Showing metabocard for acetylacetone (MMDBc0054317)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2022-06-05 23:06:41 UTC
Update Date2022-09-01 02:28:26 UTC
Metabolite IDMMDBc0054317
Metabolite Identification
Common Nameacetylacetone
Description2,4-Pentanedione, also known as 2,4-dioxopentane or ACAC, belongs to the class of organic compounds known as beta-diketones. These are organic compounds containing two keto groups separated by a single carbon atom. Thus, 2,4-pentanedione is considered to be an oxygenated hydrocarbon. 2,4-Pentanedione has been detected, but not quantified in, a few different foods, such as blackberries (Rubus), evergreen blackberries (Rubus laciniatus), and papayas (Carica papaya). This could make 2,4-pentanedione a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on 2,4-Pentanedione.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f1240b2f698>


  Mrv0541 05061306032D          

  7  6  0  0  0  0            999 V2000
   -1.9395   -0.5264    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9395    0.2757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2158    0.6768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6604    0.6768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3041    0.2757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0264    0.6768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3013   -0.5264    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007f1240b2f698>

HMDB0031648
     RDKit          3D
2,4-Pentanedione
 15 14  0  0  0  0  0  0  0  0999 V2000
    2.1488   -0.1512   -0.4038 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2713    0.3320    0.6912 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8082    0.7502    1.7029 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1960    0.3444    0.6474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7947   -0.1754   -0.5912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2648   -0.2261   -0.7849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0745   -0.5739   -1.4802 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2264    0.0261   -0.1522 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9944    0.4779   -1.3244 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9948   -1.2273   -0.6387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6031   -0.2160    1.5329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5218    1.4018    0.7647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7099    0.7916   -0.8898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7598   -0.6796    0.0968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5194   -0.8746   -1.6479 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
  5  6  1  0
  5  7  2  0
  1  8  1  0
  1  9  1  0
  1 10  1  0
  4 11  1  0
  4 12  1  0
  6 13  1  0
  6 14  1  0
  6 15  1  0
M  END
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3D SDF for #<Metabolite:0x00007f1240b2f698>


  Mrv0541 05061306032D          

  7  6  0  0  0  0            999 V2000
   -1.9395   -0.5264    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9395    0.2757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2158    0.6768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6604    0.6768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3041    0.2757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0264    0.6768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3013   -0.5264    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0054317

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C5H8O2/c1-4(6)3-5(2)7/h3H2,1-2H3

> <INCHI_KEY>
YRKCREAYFQTBPV-UHFFFAOYSA-N

> <FORMULA>
C5H8O2

> <MOLECULAR_WEIGHT>
100.1158

> <EXACT_MASS>
100.0524295

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
10.329231685781394

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
pentane-2,4-dione

> <ALOGPS_LOGP>
-0.20

> <JCHEM_LOGP>
0.32813377699999996

> <ALOGPS_LOGS>
0.15

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.505447220392284

> <JCHEM_PKA_STRONGEST_BASIC>
-7.12467028891513

> <JCHEM_POLAR_SURFACE_AREA>
34.14

> <JCHEM_REFRACTIVITY>
26.090000000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.40e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
acetylacetone

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for #<Metabolite:0x00007f1240b2f698>

HMDB0031648
     RDKit          3D
2,4-Pentanedione
 15 14  0  0  0  0  0  0  0  0999 V2000
    2.1488   -0.1512   -0.4038 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2713    0.3320    0.6912 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8082    0.7502    1.7029 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1960    0.3444    0.6474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7947   -0.1754   -0.5912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2648   -0.2261   -0.7849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0745   -0.5739   -1.4802 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2264    0.0261   -0.1522 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9944    0.4779   -1.3244 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9948   -1.2273   -0.6387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6031   -0.2160    1.5329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5218    1.4018    0.7647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7099    0.7916   -0.8898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7598   -0.6796    0.0968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5194   -0.8746   -1.6479 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
  5  6  1  0
  5  7  2  0
  1  8  1  0
  1  9  1  0
  1 10  1  0
  4 11  1  0
  4 12  1  0
  6 13  1  0
  6 14  1  0
  6 15  1  0
M  END
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PDB for #<Metabolite:0x00007f1240b2f698>

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  O   UNK     0      -3.620  -0.983   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -3.620   0.515   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.269   1.263   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.966   1.263   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -6.168   0.515   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -7.516   1.263   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -6.162  -0.983   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5                                                            
MASTER        0    0    0    0    0    0    0    0    7    0   12    0
END
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3D PDB for #<Metabolite:0x00007f1240b2f698>

COMPND    HMDB0031648
HETATM    1  C1  UNL     1       2.149  -0.151  -0.404  1.00  0.00           C  
HETATM    2  C2  UNL     1       1.271   0.332   0.691  1.00  0.00           C  
HETATM    3  O1  UNL     1       1.808   0.750   1.703  1.00  0.00           O  
HETATM    4  C3  UNL     1      -0.196   0.344   0.647  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.795  -0.175  -0.591  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.265  -0.226  -0.785  1.00  0.00           C  
HETATM    7  O2  UNL     1      -0.074  -0.574  -1.480  1.00  0.00           O  
HETATM    8  H1  UNL     1       3.226   0.026  -0.152  1.00  0.00           H  
HETATM    9  H2  UNL     1       1.994   0.478  -1.324  1.00  0.00           H  
HETATM   10  H3  UNL     1       1.995  -1.227  -0.639  1.00  0.00           H  
HETATM   11  H4  UNL     1      -0.603  -0.216   1.533  1.00  0.00           H  
HETATM   12  H5  UNL     1      -0.522   1.402   0.765  1.00  0.00           H  
HETATM   13  H6  UNL     1      -2.710   0.792  -0.890  1.00  0.00           H  
HETATM   14  H7  UNL     1      -2.760  -0.680   0.097  1.00  0.00           H  
HETATM   15  H8  UNL     1      -2.519  -0.875  -1.648  1.00  0.00           H  
CONECT    1    2    8    9   10
CONECT    2    3    3    4
CONECT    4    5   11   12
CONECT    5    6    7    7
CONECT    6   13   14   15
END
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SMILES for #<Metabolite:0x00007f1240b2f698>

CC(=O)CC(C)=O
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INCHI for #<Metabolite:0x00007f1240b2f698>

InChI=1S/C5H8O2/c1-4(6)3-5(2)7/h3H2,1-2H3
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Synonyms
ValueSource
2,4-DioxopentaneChEBI
2,4-PentadioneChEBI
ACACChEBI
AcetoacetoneChEBI
Acetyl 2-propanoneChEBI
CH3-CO-CH2-CO-CH3ChEBI
HacacChEBI
Pentan-2,4-dioneChEBI
AcetylacetoneKegg
2,4-PentandioneHMDB
4-Hydroxy-3-penten-2-oneHMDB
Acetyl acetoneHMDB
Acetyl-2-propanoneHMDB
Acetyl-acetoneHMDB
Benzil-related compound, 44HMDB
CH3COCH2COCH3HMDB
DiacetylmethaneHMDB
Pentane-2,4-dioneHMDB
PentanedioneHMDB
Pentanedione-2,4HMDB
Indium-111-acetylacetoneMeSH, HMDB
2,4-PentanedioneChEBI
Molecular FormulaC5H8O2
Average Mass100.1158
Monoisotopic Mass100.0524295
IUPAC Namepentane-2,4-dione
Traditional Nameacetylacetone
CAS Registry NumberNot Available
SMILES
CC(=O)CC(C)=O
InChI Identifier
InChI=1S/C5H8O2/c1-4(6)3-5(2)7/h3H2,1-2H3
InChI KeyYRKCREAYFQTBPV-UHFFFAOYSA-N