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Showing metabocard for Methyl isobutyl ketone (HMDB0002939)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2006-05-22 15:12:20 UTC
Update Date2023-02-21 17:16:30 UTC
HMDB IDHMDB0002939
Secondary Accession Numbers
  • HMDB02939
Metabolite Identification
Common NameMethyl isobutyl ketone
DescriptionMethyl isobutyl ketone (MIBK) is an organic solvent. MIBK is among the top ten most popular organic solvents used in industry. MIBK is occasionally found as a volatile component of urine. MIBK in urine is considered as a biological marker of occupational exposure to this solvent. Olfactory perception is significant but adaptation may occur. The typical toxicity effects of MIBK in humans exposed at 50 to 100 ppm are mucous membrane irritation and weak effects on the central nervous system (CNS) such as headache. Visual dysfunction has been reported in workers exposed to a mixture of organic solvents containing MIBK. Memory impairment was detected in clinical observation on a 44-year-old man who had been exposed to MIBK at 100 ppm for more than 10 years. Regarding to the route of absorption, skin penetration of MIBK is substantial. (PMID: 12592578 , 17485256 , 16464817 , 5556886 ).
Structure
Data?1676999790
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0002939 (Methyl isobutyl ketone)


  Mrv1652305271900212D          

  7  6  0  0  0  0            999 V2000
   19.6545  -11.2905    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.0835  -10.4654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3691  -10.0529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7980  -10.0529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0835  -11.2905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6545  -10.4654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9400  -10.0529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  6  2  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  2  5  1  0  0  0  0
  3  6  1  0  0  0  0
  6  7  1  0  0  0  0
M  END
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3D MOL for HMDB0002939 (Methyl isobutyl ketone)

HMDB0002939
     RDKit          3D
Methyl isobutyl ketone
 19 18  0  0  0  0  0  0  0  0999 V2000
    2.8028   -0.2443   -0.4116 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3835    0.1229   -0.6818 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0405    0.4350   -1.8117 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4464    0.0870    0.4672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9611    0.4801    0.0620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8433    0.4151    1.2919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4769   -0.5097   -0.9686 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8439   -1.3396   -0.3344 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4775    0.1620   -1.1922 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0676    0.1641    0.5958 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7991    0.7969    1.2528 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4106   -0.9077    0.9554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9992    1.4743   -0.3949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0631    1.4291    1.6822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7721   -0.1688    1.0807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3080   -0.1085    2.1364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6391   -0.0282   -1.9565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4484   -0.9291   -0.6609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7609   -1.3309   -1.1119 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  1  0
  1  8  1  0
  1  9  1  0
  1 10  1  0
  4 11  1  0
  4 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 HMDB0002939 (Methyl isobutyl ketone)


  Mrv1652305271900212D          

  7  6  0  0  0  0            999 V2000
   19.6545  -11.2905    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.0835  -10.4654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3691  -10.0529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7980  -10.0529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0835  -11.2905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6545  -10.4654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9400  -10.0529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  6  2  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  2  5  1  0  0  0  0
  3  6  1  0  0  0  0
  6  7  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0002939

> <DATABASE_NAME>
hmdb

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

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

> <INCHI_KEY>
NTIZESTWPVYFNL-UHFFFAOYSA-N

> <FORMULA>
C6H12O

> <MOLECULAR_WEIGHT>
100.1589

> <EXACT_MASS>
100.088815006

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
19

> <JCHEM_AVERAGE_POLARIZABILITY>
12.054185299400404

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-methylpentan-2-one

> <ALOGPS_LOGP>
1.31

> <JCHEM_LOGP>
1.5384034166666667

> <ALOGPS_LOGS>
-0.96

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.613234055754823

> <JCHEM_PKA_STRONGEST_BASIC>
-7.276659769488678

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
29.9713

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.10e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl isobutyl ketone

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for HMDB0002939 (Methyl isobutyl ketone)

