Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2020-02-04 19:08:10 UTC

Update Date

2022-03-07 03:18:20 UTC

HMDB ID

HMDB0240626

Secondary Accession Numbers

None

Metabolite Identification

Common Name

1-Carboxyethylleucine

Description

1-Carboxyethylleucine belongs to the class of organic compounds known as leucine and derivatives. Leucine and derivatives are compounds containing leucine or a derivative thereof resulting from a reaction of leucine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. 1-Carboxyethylleucine was identified as one of forty plasma metabolites that could be used to predict gut microbiome Shannon diversity (PMID: 31477923 ). Shannon diversity is a metric that summarizes both species abundance and evenness, and it has been suggested as a marker for microbiome health.

Structure

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

HMDB0240626
     RDKit          3D
1-Carboxyethylleucine
 31 30  0  0  0  0  0  0  0  0999 V2000
    2.7621    0.8071   -1.1496 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2917   -0.4483   -0.5463 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5466   -1.5884   -1.5750 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9169   -0.6250   -0.0845 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2986    0.1653    0.9653 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0353   -0.3320    1.1836 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9734   -0.3303    0.1826 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3473    1.0303   -0.3496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2652   -0.9006    0.7114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2867   -1.2706    1.9040 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3632   -1.0048   -0.0872 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2449    1.6067    0.9209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6217    2.1800    1.7170 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9448    2.5198    0.1845 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0830    1.2749   -1.8664 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6878    0.4990   -1.7845 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2383    1.5028   -0.4160 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0087   -0.6846    0.3249 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4610   -2.5298   -1.0300 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7620   -1.5779   -2.3576 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5081   -1.4181   -2.0792 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8524   -1.7296    0.2563 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2701   -0.6855   -1.0259 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8423   -0.1338    1.9488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2978   -0.4792    2.1603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7077   -0.9851   -0.6820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5215    1.6084   -0.7615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9316    1.5824    0.4227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0780    0.8560   -1.2081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8961   -1.8792   -0.1278 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6061    2.9702   -0.6572 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
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
  9 11  1  0
  5 12  1  0
 12 13  2  0
 12 14  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  0
  4 23  1  0
  5 24  1  1
  6 25  1  0
  7 26  1  6
  8 27  1  0
  8 28  1  0
  8 29  1  0
 11 30  1  0
 14 31  1  0
M  END

  Mrv1652302042019262D          

 14 13  0  0  0  0            999 V2000
10000.3760 9999.3663    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.376010000.1913    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10001.091010000.6034    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.091010001.4296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.376010001.8397    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.805910001.8397    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.805910000.1913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6625 9998.9548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9483 9999.3663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2340 9998.9548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.948310000.1913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.0910 9998.9548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.8059 9999.3663    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.0910 9998.1302    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  6  0  0  0
  1  8  1  0  0  0  0
  1 12  1  0  0  0  0
  2  3  1  0  0  0  0
  3  7  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
  3  4  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0240626

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C9H17NO4/c1-5(2)4-7(9(13)14)10-6(3)8(11)12/h5-7,10H,4H2,1-3H3,(H,11,12)(H,13,14)/t6-,7+/m1/s1

> <INCHI_KEY>
DBYZWPUDPKAERO-RQJHMYQMSA-N

> <FORMULA>
C9H17NO4

> <MOLECULAR_WEIGHT>
203.238

> <EXACT_MASS>
203.115758031

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
20.586353451176112

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-{[(1R)-1-carboxyethyl]amino}-4-methylpentanoic acid

