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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2019-10-08 19:05:37 UTC

Update Date

2022-03-07 03:18:17 UTC

HMDB ID

HMDB0240493

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Cyclo(L-prolyl-L-valyl)

Description

cyclo(L-Prolyl-L-valyl), also known as cyclo(pro-val), 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 cyclo(L-Prolyl-L-valyl).

Structure

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

HMDB0240493
     RDKit          3D
Cyclo(L-prolyl-L-valyl)
 30 31  0  0  0  0  0  0  0  0999 V2000
    2.9907   -0.7947    1.2332 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4804    0.2734    0.2934 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4319    0.5167   -0.8459 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1121   -0.1400   -0.1870 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5333    0.8146   -1.0938 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7233    0.7562   -1.3662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2922    1.6612   -2.2325 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6012   -0.2840   -0.7573 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0100    0.2292   -0.6829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2493    0.3879    0.7985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3898   -0.7654    1.3369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1848   -0.4958    0.6276 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1775   -0.3836    0.9357 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6061   -0.4853    2.1311 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4069   -1.7212    1.0795 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0550   -1.0045    0.9442 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9342   -0.4934    2.3013 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3465    1.2152    0.8961 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9935   -0.4072   -1.1299 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8082    0.8319   -1.7265 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1444    1.3541   -0.6248 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1867   -1.1106   -0.7429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1344    1.4962   -3.2366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4931   -1.2601   -1.2682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1597    1.1731   -1.2395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7098   -0.5693   -1.0305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3061    0.2597    1.0850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8238    1.3639    1.0984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8299   -1.7038    0.9687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3002   -0.7145    2.4348 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
  5  6  2  0
  6  7  1  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  4  1  0
 12  8  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  3 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  6
  7 23  1  0
  8 24  1  6
  9 25  1  0
  9 26  1  0
 10 27  1  0
 10 28  1  0
 11 29  1  0
 11 30  1  0
M  END


  Mrv1652310081921052D          

 16 17  0  0  1  0            999 V2000
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2695    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7846   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7846    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    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    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0862   -0.8205    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0  0  0  0
  5  3  1  0  0  0  0
  6  1  1  0  0  0  0
  6  2  1  0  0  0  0
  7  4  1  0  0  0  0
  8  6  1  6  0  0  0
  9  7  1  0  0  0  0
 10  8  1  0  0  0  0
 11  8  1  0  0  0  0
 11  9  2  0  0  0  0
 12  5  1  0  0  0  0
 12  7  1  0  0  0  0
 12 10  1  0  0  0  0
 13  9  1  0  0  0  0
 14 10  2  0  0  0  0
  7 15  1  1  0  0  0
  8 16  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0240493

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12CCCN1C(=O)[C@@]([H])(N=C2O)C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C10H16N2O2/c1-6(2)8-10(14)12-5-3-4-7(12)9(13)11-8/h6-8H,3-5H2,1-2H3,(H,11,13)/t7-,8-/m0/s1

> <INCHI_KEY>
XLUAWXQORJEMBD-YUMQZZPRSA-N

> <FORMULA>
C10H16N2O2

> <MOLECULAR_WEIGHT>
196.25

> <EXACT_MASS>
196.121177763

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
20.611684592437

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3S,8aS)-1-hydroxy-3-(propan-2-yl)-3H,4H,6H,7H,8H,8aH-pyrrolo[1,2-a]pyrazin-4-one

