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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 23:48:46 UTC

Update Date

2022-03-07 02:55:47 UTC

HMDB ID

HMDB0038493

Secondary Accession Numbers

HMDB38493

Metabolite Identification

Common Name

N-(1-Deoxy-1-fructosyl)proline

Description

N-(1-Deoxy-1-fructosyl)proline belongs to the class of organic compounds known as proline and derivatives. Proline and derivatives are compounds containing proline or a derivative thereof resulting from reaction of proline at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. Based on a literature review very few articles have been published on N-(1-Deoxy-1-fructosyl)proline.

Structure

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

HMDB0038493
     RDKit          3D
N-(1-Deoxy-1-fructosyl)proline
 38 39  0  0  0  0  0  0  0  0999 V2000
    4.2925   -1.1613    1.5623 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3307   -1.0573    0.7912 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0063   -2.1100   -0.0437 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5222    0.1876    0.7560 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4007    1.3289    0.2885 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5268    2.1050   -0.6628 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1344    1.5012   -0.4080 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4518    0.1278   -0.2306 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3652   -0.6630    0.2386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7037   -0.7907   -0.8155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2221   -1.3662   -1.9816 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3498    0.3936   -0.9717 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6506    0.3206   -0.5711 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2190    1.6021   -0.0207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5602    2.0805    1.0840 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6544   -0.7932    0.4600 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9166   -1.2997    0.6727 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7299   -1.7769   -0.2272 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1272   -2.6653    0.6466 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1538   -2.1055   -1.0270 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1173    0.4494    1.7733 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6982    2.0122    1.1050 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3330    0.9656   -0.1908 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7579    1.8420   -1.7313 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5321    3.1897   -0.4816 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7803    1.9732    0.5463 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4813    1.7079   -1.2626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0841   -0.2464    1.1858 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7176   -1.6798    0.5490 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0989   -2.2755   -1.7471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2779   -0.0040   -1.4059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2914    1.3679    0.2528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2744    2.3323   -0.8286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3000    3.0171    0.8966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1357   -0.4860    1.3944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8218   -2.1580    1.1718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2775   -2.2701   -1.0524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1047   -3.5959    0.2854 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 13 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
  8  4  1  0
 18 10  1  0
  3 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  6 24  1  0
  6 25  1  0
  7 26  1  0
  7 27  1  0
  9 28  1  0
  9 29  1  0
 11 30  1  0
 13 31  1  6
 14 32  1  0
 14 33  1  0
 15 34  1  0
 16 35  1  1
 17 36  1  0
 18 37  1  6
 19 38  1  0
M  END


  Mrv0541 01231308572D          

 19 20  0  0  0  0            999 V2000
   -2.9438   -0.1254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6112   -0.6104    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3563   -1.3949    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5313   -1.3949    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2764   -0.6104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4918   -0.3554    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0464   -2.0624    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8412   -2.0624    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3959   -0.3554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0090   -0.9075    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8961   -0.9802    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6930   -1.1937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5605   -0.2265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2830   -1.5322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4315   -1.1197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2600   -0.3128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3692   -2.3527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2982   -2.8376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1229   -2.6883    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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  1  5  1  0  0  0  0
  5  6  1  0  0  0  0
  4  7  1  1  0  0  0
  3  8  1  6  0  0  0
  2  9  1  1  0  0  0
  9 10  1  0  0  0  0
  5 12  1  0  0  0  0
 12 11  1  0  0  0  0
 13 11  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 13 16  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0038493

> <DATABASE_NAME>
hmdb

> <SMILES>
OC[C@H]1OC(O)(CN2CCCC2C(O)=O)[C@@H](O)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C11H19NO7/c13-4-7-8(14)9(15)11(18,19-7)5-12-3-1-2-6(12)10(16)17/h6-9,13-15,18H,1-5H2,(H,16,17)/t6?,7-,8-,9+,11?/m1/s1

> <INCHI_KEY>
GSFRYAKUDPPHHG-MKSMHYHASA-N

> <FORMULA>
C11H19NO7

> <MOLECULAR_WEIGHT>
277.2711

> <EXACT_MASS>
277.116151967

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
26.351859025074035

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-{[(3S,4S,5R)-2,3,4-trihydroxy-5-(hydroxymethyl)oxolan-2-yl]methyl}pyrrolidine-2-carboxylic acid