> <ALOGPS_LOGP>
-0.75

> <JCHEM_LOGP>
-1.5441560810437152

> <ALOGPS_LOGS>
-1.15

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.5902578416768347

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.8682239260780937

> <JCHEM_PKA_STRONGEST_BASIC>
8.80806136904252

> <JCHEM_POLAR_SURFACE_AREA>
86.63

> <JCHEM_REFRACTIVITY>
49.524

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.44e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-{[(1R)-1-carboxyethyl]amino}-4-methylpentanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0240626
     RDKit          3D
1-Carboxyethylleucine
 31 30  0  0  0  0  0  0  0  0999 V2000
    2.7621    0.8071   -1.1496 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2917   -0.4483   -0.5463 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5466   -1.5884   -1.5750 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9169   -0.6250   -0.0845 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2986    0.1653    0.9653 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0353   -0.3320    1.1836 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9734   -0.3303    0.1826 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3473    1.0303   -0.3496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2652   -0.9006    0.7114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2867   -1.2706    1.9040 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3632   -1.0048   -0.0872 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2449    1.6067    0.9209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6217    2.1800    1.7170 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9448    2.5198    0.1845 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0830    1.2749   -1.8664 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6878    0.4990   -1.7845 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2383    1.5028   -0.4160 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0087   -0.6846    0.3249 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4610   -2.5298   -1.0300 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7620   -1.5779   -2.3576 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5081   -1.4181   -2.0792 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8524   -1.7296    0.2563 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2701   -0.6855   -1.0259 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8423   -0.1338    1.9488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2978   -0.4792    2.1603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7077   -0.9851   -0.6820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5215    1.6084   -0.7615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9316    1.5824    0.4227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0780    0.8560   -1.2081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8961   -1.8792   -0.1278 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6061    2.9702   -0.6572 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
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
  9 11  1  0
  5 12  1  0
 12 13  2  0
 12 14  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  0
  4 23  1  0
  5 24  1  1
  6 25  1  0
  7 26  1  6
  8 27  1  0
  8 28  1  0
  8 29  1  0
 11 30  1  0
 14 31  1  0
M  END

HEADER    PROTEIN                                 04-FEB-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-FEB-20         0                                  
HETATM    1  C   UNK     0    8667.3698665.484   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0    8667.3698667.024   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0    8668.7038667.793   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8668.7038669.335   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0    8667.3698670.101   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0    8670.0388670.101   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0    8670.0388667.024   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8666.0378664.716   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8664.7038665.484   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8663.3708664.716   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8664.7038667.024   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8668.7038664.716   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0    8670.0388665.484   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0    8668.7038663.176   0.000  0.00  0.00           O+0
CONECT    1    2    8   12                                                  
CONECT    2    1    3                                                       
CONECT    3    2    7    4                                                  
CONECT    4    5    6    3                                                  
CONECT    5    4                                                            
CONECT    6    4                                                            
CONECT    7    3                                                            
CONECT    8    1    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    1   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   26    0
END

