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Showing metabocard for pyroglutamylproline (HMDB0341386)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2022-09-09 20:50:40 UTC
Update Date2022-09-22 18:34:52 UTC
HMDB IDHMDB0341386
Secondary Accession NumbersNone
Metabolite Identification
Common Namepyroglutamylproline
Descriptionpyroglutamylproline belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. Based on a literature review a small amount of articles have been published on pyroglutamylproline.
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for HMDB0341386 (pyroglutamylproline)


  Mrv1652309092223282D          

 16 17  0  0  0  0            999 V2000
    0.7324   -0.2349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0179   -0.6474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6965   -0.2349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0179   -1.4724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6854   -1.9573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4304   -2.7419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3946   -2.7419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6495   -1.9573    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4341   -1.7024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6056   -0.8954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0472   -2.2544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9610   -3.0749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7147   -3.4105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2667   -2.7974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0872   -2.8836    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8542   -2.0829    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  4  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
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 11 16  1  0  0  0  0
M  END
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3D MOL for HMDB0341386 (pyroglutamylproline)

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3D SDF for HMDB0341386 (pyroglutamylproline)

  Mrv1652309092223282D          

 16 17  0  0  0  0            999 V2000
    0.7324   -0.2349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0179   -0.6474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6965   -0.2349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0179   -1.4724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6854   -1.9573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4304   -2.7419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3946   -2.7419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6495   -1.9573    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4341   -1.7024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6056   -0.8954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0472   -2.2544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9610   -3.0749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7147   -3.4105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2667   -2.7974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0872   -2.8836    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8542   -2.0829    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  4  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
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 11 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0341386

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)C1CCCN1C(=O)C1CCC(O)=N1

> <INCHI_IDENTIFIER>
InChI=1S/C10H14N2O4/c13-8-4-3-6(11-8)9(14)12-5-1-2-7(12)10(15)16/h6-7H,1-5H2,(H,11,13)(H,15,16)

> <INCHI_KEY>
PFEJJYZYEFRQEA-UHFFFAOYSA-N

> <FORMULA>
C10H14N2O4

> <MOLECULAR_WEIGHT>
226.232

> <EXACT_MASS>
226.095356939

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
21.803520645389426

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-(5-hydroxy-3,4-dihydro-2H-pyrrole-2-carbonyl)pyrrolidine-2-carboxylic acid

> <JCHEM_LOGP>
-0.3339189949999997

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
5.635784356859769

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.679023412149116

> <JCHEM_PKA_STRONGEST_BASIC>
1.5616042546505757

> <JCHEM_POLAR_SURFACE_AREA>
90.2

> <JCHEM_REFRACTIVITY>
53.596000000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
1-(5-hydroxy-3,4-dihydro-2H-pyrrole-2-carbonyl)pyrrolidine-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for HMDB0341386 (pyroglutamylproline)
Download
PDB for HMDB0341386 (pyroglutamylproline)
HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  O   UNK     0       1.367  -0.438   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       0.033  -1.208   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -1.300  -0.438   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       0.033  -2.748   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.279  -3.654   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.803  -5.118   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.737  -5.118   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0      -1.212  -3.654   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      -2.677  -3.178   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -2.997  -1.671   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -3.821  -4.208   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.660  -5.740   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -5.067  -6.366   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -6.098  -5.222   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -7.629  -5.383   0.000  0.00  0.00           O+0
HETATM   16  N   UNK     0      -5.328  -3.888   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    8                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    4    9                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   11                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

Download
3D PDB for HMDB0341386 (pyroglutamylproline)
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SMILES for HMDB0341386 (pyroglutamylproline)
OC(=O)C1CCCN1C(=O)C1CCC(O)=N1
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INCHI for HMDB0341386 (pyroglutamylproline)
InChI=1S/C10H14N2O4/c13-8-4-3-6(11-8)9(14)12-5-1-2-7(12)10(15)16/h6-7H,1-5H2,(H,11,13)(H,15,16)
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View in JSmolView Stereo Labels
SynonymsNot Available
Chemical FormulaC10H14N2O4
Average Molecular Weight226.232
Monoisotopic Molecular Weight226.095356939
IUPAC Name1-(5-hydroxy-3,4-dihydro-2H-pyrrole-2-carbonyl)pyrrolidine-2-carboxylic acid
Traditional Name1-(5-hydroxy-3,4-dihydro-2H-pyrrole-2-carbonyl)pyrrolidine-2-carboxylic acid
CAS Registry NumberNot Available
SMILES
OC(=O)C1CCCN1C(=O)C1CCC(O)=N1
InChI Identifier
InChI=1S/C10H14N2O4/c13-8-4-3-6(11-8)9(14)12-5-1-2-7(12)10(15)16/h6-7H,1-5H2,(H,11,13)(H,15,16)
InChI KeyPFEJJYZYEFRQEA-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.
KingdomOrganic compounds  
Super ClassOrganic acids and derivatives  
ClassCarboxylic acids and derivatives  
Sub ClassAmino acids, peptides, and analogues  
Direct ParentDipeptides  
Alternative Parents
Substituents
  • Alpha-dipeptide
    • 

  • Proline or derivatives
    • 

  • N-acyl-alpha-amino acid
    • 

  • N-acyl-alpha amino acid or derivatives
    • 

  • Alpha-amino acid amide
    • 

  • Alpha-amino acid or derivatives
    • 

  • Pyrrolidine carboxylic acid
    • 

  • Pyrrolidine carboxylic acid or derivatives
    • 

  • N-acylpyrrolidine
    • 

  • Pyrrolidine-2-carboxamide
    • 

  • Pyrrolidone
    • 

  • 2-pyrrolidone
    • 

  • Pyrrolidine
    • 

  • Tertiary carboxylic acid amide
    • 

  • Carboxamide group
    • 

  • Lactam
    • 

  • Secondary carboxylic acid amide
    • 

  • Carboxylic acid
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Azacycle
    • 

  • Organoheterocyclic compound
    • 

  • Hydrocarbon derivative
    • 

  • Organic nitrogen compound
    • 

  • Organic oxide
    • 

  • Organopnictogen compound
    • 

  • Organic oxygen compound
    • 

  • Carbonyl group
    • 

  • Organonitrogen compound
    • 

  • Organooxygen compound
    • 

  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Not AvailableNot 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
logP-0.33ChemAxon
pKa (Strongest Acidic)3.68ChemAxon
pKa (Strongest Basic)1.56ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area90.2 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity53.6 m³·mol⁻¹ChemAxon
Polarizability21.8 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties
Predicted Kovats Retention Indices
Not Available
Spectra
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
    • 

  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedCancer patients undergoing total body irradiation  details
UrineDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedCancer patients undergoing total body irradiation  details
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID24009711  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound13306588  
PDB IDNot Available
ChEBI IDNot Available
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. Simon-Manso Y, Marupaka R, Yan X, Liang Y, Telu KH, Mirokhin Y, Stein SE: Mass Spectrometry Fingerprints of Small-Molecule Metabolites in Biofluids: Building a Spectral Library of Recurrent Spectra for Urine Analysis. Anal Chem. 2019 Sep 17;91(18):12021-12029. doi: 10.1021/acs.analchem.9b02977. Epub 2019 Aug 30. [PubMed:31424920  ]