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Showing metabocard for 3-Keto-b-D-galactose (HMDB0001385)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2005-11-16 15:48:42 UTC
Update Date2023-02-21 17:15:39 UTC
HMDB IDHMDB0001385
Secondary Accession Numbers
  • HMDB01385
Metabolite Identification
Common Name3-Keto-b-D-galactose
Description3-Keto-b-D-galactose is an intermediate in Galactose metabolism, N-Glycan degradation, Glycosaminoglycan degradation, glycerolipid metabolism, Sphingolipid metabolism, Glycosphingolipid biosynthesis - ganglioseries and Glycan structures - degradation through the enzyme galactosidase, beta 1 [EC:3.2.1.23], and an intermediate of Fructose and mannose metabolism, Galactose metabolism, Ascorbate and aldarate metabolism, Bile acid biosynthesis, Glycine, serine and threonine metabolism, Lysine degradation, Bisphenol A degradation, Nucleotide sugars metabolism, Linoleic acid metabolism, Tetrachloroethene degradation, and Butanoate metabolism through th enzyme retinol dehydrogenase 13 (all-trans/9-cis) [EC:1.1.1.-] (KEGG).
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0001385 (3-Keto-b-D-galactose)

  Mrv0541 02231219062D          

 12 12  0  0  1  0            999 V2000
   -0.5475    0.5284    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5475   -0.2966    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1672    0.9390    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2545    0.9390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1672   -0.7148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2545   -0.7148    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8896    0.5284    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8895    0.4068    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8896   -0.2966    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1672   -1.5398    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6081    0.9390    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6081   -0.7148    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  1  0  0  0
  2  5  1  0  0  0  0
  2  6  1  1  0  0  0
  3  7  1  0  0  0  0
  4  8  1  0  0  0  0
  5  9  1  0  0  0  0
  5 10  2  0  0  0  0
  7 11  1  1  0  0  0
  9 12  1  6  0  0  0
  7  9  1  0  0  0  0
M  END
Download

3D MOL for HMDB0001385 (3-Keto-b-D-galactose)

HMDB0001385
     RDKit          3D
3-Keto-b-D-galactose
 22 22  0  0  0  0  0  0  0  0999 V2000
   -1.4097   -1.2820   -1.9016 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1130   -0.7734   -0.8555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0023    0.1555   -0.0909 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5052   -0.5234    1.0382 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1717    1.3409    0.3049 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7328    2.5508   -0.0587 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1185    1.3023   -0.2393 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7866    0.2172    0.3049 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2551    0.3676   -0.0417 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9779   -0.7039    0.4850 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2239   -1.0592   -0.2394 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0864   -1.6308   -1.1682 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8439    0.4215   -0.7307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1589   -1.4712    1.0413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0611    1.3228    1.4059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8130    2.6657   -1.0301 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6239    0.2278    1.4006 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4095    0.3444   -1.1375 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6543    1.3295    0.3334 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1257   -0.5380    1.4371 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0381   -1.8183    0.5488 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5117   -2.4457   -0.8064 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
  8  9  1  0
  9 10  1  0
  8 11  1  0
 11 12  1  0
 11  2  1  0
  3 13  1  6
  4 14  1  0
  5 15  1  1
  6 16  1  0
  8 17  1  1
  9 18  1  0
  9 19  1  0
 10 20  1  0
 11 21  1  1
 12 22  1  0
M  END
Download

3D SDF for HMDB0001385 (3-Keto-b-D-galactose)

  Mrv0541 02231219062D          

 12 12  0  0  1  0            999 V2000
   -0.5475    0.5284    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5475   -0.2966    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1672    0.9390    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2545    0.9390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1672   -0.7148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2545   -0.7148    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8896    0.5284    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8895    0.4068    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8896   -0.2966    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1672   -1.5398    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6081    0.9390    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6081   -0.7148    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  1  0  0  0
  2  5  1  0  0  0  0
  2  6  1  1  0  0  0
  3  7  1  0  0  0  0
  4  8  1  0  0  0  0
  5  9  1  0  0  0  0
  5 10  2  0  0  0  0
  7 11  1  1  0  0  0
  9 12  1  6  0  0  0
  7  9  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0001385

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C6H10O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-3,5-8,10-11H,1H2/t2-,3+,5-,6-/m1/s1

