Showing metabocard for Norleucine (MMDBc0033204)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-19 04:38:57 UTC
Update Date2024-04-30 20:02:51 UTC
Metabolite IDMMDBc0033204
Metabolite Identification
Common NameNorleucine
DescriptionL-Norleucine, also known as L-aminohexanoate or caprine, belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom. Thus, L-norleucine is considered to be a fatty acid. L-Norleucine exists in all eukaryotes, ranging from yeast to plants to humans. L-Norleucine has been detected, but not quantified in, several different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), domestic pigs (Sus scrofa domestica), and milk (cow). This could make L-norleucine a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on L-Norleucine.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007fecfceca068>

Untitled Document-3
  Mrv1652305271900182D          

  9  8  0  0  0  0            999 V2000
   -1.4289    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.2062    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    1.0313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.2062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.0313    0.0000 N   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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  7  2  0  0  0  0
  1  8  1  0  0  0  0
  2  9  1  6  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007fecfceca068>

HMDB0001645
     RDKit          3D
L-Norleucine
 22 21  0  0  0  0  0  0  0  0999 V2000
    3.3003    0.0035    0.4425 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0666    0.2404   -0.3606 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7996    0.1006    0.4664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3981    0.3605   -0.4416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6905    0.2360    0.3239 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8621   -1.0918    0.8999 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8018    0.5487   -0.5828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8230    1.6560   -1.1727 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8143   -0.3630   -0.7868 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1525   -0.7225    1.2794 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6418    0.9456    0.9352 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1266   -0.3868   -0.1638 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0430   -0.4522   -1.2092 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1206    1.2671   -0.7813 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7664    0.8555    1.2623 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7262   -0.9378    0.8425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3625    1.3716   -0.8678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4106   -0.3716   -1.2910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6731    0.9961    1.1224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8792   -1.8059    0.1512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1351   -1.2432    1.6224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8935   -1.2069   -0.2384 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  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
  2 14  1  0
  3 15  1  0
  3 16  1  0
  4 17  1  0
  4 18  1  0
  5 19  1  1
  6 20  1  0
  6 21  1  0
  9 22  1  0
M  END
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3D SDF for #<Metabolite:0x00007fecfceca068>

Untitled Document-3
  Mrv1652305271900182D          

  9  8  0  0  0  0            999 V2000
   -1.4289    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.2062    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    1.0313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.2062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.0313    0.0000 N   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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  7  2  0  0  0  0
  1  8  1  0  0  0  0
  2  9  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0033204

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C6H13NO2/c1-2-3-4-5(7)6(8)9/h5H,2-4,7H2,1H3,(H,8,9)/t5-/m0/s1

> <INCHI_KEY>
LRQKBLKVPFOOQJ-YFKPBYRVSA-N

> <FORMULA>
C6H13NO2

> <MOLECULAR_WEIGHT>
131.1729

> <EXACT_MASS>
131.094628665

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
22

> <JCHEM_AVERAGE_POLARIZABILITY>
14.457511062054916

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-aminohexanoic acid

> <ALOGPS_LOGP>
-1.74

> <JCHEM_LOGP>
-1.4286287541080052

> <ALOGPS_LOGS>
-0.17

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.7878511623266418

> <JCHEM_PKA_STRONGEST_BASIC>
9.526564602098674

> <JCHEM_POLAR_SURFACE_AREA>
63.31999999999999

> <JCHEM_REFRACTIVITY>
34.223299999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.92e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
caprine

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for #<Metabolite:0x00007fecfceca068>

HMDB0001645
     RDKit          3D
L-Norleucine
 22 21  0  0  0  0  0  0  0  0999 V2000
    3.3003    0.0035    0.4425 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0666    0.2404   -0.3606 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7996    0.1006    0.4664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3981    0.3605   -0.4416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6905    0.2360    0.3239 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8621   -1.0918    0.8999 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8018    0.5487   -0.5828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8230    1.6560   -1.1727 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8143   -0.3630   -0.7868 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1525   -0.7225    1.2794 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6418    0.9456    0.9352 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1266   -0.3868   -0.1638 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0430   -0.4522   -1.2092 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1206    1.2671   -0.7813 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7664    0.8555    1.2623 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7262   -0.9378    0.8425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3625    1.3716   -0.8678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4106   -0.3716   -1.2910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6731    0.9961    1.1224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8792   -1.8059    0.1512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1351   -1.2432    1.6224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8935   -1.2069   -0.2384 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  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
  2 14  1  0
  3 15  1  0
  3 16  1  0
  4 17  1  0
  4 18  1  0
  5 19  1  1
  6 20  1  0
  6 21  1  0
  9 22  1  0
M  END
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PDB for #<Metabolite:0x00007fecfceca068>

