Showing metabocard for L-galactono-1,4-lactone (MMDBc0033141)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-19 04:36:24 UTC
Update Date2022-08-31 22:26:38 UTC
Metabolite IDMMDBc0033141
Metabolite Identification
Common NameL-galactono-1,4-lactone
DescriptionL-galactono-1,4-lactone belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom. L-galactono-1,4-lactone exists in all eukaryotes, ranging from yeast to plants to humans. L-galactono-1,4-lactone is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review very few articles have been published on L-galactono-1,4-lactone.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00005634bef6d300>


  Mrv1652303082008142D          

 13 13  0  0  1  0            999 V2000
   11.2673  -21.1687    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.9352  -20.6843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5216  -21.9536    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.6022  -21.1699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3466  -21.9543    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.3871  -20.9155    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8310  -22.6222    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0362  -22.6206    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4829  -20.9131    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.8693  -21.4646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3120  -20.1060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0849  -21.2091    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6310  -21.6862    0.0000 H   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
  2  4  1  0  0  0  0
  3  5  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
  5  7  1  1  0  0  0
  3  8  1  6  0  0  0
  9  1  1  0  0  0  0
 10  9  1  0  0  0  0
  9 11  1  6  0  0  0
 12 10  1  0  0  0  0
  1 13  1  6  0  0  0
M  END
Download

3D MOL for #<Metabolite:0x00005634bef6d300>

HMDB0304401
     RDKit          3D
L-galactono-1,4-lactone
 22 22  0  0  0  0  0  0  0  0999 V2000
   -1.8913   -1.4511    2.3454 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3538   -0.9836    1.3224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0577   -0.5114    1.1496 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1256   -0.2252   -0.2051 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2054    0.7713   -0.4770 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9871    1.9891    0.1118 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5262    0.1505   -0.0868 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6481   -0.0711    1.2682 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2467    0.2720   -0.6120 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4057    0.3328   -1.9777 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0884   -0.8494    0.0133 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3953   -0.4811    0.1864 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3699   -1.1674   -0.7291 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2455    0.9283   -1.5796 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    2.0411    1.0487 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3590    0.8302   -0.4091 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6679   -0.7931   -0.6363 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3761   -0.7552    1.3863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4635    1.2046   -0.0791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0831    1.2206   -2.2776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9311   -1.7499   -0.5928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8891   -0.7017   -0.6450 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
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  4  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11  2  1  0
  4 13  1  6
  5 14  1  6
  6 15  1  0
  7 16  1  0
  7 17  1  0
  8 18  1  0
  9 19  1  1
 10 20  1  0
 11 21  1  6
 12 22  1  0
M  END
Download

3D SDF for #<Metabolite:0x00005634bef6d300>


  Mrv1652303082008142D          

 13 13  0  0  1  0            999 V2000
   11.2673  -21.1687    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.9352  -20.6843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5216  -21.9536    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.6022  -21.1699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3466  -21.9543    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.3871  -20.9155    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8310  -22.6222    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0362  -22.6206    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4829  -20.9131    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.8693  -21.4646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3120  -20.1060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0849  -21.2091    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6310  -21.6862    0.0000 H   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
  2  4  1  0  0  0  0
  3  5  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
  5  7  1  1  0  0  0
  3  8  1  6  0  0  0
  9  1  1  0  0  0  0
 10  9  1  0  0  0  0
  9 11  1  6  0  0  0
 12 10  1  0  0  0  0
  1 13  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0033141

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C6H10O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2-5,7-10H,1H2/t2-,3-,4-,5+/m0/s1

> <INCHI_KEY>
SXZYCXMUPBBULW-NEEWWZBLSA-N

> <FORMULA>
C6H10O6

> <MOLECULAR_WEIGHT>
178.14

> <EXACT_MASS>
178.047738052

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
22

> <JCHEM_AVERAGE_POLARIZABILITY>
15.521129788715102

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3S,4S,5R)-5-[(1S)-1,2-dihydroxyethyl]-3,4-dihydroxyoxolan-2-one

> <ALOGPS_LOGP>
-2.05

> <JCHEM_LOGP>
-2.745273186

> <ALOGPS_LOGS>
0.55

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.172871312116015

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.623539809865173

> <JCHEM_PKA_STRONGEST_BASIC>
-2.974938008499871

> <JCHEM_POLAR_SURFACE_AREA>
107.22000000000001

> <JCHEM_REFRACTIVITY>
34.7788

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.37e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
L-galactono-1,4-lactone

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for #<Metabolite:0x00005634bef6d300>

HMDB0304401
     RDKit          3D
L-galactono-1,4-lactone
 22 22  0  0  0  0  0  0  0  0999 V2000
   -1.8913   -1.4511    2.3454 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3538   -0.9836    1.3224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0577   -0.5114    1.1496 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1256   -0.2252   -0.2051 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2054    0.7713   -0.4770 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9871    1.9891    0.1118 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5262    0.1505   -0.0868 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6481   -0.0711    1.2682 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2467    0.2720   -0.6120 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4057    0.3328   -1.9777 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0884   -0.8494    0.0133 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3953   -0.4811    0.1864 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3699   -1.1674   -0.7291 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2455    0.9283   -1.5796 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    2.0411    1.0487 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3590    0.8302   -0.4091 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6679   -0.7931   -0.6363 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3761   -0.7552    1.3863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4635    1.2046   -0.0791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0831    1.2206   -2.2776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9311   -1.7499   -0.5928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8891   -0.7017   -0.6450 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
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  4  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11  2  1  0
  4 13  1  6
  5 14  1  6
  6 15  1  0
  7 16  1  0
  7 17  1  0
  8 18  1  0
  9 19  1  1
 10 20  1  0
 11 21  1  6
 12 22  1  0
M  END
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PDB for #<Metabolite:0x00005634bef6d300>

HEADER    PROTEIN                                 08-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-MAR-20         0                                  
HETATM    1  C   UNK     0      21.032 -39.515   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      22.279 -38.611   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      21.507 -40.980   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      23.524 -39.517   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      23.047 -40.981   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      24.989 -39.042   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      23.951 -42.228   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      20.601 -42.225   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      19.568 -39.038   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      18.423 -40.067   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      19.249 -37.531   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      16.958 -39.590   0.000  0.00  0.00           O+0
HETATM   13  H   UNK     0      19.845 -40.481   0.000  0.00  0.00           H+0
CONECT    1    2    3    9   13                                             
CONECT    2    1    4                                                       
CONECT    3    1    5    8                                                  
CONECT    4    2    5    6                                                  
CONECT    5    3    4    7                                                  
CONECT    6    4                                                            
CONECT    7    5                                                            
CONECT    8    3                                                            
CONECT    9    1   10   11                                                  
CONECT   10    9   12                                                       
CONECT   11    9                                                            
CONECT   12   10                                                            
CONECT   13    1                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END
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3D PDB for #<Metabolite:0x00005634bef6d300>

COMPND    HMDB0304401
HETATM    1  O1  UNL     1      -1.891  -1.451   2.345  1.00  0.00           O  
HETATM    2  C1  UNL     1      -1.354  -0.984   1.322  1.00  0.00           C  
HETATM    3  O2  UNL     1      -0.058  -0.511   1.150  1.00  0.00           O  
HETATM    4  C2  UNL     1       0.126  -0.225  -0.205  1.00  0.00           C  
HETATM    5  C3  UNL     1       1.205   0.771  -0.477  1.00  0.00           C  
HETATM    6  O3  UNL     1       0.987   1.989   0.112  1.00  0.00           O  
HETATM    7  C4  UNL     1       2.526   0.151  -0.087  1.00  0.00           C  
HETATM    8  O4  UNL     1       2.648  -0.071   1.268  1.00  0.00           O  
HETATM    9  C5  UNL     1      -1.247   0.272  -0.612  1.00  0.00           C  
HETATM   10  O5  UNL     1      -1.406   0.333  -1.978  1.00  0.00           O  
HETATM   11  C6  UNL     1      -2.088  -0.849   0.013  1.00  0.00           C  
HETATM   12  O6  UNL     1      -3.395  -0.481   0.186  1.00  0.00           O  
HETATM   13  H1  UNL     1       0.370  -1.167  -0.729  1.00  0.00           H  
HETATM   14  H2  UNL     1       1.246   0.928  -1.580  1.00  0.00           H  
HETATM   15  H3  UNL     1       1.295   2.041   1.049  1.00  0.00           H  
HETATM   16  H4  UNL     1       3.359   0.830  -0.409  1.00  0.00           H  
HETATM   17  H5  UNL     1       2.668  -0.793  -0.636  1.00  0.00           H  
HETATM   18  H6  UNL     1       3.376  -0.755   1.386  1.00  0.00           H  
HETATM   19  H7  UNL     1      -1.464   1.205  -0.079  1.00  0.00           H  
HETATM   20  H8  UNL     1      -1.083   1.221  -2.278  1.00  0.00           H  
HETATM   21  H9  UNL     1      -1.931  -1.750  -0.593  1.00  0.00           H  
HETATM   22  H10 UNL     1      -3.889  -0.702  -0.645  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   11
CONECT    3    4
CONECT    4    5    9   13
CONECT    5    6    7   14
CONECT    6   15
CONECT    7    8   16   17
CONECT    8   18
CONECT    9   10   11   19
CONECT   10   20
CONECT   11   12   21
CONECT   12   22
END
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SMILES for #<Metabolite:0x00005634bef6d300>

[H][C@@]1(OC(=O)[C@@H](O)[C@@H]1O)[C@@H](O)CO
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INCHI for #<Metabolite:0x00005634bef6d300>

InChI=1S/C6H10O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2-5,7-10H,1H2/t2-,3-,4-,5+/m0/s1
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Synonyms
ValueSource
L-galactono-&gamma;-lactoneMetaCyc
L-Galactonate-&gamma;-lactoneMetaCyc
L-Galactonic acid-&gamma;-lactoneMetaCyc
L-Galactonic acid-g-lactoneMetaCyc
L-Galactonate-g-lactoneGenerator
Galactono-1,4-lactoneMeSH
Molecular FormulaC6H10O6
Average Mass178.14
Monoisotopic Mass178.047738052
IUPAC Name(3S,4S,5R)-5-[(1S)-1,2-dihydroxyethyl]-3,4-dihydroxyoxolan-2-one
Traditional NameL-galactono-1,4-lactone
CAS Registry Number1668-08-2
SMILES
[H][C@@]1(OC(=O)[C@@H](O)[C@@H]1O)[C@@H](O)CO
InChI Identifier
InChI=1S/C6H10O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2-5,7-10H,1H2/t2-,3-,4-,5+/m0/s1
InChI KeySXZYCXMUPBBULW-NEEWWZBLSA-N