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706-14-9,MFCD00005404
Catalog No.:AA003VDO

706-14-9 | Gamma-decalactone

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5g
96%
in stock  
$7.00   $5.00
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25g
96%
in stock  
$9.00   $7.00
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100g
96%
in stock  
$25.00   $18.00
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA003VDO
Chemical Name:
Gamma-decalactone
CAS Number:
706-14-9
Molecular Formula:
C10H18O2
Molecular Weight:
170.2487
MDL Number:
MFCD00005404
SMILES:
CCCCCCC1CCC(=O)O1
FEMA Number:
2360
Properties
Properties
 
BP:
266.7°C at 760 mmHg  
Form:
Liquid  
Refractive Index:
n20/D 1.449  
Storage:
Keep in dry area;2-8℃;  

Computed Properties
 
Complexity:
143  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
12  
Hydrogen Bond Acceptor Count:
2  
Rotatable Bond Count:
5  
Undefined Atom Stereocenter Count:
1  
XLogP3:
2.7  

Downstream Synthesis Route

[1]Zav'yalov,S.I.;Ezhova,G.I.;Kravchenko,N.E.[BulletinoftheAcademyofSciencesoftheUSSRDivisionofChemicalScience,1987,vol.36,#3,p.609-612][IzvestiyaAkademiiNaukSSSR,SeriyaKhimicheskaya,1987,#3,p.667-669]

[2]Patrick;Erickson[OrganicSyntheses,Collective,1963,vol.Vol.IV,p.432]

[3]Naoshima,Yoshinobu;Morita,Tomowa;Wakabayashi,Shoji;Hayashi,Shuichi[AgriculturalandBiologicalChemistry,1981,vol.45,#11,p.2639-2640]

[4]Midgley,Gary;Thomas,C.Barry[JournaloftheChemicalSociety.PerkintransactionsII,1984,#9,p.1537-1544]

[1]vanTamelen,E.E.;Gladysz,J.A.[JournaloftheAmericanChemicalSociety,1974,vol.96,#16,p.5290-5291]

[1]Matsumoto,Kiyoshi;Hashimoto,Shiro;Okamoto,Tadashi;Otani,Shinichi;Hayami,Jun'ichi[ChemistryLetters,1987,p.803-804]

680-31-9    706-14-9   
N,N-dimethyl-4-decenamide 

[1]Gupton,JohnT.;Baran,Donna;Bennett,Russell;Hertel,GeorgeR.;Idoux,JohnP.[SyntheticCommunications,1984,vol.14,#11,p.1001-1012]

[1]Murta;DeAzevedo;Greene[SyntheticCommunications,1993,vol.23,#4,p.495-503]

Literature

Title: Expression of POX2 gene and disruption of POX3 genes in the industrial Yarrowia lipolytica on the γ-decalactone production.

Journal: Microbiological research 20120420

Title: Fed-batch versus batch cultures of Yarrowia lipolytica for γ-decalactone production from methyl ricinoleate.

Journal: Biotechnology letters 20120401

Title: Oil-in-water emulsions characterization by laser granulometry and impact on γ-decalactone production in Yarrowia lipolytica.

Journal: Biotechnology letters 20110801

Title: The utilization of gum tragacanth to improve the growth of Rhodotorula aurantiaca and the production of gamma-decalactone in large scale.

Journal: Applied biochemistry and biotechnology 20100901

Title: Expression of genes associated with aroma formation derived from the fatty acid pathway during peach fruit ripening.

Journal: Journal of agricultural and food chemistry 20100526

Title: The use of Macronet resins to recover gamma-decalactone produced by Rhodotorula aurantiaca from the culture broth.

Journal: Journal of industrial microbiology & biotechnology 20100201

Title: Brain architecture of the largest living land arthropod, the Giant Robber Crab Birgus latro (Crustacea, Anomura, Coenobitidae): evidence for a prominent central olfactory pathway?

Journal: Frontiers in zoology 20100101

Title: Fate of key odorants in Sauternes wines through aging.

Journal: Journal of agricultural and food chemistry 20090923

Title: Production of gamma-decalactone by a psychrophilic and a mesophilic strain of the yeast Rhodotorula aurantiaca.

Journal: Applied biochemistry and biotechnology 20090701

Title: Odor detection thresholds and enantiomeric distributions of several 4-alkyl substituted gamma-lactones in Australian red wine.

Journal: Journal of agricultural and food chemistry 20090325

Title: Quantification of several 4-alkyl substituted gamma-lactones in Australian wines.

Journal: Journal of agricultural and food chemistry 20090128

Title: A Drosophila systems model of pentylenetetrazole induced locomotor plasticity responsive to antiepileptic drugs.

Journal: BMC systems biology 20090101

Title: Characterization of the key aroma compounds in an american bourbon whisky by quantitative measurements, aroma recombination, and omission studies.

Journal: Journal of agricultural and food chemistry 20080723

Title: Effects of gamma-decanolactone on seizures induced by PTZ-kindling in mice.

Journal: Experimental brain research 20080501

Title: Enantiomeric specificity in a pheromone-kairomone system of two threatened saproxylic beetles, Osmoderma eremita and Elater ferrugineus.

