MiMeDB: Showing metabocard for 1-[(5-Amino-5-carboxypentyl)amino]-1-deoxyfructose (MMDBc0050863)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-05-16 20:08:43 UTC

Update Date

2024-04-30 20:42:51 UTC

Metabolite ID

MMDBc0050863

Metabolite Identification

Common Name

1-[(5-Amino-5-carboxypentyl)amino]-1-deoxyfructose

Description

1-[(5-Amino-5-carboxypentyl)amino]-1-deoxyfructose is found in milk and milk products. Amadori rearrangement produced found in heated milk and other foodstuff

Structure

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

HMDB0034879
     RDKit          3D
1-[(5-Amino-5-carboxypentyl)amino]-1-deoxyfructose
 45 45  0  0  0  0  0  0  0  0999 V2000
    5.6303   -2.2862    0.3209 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1590   -0.9070    0.1797 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6493   -0.8718    0.1735 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1647    0.5226    0.0206 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6554    0.6621    0.0526 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0324    0.2125    1.3266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3923    0.3931    1.2889 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0967   -0.4901    0.3915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5626   -0.0448    0.4373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0831   -0.1231    1.6992 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2412   -0.8164   -0.4887 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3334   -0.1271   -0.9464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5679   -0.6483   -0.2363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6780   -2.0150   -0.5353 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1051    1.3299   -0.6912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0024    1.7582    0.2812 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6951    1.3478   -0.1452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5001    2.3328    0.8071 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7112   -0.2666   -1.0135 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3139   -0.9949   -1.8794 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6586    1.0772   -1.3243 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5519   -2.2875    0.7880 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9320   -2.9317    0.6869 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5706   -0.3531    1.0749 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2463   -1.4960   -0.6805 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2815   -1.3965    1.0792 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4802    0.8942   -0.9862 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5786    1.1617    0.8113 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4627    1.7594   -0.0425 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1921    0.1982   -0.8416 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4005    0.7645    2.2159 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2110   -0.8868    1.4624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8546    0.5167    2.1986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6911   -0.3799   -0.6281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0137   -1.5333    0.7160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3102   -1.0630    1.9012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3942   -0.2805   -2.0396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4768   -0.0994   -0.6003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4085   -0.5393    0.8517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8279   -2.4883   -0.3814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1916    1.9456   -1.6113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5553    2.1559    1.0562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0034    1.4549   -1.0121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3996    3.1951    0.3166 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5026    1.6443   -1.2404 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
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
  2 19  1  0
 19 20  2  0
 19 21  1  0
 17  9  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
 10 36  1  0
 12 37  1  0
 13 38  1  0
 13 39  1  0
 14 40  1  0
 15 41  1  0
 16 42  1  0
 17 43  1  0
 18 44  1  0
 21 45  1  0
M  END


  Mrv0541 05061308072D          

 21 21  0  0  0  0            999 V2000
    3.0774    2.9136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3629    2.5011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7919    2.5011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6485    2.9136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2030    3.7816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2195    2.9136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5063    2.9136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6510    3.1685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8225    2.3615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1080    1.9490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2208    2.5011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4950    2.5011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5063    3.7386    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9340    2.5011    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0100    3.6101    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5762    2.0260    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0218    1.1285    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9353    2.9136    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2208    1.6761    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0100    1.8336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8305    3.2547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  7  3  1  0  0  0  0
  8  5  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11  7  1  0  0  0  0
 12  6  1  0  0  0  0
 12 10  1  0  0  0  0
 13  7  1  0  0  0  0
 14  4  1  0  0  0  0
 14  6  1  0  0  0  0
 15  5  1  0  0  0  0
 16  9  1  0  0  0  0
 17 10  1  0  0  0  0
 18 11  2  0  0  0  0
 19 11  1  0  0  0  0
 20 12  1  0  0  0  0
 21  8  1  0  0  0  0
 21 12  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0050863

> <DATABASE_NAME>
MIME

> <SMILES>
NC(CCCCNCC1(O)OC(CO)C(O)C1O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C12H24N2O7/c13-7(11(18)19)3-1-2-4-14-6-12(20)10(17)9(16)8(5-15)21-12/h7-10,14-17,20H,1-6,13H2,(H,18,19)

