Showing metabocard for D-Lactic acid (MMDBc0000186)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2020-10-27 23:39:01 UTC
Update Date2022-08-30 23:59:55 UTC
Metabolite IDMMDBc0000186
Metabolite Identification
Common NameD-Lactic acid
DescriptionLactic acid is an organic acid. It is a chiral molecule, consisting of two optical isomers, L-lactic acid and D-lactic acid, with the L-isomer being the most common in living organisms. Lactic acid plays a role in several biochemical processes and is produced in the muscles during intense activity. D-Lactic acid is the end product of the enzyme glyoxalase II (or hydroxyacyl-glutathione hydrolase) (EC 3.1.2.6), which converts the intermediate substrate S-lactoyl-glutathione to reduced glutathione and D-lactate (OMIM: 138790 ). Lactic acid is a microbial metabolite found in Aerococcus, Bacillus, Carnobacterium, Corynebacterium, Enterococcus, Escherichia, Lactobacillus, Lactococcus, Leuconostoc, Oenococcus, Pediococcus, Rhizopus, Saccharomyces, Streptococcus, Tetragenococcus, Vagococcus and Weissella (PMID: 26287368 ; PMID: 26360870 ).
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f5ab00c8700>


  Mrv1652305271900072D          

  6  5  0  0  0  0            999 V2000
10025.873410025.3234    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10025.156310025.7356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10024.441910025.3234    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10025.156310026.5606    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10026.587010025.7356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10025.873410024.4984    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  5  1  0  0  0  0
  1  6  1  1  0  0  0
  2  3  1  0  0  0  0
  2  4  2  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007f5ab00c8700>

HMDB0001311
     RDKit          3D
D-Lactic acid
 12 11  0  0  0  0  0  0  0  0999 V2000
   -1.3335   -0.3512    0.3437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0692    0.1042   -0.3514 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1463    1.4259    0.0256 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0978   -0.7004   -0.0109 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1677   -1.9332   -0.2436 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1893   -0.1036    0.5961 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8058   -1.2071   -0.1637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0364    0.5312    0.2991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1556   -0.5189    1.4248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2845    0.0560   -1.4456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5941    1.9949   -0.3151 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6780    0.7021    0.1752 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  4  6  1  0
  1  7  1  0
  1  8  1  0
  1  9  1  0
  2 10  1  6
  3 11  1  0
  6 12  1  0
M  END
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3D SDF for #<Metabolite:0x00007f5ab00c8700>


  Mrv1652305271900072D          

  6  5  0  0  0  0            999 V2000
10025.873410025.3234    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10025.156310025.7356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10024.441910025.3234    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10025.156310026.5606    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10026.587010025.7356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10025.873410024.4984    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  5  1  0  0  0  0
  1  6  1  1  0  0  0
  2  3  1  0  0  0  0
  2  4  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000186

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C3H6O3/c1-2(4)3(5)6/h2,4H,1H3,(H,5,6)/t2-/m1/s1

> <INCHI_KEY>
JVTAAEKCZFNVCJ-UWTATZPHSA-N

> <FORMULA>
C3H6O3

> <MOLECULAR_WEIGHT>
90.0779

> <EXACT_MASS>
90.031694058

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
12

> <JCHEM_AVERAGE_POLARIZABILITY>
8.053681838559413

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-2-hydroxypropanoic acid

> <ALOGPS_LOGP>
-0.79

> <JCHEM_LOGP>
-0.47182951800000017

> <ALOGPS_LOGS>
0.79

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.593508084825753

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.784942414122652

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6696493832413326

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
18.839800000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.62e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
D-lactic acid

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for #<Metabolite:0x00007f5ab00c8700>

HMDB0001311
     RDKit          3D
D-Lactic acid
 12 11  0  0  0  0  0  0  0  0999 V2000
   -1.3335   -0.3512    0.3437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0692    0.1042   -0.3514 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1463    1.4259    0.0256 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0978   -0.7004   -0.0109 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1677   -1.9332   -0.2436 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1893   -0.1036    0.5961 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8058   -1.2071   -0.1637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0364    0.5312    0.2991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1556   -0.5189    1.4248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2845    0.0560   -1.4456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5941    1.9949   -0.3151 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6780    0.7021    0.1752 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  4  6  1  0
  1  7  1  0
  1  8  1  0
  1  9  1  0
  2 10  1  6
  3 11  1  0
  6 12  1  0
M  END
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PDB for #<Metabolite:0x00007f5ab00c8700>

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  C   UNK     0    8714.9648713.937   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8713.6258714.706   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0    8712.2928713.937   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0    8713.6258716.246   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0    8716.2968714.706   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0    8714.9648712.397   0.000  0.00  0.00           O+0
CONECT    1    2    5    6                                                  
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2                                                            
CONECT    5    1                                                            
CONECT    6    1                                                            
MASTER        0    0    0    0    0    0    0    0    6    0   10    0
END
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3D PDB for #<Metabolite:0x00007f5ab00c8700>

COMPND    HMDB0001311
HETATM    1  C1  UNL     1      -1.334  -0.351   0.344  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.069   0.104  -0.351  1.00  0.00           C  
HETATM    3  O1  UNL     1       0.146   1.426   0.026  1.00  0.00           O  
HETATM    4  C3  UNL     1       1.098  -0.700  -0.011  1.00  0.00           C  
HETATM    5  O2  UNL     1       1.168  -1.933  -0.244  1.00  0.00           O  
HETATM    6  O3  UNL     1       2.189  -0.104   0.596  1.00  0.00           O  
HETATM    7  H1  UNL     1      -1.806  -1.207  -0.164  1.00  0.00           H  
HETATM    8  H2  UNL     1      -2.036   0.531   0.299  1.00  0.00           H  
HETATM    9  H3  UNL     1      -1.156  -0.519   1.425  1.00  0.00           H  
HETATM   10  H4  UNL     1      -0.285   0.056  -1.446  1.00  0.00           H  
HETATM   11  H5  UNL     1      -0.594   1.995  -0.315  1.00  0.00           H  
HETATM   12  H6  UNL     1       2.678   0.702   0.175  1.00  0.00           H  
CONECT    1    2    7    8    9
CONECT    2    3    4   10
CONECT    3   11
CONECT    4    5    5    6
CONECT    6   12
END
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SMILES for #<Metabolite:0x00007f5ab00c8700>

C[C@@H](O)C(O)=O
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INCHI for #<Metabolite:0x00007f5ab00c8700>

InChI=1S/C3H6O3/c1-2(4)3(5)6/h2,4H,1H3,(H,5,6)/t2-/m1/s1
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Synonyms
ValueSource
(-)-Lactic acidChEBI
(R)-(-)-Lactic acidChEBI
D-2-Hydroxypropanoic acidChEBI
D-2-Hydroxypropionic acidChEBI
D-MilchsaeureChEBI
LACTIC ACIDChEBI
D-LactateKegg
(-)-LactateGenerator
(R)-(-)-LactateGenerator
D-2-HydroxypropanoateGenerator
D-2-HydroxypropionateGenerator
LACTateGenerator
L-LactateHMDB
(R)-2-HydroxypropanoateHMDB
(R)-2-Hydroxypropanoic acidHMDB
(R)-2-HydroxypropionateHMDB
(R)-2-Hydroxypropionic acidHMDB
(R)-a-HydroxypropionateHMDB
(R)-a-Hydroxypropionic acidHMDB
(R)-alpha-HydroxypropionateHMDB
(R)-alpha-Hydroxypropionic acidHMDB
(R)-LactateHMDB
(R)-Lactic acidHMDB
D-(-)-LactateHMDB
D-(-)-Lactic acidHMDB
delta-(-)-LactateHMDB
delta-(-)-Lactic acidHMDB
delta-2-HydroxypropanoateHMDB
delta-2-Hydroxypropanoic acidHMDB
delta-2-HydroxypropionateHMDB
delta-2-Hydroxypropionic acidHMDB
delta-LactateHMDB
delta-Lactic acidHMDB
DLAHMDB
L-(+)-LactateHMDB
PropelHMDB
TisulacHMDB
2 Hydroxypropanoic acidHMDB
2 Hydroxypropionic acidHMDB
2-Hydroxypropanoic acidHMDB
Ammonium lactateHMDB
L Lactic acidHMDB
2-Hydroxypropionic acidHMDB
Sarcolactic acidHMDB
D Lactic acidHMDB
Lactate, ammoniumHMDB
L-Lactic acidHMDB
D-Lactic acidChEBI
Molecular FormulaC3H6O3
Average Mass90.0779
Monoisotopic Mass90.031694058
IUPAC Name(2R)-2-hydroxypropanoic acid
Traditional NameD-lactic acid
CAS Registry Number10326-41-7
SMILES
C[C@@H](O)C(O)=O
InChI Identifier
InChI=1S/C3H6O3/c1-2(4)3(5)6/h2,4H,1H3,(H,5,6)/t2-/m1/s1
InChI KeyJVTAAEKCZFNVCJ-UWTATZPHSA-N