> <ALOGPS_LOGP>
-2.10

> <JCHEM_LOGP>
-4.482288329411431

> <ALOGPS_LOGS>
0.37

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
10.659724997071576

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.867018829819857

> <JCHEM_PKA_STRONGEST_BASIC>
6.776310340461647

> <JCHEM_POLAR_SURFACE_AREA>
130.69

> <JCHEM_REFRACTIVITY>
61.45850000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.56e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-{[(3S,4S,5R)-2,3,4-trihydroxy-5-(hydroxymethyl)oxolan-2-yl]methyl}pyrrolidine-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0038493
     RDKit          3D
N-(1-Deoxy-1-fructosyl)proline
 38 39  0  0  0  0  0  0  0  0999 V2000
    4.2925   -1.1613    1.5623 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3307   -1.0573    0.7912 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0063   -2.1100   -0.0437 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5222    0.1876    0.7560 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4007    1.3289    0.2885 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5268    2.1050   -0.6628 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1344    1.5012   -0.4080 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4518    0.1278   -0.2306 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3652   -0.6630    0.2386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7037   -0.7907   -0.8155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2221   -1.3662   -1.9816 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3498    0.3936   -0.9717 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6506    0.3206   -0.5711 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2190    1.6021   -0.0207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5602    2.0805    1.0840 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6544   -0.7932    0.4600 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9166   -1.2997    0.6727 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7299   -1.7769   -0.2272 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1272   -2.6653    0.6466 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1538   -2.1055   -1.0270 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1173    0.4494    1.7733 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6982    2.0122    1.1050 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3330    0.9656   -0.1908 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7579    1.8420   -1.7313 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5321    3.1897   -0.4816 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7803    1.9732    0.5463 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4813    1.7079   -1.2626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0841   -0.2464    1.1858 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7176   -1.6798    0.5490 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0989   -2.2755   -1.7471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2779   -0.0040   -1.4059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2914    1.3679    0.2528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2744    2.3323   -0.8286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3000    3.0171    0.8966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1357   -0.4860    1.3944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8218   -2.1580    1.1718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2775   -2.2701   -1.0524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1047   -3.5959    0.2854 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 13 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
  8  4  1  0
 18 10  1  0
  3 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  6 24  1  0
  6 25  1  0
  7 26  1  0
  7 27  1  0
  9 28  1  0
  9 29  1  0
 11 30  1  0
 13 31  1  6
 14 32  1  0
 14 33  1  0
 15 34  1  0
 16 35  1  1
 17 36  1  0
 18 37  1  6
 19 38  1  0
M  END

HEADER    PROTEIN                                 23-JAN-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-JAN-13         0                                  
HETATM    1  O   UNK     0      -5.495  -0.234   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -6.741  -1.139   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.265  -2.604   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.725  -2.604   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.249  -1.139   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -2.785  -0.663   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      -3.820  -3.850   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      -7.170  -3.850   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -8.206  -0.663   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -9.350  -1.694   0.000  0.00  0.00           O+0
HETATM   11  N   UNK     0      -1.673  -1.830   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0      -3.160  -2.228   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.046  -0.423   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.528  -2.860   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.805  -2.090   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.485  -0.584   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.689  -4.392   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       0.557  -5.297   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -2.096  -5.018   0.000  0.00  0.00           O+0
CONECT    1    2    5                                                       
CONECT    2    1    3    9                                                  
CONECT    3    2    4    8                                                  
CONECT    4    3    5    7                                                  
CONECT    5    4    1    6   12                                             
CONECT    6    5                                                            
CONECT    7    4                                                            
CONECT    8    3                                                            
CONECT    9    2   10                                                       
CONECT   10    9                                                            
CONECT   11   12   13   14                                                  
CONECT   12    5   11                                                       
CONECT   13   11   16                                                       
CONECT   14   11   15   17                                                  
CONECT   15   14   16                                                       
CONECT   16   15   13                                                       
CONECT   17   14   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   40    0
END