> <INCHI_KEY>
APIQNBNBIICCON-FKMSRSAHSA-N

> <FORMULA>
C6H10O6

> <MOLECULAR_WEIGHT>
178.14

> <EXACT_MASS>
178.047738052

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
15.285903127904255

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3S,5S,6R)-2,3,5-trihydroxy-6-(hydroxymethyl)oxan-4-one

> <ALOGPS_LOGP>
-2.21

> <JCHEM_LOGP>
-2.317363043666667

> <ALOGPS_LOGS>
0.53

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.78856668042337

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.362549225546926

> <JCHEM_PKA_STRONGEST_BASIC>
-2.986634539472109

> <JCHEM_POLAR_SURFACE_AREA>
107.22

> <JCHEM_REFRACTIVITY>
35.156699999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.08e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-keto-b-D-galactose

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0001385 (3-Keto-b-D-galactose)

HMDB0001385
     RDKit          3D
3-Keto-b-D-galactose
 22 22  0  0  0  0  0  0  0  0999 V2000
   -1.4097   -1.2820   -1.9016 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1130   -0.7734   -0.8555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0023    0.1555   -0.0909 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5052   -0.5234    1.0382 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1717    1.3409    0.3049 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7328    2.5508   -0.0587 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1185    1.3023   -0.2393 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7866    0.2172    0.3049 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2551    0.3676   -0.0417 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9779   -0.7039    0.4850 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2239   -1.0592   -0.2394 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0864   -1.6308   -1.1682 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8439    0.4215   -0.7307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1589   -1.4712    1.0413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0611    1.3228    1.4059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8130    2.6657   -1.0301 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6239    0.2278    1.4006 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4095    0.3444   -1.1375 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6543    1.3295    0.3334 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1257   -0.5380    1.4371 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0381   -1.8183    0.5488 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5117   -2.4457   -0.8064 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
  8  9  1  0
  9 10  1  0
  8 11  1  0
 11 12  1  0
 11  2  1  0
  3 13  1  6
  4 14  1  0
  5 15  1  1
  6 16  1  0
  8 17  1  1
  9 18  1  0
  9 19  1  0
 10 20  1  0
 11 21  1  1
 12 22  1  0
M  END
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PDB for HMDB0001385 (3-Keto-b-D-galactose)

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      -1.022   0.986   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.022  -0.554   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       0.312   1.753   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -2.342   1.753   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.312  -1.334   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -2.342  -1.334   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       1.661   0.986   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -3.527   0.759   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       1.661  -0.554   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       0.312  -2.874   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       3.002   1.753   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       3.002  -1.334   0.000  0.00  0.00           O+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6                                                  
CONECT    3    1    7                                                       
CONECT    4    1    8                                                       
CONECT    5    2    9   10                                                  
CONECT    6    2                                                            
CONECT    7    3   11    9                                                  
CONECT    8    4                                                            
CONECT    9    5   12    7                                                  
CONECT   10    5                                                            
CONECT   11    7                                                            
CONECT   12    9                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END
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3D PDB for HMDB0001385 (3-Keto-b-D-galactose)

COMPND    HMDB0001385
HETATM    1  O1  UNL     1      -1.410  -1.282  -1.902  1.00  0.00           O  
HETATM    2  C1  UNL     1      -1.113  -0.773  -0.856  1.00  0.00           C  
HETATM    3  C2  UNL     1      -2.002   0.156  -0.091  1.00  0.00           C  
HETATM    4  O2  UNL     1      -2.505  -0.523   1.038  1.00  0.00           O  
HETATM    5  C3  UNL     1      -1.172   1.341   0.305  1.00  0.00           C  
HETATM    6  O3  UNL     1      -1.733   2.551  -0.059  1.00  0.00           O  
HETATM    7  O4  UNL     1       0.118   1.302  -0.239  1.00  0.00           O  
HETATM    8  C4  UNL     1       0.787   0.217   0.305  1.00  0.00           C  
HETATM    9  C5  UNL     1       2.255   0.368  -0.042  1.00  0.00           C  
HETATM   10  O5  UNL     1       2.978  -0.704   0.485  1.00  0.00           O  
HETATM   11  C6  UNL     1       0.224  -1.059  -0.239  1.00  0.00           C  
HETATM   12  O6  UNL     1       1.086  -1.631  -1.168  1.00  0.00           O  
HETATM   13  H1  UNL     1      -2.844   0.421  -0.731  1.00  0.00           H  
HETATM   14  H2  UNL     1      -2.159  -1.471   1.041  1.00  0.00           H  
HETATM   15  H3  UNL     1      -1.061   1.323   1.406  1.00  0.00           H  
HETATM   16  H4  UNL     1      -1.813   2.666  -1.030  1.00  0.00           H  
HETATM   17  H5  UNL     1       0.624   0.228   1.401  1.00  0.00           H  
HETATM   18  H6  UNL     1       2.410   0.344  -1.137  1.00  0.00           H  
HETATM   19  H7  UNL     1       2.654   1.330   0.333  1.00  0.00           H  
HETATM   20  H8  UNL     1       3.126  -0.538   1.437  1.00  0.00           H  
HETATM   21  H9  UNL     1       0.038  -1.818   0.549  1.00  0.00           H  
HETATM   22  H10 UNL     1       1.512  -2.446  -0.806  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   11
CONECT    3    4    5   13
CONECT    4   14
CONECT    5    6    7   15
CONECT    6   16
CONECT    7    8
CONECT    8    9   11   17
CONECT    9   10   18   19
CONECT   10   20
CONECT   11   12   21
CONECT   12   22
END
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SMILES for HMDB0001385 (3-Keto-b-D-galactose)

