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Showing NP-Card for Galacturonic acid (NP0000890)

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Record Information
Version1.0
Created at2006-05-22 14:17:56 UTC
Updated at2021-08-19 23:58:33 UTC
NP-MRD IDNP0000890
Secondary Accession NumbersNone
Natural Product Identification
Common NameGalacturonic acid
DescriptionGalactopyranuronic acid is the pyranose form of D-galacturonic acid. It is a conjugate acid of a D-galactopyranuronate. Galacturonic acid is a sugar acid, an oxidized form of d-galactose. It is the main component of pectin, in which it exists as the polymer polygalacturonic acid. In its open form, it has an aldehyde group at C1 and a carboxylic acid group at C6. Other oxidized forms of d-galactose are d-galactonic acid (carboxylic group at C1) and meso-galactaric acid (mucic acid) (carboxylic groups at C1 and C6). It is also a uronic acid or hexuronic acid. Naturally occurring uronic acids are d-glucuronic acid, d-galacturonic acid, l-iduronic acid and d-mannuronic acid. Galacturonic acid, also known as D-galacturonate or sodium pectate, belongs to the class of organic compounds known as glucuronic acid derivatives. Glucuronic acid derivatives are compounds containing a glucuronic acid moiety (or a derivative), which consists of a glucose moiety with the C6 carbon oxidized to a carboxylic acid. Galacturonic acid exists in all living species, ranging from bacteria to humans. Galacturonic acid has been found in flaxseeds. Galacturonic acid has also been detected, but not quantified in several different foods, such as common grapes, cocoa beans, roselles, cow milk, and figs.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0000890 (Galacturonic acid)


  Mrv1652303202019002D          

 13 12  0  0  1  0            999 V2000
   12.6753   -4.4406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3898   -2.3781    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9609   -2.3781    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1043   -4.4406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5319   -3.2031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2464   -4.4406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8188   -2.3781    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6753   -3.6156    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.3898   -3.2031    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.9609   -3.2031    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.1043   -3.6156    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.2464   -3.6156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8188   -3.2031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  8  1  1  1  0  0  0
  9  2  1  6  0  0  0
 10  3  1  1  0  0  0
 11  4  1  6  0  0  0
  5 12  1  0  0  0  0
  6 12  2  0  0  0  0
  7 13  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  9 11  1  0  0  0  0
 10 12  1  0  0  0  0
 11 13  1  0  0  0  0
M  END
Download

3D MOL for NP0000890 (Galacturonic acid)

HMDB0002545
     RDKit          3D
Galacturonic acid
 23 22  0  0  0  0  0  0  0  0999 V2000
   -3.6497    0.2405   -0.8210 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0668    0.8402    0.0557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6779    0.4964    0.4937 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2842    1.3304    1.4854 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7739    0.3107   -0.6767 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4382    1.4382   -1.3912 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2422   -0.7541   -0.6003 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4233   -1.2615   -1.9522 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6462   -0.4032   -0.2150 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3268   -1.6726   -0.3204 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9073    0.0837    1.1274 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6454    1.2553    1.4667 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4658   -0.7065    2.1385 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5755    1.6575    0.5392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7841   -0.5358    0.9557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9964    0.8892    2.3217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5574   -0.1700   -1.4515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1324    1.1412   -2.2885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1655   -1.6217   -0.0549 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9847   -0.5704   -2.4287 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1317    0.2025   -1.0139 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2862   -1.5190   -0.4325 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0424   -0.6711    3.0627 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 11 13  1  0
  2 14  1  0
  3 15  1  1
  4 16  1  0
  5 17  1  6
  6 18  1  0
  7 19  1  1
  8 20  1  0
  9 21  1  6
 10 22  1  0
 13 23  1  0
M  END
Download

3D SDF for NP0000890 (Galacturonic acid)


