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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-06 21:03:02 UTC

Update Date

2022-09-22 18:34:22 UTC

HMDB ID

HMDB0028933

Secondary Accession Numbers

HMDB28933

Metabolite Identification

Common Name

Leucylleucine

Description

Leucylleucine, also known as LL or H-L-leu-L-leu-OH, belongs to the class of organic compounds known as peptides. Peptides are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another. Leucylleucine has been detected, but not quantified in, a few different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), and domestic pigs (Sus scrofa domestica). This could make leucylleucine a potential biomarker for the consumption of these foods. Leucylleucine is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a significant number of articles have been published on Leucylleucine.

Structure

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

HMDB0028933
     RDKit          3D
Leucylleucine
 41 40  0  0  0  0  0  0  0  0999 V2000
    4.6790   -0.2714   -0.7308 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2670    0.7232    0.3059 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9847    2.0356    0.0250 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7778    0.9871    0.3540 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0721   -0.2940    0.6594 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3261   -1.2973   -0.3381 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6379   -0.1225    0.9492 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2544    0.7187    1.8000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3583   -0.8892    0.2894 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7879   -0.7197    0.5771 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5223   -0.2398   -0.6318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9799   -0.0275   -0.4678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5677    0.4662   -1.7995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3602    0.9628    0.5784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3214   -1.9492    1.1812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5578   -2.9255    1.3535 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6346   -2.0558    1.5623 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7031    0.0005   -1.0691 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6970   -1.2987   -0.3386 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9848   -0.1708   -1.6042 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6547    0.3717    1.2819 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0644    2.1290   -1.0772 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3962    2.8413    0.4788 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9760    2.0255    0.4814 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5825    1.6832    1.1966 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4263    1.4869   -0.5566 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5452   -0.6890    1.6082 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7493   -1.1803   -1.1867 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2418   -2.2402    0.1021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1151   -1.6120   -0.4343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8463    0.0738    1.3536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0509    0.6590   -1.0295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3906   -1.0359   -1.4213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5544   -0.9780   -0.2654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5591   -0.3134   -2.5589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0167    1.3846   -2.1061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6060    0.7842   -1.5764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6838    1.8494    0.5441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4853    0.5579    1.5874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3722    1.3766    0.2920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2495   -2.8071    1.3145 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  1  0
  5  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 10 15  1  0
 15 16  2  0
 15 17  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  1
  6 28  1  0
  6 29  1  0
  9 30  1  0
 10 31  1  1
 11 32  1  0
 11 33  1  0
 12 34  1  0
 13 35  1  0
 13 36  1  0
 13 37  1  0
 14 38  1  0
 14 39  1  0
 14 40  1  0
 17 41  1  0
M  END


  Mrv1652304062013562D          

 17 16  0  0  0  0            999 V2000
10006.074210005.0863    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10006.074210005.9118    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10006.785510006.3241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10007.500810005.9118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10006.785510007.1508    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10006.074210007.5611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.359210007.1508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.644710007.5611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.359210006.3241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10007.500810007.5611    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10005.359210004.6747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.644710005.0863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.927810004.6747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.644710005.9118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10006.787610004.6747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10007.502910005.0863    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10006.787610003.8496    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  6  0  0  0
  1 11  1  0  0  0  0
  1 15  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  5  3  1  6  0  0  0
  5  6  1  0  0  0  0
  5 10  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0028933

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)C[C@H](N)C(=O)N[C@@H](CC(C)C)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C12H24N2O3/c1-7(2)5-9(13)11(15)14-10(12(16)17)6-8(3)4/h7-10H,5-6,13H2,1-4H3,(H,14,15)(H,16,17)/t9-,10-/m0/s1

> <INCHI_KEY>
LCPYQJIKPJDLLB-UWVGGRQHSA-N

> <FORMULA>
C12H24N2O3

> <MOLECULAR_WEIGHT>
244.335

> <EXACT_MASS>
244.178692641

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
27.291906709960234

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-[(2S)-2-amino-4-methylpentanamido]-4-methylpentanoic acid

