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432-25-7,MFCD00079078
Catalog No.:AA003O39

432-25-7 | Beta-cyclocitral

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1g
95%
in stock  
$37.00   $26.00
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5g
95%
in stock  
$112.00   $78.00
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10g
95%
in stock  
$170.00   $119.00
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25g
95%
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$328.00   $230.00
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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:
AA003O39
Chemical Name:
Beta-cyclocitral
CAS Number:
432-25-7
Molecular Formula:
C10H16O
Molecular Weight:
152.2334
MDL Number:
MFCD00079078
SMILES:
O=CC1=C(C)CCCC1(C)C
FEMA Number:
3639
Properties
Properties
 
BP:
62-63 °C3 mm Hg(lit.)  
Form:
Liquid  
MP:
62-63 C  
Refractive Index:
n20/D 1.497(lit.)  
Stability:
Air Sensitive  
Storage:
Inert atmosphere;-20 ℃;  

Computed Properties
 
Complexity:
199  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
11  
Hydrogen Bond Acceptor Count:
1  
Rotatable Bond Count:
1  
XLogP3:
2.4  

Downstream Synthesis Route

[1]Das,BhaskarC.;Kabalka,GeorgeW.[TetrahedronLetters,2008,vol.49,#32,p.4695-4696]

[2]Locationinpatent:schemeortableDas,BhaskarC.;Smith,MelissaE.;Kalpana,GanjamV.[BioorganicandMedicinalChemistryLetters,2008,vol.18,#14,p.4177-4180]

[3]Jubinsky,PaulT.;Short,MaryK.;Ghanem,Mohmoud;Das,BhaskarC.[BioorganicandMedicinalChemistryLetters,2011,vol.21,#11,p.3479-3482]

[4]Mousseron-Canetetal.[BulletindelaSocieteChimiquedeFrance,1959,p.601,605]

[5]CurrentPatentAssignee:MONTEFIOREMEDICALCENTER-WO2010/120337,2010,A1Locationinpatent:Page/Pagecolumn10-11

[1]Mayo;Silk;Abeysekera;MaGee[SyntheticCommunications,2016,vol.46,#13,p.1124-1132]

[2]Burton,GrahamW.;Daroszewski,Janusz;Nickerson,JamesG.;Johnston,JamesB.;Mogg,TrevorJ.;Nikiforov,GrigoryB.[CanadianJournalofChemistry,2014,vol.92,#4,p.305-316]

[3]Tiemann[ChemischeBerichte,1900,vol.33,p.3707]

[4]Tiemann[ChemischeBerichte,1900,vol.33,p.3707]

[1]CurrentPatentAssignee:BIKAMPHARMACEUTICALS-WO2010/147653,2010,A1Locationinpatent:Page/Pagecolumn155-156

[2]Pasqualetto,Gaia;Pileggi,Elisa;Schepelmann,Martin;Varricchio,Carmine;Rozanowska,Malgorzata;Brancale,Andrea;Bassetto,Marcella[EuropeanJournalofMedicinalChemistry,2021,vol.226]

[3]CurrentPatentAssignee:BIKAMPHARMACEUTICALS-WO2013/81642,2013,A1Locationinpatent:Page/Pagecolumn76

[4]Li,Haibing;Morin,Christophe[TetrahedronLetters,2004,vol.45,#29,p.5673-5676]

[5]Koteska,Diana;SanchezGarcia,Selene;Schulz,Stefan;Wagner-Döbler,Irene[MarineDrugs,2022,vol.20,#6]

[6]CurrentPatentAssignee:MASSACHUSETTSINSTITUTEOFTECHNOLOGY-WO2020/236253,2020,A1Locationinpatent:Paragraph0405-0406

[7]CurrentPatentAssignee:KUBOTAPHARMACEUTICALHOLDINGSCOLTD-WO2008/131368,2008,A2Locationinpatent:Page/Pagecolumn134;136

[8]Luo,Nianhua;Liao,Jianhua;Ouyang,Lu;Wen,Huiling;Liu,Jitian;Tang,Weiping;Luo,Renshi[Organometallics,2019,vol.38,#15,p.3025-3031]

[9]Proszenyak,Agnes;Charnock,Colin;Hedner,Erik;Larsson,Rolf;Bohlin,Lars;Gundersen,Lise-Lotte[ArchivderPharmazie,2007,vol.340,#12,p.625-634]

[10]Crombie,BarryS.;Smith,Colin;Varnavas,ChristallaZ.;Wallace,TimothyW.[JournaloftheChemicalSociety.PerkinTransactions1(2001),2001,#2,p.206-215]

