10 11  2  0  0  0  0
 12 14  1  0  0  0  0
M  END
Download

3D MOL for HMDB0002120 (Monoethyl phthalate)

HMDB0002120
     RDKit          3D
Monoethyl phthalate
 24 24  0  0  0  0  0  0  0  0999 V2000
    3.6993    0.0414    0.6876 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1761   -0.4736   -0.6080 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7926   -0.7806   -0.5929 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8207    0.2103   -0.3079 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3337    1.3133   -0.0890 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5572   -0.1972   -0.3155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8539   -1.5327   -0.6019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1308   -2.0095   -0.6320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1902   -1.1968   -0.3812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9511    0.1018   -0.0996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6337    0.6176   -0.0631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4889    2.0171    0.2477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4259    2.6103    0.3181 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6236    2.7950    0.4951 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3297    0.9427    0.4806 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8827    0.3533    1.3690 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3021   -0.7322    1.1892 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3390    0.2606   -1.4277 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6763   -1.4311   -0.8329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0381   -2.2272   -0.8107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2920   -3.0549   -0.8606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2012   -1.6114   -0.4135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7717    0.7903    0.1081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1938    3.1935   -0.2127 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 11  6  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  2 19  1  0
  7 20  1  0
  8 21  1  0
  9 22  1  0
 10 23  1  0
 14 24  1  0
M  END
Download

3D SDF for HMDB0002120 (Monoethyl phthalate)

  Mrv1652305271900222D          

 14 14  0  0  0  0            999 V2000
   14.1617   -9.0345    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7328   -9.0345    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3038  -10.6845    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0184   -9.4470    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4473  -10.2720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7328  -10.6845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1617  -10.6845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7328  -11.5095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4473   -9.4470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1617  -11.5095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4473  -11.9220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1617   -8.2095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0184  -10.2720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8763   -7.7970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  9  1  0  0  0  0
  1 12  1  0  0  0  0
  2  9  2  0  0  0  0
  3 13  1  0  0  0  0
  4 13  2  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  5  9  1  0  0  0  0
  6  8  2  0  0  0  0
  6 13  1  0  0  0  0
  7 10  1  0  0  0  0
  8 11  1  0  0  0  0
 10 11  2  0  0  0  0
 12 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0002120

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C10H10O4/c1-2-14-10(13)8-6-4-3-5-7(8)9(11)12/h3-6H,2H2,1H3,(H,11,12)

> <INCHI_KEY>
YWWHKOHZGJFMIE-UHFFFAOYSA-N

> <FORMULA>
C10H10O4

> <MOLECULAR_WEIGHT>
194.184

> <EXACT_MASS>
194.057908808

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
24

> <JCHEM_AVERAGE_POLARIZABILITY>
18.955813546774166

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(ethoxycarbonyl)benzoic acid

> <ALOGPS_LOGP>
1.77

> <JCHEM_LOGP>
1.991113642666666

> <ALOGPS_LOGS>
-2.03

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.0847783243356672

> <JCHEM_PKA_STRONGEST_BASIC>
-6.955892706225593

> <JCHEM_POLAR_SURFACE_AREA>
63.6

> <JCHEM_REFRACTIVITY>
50.088100000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.81e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(ethoxycarbonyl)benzoic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0002120 (Monoethyl phthalate)

HMDB0002120
     RDKit          3D
Monoethyl phthalate
 24 24  0  0  0  0  0  0  0  0999 V2000
    3.6993    0.0414    0.6876 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1761   -0.4736   -0.6080 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7926   -0.7806   -0.5929 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8207    0.2103   -0.3079 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3337    1.3133   -0.0890 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5572   -0.1972   -0.3155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8539   -1.5327   -0.6019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1308   -2.0095   -0.6320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1902   -1.1968   -0.3812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9511    0.1018   -0.0996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6337    0.6176   -0.0631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4889    2.0171    0.2477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4259    2.6103    0.3181 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6236    2.7950    0.4951 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3297    0.9427    0.4806 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8827    0.3533    1.3690 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3021   -0.7322    1.1892 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3390    0.2606   -1.4277 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6763   -1.4311   -0.8329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0381   -2.2272   -0.8107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2920   -3.0549   -0.8606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2012   -1.6114   -0.4135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7717    0.7903    0.1081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1938    3.1935   -0.2127 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 11  6  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  2 19  1  0
  7 20  1  0
  8 21  1  0
  9 22  1  0
 10 23  1  0
 14 24  1  0
M  END
Download

PDB for HMDB0002120 (Monoethyl phthalate)

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  O   UNK     0      26.435 -16.864   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      23.768 -16.864   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      21.100 -19.944   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      22.434 -17.634   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      25.102 -19.174   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      23.768 -19.944   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      26.435 -19.944   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      23.768 -21.484   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      25.102 -17.634   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      26.435 -21.484   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      25.102 -22.254   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      26.435 -15.324   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      22.434 -19.174   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      27.769 -14.554   0.000  0.00  0.00           C+0
CONECT    1    9   12                                                       
CONECT    2    9                                                            
CONECT    3   13                                                            
CONECT    4   13                                                            
CONECT    5    6    7    9                                                  
CONECT    6    5    8   13                                                  
CONECT    7    5   10                                                       
CONECT    8    6   11                                                       
CONECT    9    1    2    5                                                  
CONECT   10    7   11                                                       
CONECT   11    8   10                                                       
CONECT   12    1   14                                                       
CONECT   13    3    4    6                                                  
CONECT   14   12                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END
Download

3D PDB for HMDB0002120 (Monoethyl phthalate)