> <ALOGPS_LOGP>
-0.86

> <JCHEM_LOGP>
-0.8719565311541982

> <ALOGPS_LOGS>
-1.87

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.051764238137359

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.110579519711704

> <JCHEM_PKA_STRONGEST_BASIC>
8.432618790037914

> <JCHEM_POLAR_SURFACE_AREA>
92.42000000000002

> <JCHEM_REFRACTIVITY>
65.14189999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.27e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
leucyl-leucine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0028933
     RDKit          3D
Leucylleucine
 41 40  0  0  0  0  0  0  0  0999 V2000
    4.6790   -0.2714   -0.7308 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2670    0.7232    0.3059 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9847    2.0356    0.0250 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7778    0.9871    0.3540 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0721   -0.2940    0.6594 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3261   -1.2973   -0.3381 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6379   -0.1225    0.9492 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2544    0.7187    1.8000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3583   -0.8892    0.2894 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7879   -0.7197    0.5771 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5223   -0.2398   -0.6318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9799   -0.0275   -0.4678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5677    0.4662   -1.7995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3602    0.9628    0.5784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3214   -1.9492    1.1812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5578   -2.9255    1.3535 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6346   -2.0558    1.5623 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7031    0.0005   -1.0691 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6970   -1.2987   -0.3386 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9848   -0.1708   -1.6042 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6547    0.3717    1.2819 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0644    2.1290   -1.0772 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3962    2.8413    0.4788 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9760    2.0255    0.4814 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5825    1.6832    1.1966 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4263    1.4869   -0.5566 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5452   -0.6890    1.6082 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7493   -1.1803   -1.1867 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2418   -2.2402    0.1021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1151   -1.6120   -0.4343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8463    0.0738    1.3536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0509    0.6590   -1.0295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3906   -1.0359   -1.4213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5544   -0.9780   -0.2654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5591   -0.3134   -2.5589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0167    1.3846   -2.1061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6060    0.7842   -1.5764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6838    1.8494    0.5441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4853    0.5579    1.5874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3722    1.3766    0.2920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2495   -2.8071    1.3145 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  1  0
  5  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 10 15  1  0
 15 16  2  0
 15 17  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  1
  6 28  1  0
  6 29  1  0
  9 30  1  0
 10 31  1  1
 11 32  1  0
 11 33  1  0
 12 34  1  0
 13 35  1  0
 13 36  1  0
 13 37  1  0
 14 38  1  0
 14 39  1  0
 14 40  1  0
 17 41  1  0
M  END

HEADER    PROTEIN                                 06-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-APR-20         0                                  
HETATM    1  C   UNK     0    8678.0058676.161   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0    8678.0058677.702   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0    8679.3338678.472   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0    8680.6688677.702   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0    8679.3338680.015   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8678.0058680.781   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8676.6718680.015   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8675.3378680.781   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8676.6718678.472   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0    8680.6688680.781   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0    8676.6718675.393   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8675.3378676.161   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8673.9998675.393   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8675.3378677.702   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8679.3378675.393   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0    8680.6728676.161   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0    8679.3378673.853   0.000  0.00  0.00           O+0
CONECT    1    2   11   15                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    5                                                            
CONECT   11    1   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15    1   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   32    0
END

