Hmdb loader

Showing metabocard for Allose (HMDB0001151)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2005-11-16 15:48:42 UTC
Update Date2021-09-14 15:40:57 UTC
HMDB IDHMDB0001151
Secondary Accession Numbers
  • HMDB01151
Metabolite Identification
Common NameAllose
DescriptionAllose is an aldohexose sugar. Allose is a C-3 epimer of glucose. D-allose is a rare sugar found in nature and, because of its very limited amount and of the high cost associated with its synthesis, its physiological functions remain virtually unknown (PMID 16080505 ). It is believed to have inhibitory effect on cancer cell proliferation (PMID 16142305 ), protective effects against ischemia reperfusion injury (PMID 14605979 , 16716947 ), immunosuppressant on allogenic orthotopic liver transplantation (PMID 11120048 ), neuroprotective effects against retinal ischemia (PMID 16565406 ), suppress development of salt-induced hypertension (PMID 16148613 ) and an inhibitory effect on human ovarian carcinoma cells (PMID 16080505 ). It is a rare monosaccharide that has been isolated from the leaves of the African shrub Protea rubropilosa. It is soluble in water and practically insoluble in methanol.
Structure
Data?1582752180
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0001151 (Allose)


  Mrv1652305271900022D          

 16 16  0  0  1  0            999 V2000
   10.6902   -7.9621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1027   -7.2476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9277   -7.2476    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.5152   -6.5331    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.6422   -6.8351    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3567   -7.2476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0712   -6.8351    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3567   -8.0726    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.7692   -8.7871    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.1817   -8.0726    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6422   -8.4851    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.2297   -9.1996    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.0547   -9.1996    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9277   -8.0726    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.1027   -8.0726    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.5152   -8.7871    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  1  0  0  0
  3  5  1  0  0  0  0
  3 14  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  6  0  0  0
  8 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  6  0  0  0
 11 13  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  1  6  0  0  0
 14 16  1  0  0  0  0
M  END
Download

3D MOL for HMDB0001151 (Allose)

HMDB0001151
     RDKit          3D
Allose
 24 24  0  0  0  0  0  0  0  0999 V2000
    3.1836    0.8780   -0.0272 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4645   -0.2709    0.2930 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0087   -0.0446    0.0173 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4781    1.0059    0.7552 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7676    1.3618    0.3294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3381    2.1732    1.3391 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7156    0.2725    0.0393 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6409    0.7290   -0.9246 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1272   -0.9940   -0.4835 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7975   -0.8888   -1.8430 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1511   -1.2380    0.3246 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7308   -2.4406    0.0556 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8055    1.2823   -0.8447 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8695   -1.1303   -0.2624 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5900   -0.4366    1.3852 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9225    0.2590   -1.0643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6448    2.0473   -0.5540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5860    2.6602    1.7906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3456    0.0094    0.9306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7463    1.6909   -0.8324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8095   -1.8427   -0.3287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5810   -1.0552   -2.4115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1871   -1.2094    1.3997 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0828   -2.8185    0.9166 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11  3  1  0
  1 13  1  0
  2 14  1  0
  2 15  1  0
  3 16  1  6
  5 17  1  0
  6 18  1  0
  7 19  1  1
  8 20  1  0
  9 21  1  6
 10 22  1  0
 11 23  1  1
 12 24  1  0
M  END
Download

3D SDF for HMDB0001151 (Allose)


  Mrv1652305271900022D          

 16 16  0  0  1  0            999 V2000
   10.6902   -7.9621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1027   -7.2476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9277   -7.2476    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.5152   -6.5331    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.6422   -6.8351    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3567   -7.2476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0712   -6.8351    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3567   -8.0726    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.7692   -8.7871    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.1817   -8.0726    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6422   -8.4851    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.2297   -9.1996    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.0547   -9.1996    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9277   -8.0726    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.1027   -8.0726    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.5152   -8.7871    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  1  0  0  0
  3  5  1  0  0  0  0
  3 14  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  6  0  0  0
  8 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  6  0  0  0
 11 13  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  1  6  0  0  0
 14 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0001151

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3-,4-,5-,6?/m0/s1

> <INCHI_KEY>
WQZGKKKJIJFFOK-HOWGCPQDSA-N

> <FORMULA>
C6H12O6

> <MOLECULAR_WEIGHT>
180.1559

> <EXACT_MASS>
180.063388116

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
24

> <JCHEM_AVERAGE_POLARIZABILITY>
16.266881512858344

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3S,4S,5R,6S)-6-(hydroxymethyl)oxane-2,3,4,5-tetrol

