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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 21:04:54 UTC

Update Date

2021-09-26 22:51:11 UTC

HMDB ID

HMDB0243858

Secondary Accession Numbers

None

Metabolite Identification

Common Name

1-Deoxy-1-morpholino-D-fructose

Description

1-Deoxy-1-morpholino-D-fructose, also known as 1-DMF, belongs to the class of organic compounds known as morpholines. These are organic compounds containing a morpholine moiety, which consists of a six-member aliphatic saturated ring with the formula C4H9NO, where the oxygen and nitrogen atoms lie at positions 1 and 4, respectively. Based on a literature review very few articles have been published on 1-Deoxy-1-morpholino-D-fructose. This compound has been identified in human blood as reported by (PMID: 31557052 ). 1-deoxy-1-morpholino-d-fructose is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 1-Deoxy-1-morpholino-D-fructose is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0243858
     RDKit          3D
1-Deoxy-1-morpholino-D-fructose
 36 36  0  0  0  0  0  0  0  0999 V2000
   -0.0960   -0.1683    1.6622 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0070    0.2066    0.5223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1037    0.0744   -0.4226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2909   -0.5118    0.1145 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9718    0.2769    1.0750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3417    0.7393    0.6919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4941    0.7000   -0.7150 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4783   -0.6826   -1.0100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0479   -1.1197   -0.9040 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2881    0.8085    0.0899 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1671    1.1745   -1.2470 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4423   -0.1688    0.1836 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6719   -0.6129    1.4614 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6330    0.5046   -0.4418 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0410    1.6190    0.2855 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7830   -0.4261   -0.7093 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3659   -0.8977    0.4628 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3312    1.0402   -0.9581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7536   -0.6098   -1.2504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3685    1.2017    1.3123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0741   -0.3240    2.0117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0973    0.0186    1.0760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5396    1.7553    1.0797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8373   -0.7928   -2.0386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1323   -1.1667   -0.2632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0203   -2.2355   -0.7411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5784   -0.9513   -1.8946 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5338    1.7343    0.6650 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0202    2.1522   -1.3419 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2070   -1.0649   -0.4512 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6495   -1.5985    1.5718 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3003    0.8874   -1.4475 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1063    1.3497    1.2455 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4931   -1.2080   -1.4148 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5645    0.1941   -1.2268 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2827   -1.8976    0.4973 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  2 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
  9  4  1  0
  3 18  1  0
  3 19  1  0
  5 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
  8 24  1  0
  8 25  1  0
  9 26  1  0
  9 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
 16 34  1  0
 16 35  1  0
 17 36  1  0
M  END


  Mrv1652309102123052D          

 17 17  0  0  0  0            999 V2000
    0.7145   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    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
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 12 15  1  0  0  0  0
 11 16  1  0  0  0  0
 10 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0243858

> <DATABASE_NAME>
hmdb

> <SMILES>
OCC(O)C(O)C(O)C(=O)CN1CCOCC1

> <INCHI_IDENTIFIER>
InChI=1S/C10H19NO6/c12-6-8(14)10(16)9(15)7(13)5-11-1-3-17-4-2-11/h8-10,12,14-16H,1-6H2

> <INCHI_KEY>
JPANQHVKLYKLEB-UHFFFAOYSA-N

> <FORMULA>
C10H19NO6

> <MOLECULAR_WEIGHT>
249.263

> <EXACT_MASS>
249.121237336

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
24.387457331663434

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3,4,5,6-tetrahydroxy-1-(morpholin-4-yl)hexan-2-one

