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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 08:36:20 UTC

Update Date

2021-09-26 23:03:10 UTC

HMDB ID

HMDB0251271

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Difructose anhydride III

Description

Difructose anhydride III, also known as DFA III, belongs to the class of organic compounds known as c-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a C-glycosidic bond. Based on a literature review a significant number of articles have been published on Difructose anhydride III. This compound has been identified in human blood as reported by (PMID: 31557052 ). Difructose anhydride iii is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Difructose anhydride III 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

HMDB0251271
     RDKit          3D
Difructose anhydride III
 42 44  0  0  0  0  0  0  0  0999 V2000
   -5.2897    1.3298    0.2907 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0993    1.4425    1.0154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0204    0.7817    0.2028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8141    0.8506    0.8503 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9791   -0.1306    0.3154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3617   -0.9387    1.4190 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9462   -0.6682    1.6743 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7681   -0.6164    0.5648 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2256   -2.0225    0.1684 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1809   -2.8514   -0.1397 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9101    0.0539    0.9188 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0537    1.1821    0.1885 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4800    1.2256   -0.3538 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3893    1.2275    0.6992 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0904    1.1913   -0.9397 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3967    2.4067   -0.9112 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1534    0.0266   -0.6202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0928    0.5133   -0.4966 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8637   -1.0670   -0.4841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8658   -0.7126   -1.8299 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2311   -0.7129    0.0692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2545   -1.0263   -0.8132 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0828    1.2528   -0.6858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8661    2.5269    1.0545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1690    1.0408    2.0256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9133    1.1894   -0.8015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5079   -2.0484    1.2625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9296   -0.7336    2.3652 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8175   -2.5001    0.9754 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9084   -1.9272   -0.7043 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4259   -3.4989   -0.8553 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9700    2.0852    0.8525 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6807    0.3601   -1.0281 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5923    2.1972   -0.8808 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3538    2.1257    1.1472 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5681    1.0974   -1.9129 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1323    2.5354    0.0457 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1883   -0.6436   -1.5282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6103   -2.1274   -0.3249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1239   -1.4729   -2.4108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3238   -1.2139    1.0449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8329   -1.7299   -0.3818 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  8 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
  5 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21  3  1  0
 18  5  1  0
 17  8  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  6 27  1  0
  6 28  1  0
  9 29  1  0
  9 30  1  0
 10 31  1  0
 12 32  1  0
 13 33  1  0
 13 34  1  0
 14 35  1  0
 15 36  1  0
 16 37  1  0
 17 38  1  0
 19 39  1  0
 20 40  1  0
 21 41  1  0
 22 42  1  0
M  END

  Mrv1533004161516062D          

 22 24  0  0  0  0            999 V2000
    6.1349    1.4468    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4819    0.9427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7188    1.2562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0166    0.8232    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3877    1.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1556    0.5655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3540    0.3706    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7844    0.9674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4709    0.2043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6532    0.0943    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9597    0.9434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6821    1.7203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1096    1.9524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7064    1.3828    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3352    2.2244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3113    3.0491    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0164    1.7591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8181    1.9540    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7012    2.1203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2682    2.8225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5239    2.0579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0579    2.6867    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
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  8 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
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
  8 17  1  0  0  0  0
 17 18  1  0  0  0  0
  5 18  1  0  0  0  0
  5 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
  3 21  1  0  0  0  0
 21 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0251271

> <DATABASE_NAME>
hmdb

> <SMILES>
OCC1OC2(CO)OCC3(OC(CO)C(O)C3O)OC2C1O

> <INCHI_IDENTIFIER>
InChI=1S/C12H20O10/c13-1-5-7(16)9(18)12(21-5)4-19-11(3-15)10(22-12)8(17)6(2-14)20-11/h5-10,13-18H,1-4H2

> <INCHI_KEY>
KSRQDWNGXKYIDO-UHFFFAOYSA-N

> <FORMULA>
C12H20O10

> <MOLECULAR_WEIGHT>
324.282

> <EXACT_MASS>
324.105646844

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
29.751096736582017

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4a,5',6-tris(hydroxymethyl)-tetrahydro-3H-spiro[furo[2,3-b][1,4]dioxine-2,2'-oxolane]-3',4',7-triol

> <ALOGPS_LOGP>
-2.64

> <JCHEM_LOGP>
-3.1925914913333324

> <ALOGPS_LOGS>
0.32

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.853786200610447

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.032320335543725

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9814328347506533

> <JCHEM_POLAR_SURFACE_AREA>
158.3

> <JCHEM_REFRACTIVITY>
65.7014

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.76e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4a,5',6-tris(hydroxymethyl)-tetrahydrospiro[furo[2,3-b][1,4]dioxine-2,2'-oxolane]-3',4',7-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0251271
     RDKit          3D
Difructose anhydride III
 42 44  0  0  0  0  0  0  0  0999 V2000
   -5.2897    1.3298    0.2907 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0993    1.4425    1.0154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0204    0.7817    0.2028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8141    0.8506    0.8503 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9791   -0.1306    0.3154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3617   -0.9387    1.4190 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9462   -0.6682    1.6743 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7681   -0.6164    0.5648 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2256   -2.0225    0.1684 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1809   -2.8514   -0.1397 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9101    0.0539    0.9188 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0537    1.1821    0.1885 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4800    1.2256   -0.3538 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3893    1.2275    0.6992 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0904    1.1913   -0.9397 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3967    2.4067   -0.9112 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1534    0.0266   -0.6202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0928    0.5133   -0.4966 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8637   -1.0670   -0.4841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8658   -0.7126   -1.8299 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2311   -0.7129    0.0692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2545   -1.0263   -0.8132 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0828    1.2528   -0.6858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8661    2.5269    1.0545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1690    1.0408    2.0256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9133    1.1894   -0.8015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5079   -2.0484    1.2625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9296   -0.7336    2.3652 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8175   -2.5001    0.9754 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9084   -1.9272   -0.7043 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4259   -3.4989   -0.8553 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9700    2.0852    0.8525 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6807    0.3601   -1.0281 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5923    2.1972   -0.8808 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3538    2.1257    1.1472 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5681    1.0974   -1.9129 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1323    2.5354    0.0457 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1883   -0.6436   -1.5282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6103   -2.1274   -0.3249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1239   -1.4729   -2.4108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3238   -1.2139    1.0449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8329   -1.7299   -0.3818 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  8 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
  5 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21  3  1  0
 18  5  1  0
 17  8  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  6 27  1  0
  6 28  1  0
  9 29  1  0
  9 30  1  0
 10 31  1  0
 12 32  1  0
 13 33  1  0
 13 34  1  0
 14 35  1  0
 15 36  1  0
 16 37  1  0
 17 38  1  0
 19 39  1  0
 20 40  1  0
 21 41  1  0
 22 42  1  0
M  END

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  O   UNK     0      11.452   2.701   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      10.233   1.760   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.808   2.345   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       7.498   1.537   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       6.324   2.533   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.891   1.056   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       4.394   0.692   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       3.331   1.806   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.746   0.381   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       1.219   0.176   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       1.792   1.761   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       1.273   3.211   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.205   3.644   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -1.319   2.581   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       2.492   4.152   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       2.448   5.692   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       3.764   3.284   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       5.260   3.647   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       6.909   3.958   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       6.101   5.269   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       8.445   3.841   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       9.441   5.015   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   21                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   18   19                                             
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   11   17                                             
CONECT    9    8   10                                                       
CONECT   10    9                                                            
CONECT   11    8   12                                                       
CONECT   12   11   13   15                                                  
CONECT   13   12   14                                                       
CONECT   14   13                                                            
CONECT   15   12   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15    8   18                                                  
CONECT   18   17    5                                                       
CONECT   19    5   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19    3   22                                                  
CONECT   22   21                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