COMPND    HMDB0002120
HETATM    1  C1  UNL     1       3.699   0.041   0.688  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.176  -0.474  -0.608  1.00  0.00           C  
HETATM    3  O1  UNL     1       1.793  -0.781  -0.593  1.00  0.00           O  
HETATM    4  C3  UNL     1       0.821   0.210  -0.308  1.00  0.00           C  
HETATM    5  O2  UNL     1       1.334   1.313  -0.089  1.00  0.00           O  
HETATM    6  C4  UNL     1      -0.557  -0.197  -0.315  1.00  0.00           C  
HETATM    7  C5  UNL     1      -0.854  -1.533  -0.602  1.00  0.00           C  
HETATM    8  C6  UNL     1      -2.131  -2.010  -0.632  1.00  0.00           C  
HETATM    9  C7  UNL     1      -3.190  -1.197  -0.381  1.00  0.00           C  
HETATM   10  C8  UNL     1      -2.951   0.102  -0.100  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.634   0.618  -0.063  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.489   2.017   0.248  1.00  0.00           C  
HETATM   13  O3  UNL     1      -0.426   2.610   0.318  1.00  0.00           O  
HETATM   14  O4  UNL     1      -2.624   2.795   0.495  1.00  0.00           O  
HETATM   15  H1  UNL     1       4.330   0.943   0.481  1.00  0.00           H  
HETATM   16  H2  UNL     1       2.883   0.353   1.369  1.00  0.00           H  
HETATM   17  H3  UNL     1       4.302  -0.732   1.189  1.00  0.00           H  
HETATM   18  H4  UNL     1       3.339   0.261  -1.428  1.00  0.00           H  
HETATM   19  H5  UNL     1       3.676  -1.431  -0.833  1.00  0.00           H  
HETATM   20  H6  UNL     1      -0.038  -2.227  -0.811  1.00  0.00           H  
HETATM   21  H7  UNL     1      -2.292  -3.055  -0.861  1.00  0.00           H  
HETATM   22  H8  UNL     1      -4.201  -1.611  -0.413  1.00  0.00           H  
HETATM   23  H9  UNL     1      -3.772   0.790   0.108  1.00  0.00           H  
HETATM   24  H10 UNL     1      -3.194   3.193  -0.213  1.00  0.00           H  
CONECT    1    2   15   16   17
CONECT    2    3   18   19
CONECT    3    4
CONECT    4    5    5    6
CONECT    6    7    7   11
CONECT    7    8   20
CONECT    8    9    9   21
CONECT    9   10   22
CONECT   10   11   11   23
CONECT   11   12
CONECT   12   13   13   14
CONECT   14   24
END
Download

SMILES for HMDB0002120 (Monoethyl phthalate)

CCOC(=O)C1=CC=CC=C1C(O)=O
Download

INCHI for HMDB0002120 (Monoethyl phthalate)

InChI=1S/C10H10O4/c1-2-14-10(13)8-6-4-3-5-7(8)9(11)12/h3-6H,2H2,1H3,(H,11,12)
Download
View in JSmolView Stereo Labels
Synonyms
ValueSource
MEtPChEBI
Phthalic acid monoethyl esterChEBI
Phthalate monoethyl esterGenerator
Monoethyl phthalic acidGenerator
2-(Ethoxycarbonyl)benzoateHMDB
2-(Ethoxycarbonyl)benzoic acidHMDB
14C-Monoethyl phthalateMeSH, HMDB
Chemical FormulaC10H10O4
Average Molecular Weight194.184
Monoisotopic Molecular Weight194.057908808
IUPAC Name2-(ethoxycarbonyl)benzoic acid
Traditional Name2-(ethoxycarbonyl)benzoic acid
CAS Registry Number2306-33-4
SMILES
CCOC(=O)C1=CC=CC=C1C(O)=O
InChI Identifier
InChI=1S/C10H10O4/c1-2-14-10(13)8-6-4-3-5-7(8)9(11)12/h3-6H,2H2,1H3,(H,11,12)
InChI KeyYWWHKOHZGJFMIE-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
  • 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 Descriptors
Ontology
Physiological effect
Health effect
Disposition
Biological locationSource
ProcessNot Available
Role
Industrial applicationBiological role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M-H]-Not Available148.226http://allccs.zhulab.cn/database/detail?ID=AllCCS00001928
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Saliva
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
SalivaDetected and Quantified0.471 uMAdult (>18 years old)BothNormal details
UrineDetected and Quantified0.0570 (0.0522-0.0623) umol/mmol creatinineAdult (>18 years old)Not SpecifiedNormal
    • National Health a...
 details
UrineDetected and Quantified0.0267 (0.0239-0.0299) umol/mmol creatinineChildren (1-13 years old)Not SpecifiedNormal
    • National Health a...
 details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
UrineDetected and Quantified0.009 umol/mmol creatinineAdult (>18 years old)BothPregnancy details
Associated Disorders and Diseases
Disease References
Pregnancy
  1. Huang PC, Kuo PL, Guo YL, Liao PC, Lee CC: Associations between urinary phthalate monoesters and thyroid hormones in pregnant women. Hum Reprod. 2007 Oct;22(10):2715-22. Epub 2007 Aug 17. [PubMed:17704099 ]
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022852
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound75318
PDB IDNot Available
ChEBI ID70973
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDMDB00000378
Good Scents IDNot Available
References
Synthesis Referencev. Amann, Walter. Ethyl hydrogen phthalate. Monatshefte fuer Chemie (1915), 36 505-8.
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. Hauser R, Meeker JD, Singh NP, Silva MJ, Ryan L, Duty S, Calafat AM: DNA damage in human sperm is related to urinary levels of phthalate monoester and oxidative metabolites. Hum Reprod. 2007 Mar;22(3):688-95. Epub 2006 Nov 7. [PubMed:17090632 ]