MiMeDB: Showing metabocard for 4-O-alpha-D-Galactopyranuronosyl-D-galacturonic acid (MMDBc0000673)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-12-10 18:52:26 UTC

Update Date

2024-04-30 19:33:29 UTC

Metabolite ID

MMDBc0000673

Metabolite Identification

Common Name

4-O-alpha-D-Galactopyranuronosyl-D-galacturonic acid

Description

4-O-alpha-D-Galactopyranuronosyl-D-galacturonic acid 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. Based on a literature review very few articles have been published on 4-O-alpha-D-Galactopyranuronosyl-D-galacturonic acid.

Structure

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

HMDB0039721
     RDKit          3D
4-O-alpha-D-Galactopyranuronosyl-D-galacturonic acid
 43 44  0  0  0  0  0  0  0  0999 V2000
   -4.5525    2.5588    1.0436 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5119    1.9360    1.3734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9643    2.0671    2.6410 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8296    1.0339    0.4122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7152    0.4552    0.9755 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9489   -0.0805   -0.0555 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2888   -0.4630    0.4159 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3653    0.1536   -0.2048 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3258    0.8143    0.7609 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6493    1.3186    1.9669 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9984    0.9158    3.1030 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6191    2.2423    1.8946 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3426   -0.0880    1.1409 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2882   -0.1837    0.1149 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0479   -1.3217    0.1902 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5410   -0.2104   -1.2233 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2823   -0.8919   -2.1848 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2171   -0.8894   -0.9519 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6033   -1.3518   -2.0838 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6575   -1.2937   -0.5981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4909   -1.3039   -1.9826 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1087   -1.3706   -0.2559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2788   -2.1881    0.8796 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7739   -0.0612   -0.0126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5076    0.3998   -1.1042 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4676    2.9149    2.8499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5725    1.6113   -0.5239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8762    0.6857   -0.8720 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0698    0.8770   -0.9894 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6613    0.2478 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5005    2.9331    2.6409 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9736    0.6900    0.1641 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6480   -2.0771    0.6474 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4269    0.8503   -1.5243 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8071   -0.2365   -2.6733 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3888   -1.7039   -0.1934 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9581   -2.2809   -2.2519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1604   -2.2105   -0.2186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4669   -0.3487   -2.2644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6520   -1.8918   -1.0740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2302   -3.1308    0.5655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5217   -0.1772    0.8218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9126   -0.3637   -1.6069 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  2  0
 10 12  1  0
  9 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
  6 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24  4  1  0
 18  8  1  0
  3 26  1  0
  4 27  1  0
  6 28  1  0
  8 29  1  0
  9 30  1  0
 12 31  1  0
 14 32  1  0
 15 33  1  0
 16 34  1  0
 17 35  1  0
 18 36  1  0
 19 37  1  0
 20 38  1  0
 21 39  1  0
 22 40  1  0
 23 41  1  0
 24 42  1  0
 25 43  1  0
M  END


  Mrv1652305052017402D          

 25 26  0  0  0  0            999 V2000
    1.1487   -0.5025    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2803   -0.5025    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4342   -0.9150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4342   -1.7400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2803   -2.1525    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7092   -4.6275    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1381   -4.6275    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4237   -4.2150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4237   -3.3900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1381   -2.9775    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8526   -1.7400    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1381   -2.1525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4237   -1.7400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4237   -0.9150    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8632   -3.3900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1487   -2.9775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1487   -2.1525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8632   -1.7400    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9947   -1.7400    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7092   -2.1525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7092   -2.9775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9947   -3.3900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2803   -2.9775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4342   -3.3900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4342   -4.2150    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  2  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
  4 17  1  0  0  0  0
  5 23  1  0  0  0  0
  6  8  2  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
  9 21  1  0  0  0  0
 10 12  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
 13 20  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 24  1  0  0  0  0
 17 18  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000673

> <DATABASE_NAME>
MIME

> <SMILES>
OC1OC(C(OC2OC(C(O)C(O)C2O)C(O)=O)C(O)C1O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C12H18O13/c13-1-2(14)7(9(18)19)25-12(5(1)17)24-6-3(15)4(16)11(22)23-8(6)10(20)21/h1-8,11-17,22H,(H,18,19)(H,20,21)