> <ALOGPS_LOGP>
0.04

> <JCHEM_LOGP>
0.9067269313333332

> <ALOGPS_LOGS>
-1.42

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.16637953673415

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.738851042022702

> <JCHEM_PKA_STRONGEST_BASIC>
1.4289784441232942

> <JCHEM_POLAR_SURFACE_AREA>
52.9

> <JCHEM_REFRACTIVITY>
51.80120000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.49e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3S,8aS)-1-hydroxy-3-isopropyl-3H,6H,7H,8H,8aH-pyrrolo[1,2-a]pyrazin-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0240493
     RDKit          3D
Cyclo(L-prolyl-L-valyl)
 30 31  0  0  0  0  0  0  0  0999 V2000
    2.9907   -0.7947    1.2332 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4804    0.2734    0.2934 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4319    0.5167   -0.8459 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1121   -0.1400   -0.1870 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5333    0.8146   -1.0938 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7233    0.7562   -1.3662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2922    1.6612   -2.2325 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6012   -0.2840   -0.7573 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0100    0.2292   -0.6829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2493    0.3879    0.7985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3898   -0.7654    1.3369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1848   -0.4958    0.6276 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1775   -0.3836    0.9357 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6061   -0.4853    2.1311 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4069   -1.7212    1.0795 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0550   -1.0045    0.9442 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9342   -0.4934    2.3013 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3465    1.2152    0.8961 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9935   -0.4072   -1.1299 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8082    0.8319   -1.7265 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1444    1.3541   -0.6248 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1867   -1.1106   -0.7429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1344    1.4962   -3.2366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4931   -1.2601   -1.2682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1597    1.1731   -1.2395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7098   -0.5693   -1.0305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3061    0.2597    1.0850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8238    1.3639    1.0984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8299   -1.7038    0.9687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3002   -0.7145    2.4348 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
  5  6  2  0
  6  7  1  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  4  1  0
 12  8  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  3 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  6
  7 23  1  0
  8 24  1  6
  9 25  1  0
  9 26  1  0
 10 27  1  0
 10 28  1  0
 11 29  1  0
 11 30  1  0
M  END

HEADER    PROTEIN                                 08-OCT-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-OCT-19         0                                  
HETATM    1  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.370   0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.465  -0.476   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.465   2.016   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       2.667   0.000   0.000  0.00  0.00           N+0
HETATM   12  N   UNK     0       0.000   1.540   0.000  0.00  0.00           N+0
HETATM   13  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   15  H   UNK     0      -0.161  -1.532   0.000  0.00  0.00           H+0
HETATM   16  H   UNK     0       4.001   0.770   0.000  0.00  0.00           H+0
CONECT    1    6                                                            
CONECT    2    6                                                            
CONECT    3    4    5                                                       
CONECT    4    3    7                                                       
CONECT    5    3   12                                                       
CONECT    6    1    2    8                                                  
CONECT    7    4    9   12   15                                             
CONECT    8    6   10   11   16                                             
CONECT    9    7   11   13                                                  
CONECT   10    8   12   14                                                  
CONECT   11    8    9                                                       
CONECT   12    5    7   10                                                  
CONECT   13    9                                                            
CONECT   14   10                                                            
CONECT   15    7                                                            
CONECT   16    8                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

COMPND    HMDB0240493
HETATM    1  C1  UNL     1       2.991  -0.795   1.233  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.480   0.273   0.293  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.432   0.517  -0.846  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.112  -0.140  -0.187  1.00  0.00           C  
HETATM    5  N1  UNL     1       0.533   0.815  -1.094  1.00  0.00           N  
HETATM    6  C5  UNL     1      -0.723   0.756  -1.366  1.00  0.00           C  
HETATM    7  O1  UNL     1      -1.292   1.661  -2.233  1.00  0.00           O  
HETATM    8  C6  UNL     1      -1.601  -0.284  -0.757  1.00  0.00           C  
HETATM    9  C7  UNL     1      -3.010   0.229  -0.683  1.00  0.00           C  
HETATM   10  C8  UNL     1      -3.249   0.388   0.799  1.00  0.00           C  
HETATM   11  C9  UNL     1      -2.390  -0.765   1.337  1.00  0.00           C  
HETATM   12  N2  UNL     1      -1.185  -0.496   0.628  1.00  0.00           N  
HETATM   13  C10 UNL     1       0.178  -0.384   0.936  1.00  0.00           C  
HETATM   14  O2  UNL     1       0.606  -0.485   2.131  1.00  0.00           O  
HETATM   15  H1  UNL     1       2.407  -1.721   1.080  1.00  0.00           H  
HETATM   16  H2  UNL     1       4.055  -1.004   0.944  1.00  0.00           H  
HETATM   17  H3  UNL     1       2.934  -0.493   2.301  1.00  0.00           H  
HETATM   18  H4  UNL     1       2.347   1.215   0.896  1.00  0.00           H  
HETATM   19  H5  UNL     1       3.993  -0.407  -1.130  1.00  0.00           H  
HETATM   20  H6  UNL     1       2.808   0.832  -1.726  1.00  0.00           H  
HETATM   21  H7  UNL     1       4.144   1.354  -0.625  1.00  0.00           H  
HETATM   22  H8  UNL     1       1.187  -1.111  -0.743  1.00  0.00           H  
HETATM   23  H9  UNL     1      -1.134   1.496  -3.237  1.00  0.00           H  
HETATM   24  H10 UNL     1      -1.493  -1.260  -1.268  1.00  0.00           H  
HETATM   25  H11 UNL     1      -3.160   1.173  -1.240  1.00  0.00           H  
HETATM   26  H12 UNL     1      -3.710  -0.569  -1.030  1.00  0.00           H  
HETATM   27  H13 UNL     1      -4.306   0.260   1.085  1.00  0.00           H  
HETATM   28  H14 UNL     1      -2.824   1.364   1.098  1.00  0.00           H  
HETATM   29  H15 UNL     1      -2.830  -1.704   0.969  1.00  0.00           H  
HETATM   30  H16 UNL     1      -2.300  -0.715   2.435  1.00  0.00           H  
CONECT    1    2   15   16   17
CONECT    2    3    4   18
CONECT    3   19   20   21
CONECT    4    5   13   22
CONECT    5    6    6
CONECT    6    7    8
CONECT    7   23
CONECT    8    9   12   24
CONECT    9   10   25   26
CONECT   10   11   27   28
CONECT   11   12   29   30
CONECT   12   13
CONECT   13   14   14
END

HMDB0240493
     RDKit          3D
Cyclo(L-prolyl-L-valyl)
 30 31  0  0  0  0  0  0  0  0999 V2000
    2.9907   -0.7947    1.2332 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4804    0.2734    0.2934 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4319    0.5167   -0.8459 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1121   -0.1400   -0.1870 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5333    0.8146   -1.0938 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7233    0.7562   -1.3662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2922    1.6612   -2.2325 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6012   -0.2840   -0.7573 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0100    0.2292   -0.6829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2493    0.3879    0.7985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3898   -0.7654    1.3369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1848   -0.4958    0.6276 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1775   -0.3836    0.9357 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6061   -0.4853    2.1311 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4069   -1.7212    1.0795 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0550   -1.0045    0.9442 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9342   -0.4934    2.3013 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3465    1.2152    0.8961 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9935   -0.4072   -1.1299 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8082    0.8319   -1.7265 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1444    1.3541   -0.6248 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1867   -1.1106   -0.7429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1344    1.4962   -3.2366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4931   -1.2601   -1.2682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1597    1.1731   -1.2395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7098   -0.5693   -1.0305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3061    0.2597    1.0850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8238    1.3639    1.0984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8299   -1.7038    0.9687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3002   -0.7145    2.4348 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
  5  6  2  0
  6  7  1  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  4  1  0
 12  8  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  3 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  6
  7 23  1  0
  8 24  1  6
  9 25  1  0
  9 26  1  0
 10 27  1  0
 10 28  1  0
 11 29  1  0
 11 30  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Cyclo(pro-val)	MeSH
Cyclo(prolyl-valyl)	MeSH
Cyclo(L-pro-L-val)	MeSH, HMDB

Chemical Formula

C₁₀H₁₆N₂O₂

Average Molecular Weight

196.25

Monoisotopic Molecular Weight

196.121177763

IUPAC Name

(3S,8aS)-1-hydroxy-3-(propan-2-yl)-3H,4H,6H,7H,8H,8aH-pyrrolo[1,2-a]pyrazin-4-one

Traditional Name

(3S,8aS)-1-hydroxy-3-isopropyl-3H,6H,7H,8H,8aH-pyrrolo[1,2-a]pyrazin-4-one

CAS Registry Number

Not Available

SMILES

[H][C@@]12CCCN1C(=O)[C@@]([H])(N=C2O)C(C)C

InChI Identifier

InChI=1S/C10H16N2O2/c1-6(2)8-10(14)12-5-3-4-7(12)9(13)11-8/h6-8H,3-5H2,1-2H3,(H,11,13)/t7-,8-/m0/s1

InChI Key

XLUAWXQORJEMBD-YUMQZZPRSA-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.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acids and derivatives