> <ALOGPS_LOGP>
-1.80

> <JCHEM_LOGP>
-2.776785809333334

> <ALOGPS_LOGS>
0.34

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.662664193756218

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.737604799201437

> <JCHEM_PKA_STRONGEST_BASIC>
4.424736619073934

> <JCHEM_POLAR_SURFACE_AREA>
110.46000000000001

> <JCHEM_REFRACTIVITY>
58.363099999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.48e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,4,5,6-tetrahydroxy-1-(morpholin-4-yl)hexan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0243858
     RDKit          3D
1-Deoxy-1-morpholino-D-fructose
 36 36  0  0  0  0  0  0  0  0999 V2000
   -0.0960   -0.1683    1.6622 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0070    0.2066    0.5223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1037    0.0744   -0.4226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2909   -0.5118    0.1145 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9718    0.2769    1.0750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3417    0.7393    0.6919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4941    0.7000   -0.7150 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4783   -0.6826   -1.0100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0479   -1.1197   -0.9040 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2881    0.8085    0.0899 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1671    1.1745   -1.2470 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4423   -0.1688    0.1836 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6719   -0.6129    1.4614 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6330    0.5046   -0.4418 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0410    1.6190    0.2855 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7830   -0.4261   -0.7093 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3659   -0.8977    0.4628 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3312    1.0402   -0.9581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7536   -0.6098   -1.2504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3685    1.2017    1.3123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0741   -0.3240    2.0117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0973    0.0186    1.0760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5396    1.7553    1.0797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8373   -0.7928   -2.0386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1323   -1.1667   -0.2632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0203   -2.2355   -0.7411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5784   -0.9513   -1.8946 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5338    1.7343    0.6650 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0202    2.1522   -1.3419 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2070   -1.0649   -0.4512 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6495   -1.5985    1.5718 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3003    0.8874   -1.4475 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1063    1.3497    1.2455 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4931   -1.2080   -1.4148 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5645    0.1941   -1.2268 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2827   -1.8976    0.4973 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  2 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
  9  4  1  0
  3 18  1  0
  3 19  1  0
  5 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
  8 24  1  0
  8 25  1  0
  9 26  1  0
  9 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
 16 34  1  0
 16 35  1  0
 17 36  1  0
M  END

HEADER    PROTEIN                                 10-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-21         0                                  
HETATM    1  C   UNK     0       1.334  -3.850   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -1.334  -3.850   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000  -1.540   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       1.334  -2.310   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       2.667  -1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       4.001  -3.850   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       5.335  -1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.002  -1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      10.669  -1.540   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       8.002   0.000   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       6.668  -3.850   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       5.335   0.000   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   17                                                  
CONECT   11   10   12   16                                                  
CONECT   12   11   13   15                                                  
CONECT   13   12   14                                                       
CONECT   14   13                                                            
CONECT   15   12                                                            
CONECT   16   11                                                            
CONECT   17   10                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   34    0
END

COMPND    HMDB0243858
HETATM    1  O1  UNL     1      -0.096  -0.168   1.662  1.00  0.00           O  
HETATM    2  C1  UNL     1       0.007   0.207   0.522  1.00  0.00           C  
HETATM    3  C2  UNL     1      -1.104   0.074  -0.423  1.00  0.00           C  
HETATM    4  N1  UNL     1      -2.291  -0.512   0.115  1.00  0.00           N  
HETATM    5  C3  UNL     1      -2.972   0.277   1.075  1.00  0.00           C  
HETATM    6  C4  UNL     1      -4.342   0.739   0.692  1.00  0.00           C  
HETATM    7  O2  UNL     1      -4.494   0.700  -0.715  1.00  0.00           O  
HETATM    8  C5  UNL     1      -4.478  -0.683  -1.010  1.00  0.00           C  
HETATM    9  C6  UNL     1      -3.048  -1.120  -0.904  1.00  0.00           C  
HETATM   10  C7  UNL     1       1.288   0.808   0.090  1.00  0.00           C  
HETATM   11  O3  UNL     1       1.167   1.174  -1.247  1.00  0.00           O  
HETATM   12  C8  UNL     1       2.442  -0.169   0.184  1.00  0.00           C  
HETATM   13  O4  UNL     1       2.672  -0.613   1.461  1.00  0.00           O  
HETATM   14  C9  UNL     1       3.633   0.505  -0.442  1.00  0.00           C  
HETATM   15  O5  UNL     1       4.041   1.619   0.285  1.00  0.00           O  
HETATM   16  C10 UNL     1       4.783  -0.426  -0.709  1.00  0.00           C  
HETATM   17  O6  UNL     1       5.366  -0.898   0.463  1.00  0.00           O  
HETATM   18  H1  UNL     1      -1.331   1.040  -0.958  1.00  0.00           H  
HETATM   19  H2  UNL     1      -0.754  -0.610  -1.250  1.00  0.00           H  
HETATM   20  H3  UNL     1      -2.369   1.202   1.312  1.00  0.00           H  
HETATM   21  H4  UNL     1      -3.074  -0.324   2.012  1.00  0.00           H  
HETATM   22  H5  UNL     1      -5.097   0.019   1.076  1.00  0.00           H  
HETATM   23  H6  UNL     1      -4.540   1.755   1.080  1.00  0.00           H  
HETATM   24  H7  UNL     1      -4.837  -0.793  -2.039  1.00  0.00           H  
HETATM   25  H8  UNL     1      -5.132  -1.167  -0.263  1.00  0.00           H  
HETATM   26  H9  UNL     1      -3.020  -2.236  -0.741  1.00  0.00           H  
HETATM   27  H10 UNL     1      -2.578  -0.951  -1.895  1.00  0.00           H  
HETATM   28  H11 UNL     1       1.534   1.734   0.665  1.00  0.00           H  
HETATM   29  H12 UNL     1       1.020   2.152  -1.342  1.00  0.00           H  
HETATM   30  H13 UNL     1       2.207  -1.065  -0.451  1.00  0.00           H  
HETATM   31  H14 UNL     1       2.650  -1.599   1.572  1.00  0.00           H  
HETATM   32  H15 UNL     1       3.300   0.887  -1.447  1.00  0.00           H  
HETATM   33  H16 UNL     1       4.106   1.350   1.245  1.00  0.00           H  
HETATM   34  H17 UNL     1       4.493  -1.208  -1.415  1.00  0.00           H  
HETATM   35  H18 UNL     1       5.564   0.194  -1.227  1.00  0.00           H  
HETATM   36  H19 UNL     1       5.283  -1.898   0.497  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   10
CONECT    3    4   18   19
CONECT    4    5    9
CONECT    5    6   20   21
CONECT    6    7   22   23
CONECT    7    8
CONECT    8    9   24   25
CONECT    9   26   27
CONECT   10   11   12   28
CONECT   11   29
CONECT   12   13   14   30
CONECT   13   31
CONECT   14   15   16   32
CONECT   15   33
CONECT   16   17   34   35
CONECT   17   36
END

HMDB0243858
     RDKit          3D
1-Deoxy-1-morpholino-D-fructose
 36 36  0  0  0  0  0  0  0  0999 V2000
   -0.0960   -0.1683    1.6622 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0070    0.2066    0.5223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1037    0.0744   -0.4226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2909   -0.5118    0.1145 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9718    0.2769    1.0750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3417    0.7393    0.6919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4941    0.7000   -0.7150 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4783   -0.6826   -1.0100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0479   -1.1197   -0.9040 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2881    0.8085    0.0899 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1671    1.1745   -1.2470 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4423   -0.1688    0.1836 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6719   -0.6129    1.4614 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6330    0.5046   -0.4418 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0410    1.6190    0.2855 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7830   -0.4261   -0.7093 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3659   -0.8977    0.4628 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3312    1.0402   -0.9581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7536   -0.6098   -1.2504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3685    1.2017    1.3123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0741   -0.3240    2.0117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0973    0.0186    1.0760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5396    1.7553    1.0797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8373   -0.7928   -2.0386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1323   -1.1667   -0.2632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0203   -2.2355   -0.7411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5784   -0.9513   -1.8946 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5338    1.7343    0.6650 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0202    2.1522   -1.3419 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2070   -1.0649   -0.4512 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6495   -1.5985    1.5718 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3003    0.8874   -1.4475 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1063    1.3497    1.2455 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4931   -1.2080   -1.4148 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5645    0.1941   -1.2268 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2827   -1.8976    0.4973 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  2 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
  9  4  1  0
  3 18  1  0
  3 19  1  0
  5 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
  8 24  1  0
  8 25  1  0
  9 26  1  0
  9 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
 16 34  1  0
 16 35  1  0
 17 36  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
1-DMF	HMDB
1-Deoxy-1-morpholinofructose	HMDB

Chemical Formula

C₁₀H₁₉NO₆

Average Molecular Weight

249.263

Monoisotopic Molecular Weight

249.121237336

IUPAC Name

3,4,5,6-tetrahydroxy-1-(morpholin-4-yl)hexan-2-one

Traditional Name

3,4,5,6-tetrahydroxy-1-(morpholin-4-yl)hexan-2-one

CAS Registry Number

Not Available

SMILES

OCC(O)C(O)C(O)C(=O)CN1CCOCC1

InChI Identifier

InChI=1S/C10H19NO6/c12-6-8(14)10(16)9(15)7(13)5-11-1-3-17-4-2-11/h8-10,12,14-16H,1-6H2

InChI Key

JPANQHVKLYKLEB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as morpholines. These are organic compounds containing a morpholine moiety, which consists of a six-member aliphatic saturated ring with the formula C4H9NO, where the oxygen and nitrogen atoms lie at positions 1 and 4, respectively.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Oxazinanes

Sub Class

Morpholines

Direct Parent

Morpholines

Alternative Parents

Substituents

Morpholine
Monosaccharide
Beta-hydroxy ketone
Acyloin
Alpha-hydroxy ketone
Alpha-aminoketone
1,3-aminoalcohol
Tertiary aliphatic amine
Tertiary amine
Secondary alcohol
Ketone
Oxacycle
Azacycle
Polyol
Ether
Dialkyl ether
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Organonitrogen compound
Carbonyl group
Amine
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	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
logP	-1.8	ALOGPS
logP	-2.8	ChemAxon
logS	0.34	ALOGPS
pKa (Strongest Acidic)	10.74	ChemAxon
pKa (Strongest Basic)	4.42	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	110.46 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	58.36 m³·mol⁻¹	ChemAxon
Polarizability	24.39 Å³	ChemAxon
Number of Rings	1	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
DeepCCS	[M+H]+	153.119	30932474
DeepCCS	[M-H]-	150.761	30932474
DeepCCS	[M-2H]-	184.415	30932474
DeepCCS	[M+Na]+	159.328	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1-Deoxy-1-morpholino-D-fructose	OCC(O)C(O)C(O)C(=O)CN1CCOCC1	2409.1	Standard polar	33892256
1-Deoxy-1-morpholino-D-fructose	OCC(O)C(O)C(O)C(=O)CN1CCOCC1	1949.8	Standard non polar	33892256
1-Deoxy-1-morpholino-D-fructose	OCC(O)C(O)C(O)C(=O)CN1CCOCC1	2156.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
1-Deoxy-1-morpholino-D-fructose,5TMS,isomer #1	C[Si](C)(C)OCC(O[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C(CN1CCOCC1)O[Si](C)(C)C	2281.7	Semi standard non polar	33892256
1-Deoxy-1-morpholino-D-fructose,5TMS,isomer #1	C[Si](C)(C)OCC(O[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C(CN1CCOCC1)O[Si](C)(C)C	2187.5	Standard non polar	33892256
1-Deoxy-1-morpholino-D-fructose,5TMS,isomer #1	C[Si](C)(C)OCC(O[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C(CN1CCOCC1)O[Si](C)(C)C	2403.9	Standard polar	33892256
1-Deoxy-1-morpholino-D-fructose,5TMS,isomer #2	C[Si](C)(C)OCC(O[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C(=CN1CCOCC1)O[Si](C)(C)C	2310.0	Semi standard non polar	33892256
1-Deoxy-1-morpholino-D-fructose,5TMS,isomer #2	C[Si](C)(C)OCC(O[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C(=CN1CCOCC1)O[Si](C)(C)C	2141.3	Standard non polar	33892256
1-Deoxy-1-morpholino-D-fructose,5TMS,isomer #2	C[Si](C)(C)OCC(O[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C(=CN1CCOCC1)O[Si](C)(C)C	2460.3	Standard polar	33892256
1-Deoxy-1-morpholino-D-fructose,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C(CN1CCOCC1)O[Si](C)(C)C(C)(C)C	3313.8	Semi standard non polar	33892256
1-Deoxy-1-morpholino-D-fructose,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C(CN1CCOCC1)O[Si](C)(C)C(C)(C)C	2979.3	Standard non polar	33892256
1-Deoxy-1-morpholino-D-fructose,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C(CN1CCOCC1)O[Si](C)(C)C(C)(C)C	2899.4	Standard polar	33892256
1-Deoxy-1-morpholino-D-fructose,5TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCC(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(=CN1CCOCC1)O[Si](C)(C)C(C)(C)C	3337.0	Semi standard non polar	33892256
1-Deoxy-1-morpholino-D-fructose,5TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCC(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(=CN1CCOCC1)O[Si](C)(C)C(C)(C)C	2969.2	Standard non polar	33892256
1-Deoxy-1-morpholino-D-fructose,5TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCC(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(=CN1CCOCC1)O[Si](C)(C)C(C)(C)C	2900.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Deoxy-1-morpholino-D-fructose GC-MS (Non-derivatized) - 70eV, Positive	splash10-117i-7930000000-413bb8ac89d66cebcc1a	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Deoxy-1-morpholino-D-fructose GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Deoxy-1-morpholino-D-fructose GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Deoxy-1-morpholino-D-fructose GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Deoxy-1-morpholino-D-fructose GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Deoxy-1-morpholino-D-fructose GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Deoxy-1-morpholino-D-fructose GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Deoxy-1-morpholino-D-fructose GC-MS (TMS_1_6) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Deoxy-1-morpholino-D-fructose GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Deoxy-1-morpholino-D-fructose GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Deoxy-1-morpholino-D-fructose GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Deoxy-1-morpholino-D-fructose GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Deoxy-1-morpholino-D-fructose GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Deoxy-1-morpholino-D-fructose GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Deoxy-1-morpholino-D-fructose GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Deoxy-1-morpholino-D-fructose GC-MS (TMS_2_8) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Deoxy-1-morpholino-D-fructose GC-MS (TMS_2_9) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Deoxy-1-morpholino-D-fructose GC-MS (TMS_2_10) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Deoxy-1-morpholino-D-fructose GC-MS (TMS_2_11) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Deoxy-1-morpholino-D-fructose GC-MS (TMS_2_12) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Deoxy-1-morpholino-D-fructose GC-MS (TMS_2_13) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Deoxy-1-morpholino-D-fructose GC-MS (TMS_2_14) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Deoxy-1-morpholino-D-fructose GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Deoxy-1-morpholino-D-fructose GC-MS (TMS_3_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Deoxy-1-morpholino-D-fructose GC-MS (TMS_3_3) - 70eV, Positive	Not Available	2021-11-03	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 - 1-Deoxy-1-morpholino-D-fructose 10V, Positive-QTOF	splash10-0w30-0390000000-3a284aee9befcaa70e01	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Deoxy-1-morpholino-D-fructose 20V, Positive-QTOF	splash10-0udi-0920000000-fdc4e03d000011149040	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Deoxy-1-morpholino-D-fructose 40V, Positive-QTOF	splash10-0udi-8900000000-3d3effd67464a97c7b03	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Deoxy-1-morpholino-D-fructose 10V, Negative-QTOF	splash10-0002-2690000000-7966cc9ae8f8dc802c03	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Deoxy-1-morpholino-D-fructose 20V, Negative-QTOF	splash10-0a4i-9400000000-e199c5b13c78f4170d48	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Deoxy-1-morpholino-D-fructose 40V, Negative-QTOF	splash10-0006-9100000000-e57f19435c24065563bd	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

191597

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

220877

PDB ID

Not Available

ChEBI ID

Not Available

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for 1-Deoxy-1-morpholino-D-fructose (HMDB0243858)

MOL for HMDB0243858 (1-Deoxy-1-morpholino-D-fructose)

3D MOL for HMDB0243858 (1-Deoxy-1-morpholino-D-fructose)

3D SDF for HMDB0243858 (1-Deoxy-1-morpholino-D-fructose)

3D-SDF for HMDB0243858 (1-Deoxy-1-morpholino-D-fructose)

PDB for HMDB0243858 (1-Deoxy-1-morpholino-D-fructose)

3D PDB for HMDB0243858 (1-Deoxy-1-morpholino-D-fructose)

SMILES for HMDB0243858 (1-Deoxy-1-morpholino-D-fructose)

INCHI for HMDB0243858 (1-Deoxy-1-morpholino-D-fructose)

Structure for HMDB0243858 (1-Deoxy-1-morpholino-D-fructose)

3D Structure for HMDB0243858 (1-Deoxy-1-morpholino-D-fructose)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra