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Showing metabocard for Piracetam (HMDB0256585)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 17:06:28 UTC
Update Date2022-09-22 17:44:26 UTC
HMDB IDHMDB0256585
Secondary Accession NumbersNone
Metabolite Identification
Common NamePiracetam
DescriptionPiracetam, also known as myocalm, belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof. Based on a literature review very few articles have been published on Piracetam. This compound has been identified in human blood as reported by (PMID: 31557052 ). Piracetam is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Piracetam 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 HMDB0256585 (Piracetam)

  Mrv0541 05041410042D          

 10 10  0  0  0  0            999 V2000
    0.9803   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8843    0.8843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0558    1.6913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8405    1.9462    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4427    2.2433    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.9393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  5  4  1  0  0  0  0
  6  2  1  0  0  0  0
  7  5  2  0  0  0  0
  8  3  1  0  0  0  0
  8  4  1  0  0  0  0
  8  6  1  0  0  0  0
  9  5  1  0  0  0  0
 10  6  2  0  0  0  0
M  END
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3D MOL for HMDB0256585 (Piracetam)

HMDB0256585
     RDKit          3D
Piracetam
 20 20  0  0  0  0  0  0  0  0999 V2000
    3.0640   -0.5421   -0.8678 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2066    0.2411   -0.3137 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0148    1.5239   -0.7966 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4271   -0.2275    0.8371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0059   -0.2117    0.6040 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9567    0.8553    0.8529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9045    0.6962   -0.3131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1586   -0.8159   -0.2412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7638   -1.2891    0.0662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3985   -2.4766   -0.1488 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2595   -1.5052   -0.5643 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3547    2.2789   -0.1845 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6930    0.4410    1.7032 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7522   -1.2470    1.1449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4768    1.8457    0.8891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5120    0.5874    1.7701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3748    0.8735   -1.2509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8421    1.2640   -0.1907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8326   -1.0728    0.5960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5457   -1.2193   -1.1708 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9  5  1  0
  1 11  1  0
  3 12  1  0
  4 13  1  0
  4 14  1  0
  6 15  1  0
  6 16  1  0
  7 17  1  0
  7 18  1  0
  8 19  1  0
  8 20  1  0
M  END
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3D SDF for HMDB0256585 (Piracetam)

  Mrv0541 05041410042D          

 10 10  0  0  0  0            999 V2000
    0.9803   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8843    0.8843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0558    1.6913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8405    1.9462    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4427    2.2433    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.9393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  5  4  1  0  0  0  0
  6  2  1  0  0  0  0
  7  5  2  0  0  0  0
  8  3  1  0  0  0  0
  8  4  1  0  0  0  0
  8  6  1  0  0  0  0
  9  5  1  0  0  0  0
 10  6  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0256585

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=N)CN1CCCC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C6H10N2O2/c7-5(9)4-8-3-1-2-6(8)10/h1-4H2,(H2,7,9)

> <INCHI_KEY>
GMZVRMREEHBGGF-UHFFFAOYSA-N

> <FORMULA>
C6H10N2O2

> <MOLECULAR_WEIGHT>
142.1558

> <EXACT_MASS>
142.074227574

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
13.9486343011653

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-(2-oxopyrrolidin-1-yl)ethanimidic acid

> <ALOGPS_LOGP>
-1.39

> <JCHEM_LOGP>
-2.0269828023481673

> <ALOGPS_LOGS>
-1.48

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.2423298658212225

> <JCHEM_PKA_STRONGEST_BASIC>
7.685450924765495

> <JCHEM_POLAR_SURFACE_AREA>
64.39000000000001

> <JCHEM_REFRACTIVITY>
45.998000000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.76e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
piracetam

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for HMDB0256585 (Piracetam)

HMDB0256585
     RDKit          3D
Piracetam
 20 20  0  0  0  0  0  0  0  0999 V2000
    3.0640   -0.5421   -0.8678 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2066    0.2411   -0.3137 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0148    1.5239   -0.7966 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4271   -0.2275    0.8371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0059   -0.2117    0.6040 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9567    0.8553    0.8529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9045    0.6962   -0.3131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1586   -0.8159   -0.2412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7638   -1.2891    0.0662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3985   -2.4766   -0.1488 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2595   -1.5052   -0.5643 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3547    2.2789   -0.1845 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6930    0.4410    1.7032 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7522   -1.2470    1.1449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4768    1.8457    0.8891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5120    0.5874    1.7701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3748    0.8735   -1.2509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8421    1.2640   -0.1907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8326   -1.0728    0.5960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5457   -1.2193   -1.1708 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9  5  1  0
  1 11  1  0
  3 12  1  0
  4 13  1  0
  4 14  1  0
  6 15  1  0
  6 16  1  0
  7 17  1  0
  7 18  1  0
  8 19  1  0
  8 20  1  0
M  END
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PDB for HMDB0256585 (Piracetam)

