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Showing metabocard for Phthalimide (HMDB0256502)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 16:59:49 UTC
Update Date2021-09-26 23:12:11 UTC
HMDB IDHMDB0256502
Secondary Accession NumbersNone
Metabolite Identification
Common NamePhthalimide
Descriptionphthalimide belongs to the class of organic compounds known as phthalimides. These are aromatic heterocyclic compounds containing a 1,3-dioxoisoindoline moiety. They are imide derivatives of phthalic anhydrides. Based on a literature review a significant number of articles have been published on phthalimide. This compound has been identified in human blood as reported by (PMID: 31557052 ). Phthalimide is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Phthalimide is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0256502 (Phthalimide)


  Mrv1572004191602162D          

 11 12  0  0  0  0            999 V2000
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.0709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    2.9750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  2  0  0  0  0
  6  4  2  0  0  0  0
  6  5  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  2  0  0  0  0
  9  8  1  0  0  0  0
 10  7  1  0  0  0  0
 11  8  2  0  0  0  0
M  END
Download

3D MOL for HMDB0256502 (Phthalimide)

HMDB0256502
     RDKit          3D
Phthalimide
 16 17  0  0  0  0  0  0  0  0999 V2000
    0.5374    3.2625   -0.4271 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7999    2.0486   -0.2074 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0700    1.4403    0.0021 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9309    0.1780    0.1946 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9889   -0.7032    0.4298 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5279   -0.2145    0.1359 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1020   -1.4303    0.2781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4779   -1.5072    0.1706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1813   -0.3433   -0.0795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5377    0.8713   -0.2203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1653    0.9563   -0.1144 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4565   -1.2086   -0.3286 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4882   -2.3173    0.4734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0216   -2.4425    0.2749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2503   -0.3877   -0.1655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0638    1.7976   -0.4164 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  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  2  1  0
 11  6  1  0
  5 12  1  0
  7 13  1  0
  8 14  1  0
  9 15  1  0
 10 16  1  0
M  END
Download

3D SDF for HMDB0256502 (Phthalimide)


  Mrv1572004191602162D          

 11 12  0  0  0  0            999 V2000
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.0709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    2.9750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  2  0  0  0  0
  6  4  2  0  0  0  0
  6  5  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  2  0  0  0  0
  9  8  1  0  0  0  0
 10  7  1  0  0  0  0
 11  8  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0256502

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=NC(=O)C2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C8H5NO2/c10-7-5-3-1-2-4-6(5)8(11)9-7/h1-4H,(H,9,10,11)

> <INCHI_KEY>
XKJCHHZQLQNZHY-UHFFFAOYSA-N

> <FORMULA>
C8H5NO2

> <MOLECULAR_WEIGHT>
147.133

> <EXACT_MASS>
147.032028405

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
16

> <JCHEM_AVERAGE_POLARIZABILITY>
13.818452285807773

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-hydroxy-1H-isoindol-1-one

> <ALOGPS_LOGP>
0.99

> <JCHEM_LOGP>
1.0609238426666665

> <ALOGPS_LOGS>
-2.15

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.216304231639945

> <JCHEM_PKA_STRONGEST_BASIC>
-2.897161026783647

> <JCHEM_POLAR_SURFACE_AREA>
49.660000000000004

> <JCHEM_REFRACTIVITY>
39.636500000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.04e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
phthalimide

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0256502 (Phthalimide)

HMDB0256502
     RDKit          3D
Phthalimide
 16 17  0  0  0  0  0  0  0  0999 V2000
    0.5374    3.2625   -0.4271 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7999    2.0486   -0.2074 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0700    1.4403    0.0021 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9309    0.1780    0.1946 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9889   -0.7032    0.4298 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5279   -0.2145    0.1359 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1020   -1.4303    0.2781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4779   -1.5072    0.1706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1813   -0.3433   -0.0795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5377    0.8713   -0.2203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1653    0.9563   -0.1144 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4565   -1.2086   -0.3286 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4882   -2.3173    0.4734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0216   -2.4425    0.2749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2503   -0.3877   -0.1655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0638    1.7976   -0.4164 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  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  2  1  0
 11  6  1  0
  5 12  1  0
  7 13  1  0
  8 14  1  0
  9 15  1  0
 10 16  1  0
M  END
Download

PDB for HMDB0256502 (Phthalimide)

HEADER    PROTEIN                                 19-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-16         0                                  
HETATM    1  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.258   3.613   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.126   1.597   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.126   4.089   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       1.220   2.843   0.000  0.00  0.00           N+0
HETATM   10  O   UNK     0       1.650   0.132   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       1.650   5.553   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    6    7                                                  
CONECT    6    4    5    8                                                  
CONECT    7    5    9   10                                                  
CONECT    8    6    9   11                                                  
CONECT    9    7    8                                                       
CONECT   10    7                                                            
CONECT   11    8                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   24    0
END
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3D PDB for HMDB0256502 (Phthalimide)

