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Showing NP-Card for 2,3-Hexanedione (NP0047264)

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Record Information
Version2.0
Created at2022-03-17 20:37:17 UTC
Updated at2022-03-17 20:37:17 UTC
NP-MRD IDNP0047264
Secondary Accession NumbersNone
Natural Product Identification
Common Name2,3-Hexanedione
Description2,3-Hexanedione, also known as acetyl butyryl or butyryl acetyl, belongs to the class of organic compounds known as alpha-diketones. These are organic compounds containing two ketone groups on two adjacent carbon atoms. Thus, 2,3-hexanedione is considered to be an oxygenated hydrocarbon lipid molecule. 2,3-Hexanedione is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 2,3-Hexanedione is a sweet, butter, and caramel tasting compound. Outside of the human body, 2,3-Hexanedione has been detected, but not quantified in, several different foods, such as alcoholic beverages, coffee and coffee products, fruits, mollusks, and pulses. This could make 2,3-hexanedione a potential biomarker for the consumption of these foods. 2,3-Hexanedione is found in Corynebacterium glutamicum. An alpha-diketone that is hexane substituted by oxo groups at positions 2 and 3 respectively.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0047264 (2,3-Hexanedione)


  Mrv0541 05061305582D          

  8  7  0  0  0  0            999 V2000
   -1.8414   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7309   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -1.5395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    0.5230    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
  6  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  5  2  0  0  0  0
  8  6  2  0  0  0  0
M  END
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3D MOL for NP0047264 (2,3-Hexanedione)

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3D SDF for NP0047264 (2,3-Hexanedione)

  Mrv0541 05061305582D          

  8  7  0  0  0  0            999 V2000
   -1.8414   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7309   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -1.5395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    0.5230    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
  6  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  5  2  0  0  0  0
  8  6  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0047264

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C6H10O2/c1-3-4-6(8)5(2)7/h3-4H2,1-2H3

> <INCHI_KEY>
MWVFCEVNXHTDNF-UHFFFAOYSA-N

> <FORMULA>
C6H10O2

> <MOLECULAR_WEIGHT>
114.1424

> <EXACT_MASS>
114.068079564

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
12.211166776100857

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
hexane-2,3-dione

> <ALOGPS_LOGP>
0.80

> <JCHEM_LOGP>
1.5406039879999998

> <ALOGPS_LOGS>
-0.76

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.23289723772394

> <JCHEM_PKA_STRONGEST_BASIC>
-8.386186344193897

> <JCHEM_POLAR_SURFACE_AREA>
34.14

> <JCHEM_REFRACTIVITY>
30.7687

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.97e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,3-hexanedione

> <JCHEM_VEBER_RULE>
1

$$$$

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3D-SDF for NP0047264 (2,3-Hexanedione)
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PDB for NP0047264 (2,3-Hexanedione)
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  C   UNK     0      -3.437  -1.334   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.231  -0.564   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.104  -0.564   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.897  -1.334   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.564  -0.564   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       1.897  -2.874   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       0.564   0.976   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2    5                                                            
CONECT    3    1    4                                                       
CONECT    4    3    6                                                       
CONECT    5    2    6    7                                                  
CONECT    6    4    5    8                                                  
CONECT    7    5                                                            
CONECT    8    6                                                            
MASTER        0    0    0    0    0    0    0    0    8    0   14    0
END

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3D PDB for NP0047264 (2,3-Hexanedione)
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SMILES for NP0047264 (2,3-Hexanedione)
CCCC(=O)C(C)=O
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INCHI for NP0047264 (2,3-Hexanedione)
InChI=1S/C6H10O2/c1-3-4-6(8)5(2)7/h3-4H2,1-2H3
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Synonyms
ValueSource
Methyl propyl diketoneChEBI
2,3-HexandioneHMDB
2,3-HexanodioneHMDB
Acetyl butyrylHMDB
AcetylbutyrylHMDB
Butyryl acetylHMDB
FEMA 2558HMDB
Methyl propyl glyoxalHMDB
2,3-HexanedioneMeSH
Chemical FormulaC6H10O2
Average Mass114.1424 Da
Monoisotopic Mass114.06808 Da
IUPAC Namehexane-2,3-dione
Traditional Name2,3-hexanedione
CAS Registry Number3848-24-6
SMILES
CCCC(=O)C(C)=O
InChI Identifier
InChI=1S/C6H10O2/c1-3-4-6(8)5(2)7/h3-4H2,1-2H3
InChI KeyMWVFCEVNXHTDNF-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Coffea arabica L.FooDB
    • Shmuel Yannai Dictionary of Food Compounds with CD-ROM: Additives, Flavors, and Ingredients. Chap...
Coffea canephoraFooDB
    • Shmuel Yannai Dictionary of Food Compounds with CD-ROM: Additives, Flavors, and Ingredients. Chap...
Corynebacterium glutamicumLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as alpha-diketones. These are organic compounds containing two ketone groups on two adjacent carbon atoms.
KingdomOrganic compounds  
Super ClassOrganic oxygen compounds  
ClassOrganooxygen compounds  
Sub ClassCarbonyl compounds  
Direct ParentAlpha-diketones  
Alternative Parents
Substituents
  • Alpha-diketone
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP0.8ALOGPS
logP1.54ChemAxon
logS-0.76ALOGPS
pKa (Strongest Acidic)16.23ChemAxon
pKa (Strongest Basic)-8.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area34.14 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity30.77 m³·mol⁻¹ChemAxon
Polarizability12.21 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0031491  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB008070  
KNApSAcK IDNot Available
Chemspider ID18563  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound19707  
PDB IDNot Available
ChEBI ID87583  
Good Scents IDNot Available
References
General ReferencesNot Available