General Information of Natural Product (ID: NP0432)
  Natural Product Name
Isobutyl Isothiocyanate
  Synonyms
Isobutyl isothiocyanate; 591-82-2; 1-Isothiocyanato-2-methylpropane; i-Butyl isothiocyanate; 2-Methylpropyl isothiocyanate; Isobutylisothiocyanate; 1-isothiocyanato-2-methyl-propane; Isothiocyanic acid, isobutyl ester; UNII-A498ZC6Z4F; Isothiocyanic Acid Isobutyl Ester; Propane, 1-isothiocyanato-2-methyl-; A498ZC6Z4F; CHEMBL3593941; Propane, 1-isothiocyanato-2-methyl- (9CI); EINECS 209-733-2; BRN 1740371; isobutyl-isothiocyanate; 2-methylpropylisothiocyanate; 4-04-00-00653 (Beilstein Handbook Reference); SCHEMBL841951; NSDDRJXKROCWRZ-UHFFFAOYSA-; DTXSID10207846; 1-Isothiocyanato-2-methylpropane #; Isobutyl isothiocyanate, AldrichCPR; ZINC1846032; BBL027869; BDBM50104736; MFCD00022062; STK399808; AKOS000212504; MCULE-8043723276; DB-016590; FT-0607989; I0186; EN300-18640; D91096; J-670004; J-801003; Q27273617
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  Formula C5H9NS
  Weight 115.2
  Structure Could Not Find 2D Structure
3D Structure Download 2D Structure Download
  InChI InChI=1S/C5H9NS/c1-5(2)3-6-4-7/h5H,3H2,1-2H3
  InChI Key NSDDRJXKROCWRZ-UHFFFAOYSA-N
  Isomeric SMILES CC(C)CN=C=S
  Canonical SMILES CC(C)CN=C=S
  External Links PubChem ID 68960
CAS ID 591-82-2
NPASS ID NPC133836
CHEMBL ID CHEMBL3593941
  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.
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               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.
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               Factor Part Location NP Content
 
Arabidopsis thaliana wildtype
Whole plant Norway
NP Content: 0.01 %
 
A. thaliana T-DNA knock-out mutant Cyp83A1: (At4g13770)
Whole plant Norway
NP Content: 0.06 %
 
A. thaliana T-DNA knock-out mutant Cyp83B: (At4g31500; Salk_028573)
Whole plant Norway
NP Content: 0.24 %
 
A. thaliana T-DNA knock-out mutant TGG1: (Atg526000; Salk_130469)
Whole plant Norway
NP Content: 0.26 %
References
1 Volatile profiling of Arabidopsis thaliana - Putative olfactory compounds in plant communication