Showing metabocard for D-Glucuronic acid (MMDBc0000035)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2020-10-27 23:27:59 UTC
Update Date2022-08-30 23:11:39 UTC
Metabolite IDMMDBc0000035
Metabolite Identification
Common NameD-Glucuronic acid
DescriptionGlucuronic acid (CAS: 6556-12-3) is a carboxylic acid that has the structure of a glucose molecule that has had its sixth carbon atom (of six total) oxidized. The salts of glucuronic acid are known as glucuronates. Glucuronic acid is highly soluble in water. In humans, glucuronic acid is often linked to toxic or poisonous substances to allow for subsequent elimination, and to hormones to allow for easier transport. These linkages involve O-glycosidic bonds. The process is known as glucuronidation, and the resulting substances are known as glucuronides (or glucuronosides). Glucuronidation uses UDP-glucuronic acid (glucuronic acid linked via a glycosidic bond to uridine diphosphate) as an intermediate. UDP-glucuronic acid is formed in the liver of all animals.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f12410bf748>


  Mrv1652307152023542D          

 13 13  0  0  0  0            999 V2000
10000.0389 9999.3044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.037610000.1293    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.7535 9998.8918    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.0385 9997.6535    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.6093 9996.8284    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1802 9999.3037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1802 9997.6535    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.6089 9999.3036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8945 9998.8911    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9997.8945 9998.0661    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9998.6089 9997.6538    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9999.3234 9998.0661    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9999.3234 9998.8911    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  8  9  1  0  0  0  0
  8 13  1  0  0  0  0
 13  1  1  6  0  0  0
 12  4  1  1  0  0  0
 11  5  1  6  0  0  0
  9  6  1  1  0  0  0
 10  7  1  1  0  0  0
M  END
Download

3D MOL for #<Metabolite:0x00007f12410bf748>

HMDB0000127
     RDKit          3D
D-Glucuronic acid
 23 23  0  0  0  0  0  0  0  0999 V2000
    2.6832    1.6808   -0.3715 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4606    0.4517   -0.2632 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3375   -0.5096   -0.7436 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1944    0.0343    0.4138 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4496    1.1083    0.8242 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5310    1.4789   -0.0935 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1435    2.6343    0.4348 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6025    0.4444   -0.2559 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5956    0.6081    0.7068 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9919   -0.9352   -0.0471 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6775   -1.8139   -0.8794 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4345   -0.8466   -0.5746 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0127   -2.1014   -0.6804 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2191   -0.6984   -0.2811 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4461   -0.5933    1.2970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0693    1.6655   -1.0744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4935    3.3832    0.4317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0394    0.5070   -1.2688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2673   -0.0969    0.5361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0236   -1.2342    1.0045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5135   -2.0720   -0.4409 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4221   -0.3230   -1.5375 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2889   -2.7720   -0.7060 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
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12  4  1  0
  3 14  1  0
  4 15  1  1
  6 16  1  6
  7 17  1  0
  8 18  1  6
  9 19  1  0
 10 20  1  1
 11 21  1  0
 12 22  1  6
 13 23  1  0
M  END
Download

3D SDF for #<Metabolite:0x00007f12410bf748>


  Mrv1652307152023542D          

 13 13  0  0  0  0            999 V2000
10000.0389 9999.3044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.037610000.1293    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.7535 9998.8918    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.0385 9997.6535    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.6093 9996.8284    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1802 9999.3037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1802 9997.6535    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.6089 9999.3036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8945 9998.8911    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9997.8945 9998.0661    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9998.6089 9997.6538    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9999.3234 9998.0661    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9999.3234 9998.8911    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  8  9  1  0  0  0  0
  8 13  1  0  0  0  0
 13  1  1  6  0  0  0
 12  4  1  1  0  0  0
 11  5  1  6  0  0  0
  9  6  1  1  0  0  0
 10  7  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000035

