Showing metabocard for Glycolaldehyde (MMDBc0029686)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-17 23:37:33 UTC
Update Date2022-08-31 17:12:10 UTC
Metabolite IDMMDBc0029686
Metabolite Identification
Common NameGlycolaldehyde
DescriptionGlycolaldehyde (HOCH2-CH=O, IUPAC name 2-hydroxyethanal) is a type of diose (2-carbon monosaccharide). Glycolaldehyde is readily converted to acetyl coenzyme A. It has an aldehyde and a hydroxyl group. However, it is not actually a sugar, because there is only one hydroxyl group. Glycolaldehyde is formed from many sources, including the amino acid glycine and from purone catabolism. It can form by action of ketolase on fructose 1,6-bisphosphate in an alternate glycolysis pathway. This compound is transferred by thiamin pyrophosphate during the pentose phosphate shunt.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f5a809af920>


  Mrv1652309042000282D          

  4  3  0  0  0  0            999 V2000
   -2.1651    0.9036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8795    0.4910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4506    0.4910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7361    0.9036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  1  0  0  0  0
  3  4  2  0  0  0  0
  2  1  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007f5a809af920>

HMDB0003344
     RDKit          3D
Glycolaldehyde
  8  7  0  0  0  0  0  0  0  0999 V2000
    1.7724    0.1823   -0.1610 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8799   -0.4703    0.3336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5062   -0.1415   -0.0626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5414    0.9064   -0.9742 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1476   -1.2452    1.0271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9330   -1.0661   -0.5284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1488    0.1020    0.8164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6705    1.7324   -0.4509 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
  2  5  1  0
  3  6  1  0
  3  7  1  0
  4  8  1  0
M  END
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3D SDF for #<Metabolite:0x00007f5a809af920>


  Mrv1652309042000282D          

  4  3  0  0  0  0            999 V2000
   -2.1651    0.9036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8795    0.4910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4506    0.4910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7361    0.9036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  1  0  0  0  0
  3  4  2  0  0  0  0
  2  1  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0029686

> <DATABASE_NAME>
MIME

> <SMILES>
OCC=O

> <INCHI_IDENTIFIER>
InChI=1S/C2H4O2/c3-1-2-4/h1,4H,2H2

> <INCHI_KEY>
WGCNASOHLSPBMP-UHFFFAOYSA-N

> <FORMULA>
C2H4O2

> <MOLECULAR_WEIGHT>
60.052

> <EXACT_MASS>
60.021129372

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
5.32025357658998

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-hydroxyacetaldehyde

> <ALOGPS_LOGP>
-0.99

> <JCHEM_LOGP>
-1.1992100126666667

> <ALOGPS_LOGS>
1.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.268537784266844

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1186437664146496

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
13.4205

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.25e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
glycolaldehyde

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for #<Metabolite:0x00007f5a809af920>

HMDB0003344
     RDKit          3D
Glycolaldehyde
  8  7  0  0  0  0  0  0  0  0999 V2000
    1.7724    0.1823   -0.1610 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8799   -0.4703    0.3336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5062   -0.1415   -0.0626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5414    0.9064   -0.9742 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1476   -1.2452    1.0271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9330   -1.0661   -0.5284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1488    0.1020    0.8164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6705    1.7324   -0.4509 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
  2  5  1  0
  3  6  1  0
  3  7  1  0
  4  8  1  0
M  END
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PDB for #<Metabolite:0x00007f5a809af920>

HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  C   UNK     0      -4.041   1.687   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -5.375   0.917   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -2.708   0.917   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -1.374   1.687   0.000  0.00  0.00           O+0
CONECT    1    3    2                                                       
CONECT    2    1                                                            
CONECT    3    1    4                                                       
CONECT    4    3                                                            
MASTER        0    0    0    0    0    0    0    0    4    0    6    0
END
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3D PDB for #<Metabolite:0x00007f5a809af920>

COMPND    HMDB0003344
HETATM    1  O1  UNL     1       1.772   0.182  -0.161  1.00  0.00           O  
HETATM    2  C1  UNL     1       0.880  -0.470   0.334  1.00  0.00           C  
HETATM    3  C2  UNL     1      -0.506  -0.141  -0.063  1.00  0.00           C  
HETATM    4  O2  UNL     1      -0.541   0.906  -0.974  1.00  0.00           O  
HETATM    5  H1  UNL     1       1.148  -1.245   1.027  1.00  0.00           H  
HETATM    6  H2  UNL     1      -0.933  -1.066  -0.528  1.00  0.00           H  
HETATM    7  H3  UNL     1      -1.149   0.102   0.816  1.00  0.00           H  
HETATM    8  H4  UNL     1      -0.671   1.732  -0.451  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    5
CONECT    3    4    6    7
CONECT    4    8
END
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SMILES for #<Metabolite:0x00007f5a809af920>

OCC=O
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INCHI for #<Metabolite:0x00007f5a809af920>

InChI=1S/C2H4O2/c3-1-2-4/h1,4H,2H2
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Synonyms
ValueSource
GLYCOALDEHYDEChEBI
Glycolic aldehydeChEBI
GlycollaldehydeChEBI
HydroxyacetaldehydeChEBI
Methylol formaldehydeChEBI
MonomethylolformaldehydeChEBI
2-HydroxyacetaldehydeHMDB
2-HydroxyethanalHMDB
2-OH-AcetaldehydeHMDB
2-OxoethanolHMDB
DioseHMDB
HydroxyethanalHMDB
MethylolformaldehydeHMDB
Molecular FormulaC2H4O2
Average Mass60.052
Monoisotopic Mass60.021129372
IUPAC Name2-hydroxyacetaldehyde
Traditional Nameglycolaldehyde
CAS Registry Number141-46-8
SMILES
OCC=O
InChI Identifier
InChI=1S/C2H4O2/c3-1-2-4/h1,4H,2H2
InChI KeyWGCNASOHLSPBMP-UHFFFAOYSA-N