HMDB0002939
     RDKit          3D
Methyl isobutyl ketone
 19 18  0  0  0  0  0  0  0  0999 V2000
    2.8028   -0.2443   -0.4116 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3835    0.1229   -0.6818 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0405    0.4350   -1.8117 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4464    0.0870    0.4672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9611    0.4801    0.0620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8433    0.4151    1.2919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4769   -0.5097   -0.9686 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8439   -1.3396   -0.3344 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4775    0.1620   -1.1922 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0676    0.1641    0.5958 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7991    0.7969    1.2528 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4106   -0.9077    0.9554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9992    1.4743   -0.3949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0631    1.4291    1.6822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7721   -0.1688    1.0807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3080   -0.1085    2.1364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6391   -0.0282   -1.9565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4484   -0.9291   -0.6609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7609   -1.3309   -1.1119 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  1  0
  1  8  1  0
  1  9  1  0
  1 10  1  0
  4 11  1  0
  4 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 HMDB0002939 (Methyl isobutyl 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      36.688 -21.076   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      39.356 -19.535   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      38.022 -18.765   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      40.690 -18.765   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      39.356 -21.076   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      36.688 -19.535   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      35.355 -18.765   0.000  0.00  0.00           C+0
CONECT    1    6                                                            
CONECT    2    3    4    5                                                  
CONECT    3    2    6                                                       
CONECT    4    2                                                            
CONECT    5    2                                                            
CONECT    6    1    3    7                                                  
CONECT    7    6                                                            
MASTER        0    0    0    0    0    0    0    0    7    0   12    0
END
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3D PDB for HMDB0002939 (Methyl isobutyl ketone)

COMPND    HMDB0002939
HETATM    1  C1  UNL     1       2.803  -0.244  -0.412  1.00  0.00           C  
HETATM    2  C2  UNL     1       1.384   0.123  -0.682  1.00  0.00           C  
HETATM    3  O1  UNL     1       1.041   0.435  -1.812  1.00  0.00           O  
HETATM    4  C3  UNL     1       0.446   0.087   0.467  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.961   0.480   0.062  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.843   0.415   1.292  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.477  -0.510  -0.969  1.00  0.00           C  
HETATM    8  H1  UNL     1       2.844  -1.340  -0.334  1.00  0.00           H  
HETATM    9  H2  UNL     1       3.478   0.162  -1.192  1.00  0.00           H  
HETATM   10  H3  UNL     1       3.068   0.164   0.596  1.00  0.00           H  
HETATM   11  H4  UNL     1       0.799   0.797   1.253  1.00  0.00           H  
HETATM   12  H5  UNL     1       0.411  -0.908   0.955  1.00  0.00           H  
HETATM   13  H6  UNL     1      -0.999   1.474  -0.395  1.00  0.00           H  
HETATM   14  H7  UNL     1      -2.063   1.429   1.682  1.00  0.00           H  
HETATM   15  H8  UNL     1      -2.772  -0.169   1.081  1.00  0.00           H  
HETATM   16  H9  UNL     1      -1.308  -0.108   2.136  1.00  0.00           H  
HETATM   17  H10 UNL     1      -1.639  -0.028  -1.957  1.00  0.00           H  
HETATM   18  H11 UNL     1      -2.448  -0.929  -0.661  1.00  0.00           H  
HETATM   19  H12 UNL     1      -0.761  -1.331  -1.112  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   13
CONECT    6   14   15   16
CONECT    7   17   18   19
END
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SMILES for HMDB0002939 (Methyl isobutyl ketone)

CC(C)CC(C)=O
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INCHI for HMDB0002939 (Methyl isobutyl ketone)