> <ALOGPS_LOGP>
-2.57

> <JCHEM_LOGP>
-2.932539218

> <ALOGPS_LOGS>
0.64

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.687538461190869

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.298101552080594

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810792051782764

> <JCHEM_POLAR_SURFACE_AREA>
110.38000000000001

> <JCHEM_REFRACTIVITY>
35.923399999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.82e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(D)-allose

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0001151 (Allose)

HMDB0001151
     RDKit          3D
Allose
 24 24  0  0  0  0  0  0  0  0999 V2000
    3.1836    0.8780   -0.0272 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4645   -0.2709    0.2930 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0087   -0.0446    0.0173 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4781    1.0059    0.7552 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7676    1.3618    0.3294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3381    2.1732    1.3391 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7156    0.2725    0.0393 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6409    0.7290   -0.9246 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1272   -0.9940   -0.4835 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7975   -0.8888   -1.8430 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1511   -1.2380    0.3246 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7308   -2.4406    0.0556 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8055    1.2823   -0.8447 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8695   -1.1303   -0.2624 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5900   -0.4366    1.3852 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9225    0.2590   -1.0643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6448    2.0473   -0.5540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5860    2.6602    1.7906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3456    0.0094    0.9306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7463    1.6909   -0.8324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8095   -1.8427   -0.3287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5810   -1.0552   -2.4115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1871   -1.2094    1.3997 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0828   -2.8185    0.9166 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11  3  1  0
  1 13  1  0
  2 14  1  0
  2 15  1  0
  3 16  1  6
  5 17  1  0
  6 18  1  0
  7 19  1  1
  8 20  1  0
  9 21  1  6
 10 22  1  0
 11 23  1  1
 12 24  1  0
M  END
Download

PDB for HMDB0001151 (Allose)

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  O   UNK     0      19.955 -14.863   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      20.725 -13.529   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      22.265 -13.529   0.000  0.00  0.00           C+0
HETATM    4  H   UNK     0      21.495 -12.195   0.000  0.00  0.00           H+0
HETATM    5  O   UNK     0      23.599 -12.759   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      24.933 -13.529   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      26.266 -12.759   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      24.933 -15.069   0.000  0.00  0.00           C+0
HETATM    9  H   UNK     0      25.703 -16.403   0.000  0.00  0.00           H+0
HETATM   10  O   UNK     0      26.473 -15.069   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      23.599 -15.839   0.000  0.00  0.00           C+0
HETATM   12  H   UNK     0      22.829 -17.173   0.000  0.00  0.00           H+0
HETATM   13  O   UNK     0      24.369 -17.173   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      22.265 -15.069   0.000  0.00  0.00           C+0
HETATM   15  H   UNK     0      20.725 -15.069   0.000  0.00  0.00           H+0
HETATM   16  O   UNK     0      21.495 -16.403   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5   14                                             
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   10   11                                             
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    8   12   13   14                                             
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14    3   11   15   16                                             
CONECT   15   14                                                            
CONECT   16   14                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END
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3D PDB for HMDB0001151 (Allose)

