Showing metabocard for D-Leucine (MMDBc0033203)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-19 04:38:54 UTC
Update Date2022-12-15 22:51:54 UTC
MiMeDB IDMMDBc0033203
Metabolite Identification
Common NameD-Leucine
DescriptionLeucine (abbreviated as Leu or L) is an alpha-amino acid. The L-isomer is one of the 22 proteinogenic amino acids, i.e., the building blocks of proteins. D-isomers are used as carbon, nitrogen, and energy source. Leucine is a major component of the sub-units in ferritin, astacin and other 'buffer' proteins.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x0000564abec0ff08>


  Mrv1652304062013012D          

  9  8  0  0  1  0            999 V2000
   -0.1914    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.1270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9520    1.9520    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664   -0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  1  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x0000564abec0ff08>

HMDB0013773
     RDKit          3D
D-Leucine
 22 21  0  0  0  0  0  0  0  0999 V2000
   -1.9390    0.5612   -0.4552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1387   -0.0788    0.6426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9272   -1.1169    1.4003 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1130   -0.7193    0.0871 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9536    0.3534   -0.5851 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3037    1.3606    0.3948 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1537   -0.2355   -1.2177 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0269   -1.1167   -2.0826 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4262    0.1762   -0.8650 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7386    0.0168   -1.4181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0041    0.6312   -0.2338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5336    1.5852   -0.6197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8594    0.7182    1.3628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9331   -0.6899    1.5899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3848   -1.2941    2.3613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9734   -2.0271    0.7681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1691   -1.4714   -0.6543 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7297   -1.1861    0.8518 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3122    0.8356   -1.3501 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1604    1.9059    0.0906 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4919    0.9144    1.3361 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9297    0.8772   -1.4039 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
  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
  5 19  1  6
  6 20  1  0
  6 21  1  0
  9 22  1  0
M  END
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3D SDF for #<Metabolite:0x0000564abec0ff08>


  Mrv1652304062013012D          

  9  8  0  0  1  0            999 V2000
   -0.1914    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.1270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9520    1.9520    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664   -0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  1  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0033203

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C6H13NO2/c1-4(2)3-5(7)6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9)/t5-/m1/s1

> <INCHI_KEY>
ROHFNLRQFUQHCH-RXMQYKEDSA-N

> <FORMULA>
C6H13NO2

> <MOLECULAR_WEIGHT>
131.1729

> <EXACT_MASS>
131.094628665

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
22

> <JCHEM_AVERAGE_POLARIZABILITY>
14.245654175557164

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-2-amino-4-methylpentanoic acid

> <ALOGPS_LOGP>
-1.82

> <JCHEM_LOGP>
-1.5861571715466434

> <ALOGPS_LOGS>
-0.27

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.787708882185853

> <JCHEM_PKA_STRONGEST_BASIC>
9.51901425787269

> <JCHEM_POLAR_SURFACE_AREA>
63.32

> <JCHEM_REFRACTIVITY>
34.1709

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.98e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
L-(+)-leucine

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for #<Metabolite:0x0000564abec0ff08>

HMDB0013773
     RDKit          3D
D-Leucine
 22 21  0  0  0  0  0  0  0  0999 V2000
   -1.9390    0.5612   -0.4552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1387   -0.0788    0.6426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9272   -1.1169    1.4003 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1130   -0.7193    0.0871 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9536    0.3534   -0.5851 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3037    1.3606    0.3948 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1537   -0.2355   -1.2177 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0269   -1.1167   -2.0826 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4262    0.1762   -0.8650 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7386    0.0168   -1.4181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0041    0.6312   -0.2338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5336    1.5852   -0.6197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8594    0.7182    1.3628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9331   -0.6899    1.5899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3848   -1.2941    2.3613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9734   -2.0271    0.7681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1691   -1.4714   -0.6543 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7297   -1.1861    0.8518 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3122    0.8356   -1.3501 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1604    1.9059    0.0906 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4919    0.9144    1.3361 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9297    0.8772   -1.4039 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
  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
  5 19  1  6
  6 20  1  0
  6 21  1  0
  9 22  1  0
M  END
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PDB for #<Metabolite:0x0000564abec0ff08>

