Showing metabocard for D-Tagatose (MMDBc0000244)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2020-10-27 23:41:07 UTC
Update Date2024-04-30 19:31:39 UTC
Metabolite IDMMDBc0000244
Metabolite Identification
Common NameD-Tagatose
DescriptionD-Tagatose (CAS: 87-81-0), a rare natural hexoketose, is an isomer of D-galactose. D-Tagatose occurs naturally in Sterculia setigera gum, and it is also found in small quantities in various foods such as sterilized and powdered cow's milk, hot cocoa, and a variety of cheeses, yogurts, and other dairy products. It can be synthesized from D-galactose by isomerization under alkaline conditions in the presence of calcium. D-Tagatose has numerous health benefits, including promotion of weight loss; no glycemic effect; anti-plaque, non-cariogenic, anti-halitosis, prebiotic, and anti-biofilm properties; organ transplants; enhancement of flavor; improvement of pregnancy and fetal development; obesity treatment; and reduction in symptoms associated with type 2 diabetes, hyperglycemia, anemia, and hemophilia (PMID: 17492284 ).
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007feca10839b0>


  Mrv1652305271900072D          

 12 12  0  0  1  0            999 V2000
   15.5117   -6.7519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7612   -7.3372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9610   -6.9682    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.6867   -6.1333    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2466   -6.5557    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5321   -6.9682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5321   -7.7932    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.8177   -8.2057    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2466   -8.2057    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.2466   -9.0307    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9610   -7.7932    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.6755   -8.2057    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  1  0  0  0
  3  5  1  0  0  0  0
  3 11  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  6  0  0  0
  7  9  1  0  0  0  0
  9 10  1  1  0  0  0
  9 11  1  0  0  0  0
 11 12  1  1  0  0  0
M  END
Download

3D MOL for #<Metabolite:0x00007feca10839b0>

HMDB0003418
     RDKit          3D
D-Tagatose
 24 24  0  0  0  0  0  0  0  0999 V2000
   -3.0323    1.3708   -0.2268 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2190    0.4967    0.4680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9293    0.2180   -0.3159 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3219   -0.3380   -1.5210 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2634    1.3921   -0.5421 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8831    1.5156    0.2426 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8602    0.4626   -0.2310 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0721    0.6958    0.4404 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2844   -0.8807    0.1206 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4988   -1.7884   -0.9167 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1543   -0.7727    0.5224 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8328   -1.9843    0.4376 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9339    0.9654   -0.3930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7179   -0.4532    0.7457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8644    0.9536    1.4341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9401    0.3356   -1.9488 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6677    1.3795    1.3274 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2751    2.5362    0.0650 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9679    0.5967   -1.3295 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7907    0.3088   -0.1130 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8516   -1.2552    1.0042 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7204   -2.6951   -0.5509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2315   -0.4370    1.5756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4309   -2.6227   -0.1760 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  6
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11  3  1  0
  1 13  1  0
  2 14  1  0
  2 15  1  0
  4 16  1  0
  6 17  1  0
  6 18  1  0
  7 19  1  6
  8 20  1  0
  9 21  1  1
 10 22  1  0
 11 23  1  1
 12 24  1  0
M  END
Download

3D SDF for #<Metabolite:0x00007feca10839b0>


  Mrv1652305271900072D          

 12 12  0  0  1  0            999 V2000
   15.5117   -6.7519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7612   -7.3372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9610   -6.9682    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.6867   -6.1333    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2466   -6.5557    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5321   -6.9682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5321   -7.7932    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.8177   -8.2057    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2466   -8.2057    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.2466   -9.0307    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9610   -7.7932    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.6755   -8.2057    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  1  0  0  0
  3  5  1  0  0  0  0
  3 11  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  6  0  0  0
  7  9  1  0  0  0  0
  9 10  1  1  0  0  0
  9 11  1  0  0  0  0
 11 12  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000244

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C6H12O6/c7-2-6(11)5(10)4(9)3(8)1-12-6/h3-5,7-11H,1-2H2/t3-,4+,5+,6-/m1/s1

> <INCHI_KEY>
LKDRXBCSQODPBY-DPYQTVNSSA-N

> <FORMULA>
C6H12O6

> <MOLECULAR_WEIGHT>
180.156

> <EXACT_MASS>
180.063388106

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
24

> <JCHEM_AVERAGE_POLARIZABILITY>
16.020146347109872

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3S,4S,5R)-2-(hydroxymethyl)oxane-2,3,4,5-tetrol

> <ALOGPS_LOGP>
-2.51

> <JCHEM_LOGP>
-2.7579993179999995

> <ALOGPS_LOGS>
0.82

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.643871080491373

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.291030669254257

> <JCHEM_PKA_STRONGEST_BASIC>
-3.450704169945884

> <JCHEM_POLAR_SURFACE_AREA>
110.38000000000001

> <JCHEM_REFRACTIVITY>
36.3608

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.19e+03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
β-D-tagatopyranose

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for #<Metabolite:0x00007feca10839b0>

HMDB0003418
     RDKit          3D
D-Tagatose
 24 24  0  0  0  0  0  0  0  0999 V2000
   -3.0323    1.3708   -0.2268 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2190    0.4967    0.4680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9293    0.2180   -0.3159 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3219   -0.3380   -1.5210 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2634    1.3921   -0.5421 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8831    1.5156    0.2426 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8602    0.4626   -0.2310 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0721    0.6958    0.4404 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2844   -0.8807    0.1206 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4988   -1.7884   -0.9167 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1543   -0.7727    0.5224 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8328   -1.9843    0.4376 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9339    0.9654   -0.3930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7179   -0.4532    0.7457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8644    0.9536    1.4341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9401    0.3356   -1.9488 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6677    1.3795    1.3274 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2751    2.5362    0.0650 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9679    0.5967   -1.3295 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7907    0.3088   -0.1130 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8516   -1.2552    1.0042 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7204   -2.6951   -0.5509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2315   -0.4370    1.5756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4309   -2.6227   -0.1760 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  6
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11  3  1  0
  1 13  1  0
  2 14  1  0
  2 15  1  0
  4 16  1  0
  6 17  1  0
  6 18  1  0
  7 19  1  6
  8 20  1  0
  9 21  1  1
 10 22  1  0
 11 23  1  1
 12 24  1  0
M  END
Download

PDB for #<Metabolite:0x00007feca10839b0>

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  O   UNK     0      28.955 -12.604   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      27.554 -13.696   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      26.061 -13.007   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      27.415 -11.449   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      24.727 -12.237   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      23.393 -13.007   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      23.393 -14.547   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      22.060 -15.317   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      24.727 -15.317   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      24.727 -16.857   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      26.061 -14.547   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      27.394 -15.317   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5   11                                             
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   11                                                  
CONECT   10    9                                                            
CONECT   11    3    9   12                                                  
CONECT   12   11                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END
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3D PDB for #<Metabolite:0x00007feca10839b0>

COMPND    HMDB0003418
HETATM    1  O1  UNL     1      -3.032   1.371  -0.227  1.00  0.00           O  
HETATM    2  C1  UNL     1      -2.219   0.497   0.468  1.00  0.00           C  
HETATM    3  C2  UNL     1      -0.929   0.218  -0.316  1.00  0.00           C  
HETATM    4  O2  UNL     1      -1.322  -0.338  -1.521  1.00  0.00           O  
HETATM    5  O3  UNL     1      -0.263   1.392  -0.542  1.00  0.00           O  
HETATM    6  C3  UNL     1       0.883   1.516   0.243  1.00  0.00           C  
HETATM    7  C4  UNL     1       1.860   0.463  -0.231  1.00  0.00           C  
HETATM    8  O4  UNL     1       3.072   0.696   0.440  1.00  0.00           O  
HETATM    9  C5  UNL     1       1.284  -0.881   0.121  1.00  0.00           C  
HETATM   10  O5  UNL     1       1.499  -1.788  -0.917  1.00  0.00           O  
HETATM   11  C6  UNL     1      -0.154  -0.773   0.522  1.00  0.00           C  
HETATM   12  O6  UNL     1      -0.833  -1.984   0.438  1.00  0.00           O  
HETATM   13  H1  UNL     1      -3.934   0.965  -0.393  1.00  0.00           H  
HETATM   14  H2  UNL     1      -2.718  -0.453   0.746  1.00  0.00           H  
HETATM   15  H3  UNL     1      -1.864   0.954   1.434  1.00  0.00           H  
HETATM   16  H4  UNL     1      -1.940   0.336  -1.949  1.00  0.00           H  
HETATM   17  H5  UNL     1       0.668   1.379   1.327  1.00  0.00           H  
HETATM   18  H6  UNL     1       1.275   2.536   0.065  1.00  0.00           H  
HETATM   19  H7  UNL     1       1.968   0.597  -1.330  1.00  0.00           H  
HETATM   20  H8  UNL     1       3.791   0.309  -0.113  1.00  0.00           H  
HETATM   21  H9  UNL     1       1.852  -1.255   1.004  1.00  0.00           H  
HETATM   22  H10 UNL     1       1.720  -2.695  -0.551  1.00  0.00           H  
HETATM   23  H11 UNL     1      -0.231  -0.437   1.576  1.00  0.00           H  
HETATM   24  H12 UNL     1      -0.431  -2.623  -0.176  1.00  0.00           H  
CONECT    1    2   13
CONECT    2    3   14   15
CONECT    3    4    5   11
CONECT    4   16
CONECT    5    6
CONECT    6    7   17   18
CONECT    7    8    9   19
CONECT    8   20
CONECT    9   10   11   21
CONECT   10   22
CONECT   11   12   23
CONECT   12   24
END
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SMILES for #<Metabolite:0x00007feca10839b0>

OC[C@@]1(O)OC[C@@H](O)[C@H](O)[C@@H]1O
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INCHI for #<Metabolite:0x00007feca10839b0>

InChI=1S/C6H12O6/c7-2-6(11)5(10)4(9)3(8)1-12-6/h3-5,7-11H,1-2H2/t3-,4+,5+,6-/m1/s1
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Synonyms
ValueSource
D-Lyxo-2-hexuloseHMDB
D-Lyxo-hex-2-uloseHMDB
D-TagHMDB
Lyxo-2-hexuloseHMDB
Lyxo-hexuloseHMDB
TagatoseHMDB
Tagatose, (D)-isomerHMDB
Tagatose, (beta-D)-isomerHMDB
Tagatose, (alpha-D)-isomerHMDB
Tagatose, (DL)-isomerHMDB
D-TagatopyranoseHMDB
TagatopyranoseHMDB
beta-D-TagatopyranoseHMDB
beta-D-TagatoseHMDB
Β-D-tagatopyranoseHMDB
Β-D-tagatoseHMDB
b-D-TagatopyranoseHMDB
D-TagatoseHMDB
Molecular FormulaC6H12O6
Average Mass180.156
Monoisotopic Mass180.063388106
IUPAC Name(2R,3S,4S,5R)-2-(hydroxymethyl)oxane-2,3,4,5-tetrol
Traditional Nameβ-D-tagatopyranose
CAS Registry Number20197-42-6
SMILES
OC[C@@]1(O)OC[C@@H](O)[C@H](O)[C@@H]1O
InChI Identifier
InChI=1S/C6H12O6/c7-2-6(11)5(10)4(9)3(8)1-12-6/h3-5,7-11H,1-2H2/t3-,4+,5+,6-/m1/s1
InChI KeyLKDRXBCSQODPBY-DPYQTVNSSA-N