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Showing NP-Card for Ethyl isopropyl ketone (NP0001229)

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Record Information
Version1.0
Created at2007-04-12 15:42:09 UTC
Updated at2021-08-19 23:58:56 UTC
NP-MRD IDNP0001229
Secondary Accession NumbersNone
Natural Product Identification
Common NameEthyl isopropyl ketone
DescriptionEthyl isopropyl ketone, also known as 2-methyl-3-pentanal or 2-methylpentan-3-one, 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. Ethyl isopropyl ketone (or ethyl isopropyl ketone) is a volatile organic compound. Ethyl isopropyl ketone is a mint tasting compound. Ethyl isopropyl ketone has been detected, but not quantified in corns. This could make ethyl isopropyl ketone a potential biomarker for the consumption of these foods. Volatile organic compounds from feces have the potential to help in the diagnosis of gastrointestinal disease. Ethyl isopropyl ketone is a component of the feces in the normal population and is also occasionally found as a volatile component of normal human biofluids. Ethyl isopropyl ketone is an aliphatic ketone used as a reagent in organic chemistry and as a solvent.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0001229 (Ethyl isopropyl ketone)


  Mrv1652305271900112D          

  7  6  0  0  0  0            999 V2000
   17.5282   -5.5131    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2425   -4.2757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5282   -4.6883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8138   -4.2757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9570   -4.6883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2425   -3.4508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0993   -4.6883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  2  0  0  0  0
  2  3  1  0  0  0  0
  2  5  1  0  0  0  0
  2  6  1  0  0  0  0
  3  4  1  0  0  0  0
  4  7  1  0  0  0  0
M  END
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3D MOL for NP0001229 (Ethyl isopropyl ketone)

HMDB0005846
     RDKit          3D
Ethyl isopropyl ketone
 19 18  0  0  0  0  0  0  0  0999 V2000
    2.7120    0.4428    0.4064 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4124    0.3057   -0.3552 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3430   -0.3050    0.4482 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5366   -0.6407    1.5847 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9796   -0.5000   -0.1675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9625   -1.1346    0.7812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4921    0.8659   -0.5824 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8526   -0.4595    1.0055 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5275    0.4674   -0.3639 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7751    1.3830    0.9847 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6185   -0.3736   -1.2206 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0636    1.3033   -0.7229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8859   -1.0891   -1.1224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3888   -0.3371    1.4236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8058   -1.5352    0.1789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4934   -1.9555    1.3308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4342    1.6082    0.2402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8577    1.2281   -1.4046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5412    0.7258   -0.9212 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  5  7  1  0
  1  8  1  0
  1  9  1  0
  1 10  1  0
  2 11  1  0
  2 12  1  0
  5 13  1  0
  6 14  1  0
  6 15  1  0
  6 16  1  0
  7 17  1  0
  7 18  1  0
  7 19  1  0
M  END
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3D SDF for NP0001229 (Ethyl isopropyl ketone)


  Mrv1652305271900112D          

  7  6  0  0  0  0            999 V2000
   17.5282   -5.5131    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2425   -4.2757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5282   -4.6883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8138   -4.2757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9570   -4.6883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2425   -3.4508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0993   -4.6883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  2  0  0  0  0
  2  3  1  0  0  0  0
  2  5  1  0  0  0  0
  2  6  1  0  0  0  0
  3  4  1  0  0  0  0
  4  7  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0001229

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C6H12O/c1-4-6(7)5(2)3/h5H,4H2,1-3H3

> <INCHI_KEY>
HYTRYEXINDDXJK-UHFFFAOYSA-N

> <FORMULA>
C6H12O

> <MOLECULAR_WEIGHT>
100.1589

> <EXACT_MASS>
100.088815006

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
19

> <JCHEM_AVERAGE_POLARIZABILITY>
12.04904457515055

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-methylpentan-3-one

> <ALOGPS_LOGP>
1.45

> <JCHEM_LOGP>
2.050337780666667

> <ALOGPS_LOGS>
-0.80

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.395869903634287

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
30.0231

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.59e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-methyl-3-pentanone

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for NP0001229 (Ethyl isopropyl ketone)

HMDB0005846
     RDKit          3D
Ethyl isopropyl ketone
 19 18  0  0  0  0  0  0  0  0999 V2000
    2.7120    0.4428    0.4064 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4124    0.3057   -0.3552 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3430   -0.3050    0.4482 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5366   -0.6407    1.5847 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9796   -0.5000   -0.1675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9625   -1.1346    0.7812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4921    0.8659   -0.5824 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8526   -0.4595    1.0055 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5275    0.4674   -0.3639 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7751    1.3830    0.9847 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6185   -0.3736   -1.2206 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0636    1.3033   -0.7229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8859   -1.0891   -1.1224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3888   -0.3371    1.4236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8058   -1.5352    0.1789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4934   -1.9555    1.3308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4342    1.6082    0.2402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8577    1.2281   -1.4046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5412    0.7258   -0.9212 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  5  7  1  0
  1  8  1  0
  1  9  1  0
  1 10  1  0
  2 11  1  0
  2 12  1  0
  5 13  1  0
  6 14  1  0
  6 15  1  0
  6 16  1  0
  7 17  1  0
  7 18  1  0
  7 19  1  0
M  END
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PDB for NP0001229 (Ethyl isopropyl ketone)

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      32.719 -10.291   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      34.053  -7.981   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      32.719  -8.751   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      31.386  -7.981   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      35.386  -8.751   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      34.053  -6.441   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      30.052  -8.751   0.000  0.00  0.00           C+0
CONECT    1    3                                                            
CONECT    2    3    5    6                                                  
CONECT    3    1    2    4                                                  
CONECT    4    3    7                                                       
CONECT    5    2                                                            
CONECT    6    2                                                            
CONECT    7    4                                                            
MASTER        0    0    0    0    0    0    0    0    7    0   12    0
END
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3D PDB for NP0001229 (Ethyl isopropyl ketone)

COMPND    HMDB0005846
HETATM    1  C1  UNL     1       2.712   0.443   0.406  1.00  0.00           C  
HETATM    2  C2  UNL     1       1.412   0.306  -0.355  1.00  0.00           C  
HETATM    3  C3  UNL     1       0.343  -0.305   0.448  1.00  0.00           C  
HETATM    4  O1  UNL     1       0.537  -0.641   1.585  1.00  0.00           O  
HETATM    5  C4  UNL     1      -0.980  -0.500  -0.168  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.962  -1.135   0.781  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.492   0.866  -0.582  1.00  0.00           C  
HETATM    8  H1  UNL     1       2.853  -0.459   1.005  1.00  0.00           H  
HETATM    9  H2  UNL     1       3.527   0.467  -0.364  1.00  0.00           H  
HETATM   10  H3  UNL     1       2.775   1.383   0.985  1.00  0.00           H  
HETATM   11  H4  UNL     1       1.618  -0.374  -1.221  1.00  0.00           H  
HETATM   12  H5  UNL     1       1.064   1.303  -0.723  1.00  0.00           H  
HETATM   13  H6  UNL     1      -0.886  -1.089  -1.122  1.00  0.00           H  
HETATM   14  H7  UNL     1      -2.389  -0.337   1.424  1.00  0.00           H  
HETATM   15  H8  UNL     1      -2.806  -1.535   0.179  1.00  0.00           H  
HETATM   16  H9  UNL     1      -1.493  -1.955   1.331  1.00  0.00           H  
HETATM   17  H10 UNL     1      -1.434   1.608   0.240  1.00  0.00           H  
HETATM   18  H11 UNL     1      -0.858   1.228  -1.405  1.00  0.00           H  
HETATM   19  H12 UNL     1      -2.541   0.726  -0.921  1.00  0.00           H  
CONECT    1    2    8    9   10
CONECT    2    3   11   12
CONECT    3    4    4    5
CONECT    5    6    7   13
CONECT    6   14   15   16
CONECT    7   17   18   19
END
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SMILES for NP0001229 (Ethyl isopropyl ketone)

CCC(=O)C(C)C
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INCHI for NP0001229 (Ethyl isopropyl ketone)

InChI=1S/C6H12O/c1-4-6(7)5(2)3/h5H,4H2,1-3H3
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View in JSmol
Synonyms
ValueSource
2-Methyl-3-pentanalHMDB
2-Methyl-3-pentanoneHMDB
2-Methylpentan-3-oneHMDB
4-Methyl-3-pentanoneHMDB
Iso-C3H7COC2H5HMDB
Isopropyl ethyl ketoneHMDB
Chemical FormulaC6H12O
Average Mass100.1589 Da
Monoisotopic Mass100.08882 Da
IUPAC Name2-methylpentan-3-one
Traditional Name4-methyl-3-pentanone
CAS Registry Number565-69-5
SMILES
CCC(=O)C(C)C
InChI Identifier
InChI=1S/C6H12O/c1-4-6(7)5(2)3/h5H,4H2,1-3H3
InChI KeyHYTRYEXINDDXJK-UHFFFAOYSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, simulated)V.dorna832021-09-05View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, experimental)V.dorna832021-09-05View Spectrum
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, simulated)v.dorna83@yahoo.comNot AvailableNot Available2021-08-08View Spectrum
Species
Species of Origin
Species NameSourceReference
Anas platyrhynchosFooDB
AnatidaeFooDB
Anser anserFooDB
Bison bisonFooDB
Bos taurusFooDB
Bos taurus X Bison bisonFooDB
Bubalus bubalisFooDB
Capra aegagrus hircusFooDB
CervidaeFooDB
Cervus canadensisFooDB
Coffea arabicaKNApSAcK Database
Coffea arabica L.Plant
ColumbaFooDB
ColumbidaeFooDB
Dromaius novaehollandiaeFooDB
Equus caballusFooDB
Gallus gallusFooDB
Lagopus mutaFooDB
LeporidaeFooDB
Lepus timidusFooDB
Melanitta fuscaFooDB
Meleagris gallopavoFooDB
Numida meleagrisFooDB
OdocoileusFooDB
OryctolagusFooDB
Ovis ariesFooDB
PhasianidaeFooDB
Phasianus colchicusFooDB
Struthio camelusFooDB
Sus scrofaFooDB
Sus scrofa domesticaFooDB
Zea maysLOTUS Database
Zea mays L.FooDB
Chemical Taxonomy
Description 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.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentKetones
Alternative Parents
Substituents
  • Ketone
  • Organic oxide
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Physical Properties
StateLiquid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point113.5 °CNot Available
Water Solubility15.5 mg/mL at 25 °CNot Available
LogP1.331 (est)The Good Scents Company Information System
Predicted Properties
PropertyValueSource
Water Solubility15.9 g/LALOGPS
logP1.45ALOGPS
logP2.05ChemAxon
logS-0.8ALOGPS
pKa (Strongest Basic)-7.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity30.02 m³·mol⁻¹ChemAxon
Polarizability12.05 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0005846
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB007633
KNApSAcK IDC00052649
Chemspider ID10791
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkEthyl isopropyl ketone
METLIN IDNot Available
PubChem Compound11265
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDrw1178591
References
General References
  1. Zlatkis A, Liebich HM: Profile of volatile metabolites in human urine. Clin Chem. 1971 Jul;17(7):592-4. [PubMed:5556886 ]
  2. Garner CE, Smith S, de Lacy Costello B, White P, Spencer R, Probert CS, Ratcliffe NM: Volatile organic compounds from feces and their potential for diagnosis of gastrointestinal disease. FASEB J. 2007 Jun;21(8):1675-88. Epub 2007 Feb 21. [PubMed:17314143 ]
  3. Kriz J: Interaction of premicellar states of a PEO-PPO-PEO triblock copolymer with partially hydrophobic substances: NMR study. J Phys Chem B. 2012 Apr 12;116(14):4386-93. doi: 10.1021/jp3003323. Epub 2012 Mar 29. [PubMed:22432981 ]
  4. Lee TH, Kim J, Kim MJ, Ryu HW, Cho KS: Degradation characteristics of methyl ethyl ketone by Pseudomonas sp. KT-3 in liquid culture and biofilter. Chemosphere. 2006 Apr;63(2):315-22. doi: 10.1016/j.chemosphere.2005.07.067. Epub 2005 Sep 16. [PubMed:16169047 ]