> <INCHI_KEY>
ZAWLGBRDVQURAK-UHFFFAOYSA-N

> <FORMULA>
C12H24N2O7

> <MOLECULAR_WEIGHT>
308.3282

> <EXACT_MASS>
308.158351132

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
31.114387113749263

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-amino-6-({[2,3,4-trihydroxy-5-(hydroxymethyl)oxolan-2-yl]methyl}amino)hexanoic acid

> <ALOGPS_LOGP>
-2.93

> <JCHEM_LOGP>
-5.082369331258076

> <ALOGPS_LOGS>
-0.76

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
10.770256375344529

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.051548887531848

> <JCHEM_PKA_STRONGEST_BASIC>
9.551282992016104

> <JCHEM_POLAR_SURFACE_AREA>
165.49999999999997

> <JCHEM_REFRACTIVITY>
70.6836

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.30e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-amino-6-({[2,3,4-trihydroxy-5-(hydroxymethyl)oxolan-2-yl]methyl}amino)hexanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0034879
     RDKit          3D
1-[(5-Amino-5-carboxypentyl)amino]-1-deoxyfructose
 45 45  0  0  0  0  0  0  0  0999 V2000
    5.6303   -2.2862    0.3209 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1590   -0.9070    0.1797 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6493   -0.8718    0.1735 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1647    0.5226    0.0206 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6554    0.6621    0.0526 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0324    0.2125    1.3266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3923    0.3931    1.2889 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0967   -0.4901    0.3915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5626   -0.0448    0.4373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0831   -0.1231    1.6992 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2412   -0.8164   -0.4887 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3334   -0.1271   -0.9464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5679   -0.6483   -0.2363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6780   -2.0150   -0.5353 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1051    1.3299   -0.6912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0024    1.7582    0.2812 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6951    1.3478   -0.1452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5001    2.3328    0.8071 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7112   -0.2666   -1.0135 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3139   -0.9949   -1.8794 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6586    1.0772   -1.3243 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5519   -2.2875    0.7880 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9320   -2.9317    0.6869 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5706   -0.3531    1.0749 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2463   -1.4960   -0.6805 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2815   -1.3965    1.0792 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4802    0.8942   -0.9862 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5786    1.1617    0.8113 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4627    1.7594   -0.0425 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1921    0.1982   -0.8416 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4005    0.7645    2.2159 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2110   -0.8868    1.4624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8546    0.5167    2.1986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6911   -0.3799   -0.6281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0137   -1.5333    0.7160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3102   -1.0630    1.9012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3942   -0.2805   -2.0396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4768   -0.0994   -0.6003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4085   -0.5393    0.8517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8279   -2.4883   -0.3814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1916    1.9456   -1.6113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5553    2.1559    1.0562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0034    1.4549   -1.0121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3996    3.1951    0.3166 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5026    1.6443   -1.2404 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
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
  2 19  1  0
 19 20  2  0
 19 21  1  0
 17  9  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
 10 36  1  0
 12 37  1  0
 13 38  1  0
 13 39  1  0
 14 40  1  0
 15 41  1  0
 16 42  1  0
 17 43  1  0
 18 44  1  0
 21 45  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       5.744   5.439   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.411   4.669   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.078   4.669   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.077   5.439   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.112   7.059   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.410   5.439   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.412   5.439   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.082   5.915   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.402   4.408   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.068   3.638   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.745   4.669   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.924   4.669   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       8.412   6.979   0.000  0.00  0.00           N+0
HETATM   14  N   UNK     0       1.743   4.669   0.000  0.00  0.00           N+0
HETATM   15  O   UNK     0      -5.619   6.739   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -4.809   3.782   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -1.907   2.107   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      11.079   5.439   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       9.745   3.129   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -0.019   3.423   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -1.550   6.075   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    7                                                       
CONECT    4    2   14                                                       
CONECT    5    8   15                                                       
CONECT    6   12   14                                                       
CONECT    7    3   11   13                                                  
CONECT    8    5    9   21                                                  
CONECT    9    8   10   16                                                  
CONECT   10    9   12   17                                                  
CONECT   11    7   18   19                                                  
CONECT   12    6   10   20   21                                             
CONECT   13    7                                                            
CONECT   14    4    6                                                       
CONECT   15    5                                                            
CONECT   16    9                                                            
CONECT   17   10                                                            
CONECT   18   11                                                            
CONECT   19   11                                                            
CONECT   20   12                                                            
CONECT   21    8   12                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   42    0
END

COMPND    HMDB0034879
HETATM    1  N1  UNL     1       5.630  -2.286   0.321  1.00  0.00           N  
HETATM    2  C1  UNL     1       5.159  -0.907   0.180  1.00  0.00           C  
HETATM    3  C2  UNL     1       3.649  -0.872   0.173  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.165   0.523   0.021  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.655   0.662   0.053  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.032   0.213   1.327  1.00  0.00           C  
HETATM    7  N2  UNL     1      -0.392   0.393   1.289  1.00  0.00           N  
HETATM    8  C6  UNL     1      -1.097  -0.490   0.391  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.563  -0.045   0.437  1.00  0.00           C  
HETATM   10  O1  UNL     1      -3.083  -0.123   1.699  1.00  0.00           O  
HETATM   11  O2  UNL     1      -3.241  -0.816  -0.489  1.00  0.00           O  
HETATM   12  C8  UNL     1      -4.333  -0.127  -0.946  1.00  0.00           C  
HETATM   13  C9  UNL     1      -5.568  -0.648  -0.236  1.00  0.00           C  
HETATM   14  O3  UNL     1      -5.678  -2.015  -0.535  1.00  0.00           O  
HETATM   15  C10 UNL     1      -4.105   1.330  -0.691  1.00  0.00           C  
HETATM   16  O4  UNL     1      -5.002   1.758   0.281  1.00  0.00           O  
HETATM   17  C11 UNL     1      -2.695   1.348  -0.145  1.00  0.00           C  
HETATM   18  O5  UNL     1      -2.500   2.333   0.807  1.00  0.00           O  
HETATM   19  C12 UNL     1       5.711  -0.267  -1.013  1.00  0.00           C  
HETATM   20  O6  UNL     1       6.314  -0.995  -1.879  1.00  0.00           O  
HETATM   21  O7  UNL     1       5.659   1.077  -1.324  1.00  0.00           O  
HETATM   22  H1  UNL     1       6.552  -2.287   0.788  1.00  0.00           H  
HETATM   23  H2  UNL     1       4.932  -2.932   0.687  1.00  0.00           H  
HETATM   24  H3  UNL     1       5.571  -0.353   1.075  1.00  0.00           H  
HETATM   25  H4  UNL     1       3.246  -1.496  -0.681  1.00  0.00           H  
HETATM   26  H5  UNL     1       3.282  -1.396   1.079  1.00  0.00           H  
HETATM   27  H6  UNL     1       3.480   0.894  -0.986  1.00  0.00           H  
HETATM   28  H7  UNL     1       3.579   1.162   0.811  1.00  0.00           H  
HETATM   29  H8  UNL     1       1.463   1.759  -0.042  1.00  0.00           H  
HETATM   30  H9  UNL     1       1.192   0.198  -0.842  1.00  0.00           H  
HETATM   31  H10 UNL     1       1.400   0.764   2.216  1.00  0.00           H  
HETATM   32  H11 UNL     1       1.211  -0.887   1.462  1.00  0.00           H  
HETATM   33  H12 UNL     1      -0.855   0.517   2.199  1.00  0.00           H  
HETATM   34  H13 UNL     1      -0.691  -0.380  -0.628  1.00  0.00           H  
HETATM   35  H14 UNL     1      -1.014  -1.533   0.716  1.00  0.00           H  
HETATM   36  H15 UNL     1      -3.310  -1.063   1.901  1.00  0.00           H  
HETATM   37  H16 UNL     1      -4.394  -0.281  -2.040  1.00  0.00           H  
HETATM   38  H17 UNL     1      -6.477  -0.099  -0.600  1.00  0.00           H  
HETATM   39  H18 UNL     1      -5.408  -0.539   0.852  1.00  0.00           H  
HETATM   40  H19 UNL     1      -4.828  -2.488  -0.381  1.00  0.00           H  
HETATM   41  H20 UNL     1      -4.192   1.946  -1.611  1.00  0.00           H  
HETATM   42  H21 UNL     1      -4.555   2.156   1.056  1.00  0.00           H  
HETATM   43  H22 UNL     1      -2.003   1.455  -1.012  1.00  0.00           H  
HETATM   44  H23 UNL     1      -2.400   3.195   0.317  1.00  0.00           H  
HETATM   45  H24 UNL     1       6.503   1.644  -1.240  1.00  0.00           H  
CONECT    1    2   22   23
CONECT    2    3   19   24
CONECT    3    4   25   26
CONECT    4    5   27   28
CONECT    5    6   29   30
CONECT    6    7   31   32
CONECT    7    8   33
CONECT    8    9   34   35
CONECT    9   10   11   17
CONECT   10   36
CONECT   11   12
CONECT   12   13   15   37
CONECT   13   14   38   39
CONECT   14   40
CONECT   15   16   17   41
CONECT   16   42
CONECT   17   18   43
CONECT   18   44
CONECT   19   20   20   21
CONECT   21   45
END

HMDB0034879
     RDKit          3D
1-[(5-Amino-5-carboxypentyl)amino]-1-deoxyfructose
 45 45  0  0  0  0  0  0  0  0999 V2000
    5.6303   -2.2862    0.3209 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1590   -0.9070    0.1797 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6493   -0.8718    0.1735 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1647    0.5226    0.0206 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6554    0.6621    0.0526 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0324    0.2125    1.3266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3923    0.3931    1.2889 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0967   -0.4901    0.3915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5626   -0.0448    0.4373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0831   -0.1231    1.6992 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2412   -0.8164   -0.4887 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3334   -0.1271   -0.9464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5679   -0.6483   -0.2363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6780   -2.0150   -0.5353 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1051    1.3299   -0.6912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0024    1.7582    0.2812 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6951    1.3478   -0.1452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5001    2.3328    0.8071 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7112   -0.2666   -1.0135 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3139   -0.9949   -1.8794 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6586    1.0772   -1.3243 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5519   -2.2875    0.7880 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9320   -2.9317    0.6869 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5706   -0.3531    1.0749 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2463   -1.4960   -0.6805 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2815   -1.3965    1.0792 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4802    0.8942   -0.9862 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5786    1.1617    0.8113 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4627    1.7594   -0.0425 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1921    0.1982   -0.8416 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4005    0.7645    2.2159 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2110   -0.8868    1.4624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8546    0.5167    2.1986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6911   -0.3799   -0.6281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0137   -1.5333    0.7160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3102   -1.0630    1.9012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3942   -0.2805   -2.0396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4768   -0.0994   -0.6003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4085   -0.5393    0.8517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8279   -2.4883   -0.3814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1916    1.9456   -1.6113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5553    2.1559    1.0562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0034    1.4549   -1.0121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3996    3.1951    0.3166 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5026    1.6443   -1.2404 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
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
  2 19  1  0
 19 20  2  0
 19 21  1  0
 17  9  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
 10 36  1  0
 12 37  1  0
 13 38  1  0
 13 39  1  0
 14 40  1  0
 15 41  1  0
 16 42  1  0
 17 43  1  0
 18 44  1  0
 21 45  1  0
M  END

Synonyms

Value	Source
e-Deoxyfructosyllysine	HMDB
e-Fructoselysine	HMDB
epsilon-Fructoselysine	HMDB
Fructose lysine	HMDB
Fructosyl-lysine	HMDB
Fructosyllysine	HMDB
N6-(1-Deoxy-D-fructos-1-yl)-L-lysine	HMDB
N6-(1-Deoxyfructos-1-yl)lysine	HMDB

Molecular Formula

C₁₂H₂₄N₂O₇

Average Mass

308.3282

Monoisotopic Mass

308.158351132

IUPAC Name

2-amino-6-({[2,3,4-trihydroxy-5-(hydroxymethyl)oxolan-2-yl]methyl}amino)hexanoic acid

Traditional Name

2-amino-6-({[2,3,4-trihydroxy-5-(hydroxymethyl)oxolan-2-yl]methyl}amino)hexanoic acid