InChI=1S/C6H12O/c1-5(2)4-6(3)7/h5H,4H2,1-3H3
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
Isobutyl methyl ketoneMeSH
IsopropylacetoneMeSH
2-Methyl-4-pentanoneHMDB
2-Methylpropyl methyl ketoneHMDB
4-Methyl-2-oxopentaneHMDB
4-Methyl-2-pentanonHMDB
4-Methyl-2-pentanoneHMDB, MeSH
4-Methyl-pentan-2-ONHMDB
4-Methylpentan-2-oneHMDB
4-Metilpentan-2-oneHMDB
Ethyl iso-butyl ketoneHMDB
HexanoneHMDB
HexonHMDB
HexoneHMDB
Isobutyl-methylketonHMDB
IsohexanoneHMDB
Isopropyl acetoneHMDB
Methyl I-butyl ketoneHMDB
Methyl-isobutyl-cetoneHMDB
MethylisobutylketonHMDB
Methylpentan-2-oneHMDB
MetilisobutilchetoneHMDB
MetyloizobutyloketonHMDB
Shell mibkHMDB
Methyl isobutyl ketoneMeSH
Chemical FormulaC6H12O
Average Molecular Weight100.1589
Monoisotopic Molecular Weight100.088815006
IUPAC Name4-methylpentan-2-one
Traditional Namemethyl isobutyl ketone
CAS Registry Number108-10-1
SMILES
CC(C)CC(C)=O
InChI Identifier
InChI=1S/C6H12O/c1-5(2)4-6(3)7/h5H,4H2,1-3H3
InChI KeyNTIZESTWPVYFNL-UHFFFAOYSA-N
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 Descriptors
Ontology
Physiological effect
Organoleptic effect
Disposition
Biological locationRoute of exposureSource
ProcessNot Available
Role
Industrial application
Physical Properties
StateLiquid
Experimental Molecular Properties
PropertyValueReference
Melting Point-84 °CNot Available
Boiling Point116.50 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility19 mg/mL at 25 °CNot Available
LogP1.31TANII,H & HASHIMOTO,K (1986)
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility11 g/LALOGPS
logP1.31ALOGPS
logP1.54ChemAxon
logS-0.96ALOGPS
pKa (Strongest Acidic)19.61ChemAxon
pKa (Strongest Basic)-7.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity29.97 m³·mol⁻¹ChemAxon
Polarizability12.05 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+120.84831661259
DarkChem[M-H]-116.98831661259
DeepCCS[M+H]+131.59430932474
DeepCCS[M-H]-129.57830932474
DeepCCS[M-2H]-165.41830932474
DeepCCS[M+Na]+140.15630932474
AllCCS[M+H]+123.732859911
AllCCS[M+H-H2O]+119.332859911
AllCCS[M+NH4]+127.732859911
AllCCS[M+Na]+128.932859911
AllCCS[M-H]-129.032859911
AllCCS[M+Na-2H]-133.032859911
AllCCS[M+HCOO]-137.332859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Methyl isobutyl ketoneCC(C)CC(C)=O971.1Standard polar33892256
Methyl isobutyl ketoneCC(C)CC(C)=O708.2Standard non polar33892256
Methyl isobutyl ketoneCC(C)CC(C)=O725.6Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Methyl isobutyl ketone,1TMS,isomer #1CC(=CC(C)C)O[Si](C)(C)C951.8Semi standard non polar33892256
Methyl isobutyl ketone,1TMS,isomer #1CC(=CC(C)C)O[Si](C)(C)C909.1Standard non polar33892256
Methyl isobutyl ketone,1TMS,isomer #1CC(=CC(C)C)O[Si](C)(C)C952.5Standard polar33892256
Methyl isobutyl ketone,1TMS,isomer #2C=C(CC(C)C)O[Si](C)(C)C930.2Semi standard non polar33892256
Methyl isobutyl ketone,1TMS,isomer #2C=C(CC(C)C)O[Si](C)(C)C938.4Standard non polar33892256
Methyl isobutyl ketone,1TMS,isomer #2C=C(CC(C)C)O[Si](C)(C)C947.9Standard polar33892256
Methyl isobutyl ketone,1TBDMS,isomer #1CC(=CC(C)C)O[Si](C)(C)C(C)(C)C1160.6Semi standard non polar33892256
Methyl isobutyl ketone,1TBDMS,isomer #1CC(=CC(C)C)O[Si](C)(C)C(C)(C)C1134.2Standard non polar33892256
Methyl isobutyl ketone,1TBDMS,isomer #1CC(=CC(C)C)O[Si](C)(C)C(C)(C)C1152.1Standard polar33892256
Methyl isobutyl ketone,1TBDMS,isomer #2C=C(CC(C)C)O[Si](C)(C)C(C)(C)C1119.7Semi standard non polar33892256
Methyl isobutyl ketone,1TBDMS,isomer #2C=C(CC(C)C)O[Si](C)(C)C(C)(C)C1131.9Standard non polar33892256
Methyl isobutyl ketone,1TBDMS,isomer #2C=C(CC(C)C)O[Si](C)(C)C(C)(C)C1140.7Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - Methyl isobutyl ketone EI-B (Non-derivatized)splash10-0006-9000000000-5c7c989978f9e9e3684e2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Methyl isobutyl ketone EI-B (Non-derivatized)splash10-0006-9000000000-a74860e5429fbdddd4ec2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Methyl isobutyl ketone EI-B (Non-derivatized)splash10-052f-9000000000-ef9512a77e6eca91c42f2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Methyl isobutyl ketone EI-B (Non-derivatized)splash10-052f-9000000000-1df29932d3d714865bf12017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Methyl isobutyl ketone EI-B (Non-derivatized)splash10-0006-9000000000-5c7c989978f9e9e3684e2018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Methyl isobutyl ketone EI-B (Non-derivatized)splash10-0006-9000000000-a74860e5429fbdddd4ec2018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Methyl isobutyl ketone EI-B (Non-derivatized)splash10-052f-9000000000-ef9512a77e6eca91c42f2018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Methyl isobutyl ketone EI-B (Non-derivatized)splash10-052f-9000000000-1df29932d3d714865bf12018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Methyl isobutyl ketone GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9000000000-79a91c01e3561d0aa8be2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Methyl isobutyl ketone GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Methyl isobutyl ketone Quattro_QQQ 10V, N/A-QTOF (Annotated)splash10-014i-9200000000-0f15e3b44a8f18e6e8362012-07-25HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Methyl isobutyl ketone Quattro_QQQ 25V, N/A-QTOF (Annotated)splash10-014i-9200000000-fc3200b61e2367a1d0192012-07-25HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Methyl isobutyl ketone Quattro_QQQ 40V, N/A-QTOF (Annotated)splash10-014i-9300000000-339c8752bafa71ce0bb52012-07-25HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Methyl isobutyl ketone EI-B (HITACHI RMU-6M) , Positive-QTOFsplash10-0006-9000000000-649fb0cb4535c5185e042012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Methyl isobutyl ketone EI-B (HITACHI RMU-7M) , Positive-QTOFsplash10-0006-9000000000-3faae6eee04013af7ff42012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Methyl isobutyl ketone EI-B (JEOL JMS-D-3000) , Positive-QTOFsplash10-052f-9000000000-33bf21fe746da25ecf7e2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Methyl isobutyl ketone EI-B (HITACHI M-80B) , Positive-QTOFsplash10-052f-9000000000-1df29932d3d714865bf12012-08-31HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl isobutyl ketone 10V, Positive-QTOFsplash10-0ue9-9800000000-f93ec788a44ead85485e2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl isobutyl ketone 20V, Positive-QTOFsplash10-0f89-9300000000-cf3e6a2e070abcc2afaa2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl isobutyl ketone 40V, Positive-QTOFsplash10-0006-9000000000-451064d75185091dac8c2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl isobutyl ketone 10V, Negative-QTOFsplash10-0002-9000000000-305a268f865f14a7d6ae2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl isobutyl ketone 20V, Negative-QTOFsplash10-0002-9000000000-f046f52b582c91226f662015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl isobutyl ketone 40V, Negative-QTOFsplash10-053u-9000000000-23dbcbb92100ffd7edde2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl isobutyl ketone 10V, Positive-QTOFsplash10-001l-9000000000-2beca133a18da2e839022021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl isobutyl ketone 20V, Positive-QTOFsplash10-0006-9000000000-2800a6d03cb61e2e06732021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl isobutyl ketone 40V, Positive-QTOFsplash10-0006-9000000000-5e377a8cdd334c538f342021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl isobutyl ketone 10V, Negative-QTOFsplash10-0002-9000000000-658fe53778817eb823012021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl isobutyl ketone 20V, Negative-QTOFsplash10-0005-9000000000-0c05b94a1b24ac2e87922021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl isobutyl ketone 40V, Negative-QTOFsplash10-0a4l-9000000000-e63440f90956febeca9f2021-09-22Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Experimental 1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, experimental)2012-12-05Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Experimental 2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)2012-12-05Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-03FELIX labView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Feces
  • Saliva
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
FecesDetected but not QuantifiedNot QuantifiedChildren (1-13 years old)BothNormal details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Not Specified
Normal		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
SalivaDetected but not QuantifiedNot QuantifiedChildren (1-13 years old)BothNormal details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Not SpecifiedNormal details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothImmunoglobulin A nephropathy (IgAN) non progressor details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothImmunoglobulin A nephropathy (IgAN) progressor details
FecesDetected but not QuantifiedNot QuantifiedChildren (1-13 years old)BothAutism details
FecesDetected but not QuantifiedNot QuantifiedChildren (1-13 years old)BothPervasive Developmental Disorder Not Otherwise Specified details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Campylobacter jejuni infection		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Clostridium difficile infection		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Ulcerative Colitis		 details
SalivaDetected but not QuantifiedNot QuantifiedChildren (1-13 years old)BothCeliac disease details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothBreast cancer details
Associated Disorders and Diseases
Disease References
Ulcerative colitis
  1. 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 ]
Autism
  1. De Angelis M, Piccolo M, Vannini L, Siragusa S, De Giacomo A, Serrazzanetti DI, Cristofori F, Guerzoni ME, Gobbetti M, Francavilla R: Fecal microbiota and metabolome of children with autism and pervasive developmental disorder not otherwise specified. PLoS One. 2013 Oct 9;8(10):e76993. doi: 10.1371/journal.pone.0076993. eCollection 2013. [PubMed:24130822 ]
Pervasive developmental disorder not otherwise specified
  1. De Angelis M, Piccolo M, Vannini L, Siragusa S, De Giacomo A, Serrazzanetti DI, Cristofori F, Guerzoni ME, Gobbetti M, Francavilla R: Fecal microbiota and metabolome of children with autism and pervasive developmental disorder not otherwise specified. PLoS One. 2013 Oct 9;8(10):e76993. doi: 10.1371/journal.pone.0076993. eCollection 2013. [PubMed:24130822 ]
Celiac disease
  1. Francavilla R, Ercolini D, Piccolo M, Vannini L, Siragusa S, De Filippis F, De Pasquale I, Di Cagno R, Di Toma M, Gozzi G, Serrazanetti DI, De Angelis M, Gobbetti M: Salivary microbiota and metabolome associated with celiac disease. Appl Environ Microbiol. 2014 Jun;80(11):3416-25. doi: 10.1128/AEM.00362-14. Epub 2014 Mar 21. [PubMed:24657864 ]
Perillyl alcohol administration for cancer treatment
  1. Silva CL, Passos M, Camara JS: Solid phase microextraction, mass spectrometry and metabolomic approaches for detection of potential urinary cancer biomarkers--a powerful strategy for breast cancer diagnosis. Talanta. 2012 Jan 30;89:360-8. doi: 10.1016/j.talanta.2011.12.041. Epub 2011 Dec 22. [PubMed:22284503 ]
Associated OMIM IDs
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB008174
KNApSAcK IDC00051562
Chemspider ID7621
KEGG Compound IDC19263
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkMethyl isobutyl ketone
METLIN IDNot Available
PubChem Compound7909
PDB IDNot Available
ChEBI ID142806
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1032841
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
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. Shim HJ, Lee ED, Yoon EJ, Lee SD, Kim WB, Yang J, Lee MG: Simultaneous determination of a new anthracycline, DA-125, and its metabolites M1, M2, M3 and M4 in plasma and urine by high-performance liquid chromatography. J Chromatogr B Biomed Appl. 1994 Jun 17;656(2):407-14. [PubMed:7987494 ]
  3. Kawai T, Zhang ZW, Takeuchi A, Miyama Y, Sakamoto K, Higashikawa K, Ikeda M: Methyl isobutyl ketone and methyl ethyl ketone in urine as biological markers of occupational exposure to these solvents at low levels. Int Arch Occup Environ Health. 2003 Feb;76(1):17-23. Epub 2002 Sep 18. [PubMed:12592578 ]
  4. Truchon G, Tardif R, Droz PO, Charest-Tardif G, Pierrehumbert G: Biological exposure indicators: quantification of biological variability using toxicokinetic modeling. J Occup Environ Hyg. 2006 Mar;3(3):137-43. [PubMed:16464817 ]
  5. Kubota R, Endo Y, Takeuchi A, Inoue Y, Ogata H, Ogawa M, Nakagawa T, Onda N, Endo G: SPE-GC/FTD determination of N-methyl-2-pyrrolidone and its metabolites in urine. J Chromatogr B Analyt Technol Biomed Life Sci. 2007 Jul 1;854(1-2):204-10. Epub 2007 Apr 25. [PubMed:17485256 ]