  Mrv1652303202019002D          

 13 12  0  0  1  0            999 V2000
   12.6753   -4.4406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3898   -2.3781    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9609   -2.3781    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1043   -4.4406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5319   -3.2031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2464   -4.4406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8188   -2.3781    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6753   -3.6156    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.3898   -3.2031    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.9609   -3.2031    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.1043   -3.6156    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.2464   -3.6156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8188   -3.2031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  8  1  1  1  0  0  0
  9  2  1  6  0  0  0
 10  3  1  1  0  0  0
 11  4  1  6  0  0  0
  5 12  1  0  0  0  0
  6 12  2  0  0  0  0
  7 13  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  9 11  1  0  0  0  0
 10 12  1  0  0  0  0
 11 13  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0000890

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C6H10O7/c7-1-2(8)3(9)4(10)5(11)6(12)13/h1-5,8-11H,(H,12,13)/t2-,3+,4+,5-/m0/s1

> <INCHI_KEY>
IAJILQKETJEXLJ-RSJOWCBRSA-N

> <FORMULA>
C6H10O7

> <MOLECULAR_WEIGHT>
194.1394

> <EXACT_MASS>
194.042652674

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
23

> <JCHEM_AVERAGE_POLARIZABILITY>
16.23442601587284

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3R,4S,5R)-2,3,4,5-tetrahydroxy-6-oxohexanoic acid

> <ALOGPS_LOGP>
-2.32

> <JCHEM_LOGP>
-3.248086025

> <ALOGPS_LOGS>
-0.29

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.262057101736255

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.2378873610898107

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6897568428527263

> <JCHEM_POLAR_SURFACE_AREA>
135.29

> <JCHEM_REFRACTIVITY>
37.213

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.00e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
aldehydo-D-galacturonic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0000890 (Galacturonic acid)

HMDB0002545
     RDKit          3D
Galacturonic acid
 23 22  0  0  0  0  0  0  0  0999 V2000
   -3.6497    0.2405   -0.8210 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0668    0.8402    0.0557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6779    0.4964    0.4937 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2842    1.3304    1.4854 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7739    0.3107   -0.6767 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4382    1.4382   -1.3912 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2422   -0.7541   -0.6003 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4233   -1.2615   -1.9522 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6462   -0.4032   -0.2150 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3268   -1.6726   -0.3204 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9073    0.0837    1.1274 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6454    1.2553    1.4667 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4658   -0.7065    2.1385 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5755    1.6575    0.5392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7841   -0.5358    0.9557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9964    0.8892    2.3217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5574   -0.1700   -1.4515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1324    1.1412   -2.2885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1655   -1.6217   -0.0549 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9847   -0.5704   -2.4287 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1317    0.2025   -1.0139 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2862   -1.5190   -0.4325 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0424   -0.6711    3.0627 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 11 13  1  0
  2 14  1  0
  3 15  1  1
  4 16  1  0
  5 17  1  6
  6 18  1  0
  7 19  1  1
  8 20  1  0
  9 21  1  6
 10 22  1  0
 13 23  1  0
M  END
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PDB for NP0000890 (Galacturonic acid)

HEADER    PROTEIN                                 20-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-MAR-20         0                                  
HETATM    1  O   UNK     0      23.661  -8.289   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      24.994  -4.439   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      22.327  -4.439   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      26.328  -8.289   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      19.660  -5.979   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      20.993  -8.289   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      27.662  -4.439   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      23.661  -6.749   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      24.994  -5.979   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      22.327  -5.979   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      26.328  -6.749   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      20.993  -6.749   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      27.662  -5.979   0.000  0.00  0.00           C+0
CONECT    1    8                                                            
CONECT    2    9                                                            
CONECT    3   10                                                            
CONECT    4   11                                                            
CONECT    5   12                                                            
CONECT    6   12                                                            
CONECT    7   13                                                            
CONECT    8    1    9   10                                                  
CONECT    9    2    8   11                                                  
CONECT   10    3    8   12                                                  
CONECT   11    4    9   13                                                  
CONECT   12    5    6   10                                                  
CONECT   13    7   11                                                       
MASTER        0    0    0    0    0    0    0    0   13    0   24    0
END
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3D PDB for NP0000890 (Galacturonic acid)