COMPND    HMDB0001151
HETATM    1  O1  UNL     1       3.184   0.878  -0.027  1.00  0.00           O  
HETATM    2  C1  UNL     1       2.464  -0.271   0.293  1.00  0.00           C  
HETATM    3  C2  UNL     1       1.009  -0.045   0.017  1.00  0.00           C  
HETATM    4  O2  UNL     1       0.478   1.006   0.755  1.00  0.00           O  
HETATM    5  C3  UNL     1      -0.768   1.362   0.329  1.00  0.00           C  
HETATM    6  O3  UNL     1      -1.338   2.173   1.339  1.00  0.00           O  
HETATM    7  C4  UNL     1      -1.716   0.273   0.039  1.00  0.00           C  
HETATM    8  O4  UNL     1      -2.641   0.729  -0.925  1.00  0.00           O  
HETATM    9  C5  UNL     1      -1.127  -0.994  -0.483  1.00  0.00           C  
HETATM   10  O5  UNL     1      -0.797  -0.889  -1.843  1.00  0.00           O  
HETATM   11  C6  UNL     1       0.151  -1.238   0.325  1.00  0.00           C  
HETATM   12  O6  UNL     1       0.731  -2.441   0.056  1.00  0.00           O  
HETATM   13  H1  UNL     1       2.806   1.282  -0.845  1.00  0.00           H  
HETATM   14  H2  UNL     1       2.870  -1.130  -0.262  1.00  0.00           H  
HETATM   15  H3  UNL     1       2.590  -0.437   1.385  1.00  0.00           H  
HETATM   16  H4  UNL     1       0.922   0.259  -1.064  1.00  0.00           H  
HETATM   17  H5  UNL     1      -0.645   2.047  -0.554  1.00  0.00           H  
HETATM   18  H6  UNL     1      -0.586   2.660   1.791  1.00  0.00           H  
HETATM   19  H7  UNL     1      -2.346   0.009   0.931  1.00  0.00           H  
HETATM   20  H8  UNL     1      -2.746   1.691  -0.832  1.00  0.00           H  
HETATM   21  H9  UNL     1      -1.810  -1.843  -0.329  1.00  0.00           H  
HETATM   22  H10 UNL     1      -1.581  -1.055  -2.411  1.00  0.00           H  
HETATM   23  H11 UNL     1      -0.187  -1.209   1.400  1.00  0.00           H  
HETATM   24  H12 UNL     1       1.083  -2.819   0.917  1.00  0.00           H  
CONECT    1    2   13
CONECT    2    3   14   15
CONECT    3    4   11   16
CONECT    4    5
CONECT    5    6    7   17
CONECT    6   18
CONECT    7    8    9   19
CONECT    8   20
CONECT    9   10   11   21
CONECT   10   22
CONECT   11   12   23
CONECT   12   24
END
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SMILES for HMDB0001151 (Allose)

[H][C@@]1(CO)OC(O)[C@@]([H])(O)[C@@]([H])(O)[C@@]1([H])O
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INCHI for HMDB0001151 (Allose)

InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3-,4-,5-,6?/m0/s1
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View in JSmolView Stereo Labels
Synonyms
ValueSource
WURCS=2.0/1,1,0/[a1111h-1x_1-5]/1/ChEBI
beta-D-AllopyranoseHMDB
beta-D-AlloseHMDB
beta-delta-AllopyranoseHMDB
beta-delta-AlloseHMDB
D-AlloseHMDB
delta-AlloseHMDB
DL-AlloseHMDB
Chemical FormulaC6H12O6
Average Molecular Weight180.1559
Monoisotopic Molecular Weight180.063388116
IUPAC Name(3S,4S,5R,6S)-6-(hydroxymethyl)oxane-2,3,4,5-tetrol
Traditional Name(D)-allose
CAS Registry Number6038-51-3
SMILES
[H][C@@]1(CO)OC(O)[C@@]([H])(O)[C@@]([H])(O)[C@@]1([H])O
InChI Identifier
InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3-,4-,5-,6?/m0/s1
InChI KeyWQZGKKKJIJFFOK-HOWGCPQDSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as hexoses. These are monosaccharides in which the sugar unit is a is a six-carbon containing moeity.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentHexoses
Alternative Parents
Substituents
  • Hexose monosaccharide
  • Oxane
  • Secondary alcohol
  • Hemiacetal
  • Oxacycle
  • Organoheterocyclic compound
  • Polyol
  • Hydrocarbon derivative
  • Primary alcohol
  • Alcohol
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point128.0 - 128.5 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility782 g/LALOGPS
logP-2.6ALOGPS
logP-2.9ChemAxon
logS0.64ALOGPS
pKa (Strongest Acidic)11.3ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area110.38 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity35.92 m³·mol⁻¹ChemAxon
Polarizability16.27 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+140.35631661259
DarkChem[M-H]-134.74631661259
AllCCS[M+H]+140.81432859911
AllCCS[M-H]-131.80932859911
DeepCCS[M+H]+135.5430932474
DeepCCS[M-H]-133.14530932474
DeepCCS[M-2H]-166.95230932474
DeepCCS[M+Na]+142.49630932474
AllCCS[M+H]+140.832859911
AllCCS[M+H-H2O]+136.732859911
AllCCS[M+NH4]+144.732859911
AllCCS[M+Na]+145.832859911
AllCCS[M-H]-131.832859911
AllCCS[M+Na-2H]-132.832859911
AllCCS[M+HCOO]-134.032859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.0.47 minutes32390414
Predicted by Siyang on May 30, 20229.6866 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20226.01 minutes32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid302.0 seconds40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid634.4 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid309.4 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid33.2 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid183.4 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid76.7 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid293.2 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid226.3 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)703.6 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid577.8 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid42.0 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid785.4 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid196.6 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid260.1 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate650.8 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA366.5 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water323.2 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Allose[H][C@@]1(CO)OC(O)[C@@]([H])(O)[C@@]([H])(O)[C@@]1([H])O3485.8Standard polar33892256
Allose[H][C@@]1(CO)OC(O)[C@@]([H])(O)[C@@]([H])(O)[C@@]1([H])O1813.3Standard non polar33892256
Allose[H][C@@]1(CO)OC(O)[C@@]([H])(O)[C@@]([H])(O)[C@@]1([H])O1593.0Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Allose,1TMS,isomer #1C[Si](C)(C)OC[C@@H]1OC(O)[C@@H](O)[C@@H](O)[C@H]1O1741.6Semi standard non polar33892256
Allose,1TMS,isomer #2C[Si](C)(C)OC1O[C@@H](CO)[C@H](O)[C@H](O)[C@@H]1O1730.0Semi standard non polar33892256
Allose,1TMS,isomer #3C[Si](C)(C)O[C@@H]1C(O)O[C@@H](CO)[C@H](O)[C@@H]1O1732.5Semi standard non polar33892256
Allose,1TMS,isomer #4C[Si](C)(C)O[C@@H]1[C@H](O)C(O)O[C@@H](CO)[C@@H]1O1719.7Semi standard non polar33892256
Allose,1TMS,isomer #5C[Si](C)(C)O[C@H]1[C@H](CO)OC(O)[C@@H](O)[C@H]1O1712.9Semi standard non polar33892256
Allose,2TMS,isomer #1C[Si](C)(C)OC[C@@H]1OC(O[Si](C)(C)C)[C@@H](O)[C@@H](O)[C@H]1O1742.5Semi standard non polar33892256
Allose,2TMS,isomer #10C[Si](C)(C)O[C@H]1[C@H](CO)OC(O)[C@@H](O)[C@H]1O[Si](C)(C)C1696.7Semi standard non polar33892256
Allose,2TMS,isomer #2C[Si](C)(C)OC[C@@H]1OC(O)[C@@H](O[Si](C)(C)C)[C@@H](O)[C@H]1O1759.7Semi standard non polar33892256
Allose,2TMS,isomer #3C[Si](C)(C)OC[C@@H]1OC(O)[C@@H](O)[C@@H](O[Si](C)(C)C)[C@H]1O1747.2Semi standard non polar33892256
Allose,2TMS,isomer #4C[Si](C)(C)OC[C@@H]1OC(O)[C@@H](O)[C@@H](O)[C@H]1O[Si](C)(C)C1719.4Semi standard non polar33892256
Allose,2TMS,isomer #5C[Si](C)(C)OC1O[C@@H](CO)[C@H](O[Si](C)(C)C)[C@H](O)[C@@H]1O1734.2Semi standard non polar33892256
Allose,2TMS,isomer #6C[Si](C)(C)OC1O[C@@H](CO)[C@H](O)[C@H](O[Si](C)(C)C)[C@@H]1O1719.1Semi standard non polar33892256