COMPND    HMDB0028933
HETATM    1  C1  UNL     1       4.679  -0.271  -0.731  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.267   0.723   0.306  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.985   2.036   0.025  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.778   0.987   0.354  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.072  -0.294   0.659  1.00  0.00           C  
HETATM    6  N1  UNL     1       2.326  -1.297  -0.338  1.00  0.00           N  
HETATM    7  C6  UNL     1       0.638  -0.123   0.949  1.00  0.00           C  
HETATM    8  O1  UNL     1       0.254   0.719   1.800  1.00  0.00           O  
HETATM    9  N2  UNL     1      -0.358  -0.889   0.289  1.00  0.00           N  
HETATM   10  C7  UNL     1      -1.788  -0.720   0.577  1.00  0.00           C  
HETATM   11  C8  UNL     1      -2.522  -0.240  -0.632  1.00  0.00           C  
HETATM   12  C9  UNL     1      -3.980  -0.028  -0.468  1.00  0.00           C  
HETATM   13  C10 UNL     1      -4.568   0.466  -1.799  1.00  0.00           C  
HETATM   14  C11 UNL     1      -4.360   0.963   0.578  1.00  0.00           C  
HETATM   15  C12 UNL     1      -2.321  -1.949   1.181  1.00  0.00           C  
HETATM   16  O2  UNL     1      -1.558  -2.926   1.353  1.00  0.00           O  
HETATM   17  O3  UNL     1      -3.635  -2.056   1.562  1.00  0.00           O  
HETATM   18  H1  UNL     1       5.703   0.001  -1.069  1.00  0.00           H  
HETATM   19  H2  UNL     1       4.697  -1.299  -0.339  1.00  0.00           H  
HETATM   20  H3  UNL     1       3.985  -0.171  -1.604  1.00  0.00           H  
HETATM   21  H4  UNL     1       4.655   0.372   1.282  1.00  0.00           H  
HETATM   22  H5  UNL     1       5.064   2.129  -1.077  1.00  0.00           H  
HETATM   23  H6  UNL     1       4.396   2.841   0.479  1.00  0.00           H  
HETATM   24  H7  UNL     1       5.976   2.025   0.481  1.00  0.00           H  
HETATM   25  H8  UNL     1       2.582   1.683   1.197  1.00  0.00           H  
HETATM   26  H9  UNL     1       2.426   1.487  -0.557  1.00  0.00           H  
HETATM   27  H10 UNL     1       2.545  -0.689   1.608  1.00  0.00           H  
HETATM   28  H11 UNL     1       1.749  -1.180  -1.187  1.00  0.00           H  
HETATM   29  H12 UNL     1       2.242  -2.240   0.102  1.00  0.00           H  
HETATM   30  H13 UNL     1      -0.115  -1.612  -0.434  1.00  0.00           H  
HETATM   31  H14 UNL     1      -1.846   0.074   1.354  1.00  0.00           H  
HETATM   32  H15 UNL     1      -2.051   0.659  -1.030  1.00  0.00           H  
HETATM   33  H16 UNL     1      -2.391  -1.036  -1.421  1.00  0.00           H  
HETATM   34  H17 UNL     1      -4.554  -0.978  -0.265  1.00  0.00           H  
HETATM   35  H18 UNL     1      -4.559  -0.313  -2.559  1.00  0.00           H  
HETATM   36  H19 UNL     1      -4.017   1.385  -2.106  1.00  0.00           H  
HETATM   37  H20 UNL     1      -5.606   0.784  -1.576  1.00  0.00           H  
HETATM   38  H21 UNL     1      -3.684   1.849   0.544  1.00  0.00           H  
HETATM   39  H22 UNL     1      -4.485   0.558   1.587  1.00  0.00           H  
HETATM   40  H23 UNL     1      -5.372   1.377   0.292  1.00  0.00           H  
HETATM   41  H24 UNL     1      -4.250  -2.807   1.314  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3    4   21
CONECT    3   22   23   24
CONECT    4    5   25   26
CONECT    5    6    7   27
CONECT    6   28   29
CONECT    7    8    8    9
CONECT    9   10   30
CONECT   10   11   15   31
CONECT   11   12   32   33
CONECT   12   13   14   34
CONECT   13   35   36   37
CONECT   14   38   39   40
CONECT   15   16   16   17
CONECT   17   41
END

