Showing metabocard for Ketoleucine (MMDBc0029506)

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Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-17 23:25:05 UTC
Update Date2024-10-09 16:37:58 UTC
Metabolite IDMMDBc0029506
Metabolite Identification
Common NameKetoleucine
DescriptionKetoleucine belongs to the class of Branched Fatty Acids. These are fatty acids containing a branched chain. (inferred from compound structure) Ketoleucine is also known by names such as 4-methyl-2-oxopentanoic acid and 2-Oxoisocaproic acid. (PubChem) In E. coli, the enzyme branched-chain amino acid aminotransferase (EC:2.6.1.42) catalyses the reversible conversion between ketoleucine and L-leucine. (KEGG)
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007fd5ce27d3e0>

  Mrv1652309042000062D          

  9  8  0  0  0  0            999 V2000
10023.952810024.1004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10024.669810024.5123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10025.383310024.1004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10026.098710024.5123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10025.383310023.2754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10023.238410024.5123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10022.523910024.1004    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10023.238410025.3371    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10023.952810023.2754    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  1  9  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007fd5ce27d3e0>

HMDB0000695
     RDKit          3D
Ketoleucine
 19 18  0  0  0  0  0  0  0  0999 V2000
   -2.0703    0.1757   -1.1606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9527   -0.5142   -0.3787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4345   -0.7518    1.0070 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2662    0.3326   -0.4944 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4513   -0.1546    0.1867 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5124   -1.2279    0.8564 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6774    0.6181    0.1184 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6581    1.7008   -0.5434 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8562    0.2187    0.7443 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0560    0.0073   -0.6943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8598    1.2579   -1.2347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1308   -0.2351   -2.1905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8046   -1.4936   -0.8707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5389   -0.9069    0.9590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2770    0.1382    1.6560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0344   -1.6846    1.4692 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0672    1.3723   -0.1625 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5057    0.4166   -1.5876 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1646    0.7304    1.5603 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
  5  7  1  0
  7  8  2  0
  7  9  1  0
  1 10  1  0
  1 11  1  0
  1 12  1  0
  2 13  1  0
  3 14  1  0
  3 15  1  0
  3 16  1  0
  4 17  1  0
  4 18  1  0
  9 19  1  0
M  END
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3D SDF for #<Metabolite:0x00007fd5ce27d3e0>

  Mrv1652309042000062D          

  9  8  0  0  0  0            999 V2000
10023.952810024.1004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10024.669810024.5123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10025.383310024.1004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10026.098710024.5123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10025.383310023.2754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10023.238410024.5123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10022.523910024.1004    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10023.238410025.3371    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10023.952810023.2754    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  1  9  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0029506

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C6H10O3/c1-4(2)3-5(7)6(8)9/h4H,3H2,1-2H3,(H,8,9)

> <INCHI_KEY>
BKAJNAXTPSGJCU-UHFFFAOYSA-N

> <FORMULA>
C6H10O3

> <MOLECULAR_WEIGHT>
130.1418

> <EXACT_MASS>
130.062994186

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
19

> <JCHEM_AVERAGE_POLARIZABILITY>
12.995994785498697

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-methyl-2-oxopentanoic acid

> <ALOGPS_LOGP>
0.82

> <JCHEM_LOGP>
1.4979975616666668

> <ALOGPS_LOGS>
-1.28

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.528051095084082

> <JCHEM_PKA_STRONGEST_BASIC>
-9.662090237480372

> <JCHEM_POLAR_SURFACE_AREA>
54.37

> <JCHEM_REFRACTIVITY>
31.7662

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.76e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ketoisocaproate

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for #<Metabolite:0x00007fd5ce27d3e0>

HMDB0000695
     RDKit          3D
Ketoleucine
 19 18  0  0  0  0  0  0  0  0999 V2000
   -2.0703    0.1757   -1.1606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9527   -0.5142   -0.3787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4345   -0.7518    1.0070 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2662    0.3326   -0.4944 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4513   -0.1546    0.1867 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5124   -1.2279    0.8564 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6774    0.6181    0.1184 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6581    1.7008   -0.5434 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8562    0.2187    0.7443 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0560    0.0073   -0.6943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8598    1.2579   -1.2347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1308   -0.2351   -2.1905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8046   -1.4936   -0.8707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5389   -0.9069    0.9590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2770    0.1382    1.6560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0344   -1.6846    1.4692 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0672    1.3723   -0.1625 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5057    0.4166   -1.5876 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1646    0.7304    1.5603 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
  5  7  1  0
  7  8  2  0
  7  9  1  0
  1 10  1  0
  1 11  1  0
  1 12  1  0
  2 13  1  0
  3 14  1  0
  3 15  1  0
  3 16  1  0
  4 17  1  0
  4 18  1  0
  9 19  1  0
M  END
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PDB for #<Metabolite:0x00007fd5ce27d3e0>

HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  C   UNK     0    8711.3798711.654   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8712.7178712.423   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8714.0498711.654   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8715.3848712.423   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8714.0498710.114   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8710.0458712.423   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0    8708.7118711.654   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0    8710.0458713.963   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0    8711.3798710.114   0.000  0.00  0.00           O+0
CONECT    1    2    6    9                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3                                                            
CONECT    6    1    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    1                                                            
MASTER        0    0    0    0    0    0    0    0    9    0   16    0
END
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3D PDB for #<Metabolite:0x00007fd5ce27d3e0>

COMPND    HMDB0000695
HETATM    1  C1  UNL     1      -2.070   0.176  -1.161  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.953  -0.514  -0.379  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.435  -0.752   1.007  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.266   0.333  -0.494  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.451  -0.155   0.187  1.00  0.00           C  
HETATM    6  O1  UNL     1       1.512  -1.228   0.856  1.00  0.00           O  
HETATM    7  C6  UNL     1       2.677   0.618   0.118  1.00  0.00           C  
HETATM    8  O2  UNL     1       2.658   1.701  -0.543  1.00  0.00           O  
HETATM    9  O3  UNL     1       3.856   0.219   0.744  1.00  0.00           O  
HETATM   10  H1  UNL     1      -3.056   0.007  -0.694  1.00  0.00           H  
HETATM   11  H2  UNL     1      -1.860   1.258  -1.235  1.00  0.00           H  
HETATM   12  H3  UNL     1      -2.131  -0.235  -2.191  1.00  0.00           H  
HETATM   13  H4  UNL     1      -0.805  -1.494  -0.871  1.00  0.00           H  
HETATM   14  H5  UNL     1      -2.539  -0.907   0.959  1.00  0.00           H  
HETATM   15  H6  UNL     1      -1.277   0.138   1.656  1.00  0.00           H  
HETATM   16  H7  UNL     1      -1.034  -1.685   1.469  1.00  0.00           H  
HETATM   17  H8  UNL     1       0.067   1.372  -0.163  1.00  0.00           H  
HETATM   18  H9  UNL     1       0.506   0.417  -1.588  1.00  0.00           H  
HETATM   19  H10 UNL     1       4.165   0.730   1.560  1.00  0.00           H  
CONECT    1    2   10   11   12
CONECT    2    3    4   13
CONECT    3   14   15   16
CONECT    4    5   17   18
CONECT    5    6    6    7
CONECT    7    8    8    9
CONECT    9   19
END
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SMILES for #<Metabolite:0x00007fd5ce27d3e0>

CC(C)CC(=O)C(O)=O
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INCHI for #<Metabolite:0x00007fd5ce27d3e0>

InChI=1S/C6H10O3/c1-4(2)3-5(7)6(8)9/h4H,3H2,1-2H3,(H,8,9)
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Synonyms
Molecular FormulaC6H10O3
Average Mass130.1418
Monoisotopic Mass130.062994186
IUPAC Name4-methyl-2-oxopentanoic acid
Traditional Nameketoisocaproate
CAS Registry Number816-66-0
SMILES
CC(C)CC(=O)C(O)=O
InChI Identifier
InChI=1S/C6H10O3/c1-4(2)3-5(7)6(8)9/h4H,3H2,1-2H3,(H,8,9)
InChI KeyBKAJNAXTPSGJCU-UHFFFAOYSA-N