Allose,2TMS,isomer #7C[Si](C)(C)OC1O[C@@H](CO)[C@H](O)[C@H](O)[C@@H]1O[Si](C)(C)C1727.4Semi standard non polar33892256
Allose,2TMS,isomer #8C[Si](C)(C)O[C@@H]1C(O)O[C@@H](CO)[C@H](O[Si](C)(C)C)[C@@H]1O1732.0Semi standard non polar33892256
Allose,2TMS,isomer #9C[Si](C)(C)O[C@@H]1C(O)O[C@@H](CO)[C@H](O)[C@@H]1O[Si](C)(C)C1714.1Semi standard non polar33892256
Allose,3TMS,isomer #1C[Si](C)(C)OC[C@@H]1OC(O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H](O)[C@H]1O1736.6Semi standard non polar33892256
Allose,3TMS,isomer #10C[Si](C)(C)O[C@@H]1C(O)O[C@@H](CO)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C1739.1Semi standard non polar33892256
Allose,3TMS,isomer #2C[Si](C)(C)OC[C@@H]1OC(O[Si](C)(C)C)[C@@H](O)[C@@H](O[Si](C)(C)C)[C@H]1O1760.0Semi standard non polar33892256
Allose,3TMS,isomer #3C[Si](C)(C)OC[C@@H]1OC(O[Si](C)(C)C)[C@@H](O)[C@@H](O)[C@H]1O[Si](C)(C)C1733.8Semi standard non polar33892256
Allose,3TMS,isomer #4C[Si](C)(C)OC[C@@H]1OC(O)[C@@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O1755.0Semi standard non polar33892256
Allose,3TMS,isomer #5C[Si](C)(C)OC[C@@H]1OC(O)[C@@H](O[Si](C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C1761.4Semi standard non polar33892256
Allose,3TMS,isomer #6C[Si](C)(C)OC[C@@H]1OC(O)[C@@H](O)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C1712.5Semi standard non polar33892256
Allose,3TMS,isomer #7C[Si](C)(C)OC1O[C@@H](CO)[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H]1O1743.0Semi standard non polar33892256
Allose,3TMS,isomer #8C[Si](C)(C)OC1O[C@@H](CO)[C@H](O[Si](C)(C)C)[C@H](O)[C@@H]1O[Si](C)(C)C1758.0Semi standard non polar33892256
Allose,3TMS,isomer #9C[Si](C)(C)OC1O[C@@H](CO)[C@H](O)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C1751.2Semi standard non polar33892256
Allose,4TMS,isomer #1C[Si](C)(C)OC[C@@H]1OC(O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O1835.0Semi standard non polar33892256
Allose,4TMS,isomer #2C[Si](C)(C)OC[C@@H]1OC(O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C1846.5Semi standard non polar33892256
Allose,4TMS,isomer #3C[Si](C)(C)OC[C@@H]1OC(O[Si](C)(C)C)[C@@H](O)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C1821.2Semi standard non polar33892256
Allose,4TMS,isomer #4C[Si](C)(C)OC[C@@H]1OC(O)[C@@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C1823.7Semi standard non polar33892256
Allose,4TMS,isomer #5C[Si](C)(C)OC1O[C@@H](CO)[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C1805.3Semi standard non polar33892256
Allose,5TMS,isomer #1C[Si](C)(C)OC[C@@H]1OC(O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C1901.5Semi standard non polar33892256
Allose,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC[C@@H]1OC(O)[C@@H](O)[C@@H](O)[C@H]1O2009.7Semi standard non polar33892256
Allose,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC1O[C@@H](CO)[C@H](O)[C@H](O)[C@@H]1O1972.1Semi standard non polar33892256
Allose,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)O[C@@H]1C(O)O[C@@H](CO)[C@H](O)[C@@H]1O1977.9Semi standard non polar33892256
Allose,1TBDMS,isomer #4CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)C(O)O[C@@H](CO)[C@@H]1O1970.2Semi standard non polar33892256
Allose,1TBDMS,isomer #5CC(C)(C)[Si](C)(C)O[C@H]1[C@H](CO)OC(O)[C@@H](O)[C@H]1O1963.2Semi standard non polar33892256
Allose,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC[C@@H]1OC(O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H](O)[C@H]1O2210.8Semi standard non polar33892256
Allose,2TBDMS,isomer #10CC(C)(C)[Si](C)(C)O[C@H]1[C@H](CO)OC(O)[C@@H](O)[C@H]1O[Si](C)(C)C(C)(C)C2187.0Semi standard non polar33892256
Allose,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC[C@@H]1OC(O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]1O2229.0Semi standard non polar33892256
Allose,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC[C@@H]1OC(O)[C@@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O2219.6Semi standard non polar33892256
Allose,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC[C@@H]1OC(O)[C@@H](O)[C@@H](O)[C@H]1O[Si](C)(C)C(C)(C)C2194.3Semi standard non polar33892256
Allose,2TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC1O[C@@H](CO)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H]1O2214.2Semi standard non polar33892256
Allose,2TBDMS,isomer #6CC(C)(C)[Si](C)(C)OC1O[C@@H](CO)[C@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O2201.2Semi standard non polar33892256
Allose,2TBDMS,isomer #7CC(C)(C)[Si](C)(C)OC1O[C@@H](CO)[C@H](O)[C@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C2204.1Semi standard non polar33892256
Allose,2TBDMS,isomer #8CC(C)(C)[Si](C)(C)O[C@@H]1C(O)O[C@@H](CO)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O2208.3Semi standard non polar33892256
Allose,2TBDMS,isomer #9CC(C)(C)[Si](C)(C)O[C@@H]1C(O)O[C@@H](CO)[C@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C2204.8Semi standard non polar33892256
Allose,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC[C@@H]1OC(O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]1O2441.5Semi standard non polar33892256
Allose,3TBDMS,isomer #10CC(C)(C)[Si](C)(C)O[C@@H]1C(O)O[C@@H](CO)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C2467.6Semi standard non polar33892256
Allose,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC[C@@H]1OC(O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O2450.1Semi standard non polar33892256
Allose,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC[C@@H]1OC(O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H](O)[C@H]1O[Si](C)(C)C(C)(C)C2440.1Semi standard non polar33892256
Allose,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC[C@@H]1OC(O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O2472.3Semi standard non polar33892256
Allose,3TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC[C@@H]1OC(O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C(C)(C)C2470.8Semi standard non polar33892256
Allose,3TBDMS,isomer #6CC(C)(C)[Si](C)(C)OC[C@@H]1OC(O)[C@@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C2436.3Semi standard non polar33892256
Allose,3TBDMS,isomer #7CC(C)(C)[Si](C)(C)OC1O[C@@H](CO)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O2454.9Semi standard non polar33892256
Allose,3TBDMS,isomer #8CC(C)(C)[Si](C)(C)OC1O[C@@H](CO)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C2464.1Semi standard non polar33892256
Allose,3TBDMS,isomer #9CC(C)(C)[Si](C)(C)OC1O[C@@H](CO)[C@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C2462.8Semi standard non polar33892256
Allose,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC[C@@H]1OC(O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O2676.4Semi standard non polar33892256
Allose,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC[C@@H]1OC(O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C(C)(C)C2680.2Semi standard non polar33892256
Allose,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC[C@@H]1OC(O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C2656.7Semi standard non polar33892256
Allose,4TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC[C@@H]1OC(O)[C@@H](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)C2691.4Semi standard non polar33892256
Allose,4TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC1O[C@@H](CO)[C@H](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)C2674.9Semi standard non polar33892256
Allose,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC[C@@H]1OC(O[Si](C)(C)C(C)(C)C)[C@@H](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)C2886.5Semi standard non polar33892256
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm (predicted from logP)
Biospecimen Locations
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Bladder cancer		 details
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022453
KNApSAcK IDC00052802
Chemspider ID13076841
KEGG Compound IDC01487
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkAllose
METLIN ID348
PubChem Compound12285879
PDB IDNot Available
ChEBI ID37741
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceMenavuvu Buetusiwa Thomas; Poonperm Wayoon; Leang Khim; Noguchi Naoki; Okada Hiromi; Morimoto Kenji; Granstrom Tom Birger; Takada Goro; Izumori Ken Efficient biosynthesis of D-allose from D-psicose by cross-linked recombinant L-rhamnose isomerase: separation of product by ethanol crystallization. Journal of bioscience and bioengineering (2006), 101(4), 340-5.
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Sui L, Dong Y, Watanabe Y, Yamaguchi F, Hatano N, Izumori K, Tokuda M: Growth inhibitory effect of D-allose on human ovarian carcinoma cells in vitro. Anticancer Res. 2005 Jul-Aug;25(4):2639-44. [PubMed:16080505 ]
  2. Sui L, Dong Y, Watanabe Y, Yamaguchi F, Hatano N, Tsukamoto I, Izumori K, Tokuda M: The inhibitory effect and possible mechanisms of D-allose on cancer cell proliferation. Int J Oncol. 2005 Oct;27(4):907-12. [PubMed:16142305 ]
  3. Hossain MA, Izuishi K, Maeta H: Protective effects of D-allose against ischemia reperfusion injury of the rat liver. J Hepatobiliary Pancreat Surg. 2003;10(3):218-25. [PubMed:14605979 ]
  4. Hossain MA, Wakabayashi H, Izuishi K, Okano K, Yachida S, Tokuda M, Izumori K, Maeta H: Improved microcirculatory effect of D-allose on hepatic ischemia reperfusion following partial hepatectomy in cirrhotic rat liver. J Biosci Bioeng. 2006 Apr;101(4):369-71. [PubMed:16716947 ]
  5. Hossain MA, Wakabayashi H, Goda F, Kobayashi S, Maeba T, Maeta H: Effect of the immunosuppressants FK506 and D-allose on allogenic orthotopic liver transplantation in rats. Transplant Proc. 2000 Nov;32(7):2021-3. [PubMed:11120048 ]
  6. Hirooka K, Miyamoto O, Jinming P, Du Y, Itano T, Baba T, Tokuda M, Shiraga F: Neuroprotective effects of D-allose against retinal ischemia-reperfusion injury. Invest Ophthalmol Vis Sci. 2006 Apr;47(4):1653-7. [PubMed:16565406 ]
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