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3-Isothiocyanato-1-propene (PC000800)

Record Information
Version1.0
Creation date2015-10-09 22:32:43 UTC
Update date2017-01-19 02:36:36 UTC
FoodComEx IDPC000800
FoodDB RecordFDB012440
Chemical Information
Name3-Isothiocyanato-1-propene
DescriptionChief constituent of natural mustard oiland is also found in cooked cabbage, horseradish, etc. Flavouring ingredient. Potential nutriceutical Allyl isothiocyanate is a volatile organic compound. Allyl isothiocyanate (AITC) is a constituent of mustard, horseradish and wasabi and certain vegetables found in the human diet, mostly in cruciferous vegetables. AITC is a colorless to pale yellow liquid that is slightly soluble in water, but well soluble in most organic solvents. AITC possesses numerous biochemical and physiological activities. It is cytotoxic and tumorigenic at high doses and also is a modulator of enzymes involved in metabolism of xenobiotics, including carcinogens. It is plausible that the wide consumption of dietary AITC may have profound effects on human health. oxidative DNA damage may play important roles in carcinogenic processes induced by AITC. Allergic contact dermatitis from AICT is well known but infrequently reported. AITC is occasionally found as a volatile component of normal human biofluids. (PMID: 5556886, 8222057, 8000299, 10754276, 15373848); Allyl isothiocyanate is mildly toxic with LD50 of 151 mg/kg but is a dangerous lachrymator.
CAS Number57-06-7
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
1-Propene, 3-isothiocyanato-biospider
2-Propenyl isothiocyanatebiospider
2-Propenyl isothiocyanic acidGenerator
3-iso-Thiocyanatoprop-1-enebiospider
3-isothiocyanatoprop-1-enebiospider
3-isothiocyanatopropenebiospider
AITChEBI
AITCbiospider
AITKbiospider
Allyl isorhodanidebiospider
Allyl isosulfocyanatebiospider
Allyl isosulfocyanic acidGenerator
Allyl isosulphocyanatebiospider
Allyl isosulphocyanic acidGenerator
Allyl isothiocyanatebiospider
Allyl isothiocyanate (natural)HMDB
Allyl isothiocyanate (usp)biospider
Allyl isothiocyanate [usan]biospider
Allyl isothiocyanate non-perfume gradebiospider
Allyl isothiocyanate, inhibitedbiospider
Allyl isothiocyanate, non-perfume gradebiospider
Allyl isothiocyanate, stabilized [UN1545] [Poison]biospider
Allyl isothiocyanate, USANdb_source
Allyl mustard oildb_source
Allyl sevenolumbiospider
Allyl thiocarbonimidebiospider
Allyl thioisocyanatebiospider
Allylisothiokyanatbiospider
Allylsenevolbiospider
Allylsenfoelbiospider
Allylsevenolumbiospider
Allyspolbiospider
Allyspol 75ECdb_source
Artificial mustard oilbiospider
Artificial oil of mustardbiospider
Brassica seed oilbiospider
Carbospoldb_source
Caswell no. 027HMDB
Essential oils, mustardbiospider
Fats and glyceridic oils, mustardbiospider
FEMA 2034db_source
FEMA no. 2034HMDB
Isothiocyanate allyl esterGenerator
Isothiocyanate d'allyleChEBI
Isothiocyanato-1-propenebiospider
Isothiocyanic acid allyl esterbiospider
Isothiocyanic acid d'allyleGenerator
Isothiocyanic acid, allyl esterbiospider
Isothiocyanic acid,allyl esterbiospider
IsothiocyansaeureallylesterHMDB
Mustard essential oilsbiospider
Mustard oildb_source
Mustard oil (van)biospider
Mustard oil, volatilebiospider
Mustard oil, volatile, syntheticbiospider
Mustard seed oilbiospider
Mustard, brown (brassica SPP.)biospider
Mustard, yellow (brassica SPP.)biospider
Oil of mustardbiospider
Oil of mustard BPC 1949biospider
Oil of mustard, artificialbiospider
Oil of mustard, expressedbiospider
Oils, brassica albabiospider
Oils, brassica nigrabiospider
Oils, essential, mustardbiospider
Oils, glyceridic, mustardbiospider
Oils, mustardbiospider
Ol eum sinapis volatilebiospider
Oleum sinapisbiospider
Oleum sinapis volatilebiospider
Potassium allyl isothiocyanatebiospider
Potassium, (1-isothiocyanato-2-propenyl)-biospider
Propene, 3-isothiocyanato-biospider
Propenyl isothiocyanatebiospider
Redskinbiospider
Senf oelbiospider
Senf oel (german)biospider
Senfoelbiospider
Senfoel (german)biospider
Synthetic mustard oilbiospider
Volatile mustard oilbiospider
Volatile oil of mustardbiospider
Chemical FormulaC4H5NS
IUPAC name3-isothiocyanatoprop-1-ene
InChI IdentifierInChI=1S/C4H5NS/c1-2-3-5-4-6/h2H,1,3H2
InChI KeyZOJBYZNEUISWFT-UHFFFAOYSA-N
Isomeric SMILESC=CCN=C=S
Average Molecular Weight99.154
Monoisotopic Molecular Weight99.014269855
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 Descriptors
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logPNot Available
Experimental Water Solubility2 mg/mL at 20 oCYALKOWSKY,SH & DANNENFELSER,RM (1992)
Melting PointFp -80°DFC
Foods of Origin
FoodContent Range AverageReference
FoodReference
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity AvailableProduction upon request, up to 2 g
Delivery TimeNot Available
Storage Formliquid
Storage Conditions-80°C
StabilityNot Available
PurityNot Available
Spectra
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Rosa Vazquez Fresnovazquezf@ualberta.ca
Commercial Vendors
AKSci 5832AE
Toronto Research Chemicals A556610