Showing metabocard for pentan-2-one (MMDBc0054626)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2022-06-05 23:21:38 UTC
Update Date2022-08-27 06:29:45 UTC
Metabolite IDMMDBc0054626
Metabolite Identification
Common Namepentan-2-one
Description2-Pentanone, also known as ethyl acetone or fema 2842, belongs to the class of organic compounds known as ketones. These are organic compounds in which a carbonyl group is bonded to two carbon atoms R2C=O (neither R may be a hydrogen atom). Ketones that have one or more alpha-hydrogen atoms undergo keto-enol tautomerization, the tautomer being an enol. 2-Pentanone is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Thus, 2-pentanone is considered to be an oxygenated hydrocarbon lipid molecule. 2-Pentanone is a sweet, alcohol, and banana tasting compound. 2-Pentanone is found, on average, in the highest concentration within milk (cow). 2-Pentanone has also been detected, but not quantified, in several different foods, such as fats and oils, corns, apples, evergreen blackberries, and fruits. This could make 2-pentanone a potential biomarker for the consumption of these foods. 2-Pentanone, with regard to humans, has been found to be associated with several diseases such as ulcerative colitis, nonalcoholic fatty liver disease, and crohn's disease; 2-pentanone has also been linked to the inborn metabolic disorder celiac disease.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x0000560be1ced4f0>


  Mrv1652305261923552D          

  6  5  0  0  0  0            999 V2000
    1.2375    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  3  1  0  0  0  0
  5  2  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  2  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x0000560be1ced4f0>

HMDB0034235
     RDKit          3D
2-Pentanone
 16 15  0  0  0  0  0  0  0  0999 V2000
   -1.9501   -0.5019    0.5544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2913    0.7233    0.0396 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1675    0.8276    0.3693 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9199   -0.3219   -0.2035 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3916   -0.4643   -0.0241 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3079   -1.1625   -0.8335 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5356   -0.9850   -0.2549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2383   -1.2792    0.9164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6979   -0.2590    1.3574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3844    0.7684   -1.0771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8366    1.6054    0.4260 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5810    1.7406   -0.1043 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3582    0.9072    1.4558 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5753   -1.1619    0.8080 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8423    0.5220    0.0852 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7908   -0.9589   -0.9452 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  1  7  1  0
  1  8  1  0
  1  9  1  0
  2 10  1  0
  2 11  1  0
  3 12  1  0
  3 13  1  0
  5 14  1  0
  5 15  1  0
  5 16  1  0
M  END
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3D SDF for #<Metabolite:0x0000560be1ced4f0>


  Mrv1652305261923552D          

  6  5  0  0  0  0            999 V2000
    1.2375    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  3  1  0  0  0  0
  5  2  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0054626

> <DATABASE_NAME>
MIME

> <SMILES>
CCCC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C5H10O/c1-3-4-5(2)6/h3-4H2,1-2H3

> <INCHI_KEY>
XNLICIUVMPYHGG-UHFFFAOYSA-N

> <FORMULA>
C5H10O

> <MOLECULAR_WEIGHT>
86.1323

> <EXACT_MASS>
86.073164942

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
16

> <JCHEM_AVERAGE_POLARIZABILITY>
10.264418092949635

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
pentan-2-one

> <ALOGPS_LOGP>
0.87

> <JCHEM_LOGP>
1.251384320333333

> <ALOGPS_LOGS>
-0.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.646713873667363

> <JCHEM_PKA_STRONGEST_BASIC>
-7.2706417054201875

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
25.4227

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.95e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-pentanone

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for #<Metabolite:0x0000560be1ced4f0>