HMDB0028933
     RDKit          3D
Leucylleucine
 41 40  0  0  0  0  0  0  0  0999 V2000
    4.6790   -0.2714   -0.7308 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2670    0.7232    0.3059 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9847    2.0356    0.0250 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7778    0.9871    0.3540 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0721   -0.2940    0.6594 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3261   -1.2973   -0.3381 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6379   -0.1225    0.9492 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2544    0.7187    1.8000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3583   -0.8892    0.2894 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7879   -0.7197    0.5771 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5223   -0.2398   -0.6318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9799   -0.0275   -0.4678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5677    0.4662   -1.7995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3602    0.9628    0.5784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3214   -1.9492    1.1812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5578   -2.9255    1.3535 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6346   -2.0558    1.5623 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7031    0.0005   -1.0691 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6970   -1.2987   -0.3386 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9848   -0.1708   -1.6042 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6547    0.3717    1.2819 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0644    2.1290   -1.0772 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3962    2.8413    0.4788 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9760    2.0255    0.4814 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5825    1.6832    1.1966 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4263    1.4869   -0.5566 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5452   -0.6890    1.6082 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7493   -1.1803   -1.1867 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2418   -2.2402    0.1021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1151   -1.6120   -0.4343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8463    0.0738    1.3536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0509    0.6590   -1.0295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3906   -1.0359   -1.4213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5544   -0.9780   -0.2654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5591   -0.3134   -2.5589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0167    1.3846   -2.1061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6060    0.7842   -1.5764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6838    1.8494    0.5441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4853    0.5579    1.5874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3722    1.3766    0.2920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2495   -2.8071    1.3145 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  1  0
  5  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 10 15  1  0
 15 16  2  0
 15 17  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  1
  6 28  1  0
  6 29  1  0
  9 30  1  0
 10 31  1  1
 11 32  1  0
 11 33  1  0
 12 34  1  0
 13 35  1  0
 13 36  1  0
 13 37  1  0
 14 38  1  0
 14 39  1  0
 14 40  1  0
 17 41  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
H-L-Leu-L-leu-OH	ChEBI
H-Leu-leu-OH	ChEBI
L-Leu-L-leu	ChEBI
LL	ChEBI
LL Dipeptide	ChEBI
L-L Dipeptide	HMDB
L-Leucyl-L-leucine	HMDB
Leu-leu	HMDB
Leucine leucine dipeptide	HMDB
Leucine-leucine dipeptide	HMDB
Leucylleucine monohydrochloride, (L-leu-L-leu)-isomer	HMDB
Leucylleucine, (L-leu-D-leu)-isomer	HMDB
Leucylleucine, (D-leu-D-leu)-isomer	HMDB
Leucylleucine, (L-leu-L-leu)-isomer	HMDB
L-Leucinyl-L-leucine	HMDB
Leucinyl-leucine	HMDB
Leucyl-leucine	HMDB
N-L-Leucinyl-L-leucine	HMDB
N-L-Leucyl-L-leucine	HMDB
N-Leucinylleucine	HMDB
N-Leucylleucine	HMDB
Leucylleucine	ChEBI

Chemical Formula

C₁₂H₂₄N₂O₃

Average Molecular Weight

244.335

Monoisotopic Molecular Weight

244.178692641

IUPAC Name

(2S)-2-[(2S)-2-amino-4-methylpentanamido]-4-methylpentanoic acid

Traditional Name

leucyl-leucine

CAS Registry Number

3303-31-9

SMILES

CC(C)C[C@H](N)C(=O)N[C@@H](CC(C)C)C(O)=O

InChI Identifier

InChI=1S/C12H24N2O3/c1-7(2)5-9(13)11(15)14-10(12(16)17)6-8(3)4/h7-10H,5-6,13H2,1-4H3,(H,14,15)(H,16,17)/t9-,10-/m0/s1

InChI Key

LCPYQJIKPJDLLB-UWVGGRQHSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as peptides. Peptides are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Peptides

