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706-14-9

706-14-9 | γ-Decalactone

CAS No: 706-14-9 Catalog No: AG003VGG MDL No:MFCD00005404

Product Description

Catalog Number:
AG003VGG
Chemical Name:
γ-Decalactone
CAS Number:
706-14-9
Molecular Formula:
C10H18O2
Molecular Weight:
170.2487
MDL Number:
MFCD00005404
IUPAC Name:
5-hexyloxolan-2-one
InChI:
InChI=1S/C10H18O2/c1-2-3-4-5-6-9-7-8-10(11)12-9/h9H,2-8H2,1H3
InChI Key:
IFYYFLINQYPWGJ-UHFFFAOYSA-N
SMILES:
CCCCCCC1CCC(=O)O1
EC Number:
211-892-8
FEMA Number:
2360

Properties

Complexity:
143  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
170.131g/mol
Formal Charge:
0
Heavy Atom Count:
12  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
170.252g/mol
Monoisotopic Mass:
170.131g/mol
Rotatable Bond Count:
5  
Topological Polar Surface Area:
26.3A^2
Undefined Atom Stereocenter Count:
1  
Undefined Bond Stereocenter Count:
0
XLogP3:
2.7  

Literature

Title Journal
Expression of POX2 gene and disruption of POX3 genes in the industrial Yarrowia lipolytica on the γ-decalactone production. Microbiological research 20120420
Fed-batch versus batch cultures of Yarrowia lipolytica for γ-decalactone production from methyl ricinoleate. Biotechnology letters 20120401
Oil-in-water emulsions characterization by laser granulometry and impact on γ-decalactone production in Yarrowia lipolytica. Biotechnology letters 20110801
The utilization of gum tragacanth to improve the growth of Rhodotorula aurantiaca and the production of gamma-decalactone in large scale. Applied biochemistry and biotechnology 20100901
Expression of genes associated with aroma formation derived from the fatty acid pathway during peach fruit ripening. Journal of agricultural and food chemistry 20100526
The use of Macronet resins to recover gamma-decalactone produced by Rhodotorula aurantiaca from the culture broth. Journal of industrial microbiology & biotechnology 20100201
Brain architecture of the largest living land arthropod, the Giant Robber Crab Birgus latro (Crustacea, Anomura, Coenobitidae): evidence for a prominent central olfactory pathway? Frontiers in zoology 20100101
Fate of key odorants in Sauternes wines through aging. Journal of agricultural and food chemistry 20090923
Production of gamma-decalactone by a psychrophilic and a mesophilic strain of the yeast Rhodotorula aurantiaca. Applied biochemistry and biotechnology 20090701
Odor detection thresholds and enantiomeric distributions of several 4-alkyl substituted gamma-lactones in Australian red wine. Journal of agricultural and food chemistry 20090325
Quantification of several 4-alkyl substituted gamma-lactones in Australian wines. Journal of agricultural and food chemistry 20090128
A Drosophila systems model of pentylenetetrazole induced locomotor plasticity responsive to antiepileptic drugs. BMC systems biology 20090101
Characterization of the key aroma compounds in an american bourbon whisky by quantitative measurements, aroma recombination, and omission studies. Journal of agricultural and food chemistry 20080723
Effects of gamma-decanolactone on seizures induced by PTZ-kindling in mice. Experimental brain research 20080501
Enantiomeric specificity in a pheromone-kairomone system of two threatened saproxylic beetles, Osmoderma eremita and Elater ferrugineus. Journal of chemical ecology 20080201
Use of a Doehlert factorial design to investigate the effects of pH and aeration on the accumulation of lactones by Yarrowia lipolytica. Journal of applied microbiology 20071101
Effect of acyl-CoA oxidase activity on the accumulation of gamma-decalactone by the yeast Yarrowia lipolytica: a factorial approach. Biotechnology journal 20071001
The effect of various drying techniques on apricot volatiles analysed using direct thermal desorption-GC-TOF/MS. Talanta 20070915
Characterization of the key aroma compounds in apricots (Prunus armeniaca) by application of the molecular sensory science concept. Journal of agricultural and food chemistry 20070627
Effects of post-harvest light conditions on quality and aromatic volatile formation in 'Hakuho' peach (Prunus persica Batsch) fruits. Zhi wu sheng li yu fen zi sheng wu xue xue bao = Journal of plant physiology and molecular biology 20070601