COMPND    HMDB0240626
HETATM    1  C1  UNL     1       2.762   0.807  -1.150  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.292  -0.448  -0.546  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.547  -1.588  -1.575  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.917  -0.625  -0.084  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.299   0.165   0.965  1.00  0.00           C  
HETATM    6  N1  UNL     1      -1.035  -0.332   1.184  1.00  0.00           N  
HETATM    7  C6  UNL     1      -1.973  -0.330   0.183  1.00  0.00           C  
HETATM    8  C7  UNL     1      -2.347   1.030  -0.350  1.00  0.00           C  
HETATM    9  C8  UNL     1      -3.265  -0.901   0.711  1.00  0.00           C  
HETATM   10  O1  UNL     1      -3.287  -1.271   1.904  1.00  0.00           O  
HETATM   11  O2  UNL     1      -4.363  -1.005  -0.087  1.00  0.00           O  
HETATM   12  C9  UNL     1       0.245   1.607   0.921  1.00  0.00           C  
HETATM   13  O3  UNL     1      -0.622   2.180   1.717  1.00  0.00           O  
HETATM   14  O4  UNL     1       0.945   2.520   0.184  1.00  0.00           O  
HETATM   15  H1  UNL     1       2.083   1.275  -1.866  1.00  0.00           H  
HETATM   16  H2  UNL     1       3.688   0.499  -1.784  1.00  0.00           H  
HETATM   17  H3  UNL     1       3.238   1.503  -0.416  1.00  0.00           H  
HETATM   18  H4  UNL     1       3.009  -0.685   0.325  1.00  0.00           H  
HETATM   19  H5  UNL     1       2.461  -2.530  -1.030  1.00  0.00           H  
HETATM   20  H6  UNL     1       1.762  -1.578  -2.358  1.00  0.00           H  
HETATM   21  H7  UNL     1       3.508  -1.418  -2.079  1.00  0.00           H  
HETATM   22  H8  UNL     1       0.852  -1.730   0.256  1.00  0.00           H  
HETATM   23  H9  UNL     1       0.270  -0.685  -1.026  1.00  0.00           H  
HETATM   24  H10 UNL     1       0.842  -0.134   1.949  1.00  0.00           H  
HETATM   25  H11 UNL     1      -1.298  -0.479   2.160  1.00  0.00           H  
HETATM   26  H12 UNL     1      -1.708  -0.985  -0.682  1.00  0.00           H  
HETATM   27  H13 UNL     1      -1.522   1.608  -0.762  1.00  0.00           H  
HETATM   28  H14 UNL     1      -2.932   1.582   0.423  1.00  0.00           H  
HETATM   29  H15 UNL     1      -3.078   0.856  -1.208  1.00  0.00           H  
HETATM   30  H16 UNL     1      -4.896  -1.879  -0.128  1.00  0.00           H  
HETATM   31  H17 UNL     1       0.606   2.970  -0.657  1.00  0.00           H  
CONECT    1    2   15   16   17
CONECT    2    3    4   18
CONECT    3   19   20   21
CONECT    4    5   22   23
CONECT    5    6   12   24
CONECT    6    7   25
CONECT    7    8    9   26
CONECT    8   27   28   29
CONECT    9   10   10   11
CONECT   11   30
CONECT   12   13   13   14
CONECT   14   31
END

HMDB0240626
     RDKit          3D
1-Carboxyethylleucine
 31 30  0  0  0  0  0  0  0  0999 V2000
    2.7621    0.8071   -1.1496 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2917   -0.4483   -0.5463 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5466   -1.5884   -1.5750 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9169   -0.6250   -0.0845 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2986    0.1653    0.9653 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0353   -0.3320    1.1836 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9734   -0.3303    0.1826 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3473    1.0303   -0.3496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2652   -0.9006    0.7114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2867   -1.2706    1.9040 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3632   -1.0048   -0.0872 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2449    1.6067    0.9209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6217    2.1800    1.7170 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9448    2.5198    0.1845 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0830    1.2749   -1.8664 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6878    0.4990   -1.7845 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2383    1.5028   -0.4160 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0087   -0.6846    0.3249 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4610   -2.5298   -1.0300 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7620   -1.5779   -2.3576 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5081   -1.4181   -2.0792 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8524   -1.7296    0.2563 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2701   -0.6855   -1.0259 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8423   -0.1338    1.9488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2978   -0.4792    2.1603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7077   -0.9851   -0.6820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5215    1.6084   -0.7615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9316    1.5824    0.4227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0780    0.8560   -1.2081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8961   -1.8792   -0.1278 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6061    2.9702   -0.6572 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
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
  9 11  1  0
  5 12  1  0
 12 13  2  0
 12 14  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  0
  4 23  1  0
  5 24  1  1
  6 25  1  0
  7 26  1  6
  8 27  1  0
  8 28  1  0
  8 29  1  0
 11 30  1  0
 14 31  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(2S)-2-{[(1R)-1-carboxyethyl]amino}-4-methylpentanoate	HMDB
(R)-N-(1-Carboxyethyl)-L-leucine	HMDB
N-(1-Carboxyethyl)-L-leucine	HMDB
N-[(1R)-1-Carboxyethyl]-L-leucine	HMDB
1-Carboxyethylleucine	HMDB