HMDB0034235
     RDKit          3D
2-Pentanone
 16 15  0  0  0  0  0  0  0  0999 V2000
   -1.9501   -0.5019    0.5544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2913    0.7233    0.0396 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1675    0.8276    0.3693 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9199   -0.3219   -0.2035 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3916   -0.4643   -0.0241 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3079   -1.1625   -0.8335 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5356   -0.9850   -0.2549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2383   -1.2792    0.9164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6979   -0.2590    1.3574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3844    0.7684   -1.0771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8366    1.6054    0.4260 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5810    1.7406   -0.1043 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3582    0.9072    1.4558 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5753   -1.1619    0.8080 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8423    0.5220    0.0852 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7908   -0.9589   -0.9452 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  1  7  1  0
  1  8  1  0
  1  9  1  0
  2 10  1  0
  2 11  1  0
  3 12  1  0
  3 13  1  0
  5 14  1  0
  5 15  1  0
  5 16  1  0
M  END
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PDB for #<Metabolite:0x0000560be1ced4f0>

HEADER    PROTEIN                                 26-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-19         0                                  
HETATM    1  C   UNK     0       2.310   4.001   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.310  -1.334   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.540   2.667   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2    5                                                            
CONECT    3    1    4                                                       
CONECT    4    3    5                                                       
CONECT    5    2    4    6                                                  
CONECT    6    5                                                            
MASTER        0    0    0    0    0    0    0    0    6    0   10    0
END
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3D PDB for #<Metabolite:0x0000560be1ced4f0>

COMPND    HMDB0034235
HETATM    1  C1  UNL     1      -1.950  -0.502   0.554  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.291   0.723   0.040  1.00  0.00           C  
HETATM    3  C3  UNL     1       0.167   0.828   0.369  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.920  -0.322  -0.204  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.392  -0.464  -0.024  1.00  0.00           C  
HETATM    6  O1  UNL     1       0.308  -1.162  -0.834  1.00  0.00           O  
HETATM    7  H1  UNL     1      -2.536  -0.985  -0.255  1.00  0.00           H  
HETATM    8  H2  UNL     1      -1.238  -1.279   0.916  1.00  0.00           H  
HETATM    9  H3  UNL     1      -2.698  -0.259   1.357  1.00  0.00           H  
HETATM   10  H4  UNL     1      -1.384   0.768  -1.077  1.00  0.00           H  
HETATM   11  H5  UNL     1      -1.837   1.605   0.426  1.00  0.00           H  
HETATM   12  H6  UNL     1       0.581   1.741  -0.104  1.00  0.00           H  
HETATM   13  H7  UNL     1       0.358   0.907   1.456  1.00  0.00           H  
HETATM   14  H8  UNL     1       2.575  -1.162   0.808  1.00  0.00           H  
HETATM   15  H9  UNL     1       2.842   0.522   0.085  1.00  0.00           H  
HETATM   16  H10 UNL     1       2.791  -0.959  -0.945  1.00  0.00           H  
CONECT    1    2    7    8    9
CONECT    2    3   10   11
CONECT    3    4   12   13
CONECT    4    5    6    6
CONECT    5   14   15   16
END
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SMILES for #<Metabolite:0x0000560be1ced4f0>

CCCC(C)=O
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INCHI for #<Metabolite:0x0000560be1ced4f0>

InChI=1S/C5H10O/c1-3-4-5(2)6/h3-4H2,1-2H3
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Synonyms
ValueSource
Methyl propyl ketoneChEBI
Ethyl acetoneHMDB
EthylacetoneHMDB
FEMA 2842HMDB
Methyl N-propyl ketoneHMDB
Methyl-N-propyl ketoneHMDB
Methyl-propyl-cetoneHMDB
Methylpropyl ketoneHMDB
MetylopropyloketonHMDB
MPKHMDB
N-C3H7COCH3HMDB
N-Propyl methyl ketoneHMDB
PENTAN-2-oneHMDB
PentanoneHMDB
Pentanone-2HMDB
Propyl methyl ketoneHMDB
2-PentanoneChEBI
Molecular FormulaC5H10O
Average Mass86.1323
Monoisotopic Mass86.073164942
IUPAC Namepentan-2-one
Traditional Name2-pentanone
CAS Registry NumberNot Available
SMILES
CCCC(C)=O
InChI Identifier
InChI=1S/C5H10O/c1-3-4-5(2)6/h3-4H2,1-2H3
InChI KeyXNLICIUVMPYHGG-UHFFFAOYSA-N