[11]Olpp,Thomas;Brueckner,Reinhard[AngewandteChemie-InternationalEdition,2005,vol.44,#10,p.1553-1557]

[12]Behr,D.etal.[ActachemicaScandinavica.SeriesB:Organicchemistryandbiochemistry,1977,vol.31,p.793-796]

[13]Pommer,H.[AngewandteChemie,1960,vol.72,p.811-819]

[14]Buechi,G.;White,J.D.[JournaloftheAmericanChemicalSociety,1964,vol.86,p.2884-2887]

[15]Andrewes,ArthurG.;Borch,Gunner;Liaaen-Jensen,Synnoeve[ActachemicaScandinavica.SeriesB:Organicchemistryandbiochemistry,1984,vol.38,#10,p.871-876]

[16]Oritani,Takayuki;Yamashita,Kyohei[Phytochemistry,1983,vol.22,#9,p.1909-1912]

[17]Bhar,ShantaS.;Ramana[JournalofOrganicChemistry,2004,vol.69,#25,p.8935-8937]

[18]Locationinpatent:schemeortableDas,BhaskarC.;Mahalingam,SakkarapalayamM.;Panda,Lipsa;Wang,Bo;Campbell,PhillpD.;Evans,Todd[TetrahedronLetters,2010,vol.51,#11,p.1462-1466]

[19]CurrentPatentAssignee:MERCK&COINC-WO2015/48363,2015,A1Locationinpatent:Page/Pagecolumn106

[20]CurrentPatentAssignee:UNIVERSITYOFMINNESOTASYSTEM;UNIVERSITYOFWASHINGTON-US2016/45453,2016,A1Locationinpatent:Paragraph0064

[21]Kozioł,Agata;Macegoniuk,Katarzyna;Grela,Ewa;Grabowiecka,Agnieszka;Biernat,Monika;Lochyński,Stanisław[MolecularBiologyReports,2019,vol.46,#1,p.51-58]

[22]Serra,Stefano[MarineDrugs,2019,vol.17,#4]

[1]Shen,Giin-Yuan;Tapia,Ricardo;Okamura,WilliamH.[JournaloftheAmericanChemicalSociety,1987,vol.109,#24,p.7499-7506]

[1]Livingstone,Keith;Tenberge,Marius;Pape,Felix;Daniliuc,ConstantinG.;Jamieson,Craig;Gilmour,Ryan[OrganicLetters,2019,vol.21,#23,p.9677-9680]

[2]Okitsu,Takashi;Yamano,Yumiko;Shen,Yi-Chung;Sasaki,Toshikazu;Kobayashi,Yuka;Morisawa,Shoko;Yamashita,Takahiro;Imamoto,Yasushi;Shichida,Yoshinori;Wada,Akimori[ChemicalandPharmaceuticalBulletin,2020,vol.68,#3,p.265-272]

[3]Marschall,Helga;Penninger,Josef;Weyerstahl,Peter[LiebigsAnnalenderChemie,1982,#1,p.49-67]

Literature

Title: Tomato carotenoid cleavage dioxygenases 1A and 1B: Relaxed double bond specificity leads to a plenitude of dialdehydes, mono-apocarotenoids and isoprenoid volatiles.

Journal: FEBS open bio 20140101

Title: Microwave-assisted purge-and-trap extraction device coupled with gas chromatography and mass spectrometry for the determination of five predominant odors in sediment, fish tissues, and algal cells.

Journal: Journal of chromatography. A 20120106

Title: The management of undesirable cyanobacteria blooms in channel catfish ponds using a constructed wetland: Contribution to the control of off-flavor occurrences.

Journal: Water research 20111201

Title: 2,6,6-Trimethyl-cyclo-hexene-1-carbaldehyde oxime.

Journal: Acta crystallographica. Section E, Structure reports online 20111001

Title: Simultaneous determination of eight common odors in natural water body using automatic purge and trap coupled to gas chromatography with mass spectrometry.

Journal: Journal of chromatography. A 20110617

Title: Probing human red cone opsin activity with retinal analogues.

Journal: Journal of natural products 20110325

Title: Kinetics of cell lysis for Microcystis aeruginosa and Nitzschia palea in the exposure to β-cyclocitral.

Journal: Journal of hazardous materials 20110130

Title: A systematic study on spatial and seasonal patterns of eight taste and odor compounds with relation to various biotic and abiotic parameters in Gonghu Bay of Lake Taihu, China.

Journal: The Science of the total environment 20101215

Title: β-cyclocitral, a grazer defence signal unique to the cyanobacterium Microcystis.

