General Information of Natural Product (ID: NP0426)
  Natural Product Name
Butyl Isothiocyanate
  Synonyms
Butyl isothiocyanate; 592-82-5; 1-Isothiocyanatobutane; n-Butyl isothiocyanate; Butyl mustard oil; Butane, 1-isothiocyanato-; 1-butyl isothiocyanate; Butylisothiocyanate; ISOTHIOCYANIC ACID, BUTYL ESTER; Isothiocyanic acid n-butyl ester; UNII-4Y31800S6C; 1-isothiocyanato-butane; CHEBI:50534; MFCD00004824; 4Y31800S6C; EINECS 209-770-4; NSC 194808; Butylsenfoel; AI3-18424; BuNCS; n-butylisothiocyanate; n-butyl-isothiocyanate; n-Butyl isothio cyanate; 1-Isothiocyanatobutane #; Butyl isothiocyanate, 8CI; Butyl isothiocyanate, 99%; SCHEMBL152568; Isothiocyanic Acid Butyl Ester; 1-Butyl isothiocyanate, 98+%; CHEMBL1814588; DTXSID7060467; ZINC1733350; NSC194808; AKOS000118861; MCULE-3952129182; NSC-194808; Butyl isothiocyanate, analytical standard; DB-022994; FT-0607991; I0249; V6817; D91107; A832240; J-670003; J-801002; Q27122105; F1915-0013; Butyl isothiocyanate, United States Pharmacopeia (USP) Reference Standard
Click to Show/Hide
  Formula C5H9NS
  Weight 115.2
  Structure Could Not Find 2D Structure
3D Structure Download 2D Structure Download
  InChI InChI=1S/C5H9NS/c1-2-3-4-6-5-7/h2-4H2,1H3
  InChI Key LIMQQADUEULBSO-UHFFFAOYSA-N
  Isomeric SMILES CCCCN=C=S
  Canonical SMILES CCCCN=C=S
  External Links PubChem ID 11613
CAS ID 592-82-5
NPASS ID NPC245814
CHEMBL ID CHEMBL1814588
  NP Activity Charts   Click to show/hide

 The Content Variation of Natural Product Induced by Different Factor(s)
      Species Name: Arabidopsis thaliana
  Factor Name: T-DNA Knock-Out Treatment [1]
              Species Info Factor Info
               Experiment Detail
In vitro cultivation of Arabidopsis wildtype and mutant plants: Seeds were sterilized according to standard lab routines (EtOH, NaOCl/NaOH) prior to aseptical (in vitro) cultivation in 500 ml screw cap jars on MS medium (4.3 g/l; 50 ml/jar) containing Bacto- and Phytoagar (1:2; 6 g/l) and 30 g/l sucrose. Ten seeds were pipetted into each jar and plants grown for 6 weeks until flowering at a temperature of 20 ℃ under a 16/8 h day/ night regime using fluorescent tubes (Osram Lumilux Plus Eco 36 W). Both Arabidopsis thaliana wildtype plants of ecotype Columbia-0 (Col) and 4 Col-derived T-DNA knock-out mutants (homozygous lines) showing deficiencies in the GLS biosynthesis pathway were used in this study (five parallels for wildtype and mutants): TGG1 (Atg526000; Salk_130469), TGG2 (At5g25980; Salk_038730), Cyp83A1 (At4g13770) and Cyp83B1 (At4g31500; Salk_028573). Greenhouse-cultivation of Arabidopsis ecotypes: The following Arabidopsis ecotypes were used in the study: Columbia (Col), Cape Verde Islands (Cvi), Landsberg erecta (Ler) and Wassilewskija (Ws). Single plants were greenhouse-cultivated on fertilized soil (P-Jord; Emmaljunga Torvmull AB) in plug trays (9 × 6 cells) at a temperature of 20 ℃ (three parallels for each ecotype). Due to the 6-weeks growth period (November/December 2003), the plants were cultivated under a 16/8 h day/night regime using metal halide lamps (Osram HQI-T 400 W) placed 130 cm above the trays. Depending on the ecotypical plant development, whole plants were sampled after 3-4 weeks right before bolting for in vivo studies, while investigations of single plant organs (leaf, stem, inflorescence) were carried out after 5-6 weeks of cultivation.
Click to Show/Hide
               Factor Function
Metabolites from methionine, leucine and phenylalanine-derived glucosinolates were most abundant (4-methylthiobutyl, 4-methylpentyl, 2-phenylethyl). In addition, 24 monoterpenes, 26 sesquiterpenes and 12 aromatic structures, predominantly observed in inflorescenses, are described. Excluding the vast group of straight chain aliphatic structures, a total of 102 volatile compounds were detected, of which 59 are reported in Arabidopsis thaliana for the first time, thus emphasizing the sensitivity and applicability of solid-phase microextraction for volatile profiling of plant secondary metabolites.
Click to Show/Hide
               Factor Part Location NP Content
 
Arabidopsis thaliana wildtype
Whole plant Norway
NP Content: trace %
 
A. thaliana T-DNA knock-out mutant Cyp83A1: (At4g13770)
Whole plant Norway
NP Content: trace %
 
A. thaliana T-DNA knock-out mutant Cyp83B: (At4g31500; Salk_028573)
Whole plant Norway
NP Content: 0.03 %
 
A. thaliana T-DNA knock-out mutant TGG1: (Atg526000; Salk_130469)
Whole plant Norway
NP Content: 0.02 %
 
A. thaliana T-DNA knock-out mutant TGG2: (At5g25980; Salk_038730)
Whole plant Norway
NP Content: trace %
References
1 Volatile profiling of Arabidopsis thaliana - Putative olfactory compounds in plant communication