Chemical Formula

C₉H₁₇NO₄

Average Molecular Weight

203.238

Monoisotopic Molecular Weight

203.115758031

IUPAC Name

(2S)-2-{[(1R)-1-carboxyethyl]amino}-4-methylpentanoic acid

Traditional Name

(2S)-2-{[(1R)-1-carboxyethyl]amino}-4-methylpentanoic acid

CAS Registry Number

179795-15-4

SMILES

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

InChI Identifier

InChI=1S/C9H17NO4/c1-5(2)4-7(9(13)14)10-6(3)8(11)12/h5-7,10H,4H2,1-3H3,(H,11,12)(H,13,14)/t6-,7+/m1/s1

InChI Key

DBYZWPUDPKAERO-RQJHMYQMSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as leucine and derivatives. Leucine and derivatives are compounds containing leucine or a derivative thereof resulting from reaction of leucine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Leucine and derivatives

Alternative Parents

Substituents

Leucine or derivatives
Alanine or derivatives
Alpha-amino acid
D-alpha-amino acid
L-alpha-amino acid
Branched fatty acid
Methyl-branched fatty acid
Dicarboxylic acid or derivatives
Fatty acid
Fatty acyl
Amino acid
Secondary amine
Secondary aliphatic amine
Carboxylic acid
Amine
Organic nitrogen compound
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Carbonyl group
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31477923)

Source

Exogenous

Exogenous (HMDB: HMDB0240626)

