Showing metabocard for 2-Hydroxy-3-oxopropanoate (MMDBc0049974)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2022-04-29 22:47:24 UTC
Update Date2024-04-30 20:42:14 UTC
Metabolite IDMMDBc0049974
Metabolite Identification
Common Name2-Hydroxy-3-oxopropanoate
DescriptionTartronate semialdehyde, also known as 2-hydroxy-3-oxopropanoate, belongs to the class of organic compounds known as monosaccharides. Monosaccharides are compounds containing one carbohydrate unit not glycosidically linked to another such unit, and no set of two or more glycosidically linked carbohydrate units. Monosaccharides have the general formula CnH2nOn. Tartronate semialdehyde exists in all living organisms, ranging from bacteria to humans. Tartronate semialdehyde has been detected, but not quantified in, several different foods, such as ginsengs (Panax), deerberries (Vaccinium stamineum), sourdough, prickly pears (Opuntia), and groundcherries (Physalis). This could make tartronate semialdehyde a potential biomarker for the consumption of these foods. Tartronate semialdehyde is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review very few articles have been published on Tartronate semialdehyde.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007fdb34c8dfb8>


  Mrv0541 02231220562D          

  7  6  0  0  0  0            999 V2000
   18.0476  -13.0980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4600  -12.3835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0476  -11.6689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2227  -13.0980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2850  -12.3835    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.4600  -10.9550    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2227  -11.6689    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  4  2  0  0  0  0
  1  2  1  0  0  0  0
  2  5  1  0  0  0  0
  2  3  1  0  0  0  0
  3  6  1  0  0  0  0
  3  7  2  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007fdb34c8dfb8>

HMDB0006938
     RDKit          3D
Tartronate semialdehyde
 11 10  0  0  0  0  0  0  0  0999 V2000
   -2.0796    0.4128    1.2542 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5238   -0.2410    0.4175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2975    0.2237   -0.3249 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0906    1.4824    0.0838 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7766   -0.7345    0.0274 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6816   -1.9628   -0.2339 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9378   -0.3135    0.6637 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8928   -1.2144    0.1582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4761    0.1480   -1.4145 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1308    2.1335   -0.6590 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6523    0.0657    0.0274 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  2  0
  5  7  1  0
  2  8  1  0
  3  9  1  0
  4 10  1  0
  7 11  1  0
M  END
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3D SDF for #<Metabolite:0x00007fdb34c8dfb8>


  Mrv0541 02231220562D          

  7  6  0  0  0  0            999 V2000
   18.0476  -13.0980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4600  -12.3835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0476  -11.6689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2227  -13.0980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2850  -12.3835    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.4600  -10.9550    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2227  -11.6689    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  4  2  0  0  0  0
  1  2  1  0  0  0  0
  2  5  1  0  0  0  0
  2  3  1  0  0  0  0
  3  6  1  0  0  0  0
  3  7  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0049974

> <DATABASE_NAME>
MIME

> <SMILES>
OC(C=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C3H4O4/c4-1-2(5)3(6)7/h1-2,5H,(H,6,7)

> <INCHI_KEY>
QWBAFPFNGRFSFB-UHFFFAOYSA-N

> <FORMULA>
C3H4O4

> <MOLECULAR_WEIGHT>
104.0615

> <EXACT_MASS>
104.010958616

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
8.098472826053765

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-hydroxy-3-oxopropanoic acid

> <ALOGPS_LOGP>
-0.92

> <JCHEM_LOGP>
-1.2048919813333332

> <ALOGPS_LOGS>
0.50

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.672921583739743

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.041917575612961

> <JCHEM_PKA_STRONGEST_BASIC>
-4.499627778811981

> <JCHEM_POLAR_SURFACE_AREA>
74.6

> <JCHEM_REFRACTIVITY>
19.4006

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.27e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
tartronate semialdehyde

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for #<Metabolite:0x00007fdb34c8dfb8>

HMDB0006938
     RDKit          3D
Tartronate semialdehyde
 11 10  0  0  0  0  0  0  0  0999 V2000
   -2.0796    0.4128    1.2542 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5238   -0.2410    0.4175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2975    0.2237   -0.3249 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0906    1.4824    0.0838 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7766   -0.7345    0.0274 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6816   -1.9628   -0.2339 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9378   -0.3135    0.6637 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8928   -1.2144    0.1582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4761    0.1480   -1.4145 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1308    2.1335   -0.6590 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6523    0.0657    0.0274 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  2  0
  5  7  1  0
  2  8  1  0
  3  9  1  0
  4 10  1  0
  7 11  1  0
M  END
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PDB for #<Metabolite:0x00007fdb34c8dfb8>

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      33.689 -24.450   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      34.459 -23.116   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      33.689 -21.782   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      32.149 -24.450   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      35.999 -23.116   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      34.459 -20.449   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      32.149 -21.782   0.000  0.00  0.00           O+0
CONECT    1    4    2                                                       
CONECT    2    1    5    3                                                  
CONECT    3    2    6    7                                                  
CONECT    4    1                                                            
CONECT    5    2                                                            
CONECT    6    3                                                            
CONECT    7    3                                                            
MASTER        0    0    0    0    0    0    0    0    7    0   12    0
END
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3D PDB for #<Metabolite:0x00007fdb34c8dfb8>

COMPND    HMDB0006938
HETATM    1  O1  UNL     1      -2.080   0.413   1.254  1.00  0.00           O  
HETATM    2  C1  UNL     1      -1.524  -0.241   0.417  1.00  0.00           C  
HETATM    3  C2  UNL     1      -0.297   0.224  -0.325  1.00  0.00           C  
HETATM    4  O2  UNL     1       0.091   1.482   0.084  1.00  0.00           O  
HETATM    5  C3  UNL     1       0.777  -0.734   0.027  1.00  0.00           C  
HETATM    6  O3  UNL     1       0.682  -1.963  -0.234  1.00  0.00           O  
HETATM    7  O4  UNL     1       1.938  -0.313   0.664  1.00  0.00           O  
HETATM    8  H1  UNL     1      -1.893  -1.214   0.158  1.00  0.00           H  
HETATM    9  H2  UNL     1      -0.476   0.148  -1.414  1.00  0.00           H  
HETATM   10  H3  UNL     1       0.131   2.134  -0.659  1.00  0.00           H  
HETATM   11  H4  UNL     1       2.652   0.066   0.027  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    8
CONECT    3    4    5    9
CONECT    4   10
CONECT    5    6    6    7
CONECT    7   11
END
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SMILES for #<Metabolite:0x00007fdb34c8dfb8>

OC(C=O)C(O)=O
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INCHI for #<Metabolite:0x00007fdb34c8dfb8>

InChI=1S/C3H4O4/c4-1-2(5)3(6)7/h1-2,5H,(H,6,7)
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Synonyms
ValueSource
2-Hydroxy-3-oxopropanoateChEBI
2-Hydroxy-3-oxopropanoic acidGenerator
Tartronic acid semialdehydeGenerator
Hydroxymalonaldehydic acidMeSH, HMDB
Tartronic semialdehydeMeSH, HMDB
Molecular FormulaC3H4O4
Average Mass104.0615
Monoisotopic Mass104.010958616
IUPAC Name2-hydroxy-3-oxopropanoic acid
Traditional Nametartronate semialdehyde
CAS Registry NumberNot Available
SMILES
OC(C=O)C(O)=O
InChI Identifier
InChI=1S/C3H4O4/c4-1-2(5)3(6)7/h1-2,5H,(H,6,7)
InChI KeyQWBAFPFNGRFSFB-UHFFFAOYSA-N