COMPND    HMDB0038493
HETATM    1  O1  UNL     1       4.293  -1.161   1.562  1.00  0.00           O  
HETATM    2  C1  UNL     1       3.331  -1.057   0.791  1.00  0.00           C  
HETATM    3  O2  UNL     1       3.006  -2.110  -0.044  1.00  0.00           O  
HETATM    4  C2  UNL     1       2.522   0.188   0.756  1.00  0.00           C  
HETATM    5  C3  UNL     1       3.401   1.329   0.288  1.00  0.00           C  
HETATM    6  C4  UNL     1       2.527   2.105  -0.663  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.134   1.501  -0.408  1.00  0.00           C  
HETATM    8  N1  UNL     1       1.452   0.128  -0.231  1.00  0.00           N  
HETATM    9  C6  UNL     1       0.365  -0.663   0.239  1.00  0.00           C  
HETATM   10  C7  UNL     1      -0.704  -0.791  -0.816  1.00  0.00           C  
HETATM   11  O3  UNL     1      -0.222  -1.366  -1.982  1.00  0.00           O  
HETATM   12  O4  UNL     1      -1.350   0.394  -0.972  1.00  0.00           O  
HETATM   13  C8  UNL     1      -2.651   0.321  -0.571  1.00  0.00           C  
HETATM   14  C9  UNL     1      -3.219   1.602  -0.021  1.00  0.00           C  
HETATM   15  O5  UNL     1      -2.560   2.081   1.084  1.00  0.00           O  
HETATM   16  C10 UNL     1      -2.654  -0.793   0.460  1.00  0.00           C  
HETATM   17  O6  UNL     1      -3.917  -1.300   0.673  1.00  0.00           O  
HETATM   18  C11 UNL     1      -1.730  -1.777  -0.227  1.00  0.00           C  
HETATM   19  O7  UNL     1      -1.127  -2.665   0.647  1.00  0.00           O  
HETATM   20  H1  UNL     1       3.154  -2.105  -1.027  1.00  0.00           H  
HETATM   21  H2  UNL     1       2.117   0.449   1.773  1.00  0.00           H  
HETATM   22  H3  UNL     1       3.698   2.012   1.105  1.00  0.00           H  
HETATM   23  H4  UNL     1       4.333   0.966  -0.191  1.00  0.00           H  
HETATM   24  H5  UNL     1       2.758   1.842  -1.731  1.00  0.00           H  
HETATM   25  H6  UNL     1       2.532   3.190  -0.482  1.00  0.00           H  
HETATM   26  H7  UNL     1       0.780   1.973   0.546  1.00  0.00           H  
HETATM   27  H8  UNL     1       0.481   1.708  -1.263  1.00  0.00           H  
HETATM   28  H9  UNL     1      -0.084  -0.246   1.186  1.00  0.00           H  
HETATM   29  H10 UNL     1       0.718  -1.680   0.549  1.00  0.00           H  
HETATM   30  H11 UNL     1       0.099  -2.275  -1.747  1.00  0.00           H  
HETATM   31  H12 UNL     1      -3.278  -0.004  -1.406  1.00  0.00           H  
HETATM   32  H13 UNL     1      -4.291   1.368   0.253  1.00  0.00           H  
HETATM   33  H14 UNL     1      -3.274   2.332  -0.829  1.00  0.00           H  
HETATM   34  H15 UNL     1      -2.300   3.017   0.897  1.00  0.00           H  
HETATM   35  H16 UNL     1      -2.136  -0.486   1.394  1.00  0.00           H  
HETATM   36  H17 UNL     1      -3.822  -2.158   1.172  1.00  0.00           H  
HETATM   37  H18 UNL     1      -2.278  -2.270  -1.052  1.00  0.00           H  
HETATM   38  H19 UNL     1      -1.105  -3.596   0.285  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   20
CONECT    4    5    8   21
CONECT    5    6   22   23
CONECT    6    7   24   25
CONECT    7    8   26   27
CONECT    8    9
CONECT    9   10   28   29
CONECT   10   11   12   18
CONECT   11   30
CONECT   12   13
CONECT   13   14   16   31
CONECT   14   15   32   33
CONECT   15   34
CONECT   16   17   18   35
CONECT   17   36
CONECT   18   19   37
CONECT   19   38
END