Journal: Journal of chemical ecology 20101201

Title: Carotenoid content impacts flavor acceptability in tomato (Solanum lycopersicum).

Journal: Journal of the science of food and agriculture 20101001

Title: Analytical aspects of cyanobacterial volatile organic compounds for investigation of their production behavior.

Journal: Journal of chromatography. A 20100924

Title: {beta}-Apocarotenoids do not significantly activate retinoic acid receptors {alpha} or {beta}.

Journal: Experimental biology and medicine (Maywood, N.J.) 20100301

Title: Disinfection by-products from halogenation of aqueous solutions of terpenoids.

Journal: Water research 20100101

Title: Terpenyl-purines from the sea.

Journal: Marine drugs 20091201

Title: Blue color formation of cyanobacteria with beta-cyclocitral.

Journal: Journal of chemical ecology 20091101

Title: A very efficient route toward the 4a-methyltetrahydrofluorene skeleton: short synthesis of (+/-)-dichroanone and (+/-)-taiwaniaquinone H.

Journal: The Journal of organic chemistry 20090501

Title: Metabolite and target transcript analyses during Crocus sativus stigma development.

Journal: Phytochemistry 20090501

Title: Global sensitivity analysis for model-based prediction of oxidative micropollutant transformation during drinking water treatment.

Journal: Water research 20090301

Title: The degradation of (all-E)-beta-carotene by cigarette smoke.

Journal: Free radical research 20090301

Title: [Ozonation of odorous organic compounds in eutrophic water].

Journal: Huan jing ke xue= Huanjing kexue 20081201

Title: Lysis of cyanobacteria with volatile organic compounds.

Journal: Chemosphere 20080401

Title: Synthesis, antimicrobial and antineoplastic activities for agelasine and agelasimine analogs with a beta-cyclocitral derived substituent.

Journal: Archiv der Pharmazie 20071201

Title: Fibrillin influence on plastid ultrastructure and pigment content in tomato fruit.

Journal: Phytochemistry 20070601

Title: Daphnia behavioural responses to taste and odour compounds: ecological significance and application as an inline treatment plant monitoring tool.

Journal: Water science and technology : a journal of the International Association on Water Pollution Research 20070101

Title: Annual dynamics and origins of the odorous compounds in the pilot experimental area of Lake Dianchi, China.

Journal: Water science and technology : a journal of the International Association on Water Pollution Research 20070101

Title: Studies on the aroma of maté (Ilex paraguariensis St. Hil.) using headspace solid-phase microextraction.

Journal: Phytochemical analysis : PCA 20070101

Title: Dunaliella salina microalga pressurized liquid extracts as potential antimicrobials.

Journal: Journal of food protection 20061001

Title: Efficient route to 4a-methyltetrahydrofluorenes: a total synthesis of (+/-)-dichroanal B via intramolecular Heck reaction.

Journal: The Journal of organic chemistry 20060331

Title: Carotenoid pigmentation affects the volatile composition of tomato and watermelon fruits, as revealed by comparative genetic analyses.

Journal: Journal of agricultural and food chemistry 20050420

Title: Identification and aroma impact of norisoprenoids in orange juice.

Journal: Journal of agricultural and food chemistry 20050126

Title: Volatile organic compound (VOC) analysis and sources of limonene, cyclohexanone and straight chain aldehydes in axenic cultures of Calothrix and Plectonema.

Journal: Water science and technology : a journal of the International Association on Water Pollution Research 20040101

Title: Beta-carotene cleavage products after oxidation mediated by hypochlorous acid--a model for neutrophil-derived degradation.

Journal: Free radical biology & medicine 20031201

Title: Cleavage of beta,beta-carotene to flavor compounds by fungi.

Journal: Applied microbiology and biotechnology 20030901

Title: A peroxidase from Lepista irina cleaves beta,beta-carotene to flavor compounds.

Journal: Biological chemistry 20030701

Title: Alexandra J Dickinson, et al. β-Cyclocitral Is a Conserved Root Growth Regulator. Proc Natl Acad Sci U S A. 2019 May 21;116(21):10563-10567.

Title: Feifei Lv, et al. β-Cyclocitral Upregulates Salicylic Acid Signalling to Enhance Excess Light Acclimation in Arabidopsis. J Exp Bot. 2015 Aug;66(15):4719-32.

Title: Friedrich Jüttner, et al. β-Cyclocitral, a Grazer Defence Signal Unique to the Cyanobacterium Microcystis. J Chem Ecol. 2010 Dec;36(12):1387-97.

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Tags:432-25-7 Molecular Formula|432-25-7 MDL|432-25-7 SMILES|432-25-7 Beta-cyclocitral