1-Isothiocyanato-4-methylpentane (CHEM031785)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-26 02:55:10 UTC
Update Date2016-11-09 01:19:20 UTC
Accession NumberCHEM031785
Identification
Common Name1-Isothiocyanato-4-methylpentane
ClassSmall Molecule
Description1-Isothiocyanato-4-methylpentane is found in root vegetables. 1-Isothiocyanato-4-methylpentane is isolated from radish (Raphanus sativus).
Contaminant Sources
  • FooDB Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(Phenylmethylene)-propanedinitrileHMDB
2,2-dicyano-1-PhenylethyleneHMDB
2-BenzylidenemalononitrileHMDB
2-Phenyl-1,1-dicyanoethyleneHMDB
4-Methylpentyl isothiocyanateHMDB
alpha-CyanocinnamonitrileHMDB
Benzal-malonitrilHMDB
BenzalmalononitrileHMDB
Benzylidene malononitrileHMDB
Benzylidene-malononitrileHMDB
BenzylidenemalonodinitrileHMDB
BenzylidenemalononitrileHMDB
beta,beta-DicyanostyreneHMDB
beta,beta-StyrenedicarbonitrileHMDB
BMNHMDB
Isohexyl isothiocyanateHMDB
Propanedinitrile, (phenylmethylene)- (9ci)HMDB
Chemical FormulaC7H13NS
Average Molecular Mass143.250 g/mol
Monoisotopic Mass143.077 g/mol
CAS Registry Number17608-07-0
IUPAC Name1-isothiocyanato-4-methylpentane
Traditional Name1-isothiocyanato-4-methylpentane
SMILESCC(C)CCCN=C=S
InChI IdentifierInChI=1S/C7H13NS/c1-7(2)4-3-5-8-6-9/h7H,3-5H2,1-2H3
InChI KeyCZWUENKYXFGDIG-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as isothiocyanates. These are organic compounds containing the isothiocyanate group, an isocyanate analogue with the general formula RN=C=S.
KingdomOrganic compounds
Super ClassOrganosulfur compounds
ClassIsothiocyanates
Sub ClassNot Available
Direct ParentIsothiocyanates
Alternative Parents
Substituents
  • Isothiocyanate
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Organic nitrogen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
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 Solubility0.059 g/LALOGPS
logP3.86ALOGPS
logP3.13ChemAxon
logS-3.4ALOGPS
pKa (Strongest Basic)-2.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area12.36 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity44.35 m³·mol⁻¹ChemAxon
Polarizability17.31 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9000000000-a68c41313f11eb85baaeSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-4900000000-e5a0b9ddbb4be8c2a2beSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000l-9300000000-40636462814638437babSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0673-9000000000-150e07aabdb9fe6a2327Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-2900000000-1c92060b877d4dcd782aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4l-9600000000-620966ccac837dbb6a6eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9000000000-04f93e2c76fc5aac60abSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-9000000000-286b63d3516de7d14a12Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-9000000000-286b63d3516de7d14a12Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9000000000-286b63d3516de7d14a12Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000f-9400000000-c52dbd9a9143ed020012Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-9000000000-9b52747ee188ea150c70Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0abc-9000000000-bd952f1c270b9cb9def1Spectrum
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 IDHMDB0038435
FooDB IDFDB017793
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID453098
ChEBI IDNot Available
PubChem Compound ID519452
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
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2. Freeman KB, Yatscoff RW, Mason JR, Patel HV, Buckle M: Characterization of a Chinese hamster ovary cell line resistant to uncouplers. Eur J Biochem. 1983 Aug 1;134(2):215-22.
3. Brunton VG, Lear MJ, Robins DJ, Williamson S, Workman P: Synthesis and antiproliferative activity of tyrphostins containing heteroaromatic moieties. Anticancer Drug Des. 1994 Aug;9(4):291-309.
4. Kaesler B, Schonheit P: Methanogenesis and ATP synthesis in methanogenic bacteria at low electrochemical proton potentials. An explanation for the apparent uncoupler insensitivity of ATP synthesis. Eur J Biochem. 1988 May 16;174(1):189-97.
5. Liu Y, Shen B, Kotora M, Nakajima K, Takahashi T: Direct addition of Zr-C bonds of alkylzirconocenes to activated alkenes. J Org Chem. 2002 Oct 4;67(20):7019-28.
6. Brunton VG, Lear MJ, McKeown P, Robins DJ, Workman P: Synthesis and antiproliferative activity of tyrphostins containing quinoline moieties. Anticancer Drug Des. 1996 Sep;11(6):463-83.
7. Sawada S, Iio T, Hayashi Y, Takahashi S: Fluorescent rotors and their applications to the study of G-F transformation of actin. Anal Biochem. 1992 Jul;204(1):110-7.
8. Gazit A, Osherov N, Posner I, Bar-Sinai A, Gilon C, Levitzki A: Tyrphostins. 3. Structure-activity relationship studies of alpha-substituted benzylidenemalononitrile 5-S-aryltyrphostins. J Med Chem. 1993 Nov 12;36(23):3556-64.
9. Terada H, VAN Dam K: On the stoichiometry between uncouplers of oxidative phosphorylation and respiratory chains. The catalytic action of SF 6847 (3,5-di-tert-butyl-4-hydroxy-benzylidenemalononitrile). Biochim Biophys Acta. 1975 Jun 17;387(3):507-18.
10. Turpaev K, Ermolenko M, Cresteil T, Drapier JC: Benzylidenemalononitrile compounds as activators of cell resistance to oxidative stress and modulators of multiple signaling pathways. A structure-activity relationship study. Biochem Pharmacol. 2011 Sep 1;82(5):535-47. doi: 10.1016/j.bcp.2011.05.028. Epub 2011 Jun 2.
11. Gazit A, Osherov N, Posner I, Yaish P, Poradosu E, Gilon C, Levitzki A: Tyrphostins. 2. Heterocyclic and alpha-substituted benzylidenemalononitrile tyrphostins as potent inhibitors of EGF receptor and ErbB2/neu tyrosine kinases. J Med Chem. 1991 Jun;34(6):1896-907.
12. Ueberschar KH, Kille S, Laule G, Maurer P, Wallenfels K: Benzylidenemalononitrile derivatives as substrates and inhibitors of a new NAD(P)H dehydrogenase of erythrocytes. Purification and crystallisation of two forms of the enzyme. Hoppe Seylers Z Physiol Chem. 1979 Oct;360(10):1409-19.
13. Elkholy YM, Morsy MA: Facile synthesis of 5, 6, 7, 8-tetrahydropyrimido [4, 5-b]-quinoline derivatives. Molecules. 2006 Nov 17;11(11):890-903.
14. Zhang W, Chen Y, Chen W, Liu Z, Li Z: Designing Tetrahydroimidazo[1,2-a]pyridine derivatives via catalyst-free Aza-Diels-Alder reaction (ADAR) and their insecticidal evaluation. J Agric Food Chem. 2010 May 26;58(10):6296-9. doi: 10.1021/jf100645y.
15. Gazit A, Osherov N, Gilon C, Levitzki A: Tyrphostins. 6. Dimeric benzylidenemalononitrile tyrophostins: potent inhibitors of EGF receptor tyrosine kinase in vitro. J Med Chem. 1996 Dec 6;39(25):4905-11.
16. Fujimura T, Yamato I, Anraku Y: Mechanism of glutamate transport in Escherichia coli B. 1. Proton-dependent and sodium ion dependent binding of glutamate to a glutamate carrier in the cytoplasmic membrane. Biochemistry. 1983 Apr 12;22(8):1954-9.
17. Turpaev K, Drapier JC: Stimulatory effect of benzylidenemalononitrile tyrphostins on expression of NO-dependent genes in U-937 monocytic cells. Eur J Pharmacol. 2009 Mar 15;606(1-3):1-8. doi: 10.1016/j.ejphar.2009.01.015. Epub 2009 Jan 21.
18. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.