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122-48-5,MFCD00048232
Catalog No.:AA0016GF

122-48-5 | Vanillylacetone

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50mg
97%
in stock  
$6.00   $4.00
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1g
95%
in stock  
$18.00   $13.00
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5g
98%
in stock  
$29.00   $20.00
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25g
98%
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$45.00   $32.00
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100g
98%
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$95.00   $67.00
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA0016GF
Chemical Name:
Vanillylacetone
CAS Number:
122-48-5
Molecular Formula:
C11H14O3
Molecular Weight:
194.2271
MDL Number:
MFCD00048232
SMILES:
COc1cc(CCC(=O)C)ccc1O
NSC Number:
15335
FEMA Number:
3124
Properties
Properties
 
BP:
323°C at 760 mmHg  
Form:
Solid  
MP:
40-41 °C(lit.)  
Refractive Index:
n20/D 1.541(lit.)  
Storage:
Keep in dry area;2-8℃;  

Computed Properties
 
Complexity:
191  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
14  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
4  
XLogP3:
0.8  

Literature

Title: Protective effects of zingerone on lipopolysaccharide-induced hepatic failure through the modulation of inflammatory pathways.

Journal: Chemico-biological interactions 20180201

Title: Antihyperlipidemic and antiapoptotic potential of zingerone on alcohol induced hepatotoxicity in experimental rats.

Journal: Chemico-biological interactions 20170625

Title: Synthesis of quinoline derivatives of tetrahydrocurcumin and zingerone and evaluation of their antioxidant and antibacterial attributes.

Journal: Food chemistry 20130115

Title: Ginger extract and zingerone ameliorated trinitrobenzene sulphonic acid-induced colitis in mice via modulation of nuclear factor-κB activity and interleukin-1β signalling pathway.

Journal: Food chemistry 20130101

Title: Exploration of natural compounds as sources of new bifunctional scaffolds targeting cholinesterases and beta amyloid aggregation: the case of chelerythrine.

Journal: Bioorganic & medicinal chemistry 20121115

Title: Radioprotective effects of Zingiber officinale Roscoe (ginger): past, present and future.

Journal: Food & function 20120701

Title: An overview on inventions related to ginger processing and products for food and pharmaceutical applications.

Journal: Recent patents on food, nutrition & agriculture 20120401

Title: Dietary administration of zingerone to enhance growth, non-specific immune response, and resistance to Vibrio alginolyticus in Pacific white shrimp (Litopenaeus vannamei) juveniles.

Journal: Fish & shellfish immunology 20120201

Title: The tibetan uterotonic zhi byed 11: mechanisms of action, efficacy, and historical use for postpartum hemorrhage.

Journal: Evidence-based complementary and alternative medicine : eCAM 20120101

Title: A nonimmunosuppressant approach on Asia psoriasis subjects: 5-year followup and 11-year data analysis.

Journal: Dermatology research and practice 20120101

Title: Anticancer activities against cholangiocarcinoma, toxicity and pharmacological activities of Thai medicinal plants in animal models.

Journal: BMC complementary and alternative medicine 20120101

Title: Antioncogenic effects of transient receptor potential vanilloid 1 in the progression of transitional urothelial cancer of human bladder.

Journal: ISRN urology 20120101

Title: Effects of Thyme Extract Oils (from Thymus vulgaris, Thymus zygis, and Thymus hyemalis) on Cytokine Production and Gene Expression of oxLDL-Stimulated THP-1-Macrophages.

Journal: Journal of obesity 20120101

Title: Biotransformation of furannoligularenone by transgenic crown galls of Panax quinquefolium.

Journal: Pharmacognosy magazine 20120101

Title: Effects of zingerone [4-(4-hydroxy-3-methoxyphenyl)-2-butanone] and eugenol [2-methoxy-4-(2-propenyl)phenol] on the pathological progress in the 6-hydroxydopamine-induced Parkinson's disease mouse model.

Journal: Neurochemical research 20111201

Title: Characterization of raspberry ketone/zingerone synthase, catalyzing the alpha, beta-hydrogenation of phenylbutenones in raspberry fruits.

Journal: Biochemical and biophysical research communications 20110819

Title: Transient receptor potential (TRP) channels as drug targets for diseases of the digestive system.

Journal: Pharmacology & therapeutics 20110701

Title: Update on the chemopreventive effects of ginger and its phytochemicals.

Journal: Critical reviews in food science and nutrition 20110701

Title: Protective effect of zingerone, a dietary compound against radiation induced genetic damage and apoptosis in human lymphocytes.

Journal: European journal of pharmacology 20110425

Title: Intraluminal administration of zingerol, a non-pungent analogue of zingerone, inhibits colonic motility in rats.

Journal: Biomedical research (Tokyo, Japan) 20110401

Title: The mouse eugenol odorant receptor: structural and functional plasticity of a broadly tuned odorant binding pocket.

Journal: Biochemistry 20110208

Title: Gastroprotective Effect of Ginger Rhizome (Zingiber officinale) Extract: Role of Gallic Acid and Cinnamic Acid in H(+), K(+)-ATPase/H. pylori Inhibition and Anti-Oxidative Mechanism.

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

Title: Inhibitory effects of zingerone, a pungent component of Zingiber officinale Roscoe, on colonic motility in rats.

Journal: Journal of natural medicines 20110101

Title: Potential of Complementary and Alternative Medicine in Preventive Management of Novel H1N1 Flu (Swine Flu) Pandemic: Thwarting Potential Disasters in the Bud.

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

Title: The biochemical and cellular basis for nutraceutical strategies to attenuate neurodegeneration in Parkinson's disease.

Journal: International journal of molecular sciences 20110101

Title: Heterologous expression of Pycnoporus cinnabarinus cellobiose dehydrogenase in Pichia pastoris and involvement in saccharification processes.

Journal: Microbial cell factories 20110101

Title: The prospective role of plant products in radiotherapy of cancer: a current overview.

Journal: Frontiers in pharmacology 20110101

Title: Senescence (ageing) @ 2011.

Journal: Indian journal of dermatology 20110101

Title: Antagonistic effects of Zingerone, a phenolic alkanone against radiation-induced cytotoxicity, genotoxicity, apoptosis and oxidative stress in Chinese hamster lung fibroblast cells growing in vitro.

Journal: Mutagenesis 20101101

Title: Indian spices for healthy heart - an overview.

Journal: Current cardiology reviews 20101101

Title: Antioxidant enrichment and antimicrobial protection of fresh-cut fruits using their own byproducts: looking for integral exploitation.

Journal: Journal of food science 20101001

Title: Effects of various fragrant ingredients on desmopressin-induced fluid retention in mice.

Journal: Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan 20100701

Title: Modulation of age-related NF-kappaB activation by dietary zingerone via MAPK pathway.

Journal: Experimental gerontology 20100601

Title: Effect of essential oils, such as raspberry ketone and its derivatives, on antiandrogenic activity based on in vitro reporter gene assay.

Journal: Bioorganic & medicinal chemistry letters 20100401

Title: Psychophysical evaluation of a sanshool derivative (alkylamide) and the elucidation of mechanisms subserving tingle.

Journal: PloS one 20100101

Title: Subinhibitory concentrations of thymol reduce enterotoxins A and B and alpha-hemolysin production in Staphylococcus aureus isolates.

Journal: PloS one 20100101

Title: Moving towards supraspinal TRPV1 receptors for chronic pain relief.

Journal: Molecular pain 20100101

Title: Melanogenesis inhibitors from the rhizomes of Alpinia officinarum in B16 melanoma cells.

Journal: Bioorganic & medicinal chemistry 20090815

Title: Peroxisome proliferator-activated receptor activation by a short-term feeding of zingerone in aged rats.

Journal: Journal of medicinal food 20090401

Title: Ginger-derived phenolic substances with cancer preventive and therapeutic potential.

Journal: Forum of nutrition 20090101

Title: Radiomodifying and anticlastogenic effect of Zingerone on Swiss albino mice exposed to whole body gamma radiation.

Journal: Mutation research 20090101

Title: Phytoremediation of benzophenone and bisphenol a by glycosylation with immobilized plant cells.

Journal: Environmental health insights 20090101

Title: Bioremediation of Bisphenol A and Benzophenone by Glycosylation with Immobilized Marine Microalga Pavlova sp.

Journal: Environmental health insights 20090101

Title: [Analysis of volatile and non-volatile compositions in ginger oleoresin by gas chromatography-mass spectrometry].

Journal: Se pu = Chinese journal of chromatography 20081101

Title: Chemistry, antioxidant and antimicrobial investigations on essential oil and oleoresins of Zingiber officinale.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20081001

Title: [Effects of zingerone on fat storage in ovariectomized rats].

Journal: Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan 20080801

Title: Alkaloid and sesquiterpenes from the root tuber of Curcuma longa.

Journal: Yao xue xue bao = Acta pharmaceutica Sinica 20080701

Title: Volatile composition in raspberry cultivars grown in the Pacific Northwest determined by stir bar sorptive extraction-gas chromatography-mass spectrometry.

Journal: Journal of agricultural and food chemistry 20080611

Title: Manganese peroxidase-catalyzed oxidative degradation of vanillylacetone.

Journal: Chemosphere 20080601

Title: ThermoTRP channels in nociceptors: taking a lead from capsaicin receptor TRPV1.

Journal: Current neuropharmacology 20080301

Title: Herbal compounds and toxins modulating TRP channels.

Journal: Current neuropharmacology 20080301

Title: Herb-drug interaction: a case study of effect of ginger on the pharmacokinetic of metronidazole in rabbit.