> <INCHI_KEY>
IGSYEZFZPOZFNC-UHFFFAOYSA-N

> <FORMULA>
C12H18O13

> <MOLECULAR_WEIGHT>
370.2635

> <EXACT_MASS>
370.074740662

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
31.29270493848251

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
6-[(2-carboxy-4,5,6-trihydroxyoxan-3-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

> <ALOGPS_LOGP>
-1.82

> <JCHEM_LOGP>
-4.062825787666667

> <ALOGPS_LOGS>
-0.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.4605700344066297

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.7975348767104853

> <JCHEM_PKA_STRONGEST_BASIC>
-3.7319808284975666

> <JCHEM_POLAR_SURFACE_AREA>
223.66999999999996

> <JCHEM_REFRACTIVITY>
68.0715

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.25e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-[(2-carboxy-4,5,6-trihydroxyoxan-3-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0039721
     RDKit          3D
4-O-alpha-D-Galactopyranuronosyl-D-galacturonic acid
 43 44  0  0  0  0  0  0  0  0999 V2000
   -4.5525    2.5588    1.0436 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5119    1.9360    1.3734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9643    2.0671    2.6410 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8296    1.0339    0.4122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7152    0.4552    0.9755 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9489   -0.0805   -0.0555 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2888   -0.4630    0.4159 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3653    0.1536   -0.2048 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3258    0.8143    0.7609 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6493    1.3186    1.9669 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9984    0.9158    3.1030 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6191    2.2423    1.8946 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3426   -0.0880    1.1409 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2882   -0.1837    0.1149 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0479   -1.3217    0.1902 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5410   -0.2104   -1.2233 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2823   -0.8919   -2.1848 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2171   -0.8894   -0.9519 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6033   -1.3518   -2.0838 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6575   -1.2937   -0.5981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4909   -1.3039   -1.9826 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1087   -1.3706   -0.2559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2788   -2.1881    0.8796 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7739   -0.0612   -0.0126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5076    0.3998   -1.1042 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4676    2.9149    2.8499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5725    1.6113   -0.5239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8762    0.6857   -0.8720 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0698    0.8770   -0.9894 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6613    0.2478 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5005    2.9331    2.6409 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9736    0.6900    0.1641 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6480   -2.0771    0.6474 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4269    0.8503   -1.5243 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8071   -0.2365   -2.6733 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3888   -1.7039   -0.1934 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9581   -2.2809   -2.2519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1604   -2.2105   -0.2186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4669   -0.3487   -2.2644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6520   -1.8918   -1.0740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2302   -3.1308    0.5655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5217   -0.1772    0.8218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9126   -0.3637   -1.6069 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  2  0
 10 12  1  0
  9 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
  6 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24  4  1  0
 18  8  1  0
  3 26  1  0
  4 27  1  0
  6 28  1  0
  8 29  1  0
  9 30  1  0
 12 31  1  0
 14 32  1  0
 15 33  1  0
 16 34  1  0
 17 35  1  0
 18 36  1  0
 19 37  1  0
 20 38  1  0
 21 39  1  0
 22 40  1  0
 23 41  1  0
 24 42  1  0
 25 43  1  0
M  END

HEADER    PROTEIN                                 05-MAY-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-MAY-20         0                                  
HETATM    1  O   UNK     0       2.144  -0.938   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      -0.523  -0.938   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       0.811  -1.708   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.811  -3.248   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -0.523  -4.018   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      -3.191  -8.638   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      -5.858  -8.638   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -4.524  -7.868   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.524  -6.328   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -5.858  -5.558   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      -7.192  -3.248   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -5.858  -4.018   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.524  -3.248   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -4.524  -1.708   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       3.478  -6.328   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       2.144  -5.558   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.144  -4.018   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       3.478  -3.248   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -1.857  -3.248   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -3.191  -4.018   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -3.191  -5.558   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -1.857  -6.328   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -0.523  -5.558   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.811  -6.328   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       0.811  -7.868   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2    3                                                            
CONECT    3    1    2    4                                                  
CONECT    4    3    5   17                                                  
CONECT    5    4   23                                                       
CONECT    6    8                                                            
CONECT    7    8                                                            
CONECT    8    6    7    9                                                  
CONECT    9    8   10   21                                                  
CONECT   10    9   12                                                       
CONECT   11   12                                                            
CONECT   12   10   11   13                                                  
CONECT   13   12   14   20                                                  
CONECT   14   13                                                            
CONECT   15   16                                                            
CONECT   16   15   17   24                                                  
CONECT   17    4   16   18                                                  
CONECT   18   17                                                            
CONECT   19   20                                                            
CONECT   20   13   19   21                                                  
CONECT   21    9   20   22                                                  
CONECT   22   21   23                                                       
CONECT   23    5   22   24                                                  
CONECT   24   16   23   25                                                  
CONECT   25   24                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   52    0
END