HMDB0038493
     RDKit          3D
N-(1-Deoxy-1-fructosyl)proline
 38 39  0  0  0  0  0  0  0  0999 V2000
    4.2925   -1.1613    1.5623 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3307   -1.0573    0.7912 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0063   -2.1100   -0.0437 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5222    0.1876    0.7560 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4007    1.3289    0.2885 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5268    2.1050   -0.6628 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1344    1.5012   -0.4080 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4518    0.1278   -0.2306 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3652   -0.6630    0.2386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7037   -0.7907   -0.8155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2221   -1.3662   -1.9816 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3498    0.3936   -0.9717 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6506    0.3206   -0.5711 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2190    1.6021   -0.0207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5602    2.0805    1.0840 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6544   -0.7932    0.4600 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9166   -1.2997    0.6727 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7299   -1.7769   -0.2272 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1272   -2.6653    0.6466 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1538   -2.1055   -1.0270 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1173    0.4494    1.7733 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6982    2.0122    1.1050 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3330    0.9656   -0.1908 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7579    1.8420   -1.7313 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5321    3.1897   -0.4816 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7803    1.9732    0.5463 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4813    1.7079   -1.2626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0841   -0.2464    1.1858 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7176   -1.6798    0.5490 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0989   -2.2755   -1.7471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2779   -0.0040   -1.4059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2914    1.3679    0.2528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2744    2.3323   -0.8286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3000    3.0171    0.8966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1357   -0.4860    1.3944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8218   -2.1580    1.1718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2775   -2.2701   -1.0524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1047   -3.5959    0.2854 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 13 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
  8  4  1  0
 18 10  1  0
  3 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  6 24  1  0
  6 25  1  0
  7 26  1  0
  7 27  1  0
  9 28  1  0
  9 29  1  0
 11 30  1  0
 13 31  1  6
 14 32  1  0
 14 33  1  0
 15 34  1  0
 16 35  1  1
 17 36  1  0
 18 37  1  6
 19 38  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
1-(1-Deoxy-D-fructos-1-yl)-L-proline	HMDB
1-(2-Carboxy-1-pyrrolidinyl)-1-deoxyfructose, 9ci	HMDB
1-Deoxyprolylfructose	HMDB
Proline, glucose reaction product	HMDB
1-{[(3S,4S,5R)-2,3,4-trihydroxy-5-(hydroxymethyl)oxolan-2-yl]methyl}pyrrolidine-2-carboxylate	Generator

Chemical Formula

C₁₁H₁₉NO₇

Average Molecular Weight

277.2711

Monoisotopic Molecular Weight

277.116151967

IUPAC Name

1-{[(3S,4S,5R)-2,3,4-trihydroxy-5-(hydroxymethyl)oxolan-2-yl]methyl}pyrrolidine-2-carboxylic acid

Traditional Name

1-{[(3S,4S,5R)-2,3,4-trihydroxy-5-(hydroxymethyl)oxolan-2-yl]methyl}pyrrolidine-2-carboxylic acid

CAS Registry Number

29118-61-4

SMILES

OC[C@H]1OC(O)(CN2CCCC2C(O)=O)[C@@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C11H19NO7/c13-4-7-8(14)9(15)11(18,19-7)5-12-3-1-2-6(12)10(16)17/h6-9,13-15,18H,1-5H2,(H,16,17)/t6?,7-,8-,9+,11?/m1/s1

InChI Key

GSFRYAKUDPPHHG-MKSMHYHASA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as proline and derivatives. Proline and derivatives are compounds containing proline or a derivative thereof resulting from reaction of proline 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

Proline and derivatives

Alternative Parents

Substituents

Proline or derivatives
C-glycosyl compound
Glycosyl compound
Alpha-amino acid
Pentose monosaccharide
Pyrrolidine carboxylic acid
Pyrrolidine carboxylic acid or derivatives
Monosaccharide
N-alkylpyrrolidine
Pyrrolidine
Tetrahydrofuran
Hemiacetal
Amino acid
Secondary alcohol
Tertiary amine
Tertiary aliphatic amine
Organoheterocyclic compound
Azacycle
Carboxylic acid
Monocarboxylic acid or derivatives
Polyol
Oxacycle
Organonitrogen compound
Organic oxide
Organic nitrogen compound
Alcohol
Organopnictogen compound
Amine
Organooxygen compound
Organic oxygen compound
Primary alcohol
Hydrocarbon derivative
Carbonyl group
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Food (HMDB: HMDB0038493)