COMPND    HMDB0256502
HETATM    1  O1  UNL     1       0.537   3.263  -0.427  1.00  0.00           O  
HETATM    2  C1  UNL     1       0.800   2.049  -0.207  1.00  0.00           C  
HETATM    3  N1  UNL     1       2.070   1.440   0.002  1.00  0.00           N  
HETATM    4  C2  UNL     1       1.931   0.178   0.195  1.00  0.00           C  
HETATM    5  O2  UNL     1       2.989  -0.703   0.430  1.00  0.00           O  
HETATM    6  C3  UNL     1       0.528  -0.214   0.136  1.00  0.00           C  
HETATM    7  C4  UNL     1      -0.102  -1.430   0.278  1.00  0.00           C  
HETATM    8  C5  UNL     1      -1.478  -1.507   0.171  1.00  0.00           C  
HETATM    9  C6  UNL     1      -2.181  -0.343  -0.079  1.00  0.00           C  
HETATM   10  C7  UNL     1      -1.538   0.871  -0.220  1.00  0.00           C  
HETATM   11  C8  UNL     1      -0.165   0.956  -0.114  1.00  0.00           C  
HETATM   12  H1  UNL     1       3.456  -1.209  -0.329  1.00  0.00           H  
HETATM   13  H2  UNL     1       0.488  -2.317   0.473  1.00  0.00           H  
HETATM   14  H3  UNL     1      -2.022  -2.443   0.275  1.00  0.00           H  
HETATM   15  H4  UNL     1      -3.250  -0.388  -0.166  1.00  0.00           H  
HETATM   16  H5  UNL     1      -2.064   1.798  -0.416  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   11
CONECT    3    4    4
CONECT    4    5    6
CONECT    5   12
CONECT    6    7    7   11
CONECT    7    8   13
CONECT    8    9    9   14
CONECT    9   10   15
CONECT   10   11   11   16
END
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SMILES for HMDB0256502 (Phthalimide)

OC1=NC(=O)C2=CC=CC=C12
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INCHI for HMDB0256502 (Phthalimide)

InChI=1S/C8H5NO2/c10-7-5-3-1-2-4-6(5)8(11)9-7/h1-4H,(H,9,10,11)
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View in JSmolView Stereo Labels
Synonyms
ValueSource
1,3-IsoindolinedioneChEBI
1H-Isoindole-1,3(2H)-dioneChEBI
2-Diazoindan-1,3-dioneChEBI
O-Phthalic imideChEBI
Potassium phthalimideMeSH
Phthalimide calcium (2:1) saltMeSH
Phthalimide potassium saltMeSH
PhthalimideMeSH
Chemical FormulaC8H5NO2
Average Molecular Weight147.133
Monoisotopic Molecular Weight147.032028405
IUPAC Name3-hydroxy-1H-isoindol-1-one
Traditional Namephthalimide
CAS Registry NumberNot Available
SMILES
OC1=NC(=O)C2=CC=CC=C12
InChI Identifier
InChI=1S/C8H5NO2/c10-7-5-3-1-2-4-6(5)8(11)9-7/h1-4H,(H,9,10,11)
InChI KeyXKJCHHZQLQNZHY-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phthalimides. These are aromatic heterocyclic compounds containing a 1,3-dioxoisoindoline moiety. They are imide derivatives of phthalic anhydrides.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassIsoindoles and derivatives
Sub ClassIsoindolines
Direct ParentPhthalimides
Alternative Parents
Substituents
  • Phthalimide
  • Isoindole
  • Benzenoid
  • Carboxylic acid imide, n-unsubstituted
  • Carboxylic acid imide
  • Azacycle
  • Carboxylic acid derivative
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological location
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP0.99ALOGPS
logP1.06ChemAxon
logS-2.2ALOGPS
pKa (Strongest Acidic)6.22ChemAxon
pKa (Strongest Basic)-2.9ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area49.66 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity39.64 m³·mol⁻¹ChemAxon
Polarizability13.82 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M-2H]-161.62330932474
DeepCCS[M+Na]+137.12630932474
AllCCS[M+H]+133.532859911
AllCCS[M+H-H2O]+129.132859911
AllCCS[M+NH4]+137.732859911
AllCCS[M+Na]+138.932859911
AllCCS[M-H]-126.432859911
AllCCS[M+Na-2H]-127.432859911
AllCCS[M+HCOO]-128.532859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
PhthalimideOC1=NC(=O)C2=CC=CC=C122802.6Standard polar33892256
PhthalimideOC1=NC(=O)C2=CC=CC=C121551.5Standard non polar33892256
PhthalimideOC1=NC(=O)C2=CC=CC=C121429.4Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Phthalimide GC-MS (Non-derivatized) - 70eV, Positivesplash10-0002-2900000000-87ae2d9bb5a7af9927f72021-09-23Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Phthalimide GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Phthalimide GC-MS (TMS_1_1) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Phthalimide GC-MS (TBDMS_1_1) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Phthalimide 35V, Positive-QTOFsplash10-001i-0900000000-441496a21fe7006c2b362021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Phthalimide 35V, Negative-QTOFsplash10-0002-0900000000-4ce0101e8df3884967de2021-09-20HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Phthalimide 10V, Positive-QTOFsplash10-0002-0900000000-2bad38f61a6230a216872016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Phthalimide 20V, Positive-QTOFsplash10-0002-0900000000-27417e3fbf264981c3932016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Phthalimide 40V, Positive-QTOFsplash10-0f6t-6900000000-f4c7d426c06195f49d1a2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Phthalimide 10V, Negative-QTOFsplash10-0002-0900000000-57e71b2c2b03fb2077472016-08-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Phthalimide 20V, Negative-QTOFsplash10-0002-0900000000-942c963788c348ada15a2016-08-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Phthalimide 40V, Negative-QTOFsplash10-0006-9300000000-ee566042866f9725b6de2016-08-04Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID6550
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkPhthalimide
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI ID38817
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]