COMPND    HMDB0039721
HETATM    1  O1  UNL     1      -4.552   2.559   1.044  1.00  0.00           O  
HETATM    2  C1  UNL     1      -3.512   1.936   1.373  1.00  0.00           C  
HETATM    3  O2  UNL     1      -2.964   2.067   2.641  1.00  0.00           O  
HETATM    4  C2  UNL     1      -2.830   1.034   0.412  1.00  0.00           C  
HETATM    5  O3  UNL     1      -1.715   0.455   0.975  1.00  0.00           O  
HETATM    6  C3  UNL     1      -0.949  -0.080  -0.056  1.00  0.00           C  
HETATM    7  O4  UNL     1       0.289  -0.463   0.416  1.00  0.00           O  
HETATM    8  C4  UNL     1       1.365   0.154  -0.205  1.00  0.00           C  
HETATM    9  C5  UNL     1       2.326   0.814   0.761  1.00  0.00           C  
HETATM   10  C6  UNL     1       1.649   1.319   1.967  1.00  0.00           C  
HETATM   11  O5  UNL     1       1.998   0.916   3.103  1.00  0.00           O  
HETATM   12  O6  UNL     1       0.619   2.242   1.895  1.00  0.00           O  
HETATM   13  O7  UNL     1       3.343  -0.088   1.141  1.00  0.00           O  
HETATM   14  C7  UNL     1       4.288  -0.184   0.115  1.00  0.00           C  
HETATM   15  O8  UNL     1       5.048  -1.322   0.190  1.00  0.00           O  
HETATM   16  C8  UNL     1       3.541  -0.210  -1.223  1.00  0.00           C  
HETATM   17  O9  UNL     1       4.282  -0.892  -2.185  1.00  0.00           O  
HETATM   18  C9  UNL     1       2.217  -0.889  -0.952  1.00  0.00           C  
HETATM   19  O10 UNL     1       1.603  -1.352  -2.084  1.00  0.00           O  
HETATM   20  C10 UNL     1      -1.657  -1.294  -0.598  1.00  0.00           C  
HETATM   21  O11 UNL     1      -1.491  -1.304  -1.983  1.00  0.00           O  
HETATM   22  C11 UNL     1      -3.109  -1.371  -0.256  1.00  0.00           C  
HETATM   23  O12 UNL     1      -3.279  -2.188   0.880  1.00  0.00           O  
HETATM   24  C12 UNL     1      -3.774  -0.061  -0.013  1.00  0.00           C  
HETATM   25  O13 UNL     1      -4.508   0.400  -1.104  1.00  0.00           O  
HETATM   26  H1  UNL     1      -2.468   2.915   2.850  1.00  0.00           H  
HETATM   27  H2  UNL     1      -2.572   1.611  -0.524  1.00  0.00           H  
HETATM   28  H3  UNL     1      -0.876   0.686  -0.872  1.00  0.00           H  
HETATM   29  H4  UNL     1       1.070   0.877  -0.989  1.00  0.00           H  
HETATM   30  H5  UNL     1       2.858   1.661   0.248  1.00  0.00           H  
HETATM   31  H6  UNL     1       0.501   2.933   2.641  1.00  0.00           H  
HETATM   32  H7  UNL     1       4.974   0.690   0.164  1.00  0.00           H  
HETATM   33  H8  UNL     1       4.648  -2.077   0.647  1.00  0.00           H  
HETATM   34  H9  UNL     1       3.427   0.850  -1.524  1.00  0.00           H  
HETATM   35  H10 UNL     1       4.807  -0.236  -2.673  1.00  0.00           H  
HETATM   36  H11 UNL     1       2.389  -1.704  -0.193  1.00  0.00           H  
HETATM   37  H12 UNL     1       1.958  -2.281  -2.252  1.00  0.00           H  
HETATM   38  H13 UNL     1      -1.160  -2.211  -0.219  1.00  0.00           H  
HETATM   39  H14 UNL     1      -1.467  -0.349  -2.264  1.00  0.00           H  
HETATM   40  H15 UNL     1      -3.652  -1.892  -1.074  1.00  0.00           H  
HETATM   41  H16 UNL     1      -3.230  -3.131   0.565  1.00  0.00           H  
HETATM   42  H17 UNL     1      -4.522  -0.177   0.822  1.00  0.00           H  
HETATM   43  H18 UNL     1      -4.913  -0.364  -1.607  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   26
CONECT    4    5   24   27
CONECT    5    6
CONECT    6    7   20   28
CONECT    7    8
CONECT    8    9   18   29
CONECT    9   10   13   30
CONECT   10   11   11   12
CONECT   12   31
CONECT   13   14
CONECT   14   15   16   32
CONECT   15   33
CONECT   16   17   18   34
CONECT   17   35
CONECT   18   19   36
CONECT   19   37
CONECT   20   21   22   38
CONECT   21   39
CONECT   22   23   24   40
CONECT   23   41
CONECT   24   25   42
CONECT   25   43
END