Alternative Parents

Substituents

Alpha peptide
Leucine or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid or derivatives
Branched fatty acid
Methyl-branched fatty acid
Fatty acyl
Fatty acid
Amino acid or derivatives
Amino acid
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organic oxide
Organic oxygen compound
Primary aliphatic amine
Amine
Organic nitrogen compound
Hydrocarbon derivative
Organonitrogen compound
Organooxygen compound
Organopnictogen compound
Primary amine
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

dipeptide (CHEBI:73531 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Saliva (PMID: 22308371)

Excreta

Biofluid or Excreta

Feces (PMID: 27015276)

Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)
Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)

Equine

Horse (FooDB: FOOD00378)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

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	-0.87	Extrapolated

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	3.27 g/L	ALOGPS
logP	-0.86	ALOGPS
logP	-0.87	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	4.11	ChemAxon
pKa (Strongest Basic)	8.43	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	92.42 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	65.14 m³·mol⁻¹	ChemAxon
Polarizability	27.29 Å³	ChemAxon
Number of Rings	0	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]+	168.468	30932474
DeepCCS	[M-H]-	166.11	30932474
DeepCCS	[M-2H]-	198.996	30932474
DeepCCS	[M+Na]+	174.562	30932474
AllCCS	[M+H]+	160.1	32859911
AllCCS	[M+H-H2O]+	157.0	32859911
AllCCS	[M+NH4]+	162.9	32859911
AllCCS	[M+Na]+	163.7	32859911
AllCCS	[M-H]-	159.6	32859911
AllCCS	[M+Na-2H]-	160.7	32859911
AllCCS	[M+HCOO]-	162.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Leucylleucine	CC(C)C[C@H](N)C(=O)N[C@@H](CC(C)C)C(O)=O	2823.0	Standard polar	33892256
Leucylleucine	CC(C)C[C@H](N)C(=O)N[C@@H](CC(C)C)C(O)=O	1815.5	Standard non polar	33892256
Leucylleucine	CC(C)C[C@H](N)C(=O)N[C@@H](CC(C)C)C(O)=O	1840.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Leucylleucine,1TMS,isomer #1	CC(C)C[C@H](N)C(=O)N[C@@H](CC(C)C)C(=O)O[Si](C)(C)C	1851.8	Semi standard non polar	33892256
Leucylleucine,1TMS,isomer #2	CC(C)C[C@H](NC(=O)[C@H](CC(C)C)N[Si](C)(C)C)C(=O)O	1894.8	Semi standard non polar	33892256
Leucylleucine,1TMS,isomer #3	CC(C)C[C@H](N)C(=O)N([C@@H](CC(C)C)C(=O)O)[Si](C)(C)C	1848.9	Semi standard non polar	33892256
Leucylleucine,2TMS,isomer #1	CC(C)C[C@H](N[Si](C)(C)C)C(=O)N[C@@H](CC(C)C)C(=O)O[Si](C)(C)C	1904.0	Semi standard non polar	33892256
Leucylleucine,2TMS,isomer #1	CC(C)C[C@H](N[Si](C)(C)C)C(=O)N[C@@H](CC(C)C)C(=O)O[Si](C)(C)C	1923.7	Standard non polar	33892256
Leucylleucine,2TMS,isomer #2	CC(C)C[C@H](N)C(=O)N([C@@H](CC(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	1856.1	Semi standard non polar	33892256
Leucylleucine,2TMS,isomer #2	CC(C)C[C@H](N)C(=O)N([C@@H](CC(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	1924.9	Standard non polar	33892256
Leucylleucine,2TMS,isomer #3	CC(C)C[C@H](N[Si](C)(C)C)C(=O)N([C@@H](CC(C)C)C(=O)O)[Si](C)(C)C	1892.0	Semi standard non polar	33892256
Leucylleucine,2TMS,isomer #3	CC(C)C[C@H](N[Si](C)(C)C)C(=O)N([C@@H](CC(C)C)C(=O)O)[Si](C)(C)C	1945.9	Standard non polar	33892256
Leucylleucine,2TMS,isomer #4	CC(C)C[C@H](NC(=O)[C@H](CC(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2021.2	Semi standard non polar	33892256
Leucylleucine,2TMS,isomer #4	CC(C)C[C@H](NC(=O)[C@H](CC(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	1962.5	Standard non polar	33892256