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C6H10O7/c7-1-2(8)4(5(10)11)13-6(12)3(1)9/h1-4,6-9,12H,(H,10,11)/t1-,2-,3+,4-,6-/m0/s1

> <INCHI_KEY>
AEMOLEFTQBMNLQ-WAXACMCWSA-N

> <FORMULA>
C6H10O7

> <MOLECULAR_WEIGHT>
194.1394

> <EXACT_MASS>
194.042652674

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
23

> <JCHEM_AVERAGE_POLARIZABILITY>
16.324382634506076

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3S,4S,5R,6S)-3,4,5,6-tetrahydroxyoxane-2-carboxylic acid

> <ALOGPS_LOGP>
-2.30

> <JCHEM_LOGP>
-2.61226468

> <ALOGPS_LOGS>
0.18

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.309229286068723

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.207791058651709

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6863365702254773

> <JCHEM_POLAR_SURFACE_AREA>
127.45000000000002

> <JCHEM_REFRACTIVITY>
35.790800000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.95e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
glucuronic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for #<Metabolite:0x00007f12410bf748>

HMDB0000127
     RDKit          3D
D-Glucuronic acid
 23 23  0  0  0  0  0  0  0  0999 V2000
    2.6832    1.6808   -0.3715 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4606    0.4517   -0.2632 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3375   -0.5096   -0.7436 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1944    0.0343    0.4138 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4496    1.1083    0.8242 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5310    1.4789   -0.0935 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1435    2.6343    0.4348 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6025    0.4444   -0.2559 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5956    0.6081    0.7068 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9919   -0.9352   -0.0471 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6775   -1.8139   -0.8794 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4345   -0.8466   -0.5746 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0127   -2.1014   -0.6804 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2191   -0.6984   -0.2811 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4461   -0.5933    1.2970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0693    1.6655   -1.0744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4935    3.3832    0.4317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0394    0.5070   -1.2688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2673   -0.0969    0.5361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0236   -1.2342    1.0045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5135   -2.0720   -0.4409 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4221   -0.3230   -1.5375 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2889   -2.7720   -0.7060 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
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12  4  1  0
  3 14  1  0
  4 15  1  1
  6 16  1  6
  7 17  1  0
  8 18  1  6
  9 19  1  0
 10 20  1  1
 11 21  1  0
 12 22  1  6
 13 23  1  0
M  END
Download

PDB for #<Metabolite:0x00007f12410bf748>

HEADER    PROTEIN                                 15-JUL-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-JUL-20         0                                  
HETATM    1  C   UNK     0    8666.7398665.368   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0    8666.7378666.908   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0    8668.0738664.598   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0    8666.7388662.286   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0    8664.0718660.746   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0    8661.4038665.367   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0    8661.4038662.286   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0    8664.0708665.367   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0    8662.7368664.597   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8662.7368663.057   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8664.0708662.287   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8665.4048663.057   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8665.4048664.597   0.000  0.00  0.00           C+0
CONECT    1    2    3   13                                                  
CONECT    2    1                                                            
CONECT    3    1                                                            
CONECT    4   12                                                            
CONECT    5   11                                                            
CONECT    6    9                                                            
CONECT    7   10                                                            
CONECT    8    9   13                                                       
CONECT    9   10    8    6                                                  
CONECT   10    9   11    7                                                  
CONECT   11   10   12    5                                                  
CONECT   12   11   13    4                                                  
CONECT   13   12    8    1                                                  
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END
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3D PDB for #<Metabolite:0x00007f12410bf748>