HMDB0039721
     RDKit          3D
4-O-alpha-D-Galactopyranuronosyl-D-galacturonic acid
 43 44  0  0  0  0  0  0  0  0999 V2000
   -4.5525    2.5588    1.0436 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5119    1.9360    1.3734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9643    2.0671    2.6410 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8296    1.0339    0.4122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7152    0.4552    0.9755 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9489   -0.0805   -0.0555 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2888   -0.4630    0.4159 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3653    0.1536   -0.2048 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3258    0.8143    0.7609 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6493    1.3186    1.9669 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9984    0.9158    3.1030 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6191    2.2423    1.8946 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3426   -0.0880    1.1409 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2882   -0.1837    0.1149 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0479   -1.3217    0.1902 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5410   -0.2104   -1.2233 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2823   -0.8919   -2.1848 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2171   -0.8894   -0.9519 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6033   -1.3518   -2.0838 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6575   -1.2937   -0.5981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4909   -1.3039   -1.9826 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1087   -1.3706   -0.2559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2788   -2.1881    0.8796 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7739   -0.0612   -0.0126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5076    0.3998   -1.1042 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4676    2.9149    2.8499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5725    1.6113   -0.5239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8762    0.6857   -0.8720 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0698    0.8770   -0.9894 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6613    0.2478 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5005    2.9331    2.6409 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9736    0.6900    0.1641 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6480   -2.0771    0.6474 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4269    0.8503   -1.5243 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8071   -0.2365   -2.6733 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3888   -1.7039   -0.1934 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9581   -2.2809   -2.2519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1604   -2.2105   -0.2186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4669   -0.3487   -2.2644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6520   -1.8918   -1.0740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2302   -3.1308    0.5655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5217   -0.1772    0.8218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9126   -0.3637   -1.6069 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  2  0
 10 12  1  0
  9 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
  6 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24  4  1  0
 18  8  1  0
  3 26  1  0
  4 27  1  0
  6 28  1  0
  8 29  1  0
  9 30  1  0
 12 31  1  0
 14 32  1  0
 15 33  1  0
 16 34  1  0
 17 35  1  0
 18 36  1  0
 19 37  1  0
 20 38  1  0
 21 39  1  0
 22 40  1  0
 23 41  1  0
 24 42  1  0
 25 43  1  0
M  END

Synonyms

Value	Source
4-O-a-D-Galactopyranuronosyl-D-galacturonate	Generator
4-O-a-D-Galactopyranuronosyl-D-galacturonic acid	Generator
4-O-alpha-D-Galactopyranuronosyl-D-galacturonate	Generator
4-O-Α-D-galactopyranuronosyl-D-galacturonate	Generator
4-O-Α-D-galactopyranuronosyl-D-galacturonic acid	Generator
Digalacturonate	HMDB, MeSH
Digalacturonic acid	HMDB
6-[(2-Carboxy-4,5,6-trihydroxyoxan-3-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylate	Generator
Digalacturonic acid, (D,alpha-D)-isomer	MeSH
Sodium digalacturonate	MeSH
O-(alpha-D-Galactopyranosyluronic acid)-(1-4)-alpha-D-galactopyranuronic acid	MeSH