Leucylleucine,3TMS,isomer #1	CC(C)C[C@H](NC(=O)[C@H](CC(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2039.6	Semi standard non polar	33892256
Leucylleucine,3TMS,isomer #1	CC(C)C[C@H](NC(=O)[C@H](CC(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2073.3	Standard non polar	33892256
Leucylleucine,3TMS,isomer #2	CC(C)C[C@H](N[Si](C)(C)C)C(=O)N([C@@H](CC(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	1915.0	Semi standard non polar	33892256
Leucylleucine,3TMS,isomer #2	CC(C)C[C@H](N[Si](C)(C)C)C(=O)N([C@@H](CC(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2025.1	Standard non polar	33892256
Leucylleucine,3TMS,isomer #3	CC(C)C[C@@H](C(=O)O)N(C(=O)[C@H](CC(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2031.9	Semi standard non polar	33892256
Leucylleucine,3TMS,isomer #3	CC(C)C[C@@H](C(=O)O)N(C(=O)[C@H](CC(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2089.8	Standard non polar	33892256
Leucylleucine,4TMS,isomer #1	CC(C)C[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)[C@H](CC(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2089.0	Semi standard non polar	33892256
Leucylleucine,4TMS,isomer #1	CC(C)C[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)[C@H](CC(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2185.8	Standard non polar	33892256
Leucylleucine,1TBDMS,isomer #1	CC(C)C[C@H](N)C(=O)N[C@@H](CC(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2085.3	Semi standard non polar	33892256
Leucylleucine,1TBDMS,isomer #2	CC(C)C[C@H](NC(=O)[C@H](CC(C)C)N[Si](C)(C)C(C)(C)C)C(=O)O	2116.9	Semi standard non polar	33892256
Leucylleucine,1TBDMS,isomer #3	CC(C)C[C@H](N)C(=O)N([C@@H](CC(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	2068.5	Semi standard non polar	33892256
Leucylleucine,2TBDMS,isomer #1	CC(C)C[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N[C@@H](CC(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2352.5	Semi standard non polar	33892256
Leucylleucine,2TBDMS,isomer #1	CC(C)C[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N[C@@H](CC(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2298.9	Standard non polar	33892256
Leucylleucine,2TBDMS,isomer #2	CC(C)C[C@H](N)C(=O)N([C@@H](CC(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2309.1	Semi standard non polar	33892256
Leucylleucine,2TBDMS,isomer #2	CC(C)C[C@H](N)C(=O)N([C@@H](CC(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2301.8	Standard non polar	33892256
Leucylleucine,2TBDMS,isomer #3	CC(C)C[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N([C@@H](CC(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	2365.7	Semi standard non polar	33892256
Leucylleucine,2TBDMS,isomer #3	CC(C)C[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N([C@@H](CC(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	2308.2	Standard non polar	33892256
Leucylleucine,2TBDMS,isomer #4	CC(C)C[C@H](NC(=O)[C@H](CC(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	2471.6	Semi standard non polar	33892256
Leucylleucine,2TBDMS,isomer #4	CC(C)C[C@H](NC(=O)[C@H](CC(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	2340.3	Standard non polar	33892256
Leucylleucine,3TBDMS,isomer #1	CC(C)C[C@H](NC(=O)[C@H](CC(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2712.1	Semi standard non polar	33892256
Leucylleucine,3TBDMS,isomer #1	CC(C)C[C@H](NC(=O)[C@H](CC(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2605.3	Standard non polar	33892256
Leucylleucine,3TBDMS,isomer #2	CC(C)C[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N([C@@H](CC(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2585.2	Semi standard non polar	33892256
