General Information of Natural Product (ID: NP0442)
  Natural Product Name
Anisole
  Synonyms
ANISOLE; Methoxybenzene; 100-66-3; Benzene, methoxy-; Methyl phenyl ether; Anisol; Phenyl methyl ether; Phenoxymethane; Anizol; Phenol methyl ether; Methoxy-Benzene; 4-methoxybenzene; HSDB 44; UNII-B3W693GAZH; NSC 7920; Ether, methyl phenyl-; B3W693GAZH; CHEBI:16579; MFCD00008354; Benzene, methoxy; Ether, methyl phenyl; FEMA Number 2097; 154492-88-3; FEMA No. 2097; EINECS 202-876-1; UN2222; Anisloe; anisole-; AI3-00042; methylphenyl ether; 4-methoxy benzene; Anethole,(S); Methyl phenyl-Ether; Anisole, 8CI; Anisole Methoxybenzene; Methoxy-Benzeneanisole; Anisole-[13C]; Methoxy-benzene (anisol); bmse010217; EC 202-876-1; SCHEMBL1205; WLN: 1OR; Anisole, analytical standard; Anisole, anhydrous, 99.7%; SCHEMBL497674; AQUALINE STANDARD 1.0; Aqualine? Standard 1.1; CHEMBL278024; DTXSID4041608; SCHEMBL12015260; FEMA 2097; Anisole, ReagentPlus(R), 99%; NSC7920; METHOXY-BENZENE (ANISOL); Anisole, >=99%, FCC, FG; LABOTEST-BB LTBB002265; ZINC897131; AMY38503; NSC-7920; BDBM50386177; STL263485; AKOS000120161; ZINC329788065; ZINC329788108; AS04310; CCG-266043; MCULE-2691526560; UN 2222; Anisole [UN2222] [Flammable liquid]; I767; LS-13275; DB-003588; A0492; FT-0628309; FT-0652964; FT-0662229; A14924; C01403; M03556; Q312244; J-000194; F1908-0172; Anisole, United States Pharmacopeia (USP) Reference Standard; Anisole, Pharmaceutical Secondary Standard; Certified Reference Material
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  Formula C7H8O
  Weight 108.14
  Structure Could Not Find 2D Structure
3D Structure Download 2D Structure Download
  InChI InChI=1S/C7H8O/c1-8-7-5-3-2-4-6-7/h2-6H,1H3
  InChI Key RDOXTESZEPMUJZ-UHFFFAOYSA-N
  Isomeric SMILES COC1=CC=CC=C1
  Canonical SMILES COC1=CC=CC=C1
  External Links PubChem ID 7519
CAS ID 100-66-3
NPASS ID NPC124576
CHEMBL ID CHEMBL278024
  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
 
Whole plant: A. thaliana wildtype detected in situ
Whole plant Norway
NP Content: 0.06 %
References
1 Volatile profiling of Arabidopsis thaliana - Putative olfactory compounds in plant communication