Molecular Formula

C₁₂H₁₈O₁₃

Average Mass

370.2635

Monoisotopic Mass

370.074740662

IUPAC Name

6-[(2-carboxy-4,5,6-trihydroxyoxan-3-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

6-[(2-carboxy-4,5,6-trihydroxyoxan-3-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

OC1OC(C(OC2OC(C(O)C(O)C2O)C(O)=O)C(O)C1O)C(O)=O

InChI Identifier

InChI=1S/C12H18O13/c13-1-2(14)7(9(18)19)25-12(5(1)17)24-6-3(15)4(16)11(22)23-8(6)10(20)21/h1-8,11-17,22H,(H,18,19)(H,20,21)

InChI Key

IGSYEZFZPOZFNC-UHFFFAOYSA-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
Dicarboxylic acid or derivatives
Pyran
Oxane
Hydroxy acid
Secondary alcohol
Hemiacetal
Acetal
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Organoheterocyclic compound
Polyol
Hydrocarbon derivative
Organic oxide
Carbonyl group
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	125 g/L	ALOGPS
logP	-1.8	ALOGPS
logP	-4.1	ChemAxon
logS	-0.47	ALOGPS
pKa (Strongest Acidic)	2.8	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	223.67 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	68.07 m³·mol⁻¹	ChemAxon
Polarizability	31.29 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0ufr-2497000000-82e31b4b049c52858d1e	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (4 TMS) - 70eV, Positive	splash10-0006-8400059000-420d032381142c9881f5	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_3_51) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_4_26) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_4_52) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_4_54) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_4_69) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_4_70) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_5_1) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_5_21) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_5_32) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_5_36) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_5_42) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_5_54) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_5_55) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_5_56) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_6_1) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_6_2) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_6_3) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_6_16) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_6_17) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_6_22) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_6_23) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0409000000-19dd12c844429cae6835	2015-04-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-004j-1904000000-63e05f274614995c5763	2015-04-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00mt-2910000000-62249a033c0bed86be61	2015-04-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-016r-0259000000-5253b442bf407bd1b3cb	2015-04-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0kbf-2936000000-f92e5242dd94879b0b5f	2015-04-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0007-4920000000-f5d4c39326b0c58f06f9	2015-04-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-2109000000-756217ddfc9a4e22f100	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a6v-4943000000-0f910993bde24b191573	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a5c-9720000000-01a3fbd9e80b92173672	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-0009000000-5810299fac33c0f4711b	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0f9b-1912000000-b6ac0a054be622758df5	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0103-4980000000-508358a8b494a88c90e5	2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-24	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Feces

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Actinobacteria	1	Human ; Human feces; Human saliva; Human supragingival plaque	Indirect association between microbiota composition and metabolites measured in host biospecimen
Bacteria	Firmicutes	2	Human feces; Human sputum; Human ; Human subgingival plaque; Human saliva	Indirect association between microbiota composition and metabolites measured in host biospecimen

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	29808030
Human Feces	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	29808030

External Links

HMDB ID

HMDB0039721

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB019359

KNApSAcK ID

Not Available

Chemspider ID

3726961

KEGG Compound ID

C02273

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

4532283

PDB ID

Not Available

ChEBI ID

33809

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

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

Showing metabocard for 4-O-alpha-D-Galactopyranuronosyl-D-galacturonic acid (MMDBc0000673)

MOL for #<Metabolite:0x00007f55d842c2e8>

3D MOL for #<Metabolite:0x00007f55d842c2e8>

3D SDF for #<Metabolite:0x00007f55d842c2e8>

3D-SDF for #<Metabolite:0x00007f55d842c2e8>

PDB for #<Metabolite:0x00007f55d842c2e8>

3D PDB for #<Metabolite:0x00007f55d842c2e8>

SMILES for #<Metabolite:0x00007f55d842c2e8>

INCHI for #<Metabolite:0x00007f55d842c2e8>

Structure for #<Metabolite:0x00007f55d842c2e8>

3D Structure for #<Metabolite:0x00007f55d842c2e8>