Details of Natural Product (NP)

General Information of Natural Product (ID: NP0410)
  Natural Product Name
Gamma-Nonalactone
  Synonyms
104-61-0; Gamma-nonalactone; 5-pentyldihydrofuran-2(3H)-one; gamma-Nonanolactone; 2(3H)-Furanone, dihydro-5-pentyl-; 5-pentyloxolan-2-one; gamma-Nonanolide; Prunolide; 4-Nonanolide; 1,4-Nonalolide; Nonan-1,4-olide; 4-Pentyl-butanolide; Aldehyde C-18; Cocos aldehyde; DIHYDRO-5-PENTYL-2(3H)-FURANONE; gamma-Nonanoic lactone; rac-gamma-Nonanolactone; .gamma.-n-Amylbutyrolactone; delta-n-Amylbutyrolactone; CHEMBL191935; Dihydro-5-pentylfuran-2(3H)-one; 4-Hydroxynonanoic acid gamma-lactone; Nonan-4-olide; MFCD00005403; Coconut aldehyde; 4-Nonalactone; gamma-Nonylactone; gamma-Nonyllactone; 82373-92-0; gamma-Pelargolactone; 1,4-Nonyl lactone; FEMA No. 2781; FEMA Number 2781; gamma-N-Amylbutyrolactone; gamma-Amyl-gamma-butyrolactone; gamma-Pentyl-gamma-butyrolactone; HSDB 5360; EINECS 203-219-1; 4-Amyl-4-hydroxybutyric acid lactone; 4-Hydroxynonanoic acid, gamma-lactone; Nonanoic acid, 4-hydroxy-, gamma-lactone; AI3-02457; 4-Pentylbutanolide; .gamma.-Nonalacton; .gamma.-Nonanolide; .gamma.-Nonalactone; NSC 24253; NSC 46099; gamma-Pelargonolactone; .gamma.-Nonanolactone; .gamma.-Amylbutyrolactone; .gamma.-Nonanoic lactone; 5-Pentyl-.gamma.-lactone; EC 203-219-1; DSSTox_CID_14229; DSSTox_RID_79128; DSSTox_GSID_34229; gamma-Nonanoic lactone, 97%; SCHEMBL112484; 4-Hydroxynonanoic acid lactone; 5-Pentyl-dihydro-furan-2-one; DTXSID0034229; 5-pentyl-tetrahydro-furan-2-one; OALYTRUKMRCXNH-UHFFFAOYSA-; (.+/-.)-.gamma.-Nonalactone; Dihydro-5-pentyl-2(3H)-furanon; .gamma.-Amyl-.gamma.-butyrolactone; NSC24253; NSC46099; (3H)-Dihydro-5-pentyl-2-furanone; 5-Pentyldihydro-2(3H)-furanone #; Tox21_301039; BBL027520; BDBM50167995; LMFA07040021; NSC-24253; NSC-46099; STL373781; AKOS015904806; DS-3247; MCULE-8658118167; 4-Hydroxynonanoic acid, .gamma.-lactone; NCGC00164129-01; NCGC00164129-02; NCGC00254941-01; CAS-104-61-0; M521; gamma-Nonanoic lactone, >=98%, FCC, FG; gamma-Nonanoic lactone, natural, 98%, FG; FT-0686718; N0285; Nonanoic acid, 4-hydroxy-, .gamma.-lactone; D70273; gamma-Nonalactone, analytical reference material; J-001202; Q11255995
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  Formula C9H16O2
  Weight 156.22
  Structure Could Not Find 2D Structure
3D Structure Download 2D Structure Download
  InChI InChI=1S/C9H16O2/c1-2-3-4-5-8-6-7-9(10)11-8/h8H,2-7H2,1H3
  InChI Key OALYTRUKMRCXNH-UHFFFAOYSA-N
  Isomeric SMILES CCCCCC1CCC(=O)O1
  Canonical SMILES CCCCCC1CCC(=O)O1
  External Links PubChem ID 7710
CAS ID 104-61-0
NPASS ID NPC105329
CHEMBL ID CHEMBL191935
  NP Activity Charts   Click to show/hide
  Activity Info  

 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
 
Inflorescences: A. thaliana wildtype detected in vivo
 Flowers Norway
NP Content: 0.36 %
 
Leaves: A. thaliana wildtype detected in vivo
 Leaves Norway
NP Content: 0.21 %
 
Stem: A. thaliana wildtype detected in vivo
 Stems Norway
NP Content: 0.2 %
References
1 Volatile profiling of Arabidopsis thaliana - Putative olfactory compounds in plant communication