Journal: Journal of chemical ecology 20080201

Title: Use of a Doehlert factorial design to investigate the effects of pH and aeration on the accumulation of lactones by Yarrowia lipolytica.

Journal: Journal of applied microbiology 20071101

Title: Effect of acyl-CoA oxidase activity on the accumulation of gamma-decalactone by the yeast Yarrowia lipolytica: a factorial approach.

Journal: Biotechnology journal 20071001

Title: The effect of various drying techniques on apricot volatiles analysed using direct thermal desorption-GC-TOF/MS.

Journal: Talanta 20070915

Title: Characterization of the key aroma compounds in apricots (Prunus armeniaca) by application of the molecular sensory science concept.

Journal: Journal of agricultural and food chemistry 20070627

Title: Effects of post-harvest light conditions on quality and aromatic volatile formation in 'Hakuho' peach (Prunus persica Batsch) fruits.

Journal: Zhi wu sheng li yu fen zi sheng wu xue xue bao = Journal of plant physiology and molecular biology 20070601

Title: 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.

Journal: Canadian journal of microbiology 20070601

Title: Generation of aroma compounds in sourdough: effects of stress exposure and lactobacilli-yeasts interactions.

Journal: Food microbiology 20070401

Title: Gamma-decanolactone effect on behavioral and genotoxic parameters.

Journal: Life sciences 20070220

Title: Effects of fruit pre-harvest bagging on fruit quality of peach (Prunus persica Batsch cv. Hujingmilu).

Journal: Zhi wu sheng li yu fen zi sheng wu xue xue bao = Journal of plant physiology and molecular biology 20060601

Title: Application of a novel oscillatory flow micro-bioreactor to the production of gamma-decalactone in a two immiscible liquid phase medium.

Journal: Biotechnology letters 20060401

Title: Decalactone production by Yarrowia lipolytica under increased O2 transfer rates.

Journal: Biotechnology letters 20051001

Title: Scale-up of natural product formation and isolation.

Journal: Molecular nutrition & food research 20050801

Title: Authenticity assessment of gamma- and delta-decalactone from prunus fruits by gas chromatography combustion/pyrolysis isotope ratio mass spectrometry (GC-C/P-IRMS).

Journal: Journal of agricultural and food chemistry 20050629

Title: Predictive three-dimensional quantitative structure-activity relationship of cytochrome P450 1A2 inhibitors.

Journal: Journal of medicinal chemistry 20050602

Title: Differential effect of antioxidant treatment on plasma and tissue paraoxonase activity in hyperleptinemic rats.

Journal: Pharmacological research 20050601

Title: Surface properties of Yarrowia lipolytica and their relevance to gamma-decalactone formation from methyl ricinoleate.

Journal: Biotechnology letters 20050301

Title: Influence of strawberry yogurt composition on aroma release.

Journal: Journal of agricultural and food chemistry 20041006

Title: Enzymatic Baeyer-Villiger oxidation as the key step in decano-4-lactone and decano-5-lactone degradation by Sporobolomyces odorus.

Journal: Chemistry & biodiversity 20040601

Title: Applied biocatalysis for the synthesis of natural flavour compounds--current industrial processes and future prospects.

Journal: Biotechnology letters 20040301

Title: Phases dispersion and oxygen transfer in a simulated fermentation broth containing castor oil and proteins.

Journal: Biotechnology progress 20040101

Title: Leptin decreases plasma paraoxonase 1 (PON1) activity and induces oxidative stress: the possible novel mechanism for proatherogenic effect of chronic hyperleptinemia.

Journal: Atherosclerosis 20030901

Title: Catabolism of hydroxyacids and biotechnological production of lactones by Yarrowia lipolytica.

Journal: Applied microbiology and biotechnology 20030601

Title: Characteristic odor of Osmoderma eremita identified as a male-released pheromone.

Journal: Journal of chemical ecology 20030301

Title: Interaction of an odorant lactone with model phospholipid bilayers and its strong fluidizing action in yeast membrane.

Journal: International journal of food microbiology 20030215

Title: Mechanisms underlying the toxicity of lactone aroma compounds towards the producing yeast cells.

Journal: Journal of applied microbiology 20030101

Title: Flavor composition of cashew (Anacardium occidentale) and marmeleiro (Croton species) honeys.

Journal: Journal of agricultural and food chemistry 20021218

Title: Nuclear magnetic resonance spectroscopic study of beta-lactoglobulin interactions with two flavor compounds, gamma-decalactone and beta-ionone.

Journal: Journal of agricultural and food chemistry 20021120

Title: Isolation and characterisation of 8-hydroxy-3Z,5Z-tetradecadienoic acid, a putative intermediate in Pichia guilliermondii gamma-decalactone biosynthesis from ricinoleic acid.

Journal: FEMS microbiology letters 20020319

Title: Measurements by gas chromatography/pyrolysis/mass spectrometry: fundamental conditions in (2)H/(1)H isotope ratio analysis.

Journal: Rapid communications in mass spectrometry : RCM 20020101

Title: Species- and substrate-specific stimulation of human plasma paraoxonase 1 (PON1) activity by high chloride concentration.

Journal: Acta biochimica Polonica 20020101

Title: Production of gamma-lactones by the brown-rot basidiomycete Piptoporus soloniensis.

Journal: Journal of bioscience and bioengineering 20020101

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