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Isobutyraldehyde (CHEM004044)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-19 01:33:17 UTC
Update Date2016-11-09 01:09:16 UTC
Accession NumberCHEM004044
Identification
Common NameIsobutyraldehyde
ClassSmall Molecule
DescriptionA member of the class of propanals that is propanal substituted by a methyl group at position 2.
Contaminant Sources
  • Clean Air Act Chemicals
  • EAFUS Chemicals
  • FooDB Chemicals
  • HMDB Contaminants - Feces
  • HPV EPA Chemicals
  • OECD HPV Chemicals
  • STOFF IDENT Compounds
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
2-MethylpropionaldehydeChEBI
alpha-MethylpropionaldehydeChEBI
IsobutanalChEBI
IsobutylaldehydeChEBI
Isobutyric aldehydeChEBI
a-MethylpropionaldehydeGenerator
Α-methylpropionaldehydeGenerator
2-Methyl-1-propanalHMDB
2-METHYL-propanalHMDB
2-Methyl-propionaldehydeHMDB
alpha -MethylpropionaldehydeHMDB
Butyric iso aldehydeHMDB
FEMA 2220HMDB
iso-ButyraldehydeHMDB
iso-C3H7CHOHMDB
IsobutaldehydeHMDB
Isobutyl aldehy deHMDB
Isobutyl aldehydeHMDB
IsobutyralHMDB
IsobutyraldehydHMDB
IsobutyraldehydeHMDB
Isobutyryl aldehydeHMDB
Isopropyl aldehydeHMDB
Isopropyl formaldehydeHMDB
IsopropylaldehydeHMDB
IsopropylformaldehydeHMDB
Methyl propanalHMDB
MethylpropanalHMDB
so-Butyl aldehydeHMDB
Valine aldehydeHMDB
2-MethylpropanalChEBI
Chemical FormulaC4H8O
Average Molecular Mass72.106 g/mol
Monoisotopic Mass72.058 g/mol
CAS Registry Number78-84-2
IUPAC Name2-methylpropanal
Traditional Nameisobutyraldehyde
SMILESCC(C)C=O
InChI IdentifierInChI=1S/C4H8O/c1-4(2)3-5/h3-4H,1-2H3
InChI KeyAMIMRNSIRUDHCM-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as short-chain aldehydes. These are an aldehyde with a chain length containing between 2 and 5 carbon atoms.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentShort-chain aldehydes
Alternative Parents
Substituents
  • Organic oxide
  • Hydrocarbon derivative
  • Short-chain aldehyde
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility53.7 g/LALOGPS
logP0.6ALOGPS
logP0.86ChemAxon
logS-0.13ALOGPS
pKa (Strongest Acidic)17.85ChemAxon
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity20.92 m³·mol⁻¹ChemAxon
Polarizability8.24 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MSsplash10-0006-9000000000-dc3ff3769744ad1ee9d0View in MoNA
GC-MSGC-MS Spectrum - EI-Bsplash10-002f-9000000000-987cd15323d99af9f551View in MoNA
GC-MSGC-MS Spectrum - EI-Bsplash10-0006-9000000000-1fed4d315b146112b21eView in MoNA
GC-MSGC-MS Spectrum - EI-Bsplash10-002f-9000000000-987cd15323d99af9f551View in MoNA
GC-MSGC-MS Spectrum - EI-Bsplash10-0006-9000000000-1fed4d315b146112b21eView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MSNot Available
Predicted GC-MSPredicted GC-MS Spectrum - GC-MSNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-9000000000-58d96802e35b00bb3438View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-9000000000-935757dca5822bf99c59View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052f-9000000000-70f55b8222bfdf58adb0View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-9000000000-def551c4e49daf8d790bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-9000000000-db936d35c1e102f7ca97View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0ab9-9000000000-342576c8a51a5b054f42View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-9000000000-63d5fc7a9f901fbe55c2View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-9000000000-a74f47a36c87271fae62View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-1473b269db466f1a2bf2View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-9000000000-77e5dcf17bd83eca2c67View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-9000000000-53cc0c445db79b43e5ffView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9000000000-e6db48dafcc5dffdf942View in MoNA
MSMass Spectrum (Electron Ionization)splash10-0006-9000000000-cb6baf74480a5a4ab1edView in MoNA
1D NMR1H NMR SpectrumNot Available
1D NMR13C NMR SpectrumNot Available
1D NMR1H NMR SpectrumNot Available
1D NMR13C NMR SpectrumNot Available
1D NMR1H NMR SpectrumNot Available
1D NMR13C NMR SpectrumNot Available
1D NMR1H NMR SpectrumNot Available
1D NMR13C NMR SpectrumNot Available
1D NMR1H NMR SpectrumNot Available
1D NMR13C NMR SpectrumNot Available
1D NMR1H NMR SpectrumNot Available
1D NMR13C NMR SpectrumNot Available
1D NMR1H NMR SpectrumNot Available
1D NMR13C NMR SpectrumNot Available
1D NMR1H NMR SpectrumNot Available
1D NMR13C NMR SpectrumNot Available
1D NMR1H NMR SpectrumNot Available
1D NMR13C NMR SpectrumNot Available
1D NMR1H NMR SpectrumNot Available
1D NMR13C NMR SpectrumNot Available
1D NMR1H NMR SpectrumNot Available
1D NMR13C NMR SpectrumNot Available
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0031243
FooDB IDFDB003271
Phenol Explorer IDNot Available
KNApSAcK IDC00050473
BiGG IDNot Available
BioCyc IDCPD-7000
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkIsobutyraldehyde
Chemspider ID6313
ChEBI ID48943
PubChem Compound ID6561
Kegg Compound IDC03219
YMDB IDYMDB00482
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=22731523
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=22974724
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=24397404
4. Toso B, Procida G, Stefanon B: Determination of volatile compounds in cows' milk using headspace GC-MS. J Dairy Res. 2002 Nov;69(4):569-77.