Not Available

Nutrient (HMDB: HMDB0038493)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	145 °C	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
Water Solubility	656 g/L	ALOGPS
logP	-2.1	ALOGPS
logP	-4.5	ChemAxon
logS	0.37	ALOGPS
pKa (Strongest Acidic)	2.87	ChemAxon
pKa (Strongest Basic)	6.78	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	130.69 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	61.46 m³·mol⁻¹	ChemAxon
Polarizability	26.35 Å³	ChemAxon
Number of Rings	2	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
DarkChem	[M+H]+	163.669	31661259
DarkChem	[M-H]-	158.802	31661259
DeepCCS	[M+H]+	157.863	30932474
DeepCCS	[M-H]-	155.505	30932474
DeepCCS	[M-2H]-	189.938	30932474
DeepCCS	[M+Na]+	165.092	30932474
AllCCS	[M+H]+	162.9	32859911
AllCCS	[M+H-H2O]+	159.6	32859911
AllCCS	[M+NH4]+	166.1	32859911
AllCCS	[M+Na]+	167.0	32859911
AllCCS	[M-H]-	162.2	32859911
AllCCS	[M+Na-2H]-	162.0	32859911
AllCCS	[M+HCOO]-	162.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-(1-Deoxy-1-fructosyl)proline	OC[C@H]1OC(O)(CN2CCCC2C(O)=O)[C@@H](O)[C@@H]1O	3428.1	Standard polar	33892256
N-(1-Deoxy-1-fructosyl)proline	OC[C@H]1OC(O)(CN2CCCC2C(O)=O)[C@@H](O)[C@@H]1O	2350.3	Standard non polar	33892256
N-(1-Deoxy-1-fructosyl)proline	OC[C@H]1OC(O)(CN2CCCC2C(O)=O)[C@@H](O)[C@@H]1O	2326.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-(1-Deoxy-1-fructosyl)proline,1TMS,isomer #1	C[Si](C)(C)OC[C@H]1OC(O)(CN2CCCC2C(=O)O)[C@@H](O)[C@@H]1O	2391.3	Semi standard non polar	33892256
N-(1-Deoxy-1-fructosyl)proline,1TMS,isomer #2	C[Si](C)(C)OC1(CN2CCCC2C(=O)O)O[C@H](CO)[C@@H](O)[C@@H]1O	2431.0	Semi standard non polar	33892256
N-(1-Deoxy-1-fructosyl)proline,1TMS,isomer #3	C[Si](C)(C)OC(=O)C1CCCN1CC1(O)O[C@H](CO)[C@@H](O)[C@@H]1O	2351.1	Semi standard non polar	33892256
N-(1-Deoxy-1-fructosyl)proline,1TMS,isomer #4	C[Si](C)(C)O[C@H]1[C@H](O)[C@@H](CO)OC1(O)CN1CCCC1C(=O)O	2397.0	Semi standard non polar	33892256
N-(1-Deoxy-1-fructosyl)proline,1TMS,isomer #5	C[Si](C)(C)O[C@H]1[C@H](O)C(O)(CN2CCCC2C(=O)O)O[C@@H]1CO	2380.0	Semi standard non polar	33892256
N-(1-Deoxy-1-fructosyl)proline,2TMS,isomer #1	C[Si](C)(C)OC[C@H]1OC(CN2CCCC2C(=O)O)(O[Si](C)(C)C)[C@@H](O)[C@@H]1O	2426.9	Semi standard non polar	33892256
N-(1-Deoxy-1-fructosyl)proline,2TMS,isomer #10	C[Si](C)(C)O[C@H]1[C@H](O[Si](C)(C)C)[C@@H](CO)OC1(O)CN1CCCC1C(=O)O	2392.6	Semi standard non polar	33892256
N-(1-Deoxy-1-fructosyl)proline,2TMS,isomer #2	C[Si](C)(C)OC[C@H]1OC(O)(CN2CCCC2C(=O)O[Si](C)(C)C)[C@@H](O)[C@@H]1O	2379.2	Semi standard non polar	33892256
N-(1-Deoxy-1-fructosyl)proline,2TMS,isomer #3	C[Si](C)(C)OC[C@H]1OC(O)(CN2CCCC2C(=O)O)[C@@H](O[Si](C)(C)C)[C@@H]1O	2402.0	Semi standard non polar	33892256
N-(1-Deoxy-1-fructosyl)proline,2TMS,isomer #4	C[Si](C)(C)OC[C@H]1OC(O)(CN2CCCC2C(=O)O)[C@@H](O)[C@@H]1O[Si](C)(C)C	2392.8	Semi standard non polar	33892256
N-(1-Deoxy-1-fructosyl)proline,2TMS,isomer #5	C[Si](C)(C)OC(=O)C1CCCN1CC1(O[Si](C)(C)C)O[C@H](CO)[C@@H](O)[C@@H]1O	2403.2	Semi standard non polar	33892256
N-(1-Deoxy-1-fructosyl)proline,2TMS,isomer #6	C[Si](C)(C)O[C@H]1[C@H](O)C(CN2CCCC2C(=O)O)(O[Si](C)(C)C)O[C@@H]1CO	2402.7	Semi standard non polar	33892256
N-(1-Deoxy-1-fructosyl)proline,2TMS,isomer #7	C[Si](C)(C)O[C@H]1[C@H](O)[C@@H](CO)OC1(CN1CCCC1C(=O)O)O[Si](C)(C)C	2411.3	Semi standard non polar	33892256
N-(1-Deoxy-1-fructosyl)proline,2TMS,isomer #8	C[Si](C)(C)OC(=O)C1CCCN1CC1(O)O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@@H]1O	2383.6	Semi standard non polar	33892256
N-(1-Deoxy-1-fructosyl)proline,2TMS,isomer #9	C[Si](C)(C)OC(=O)C1CCCN1CC1(O)O[C@H](CO)[C@@H](O)[C@@H]1O[Si](C)(C)C	2385.7	Semi standard non polar	33892256
N-(1-Deoxy-1-fructosyl)proline,3TMS,isomer #1	C[Si](C)(C)OC[C@H]1OC(CN2CCCC2C(=O)O[Si](C)(C)C)(O[Si](C)(C)C)[C@@H](O)[C@@H]1O	2417.2	Semi standard non polar	33892256
N-(1-Deoxy-1-fructosyl)proline,3TMS,isomer #10	C[Si](C)(C)OC(=O)C1CCCN1CC1(O)O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2382.4	Semi standard non polar	33892256