Leucylleucine,3TBDMS,isomer #2	CC(C)C[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N([C@@H](CC(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2565.1	Standard non polar	33892256
Leucylleucine,3TBDMS,isomer #3	CC(C)C[C@@H](C(=O)O)N(C(=O)[C@H](CC(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2714.0	Semi standard non polar	33892256
Leucylleucine,3TBDMS,isomer #3	CC(C)C[C@@H](C(=O)O)N(C(=O)[C@H](CC(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2608.2	Standard non polar	33892256
Leucylleucine,4TBDMS,isomer #1	CC(C)C[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)[C@H](CC(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2968.6	Semi standard non polar	33892256
Leucylleucine,4TBDMS,isomer #1	CC(C)C[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)[C@H](CC(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2878.8	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Leucylleucine EI-B (Non-derivatized)	splash10-000b-7090000000-09a4ae51d224ef58134e	2019-05-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Leucylleucine EI-B (Non-derivatized)	splash10-000b-7090000000-09a4ae51d224ef58134e	2019-05-16	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Leucylleucine 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Leucylleucine 30V, Positive-QTOF	splash10-000l-9000000000-f77b348bf5ada2258de7	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Leucylleucine 40V, Positive-QTOF	splash10-0006-9000000000-d3fc86dcb525479679a5	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Leucylleucine 20V, Positive-QTOF	splash10-000i-9000000000-53c5211338e8ad335303	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Leucylleucine 10V, Positive-QTOF	splash10-000i-9010000000-6fa0b46863aac2c40914	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Leucylleucine 10V, Positive-QTOF	splash10-000i-9020000000-1bfd07dd678796e42209	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Leucylleucine 30V, Positive-QTOF	splash10-000i-9000000000-5cd53fff1fe6e8e9150f	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Leucylleucine 10V, Positive-QTOF	splash10-000i-9020000000-26984d95015e1667ed90	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Leucylleucine 0V, Positive-QTOF	splash10-0002-0090000000-eb25da76cb171db2edc5	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Leucylleucine 30V, Positive-QTOF	splash10-000l-9000000000-84ed4443430bf1179c95	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Leucylleucine 0V, Positive-QTOF	splash10-0002-0090000000-3a9b27807923baba1ad6	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leucylleucine 10V, Negative-QTOF	splash10-000x-0590000000-76619d9b95ec5a0f69ef	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leucylleucine 20V, Negative-QTOF	splash10-001i-2900000000-18a16687b283efd8677c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leucylleucine 40V, Negative-QTOF	splash10-000x-9300000000-8e65033a5281e403089e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leucylleucine 10V, Positive-QTOF	splash10-0002-3290000000-56f4948ff3444188ed4d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leucylleucine 20V, Positive-QTOF	splash10-000i-9200000000-06a4cc17d15abe0335d8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leucylleucine 40V, Positive-QTOF	splash10-00ko-9000000000-7a1d1b7f683060368161	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
Feces
Saliva
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	25037050	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	27015276	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	25037050	details
Urine	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details

Associated Disorders and Diseases

Disease References

Colorectal cancer

Sinha R, Ahn J, Sampson JN, Shi J, Yu G, Xiong X, Hayes RB, Goedert JJ: Fecal Microbiota, Fecal Metabolome, and Colorectal Cancer Interrelations. PLoS One. 2016 Mar 25;11(3):e0152126. doi: 10.1371/journal.pone.0152126. eCollection 2016. [PubMed:27015276 ]
Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]

Associated OMIM IDs

114500 (Colorectal cancer)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

94244

PDB ID

Not Available

ChEBI ID

73531

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

Nath M, Pokharia S, Eng G, Song X, Kumar A: New triorganotin (IV) derivatives of dipeptides as models for metal-protein interactions: synthesis, structural characterization and biological studies. Spectrochim Acta A Mol Biomol Spectrosc. 2006 Jan;63(1):66-75. Epub 2005 Jun 9. [PubMed:15950528 ]
Lacha J, Hubacek JA, Potmesil P, Viklicky O, Malek I, Vitko S: TGF-beta I gene polymorphism in heart transplant recipients--effect on renal function. Ann Transplant. 2001;6(1):39-43. [PubMed:11803605 ]
Takahashi N, Sato T: Preferential utilization of dipeptides by Porphyromonas gingivalis. J Dent Res. 2001 May;80(5):1425-9. [PubMed:11437213 ]
Zhao HL, Zang J, Li ZY, Zhang X, Jiang S, Liu J, Wei X, He Y: [Generation of human monoclonal antibodies against hemorrhagic fever with renal sydrome (HFRS) virus]. Zhonghua Shi Yan He Lin Chuang Bing Du Xue Za Zhi. 1997 Mar;11(1):66-8. [PubMed:15619910 ]
Chakravarty MM, Felsky D, Tampakeras M, Lerch JP, Mulsant BH, Kennedy JL, Voineskos AN: DISC1 and Striatal Volume: A Potential Risk Phenotype For mental Illness. Front Psychiatry. 2012 Jun 19;3:57. doi: 10.3389/fpsyt.2012.00057. eCollection 2012. [PubMed:22723785 ]
Makarevic J, Jokic M, Frkanec L, Caplar V, Sijakovic Vujicic N, Zinic M: Oxalyl retro-peptide gelators. Synthesis, gelation properties and stereochemical effects. Beilstein J Org Chem. 2010 Oct 4;6:945-59. doi: 10.3762/bjoc.6.106. [PubMed:21085503 ]
Podstawka E, Ozaki Y, Proniewicz LM: Part I: surface-enhanced Raman spectroscopy investigation of amino acids and their homodipeptides adsorbed on colloidal silver. Appl Spectrosc. 2004 May;58(5):570-80. [PubMed:15165334 ]
Hebert EM, Mamone G, Picariello G, Raya RR, Savoy G, Ferranti P, Addeo F: Characterization of the pattern of alphas1- and beta-casein breakdown and release of a bioactive peptide by a cell envelope proteinase from Lactobacillus delbrueckii subsp. lactis CRL 581. Appl Environ Microbiol. 2008 Jun;74(12):3682-9. doi: 10.1128/AEM.00247-08. Epub 2008 Apr 18. [PubMed:18424544 ]
Banan A, Farhadi A, Fields JZ, Mutlu E, Zhang L, Keshavarzian A: Evidence that nuclear factor-kappa B activation is critical in oxidant-induced disruption of the microtubule cytoskeleton and barrier integrity and that its inactivation is essential in epidermal growth factor-mediated protection of the monolayers of intestinal epithelia. J Pharmacol Exp Ther. 2003 Jul;306(1):13-28. [PubMed:12815011 ]
Graf J, Hodgson R, van Daal A: Single nucleotide polymorphisms in the MATP gene are associated with normal human pigmentation variation. Hum Mutat. 2005 Mar;25(3):278-84. [PubMed:15714523 ]
Uchimoto T, Nohara H, Kamehara R, Iwamura M, Watanabe N, Kobayashi Y: Mechanism of apoptosis induced by a lysosomotropic agent, L-Leucyl-L-Leucine methyl ester. Apoptosis. 1999 Oct;4(5):357-62. [PubMed:14634338 ]

Showing metabocard for Leucylleucine (HMDB0028933)

MOL for HMDB0028933 (Leucylleucine)

3D MOL for HMDB0028933 (Leucylleucine)

3D SDF for HMDB0028933 (Leucylleucine)

3D-SDF for HMDB0028933 (Leucylleucine)

PDB for HMDB0028933 (Leucylleucine)

3D PDB for HMDB0028933 (Leucylleucine)

SMILES for HMDB0028933 (Leucylleucine)

INCHI for HMDB0028933 (Leucylleucine)

Structure for HMDB0028933 (Leucylleucine)

3D Structure for HMDB0028933 (Leucylleucine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra