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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 19:06:51 UTC

Update Date

2021-09-23 19:06:51 UTC

HMDB ID

HMDB0302610

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Aldobionic acid

Description

Aldobionic acid, also known as beta-D-glca-(1->6)-beta-D-gal or glcab1-6galb, is a member of the class of compounds known as O-glucuronides. O-glucuronides are glucuronides in which the aglycone is linked to the carbohydrate unit through an O-glycosidic bond. Aldobionic acid is soluble (in water) and a weakly acidic compound (based on its pKa). Aldobionic acid can be found in quince, which makes aldobionic acid a potential biomarker for the consumption of this food product.

Structure

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

HMDB0302610
     RDKit          3D
Aldobionic acid
 44 45  0  0  0  0  0  0  0  0999 V2000
   -4.8421    1.9924    2.1270 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8966    1.1704    2.0490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6792    0.3281    3.1186 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0211    1.0782    0.8627 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0798    0.0890    1.0694 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0624    0.0819    0.1110 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6120   -1.2102    0.0141 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7129   -1.4501    0.1571 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6340   -0.8450   -0.8610 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5638    0.4976   -0.8793 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5975    1.1966   -0.3297 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0830    2.3886    0.1846 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3032    0.4919    0.7928 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5004    1.2085    1.0243 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6643   -0.9216    0.5009 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3352   -1.7020    1.6247 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0248   -1.4148   -0.7514 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9130   -2.8024   -0.7968 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7241    0.3774   -1.2473 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8252    1.7372   -1.4775 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1017   -0.2460   -1.1650 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0196   -1.4289   -0.4286 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9387    0.7232   -0.3170 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2046    1.8318   -1.0968 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0715   -0.5998    3.2000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5567    2.0778    0.7142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2927    0.8103    0.3301 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8365   -2.5709    0.1566 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1055   -1.1624    1.1763 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2521   -1.2153   -1.8622 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2919    1.4872   -1.1596 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7893    3.0108    0.4850 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7116    0.6172    1.7298 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1249    0.9840    0.2671 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7804   -1.0517    0.3871 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9625   -2.4855    1.6967 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5899   -1.0980   -1.6281 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7880   -3.2024    0.0992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1823   -0.1552   -2.0560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9904    2.1862   -1.1404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5529   -0.3957   -2.1637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6417   -2.1728   -0.9532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8554    0.2153    0.0322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4138    1.5490   -2.0204 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
  6 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23  4  1  0
 17  9  1  0
  3 25  1  0
  4 26  1  6
  6 27  1  1
  8 28  1  0
  8 29  1  0
  9 30  1  6
 11 31  1  6
 12 32  1  0
 13 33  1  1
 14 34  1  0
 15 35  1  6
 16 36  1  0
 17 37  1  6
 18 38  1  0
 19 39  1  6
 20 40  1  0
 21 41  1  6
 22 42  1  0
 23 43  1  1
 24 44  1  0
M  END


  Mrv0541 02241212582D          

 24 25  0  0  0  0            999 V2000
    3.5670    2.7549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8525    2.3424    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8525    1.5174    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5670    1.1049    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2815    1.5174    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2815    2.3424    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9959    2.7549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9959    1.1049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1381    2.7549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1381    1.1049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5670    0.2799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4236    2.3424    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0053    2.3424    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7198    1.9299    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7198    1.1049    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0053    0.6924    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7091    1.1049    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7091    1.9299    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4236    0.6924    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4343    2.3424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4343    0.6924    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0053   -0.1326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1487    1.9299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4343    3.1674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  2  9  1  1  0  0  0
  4  3  1  0  0  0  0
  3 10  1  1  0  0  0
  4  5  1  0  0  0  0
  4 11  1  1  0  0  0
  5  6  1  0  0  0  0
  5  8  1  6  0  0  0
  6  7  1  1  0  0  0
  9 12  1  0  0  0  0
 18 12  1  1  0  0  0
 13 14  1  0  0  0  0
 13 18  1  0  0  0  0
 14 15  1  0  0  0  0
 14 20  1  1  0  0  0
 16 15  1  0  0  0  0
 15 21  1  6  0  0  0
 16 17  1  0  0  0  0
 16 22  1  1  0  0  0
 17 18  1  0  0  0  0
 17 19  1  6  0  0  0
 20 23  1  0  0  0  0
 20 24  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0302610

> <DATABASE_NAME>
hmdb

> <SMILES>
O[C@@H]1O[C@H](CO[C@@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)C(O)=O)[C@H](O)[C@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C12H20O12/c13-3-2(23-11(21)7(17)4(3)14)1-22-12-8(18)5(15)6(16)9(24-12)10(19)20/h2-9,11-18,21H,1H2,(H,19,20)/t2-,3+,4+,5+,6+,7-,8-,9+,11-,12-/m1/s1

> <INCHI_KEY>
YOOPHLDCWPOWDX-QCICJENWSA-N

> <FORMULA>
C12H20O12

> <MOLECULAR_WEIGHT>
356.28

> <EXACT_MASS>
356.095476104

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_AVERAGE_POLARIZABILITY>
30.97858294645644

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-{[(2R,3R,4S,5R,6R)-3,4,5,6-tetrahydroxyoxan-2-yl]methoxy}oxane-2-carboxylic acid

> <ALOGPS_LOGP>
-2.78

> <JCHEM_LOGP>
-4.383100325666667

> <ALOGPS_LOGS>
-0.15

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.256851484988406

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.1308626610130768

> <JCHEM_PKA_STRONGEST_BASIC>
-3.678463250269112

> <JCHEM_POLAR_SURFACE_AREA>
206.59999999999997

> <JCHEM_REFRACTIVITY>
68.2041

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.50e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-{[(2R,3R,4S,5R,6R)-3,4,5,6-tetrahydroxyoxan-2-yl]methoxy}oxane-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0302610
     RDKit          3D
Aldobionic acid
 44 45  0  0  0  0  0  0  0  0999 V2000
   -4.8421    1.9924    2.1270 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8966    1.1704    2.0490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6792    0.3281    3.1186 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0211    1.0782    0.8627 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0798    0.0890    1.0694 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0624    0.0819    0.1110 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6120   -1.2102    0.0141 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7129   -1.4501    0.1571 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6340   -0.8450   -0.8610 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5638    0.4976   -0.8793 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5975    1.1966   -0.3297 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0830    2.3886    0.1846 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3032    0.4919    0.7928 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5004    1.2085    1.0243 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6643   -0.9216    0.5009 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3352   -1.7020    1.6247 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0248   -1.4148   -0.7514 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9130   -2.8024   -0.7968 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7241    0.3774   -1.2473 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8252    1.7372   -1.4775 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1017   -0.2460   -1.1650 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0196   -1.4289   -0.4286 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9387    0.7232   -0.3170 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2046    1.8318   -1.0968 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0715   -0.5998    3.2000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5567    2.0778    0.7142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2927    0.8103    0.3301 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8365   -2.5709    0.1566 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1055   -1.1624    1.1763 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2521   -1.2153   -1.8622 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2919    1.4872   -1.1596 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7893    3.0108    0.4850 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7116    0.6172    1.7298 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1249    0.9840    0.2671 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7804   -1.0517    0.3871 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9625   -2.4855    1.6967 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5899   -1.0980   -1.6281 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7880   -3.2024    0.0992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1823   -0.1552   -2.0560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9904    2.1862   -1.1404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5529   -0.3957   -2.1637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6417   -2.1728   -0.9532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8554    0.2153    0.0322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4138    1.5490   -2.0204 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
  6 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23  4  1  0
 17  9  1  0
  3 25  1  0
  4 26  1  6
  6 27  1  1
  8 28  1  0
  8 29  1  0
  9 30  1  6
 11 31  1  6
 12 32  1  0
 13 33  1  1
 14 34  1  0
 15 35  1  6
 16 36  1  0
 17 37  1  6
 18 38  1  0
 19 39  1  6
 20 40  1  0
 21 41  1  6
 22 42  1  0
 23 43  1  1
 24 44  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0       6.658   5.142   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       5.325   4.372   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.325   2.832   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.658   2.062   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.992   2.832   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.992   4.372   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       9.326   5.142   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       9.326   2.062   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       3.991   5.142   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       3.991   2.062   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       6.658   0.522   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       2.657   4.372   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -0.010   4.372   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -1.344   3.602   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.344   2.062   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.010   1.292   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.324   2.062   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.324   3.602   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       2.657   1.292   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -2.677   4.372   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -2.677   1.292   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -0.010  -0.248   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -4.011   3.602   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -2.677   5.912   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3    9                                                  
CONECT    3    2    4   10                                                  
CONECT    4    3    5   11                                                  
CONECT    5    4    6    8                                                  
CONECT    6    1    5    7                                                  
CONECT    7    6                                                            
CONECT    8    5                                                            
CONECT    9    2   12                                                       
CONECT   10    3                                                            
CONECT   11    4                                                            
CONECT   12    9   18                                                       
CONECT   13   14   18                                                       
CONECT   14   13   15   20                                                  
CONECT   15   14   16   21                                                  
CONECT   16   15   17   22                                                  
CONECT   17   16   18   19                                                  
CONECT   18   12   13   17                                                  
CONECT   19   17                                                            
CONECT   20   14   23   24                                                  
CONECT   21   15                                                            
CONECT   22   16                                                            
CONECT   23   20                                                            
CONECT   24   20                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   50    0
END

COMPND    HMDB0302610
HETATM    1  O1  UNL     1      -4.842   1.992   2.127  1.00  0.00           O  
HETATM    2  C1  UNL     1      -3.897   1.170   2.049  1.00  0.00           C  
HETATM    3  O2  UNL     1      -3.679   0.328   3.119  1.00  0.00           O  
HETATM    4  C2  UNL     1      -3.021   1.078   0.863  1.00  0.00           C  
HETATM    5  O3  UNL     1      -2.080   0.089   1.069  1.00  0.00           O  
HETATM    6  C3  UNL     1      -1.062   0.082   0.111  1.00  0.00           C  
HETATM    7  O4  UNL     1      -0.612  -1.210   0.014  1.00  0.00           O  
HETATM    8  C4  UNL     1       0.713  -1.450   0.157  1.00  0.00           C  
HETATM    9  C5  UNL     1       1.634  -0.845  -0.861  1.00  0.00           C  
HETATM   10  O5  UNL     1       1.564   0.498  -0.879  1.00  0.00           O  
HETATM   11  C6  UNL     1       2.598   1.197  -0.330  1.00  0.00           C  
HETATM   12  O6  UNL     1       2.083   2.389   0.185  1.00  0.00           O  
HETATM   13  C7  UNL     1       3.303   0.492   0.793  1.00  0.00           C  
HETATM   14  O7  UNL     1       4.500   1.208   1.024  1.00  0.00           O  
HETATM   15  C8  UNL     1       3.664  -0.922   0.501  1.00  0.00           C  
HETATM   16  O8  UNL     1       3.335  -1.702   1.625  1.00  0.00           O  
HETATM   17  C9  UNL     1       3.025  -1.415  -0.751  1.00  0.00           C  
HETATM   18  O9  UNL     1       2.913  -2.802  -0.797  1.00  0.00           O  
HETATM   19  C10 UNL     1      -1.724   0.377  -1.247  1.00  0.00           C  
HETATM   20  O10 UNL     1      -1.825   1.737  -1.478  1.00  0.00           O  
HETATM   21  C11 UNL     1      -3.102  -0.246  -1.165  1.00  0.00           C  
HETATM   22  O11 UNL     1      -3.020  -1.429  -0.429  1.00  0.00           O  
HETATM   23  C12 UNL     1      -3.939   0.723  -0.317  1.00  0.00           C  
HETATM   24  O12 UNL     1      -4.205   1.832  -1.097  1.00  0.00           O  
HETATM   25  H1  UNL     1      -4.071  -0.600   3.200  1.00  0.00           H  
HETATM   26  H2  UNL     1      -2.557   2.078   0.714  1.00  0.00           H  
HETATM   27  H3  UNL     1      -0.293   0.810   0.330  1.00  0.00           H  
HETATM   28  H4  UNL     1       0.836  -2.571   0.157  1.00  0.00           H  
HETATM   29  H5  UNL     1       1.106  -1.162   1.176  1.00  0.00           H  
HETATM   30  H6  UNL     1       1.252  -1.215  -1.862  1.00  0.00           H  
HETATM   31  H7  UNL     1       3.292   1.487  -1.160  1.00  0.00           H  
HETATM   32  H8  UNL     1       2.789   3.011   0.485  1.00  0.00           H  
HETATM   33  H9  UNL     1       2.712   0.617   1.730  1.00  0.00           H  
HETATM   34  H10 UNL     1       5.125   0.984   0.267  1.00  0.00           H  
HETATM   35  H11 UNL     1       4.780  -1.052   0.387  1.00  0.00           H  
HETATM   36  H12 UNL     1       3.962  -2.486   1.697  1.00  0.00           H  
HETATM   37  H13 UNL     1       3.590  -1.098  -1.628  1.00  0.00           H  
HETATM   38  H14 UNL     1       2.788  -3.202   0.099  1.00  0.00           H  
HETATM   39  H15 UNL     1      -1.182  -0.155  -2.056  1.00  0.00           H  
HETATM   40  H16 UNL     1      -0.990   2.186  -1.140  1.00  0.00           H  
HETATM   41  H17 UNL     1      -3.553  -0.396  -2.164  1.00  0.00           H  
HETATM   42  H18 UNL     1      -2.642  -2.173  -0.953  1.00  0.00           H  
HETATM   43  H19 UNL     1      -4.855   0.215   0.032  1.00  0.00           H  
HETATM   44  H20 UNL     1      -4.414   1.549  -2.020  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   25
CONECT    4    5   23   26
CONECT    5    6
CONECT    6    7   19   27
CONECT    7    8
CONECT    8    9   28   29
CONECT    9   10   17   30
CONECT   10   11
CONECT   11   12   13   31
CONECT   12   32
CONECT   13   14   15   33
CONECT   14   34
CONECT   15   16   17   35
CONECT   16   36
CONECT   17   18   37
CONECT   18   38
CONECT   19   20   21   39
CONECT   20   40
CONECT   21   22   23   41
CONECT   22   42
CONECT   23   24   43
CONECT   24   44
END

HMDB0302610
     RDKit          3D
Aldobionic acid
 44 45  0  0  0  0  0  0  0  0999 V2000
   -4.8421    1.9924    2.1270 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8966    1.1704    2.0490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6792    0.3281    3.1186 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0211    1.0782    0.8627 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0798    0.0890    1.0694 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0624    0.0819    0.1110 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6120   -1.2102    0.0141 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7129   -1.4501    0.1571 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6340   -0.8450   -0.8610 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5638    0.4976   -0.8793 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5975    1.1966   -0.3297 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0830    2.3886    0.1846 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3032    0.4919    0.7928 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5004    1.2085    1.0243 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6643   -0.9216    0.5009 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3352   -1.7020    1.6247 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0248   -1.4148   -0.7514 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9130   -2.8024   -0.7968 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7241    0.3774   -1.2473 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8252    1.7372   -1.4775 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1017   -0.2460   -1.1650 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0196   -1.4289   -0.4286 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9387    0.7232   -0.3170 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2046    1.8318   -1.0968 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0715   -0.5998    3.2000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5567    2.0778    0.7142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2927    0.8103    0.3301 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8365   -2.5709    0.1566 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1055   -1.1624    1.1763 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2521   -1.2153   -1.8622 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2919    1.4872   -1.1596 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7893    3.0108    0.4850 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7116    0.6172    1.7298 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1249    0.9840    0.2671 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7804   -1.0517    0.3871 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9625   -2.4855    1.6967 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5899   -1.0980   -1.6281 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7880   -3.2024    0.0992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1823   -0.1552   -2.0560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9904    2.1862   -1.1404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5529   -0.3957   -2.1637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6417   -2.1728   -0.9532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8554    0.2153    0.0322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4138    1.5490   -2.0204 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
  6 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23  4  1  0
 17  9  1  0
  3 25  1  0
  4 26  1  6
  6 27  1  1
  8 28  1  0
  8 29  1  0
  9 30  1  6
 11 31  1  6
 12 32  1  0
 13 33  1  1
 14 34  1  0
 15 35  1  6
 16 36  1  0
 17 37  1  6
 18 38  1  0
 19 39  1  6
 20 40  1  0
 21 41  1  6
 22 42  1  0
 23 43  1  1
 24 44  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
6-O-beta-D-Glucopyranuronosyl-beta-D-galactopyranose	ChEBI
beta-D-GlcA-(1->6)-beta-D-gal	ChEBI
beta-D-Glucouronosyl-(1->6)-beta-D-galactose	ChEBI
GlcAb1-6galb	ChEBI
GlcAbeta1-6galbeta	ChEBI
6-O-b-D-Glucopyranuronosyl-b-D-galactopyranose	Generator
6-O-Β-D-glucopyranuronosyl-β-D-galactopyranose	Generator
b-D-GlcA-(1->6)-b-D-gal	Generator
Β-D-glca-(1->6)-β-D-gal	Generator
b-D-Glucouronosyl-(1->6)-b-D-galactose	Generator
Β-D-glucouronosyl-(1->6)-β-D-galactose	Generator
b-D-GlcpA-(1->6)-b-D-galp	Generator
Β-D-glcpa-(1->6)-β-D-galp	Generator
Aldobionate	Generator

Chemical Formula

C₁₂H₂₀O₁₂

Average Molecular Weight

356.28

Monoisotopic Molecular Weight

356.095476104

IUPAC Name

(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-{[(2R,3R,4S,5R,6R)-3,4,5,6-tetrahydroxyoxan-2-yl]methoxy}oxane-2-carboxylic acid

Traditional Name

(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-{[(2R,3R,4S,5R,6R)-3,4,5,6-tetrahydroxyoxan-2-yl]methoxy}oxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

O[C@@H]1O[C@H](CO[C@@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)C(O)=O)[C@H](O)[C@H](O)[C@H]1O

InChI Identifier

InChI=1S/C12H20O12/c13-3-2(23-11(21)7(17)4(3)14)1-22-12-8(18)5(15)6(16)9(24-12)10(19)20/h2-9,11-18,21H,1H2,(H,19,20)/t2-,3+,4+,5+,6+,7-,8-,9+,11-,12-/m1/s1

InChI Key

YOOPHLDCWPOWDX-QCICJENWSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as o-glucuronides. These are glucuronides in which the aglycone is linked to the carbohydrate unit through an O-glycosidic bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

O-glucuronides

Alternative Parents

Substituents

O-glucuronide
1-o-glucuronide
Disaccharide
Glycosyl compound
O-glycosyl compound
Beta-hydroxy acid
Pyran
Hydroxy acid
Oxane
Hemiacetal
Secondary alcohol
Acetal
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Polyol
Hydrocarbon derivative
Organic oxide
Carbonyl group
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

glycosylgalactose (CHEBI:71268 )

Ontology

Not Available

Exogenous (HMDB: HMDB0302610)

Food

Fruit

Pome

Quince (FooDB: FOOD00069)

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	-2.8	ALOGPS
logP	-4.4	ChemAxon
logS	-0.15	ALOGPS
pKa (Strongest Acidic)	3.13	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	206.6 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	68.2 m³·mol⁻¹	ChemAxon
Polarizability	30.98 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	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
AllCCS	[M+H]+	180.356	32859911
AllCCS	[M+H-H2O]+	177.472	32859911
AllCCS	[M+Na]+	183.782	32859911
AllCCS	[M+NH4]+	183.019	32859911
AllCCS	[M-H]-	175.687	32859911
AllCCS	[M+Na-2H]-	175.183	32859911
AllCCS	[M+HCOO]-	174.764	32859911
DeepCCS	[M+H]+	175.445	30932474
DeepCCS	[M-H]-	173.53	30932474
DeepCCS	[M-2H]-	207.083	30932474
DeepCCS	[M+Na]+	181.278	30932474

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	11.5172 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	8.87 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	781.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	288.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	22.7 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	184.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	97.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	319.0 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	266.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	838.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	619.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	64.2 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	933.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	222.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	315.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	714.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	456.1 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	471.7 seconds	40023050

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aldobionic acid 10V, Positive-QTOF	splash10-052r-0319000000-c788cf96205b117ef3e3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aldobionic acid 20V, Positive-QTOF	splash10-03e9-1903000000-a0b417c9050fa769649d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aldobionic acid 40V, Positive-QTOF	splash10-03fr-5940000000-bc2263b282f8eab1174d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aldobionic acid 10V, Negative-QTOF	splash10-0a4i-2639000000-75b4a2f6e8a15e3c4057	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aldobionic acid 20V, Negative-QTOF	splash10-004u-4933000000-e6e0591f8107b1eb47f6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aldobionic acid 40V, Negative-QTOF	splash10-052f-9620000000-5779bdc3387f3ba3e884	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aldobionic acid 10V, Positive-QTOF	splash10-059j-0309000000-e75d078d6f6b986110f3	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aldobionic acid 20V, Positive-QTOF	splash10-000i-2693000000-33decbc3e1f2d9e9f33c	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aldobionic acid 40V, Positive-QTOF	splash10-06ts-9560000000-a56d0c9e8d1d896df401	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aldobionic acid 10V, Negative-QTOF	splash10-0a4r-3059000000-f09a622ce1ef731801e1	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aldobionic acid 20V, Negative-QTOF	splash10-0cdl-7493000000-c2f6dc67df4efe2ba23a	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aldobionic acid 40V, Negative-QTOF	splash10-052f-9141000000-833d2a6c4bec2bec8d65	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB005359

KNApSAcK ID

Not Available

Chemspider ID

28533508

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

70680285

PDB ID

Not Available

ChEBI ID

71268

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

Not Available

Showing metabocard for Aldobionic acid (HMDB0302610)

MOL for HMDB0302610 (Aldobionic acid)

3D MOL for HMDB0302610 (Aldobionic acid)

3D SDF for HMDB0302610 (Aldobionic acid)

3D-SDF for HMDB0302610 (Aldobionic acid)

PDB for HMDB0302610 (Aldobionic acid)

3D PDB for HMDB0302610 (Aldobionic acid)

SMILES for HMDB0302610 (Aldobionic acid)

INCHI for HMDB0302610 (Aldobionic acid)

Structure for HMDB0302610 (Aldobionic acid)

3D Structure for HMDB0302610 (Aldobionic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

MS/MS Spectra