COMPND    HMDB0000127
HETATM    1  O1  UNL     1       2.683   1.681  -0.371  1.00  0.00           O  
HETATM    2  C1  UNL     1       2.461   0.452  -0.263  1.00  0.00           C  
HETATM    3  O2  UNL     1       3.338  -0.510  -0.744  1.00  0.00           O  
HETATM    4  C2  UNL     1       1.194   0.034   0.414  1.00  0.00           C  
HETATM    5  O3  UNL     1       0.450   1.108   0.824  1.00  0.00           O  
HETATM    6  C3  UNL     1      -0.531   1.479  -0.093  1.00  0.00           C  
HETATM    7  O4  UNL     1      -1.144   2.634   0.435  1.00  0.00           O  
HETATM    8  C4  UNL     1      -1.602   0.444  -0.256  1.00  0.00           C  
HETATM    9  O5  UNL     1      -2.596   0.608   0.707  1.00  0.00           O  
HETATM   10  C5  UNL     1      -0.992  -0.935  -0.047  1.00  0.00           C  
HETATM   11  O6  UNL     1      -1.678  -1.814  -0.879  1.00  0.00           O  
HETATM   12  C6  UNL     1       0.434  -0.847  -0.575  1.00  0.00           C  
HETATM   13  O7  UNL     1       1.013  -2.101  -0.680  1.00  0.00           O  
HETATM   14  H1  UNL     1       4.219  -0.698  -0.281  1.00  0.00           H  
HETATM   15  H2  UNL     1       1.446  -0.593   1.297  1.00  0.00           H  
HETATM   16  H3  UNL     1      -0.069   1.666  -1.074  1.00  0.00           H  
HETATM   17  H4  UNL     1      -0.494   3.383   0.432  1.00  0.00           H  
HETATM   18  H5  UNL     1      -2.039   0.507  -1.269  1.00  0.00           H  
HETATM   19  H6  UNL     1      -3.267  -0.097   0.536  1.00  0.00           H  
HETATM   20  H7  UNL     1      -1.024  -1.234   1.004  1.00  0.00           H  
HETATM   21  H8  UNL     1      -2.513  -2.072  -0.441  1.00  0.00           H  
HETATM   22  H9  UNL     1       0.422  -0.323  -1.537  1.00  0.00           H  
HETATM   23  H10 UNL     1       0.289  -2.772  -0.706  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   14
CONECT    4    5   12   15
CONECT    5    6
CONECT    6    7    8   16
CONECT    7   17
CONECT    8    9   10   18
CONECT    9   19
CONECT   10   11   12   20
CONECT   11   21
CONECT   12   13   22
CONECT   13   23
END
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SMILES for #<Metabolite:0x00007f12410bf748>

O[C@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O
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INCHI for #<Metabolite:0x00007f12410bf748>

InChI=1S/C6H10O7/c7-1-2(8)4(5(10)11)13-6(12)3(1)9/h1-4,6-9,12H,(H,10,11)/t1-,2-,3+,4-,6-/m0/s1
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Synonyms
ValueSource
GlcAaChEBI
GlcAalphaChEBI
D-GlucuronateGenerator
alpha-D-Glucopyranuronic acidHMDB
alpha-D-Glucuronic acidHMDB
D-(+)-GlucuronateHMDB
D-(+)-Glucuronic acidHMDB
GCUHMDB
GlucosiduronateHMDB
Glucosiduronic acidHMDB
GlucuronateHMDB
Glucuronic acidHMDB
D-Glucopyranuronic acidHMDB
alpha-D-Glucopyranosyluronic acidHMDB
α-D-Glucopyranosyluronic acidHMDB
α-D-Glucopyranuronic acidHMDB
Molecular FormulaC6H10O7
Average Mass194.1394
Monoisotopic Mass194.042652674
IUPAC Name(2S,3S,4S,5R,6S)-3,4,5,6-tetrahydroxyoxane-2-carboxylic acid
Traditional Nameglucuronic acid
CAS Registry Number70021-34-0
SMILES
O[C@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O
InChI Identifier
InChI=1S/C6H10O7/c7-1-2(8)4(5(10)11)13-6(12)3(1)9/h1-4,6-9,12H,(H,10,11)/t1-,2-,3+,4-,6-/m0/s1
InChI KeyAEMOLEFTQBMNLQ-WAXACMCWSA-N