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Showing metabocard for N-Phenylglycine (HMDB0255227)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 14:48:22 UTC
Update Date2021-09-26 23:09:51 UTC
HMDB IDHMDB0255227
Secondary Accession NumbersNone
Metabolite Identification
Common NameN-Phenylglycine
DescriptionN-Phenylglycine, also known as NPG or anilinoacetate, belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). Based on a literature review a significant number of articles have been published on N-Phenylglycine. This compound has been identified in human blood as reported by (PMID: 31557052 ). N-phenylglycine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically N-Phenylglycine 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 HMDB0255227 (N-Phenylglycine)

  Mrv1652309112116482D          

 11 11  0  0  0  0            999 V2000
    0.7145   -0.4125    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
    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
    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    2.0625    0.0000 N   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
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  1  6  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
M  END
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3D MOL for HMDB0255227 (N-Phenylglycine)

HMDB0255227
     RDKit          3D
N-Phenylglycine
 20 20  0  0  0  0  0  0  0  0999 V2000
    2.1223    1.2013   -0.2468 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4062    0.0583   -0.6749 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3122   -0.0478   -1.7173 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8311   -1.1964   -0.1338 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8948   -0.9729    0.9323 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3127   -0.2601    0.7747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1381   -0.0113    1.8448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3261    0.6891    1.6632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7013    1.1459    0.4210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8816    0.9017   -0.6568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6947    0.1996   -0.4640 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0848   -0.2743   -2.6579 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6874   -1.7947    0.2337 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3896   -1.8155   -0.9594 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1120   -1.3564    1.8820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9152   -0.3357    2.8500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9881    0.8910    2.5098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6289    1.6899    0.2935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1718    1.2583   -1.6343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0820    0.0298   -1.3536 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  6  1  0
  3 12  1  0
  4 13  1  0
  4 14  1  0
  5 15  1  0
  7 16  1  0
  8 17  1  0
  9 18  1  0
 10 19  1  0
 11 20  1  0
M  END
Download

3D SDF for HMDB0255227 (N-Phenylglycine)

  Mrv1652309112116482D          

 11 11  0  0  0  0            999 V2000
    0.7145   -0.4125    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
    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
    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    2.0625    0.0000 N   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
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  1  6  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0255227

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)CNC1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C8H9NO2/c10-8(11)6-9-7-4-2-1-3-5-7/h1-5,9H,6H2,(H,10,11)

> <INCHI_KEY>
NPKSPKHJBVJUKB-UHFFFAOYSA-N

> <FORMULA>
C8H9NO2

> <MOLECULAR_WEIGHT>
151.165

> <EXACT_MASS>
151.063328534

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
20

> <JCHEM_AVERAGE_POLARIZABILITY>
15.456440018137442

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-(phenylamino)acetic acid

> <ALOGPS_LOGP>
0.73

> <JCHEM_LOGP>
-0.16167122210266077

> <ALOGPS_LOGS>
-1.55

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
16.436550831277216

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.6332594960331552

> <JCHEM_PKA_STRONGEST_BASIC>
5.663687841877571

> <JCHEM_POLAR_SURFACE_AREA>
49.33

> <JCHEM_REFRACTIVITY>
42.336400000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.24e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-phenylglycine

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0255227 (N-Phenylglycine)

HMDB0255227
     RDKit          3D
N-Phenylglycine
 20 20  0  0  0  0  0  0  0  0999 V2000
    2.1223    1.2013   -0.2468 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4062    0.0583   -0.6749 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3122   -0.0478   -1.7173 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8311   -1.1964   -0.1338 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8948   -0.9729    0.9323 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3127   -0.2601    0.7747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1381   -0.0113    1.8448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3261    0.6891    1.6632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7013    1.1459    0.4210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8816    0.9017   -0.6568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6947    0.1996   -0.4640 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0848   -0.2743   -2.6579 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6874   -1.7947    0.2337 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3896   -1.8155   -0.9594 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1120   -1.3564    1.8820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9152   -0.3357    2.8500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9881    0.8910    2.5098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6289    1.6899    0.2935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1718    1.2583   -1.6343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0820    0.0298   -1.3536 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  6  1  0
  3 12  1  0
  4 13  1  0
  4 14  1  0
  5 15  1  0
  7 16  1  0
  8 17  1  0
  9 18  1  0
 10 19  1  0
 11 20  1  0
M  END
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PDB for HMDB0255227 (N-Phenylglycine)