N-(1-Deoxy-1-fructosyl)proline,3TMS,isomer #2	C[Si](C)(C)OC[C@H]1OC(CN2CCCC2C(=O)O)(O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O	2423.7	Semi standard non polar	33892256
N-(1-Deoxy-1-fructosyl)proline,3TMS,isomer #3	C[Si](C)(C)OC[C@H]1OC(CN2CCCC2C(=O)O)(O[Si](C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C	2411.2	Semi standard non polar	33892256
N-(1-Deoxy-1-fructosyl)proline,3TMS,isomer #4	C[Si](C)(C)OC[C@H]1OC(O)(CN2CCCC2C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O	2401.3	Semi standard non polar	33892256
N-(1-Deoxy-1-fructosyl)proline,3TMS,isomer #5	C[Si](C)(C)OC[C@H]1OC(O)(CN2CCCC2C(=O)O[Si](C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C	2386.2	Semi standard non polar	33892256
N-(1-Deoxy-1-fructosyl)proline,3TMS,isomer #6	C[Si](C)(C)OC[C@H]1OC(O)(CN2CCCC2C(=O)O)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2403.6	Semi standard non polar	33892256
N-(1-Deoxy-1-fructosyl)proline,3TMS,isomer #7	C[Si](C)(C)OC(=O)C1CCCN1CC1(O[Si](C)(C)C)O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@@H]1O	2413.5	Semi standard non polar	33892256
N-(1-Deoxy-1-fructosyl)proline,3TMS,isomer #8	C[Si](C)(C)OC(=O)C1CCCN1CC1(O[Si](C)(C)C)O[C@H](CO)[C@@H](O)[C@@H]1O[Si](C)(C)C	2416.8	Semi standard non polar	33892256
N-(1-Deoxy-1-fructosyl)proline,3TMS,isomer #9	C[Si](C)(C)O[C@H]1[C@H](O[Si](C)(C)C)[C@@H](CO)OC1(CN1CCCC1C(=O)O)O[Si](C)(C)C	2398.6	Semi standard non polar	33892256
N-(1-Deoxy-1-fructosyl)proline,4TMS,isomer #1	C[Si](C)(C)OC[C@H]1OC(CN2CCCC2C(=O)O[Si](C)(C)C)(O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O	2413.3	Semi standard non polar	33892256
N-(1-Deoxy-1-fructosyl)proline,4TMS,isomer #2	C[Si](C)(C)OC[C@H]1OC(CN2CCCC2C(=O)O[Si](C)(C)C)(O[Si](C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C	2405.4	Semi standard non polar	33892256
N-(1-Deoxy-1-fructosyl)proline,4TMS,isomer #3	C[Si](C)(C)OC[C@H]1OC(CN2CCCC2C(=O)O)(O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2412.0	Semi standard non polar	33892256
N-(1-Deoxy-1-fructosyl)proline,4TMS,isomer #4	C[Si](C)(C)OC[C@H]1OC(O)(CN2CCCC2C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2390.0	Semi standard non polar	33892256
N-(1-Deoxy-1-fructosyl)proline,4TMS,isomer #5	C[Si](C)(C)OC(=O)C1CCCN1CC1(O[Si](C)(C)C)O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2405.7	Semi standard non polar	33892256
N-(1-Deoxy-1-fructosyl)proline,5TMS,isomer #1	C[Si](C)(C)OC[C@H]1OC(CN2CCCC2C(=O)O[Si](C)(C)C)(O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2415.3	Semi standard non polar	33892256
N-(1-Deoxy-1-fructosyl)proline,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1OC(O)(CN2CCCC2C(=O)O)[C@@H](O)[C@@H]1O	2660.2	Semi standard non polar	33892256
N-(1-Deoxy-1-fructosyl)proline,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1(CN2CCCC2C(=O)O)O[C@H](CO)[C@@H](O)[C@@H]1O	2705.1	Semi standard non polar	33892256
N-(1-Deoxy-1-fructosyl)proline,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)C1CCCN1CC1(O)O[C@H](CO)[C@@H](O)[C@@H]1O	2604.1	Semi standard non polar	33892256
N-(1-Deoxy-1-fructosyl)proline,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O)[C@@H](CO)OC1(O)CN1CCCC1C(=O)O	2663.3	Semi standard non polar	33892256
N-(1-Deoxy-1-fructosyl)proline,1TBDMS,isomer #5	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O)C(O)(CN2CCCC2C(=O)O)O[C@@H]1CO	2651.9	Semi standard non polar	33892256
N-(1-Deoxy-1-fructosyl)proline,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1OC(CN2CCCC2C(=O)O)(O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O	2935.8	Semi standard non polar	33892256
N-(1-Deoxy-1-fructosyl)proline,2TBDMS,isomer #10	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](CO)OC1(O)CN1CCCC1C(=O)O	2908.0	Semi standard non polar	33892256
N-(1-Deoxy-1-fructosyl)proline,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC[C@H]1OC(O)(CN2CCCC2C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O	2854.5	Semi standard non polar	33892256
N-(1-Deoxy-1-fructosyl)proline,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC[C@H]1OC(O)(CN2CCCC2C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	2916.4	Semi standard non polar	33892256
N-(1-Deoxy-1-fructosyl)proline,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC[C@H]1OC(O)(CN2CCCC2C(=O)O)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	2886.4	Semi standard non polar	33892256
N-(1-Deoxy-1-fructosyl)proline,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)C1CCCN1CC1(O[Si](C)(C)C(C)(C)C)O[C@H](CO)[C@@H](O)[C@@H]1O	2896.4	Semi standard non polar	33892256
N-(1-Deoxy-1-fructosyl)proline,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O)C(CN2CCCC2C(=O)O)(O[Si](C)(C)C(C)(C)C)O[C@@H]1CO	2929.9	Semi standard non polar	33892256
N-(1-Deoxy-1-fructosyl)proline,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O)[C@@H](CO)OC1(CN1CCCC1C(=O)O)O[Si](C)(C)C(C)(C)C	2933.9	Semi standard non polar	33892256
N-(1-Deoxy-1-fructosyl)proline,2TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC(=O)C1CCCN1CC1(O)O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	2868.2	Semi standard non polar	33892256
N-(1-Deoxy-1-fructosyl)proline,2TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC(=O)C1CCCN1CC1(O)O[C@H](CO)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	2873.2	Semi standard non polar	33892256
N-(1-Deoxy-1-fructosyl)proline,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1OC(CN2CCCC2C(=O)O[Si](C)(C)C(C)(C)C)(O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O	3125.5	Semi standard non polar	33892256
N-(1-Deoxy-1-fructosyl)proline,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC(=O)C1CCCN1CC1(O)O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	3130.5	Semi standard non polar	33892256
N-(1-Deoxy-1-fructosyl)proline,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC[C@H]1OC(CN2CCCC2C(=O)O)(O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	3155.3	Semi standard non polar	33892256
N-(1-Deoxy-1-fructosyl)proline,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC[C@H]1OC(CN2CCCC2C(=O)O)(O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	3143.3	Semi standard non polar	33892256
N-(1-Deoxy-1-fructosyl)proline,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC[C@H]1OC(O)(CN2CCCC2C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	3124.1	Semi standard non polar	33892256
N-(1-Deoxy-1-fructosyl)proline,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC[C@H]1OC(O)(CN2CCCC2C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	3100.1	Semi standard non polar	33892256
N-(1-Deoxy-1-fructosyl)proline,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC[C@H]1OC(O)(CN2CCCC2C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	3125.0	Semi standard non polar	33892256
N-(1-Deoxy-1-fructosyl)proline,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC(=O)C1CCCN1CC1(O[Si](C)(C)C(C)(C)C)O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	3140.4	Semi standard non polar	33892256
N-(1-Deoxy-1-fructosyl)proline,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC(=O)C1CCCN1CC1(O[Si](C)(C)C(C)(C)C)O[C@H](CO)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	3142.9	Semi standard non polar	33892256
N-(1-Deoxy-1-fructosyl)proline,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](CO)OC1(CN1CCCC1C(=O)O)O[Si](C)(C)C(C)(C)C	3146.7	Semi standard non polar	33892256
N-(1-Deoxy-1-fructosyl)proline,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1OC(CN2CCCC2C(=O)O[Si](C)(C)C(C)(C)C)(O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	3326.9	Semi standard non polar	33892256
N-(1-Deoxy-1-fructosyl)proline,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC[C@H]1OC(CN2CCCC2C(=O)O[Si](C)(C)C(C)(C)C)(O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	3313.9	Semi standard non polar	33892256
N-(1-Deoxy-1-fructosyl)proline,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC[C@H]1OC(CN2CCCC2C(=O)O)(O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	3350.6	Semi standard non polar	33892256
N-(1-Deoxy-1-fructosyl)proline,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC[C@H]1OC(O)(CN2CCCC2C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	3304.8	Semi standard non polar	33892256
N-(1-Deoxy-1-fructosyl)proline,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)C1CCCN1CC1(O[Si](C)(C)C(C)(C)C)O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	3318.7	Semi standard non polar	33892256
N-(1-Deoxy-1-fructosyl)proline,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1OC(CN2CCCC2C(=O)O[Si](C)(C)C(C)(C)C)(O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	3492.0	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N-(1-Deoxy-1-fructosyl)proline GC-MS (Non-derivatized) - 70eV, Positive	splash10-004i-7920000000-1fe66fc9aeb19dbea053	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(1-Deoxy-1-fructosyl)proline GC-MS (5 TMS) - 70eV, Positive	splash10-0udi-1090011000-c3c1efb3d3cd5d39a26b	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(1-Deoxy-1-fructosyl)proline 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 - N-(1-Deoxy-1-fructosyl)proline 10V, Positive-QTOF	splash10-004i-2590000000-babc9444f79487728a01	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(1-Deoxy-1-fructosyl)proline 20V, Positive-QTOF	splash10-004i-5970000000-1a1c5f32ea249d0356e2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(1-Deoxy-1-fructosyl)proline 40V, Positive-QTOF	splash10-003r-9100000000-a92e6eea420b3ccc4233	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(1-Deoxy-1-fructosyl)proline 10V, Negative-QTOF	splash10-004i-3590000000-62511e152890d1c6d6bd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(1-Deoxy-1-fructosyl)proline 20V, Negative-QTOF	splash10-03gi-5690000000-84222593dc0fee6ff2a3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(1-Deoxy-1-fructosyl)proline 40V, Negative-QTOF	splash10-0006-9000000000-5b742b1436150a21e08c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(1-Deoxy-1-fructosyl)proline 10V, Negative-QTOF	splash10-004i-0490000000-8f3857cdfe63bc054a8d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(1-Deoxy-1-fructosyl)proline 20V, Negative-QTOF	splash10-07gj-1950000000-cba08ebfcd68f0c9f866	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(1-Deoxy-1-fructosyl)proline 40V, Negative-QTOF	splash10-01q9-6890000000-30c1b698ce57b00aa6c1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(1-Deoxy-1-fructosyl)proline 10V, Positive-QTOF	splash10-01t9-0090000000-c63a501ed852839255e0	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(1-Deoxy-1-fructosyl)proline 20V, Positive-QTOF	splash10-0059-4690000000-2e3e37a985f39f44e04a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(1-Deoxy-1-fructosyl)proline 40V, Positive-QTOF	splash10-001i-9200000000-7ac01425b10e9d6d6be6	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)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

FDB017866

KNApSAcK ID

Not Available

Chemspider ID

35014586

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131752381

PDB ID

Not Available

ChEBI ID

156202

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for N-(1-Deoxy-1-fructosyl)proline (HMDB0038493)

MOL for HMDB0038493 (N-(1-Deoxy-1-fructosyl)proline)

3D MOL for HMDB0038493 (N-(1-Deoxy-1-fructosyl)proline)

3D SDF for HMDB0038493 (N-(1-Deoxy-1-fructosyl)proline)

3D-SDF for HMDB0038493 (N-(1-Deoxy-1-fructosyl)proline)

PDB for HMDB0038493 (N-(1-Deoxy-1-fructosyl)proline)

3D PDB for HMDB0038493 (N-(1-Deoxy-1-fructosyl)proline)

SMILES for HMDB0038493 (N-(1-Deoxy-1-fructosyl)proline)

INCHI for HMDB0038493 (N-(1-Deoxy-1-fructosyl)proline)

Structure for HMDB0038493 (N-(1-Deoxy-1-fructosyl)proline)

3D Structure for HMDB0038493 (N-(1-Deoxy-1-fructosyl)proline)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra