Showing metabocard for Acetoin (MMDBc0000230)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2020-10-27 23:40:37 UTC
Update Date2024-04-30 19:31:36 UTC
Metabolite IDMMDBc0000230
Metabolite Identification
Common NameAcetoin
DescriptionAcetoin is a product of fermentation. It is a component of the butanediol cycle in microorganisms. In mammals it is oxidized to carbon dioxide. -- Pubchem; '3-Hydroxybutanone, also known as acetoin or acetyl methyl carbinol, is a chemical compound composed of carbon, hydrogen and oxygen. Its formula is C4H8O2. It is a colourless or pale yellow to green yellow liquid with a pleasant buttery odour. It is used as a food flavoring and a fragrance. -- Wikipedia .
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007fd0d0c77cb8>


  Mrv1652305271900012D          

  6  5  0  0  0  0            999 V2000
   31.6657  -15.0084    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.0946  -14.1835    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.3802  -15.4210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3802  -16.2459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8090  -15.4210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0946  -15.0084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  1  0  0  0  0
  2  6  2  0  0  0  0
  3  4  1  0  0  0  0
  3  6  1  0  0  0  0
  5  6  1  0  0  0  0
M  END
Download

3D MOL for #<Metabolite:0x00007fd0d0c77cb8>

HMDB0003243
     RDKit          3D
Acetoin
 14 13  0  0  0  0  0  0  0  0999 V2000
    1.8848    0.3626    0.3190 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7631    0.0025   -0.5923 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9171    0.2065   -1.7826 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4904   -0.5850   -0.0340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7182    0.1519   -0.4715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3961   -0.7083    1.3485 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9598    1.4508    0.4902 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8174   -0.0198   -0.1916 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8035   -0.2062    1.2789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5528   -1.6256   -0.4536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1073   -0.2893   -1.4345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5601    1.2383   -0.5914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5187   -0.0154    0.2837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8020    0.0371    1.8312 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  0
  5 11  1  0
  5 12  1  0
  5 13  1  0
  6 14  1  0
M  END
Download

3D SDF for #<Metabolite:0x00007fd0d0c77cb8>


  Mrv1652305271900012D          

  6  5  0  0  0  0            999 V2000
   31.6657  -15.0084    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.0946  -14.1835    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.3802  -15.4210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3802  -16.2459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8090  -15.4210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0946  -15.0084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  1  0  0  0  0
  2  6  2  0  0  0  0
  3  4  1  0  0  0  0
  3  6  1  0  0  0  0
  5  6  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000230

> <DATABASE_NAME>
MIME

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

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

> <INCHI_KEY>
ROWKJAVDOGWPAT-UHFFFAOYSA-N

> <FORMULA>
C4H8O2

> <MOLECULAR_WEIGHT>
88.1051

> <EXACT_MASS>
88.0524295

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
14

> <JCHEM_AVERAGE_POLARIZABILITY>
9.143149969881287

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
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>
22.3909

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.73e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
acetoin

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for #<Metabolite:0x00007fd0d0c77cb8>

HMDB0003243
     RDKit          3D
Acetoin
 14 13  0  0  0  0  0  0  0  0999 V2000
    1.8848    0.3626    0.3190 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7631    0.0025   -0.5923 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9171    0.2065   -1.7826 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4904   -0.5850   -0.0340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7182    0.1519   -0.4715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3961   -0.7083    1.3485 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9598    1.4508    0.4902 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8174   -0.0198   -0.1916 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8035   -0.2062    1.2789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5528   -1.6256   -0.4536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1073   -0.2893   -1.4345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5601    1.2383   -0.5914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5187   -0.0154    0.2837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8020    0.0371    1.8312 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  0
  5 11  1  0
  5 12  1  0
  5 13  1  0
  6 14  1  0
M  END
Download

PDB for #<Metabolite:0x00007fd0d0c77cb8>

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  O   UNK     0      59.109 -28.016   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      61.777 -26.476   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      60.443 -28.786   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      60.443 -30.326   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      63.110 -28.786   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      61.777 -28.016   0.000  0.00  0.00           C+0
CONECT    1    3                                                            
CONECT    2    6                                                            
CONECT    3    1    4    6                                                  
CONECT    4    3                                                            
CONECT    5    6                                                            
CONECT    6    2    3    5                                                  
MASTER        0    0    0    0    0    0    0    0    6    0   10    0
END
Download

3D PDB for #<Metabolite:0x00007fd0d0c77cb8>

COMPND    HMDB0003243
HETATM    1  C1  UNL     1       1.885   0.363   0.319  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.763   0.003  -0.592  1.00  0.00           C  
HETATM    3  O1  UNL     1       0.917   0.206  -1.783  1.00  0.00           O  
HETATM    4  C3  UNL     1      -0.490  -0.585  -0.034  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.718   0.152  -0.471  1.00  0.00           C  
HETATM    6  O2  UNL     1      -0.396  -0.708   1.349  1.00  0.00           O  
HETATM    7  H1  UNL     1       1.960   1.451   0.490  1.00  0.00           H  
HETATM    8  H2  UNL     1       2.817  -0.020  -0.192  1.00  0.00           H  
HETATM    9  H3  UNL     1       1.803  -0.206   1.279  1.00  0.00           H  
HETATM   10  H4  UNL     1      -0.553  -1.626  -0.454  1.00  0.00           H  
HETATM   11  H5  UNL     1      -2.107  -0.289  -1.435  1.00  0.00           H  
HETATM   12  H6  UNL     1      -1.560   1.238  -0.591  1.00  0.00           H  
HETATM   13  H7  UNL     1      -2.519  -0.015   0.284  1.00  0.00           H  
HETATM   14  H8  UNL     1      -0.802   0.037   1.831  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
Download

SMILES for #<Metabolite:0x00007fd0d0c77cb8>

CC(O)C(C)=O
Download

INCHI for #<Metabolite:0x00007fd0d0c77cb8>

InChI=1S/C4H8O2/c1-3(5)4(2)6/h3,5H,1-2H3
Download
Synonyms
ValueSource
(S)-2-AcetoinChEBI
1-Hydroxyethyl methyl ketoneChEBI
2,3-ButanoloneChEBI
2-AcetoinChEBI
2-Hydroxy-3-butanoneChEBI
3-Hydroxy-2-butanoneChEBI
3-Hydroxybutan-2-oneChEBI
Acetyl methyl carbinolChEBI
DimethylketolChEBI
gamma-Hydroxy-beta-oxobutaneChEBI
g-Hydroxy-b-oxobutaneGenerator
Γ-hydroxy-β-oxobutaneGenerator
3H-2b ButanoneMeSH
AcetylmethylcarbinolMeSH
(R)-2-AcetoinHMDB
(R)-3-Hydroxy-2-butanoneHMDB
(R)-3-Hydroxybutan-2-oneHMDB
(R)-AcetoinHMDB
(R)-DimethylketolHMDB
2-Butanol-3-oneHMDB
2-Hydroxy-3-oxobutaneHMDB
3-Hydroxyl-2-butanoneHMDB
AcetoineHMDB
b-OxobutaneHMDB
beta-OxobutaneHMDB
AcetoinMeSH
Molecular FormulaC4H8O2
Average Mass88.1051
Monoisotopic Mass88.0524295
IUPAC Name3-hydroxybutan-2-one
Traditional Nameacetoin
CAS Registry Number513-86-0
SMILES
CC(O)C(C)=O
InChI Identifier
InChI=1S/C4H8O2/c1-3(5)4(2)6/h3,5H,1-2H3
InChI KeyROWKJAVDOGWPAT-UHFFFAOYSA-N