COMPND    HMDB0002545
HETATM    1  O1  UNL     1      -3.650   0.241  -0.821  1.00  0.00           O  
HETATM    2  C1  UNL     1      -3.067   0.840   0.056  1.00  0.00           C  
HETATM    3  C2  UNL     1      -1.678   0.496   0.494  1.00  0.00           C  
HETATM    4  O2  UNL     1      -1.284   1.330   1.485  1.00  0.00           O  
HETATM    5  C3  UNL     1      -0.774   0.311  -0.677  1.00  0.00           C  
HETATM    6  O3  UNL     1      -0.438   1.438  -1.391  1.00  0.00           O  
HETATM    7  C4  UNL     1       0.242  -0.754  -0.600  1.00  0.00           C  
HETATM    8  O4  UNL     1       0.423  -1.262  -1.952  1.00  0.00           O  
HETATM    9  C5  UNL     1       1.646  -0.403  -0.215  1.00  0.00           C  
HETATM   10  O5  UNL     1       2.327  -1.673  -0.320  1.00  0.00           O  
HETATM   11  C6  UNL     1       1.907   0.084   1.127  1.00  0.00           C  
HETATM   12  O6  UNL     1       1.645   1.255   1.467  1.00  0.00           O  
HETATM   13  O7  UNL     1       2.466  -0.706   2.138  1.00  0.00           O  
HETATM   14  H1  UNL     1      -3.575   1.657   0.539  1.00  0.00           H  
HETATM   15  H2  UNL     1      -1.784  -0.536   0.956  1.00  0.00           H  
HETATM   16  H3  UNL     1      -0.996   0.889   2.322  1.00  0.00           H  
HETATM   17  H4  UNL     1      -1.557  -0.170  -1.452  1.00  0.00           H  
HETATM   18  H5  UNL     1      -0.132   1.141  -2.288  1.00  0.00           H  
HETATM   19  H6  UNL     1      -0.165  -1.622  -0.055  1.00  0.00           H  
HETATM   20  H7  UNL     1       0.985  -0.570  -2.429  1.00  0.00           H  
HETATM   21  H8  UNL     1       2.132   0.203  -1.014  1.00  0.00           H  
HETATM   22  H9  UNL     1       3.286  -1.519  -0.432  1.00  0.00           H  
HETATM   23  H10 UNL     1       2.042  -0.671   3.063  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   14
CONECT    3    4    5   15
CONECT    4   16
CONECT    5    6    7   17
CONECT    6   18
CONECT    7    8    9   19
CONECT    8   20
CONECT    9   10   11   21
CONECT   10   22
CONECT   11   12   12   13
CONECT   13   23
END
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SMILES for NP0000890 (Galacturonic acid)

O[C@@H](C=O)[C@@H](O)[C@@H](O)[C@H](O)C(O)=O
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INCHI for NP0000890 (Galacturonic acid)