Alternative Parents

Substituents

Alpha-amino acid or derivatives
Dioxopiperazine
2,5-dioxopiperazine
N-alkylpiperazine
1,4-diazinane
Piperazine
Pyrrolidine
Tertiary carboxylic acid amide
Carboxamide group
Lactam
Secondary carboxylic acid amide
Azacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

piperazinone (CHEBI:69439 )

Ontology

Not Available

Urine (PMID: 32966057)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 32966057)

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	0.04	ALOGPS
logP	0.91	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	4.74	ChemAxon
pKa (Strongest Basic)	1.43	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	52.9 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	51.8 m³·mol⁻¹	ChemAxon
Polarizability	20.61 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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-2H]-	176.396	30932474
DeepCCS	[M+Na]+	150.787	30932474
AllCCS	[M+H]+	143.8	32859911
AllCCS	[M+H-H2O]+	139.7	32859911
AllCCS	[M+NH4]+	147.5	32859911
AllCCS	[M+Na]+	148.6	32859911
AllCCS	[M-H]-	145.9	32859911
AllCCS	[M+Na-2H]-	146.4	32859911
AllCCS	[M+HCOO]-	147.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Cyclo(L-prolyl-L-valyl)	[H][C@@]12CCCN1C(=O)[C@@]([H])(N=C2O)C(C)C	2655.2	Standard polar	33892256
Cyclo(L-prolyl-L-valyl)	[H][C@@]12CCCN1C(=O)[C@@]([H])(N=C2O)C(C)C	1633.0	Standard non polar	33892256
Cyclo(L-prolyl-L-valyl)	[H][C@@]12CCCN1C(=O)[C@@]([H])(N=C2O)C(C)C	1718.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Cyclo(L-prolyl-L-valyl),1TMS,isomer #1	CC(C)[C@@H]1N=C(O[Si](C)(C)C)[C@@H]2CCCN2C1=O	1751.1	Semi standard non polar	33892256
Cyclo(L-prolyl-L-valyl),1TBDMS,isomer #1	CC(C)[C@@H]1N=C(O[Si](C)(C)C(C)(C)C)[C@@H]2CCCN2C1=O	1950.3	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Cyclo(L-prolyl-L-valyl) GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	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 - Cyclo(L-prolyl-L-valyl) 10V, Positive-QTOF	splash10-0002-0900000000-66d500718d4bcd187bbb	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyclo(L-prolyl-L-valyl) 20V, Positive-QTOF	splash10-006t-6900000000-57ce24aeb550e30008cc	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyclo(L-prolyl-L-valyl) 40V, Positive-QTOF	splash10-00di-9400000000-b17c50a5a8febfa15a99	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyclo(L-prolyl-L-valyl) 10V, Negative-QTOF	splash10-0002-0900000000-05d06e0b1bb1a7b7ff0a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyclo(L-prolyl-L-valyl) 20V, Negative-QTOF	splash10-0002-2900000000-24d1a021ccf6850cc851	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyclo(L-prolyl-L-valyl) 40V, Negative-QTOF	splash10-014l-9300000000-2bc220ac2ed66765576e	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Urine

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	Adult (>18 years old)	Both	Normal	32966057	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	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

FDB093683

KNApSAcK ID

Not Available

Chemspider ID

5360404

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6992261

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

Not Available

Showing metabocard for Cyclo(L-prolyl-L-valyl) (HMDB0240493)

MOL for HMDB0240493 (Cyclo(L-prolyl-L-valyl))

3D MOL for HMDB0240493 (Cyclo(L-prolyl-L-valyl))

3D SDF for HMDB0240493 (Cyclo(L-prolyl-L-valyl))

3D-SDF for HMDB0240493 (Cyclo(L-prolyl-L-valyl))

PDB for HMDB0240493 (Cyclo(L-prolyl-L-valyl))

3D PDB for HMDB0240493 (Cyclo(L-prolyl-L-valyl))

SMILES for HMDB0240493 (Cyclo(L-prolyl-L-valyl))

INCHI for HMDB0240493 (Cyclo(L-prolyl-L-valyl))

Structure for HMDB0240493 (Cyclo(L-prolyl-L-valyl))

3D Structure for HMDB0240493 (Cyclo(L-prolyl-L-valyl))

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra