Home Aldehydes 116-26-7
116-26-7,MFCD00209531
Catalog No.:AA000HCN

116-26-7 | 2,6,6-Trimethylcyclohexa-1,3-dienecarbaldehyde

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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA000HCN
Chemical Name:
2,6,6-Trimethylcyclohexa-1,3-dienecarbaldehyde
CAS Number:
116-26-7
Molecular Formula:
C10H14O
Molecular Weight:
150.2176
MDL Number:
MFCD00209531
SMILES:
O=CC1=C(C)C=CCC1(C)C
FEMA Number:
3389
Properties
Properties
 
BP:
70°C at 1 mmHg  
Form:
Liquid  
Storage:
Inert atmosphere;-20 ℃;  

Computed Properties
 
Complexity:
231  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
11  
Hydrogen Bond Acceptor Count:
1  
Rotatable Bond Count:
1  
XLogP3:
2.1  

Downstream Synthesis Route

[1]ChemischeBerichte,1936,vol.69,p.1549,1553

[1]HelveticaChimicaActa,1955,vol.38,p.1863,1865

[1]ChemischeBerichte,1936,vol.69,p.1549,1553

[1]ChemischeBerichte,1936,vol.69,p.1549,1553

[1]HelveticaChimicaActa,1990,vol.73,p.1865-1878

Literature

Title: Safranal prevents rotenone-induced oxidative stress and apoptosis in an in vitro model of Parkinson's disease through regulating Keap1/Nrf2 signaling pathway.

Journal: Cellular and molecular biology (Noisy-le-Grand, France) 20161230

Title: Akt/GSK-3β/eNOS phosphorylation arbitrates safranal-induced myocardial protection against ischemia-reperfusion injury in rats.

Journal: European journal of nutrition 20120901

Title: Safranal enhances non-rapid eye movement sleep in pentobarbital-treated mice.

Journal: CNS neuroscience & therapeutics 20120801

Title: The effect of the extract of Crocus sativus and its constituent safranal, on lung pathology and lung inflammation of ovalbumin sensitized guinea-pigs.

Journal: Phytomedicine : international journal of phytotherapy and phytopharmacology 20120715

Title: Quantification of main bioactive metabolites from saffron (Crocus sativus) stigmas by a micellar electrokinetic chromatographic (MEKC) method.

Journal: Journal of pharmaceutical and biomedical analysis 20120701

Title: Evaluation of aqueous and ethanolic extracts of saffron, Crocus sativus L., and its constituents, safranal and crocin in allodynia and hyperalgesia induced by chronic constriction injury model of neuropathic pain in rats.

Journal: Fitoterapia 20120701

Title: Saffron as a source of novel acetylcholinesterase inhibitors: molecular docking and in vitro enzymatic studies.

Journal: Journal of agricultural and food chemistry 20120620

Title: Identification of differentially accumulated proteins associated with embryogenic and non-embryogenic calli in saffron (Crocus sativus L.).

Journal: Proteome science 20120101

Title: Safranal, a saffron constituent, attenuates retinal degeneration in P23H rats.

Journal: PloS one 20120101

Title: Saffron (Crocus sativus) aqueous extract and its constituent crocin reduces stress-induced anorexia in mice.

Journal: Phytotherapy research : PTR 20111201

Title: Saffron (Crocus sativus) ethanolic extract and its constituent, safranal, inhibits morphine-induced place preference in mice.

Journal: Pakistan journal of biological sciences : PJBS 20111015

Title: Reduction of metabolic and behavioral signs of acute stress in male Wistar rats by saffron water extract and its constituent safranal.

Journal: Pharmaceutical biology 20110901

Title: Psychological and neuroendocrinological effects of odor of saffron (Crocus sativus).

Journal: Phytomedicine : international journal of phytotherapy and phytopharmacology 20110615

Title: Memory enhancing effects of saffron in aged mice are correlated with antioxidant protection.

Journal: Behavioural brain research 20110601

Title: Role of novel terpenes in transcutaneous permeation of valsartan: effectiveness and mechanism of action.

Journal: Drug development and industrial pharmacy 20110501

Title: The effect of crocin and safranal, constituents of saffron, against subacute effect of diazinon on hematological and genotoxicity indices in rats.

Journal: Phytomedicine : international journal of phytotherapy and phytopharmacology 20110415

Title: The effect of safranal on histamine (H(1)) receptors of guinea pig tracheal chains.

Journal: Fitoterapia 20110301

Title: Effectiveness of different solid-phase microextraction fibres for differentiation of selected Madeira island fruits based on their volatile metabolite profile--identification of novel compounds.

Journal: Talanta 20110115

Title: Picrocrocin kinetics in aqueous saffron spice extracts (Crocus sativus L.) upon thermal treatment.

Journal: Journal of agricultural and food chemistry 20110112

Title: Selective Th2 Upregulation by Crocus sativus: A Neutraceutical Spice.

Journal: Evidence-based complementary and alternative medicine : eCAM 20110101

Title: Elimination of endogenous toxin, creatinine from blood plasma depends on albumin conformation: site specific uremic toxicity & impaired drug binding.

Journal: PloS one 20110101

Title: Cuminum cyminum and Carum carvi: An update.

Journal: Pharmacognosy reviews 20110101

Title: Fibrillation of alpha-lactalbumin: effect of crocin and safranal, two natural small molecules from Crocus sativus.

Journal: Biopolymers 20101001

Title: Sub-acute effects of diazinon on biochemical indices and specific biomarkers in rats: protective effects of crocin and safranal.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20101001

Title: Volatile composition screening of Salix spp. nectar honey: benzenecarboxylic acids, norisoprenoids, terpenes, and others.

Journal: Chemistry & biodiversity 20100901

Title: Extraction of crocin from saffron (Crocus sativus) using molecularly imprinted polymer solid-phase extraction.

Journal: Journal of separation science 20100801

Title: Hypotensive effect of aqueous saffron extract (Crocus sativus L.) and its constituents, safranal and crocin, in normotensive and hypertensive rats.

Journal: Phytotherapy research : PTR 20100701

Title: Effect of Crocus sativus L. (saffron) stigma and its constituents, crocin and safranal, on morphine withdrawal syndrome in mice.

Journal: Phytotherapy research : PTR 20100501

Title: Effects of mild temperature conditions during dehydration procedures on saffron quality parameters.

Journal: Journal of the science of food and agriculture 20100315

Title: Self-modeling curve resolution techniques applied to comparative analysis of volatile components of Iranian saffron from different regions.

Journal: Analytica chimica acta 20100310

Title: Quantitative analysis of safranal in saffron extract and nanoparticle formulation by a validated high-performance thin-layer chromatographic method.

Journal: Phytochemical analysis : PCA 20100101

Title: Use of in vitro assays to assess the potential antiproliferative and cytotoxic effects of saffron (Crocus sativus L.) in human lung cancer cell line.

Journal: Pharmacognosy magazine 20100101

Title: Crocus sativus L.: A comprehensive review.

Journal: Pharmacognosy reviews 20100101

Title: Crocus sativus L. (Saffron) extract and its active constituents (crocin and safranal) on ischemia-reperfusion in rat skeletal muscle.

Journal: Evidence-based complementary and alternative medicine : eCAM 20090901

Title: Characterization of volatile components of Iranian saffron using factorial-based response surface modeling of ultrasonic extraction combined with gas chromatography-mass spectrometry analysis.

Journal: Journal of chromatography. A 20090814

Title: Cloning and functional characterization of carotenoid cleavage dioxygenase 4 genes.

Journal: Journal of experimental botany 20090701

Title: An overview of structural features of DNA and RNA complexes with saffron compounds: Models and antioxidant activity.

Journal: Journal of photochemistry and photobiology. B, Biology 20090603

Title: Anxiolytic and hypnotic effect of Crocus sativus aqueous extract and its constituents, crocin and safranal, in mice.

Journal: Phytotherapy research : PTR 20090601

Title: Fragrant unsaturated aldehydes elicit activation of the Keap1/Nrf2 system leading to the upregulation of thioredoxin expression and protection against oxidative stress.

Journal: Antioxidants & redox signaling 20090501

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

Journal: Phytochemistry 20090501

Title: Saffron is a monomorphic species as revealed by RAPD, ISSR and microsatellite analyses.

Journal: BMC research notes 20090101

Title: Stimulatory effect of Crocus sativus (saffron) on beta2-adrenoceptors of guinea pig tracheal chains.

Journal: Phytomedicine : international journal of phytotherapy and phytopharmacology 20081201

Title: Interaction of safranal and picrocrocin with ctDNA and their preferential mechanisms of binding to GC- and AT-rich oligonucleotides.

Journal: DNA and cell biology 20081201

Title: Effect of safranal on extracellular hippocampal levels of glutamate and aspartate during kainic Acid treatment in anesthetized rats.

Journal: Planta medica 20081001

Title: Bacillus subtilis FZB24 affects flower quantity and quality of saffron (Crocus sativus).

Journal: Planta medica 20080801

Title: The effect of saffron, Crocus sativus stigma, extract and its constituents, safranal and crocin on sexual behaviors in normal male rats.

Journal: Phytomedicine : international journal of phytotherapy and phytopharmacology 20080601

Title: Quality and functionality of saffron: quality control, species assortment and affinity of extract and isolated saffron compounds to NMDA and sigma1 (sigma-1) receptors.

Journal: Planta medica 20080601

Title: Self-help interventions for depressive disorders and depressive symptoms: a systematic review.

Journal: Annals of general psychiatry 20080101

Title: Antiabsence effects of safranal in acute experimental seizure models: EEG and autoradiography.

Journal: Journal of pharmacy & pharmaceutical sciences : a publication of the Canadian Society for Pharmaceutical Sciences, Societe canadienne des sciences pharmaceutiques 20080101

Title: Effect of safranal, a constituent of Crocus sativus (saffron), on methyl methanesulfonate (MMS)-induced DNA damage in mouse organs: an alkaline single-cell gel electrophoresis (comet) assay.

Journal: DNA and cell biology 20071201

Title: Interaction of tRNA with Safranal, Crocetin, and Dimethylcrocetin.

Journal: Journal of biomolecular structure & dynamics 20070601

Title: Protective effect of safranal on pentylenetetrazol-induced seizures in the rat: involvement of GABAergic and opioids systems.

Journal: Phytomedicine : international journal of phytotherapy and phytopharmacology 20070401

Title: Crocetin, dimethylcrocetin, and safranal bind human serum albumin: stability and antioxidative properties.

Journal: Journal of agricultural and food chemistry 20070207

Title: DNA interaction with saffron's secondary metabolites safranal, crocetin, and dimethylcrocetin.

Journal: DNA and cell biology 20070101

Title: Inhibition of breast cancer cell proliferation by style constituents of different Crocus species.

Journal: Anticancer research 20070101

Title: A new approach to saffron aroma.

Journal: Critical reviews in food science and nutrition 20070101

Title: Microbial production of C13-norisoprenoids and other aroma compounds via carotenoid cleavage.

Journal: Critical reviews in microbiology 20070101

Title: An EST database from saffron stigmas.

Journal: BMC plant biology 20070101

Title: Relaxant effect of Crocus sativus (saffron) on guinea-pig tracheal chains and its possible mechanisms.

Journal: The Journal of pharmacy and pharmacology 20061001

Title: Determination of total safranal by in situ acid hydrolysis in supercritical fluid media: Application to the quality control of commercial saffron.

Journal: Analytica chimica acta 20060925

Title: Generation of saffron volatiles by thermal carotenoid degradation.

Journal: Journal of agricultural and food chemistry 20060906

Title: Evaluation of the antitussive effect of stigma and petals of saffron (Crocus sativus) and its components, safranal and crocin in guinea pigs.

Journal: Fitoterapia 20060901

Title: Generation of aroma compounds from Ditaxis heterantha by Saccharomyces cerevisiae.

Journal: Applied microbiology and biotechnology 20060801

Title: Use of SPME-GC-MS in the study of time evolution of the constituents of saffron aroma: modifications of the composition during storage.

Journal: Journal of chromatographic science 20060101

Title: Anticonvulsant evaluation of safranal and crocin from Crocus sativus in mice.

Journal: Fitoterapia 20051201

Title: Radical scavenging activity of Crocus sativus L. extract and its bioactive constituents.

Journal: Phytotherapy research : PTR 20051101

Title: Use of non-aqueous capillary electrophoresis for the quality control of commercial saffron samples.

Journal: Journal of chromatography. A 20050902

Title: Safranal, a constituent of Crocus sativus (saffron), attenuated cerebral ischemia induced oxidative damage in rat hippocampus.

Journal: Journal of pharmacy & pharmaceutical sciences : a publication of the Canadian Society for Pharmaceutical Sciences, Societe canadienne des sciences pharmaceutiques 20050822

Title: Effect of drying temperature and air flow on the production and retention of secondary metabolites in saffron.

Journal: Journal of agricultural and food chemistry 20050727

Title: Identification of natural dyes used in works of art by pyrolysis-gas chromatography/mass spectrometry combined with in situ trimethylsilylation.

Journal: Analytical and bioanalytical chemistry 20050501

Title: Qualitative determination of volatile compounds and quantitative evaluation of safranal and 4-hydroxy-2,6,6-trimethyl-1-cyclohexene-1-carboxaldehyde (HTCC) in Greek saffron.

Journal: Journal of agricultural and food chemistry 20040714

Title: Comparison of Crocus sativus L. and imipramine in the treatment of mild to moderate depression: a pilot double-blind randomized trial [ISRCTN45683816].

Journal: BMC complementary and alternative medicine 20040101

Title: Oxidative remodeling of chromoplast carotenoids: identification of the carotenoid dioxygenase CsCCD and CsZCD genes involved in Crocus secondary metabolite biogenesis.

Journal: The Plant cell 20030101

Title: Use of in vitro assays to assess the potential antigenotoxic and cytotoxic effects of saffron (Crocus sativus L.).

Journal: Toxicology in vitro : an international journal published in association with BIBRA 20030101

Title: [Determination of chemical components of volatile oil from Cuminum cyminum L. by gas chromatography-mass spectrometry].

Journal: Se pu = Chinese journal of chromatography 20021101

Title: Antinociceptive and anti-inflammatory effects of Crocus sativus L. stigma and petal extracts in mice.

Journal: BMC pharmacology 20020101

Title: [In vitro evaluation of the chemopreventive potential of saffron].

Journal: Revista de investigacion clinica; organo del Hospital de Enfermedades de la Nutricion 20020101

Title: Automated, microprocessor controlled short path thermal desorption system for analysis of volatiles in foods.

Journal: Advances in experimental medicine and biology 20010101

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SDS
Tags:116-26-7 Molecular Formula|116-26-7 MDL|116-26-7 SMILES|116-26-7 2,6,6-Trimethylcyclohexa-1,3-dienecarbaldehyde