General Information of Natural Product (ID: NP0423)
  Natural Product Name
3-(Methylthio)Propyl Isothiocyanate
  Synonyms
3-(Methylthio)propyl isothiocyanate; 505-79-3; Iberverin; 3-Methylthiopropyl isothiocyanate; Ibervirin; PROPANE, 1-ISOTHIOCYANATO-3-(METHYLTHIO)-; 3-Methylmercaptopropyl isothiocyanate; 1-Isothiocyanato-3-(methylthio)propane; Isothiocyanic acid, 3-(methylthio)propyl ester; UNII-YTT13BN94Z; 3-(methylthio)propylisothiocyanate; (3-isothiocyanatopropyl)(methyl)sulfane; 1-isothiocyanato-3-methylsulfanylpropane; YTT13BN94Z; CHEMBL3186484; MFCD00209521; 1-Isothiocyanato-3-(methylsulfanyl)propane; FEMA No. 3312; EINECS 208-020-3; radish isothiocyanate; Iberverin, 97%; 1-isothiocyanato-3-methylsulfanyl-propane; Isothiocyanic Acid 3-(Methylthio)propyl Ester; DSSTox_CID_27132; DSSTox_RID_82139; DSSTox_GSID_47132; SCHEMBL668271; DTXSID3047132; FEMA 3312; 3-Methyl thiopropyl isothiocyanate; ZINC1850039; Tox21_302609; 3-(methylthio) propyl isothiocyanate; BDBM50104731; AKOS000120740; 1-Isothiocyanato-3-(methylthio)-Propane; NCGC00256650-01; BP-12929; CAS-505-79-3; U302; FT-0616194; M2027; 1-Isothiocyanato-3-(methylsulfanyl)propane #; D91571; 3-(Methylthio)propyl isothiocyanate, >=98%, FG; A828183; 3-butanoic s-based propyl isothiocyanates were ester; W-105949; Q27294710
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  Formula C5H9NS2
  Weight 147.3
  Structure Could Not Find 2D Structure
3D Structure Download 2D Structure Download
  InChI InChI=1S/C5H9NS2/c1-8-4-2-3-6-5-7/h2-4H2,1H3
  InChI Key LDKSCZJUIURGMW-UHFFFAOYSA-N
  Isomeric SMILES CSCCCN=C=S
  Canonical SMILES CSCCCN=C=S
  External Links PubChem ID 62351
CAS ID 505-79-3
NPASS ID NPC172064
CHEMBL ID CHEMBL3186484
  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: 1.03 %
 
A. thaliana T-DNA knock-out mutant Cyp83A1: (At4g13770)
Whole plant Norway
NP Content: 0.54 %
 
A. thaliana T-DNA knock-out mutant Cyp83B: (At4g31500; Salk_028573)
Whole plant Norway
NP Content: 3.15 %
 
A. thaliana T-DNA knock-out mutant TGG1: (Atg526000; Salk_130469)
Whole plant Norway
NP Content: 1.19 %
 
A. thaliana T-DNA knock-out mutant TGG2: (At5g25980; Salk_038730)
Whole plant Norway
NP Content: 0.5 %
References
1 Volatile profiling of Arabidopsis thaliana - Putative olfactory compounds in plant communication