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	-0.75	ALOGPS
logP	-1.5	ChemAxon
logS	-1.2	ALOGPS
pKa (Strongest Acidic)	2.87	ChemAxon
pKa (Strongest Basic)	8.81	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.63 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	49.52 m³·mol⁻¹	ChemAxon
Polarizability	20.59 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]+	148.794	30932474
DeepCCS	[M-H]-	146.436	30932474
DeepCCS	[M-2H]-	179.414	30932474
DeepCCS	[M+Na]+	154.887	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1-Carboxyethylleucine	CC(C)C[C@H](N[C@H](C)C(O)=O)C(O)=O	2672.3	Standard polar	33892256
1-Carboxyethylleucine	CC(C)C[C@H](N[C@H](C)C(O)=O)C(O)=O	1450.3	Standard non polar	33892256
1-Carboxyethylleucine	CC(C)C[C@H](N[C@H](C)C(O)=O)C(O)=O	1591.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
1-Carboxyethylleucine,1TMS,isomer #1	CC(C)C[C@H](N[C@H](C)C(=O)O[Si](C)(C)C)C(=O)O	1621.9	Semi standard non polar	33892256
1-Carboxyethylleucine,1TMS,isomer #2	CC(C)C[C@H](N[C@H](C)C(=O)O)C(=O)O[Si](C)(C)C	1614.6	Semi standard non polar	33892256
1-Carboxyethylleucine,1TMS,isomer #3	CC(C)C[C@@H](C(=O)O)N([C@H](C)C(=O)O)[Si](C)(C)C	1676.0	Semi standard non polar	33892256
1-Carboxyethylleucine,2TMS,isomer #1	CC(C)C[C@H](N[C@H](C)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	1649.1	Semi standard non polar	33892256
1-Carboxyethylleucine,2TMS,isomer #2	CC(C)C[C@@H](C(=O)O)N([C@H](C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	1684.7	Semi standard non polar	33892256
1-Carboxyethylleucine,2TMS,isomer #3	CC(C)C[C@@H](C(=O)O[Si](C)(C)C)N([C@H](C)C(=O)O)[Si](C)(C)C	1686.3	Semi standard non polar	33892256
1-Carboxyethylleucine,3TMS,isomer #1	CC(C)C[C@@H](C(=O)O[Si](C)(C)C)N([C@H](C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	1726.7	Semi standard non polar	33892256
1-Carboxyethylleucine,3TMS,isomer #1	CC(C)C[C@@H](C(=O)O[Si](C)(C)C)N([C@H](C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	1763.1	Standard non polar	33892256
1-Carboxyethylleucine,3TMS,isomer #1	CC(C)C[C@@H](C(=O)O[Si](C)(C)C)N([C@H](C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	1740.1	Standard polar	33892256
1-Carboxyethylleucine,1TBDMS,isomer #1	CC(C)C[C@H](N[C@H](C)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O	1860.4	Semi standard non polar	33892256
1-Carboxyethylleucine,1TBDMS,isomer #2	CC(C)C[C@H](N[C@H](C)C(=O)O)C(=O)O[Si](C)(C)C(C)(C)C	1847.8	Semi standard non polar	33892256
1-Carboxyethylleucine,1TBDMS,isomer #3	CC(C)C[C@@H](C(=O)O)N([C@H](C)C(=O)O)[Si](C)(C)C(C)(C)C	1910.9	Semi standard non polar	33892256
1-Carboxyethylleucine,2TBDMS,isomer #1	CC(C)C[C@H](N[C@H](C)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2094.0	Semi standard non polar	33892256
1-Carboxyethylleucine,2TBDMS,isomer #2	CC(C)C[C@@H](C(=O)O)N([C@H](C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2166.9	Semi standard non polar	33892256
1-Carboxyethylleucine,2TBDMS,isomer #3	CC(C)C[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([C@H](C)C(=O)O)[Si](C)(C)C(C)(C)C	2160.7	Semi standard non polar	33892256
1-Carboxyethylleucine,3TBDMS,isomer #1	CC(C)C[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([C@H](C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2392.1	Semi standard non polar	33892256
1-Carboxyethylleucine,3TBDMS,isomer #1	CC(C)C[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([C@H](C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2355.7	Standard non polar	33892256
1-Carboxyethylleucine,3TBDMS,isomer #1	CC(C)C[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([C@H](C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2201.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Carboxyethylleucine 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 - 1-Carboxyethylleucine 10V, Positive-QTOF	splash10-115i-2930000000-7e1b2323c9a2766ab11d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Carboxyethylleucine 20V, Positive-QTOF	splash10-03ei-5900000000-d3572240df8933fd3ef0	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Carboxyethylleucine 40V, Positive-QTOF	splash10-0006-9000000000-92dcb6e113c86360117c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Carboxyethylleucine 10V, Negative-QTOF	splash10-001i-0920000000-d6192c53be408a0e13d2	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Carboxyethylleucine 20V, Negative-QTOF	splash10-001i-1900000000-4ef25411ad7aa2bd2862	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Carboxyethylleucine 40V, Negative-QTOF	splash10-007o-9400000000-b385460a634359999a94	2021-09-23	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
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, 100 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, 1000 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, 200 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, 300 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, 400 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, 500 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, 600 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, 700 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, 800 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
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	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	Adult (>18 years old)	Both	Normal	31477923	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53752255

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

Wilmanski T, Rappaport N, Earls JC, Magis AT, Manor O, Lovejoy J, Omenn GS, Hood L, Gibbons SM, Price ND: Blood metabolome predicts gut microbiome alpha-diversity in humans. Nat Biotechnol. 2019 Oct;37(10):1217-1228. doi: 10.1038/s41587-019-0233-9. Epub 2019 Sep 2. [PubMed:31477923 ]

Showing metabocard for 1-Carboxyethylleucine (HMDB0240626)

MOL for HMDB0240626 (1-Carboxyethylleucine)

3D MOL for HMDB0240626 (1-Carboxyethylleucine)

3D SDF for HMDB0240626 (1-Carboxyethylleucine)

3D-SDF for HMDB0240626 (1-Carboxyethylleucine)

PDB for HMDB0240626 (1-Carboxyethylleucine)

3D PDB for HMDB0240626 (1-Carboxyethylleucine)

SMILES for HMDB0240626 (1-Carboxyethylleucine)

INCHI for HMDB0240626 (1-Carboxyethylleucine)

Structure for HMDB0240626 (1-Carboxyethylleucine)

3D Structure for HMDB0240626 (1-Carboxyethylleucine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra