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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 11:12:17 UTC

Update Date

2021-09-26 23:06:01 UTC

HMDB ID

HMDB0253034

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Val-pro-pro

Description

1-[1-(2-amino-3-methylbutanoyl)pyrrolidine-2-carbonyl]pyrrolidine-2-carboxylic acid belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds. Based on a literature review very few articles have been published on 1-[1-(2-amino-3-methylbutanoyl)pyrrolidine-2-carbonyl]pyrrolidine-2-carboxylic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). Val-pro-pro is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Val-pro-pro 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

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0253034
     RDKit          3D
Val-pro-pro
 47 48  0  0  0  0  0  0  0  0999 V2000
   -4.1085   -1.8333    0.2723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0923   -0.3905    0.6621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5278    0.0885    0.7399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3020    0.4880   -0.2703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3835    1.8344    0.2384 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9988   -0.0072   -0.6207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9092   -1.2088   -1.0444 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8077    0.7305   -0.5334 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4875    2.0781   -0.1244 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2764    2.5696   -1.3696 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1796    1.3801   -1.6097 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5521    0.2179   -0.8803 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2657   -0.1972    0.3256 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7224   -0.0917    1.4522 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5716   -0.7201    0.2320 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3450   -0.9100   -0.9900 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3405   -2.0027   -0.6683 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3215   -2.2013    0.8097 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3868   -1.1669    1.3402 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1660   -0.0692    1.9444 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9133   -0.3091    2.9100 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0581    1.2025    1.4352 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2064   -1.9794   -0.8345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0310   -2.2857    0.7006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2634   -2.4125    0.6996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6818   -0.3233    1.6915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6330    0.9941    1.3657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2061   -0.7047    1.1323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9241    0.3232   -0.2855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9077    0.5098   -1.2344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3873    1.8146    1.2893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2910    2.2801   -0.0360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3111    2.7507    0.0502 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2680    2.0750    0.7104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4979    2.6834   -2.1568 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8230    3.4946   -1.1593 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1393    1.5990   -1.0977 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3129    1.1785   -2.6901 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4013   -0.5940   -1.6138 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6435   -1.2551   -1.7655 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9080   -0.0092   -1.2820 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1260   -2.9510   -1.2020 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3864   -1.6879   -0.9470 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3332   -2.0686    1.2747 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0181   -3.2473    1.0978 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7642   -1.6065    2.1470 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7355    1.9407    1.6179 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 12  8  1  0
 19 15  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  9 33  1  0
  9 34  1  0
 10 35  1  0
 10 36  1  0
 11 37  1  0
 11 38  1  0
 12 39  1  0
 16 40  1  0
 16 41  1  0
 17 42  1  0
 17 43  1  0
 18 44  1  0
 18 45  1  0
 19 46  1  0
 22 47  1  0
M  END


  Mrv1652309112113122D          

 22 23  0  0  0  0            999 V2000
    1.4469    1.0026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7324    0.5901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0179    1.0026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7324   -0.2349    0.0000 C   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 N   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 C   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 N   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
   -2.8542   -2.0829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1897   -1.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0102   -1.2430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7048   -0.6618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4469   -0.6474    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  7 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 14 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
  4 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0253034

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)C(N)C(=O)N1CCCC1C(=O)N1CCCC1C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C15H25N3O4/c1-9(2)12(16)14(20)17-7-3-5-10(17)13(19)18-8-4-6-11(18)15(21)22/h9-12H,3-8,16H2,1-2H3,(H,21,22)

> <INCHI_KEY>
DOFAQXCYFQKSHT-UHFFFAOYSA-N

> <FORMULA>
C15H25N3O4

> <MOLECULAR_WEIGHT>
311.382

> <EXACT_MASS>
311.184506297

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
32.254288436035985

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-[1-(2-amino-3-methylbutanoyl)pyrrolidine-2-carbonyl]pyrrolidine-2-carboxylic acid

> <ALOGPS_LOGP>
0.03

> <JCHEM_LOGP>
-2.483689994814094

> <ALOGPS_LOGS>
-0.85

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.4366201051842626

> <JCHEM_PKA_STRONGEST_BASIC>
8.2063686408534

> <JCHEM_POLAR_SURFACE_AREA>
103.94

> <JCHEM_REFRACTIVITY>
79.4659

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.45e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-[1-(2-amino-3-methylbutanoyl)pyrrolidine-2-carbonyl]pyrrolidine-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0253034
     RDKit          3D
Val-pro-pro
 47 48  0  0  0  0  0  0  0  0999 V2000
   -4.1085   -1.8333    0.2723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0923   -0.3905    0.6621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5278    0.0885    0.7399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3020    0.4880   -0.2703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3835    1.8344    0.2384 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9988   -0.0072   -0.6207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9092   -1.2088   -1.0444 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8077    0.7305   -0.5334 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4875    2.0781   -0.1244 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2764    2.5696   -1.3696 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1796    1.3801   -1.6097 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5521    0.2179   -0.8803 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2657   -0.1972    0.3256 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7224   -0.0917    1.4522 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5716   -0.7201    0.2320 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3450   -0.9100   -0.9900 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3405   -2.0027   -0.6683 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3215   -2.2013    0.8097 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3868   -1.1669    1.3402 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1660   -0.0692    1.9444 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9133   -0.3091    2.9100 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0581    1.2025    1.4352 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2064   -1.9794   -0.8345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0310   -2.2857    0.7006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2634   -2.4125    0.6996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6818   -0.3233    1.6915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6330    0.9941    1.3657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2061   -0.7047    1.1323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9241    0.3232   -0.2855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9077    0.5098   -1.2344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3873    1.8146    1.2893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2910    2.2801   -0.0360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3111    2.7507    0.0502 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2680    2.0750    0.7104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4979    2.6834   -2.1568 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8230    3.4946   -1.1593 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1393    1.5990   -1.0977 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3129    1.1785   -2.6901 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4013   -0.5940   -1.6138 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6435   -1.2551   -1.7655 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9080   -0.0092   -1.2820 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1260   -2.9510   -1.2020 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3864   -1.6879   -0.9470 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3332   -2.0686    1.2747 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0181   -3.2473    1.0978 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7642   -1.6065    2.1470 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7355    1.9407    1.6179 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 12  8  1  0
 19 15  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  9 33  1  0
  9 34  1  0
 10 35  1  0
 10 36  1  0
 11 37  1  0
 11 38  1  0
 12 39  1  0
 16 40  1  0
 16 41  1  0
 17 42  1  0
 17 43  1  0
 18 44  1  0
 18 45  1  0
 19 46  1  0
 22 47  1  0
M  END

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       2.701   1.872   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.367   1.102   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.033   1.872   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.367  -0.438   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.033  -1.208   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -1.300  -0.438   0.000  0.00  0.00           O+0
HETATM    7  N   UNK     0       0.033  -2.748   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       1.279  -3.654   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.803  -5.118   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.737  -5.118   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.212  -3.654   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.677  -3.178   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -2.997  -1.671   0.000  0.00  0.00           O+0
HETATM   14  N   UNK     0      -3.821  -4.208   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0      -3.660  -5.740   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -5.067  -6.366   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -6.098  -5.222   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -5.328  -3.888   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -5.954  -2.481   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -7.486  -2.320   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -5.049  -1.235   0.000  0.00  0.00           O+0
HETATM   22  N   UNK     0       2.701  -1.208   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   22                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   11                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10    7   12                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   18                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   14   19                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22    4                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

COMPND    HMDB0253034
HETATM    1  C1  UNL     1      -4.108  -1.833   0.272  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.092  -0.391   0.662  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.528   0.088   0.740  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.302   0.488  -0.270  1.00  0.00           C  
HETATM    5  N1  UNL     1      -3.383   1.834   0.238  1.00  0.00           N  
HETATM    6  C5  UNL     1      -1.999  -0.007  -0.621  1.00  0.00           C  
HETATM    7  O1  UNL     1      -1.909  -1.209  -1.044  1.00  0.00           O  
HETATM    8  N2  UNL     1      -0.808   0.731  -0.533  1.00  0.00           N  
HETATM    9  C6  UNL     1      -0.488   2.078  -0.124  1.00  0.00           C  
HETATM   10  C7  UNL     1       0.276   2.570  -1.370  1.00  0.00           C  
HETATM   11  C8  UNL     1       1.180   1.380  -1.610  1.00  0.00           C  
HETATM   12  C9  UNL     1       0.552   0.218  -0.880  1.00  0.00           C  
HETATM   13  C10 UNL     1       1.266  -0.197   0.326  1.00  0.00           C  
HETATM   14  O2  UNL     1       0.722  -0.092   1.452  1.00  0.00           O  
HETATM   15  N3  UNL     1       2.572  -0.720   0.232  1.00  0.00           N  
HETATM   16  C11 UNL     1       3.345  -0.910  -0.990  1.00  0.00           C  
HETATM   17  C12 UNL     1       4.341  -2.003  -0.668  1.00  0.00           C  
HETATM   18  C13 UNL     1       4.321  -2.201   0.810  1.00  0.00           C  
HETATM   19  C14 UNL     1       3.387  -1.167   1.340  1.00  0.00           C  
HETATM   20  C15 UNL     1       4.166  -0.069   1.944  1.00  0.00           C  
HETATM   21  O3  UNL     1       4.913  -0.309   2.910  1.00  0.00           O  
HETATM   22  O4  UNL     1       4.058   1.202   1.435  1.00  0.00           O  
HETATM   23  H1  UNL     1      -4.206  -1.979  -0.834  1.00  0.00           H  
HETATM   24  H2  UNL     1      -5.031  -2.286   0.701  1.00  0.00           H  
HETATM   25  H3  UNL     1      -3.263  -2.412   0.700  1.00  0.00           H  
HETATM   26  H4  UNL     1      -3.682  -0.323   1.692  1.00  0.00           H  
HETATM   27  H5  UNL     1      -5.633   0.994   1.366  1.00  0.00           H  
HETATM   28  H6  UNL     1      -6.206  -0.705   1.132  1.00  0.00           H  
HETATM   29  H7  UNL     1      -5.924   0.323  -0.286  1.00  0.00           H  
HETATM   30  H8  UNL     1      -3.908   0.510  -1.234  1.00  0.00           H  
HETATM   31  H9  UNL     1      -3.387   1.815   1.289  1.00  0.00           H  
HETATM   32  H10 UNL     1      -4.291   2.280  -0.036  1.00  0.00           H  
HETATM   33  H11 UNL     1      -1.311   2.751   0.050  1.00  0.00           H  
HETATM   34  H12 UNL     1       0.268   2.075   0.710  1.00  0.00           H  
HETATM   35  H13 UNL     1      -0.498   2.683  -2.157  1.00  0.00           H  
HETATM   36  H14 UNL     1       0.823   3.495  -1.159  1.00  0.00           H  
HETATM   37  H15 UNL     1       2.139   1.599  -1.098  1.00  0.00           H  
HETATM   38  H16 UNL     1       1.313   1.179  -2.690  1.00  0.00           H  
HETATM   39  H17 UNL     1       0.401  -0.594  -1.614  1.00  0.00           H  
HETATM   40  H18 UNL     1       2.643  -1.255  -1.766  1.00  0.00           H  
HETATM   41  H19 UNL     1       3.908  -0.009  -1.282  1.00  0.00           H  
HETATM   42  H20 UNL     1       4.126  -2.951  -1.202  1.00  0.00           H  
HETATM   43  H21 UNL     1       5.386  -1.688  -0.947  1.00  0.00           H  
HETATM   44  H22 UNL     1       5.333  -2.069   1.275  1.00  0.00           H  
HETATM   45  H23 UNL     1       4.018  -3.247   1.098  1.00  0.00           H  
HETATM   46  H24 UNL     1       2.764  -1.607   2.147  1.00  0.00           H  
HETATM   47  H25 UNL     1       4.735   1.941   1.618  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3    4   26
CONECT    3   27   28   29
CONECT    4    5    6   30
CONECT    5   31   32
CONECT    6    7    7    8
CONECT    8    9   12
CONECT    9   10   33   34
CONECT   10   11   35   36
CONECT   11   12   37   38
CONECT   12   13   39
CONECT   13   14   14   15
CONECT   15   16   19
CONECT   16   17   40   41
CONECT   17   18   42   43
CONECT   18   19   44   45
CONECT   19   20   46
CONECT   20   21   21   22
CONECT   22   47
END

HMDB0253034
     RDKit          3D
Val-pro-pro
 47 48  0  0  0  0  0  0  0  0999 V2000
   -4.1085   -1.8333    0.2723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0923   -0.3905    0.6621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5278    0.0885    0.7399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3020    0.4880   -0.2703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3835    1.8344    0.2384 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9988   -0.0072   -0.6207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9092   -1.2088   -1.0444 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8077    0.7305   -0.5334 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4875    2.0781   -0.1244 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2764    2.5696   -1.3696 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1796    1.3801   -1.6097 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5521    0.2179   -0.8803 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2657   -0.1972    0.3256 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7224   -0.0917    1.4522 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5716   -0.7201    0.2320 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3450   -0.9100   -0.9900 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3405   -2.0027   -0.6683 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3215   -2.2013    0.8097 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3868   -1.1669    1.3402 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1660   -0.0692    1.9444 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9133   -0.3091    2.9100 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0581    1.2025    1.4352 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2064   -1.9794   -0.8345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0310   -2.2857    0.7006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2634   -2.4125    0.6996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6818   -0.3233    1.6915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6330    0.9941    1.3657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2061   -0.7047    1.1323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9241    0.3232   -0.2855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9077    0.5098   -1.2344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3873    1.8146    1.2893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2910    2.2801   -0.0360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3111    2.7507    0.0502 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2680    2.0750    0.7104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4979    2.6834   -2.1568 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8230    3.4946   -1.1593 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1393    1.5990   -1.0977 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3129    1.1785   -2.6901 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4013   -0.5940   -1.6138 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6435   -1.2551   -1.7655 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9080   -0.0092   -1.2820 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1260   -2.9510   -1.2020 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3864   -1.6879   -0.9470 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3332   -2.0686    1.2747 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0181   -3.2473    1.0978 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7642   -1.6065    2.1470 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7355    1.9407    1.6179 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 12  8  1  0
 19 15  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  9 33  1  0
  9 34  1  0
 10 35  1  0
 10 36  1  0
 11 37  1  0
 11 38  1  0
 12 39  1  0
 16 40  1  0
 16 41  1  0
 17 42  1  0
 17 43  1  0
 18 44  1  0
 18 45  1  0
 19 46  1  0
 22 47  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-[1-(2-Amino-3-methylbutanoyl)pyrrolidine-2-carbonyl]pyrrolidine-2-carboxylate	Generator

Chemical Formula

C₁₅H₂₅N₃O₄

Average Molecular Weight

311.382

Monoisotopic Molecular Weight

311.184506297

IUPAC Name

1-[1-(2-amino-3-methylbutanoyl)pyrrolidine-2-carbonyl]pyrrolidine-2-carboxylic acid

Traditional Name

1-[1-(2-amino-3-methylbutanoyl)pyrrolidine-2-carbonyl]pyrrolidine-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC(C)C(N)C(=O)N1CCCC1C(=O)N1CCCC1C(O)=O

InChI Identifier

InChI=1S/C15H25N3O4/c1-9(2)12(16)14(20)17-7-3-5-10(17)13(19)18-8-4-6-11(18)15(21)22/h9-12H,3-8,16H2,1-2H3,(H,21,22)

InChI Key

DOFAQXCYFQKSHT-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Oligopeptides

Alternative Parents

Substituents

Alpha-oligopeptide
Valine or derivatives
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-2-carboxamide
Pyrrolidine carboxylic acid or derivatives
Pyrrolidine carboxylic acid
N-acylpyrrolidine
Tertiary carboxylic acid amide
Pyrrolidine
Amino acid or derivatives
Amino acid
Carboxamide group
Carboxylic acid
Monocarboxylic acid or derivatives
Azacycle
Organoheterocyclic compound
Organic oxygen compound
Organic nitrogen compound
Primary aliphatic amine
Hydrocarbon derivative
Carbonyl group
Organic oxide
Amine
Primary amine
Organonitrogen compound
Organooxygen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	0.03	ALOGPS
logP	-2.5	ChemAxon
logS	-0.85	ALOGPS
pKa (Strongest Acidic)	3.44	ChemAxon
pKa (Strongest Basic)	8.21	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	103.94 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	79.47 m³·mol⁻¹	ChemAxon
Polarizability	32.25 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	176.613	30932474
DeepCCS	[M-H]-	174.255	30932474
DeepCCS	[M-2H]-	207.141	30932474
DeepCCS	[M+Na]+	182.706	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Val-pro-pro	CC(C)C(N)C(=O)N1CCCC1C(=O)N1CCCC1C(O)=O	3302.4	Standard polar	33892256
Val-pro-pro	CC(C)C(N)C(=O)N1CCCC1C(=O)N1CCCC1C(O)=O	2416.0	Standard non polar	33892256
Val-pro-pro	CC(C)C(N)C(=O)N1CCCC1C(=O)N1CCCC1C(O)=O	2572.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Val-pro-pro,2TMS,isomer #1	CC(C)C(N[Si](C)(C)C)C(=O)N1CCCC1C(=O)N1CCCC1C(=O)O[Si](C)(C)C	2598.3	Semi standard non polar	33892256
Val-pro-pro,2TMS,isomer #1	CC(C)C(N[Si](C)(C)C)C(=O)N1CCCC1C(=O)N1CCCC1C(=O)O[Si](C)(C)C	2577.3	Standard non polar	33892256
Val-pro-pro,2TMS,isomer #1	CC(C)C(N[Si](C)(C)C)C(=O)N1CCCC1C(=O)N1CCCC1C(=O)O[Si](C)(C)C	3309.0	Standard polar	33892256
Val-pro-pro,2TMS,isomer #2	CC(C)C(C(=O)N1CCCC1C(=O)N1CCCC1C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2749.9	Semi standard non polar	33892256
Val-pro-pro,2TMS,isomer #2	CC(C)C(C(=O)N1CCCC1C(=O)N1CCCC1C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2665.5	Standard non polar	33892256
Val-pro-pro,2TMS,isomer #2	CC(C)C(C(=O)N1CCCC1C(=O)N1CCCC1C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	3535.7	Standard polar	33892256
Val-pro-pro,3TMS,isomer #1	CC(C)C(C(=O)N1CCCC1C(=O)N1CCCC1C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2755.2	Semi standard non polar	33892256
Val-pro-pro,3TMS,isomer #1	CC(C)C(C(=O)N1CCCC1C(=O)N1CCCC1C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2710.6	Standard non polar	33892256
Val-pro-pro,3TMS,isomer #1	CC(C)C(C(=O)N1CCCC1C(=O)N1CCCC1C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	3133.0	Standard polar	33892256
Val-pro-pro,2TBDMS,isomer #1	CC(C)C(N[Si](C)(C)C(C)(C)C)C(=O)N1CCCC1C(=O)N1CCCC1C(=O)O[Si](C)(C)C(C)(C)C	3053.3	Semi standard non polar	33892256
Val-pro-pro,2TBDMS,isomer #1	CC(C)C(N[Si](C)(C)C(C)(C)C)C(=O)N1CCCC1C(=O)N1CCCC1C(=O)O[Si](C)(C)C(C)(C)C	2980.7	Standard non polar	33892256
Val-pro-pro,2TBDMS,isomer #1	CC(C)C(N[Si](C)(C)C(C)(C)C)C(=O)N1CCCC1C(=O)N1CCCC1C(=O)O[Si](C)(C)C(C)(C)C	3427.4	Standard polar	33892256
Val-pro-pro,2TBDMS,isomer #2	CC(C)C(C(=O)N1CCCC1C(=O)N1CCCC1C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3190.3	Semi standard non polar	33892256
Val-pro-pro,2TBDMS,isomer #2	CC(C)C(C(=O)N1CCCC1C(=O)N1CCCC1C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3074.9	Standard non polar	33892256
Val-pro-pro,2TBDMS,isomer #2	CC(C)C(C(=O)N1CCCC1C(=O)N1CCCC1C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3572.8	Standard polar	33892256
Val-pro-pro,3TBDMS,isomer #1	CC(C)C(C(=O)N1CCCC1C(=O)N1CCCC1C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3397.5	Semi standard non polar	33892256
Val-pro-pro,3TBDMS,isomer #1	CC(C)C(C(=O)N1CCCC1C(=O)N1CCCC1C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3268.7	Standard non polar	33892256
Val-pro-pro,3TBDMS,isomer #1	CC(C)C(C(=O)N1CCCC1C(=O)N1CCCC1C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3345.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Val-pro-pro GC-MS (Non-derivatized) - 70eV, Positive	splash10-00y3-9630000000-c414624bc6248608ba03	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Val-pro-pro GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Val-pro-pro GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Val-pro-pro GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Val-pro-pro GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Val-pro-pro GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Val-pro-pro 10V, Positive-QTOF	splash10-03di-0329000000-06aa6653ed29a363f667	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Val-pro-pro 20V, Positive-QTOF	splash10-01vk-9752000000-7a01962c7f8820ea8d56	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Val-pro-pro 40V, Positive-QTOF	splash10-00di-9000000000-ba9625ffd4d19f324b14	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Val-pro-pro 10V, Negative-QTOF	splash10-03di-0009000000-e548986aa345b871463d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Val-pro-pro 20V, Negative-QTOF	splash10-03di-2922000000-bfd8d361d852c35cd2f2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Val-pro-pro 40V, Negative-QTOF	splash10-03dj-9800000000-ff37ff828df99645f220	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

16576010

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

18232492

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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 ]

Showing metabocard for Val-pro-pro (HMDB0253034)

MOL for HMDB0253034 (Val-pro-pro)

3D MOL for HMDB0253034 (Val-pro-pro)

3D SDF for HMDB0253034 (Val-pro-pro)

3D-SDF for HMDB0253034 (Val-pro-pro)

PDB for HMDB0253034 (Val-pro-pro)

3D PDB for HMDB0253034 (Val-pro-pro)

SMILES for HMDB0253034 (Val-pro-pro)

INCHI for HMDB0253034 (Val-pro-pro)

Structure for HMDB0253034 (Val-pro-pro)

3D Structure for HMDB0253034 (Val-pro-pro)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra