Showing metabocard for (R)-acetoin (MMDBc0000283)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2020-10-28 00:02:17 UTC
Update Date2022-08-31 00:16:50 UTC
Metabolite IDMMDBc0000283
Metabolite Identification
Common Name(R)-acetoin
Description(R)-acetoin, also known as (R)-dimethylketol, belongs to the class of organic compounds known as acyloins. These are organic compounds containing an alpha hydroxy ketone. Acyloins are formally derived from reductive coupling of carboxylic acyl groups (R)-acetoin 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 a significant number of articles have been published on (R)-acetoin.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007feca6729bc0>


  Mrv0541 09181201332D          

  6  5  0  0  0  0            999 V2000
   -4.5302    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8157    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1012    5.3625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3868    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8157    4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1012    6.1875    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  6  0  0  0
  2  5  2  0  0  0  0
  3  6  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007feca6729bc0>

HMDB0303161
     RDKit          3D
(R)-Acetoin
 14 13  0  0  0  0  0  0  0  0999 V2000
    1.7113   -0.4717   -0.4684 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7860   -0.2505    0.6793 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0412   -0.6851    1.7687 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4589    0.5253    0.4242 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2697   -0.1738   -0.6188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1757    0.6178    1.6101 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3303    0.4577   -0.5643 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1032   -0.5526   -1.3744 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3532   -1.3604   -0.3238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2047    1.5423    0.0492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7987   -1.1341   -0.9038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3497    0.4345   -1.5483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2753   -0.3531   -0.2442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7923    1.4036    1.5146 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  1  7  1  0
  1  8  1  0
  1  9  1  0
  4 10  1  6
  5 11  1  0
  5 12  1  0
  5 13  1  0
  6 14  1  0
M  END
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3D SDF for #<Metabolite:0x00007feca6729bc0>


  Mrv0541 09181201332D          

  6  5  0  0  0  0            999 V2000
   -4.5302    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8157    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1012    5.3625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3868    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8157    4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1012    6.1875    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  6  0  0  0
  2  5  2  0  0  0  0
  3  6  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000283

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C4H8O2/c1-3(5)4(2)6/h3,5H,1-2H3/t3-/m1/s1

> <INCHI_KEY>
ROWKJAVDOGWPAT-GSVOUGTGSA-N

> <FORMULA>
C4H8O2

> <MOLECULAR_WEIGHT>
88.1051

> <EXACT_MASS>
88.0524295

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
9.109409699439318

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3R)-3-hydroxybutan-2-one

> <ALOGPS_LOGP>
-0.66

> <JCHEM_LOGP>
-0.1422039953333334

> <ALOGPS_LOGS>
0.73

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
17.81975350602122

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.723456226493909

> <JCHEM_PKA_STRONGEST_BASIC>
-3.357098011793852

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
22.390900000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.73e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(R)-acetoin

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for #<Metabolite:0x00007feca6729bc0>

HMDB0303161
     RDKit          3D
(R)-Acetoin
 14 13  0  0  0  0  0  0  0  0999 V2000
    1.7113   -0.4717   -0.4684 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7860   -0.2505    0.6793 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0412   -0.6851    1.7687 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4589    0.5253    0.4242 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2697   -0.1738   -0.6188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1757    0.6178    1.6101 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3303    0.4577   -0.5643 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1032   -0.5526   -1.3744 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3532   -1.3604   -0.3238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2047    1.5423    0.0492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7987   -1.1341   -0.9038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3497    0.4345   -1.5483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2753   -0.3531   -0.2442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7923    1.4036    1.5146 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  1  7  1  0
  1  8  1  0
  1  9  1  0
  4 10  1  6
  5 11  1  0
  5 12  1  0
  5 13  1  0
  6 14  1  0
M  END
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PDB for #<Metabolite:0x00007feca6729bc0>

HEADER    PROTEIN                                 18-SEP-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   18-SEP-12         0                                  
HETATM    1  C   UNK     0      -8.456  10.010   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -7.123   9.240   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.789  10.010   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.455   9.240   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -7.123   7.700   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      -5.789  11.550   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    5                                                  
CONECT    3    2    4    6                                                  
CONECT    4    3                                                            
CONECT    5    2                                                            
CONECT    6    3                                                            
MASTER        0    0    0    0    0    0    0    0    6    0   10    0
END
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3D PDB for #<Metabolite:0x00007feca6729bc0>

COMPND    HMDB0303161
HETATM    1  C1  UNL     1       1.711  -0.472  -0.468  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.786  -0.250   0.679  1.00  0.00           C  
HETATM    3  O1  UNL     1       1.041  -0.685   1.769  1.00  0.00           O  
HETATM    4  C3  UNL     1      -0.459   0.525   0.424  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.270  -0.174  -0.619  1.00  0.00           C  
HETATM    6  O2  UNL     1      -1.176   0.618   1.610  1.00  0.00           O  
HETATM    7  H1  UNL     1       2.330   0.458  -0.564  1.00  0.00           H  
HETATM    8  H2  UNL     1       1.103  -0.553  -1.374  1.00  0.00           H  
HETATM    9  H3  UNL     1       2.353  -1.360  -0.324  1.00  0.00           H  
HETATM   10  H4  UNL     1      -0.205   1.542   0.049  1.00  0.00           H  
HETATM   11  H5  UNL     1      -0.799  -1.134  -0.904  1.00  0.00           H  
HETATM   12  H6  UNL     1      -1.350   0.435  -1.548  1.00  0.00           H  
HETATM   13  H7  UNL     1      -2.275  -0.353  -0.244  1.00  0.00           H  
HETATM   14  H8  UNL     1      -1.792   1.404   1.515  1.00  0.00           H  
CONECT    1    2    7    8    9
CONECT    2    3    3    4
CONECT    4    5    6   10
CONECT    5   11   12   13
CONECT    6   14
END
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SMILES for #<Metabolite:0x00007feca6729bc0>

C[C@@H](O)C(C)=O
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INCHI for #<Metabolite:0x00007feca6729bc0>

InChI=1S/C4H8O2/c1-3(5)4(2)6/h3,5H,1-2H3/t3-/m1/s1
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Synonyms
ValueSource
(R)-2-AcetoinChEBI
(R)-3-Hydroxy-2-butanoneChEBI
(R)-3-Hydroxybutan-2-oneChEBI
(R)-DimethylketolChEBI
Molecular FormulaC4H8O2
Average Mass88.1051
Monoisotopic Mass88.0524295
IUPAC Name(3R)-3-hydroxybutan-2-one
Traditional Name(R)-acetoin
CAS Registry Number53584-56-8
SMILES
C[C@@H](O)C(C)=O
InChI Identifier
InChI=1S/C4H8O2/c1-3(5)4(2)6/h3,5H,1-2H3/t3-/m1/s1
InChI KeyROWKJAVDOGWPAT-GSVOUGTGSA-N