Journal: Indian journal of pharmaceutical sciences 20080101

Title: Ginger and its bioactive component inhibit enterotoxigenic Escherichia coli heat-labile enterotoxin-induced diarrhea in mice.

Journal: Journal of agricultural and food chemistry 20071017

Title: Temporal interactions between oral irritants: piperine, zingerone, and capsaicin.

Journal: Chemical senses 20070601

Title: Cancer preventive properties of ginger: a brief review.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20070501

Title: Active spice-derived components can inhibit inflammatory responses of adipose tissue in obesity by suppressing inflammatory actions of macrophages and release of monocyte chemoattractant protein-1 from adipocytes.

Journal: Life sciences 20070213

Title: Biotransformation of raspberry ketone and zingerone by cultured cells of Phytolacca americana.

Journal: Phytochemistry 20070201

Title: Effects of a combination of thyme and oregano essential oils on TNBS-induced colitis in mice.

Journal: Mediators of inflammation 20070101

Title: Targeting antioxidative signal transduction and stress response system: control of pathogenic Aspergillus with phenolics that inhibit mitochondrial function.

Journal: Journal of applied microbiology 20060701

Title: Controlling food-contaminating fungi by targeting their antioxidative stress-response system with natural phenolic compounds.

Journal: Applied microbiology and biotechnology 20060501

Title: Antioxidant and free radical scavenging activities of Misodendrum punctulatum, myzodendrone and structurally related phenols.

Journal: Phytotherapy research : PTR 20051201

Title: Stimulatory actions of thymol, a natural product, on Ca(2+)-activated K(+) current in pituitary GH(3) cells.

Journal: Planta medica 20051201

Title: Zingerone as an antioxidant against peroxynitrite.

Journal: Journal of agricultural and food chemistry 20050921

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: Isolation of a natural antioxidant, dehydrozingerone from Zingiber officinale and synthesis of its analogues for recognition of effective antioxidant and antityrosinase agents.

Journal: Archives of pharmacal research 20050501

Title: Zingerone [4-(4-hydroxy-3-methoxyphenyl)-2-butanone] prevents 6-hydroxydopamine-induced dopamine depression in mouse striatum and increases superoxide scavenging activity in serum.

Journal: Neurochemical research 20050301

Title: The melon fruit fly, Bactrocera cucurbitae: a review of its biology and management.

Journal: Journal of insect science (Online) 20050101

Title: Identification of phenolics for control of Aspergillus flavus using Saccharomyces cerevisiae in a model target-gene bioassay.

Journal: Journal of agricultural and food chemistry 20041229

Title: Inhibitory effect of ginger (Zingiber officinale) on rat ileal motility in vitro.

Journal: Life sciences 20040423

Title: Side-chain length is important for shogaols in protecting neuronal cells from beta-amyloid insult.

Journal: Bioorganic & medicinal chemistry letters 20040308

Title: Effects of terpenoid phenol derivatives on calcium current in canine and human ventricular cardiomyocytes.

Journal: European journal of pharmacology 20040308

Title: Individual differences in perception of bitterness from capsaicin, piperine and zingerone.

Journal: Chemical senses 20040101

Title: Analysis of a ginger extract by high-performance liquid chromatography coupled to nuclear magnetic resonance spectroscopy using superheated deuterium oxide as the mobile phase.

Journal: Journal of chromatography. A 20030328

Title: Effect of thymol on kinetic properties of Ca and K currents in rat skeletal muscle.

Journal: BMC pharmacology 20030101

Title: Use of a fluorescent imaging plate reader--based calcium assay to assess pharmacological differences between the human and rat vanilloid receptor.

Journal: Journal of biomolecular screening 20021001

Title: Insect growth inhibition, antifeedant and antifungal activity of compounds isolated/derived from Zingiber officinale Roscoe (ginger) rhizomes.

Journal: Pest management science 20010301

Title: Ahmad B, et al. A Review on Pharmacological Properties of Zingerone (4-(4-Hydroxy-3-methoxyphenyl)-2-butanone). ScientificWorldJournal. 2015;2015:816364.

Title: Ahmad B, et al. Zingerone (4-(4-hydroxy-3-methylphenyl) butan-2-one) protects against alloxan-induced diabetes via alleviation of oxidative stress and inflammation: Probable role of NF-kB activation. Saudi Pharm J. 2018 Dec;26(8):1137-1145.

Title: Choi JS, et al. Zingerone Suppresses Tumor Development through Decreasing Cyclin D1 Expression and Inducing Mitotic Arrest. Int J Mol Sci. 2018 Sep 19;19(9).

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Tags:122-48-5 Molecular Formula|122-48-5 MDL|122-48-5 SMILES|122-48-5 Vanillylacetone |Organic_Building_Blocks