COMPND    HMDB0251271
HETATM    1  O1  UNL     1      -5.290   1.330   0.291  1.00  0.00           O  
HETATM    2  C1  UNL     1      -4.099   1.442   1.015  1.00  0.00           C  
HETATM    3  C2  UNL     1      -3.020   0.782   0.203  1.00  0.00           C  
HETATM    4  O2  UNL     1      -1.814   0.851   0.850  1.00  0.00           O  
HETATM    5  C3  UNL     1      -0.979  -0.131   0.315  1.00  0.00           C  
HETATM    6  C4  UNL     1      -0.362  -0.939   1.419  1.00  0.00           C  
HETATM    7  O3  UNL     1       0.946  -0.668   1.674  1.00  0.00           O  
HETATM    8  C5  UNL     1       1.768  -0.616   0.565  1.00  0.00           C  
HETATM    9  C6  UNL     1       2.226  -2.022   0.168  1.00  0.00           C  
HETATM   10  O4  UNL     1       1.181  -2.851  -0.140  1.00  0.00           O  
HETATM   11  O5  UNL     1       2.910   0.054   0.919  1.00  0.00           O  
HETATM   12  C7  UNL     1       3.054   1.182   0.188  1.00  0.00           C  
HETATM   13  C8  UNL     1       4.480   1.226  -0.354  1.00  0.00           C  
HETATM   14  O6  UNL     1       5.389   1.228   0.699  1.00  0.00           O  
HETATM   15  C9  UNL     1       2.090   1.191  -0.940  1.00  0.00           C  
HETATM   16  O7  UNL     1       1.397   2.407  -0.911  1.00  0.00           O  
HETATM   17  C10 UNL     1       1.153   0.027  -0.620  1.00  0.00           C  
HETATM   18  O8  UNL     1      -0.093   0.513  -0.497  1.00  0.00           O  
HETATM   19  C11 UNL     1      -1.864  -1.067  -0.484  1.00  0.00           C  
HETATM   20  O9  UNL     1      -1.866  -0.713  -1.830  1.00  0.00           O  
HETATM   21  C12 UNL     1      -3.231  -0.713   0.069  1.00  0.00           C  
HETATM   22  O10 UNL     1      -4.255  -1.026  -0.813  1.00  0.00           O  
HETATM   23  H1  UNL     1      -5.083   1.253  -0.686  1.00  0.00           H  
HETATM   24  H2  UNL     1      -3.866   2.527   1.054  1.00  0.00           H  
HETATM   25  H3  UNL     1      -4.169   1.041   2.026  1.00  0.00           H  
HETATM   26  H4  UNL     1      -2.913   1.189  -0.801  1.00  0.00           H  
HETATM   27  H5  UNL     1      -0.508  -2.048   1.262  1.00  0.00           H  
HETATM   28  H6  UNL     1      -0.930  -0.734   2.365  1.00  0.00           H  
HETATM   29  H7  UNL     1       2.818  -2.500   0.975  1.00  0.00           H  
HETATM   30  H8  UNL     1       2.908  -1.927  -0.704  1.00  0.00           H  
HETATM   31  H9  UNL     1       1.426  -3.499  -0.855  1.00  0.00           H  
HETATM   32  H10 UNL     1       2.970   2.085   0.852  1.00  0.00           H  
HETATM   33  H11 UNL     1       4.681   0.360  -1.028  1.00  0.00           H  
HETATM   34  H12 UNL     1       4.592   2.197  -0.881  1.00  0.00           H  
HETATM   35  H13 UNL     1       5.354   2.126   1.147  1.00  0.00           H  
HETATM   36  H14 UNL     1       2.568   1.097  -1.913  1.00  0.00           H  
HETATM   37  H15 UNL     1       1.132   2.535   0.046  1.00  0.00           H  
HETATM   38  H16 UNL     1       1.188  -0.644  -1.528  1.00  0.00           H  
HETATM   39  H17 UNL     1      -1.610  -2.127  -0.325  1.00  0.00           H  
HETATM   40  H18 UNL     1      -2.124  -1.473  -2.411  1.00  0.00           H  
HETATM   41  H19 UNL     1      -3.324  -1.214   1.045  1.00  0.00           H  
HETATM   42  H20 UNL     1      -4.833  -1.730  -0.382  1.00  0.00           H  
CONECT    1    2   23
CONECT    2    3   24   25
CONECT    3    4   21   26
CONECT    4    5
CONECT    5    6   18   19
CONECT    6    7   27   28
CONECT    7    8
CONECT    8    9   11   17
CONECT    9   10   29   30
CONECT   10   31
CONECT   11   12
CONECT   12   13   15   32
CONECT   13   14   33   34
CONECT   14   35
CONECT   15   16   17   36
CONECT   16   37
CONECT   17   18   38
CONECT   19   20   21   39
CONECT   20   40
CONECT   21   22   41
CONECT   22   42
END

HMDB0251271
     RDKit          3D
Difructose anhydride III
 42 44  0  0  0  0  0  0  0  0999 V2000
   -5.2897    1.3298    0.2907 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0993    1.4425    1.0154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0204    0.7817    0.2028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8141    0.8506    0.8503 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9791   -0.1306    0.3154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3617   -0.9387    1.4190 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9462   -0.6682    1.6743 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7681   -0.6164    0.5648 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2256   -2.0225    0.1684 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1809   -2.8514   -0.1397 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9101    0.0539    0.9188 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0537    1.1821    0.1885 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4800    1.2256   -0.3538 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3893    1.2275    0.6992 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0904    1.1913   -0.9397 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3967    2.4067   -0.9112 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1534    0.0266   -0.6202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0928    0.5133   -0.4966 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8637   -1.0670   -0.4841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8658   -0.7126   -1.8299 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2311   -0.7129    0.0692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2545   -1.0263   -0.8132 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0828    1.2528   -0.6858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8661    2.5269    1.0545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1690    1.0408    2.0256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9133    1.1894   -0.8015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5079   -2.0484    1.2625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9296   -0.7336    2.3652 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8175   -2.5001    0.9754 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9084   -1.9272   -0.7043 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4259   -3.4989   -0.8553 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9700    2.0852    0.8525 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6807    0.3601   -1.0281 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5923    2.1972   -0.8808 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3538    2.1257    1.1472 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5681    1.0974   -1.9129 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1323    2.5354    0.0457 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1883   -0.6436   -1.5282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6103   -2.1274   -0.3249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1239   -1.4729   -2.4108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3238   -1.2139    1.0449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8329   -1.7299   -0.3818 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  8 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
  5 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21  3  1  0
 18  5  1  0
 17  8  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  6 27  1  0
  6 28  1  0
  9 29  1  0
  9 30  1  0
 10 31  1  0
 12 32  1  0
 13 33  1  0
 13 34  1  0
 14 35  1  0
 15 36  1  0
 16 37  1  0
 17 38  1  0
 19 39  1  0
 20 40  1  0
 21 41  1  0
 22 42  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
DFA III	MeSH
beta-2,1'-alpha-2',3-Difructofuranose anhydride	MeSH

Chemical Formula

C₁₂H₂₀O₁₀

Average Molecular Weight

324.282

Monoisotopic Molecular Weight

324.105646844

IUPAC Name

4a,5',6-tris(hydroxymethyl)-tetrahydro-3H-spiro[furo[2,3-b][1,4]dioxine-2,2'-oxolane]-3',4',7-triol

Traditional Name

4a,5',6-tris(hydroxymethyl)-tetrahydrospiro[furo[2,3-b][1,4]dioxine-2,2'-oxolane]-3',4',7-triol

CAS Registry Number

Not Available

SMILES

OCC1OC2(CO)OCC3(OC(CO)C(O)C3O)OC2C1O

InChI Identifier

InChI=1S/C12H20O10/c13-1-5-7(16)9(18)12(21-5)4-19-11(3-15)10(22-12)8(17)6(2-14)20-11/h5-10,13-18H,1-4H2