5. Li J, Fu N, Li X, Luo S, Cheng JP: Chiral primary-tertiary diamine-Bronsted acid salt catalyzed syn-selective cross-aldol reaction of aldehydes. J Org Chem. 2010 Jul 2;75(13):4501-7. doi: 10.1021/jo100976e.
6. Nugent TC, Bibi A, Sadiq A, Shoaib M, Umar MN, Tehrani FN: Chiral picolylamines for Michael and aldol reactions: probing substrate boundaries. Org Biomol Chem. 2012 Dec 14;10(46):9287-94. doi: 10.1039/c2ob26382c. Epub 2012 Oct 29.
7. Liu LL, Li HX, Wan LM, Ren ZG, Wang HF, Lang JP: A Mn(III)-superoxo complex of a zwitterionic calix[4]arene with an unprecedented linear end-on Mn(III)-O2 arrangement and good catalytic performance for alkene epoxidation. Chem Commun (Camb). 2011 Oct 21;47(39):11146-8. doi: 10.1039/c1cc14262c. Epub 2011 Sep 2.
8. Fowler P, Smith K, Young J, Jeffrey L, Kirkland D, Pfuhler S, Carmichael P: Reduction of misleading ("false") positive results in mammalian cell genotoxicity assays. I. Choice of cell type. Mutat Res. 2012 Feb 18;742(1-2):11-25. doi: 10.1016/j.mrgentox.2011.10.014. Epub 2011 Nov 26.
9. Choi JH, Park DR, Park S, Song IK: Nanostructured H(3+x)PW(12-x)NbxO40 (x = 0-3) Keggin heteropolyacid catalysts. J Nanosci Nanotechnol. 2011 Sep;11(9):7870-5.
10. Rodriguez GM, Atsumi S: Isobutyraldehyde production from Escherichia coli by removing aldehyde reductase activity. Microb Cell Fact. 2012 Jun 25;11:90. doi: 10.1186/1475-2859-11-90.
11. de Azevedo LC, Reis MM, Pereira GE, da Rocha GO, Silva LA, de Andrade JB: A liquid chromatographic method optimization for the assessment of low and high molar mass carbonyl compounds in wines. J Sep Sci. 2009 Oct;32(20):3432-40. doi: 10.1002/jssc.200900281.
12. Tada M, Muratsugu S, Kinoshita M, Sasaki T, Iwasawa Y: Alternative selective oxidation pathways for aldehyde oxidation and alkene epoxidation on a SiO2-supported Ru-monomer complex catalyst. J Am Chem Soc. 2010 Jan 20;132(2):713-24. doi: 10.1021/ja9079513.
13. Choi JH, Park DR, Park S, Song IK: Scanning tunneling microscopy study of nano-structured polyatom-substituted H4PW11M1O40 Keggin and H7P2W17M1O62 (M = Nb, Ta) Wells-Dawson heteropolyacid catalysts. J Nanosci Nanotechnol. 2012 Jul;12(7):5864-9.
14. Atsumi S, Higashide W, Liao JC: Direct photosynthetic recycling of carbon dioxide to isobutyraldehyde. Nat Biotechnol. 2009 Dec;27(12):1177-80. doi: 10.1038/nbt.1586.
15. Carere J, Baker P, Seah SY: Investigating the molecular determinants for substrate channeling in BphI-BphJ, an aldolase-dehydrogenase complex from the polychlorinated biphenyls degradation pathway. Biochemistry. 2011 Oct 4;50(39):8407-16. doi: 10.1021/bi200960j. Epub 2011 Sep 8.
16. Jarboe LR: YqhD: a broad-substrate range aldehyde reductase with various applications in production of biorenewable fuels and chemicals. Appl Microbiol Biotechnol. 2011 Jan;89(2):249-57. doi: 10.1007/s00253-010-2912-9. Epub 2010 Oct 6.
17. Liu X, Bastian S, Snow CD, Brustad EM, Saleski TE, Xu JH, Meinhold P, Arnold FH: Structure-guided engineering of Lactococcus lactis alcohol dehydrogenase LlAdhA for improved conversion of isobutyraldehyde to isobutanol. J Biotechnol. 2012 Dec 15;164(2):188-95. doi: 10.1016/j.jbiotec.2012.08.008. Epub 2012 Sep 3.
18. Lu J, Brigham CJ, Gai CS, Sinskey AJ: Studies on the production of branched-chain alcohols in engineered Ralstonia eutropha. Appl Microbiol Biotechnol. 2012 Oct;96(1):283-97. doi: 10.1007/s00253-012-4320-9. Epub 2012 Aug 4.
19. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.