InChI=1S/C6H10O7/c7-1-2(8)3(9)4(10)5(11)6(12)13/h1-5,8-11H,(H,12,13)/t2-,3+,4+,5-/m0/s1
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View in JSmolView NMR Assignments
Synonyms
ValueSource
(2S,3R,4S,5R)-2,3,4,5-Tetrahydroxy-6-oxohexanoic acidChEBI
D-Galacturonic acidChEBI
(2S,3R,4S,5R)-2,3,4,5-Tetrahydroxy-6-oxohexanoateGenerator
D-GalacturonateGenerator
GalacturonateGenerator
DL-Galacturonic acidHMDB
D-Galactopyranuronic acidHMDB
Galacturonic acid, (D)-isomerHMDB
Galacturonic acid, (alpha-D)-isomerHMDB
Galacturonic acid, calcium, sodium salt, (D)-isomerHMDB
Galacturonic acid, monosodium salt, (D)-isomerHMDB
Aldehydo-D-galacturonateHMDB
Polygalacturonic acid, aluminum saltHMDB
Sodium pectateHMDB
GalacturonanHMDB
HomogalacturonanHMDB
Pectic acidHMDB
Polygalacturonic acid homopolymerHMDB
Polygalacturonic acid, sulfatedHMDB
Calcium polygalacturonateHMDB
PectateHMDB
Polygalacturonic acidHMDB
Polygalacturonic acid, calcium saltHMDB
Polygalacturonic acid, homopolymer sodium saltHMDB
Sodium polygalacturonateHMDB
Anhydrogalacturonic acidHMDB
Calcium pectateHMDB
Polygalacturonic acid, homopolymer (D)-isomerHMDB
Aldehydo-D-galacturonic acidHMDB
(DL)-Galacturonic acidHMDB
(D)-Galacturonic acidHMDB
Galacturonic acidMeSH
Chemical FormulaC6H10O7
Average Mass194.1394 Da
Monoisotopic Mass194.04265 Da
IUPAC Name(2S,3R,4S,5R)-2,3,4,5-tetrahydroxy-6-oxohexanoic acid
Traditional Namealdehydo-D-galacturonic acid
CAS Registry Number14982-50-4
SMILES
O[C@@H](C=O)[C@@H](O)[C@@H](O)[C@H](O)C(O)=O
InChI Identifier
InChI=1S/C6H10O7/c7-1-2(8)3(9)4(10)5(11)6(12)13/h1-5,8-11H,(H,12,13)/t2-,3+,4+,5-/m0/s1
InChI KeyIAJILQKETJEXLJ-RSJOWCBRSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 25 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Abelmoschus esculentusFooDB
Anas platyrhynchosFooDB
AnatidaeFooDB
Angelica gigasLOTUS Database
Anser anserFooDB
Apium graveolensFooDB
Arabidopsis thalianaKNApSAcK Database
Bison bisonFooDB
Bos taurusFooDB
Bos taurus X Bison bisonFooDB
Bubalus bubalisFooDB
Cannabis sativaCannabisDB
      Not Available
Capra aegagrus hircusFooDB
CervidaeFooDB
Cervus canadensisFooDB
Citrus X sinensis (L.) Osbeck (pro. sp.)FooDB
Codonopsis pilosulaLOTUS Database
ColumbaFooDB
ColumbidaeFooDB
Daucus carotaKNApSAcK Database
Dromaius novaehollandiaeFooDB
Equus caballusFooDB
Eremogone biebersteiniiLOTUS Database
Ficus caricaFooDB
Gallus gallusFooDB
Glycyrrhiza glabraLOTUS Database
Helianthus annuusLOTUS Database
Helianthus annuus L.FooDB
Hibiscus sabbariffaFooDB
Lagopus mutaFooDB
LeporidaeFooDB
Lepus timidusFooDB
Linum usitatissimumFooDB
Marchantia berteroanaKNApSAcK Database
Matricaria recutitaFooDB
Melanitta fuscaFooDB
Meleagris gallopavoFooDB
Momordica charantiaFooDB
Numida meleagrisFooDB
OdocoileusFooDB
Olea europaeaFooDB
OryctolagusFooDB
Ovis ariesFooDB
Phaseolus vulgarisKNApSAcK Database
PhasianidaeFooDB
Phasianus colchicusFooDB
Phoenix dactyliferaFooDB
Pisum sativumKNApSAcK Database
Primula verisLOTUS Database
Prunus cerasusFooDB
Sinapis albaFooDB
Struthio camelusFooDB
Sus scrofaFooDB
Sus scrofa domesticaFooDB
Symplocos tinctoriaLOTUS Database
Tamarindus indicaFooDB
Theobroma cacaoFooDB
Triticum aestivumKNApSAcK Database
Vitis vinifera L.FooDB
Chemical Taxonomy
Description Belongs to the class of organic compounds known as glucuronic acid derivatives. Glucuronic acid derivatives are compounds containing a glucuronic acid moiety (or a derivative), which consists of a glucose moiety with the C6 carbon oxidized to a carboxylic acid.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentGlucuronic acid derivatives
Alternative Parents
Substituents
  • Glucuronic acid or derivatives
  • Hexose monosaccharide
  • Medium-chain hydroxy acid
  • Medium-chain fatty acid
  • Beta-hydroxy acid
  • Hydroxy fatty acid
  • Monosaccharide
  • Fatty acyl
  • Hydroxy acid
  • Fatty acid
  • Alpha-hydroxy acid
  • Beta-hydroxy aldehyde
  • Alpha-hydroxyaldehyde
  • Secondary alcohol
  • Polyol
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Aldehyde
  • Carbonyl group
  • Alcohol
  • Organic oxide
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point166.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Boiling Point553.40 °C. @ 760.00 mm Hg (est)The Good Scents Company Information System
Water Solubility1000000 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP-1.490 (est)The Good Scents Company Information System
Predicted Properties
PropertyValueSource
Water Solubility100 g/LALOGPS
logP-2.3ALOGPS
logP-3.2ChemAxon
logS-0.29ALOGPS
pKa (Strongest Acidic)3.24ChemAxon
pKa (Strongest Basic)-3.7ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area135.29 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity37.21 m³·mol⁻¹ChemAxon
Polarizability16.23 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0002545
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB001160
KNApSAcK IDC00001120
Chemspider ID76444
KEGG Compound IDC08348
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkD-Galacturonic acid
METLIN ID6713
PubChem Compound84740
PDB IDNot Available
ChEBI ID47962
Good Scents IDrw1233811
References
General References
  1. Wu AM, Song SC, Chen YY, Gilboa-Garber N: Defining the carbohydrate specificities of aplysia gonad lectin exhibiting a peculiar D-galacturonic acid affinity. J Biol Chem. 2000 May 12;275(19):14017-24. [PubMed:10799474 ]
  2. Hommes FA, Varghese M: High-performance liquid chromatography of urinary oligosaccharides in the diagnosis of glycoprotein degradation disorders. Clin Chim Acta. 1991 Dec 16;203(2-3):211-24. [PubMed:1777982 ]
  3. Melzer N, Wittenburg D, Hartwig S, Jakubowski S, Kesting U, Willmitzer L, Lisec J, Reinsch N, Repsilber D: Investigating associations between milk metabolite profiles and milk traits of Holstein cows. J Dairy Sci. 2013 Mar;96(3):1521-34. doi: 10.3168/jds.2012-5743. [PubMed:23438684 ]
  4. Ikota N: [Stereoselective synthesis of polyhydroxylated amines using (S)-pyroglutamic acid derivatives]. Yakugaku Zasshi. 2014;134(1):77-88. doi: 10.1248/yakushi.13-00217. [PubMed:24389621 ]
  5. Guo X, Liu T, Valenzano CR, Deng Z, Cane DE: Mechanism and stereospecificity of a fully saturating polyketide synthase module: nanchangmycin synthase module 2 and its dehydratase domain. J Am Chem Soc. 2010 Oct 27;132(42):14694-6. doi: 10.1021/ja1073432. [PubMed:20925339 ]
  6. Teixeira FM, Coelho MN, Jose-Chagas FDN, Malvar DDC, Kanashiro A, Cunha FQ, Machado Vianna-Filho MD, da Cunha Pinto A, Vanderlinde FA, Costa SS: Oral treatments with a flavonoid-enriched fraction from Cecropia hololeuca and with rutin reduce articular pain and inflammation in murine zymosan-induced arthritis. J Ethnopharmacol. 2020 Oct 5;260:112841. doi: 10.1016/j.jep.2020.112841. Epub 2020 Apr 5. [PubMed:32268203 ]
  7. Abekura F, Park J, Kwak CH, Ha SH, Cho SH, Chang YC, Ha KT, Chang HW, Lee YC, Chung TW, Kim CH: Esculentoside B inhibits inflammatory response through JNK and downstream NF-kappaB signaling pathway in LPS-triggered murine macrophage RAW 264.7 cells. Int Immunopharmacol. 2019 Mar;68:156-163. doi: 10.1016/j.intimp.2019.01.003. Epub 2019 Jan 9. [PubMed:30639961 ]
  8. Germay O, Kumar N, Moore CG, Thomas EJ: Total syntheses of pamamycin 607 and methyl nonactate: stereoselective cyclisation of homoallylic alcohols that had been prepared with remote stereocontrol using allylstannanes. Org Biomol Chem. 2012 Dec 28;10(48):9709-33. doi: 10.1039/c2ob26801a. Epub 2012 Nov 15. [PubMed:23154487 ]
  9. Zhang L, Zhang J, Li ZJ, Qin YY, Lin QP, Yao YG: Breaking the mirror: pH-controlled chirality generation from a meso ligand to a racemic ligand. Chemistry. 2009;15(4):989-1000. doi: 10.1002/chem.200801948. [PubMed:19086049 ]