CAS Registry Number

Not Available

SMILES

NC(CCCCNCC1(O)OC(CO)C(O)C1O)C(O)=O

InChI Identifier

InChI=1S/C12H24N2O7/c13-7(11(18)19)3-1-2-4-14-6-12(20)10(17)9(16)8(5-15)21-12/h7-10,14-17,20H,1-6,13H2,(H,18,19)

InChI Key

ZAWLGBRDVQURAK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as c-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a C-glycosidic bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

C-glycosyl compounds

Alternative Parents

Substituents

C-glycosyl compound
Alpha-amino acid
Alpha-amino acid or derivatives
Pentose monosaccharide
Medium-chain fatty acid
Amino fatty acid
Heterocyclic fatty acid
Hydroxy fatty acid
Fatty acyl
Fatty acid
Monosaccharide
Tetrahydrofuran
Amino acid or derivatives
Amino acid
Hemiacetal
Secondary alcohol
Oxacycle
Carboxylic acid derivative
Carboxylic acid
Secondary aliphatic amine
Organoheterocyclic compound
Secondary amine
Monocarboxylic acid or derivatives
Polyol
Organopnictogen compound
Organic nitrogen compound
Carbonyl group
Amine
Organic oxide
Primary amine
Primary aliphatic amine
Hydrocarbon derivative
Primary alcohol
Organonitrogen compound
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	53 g/L	ALOGPS
logP	-2.9	ALOGPS
logP	-5.1	ChemAxon
logS	-0.76	ALOGPS
pKa (Strongest Acidic)	2.05	ChemAxon
pKa (Strongest Basic)	9.55	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	165.5 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	70.68 m³·mol⁻¹	ChemAxon
Polarizability	31.11 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-052o-9330000000-0a3b774a2099aa1841b2	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (5 TMS) - 70eV, Positive	splash10-0udi-3921357000-15c6c7c5a1db6a51e48e	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0btc-1793000000-7d5e15faa2663e22b446	2016-08-02	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03ea-4590000000-b16d04d9d276a05e3ff7	2016-08-02	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03e9-9700000000-7c1717d0cdc5f3d13746	2016-08-02	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-5449000000-5d96bc69a2ef7283d4e2	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-052b-4973000000-7fa6ef2bd5ebb8d2556f	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9100000000-c189fd0a336d3d4ad871	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0abc-0094000000-d77f3d23caad13a312c0	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-053r-2982000000-9c19ee079047920ca852	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-003r-5900000000-01fbe3f994d9a06dd7dd	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0039000000-45b8040e84722234d782	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4r-1494000000-28cab6b1988ba64e481a	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-052g-9410000000-ecdb35da557e9f2d2748	2021-09-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-25	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Blood

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference
Uremia		Association	Human Blood	HMDB	12675874

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Blood	Detected and Quantified	188.636	35.0649			uM	Adult (>18 years old)	Both	Uremia	HMDB	12675874

External Links

HMDB ID

HMDB0034879

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB013454

KNApSAcK ID

Not Available

Chemspider ID

35013790

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131751634

PDB ID

Not Available

ChEBI ID

24109

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Lauer T, Rassaf T, Planitz C, Preuss R, Krause R, Henle T, Deussen A: Evidence against nitric oxide-quenching effects of chemically defined Maillard reaction products. Horm Metab Res. 2008 Apr;40(4):233-8. doi: 10.1055/s-2008-1058062. [PubMed:18548382 ]
Yannai, Shmuel (2004). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. Boca Raton: Chapman & Hall/CRC..

Showing metabocard for 1-[(5-Amino-5-carboxypentyl)amino]-1-deoxyfructose (MMDBc0050863)

MOL for #<Metabolite:0x00007fece1a8a248>

3D MOL for #<Metabolite:0x00007fece1a8a248>

3D SDF for #<Metabolite:0x00007fece1a8a248>

3D-SDF for #<Metabolite:0x00007fece1a8a248>

PDB for #<Metabolite:0x00007fece1a8a248>

3D PDB for #<Metabolite:0x00007fece1a8a248>

SMILES for #<Metabolite:0x00007fece1a8a248>

INCHI for #<Metabolite:0x00007fece1a8a248>

Structure for #<Metabolite:0x00007fece1a8a248>

3D Structure for #<Metabolite:0x00007fece1a8a248>