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Untitled Document-3                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  C   UNK     0      -2.667   0.385   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334  -0.385   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.385   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -0.385   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   0.385   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001  -0.385   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -2.667   1.925   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      -4.001  -0.385   0.000  0.00  0.00           O+0
HETATM    9  N   UNK     0      -1.334  -1.925   0.000  0.00  0.00           N+0
CONECT    1    2    7    8                                                  
CONECT    2    1    3    9                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5                                                            
CONECT    7    1                                                            
CONECT    8    1                                                            
CONECT    9    2                                                            
MASTER        0    0    0    0    0    0    0    0    9    0   16    0
END
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3D PDB for #<Metabolite:0x00007fecfceca068>

COMPND    HMDB0001645
HETATM    1  C1  UNL     1       3.300   0.003   0.443  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.067   0.240  -0.361  1.00  0.00           C  
HETATM    3  C3  UNL     1       0.800   0.101   0.466  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.398   0.360  -0.442  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.690   0.236   0.324  1.00  0.00           C  
HETATM    6  N1  UNL     1      -1.862  -1.092   0.900  1.00  0.00           N  
HETATM    7  C6  UNL     1      -2.802   0.549  -0.583  1.00  0.00           C  
HETATM    8  O1  UNL     1      -2.823   1.656  -1.173  1.00  0.00           O  
HETATM    9  O2  UNL     1      -3.814  -0.363  -0.787  1.00  0.00           O  
HETATM   10  H1  UNL     1       3.152  -0.723   1.279  1.00  0.00           H  
HETATM   11  H2  UNL     1       3.642   0.946   0.935  1.00  0.00           H  
HETATM   12  H3  UNL     1       4.127  -0.387  -0.164  1.00  0.00           H  
HETATM   13  H4  UNL     1       2.043  -0.452  -1.209  1.00  0.00           H  
HETATM   14  H5  UNL     1       2.121   1.267  -0.781  1.00  0.00           H  
HETATM   15  H6  UNL     1       0.766   0.856   1.262  1.00  0.00           H  
HETATM   16  H7  UNL     1       0.726  -0.938   0.843  1.00  0.00           H  
HETATM   17  H8  UNL     1      -0.362   1.372  -0.868  1.00  0.00           H  
HETATM   18  H9  UNL     1      -0.411  -0.372  -1.291  1.00  0.00           H  
HETATM   19  H10 UNL     1      -1.673   0.996   1.122  1.00  0.00           H  
HETATM   20  H11 UNL     1      -1.879  -1.806   0.151  1.00  0.00           H  
HETATM   21  H12 UNL     1      -1.135  -1.243   1.622  1.00  0.00           H  
HETATM   22  H13 UNL     1      -3.893  -1.207  -0.238  1.00  0.00           H  
CONECT    1    2   10   11   12
CONECT    2    3   13   14
CONECT    3    4   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:0x00007fecfceca068>

CCCC[C@H](N)C(O)=O
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INCHI for #<Metabolite:0x00007fecfceca068>

InChI=1S/C6H13NO2/c1-2-3-4-5(7)6(8)9/h5H,2-4,7H2,1H3,(H,8,9)/t5-/m0/s1
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Synonyms
ValueSource
(S)-2-Aminohexanoic acidChEBI
2-Aminocaproic acidChEBI
2-Aminohexanoic acidChEBI
alpha-Aminocaproic acidChEBI
CaprineChEBI
GlycoleucineChEBI
L(+)-NorleucineChEBI
L-(+)-NorleucineChEBI
L-2-AminohexanoateChEBI
L-2-Aminohexanoic acidChEBI
L-AminohexanoateChEBI
L-Aminohexanoic acidChEBI
NleChEBI
NorleucineChEBI
(S)-2-AminohexanoateGenerator
2-AminocaproateGenerator
2-AminohexanoateGenerator
a-AminocaproateGenerator
a-Aminocaproic acidGenerator
alpha-AminocaproateGenerator
Α-aminocaproateGenerator
Α-aminocaproic acidGenerator
(S)-2-amino-HexanoateHMDB
(S)-2-amino-Hexanoic acidHMDB
(S)-AminohexanoateHMDB
(S)-Aminohexanoic acidHMDB
(S)-NorleucineHMDB
L-Isomer norleucineMeSH, HMDB
Norleucine, L isomerMeSH, HMDB
Norleucine, L-isomerMeSH, HMDB
2S-Amino-hexanoateGenerator, HMDB
Molecular FormulaC6H13NO2
Average Mass131.1729
Monoisotopic Mass131.094628665
IUPAC Name(2S)-2-aminohexanoic acid
Traditional Namecaprine
CAS Registry Number327-57-1
SMILES
CCCC[C@H](N)C(O)=O
InChI Identifier
InChI=1S/C6H13NO2/c1-2-3-4-5(7)6(8)9/h5H,2-4,7H2,1H3,(H,8,9)/t5-/m0/s1
InChI KeyLRQKBLKVPFOOQJ-YFKPBYRVSA-N