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334   2.310   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       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       1.334   3.850   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -1.334   6.930   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       1.334   6.930   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    4    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   22    0
END
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3D PDB for HMDB0255227 (N-Phenylglycine)

COMPND    HMDB0255227
HETATM    1  O1  UNL     1       2.122   1.201  -0.247  1.00  0.00           O  
HETATM    2  C1  UNL     1       2.406   0.058  -0.675  1.00  0.00           C  
HETATM    3  O2  UNL     1       3.312  -0.048  -1.717  1.00  0.00           O  
HETATM    4  C2  UNL     1       1.831  -1.196  -0.134  1.00  0.00           C  
HETATM    5  N1  UNL     1       0.895  -0.973   0.932  1.00  0.00           N  
HETATM    6  C3  UNL     1      -0.313  -0.260   0.775  1.00  0.00           C  
HETATM    7  C4  UNL     1      -1.138  -0.011   1.845  1.00  0.00           C  
HETATM    8  C5  UNL     1      -2.326   0.689   1.663  1.00  0.00           C  
HETATM    9  C6  UNL     1      -2.701   1.146   0.421  1.00  0.00           C  
HETATM   10  C7  UNL     1      -1.882   0.902  -0.657  1.00  0.00           C  
HETATM   11  C8  UNL     1      -0.695   0.200  -0.464  1.00  0.00           C  
HETATM   12  H1  UNL     1       3.085  -0.274  -2.658  1.00  0.00           H  
HETATM   13  H2  UNL     1       2.687  -1.795   0.234  1.00  0.00           H  
HETATM   14  H3  UNL     1       1.390  -1.815  -0.959  1.00  0.00           H  
HETATM   15  H4  UNL     1       1.112  -1.356   1.882  1.00  0.00           H  
HETATM   16  H5  UNL     1      -0.915  -0.336   2.850  1.00  0.00           H  
HETATM   17  H6  UNL     1      -2.988   0.891   2.510  1.00  0.00           H  
HETATM   18  H7  UNL     1      -3.629   1.690   0.294  1.00  0.00           H  
HETATM   19  H8  UNL     1      -2.172   1.258  -1.634  1.00  0.00           H  
HETATM   20  H9  UNL     1      -0.082   0.030  -1.354  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   12
CONECT    4    5   13   14
CONECT    5    6   15
CONECT    6    7    7   11
CONECT    7    8   16
CONECT    8    9    9   17
CONECT    9   10   18
CONECT   10   11   11   19
CONECT   11   20
END
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SMILES for HMDB0255227 (N-Phenylglycine)

OC(=O)CNC1=CC=CC=C1
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INCHI for HMDB0255227 (N-Phenylglycine)

InChI=1S/C8H9NO2/c10-8(11)6-9-7-4-2-1-3-5-7/h1-5,9H,6H2,(H,10,11)
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
Anilinoacetic acidChEBI
NPGChEBI
AnilinoacetateGenerator
N-Phenylglycine, potassium saltHMDB
N-Phenylglycine, sodium saltHMDB
Chemical FormulaC8H9NO2
Average Molecular Weight151.165
Monoisotopic Molecular Weight151.063328534
IUPAC Name2-(phenylamino)acetic acid
Traditional NameN-phenylglycine
CAS Registry NumberNot Available
SMILES
OC(=O)CNC1=CC=CC=C1
InChI Identifier
InChI=1S/C8H9NO2/c10-8(11)6-9-7-4-2-1-3-5-7/h1-5,9H,6H2,(H,10,11)
InChI KeyNPKSPKHJBVJUKB-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentAlpha amino acids
Alternative Parents
Substituents
  • Alpha-amino acid
  • Aniline or substituted anilines
  • Phenylalkylamine
  • Secondary aliphatic/aromatic amine
  • Monocyclic benzene moiety
  • Benzenoid
  • Amino acid
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Secondary amine
  • Organopnictogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Amine
  • Organic nitrogen compound
  • Carbonyl group
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
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
Predicted Chromatographic Properties
Spectra
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 ID59416
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkN-Phenylglycine
METLIN IDNot Available
PubChem Compound66025
PDB IDNot Available
ChEBI ID55477
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 ]