Metabolism of fatty acid in yeast: addition of reducing agents to the reaction medium influences beta-oxidation activities, gamma-decalactone production, and cell ultrastructure in Sporidiobolus ruinenii cultivated on ricinoleic acid methyl ester. Canadian journal of microbiology 20070601
Generation of aroma compounds in sourdough: effects of stress exposure and lactobacilli-yeasts interactions. Food microbiology 20070401
Gamma-decanolactone effect on behavioral and genotoxic parameters. Life sciences 20070220
Effects of fruit pre-harvest bagging on fruit quality of peach (Prunus persica Batsch cv. Hujingmilu). Zhi wu sheng li yu fen zi sheng wu xue xue bao = Journal of plant physiology and molecular biology 20060601
Application of a novel oscillatory flow micro-bioreactor to the production of gamma-decalactone in a two immiscible liquid phase medium. Biotechnology letters 20060401
Decalactone production by Yarrowia lipolytica under increased O2 transfer rates. Biotechnology letters 20051001
Scale-up of natural product formation and isolation. Molecular nutrition & food research 20050801
Authenticity assessment of gamma- and delta-decalactone from prunus fruits by gas chromatography combustion/pyrolysis isotope ratio mass spectrometry (GC-C/P-IRMS). Journal of agricultural and food chemistry 20050629
Predictive three-dimensional quantitative structure-activity relationship of cytochrome P450 1A2 inhibitors. Journal of medicinal chemistry 20050602
Differential effect of antioxidant treatment on plasma and tissue paraoxonase activity in hyperleptinemic rats. Pharmacological research 20050601
Surface properties of Yarrowia lipolytica and their relevance to gamma-decalactone formation from methyl ricinoleate. Biotechnology letters 20050301
Influence of strawberry yogurt composition on aroma release. Journal of agricultural and food chemistry 20041006
Enzymatic Baeyer-Villiger oxidation as the key step in decano-4-lactone and decano-5-lactone degradation by Sporobolomyces odorus. Chemistry & biodiversity 20040601
Applied biocatalysis for the synthesis of natural flavour compounds--current industrial processes and future prospects. Biotechnology letters 20040301
Phases dispersion and oxygen transfer in a simulated fermentation broth containing castor oil and proteins. Biotechnology progress 20040101
Leptin decreases plasma paraoxonase 1 (PON1) activity and induces oxidative stress: the possible novel mechanism for proatherogenic effect of chronic hyperleptinemia. Atherosclerosis 20030901
Catabolism of hydroxyacids and biotechnological production of lactones by Yarrowia lipolytica. Applied microbiology and biotechnology 20030601
Characteristic odor of Osmoderma eremita identified as a male-released pheromone. Journal of chemical ecology 20030301
Interaction of an odorant lactone with model phospholipid bilayers and its strong fluidizing action in yeast membrane. International journal of food microbiology 20030215
Mechanisms underlying the toxicity of lactone aroma compounds towards the producing yeast cells. Journal of applied microbiology 20030101
Flavor composition of cashew (Anacardium occidentale) and marmeleiro (Croton species) honeys. Journal of agricultural and food chemistry 20021218
Nuclear magnetic resonance spectroscopic study of beta-lactoglobulin interactions with two flavor compounds, gamma-decalactone and beta-ionone. Journal of agricultural and food chemistry 20021120
Isolation and characterisation of 8-hydroxy-3Z,5Z-tetradecadienoic acid, a putative intermediate in Pichia guilliermondii gamma-decalactone biosynthesis from ricinoleic acid. FEMS microbiology letters 20020319
Measurements by gas chromatography/pyrolysis/mass spectrometry: fundamental conditions in (2)H/(1)H isotope ratio analysis. Rapid communications in mass spectrometry : RCM 20020101
Species- and substrate-specific stimulation of human plasma paraoxonase 1 (PON1) activity by high chloride concentration. Acta biochimica Polonica 20020101
Production of gamma-lactones by the brown-rot basidiomycete Piptoporus soloniensis. Journal of bioscience and bioengineering 20020101

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