HEADER    PROTEIN                                 04-MAY-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-MAY-14         0                                  
HETATM    1  C   UNK     0       0.000   0.000   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   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       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM    8  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM    9  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    6                                                       
CONECT    3    1    8                                                       
CONECT    4    5    8                                                       
CONECT    5    4    7    9                                                  
CONECT    6    2    8   10                                                  
CONECT    7    5                                                            
CONECT    8    3    4    6                                                  
CONECT    9    5                                                            
CONECT   10    6                                                            
MASTER        0    0    0    0    0    0    0    0   10    0   20    0
END
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3D PDB for HMDB0256585 (Piracetam)

COMPND    HMDB0256585
HETATM    1  N1  UNL     1       3.064  -0.542  -0.868  1.00  0.00           N  
HETATM    2  C1  UNL     1       2.207   0.241  -0.314  1.00  0.00           C  
HETATM    3  O1  UNL     1       2.015   1.524  -0.797  1.00  0.00           O  
HETATM    4  C2  UNL     1       1.427  -0.227   0.837  1.00  0.00           C  
HETATM    5  N2  UNL     1      -0.006  -0.212   0.604  1.00  0.00           N  
HETATM    6  C3  UNL     1      -0.957   0.855   0.853  1.00  0.00           C  
HETATM    7  C4  UNL     1      -1.904   0.696  -0.313  1.00  0.00           C  
HETATM    8  C5  UNL     1      -2.159  -0.816  -0.241  1.00  0.00           C  
HETATM    9  C6  UNL     1      -0.764  -1.289   0.066  1.00  0.00           C  
HETATM   10  O2  UNL     1      -0.398  -2.477  -0.149  1.00  0.00           O  
HETATM   11  H1  UNL     1       3.260  -1.505  -0.564  1.00  0.00           H  
HETATM   12  H2  UNL     1       2.355   2.279  -0.185  1.00  0.00           H  
HETATM   13  H3  UNL     1       1.693   0.441   1.703  1.00  0.00           H  
HETATM   14  H4  UNL     1       1.752  -1.247   1.145  1.00  0.00           H  
HETATM   15  H5  UNL     1      -0.477   1.846   0.889  1.00  0.00           H  
HETATM   16  H6  UNL     1      -1.512   0.587   1.770  1.00  0.00           H  
HETATM   17  H7  UNL     1      -1.375   0.874  -1.251  1.00  0.00           H  
HETATM   18  H8  UNL     1      -2.842   1.264  -0.191  1.00  0.00           H  
HETATM   19  H9  UNL     1      -2.833  -1.073   0.596  1.00  0.00           H  
HETATM   20  H10 UNL     1      -2.546  -1.219  -1.171  1.00  0.00           H  
CONECT    1    2    2   11
CONECT    2    3    4
CONECT    3   12
CONECT    4    5   13   14
CONECT    5    6    9
CONECT    6    7   15   16
CONECT    7    8   17   18
CONECT    8    9   19   20
CONECT    9   10   10
END
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SMILES for HMDB0256585 (Piracetam)

OC(=N)CN1CCCC1=O
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INCHI for HMDB0256585 (Piracetam)

InChI=1S/C6H10N2O2/c7-5(9)4-8-3-1-2-6(8)10/h1-4H2,(H2,7,9)
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
Chemical FormulaC6H10N2O2
Average Molecular Weight142.1558
Monoisotopic Molecular Weight142.074227574
IUPAC Name2-(2-oxopyrrolidin-1-yl)ethanimidic acid
Traditional Namepiracetam
CAS Registry NumberNot Available
SMILES
OC(=N)CN1CCCC1=O
InChI Identifier
InChI=1S/C6H10N2O2/c7-5(9)4-8-3-1-2-6(8)10/h1-4H2,(H2,7,9)
InChI KeyGMZVRMREEHBGGF-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentAlpha amino acids and derivatives
Alternative Parents
Substituents
  • Alpha-amino acid or derivatives
  • N-alkylpyrrolidine
  • 2-pyrrolidone
  • Pyrrolidone
  • Pyrrolidine
  • Tertiary carboxylic acid amide
  • Carboxamide group
  • Lactam
  • Primary carboxylic acid amide
  • Azacycle
  • Organoheterocyclic compound
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organooxygen compound
  • Organonitrogen compound
  • Organopnictogen compound
  • Organic oxygen compound
  • Carbonyl group
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External DescriptorsNot Available
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
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
UrineDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedCancer patients undergoing total body irradiation details
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB09210
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID4677
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkPiracetam
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1771551
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 ]