OC[C@H]1O[C@@H](O)[C@H](O)C(=O)[C@H]1O
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INCHI for HMDB0001385 (3-Keto-b-D-galactose)

InChI=1S/C6H10O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-3,5-8,10-11H,1H2/t2-,3+,5-,6-/m1/s1
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
3-Dehydro-beta-D-galactoseHMDB
3-Dehydro-beta-delta-galactoseHMDB
3-Keto-beta-D-galactoseHMDB
3-Keto-beta-delta-galactoseHMDB
3-Keto-β-D-galactoseHMDB
3-Keto-b-D-galactoseGenerator
Chemical FormulaC6H10O6
Average Molecular Weight178.14
Monoisotopic Molecular Weight178.047738052
IUPAC Name(2R,3S,5S,6R)-2,3,5-trihydroxy-6-(hydroxymethyl)oxan-4-one
Traditional Name3-keto-b-D-galactose
CAS Registry NumberNot Available
SMILES
OC[C@H]1O[C@@H](O)[C@H](O)C(=O)[C@H]1O
InChI Identifier
InChI=1S/C6H10O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-3,5-8,10-11H,1H2/t2-,3+,5-,6-/m1/s1
InChI KeyAPIQNBNBIICCON-FKMSRSAHSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as hexoses. These are monosaccharides in which the sugar unit is a is a six-carbon containing moeity.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentHexoses
Alternative Parents
Substituents
  • Hexose monosaccharide
  • Oxane
  • Cyclic ketone
  • Secondary alcohol
  • Ketone
  • Hemiacetal
  • Oxacycle
  • Organoheterocyclic compound
  • Polyol
  • Organic oxide
  • Hydrocarbon derivative
  • Primary alcohol
  • Carbonyl group
  • Alcohol
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm (predicted from logP)
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB030433
KNApSAcK IDNot Available
Chemspider ID389534
KEGG Compound IDC05394
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID6206
PubChem Compound440653
PDB IDNot Available
ChEBI ID27453
Food Biomarker OntologyNot Available
VMH IDHC01440
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Enzymes

Enzyme Details
1. Lactase-phlorizin hydrolase
General function:
Involved in hydrolase activity, hydrolyzing O-glycosyl compounds
Specific function:
LPH splits lactose in the small intestine.
Gene Name:
LCT
Uniprot ID:
P09848
Molecular weight:
218584.77
Enzyme Details
2. Beta-galactosidase
General function:
Involved in hydrolase activity, hydrolyzing O-glycosyl compounds
Specific function:
Cleaves beta-linked terminal galactosyl residues from gangliosides, glycoproteins, and glycosaminoglycans. Isoform 2 has no beta-galactosidase catalytic activity, but plays functional roles in the formation of extracellular elastic fibers (elastogenesis) and in the development of connective tissue. Seems to be identical to the elastin-binding protein (EBP), a major component of the non-integrin cell surface receptor expressed on fibroblasts, smooth muscle cells, chondroblasts, leukocytes, and certain cancer cell types. In elastin producing cells, associates with tropoelastin intracellularly and functions as a recycling molecular chaperone which facilitates the secretions of tropoelastin and its assembly into elastic fibers.
Gene Name:
GLB1
Uniprot ID:
P16278
Molecular weight:
Not Available