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      -0.357   1.334   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.976   2.104   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.976   3.644   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.644   2.104   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       3.644   3.644   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       4.977   1.334   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       6.311   2.104   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       4.977  -0.206   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
MASTER        0    0    0    0    0    0    0    0    9    0   16    0
END
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3D PDB for #<Metabolite:0x0000564abec0ff08>

COMPND    HMDB0013773
HETATM    1  C1  UNL     1      -1.939   0.561  -0.455  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.139  -0.079   0.643  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.927  -1.117   1.400  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.113  -0.719   0.087  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.954   0.353  -0.585  1.00  0.00           C  
HETATM    6  N1  UNL     1       1.304   1.361   0.395  1.00  0.00           N  
HETATM    7  C6  UNL     1       2.154  -0.236  -1.218  1.00  0.00           C  
HETATM    8  O1  UNL     1       2.027  -1.117  -2.083  1.00  0.00           O  
HETATM    9  O2  UNL     1       3.426   0.176  -0.865  1.00  0.00           O  
HETATM   10  H1  UNL     1      -1.739   0.017  -1.418  1.00  0.00           H  
HETATM   11  H2  UNL     1      -3.004   0.631  -0.234  1.00  0.00           H  
HETATM   12  H3  UNL     1      -1.534   1.585  -0.620  1.00  0.00           H  
HETATM   13  H4  UNL     1      -0.859   0.718   1.363  1.00  0.00           H  
HETATM   14  H5  UNL     1      -2.933  -0.690   1.590  1.00  0.00           H  
HETATM   15  H6  UNL     1      -1.385  -1.294   2.361  1.00  0.00           H  
HETATM   16  H7  UNL     1      -1.973  -2.027   0.768  1.00  0.00           H  
HETATM   17  H8  UNL     1      -0.169  -1.471  -0.654  1.00  0.00           H  
HETATM   18  H9  UNL     1       0.730  -1.186   0.852  1.00  0.00           H  
HETATM   19  H10 UNL     1       0.312   0.836  -1.350  1.00  0.00           H  
HETATM   20  H11 UNL     1       2.160   1.906   0.091  1.00  0.00           H  
HETATM   21  H12 UNL     1       1.492   0.914   1.336  1.00  0.00           H  
HETATM   22  H13 UNL     1       3.930   0.877  -1.404  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    7   19
CONECT    6   20   21
CONECT    7    8    8    9
CONECT    9   22
END
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SMILES for #<Metabolite:0x0000564abec0ff08>

CC(C)C[C@@H](N)C(O)=O
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INCHI for #<Metabolite:0x0000564abec0ff08>

InChI=1S/C6H13NO2/c1-4(2)3-5(7)6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9)/t5-/m1/s1
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Synonyms
ValueSource
(2R)-2-Amino-4-methylpentanoic acidChEBI
(R)-(-)-LeucineChEBI
(R)-LeucineChEBI
D-2-Amino-4-methylvaleric acidChEBI
D-LeucinChEBI
D-LeuzinChEBI
DLEChEBI
(2R)-2-Amino-4-methylpentanoateGenerator
D-2-Amino-4-methylvalerateGenerator
(R)-(−)-leucineHMDB
Chemical FormulaC6H13NO2
Average Molecular Weight131.1729
Monoisotopic Molecular Weight131.094628665
IUPAC Name(2R)-2-amino-4-methylpentanoic acid
Traditional NameL-(+)-leucine
CAS Registry Number328-38-1
SMILES
CC(C)C[C@@H](N)C(O)=O
InChI Identifier
InChI=1S/C6H13NO2/c1-4(2)3-5(7)6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9)/t5-/m1/s1
InChI KeyROHFNLRQFUQHCH-RXMQYKEDSA-N