InChI Key

KSRQDWNGXKYIDO-UHFFFAOYSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

C-glycosyl compounds

Alternative Parents

Substituents

Disaccharide
C-glycosyl compound
Ketal
Para-dioxane
Oxolane
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Polyol
Acetal
Hydrocarbon derivative
Primary alcohol
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic 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	-2.6	ALOGPS
logP	-3.2	ChemAxon
logS	0.32	ALOGPS
pKa (Strongest Acidic)	12.03	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	158.3 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	65.7 m³·mol⁻¹	ChemAxon
Polarizability	29.75 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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]+	169.501	30932474
DeepCCS	[M-H]-	167.143	30932474
DeepCCS	[M-2H]-	200.029	30932474
DeepCCS	[M+Na]+	175.594	30932474
AllCCS	[M+H]+	173.4	32859911
AllCCS	[M+H-H2O]+	170.3	32859911
AllCCS	[M+NH4]+	176.1	32859911
AllCCS	[M+Na]+	176.9	32859911
AllCCS	[M-H]-	171.9	32859911
AllCCS	[M+Na-2H]-	171.4	32859911
AllCCS	[M+HCOO]-	170.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Difructose anhydride III	OCC1OC2(CO)OCC3(OC(CO)C(O)C3O)OC2C1O	3026.2	Standard polar	33892256
Difructose anhydride III	OCC1OC2(CO)OCC3(OC(CO)C(O)C3O)OC2C1O	2682.6	Standard non polar	33892256
Difructose anhydride III	OCC1OC2(CO)OCC3(OC(CO)C(O)C3O)OC2C1O	2769.7	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 - Difructose anhydride III GC-MS (Non-derivatized) - 70eV, Positive	splash10-08fu-5691000000-f04e4583b2b23e8314f9	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Difructose anhydride III GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Difructose anhydride III GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Difructose anhydride III GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Difructose anhydride III GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Difructose anhydride III GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Difructose anhydride III GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Difructose anhydride III GC-MS (TMS_1_6) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Difructose anhydride III GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Difructose anhydride III GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Difructose anhydride III GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Difructose anhydride III GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Difructose anhydride III GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Difructose anhydride III GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Difructose anhydride III GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Difructose anhydride III GC-MS (TMS_2_8) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Difructose anhydride III GC-MS (TMS_2_9) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Difructose anhydride III GC-MS (TMS_2_10) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Difructose anhydride III GC-MS (TMS_2_11) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Difructose anhydride III GC-MS (TMS_2_12) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Difructose anhydride III GC-MS (TMS_2_13) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Difructose anhydride III GC-MS (TMS_2_14) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Difructose anhydride III GC-MS (TMS_2_15) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Difructose anhydride III GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Difructose anhydride III GC-MS (TMS_3_2) - 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 - Difructose anhydride III 10V, Positive-QTOF	splash10-004i-0009000000-4491a52a7cd1e8af274e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Difructose anhydride III 20V, Positive-QTOF	splash10-004i-1269000000-5e1650b54c4e9b640148	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Difructose anhydride III 40V, Positive-QTOF	splash10-0a4i-9530000000-44b472a906a40bd35f33	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Difructose anhydride III 10V, Negative-QTOF	splash10-00di-1059000000-cde6d667611236621dd9	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Difructose anhydride III 20V, Negative-QTOF	splash10-053r-4192000000-647f9ae0c4c51b08f837	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Difructose anhydride III 40V, Negative-QTOF	splash10-052f-9320000000-5a807f6ad29b10ac59e4	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)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	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

2608991

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3363160

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 Difructose anhydride III (HMDB0251271)

MOL for HMDB0251271 (Difructose anhydride III)

3D MOL for HMDB0251271 (Difructose anhydride III)

3D SDF for HMDB0251271 (Difructose anhydride III)

3D-SDF for HMDB0251271 (Difructose anhydride III)

PDB for HMDB0251271 (Difructose anhydride III)

3D PDB for HMDB0251271 (Difructose anhydride III)

SMILES for HMDB0251271 (Difructose anhydride III)

INCHI for HMDB0251271 (Difructose anhydride III)

Structure for HMDB0251271 (Difructose anhydride III)

3D Structure for HMDB0251271 (Difructose anhydride III)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra