118-71-8 | Maltol

Packsize	Purity	Availability	Price	Discounted Price
25g	99%	in stock	$10.00	$7.00
100g	99%	in stock	$25.00	$17.00
500g	99%	in stock	$99.00	$69.00

Description

• Catalog Number: AB50371
• Chemical Name: Maltol
• CAS Number: 118-71-8
• Molecular Formula: C6H6O3
• Molecular Weight: 126.11
• MDL Number: MFCD00006578
• SMILES: O=c1ccoc(c1O)C

Computed Properties

• Complexity: 200
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 9
• Hydrogen Bond Acceptor Count: 3
• Hydrogen Bond Donor Count: 1
• XLogP3: 0.4

Literature

• Two tetranuclear zinc clusters, [Zn4(μ3-OEt)2(μ2-MalO)4Et2] and [Zn4(μ3-GueO)2(μ2-GueO)2(μ2-MalO)2(MalO)2]·2C7H8, containing defective dicubane core geometries (MalOH is maltol and GueOH is guethol).

  Acta crystallographica. Section C, Crystal structure communications 20121001

• Hydroxy(thio)pyrone and hydroxy(thio)pyridinone iron chelators: physico-chemical properties and anti-oxidant activity.

  Journal of inorganic biochemistry 20120901

• Effect of enzymatic deamidation of soy protein by protein-glutaminase on the flavor-binding properties of the protein under aqueous conditions.

  Journal of agricultural and food chemistry 20120815

• Evaluation of the binding of oxovanadium(IV) to human serum albumin.

  Dalton transactions (Cambridge, England : 2003) 20120607

• The anti-diabetic bis(maltolato)oxovanadium(IV) decreases lipid order while increasing insulin receptor localization in membrane microdomains.

  Dalton transactions (Cambridge, England : 2003) 20120607

• Full evaporation dynamic headspace and gas chromatography-mass spectrometry for uniform enrichment of odor compounds in aqueous samples.

  Journal of chromatography. A 20120601

• Metallic ions as therapeutic agents in tissue engineering scaffolds: an overview of their biological applications and strategies for new developments.

  Journal of the Royal Society, Interface 20120307

• Synthesis, basicity, structural characterization, and biochemical properties of two [(3-hydroxy-4-pyron-2-yl)methyl]amine derivatives showing antineoplastic features.

  The Journal of organic chemistry 20120302

• Preventive Therapy of Experimental Colitis with Selected iron Chelators and Anti-oxidants.

  International journal of preventive medicine 20120301

• Remote monitoring and follow-up of cardiovascular implantable electronic devices in the Netherlands : An expert consensus report of the Netherlands Society of Cardiology.

  Netherlands heart journal : monthly journal of the Netherlands Society of Cardiology and the Netherlands Heart Foundation 20120201

• Absorption, transport and insulin-mimetic properties of bis(maltolato)oxovanadium (IV) in streptozotocin-induced hyperglycemic rats by integrated mass spectrometric techniques.

  Analytical and bioanalytical chemistry 20120101

• The toxic effects of cigarette additives. Philip Morris' project mix reconsidered: an analysis of documents released through litigation.

  PLoS medicine 20111201

• Anti-inflammatory principles from Cordyceps sinensis.

  Journal of natural products 20110923

• Exploring the catalytic potential of the 3-His mononuclear nonheme Fe(II) center: discovery and characterization of an unprecedented maltol cleavage activity.

  Journal of inorganic biochemistry 20110901

• Single step synthesis of strigolactone analogues from cyclic keto enols, germination stimulants for seeds of parasitic weeds.

  Bioorganic & medicinal chemistry 20110815

• Pyrone-based inhibitors of metalloproteinase types 2 and 3 may work as conformation-selective inhibitors.

  Chemical biology & drug design 20110801

• Antidiabetic vanadium compound and membrane interfaces: interface-facilitated metal complex hydrolysis.

  Journal of biological inorganic chemistry : JBIC : a publication of the Society of Biological Inorganic Chemistry 20110801

• Identification of tartary buckwheat tea aroma compounds with gas chromatography-mass spectrometry.

  Journal of food science 20110801

• Interactions of the carrier ligands of antidiabetic metal complexes with human serum albumin: a combined spectroscopic and separation approach with molecular modeling studies.

  Bioorganic & medicinal chemistry 20110715

• Effects of Steaming Time and Frequency for Manufactured Red Liriope platyphylla on the Insulin Secretion Ability and Insulin Receptor Signaling Pathway.

  Laboratory animal research 20110601

• Comparison of fermented soybean paste (Doenjang) prepared by different methods based on profiling of volatile compounds.

  Journal of food science 20110401

• Application of the DNA adductome approach to assess the DNA-damaging capability of in vitro micronucleus test-positive compounds.

  Mutation research 20110318

• Synthesis, characterization and biological properties of cobalt(II) complexes of 1,10-phenanthroline and maltol.

  Journal of inorganic biochemistry 20110301

• [Chemical constituents of Chinese red ginseng].

  Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20110201

• Identifying chelators for metalloprotein inhibitors using a fragment-based approach.

  Journal of medicinal chemistry 20110127

• Anti-Convulsant Activity of Boerhaavia diffusa: Plausible Role of Calcium Channel Antagonism.

  Evidence-based complementary and alternative medicine : eCAM 20110101

• Vibrational spectra of bis(maltolato)oxovanadium(IV): a potent insulin mimetic agent.

  Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20110101

• In vitro evaluation on the antioxidant capacity of triethylchebulate, an aglycone from Terminalia chebula Retz fruit.

  Indian journal of pharmacology 20110101

• Preparation and quality control of the [sm]-samarium maltolate complex as a lanthanide mobilization product in rats.

  Scientia pharmaceutica 20110101

• Simultaneous spectrophotometric kinetic determination of four flavor enhancers in foods with the aid of chemometrics.

  Journal of AOAC International 20110101

• Antiproliferative effect of methanolic extraction of tualang honey on human keloid fibroblasts.

  BMC complementary and alternative medicine 20110101

• Chemosensory learning in the cortex.

  Frontiers in systems neuroscience 20110101

• Synthesis and biological evaluation of bidentate 3-hydroxypyridin-4-ones iron chelating agents.

  Research in pharmaceutical sciences 20110101

• Malten, a new synthetic molecule showing in vitro antiproliferative activity against tumour cells and induction of complex DNA structural alterations.

  British journal of cancer 20100713

• A Maillard reaction product enhances eNOS activity in human endothelial cells.

  Molecular nutrition & food research 20100701

• Increases of 2-furanmethanol and maltol in Korean red ginseng during explosive puffing process.

  Journal of food science 20100301

• Vanadate complexes in serum: a speciation modeling study.

  Dalton transactions (Cambridge, England : 2003) 20100107

• Chimeric design, synthesis, and biological assays of a new nonpeptide insulin-mimetic vanadium compound to inhibit protein tyrosine phosphatase 1B.

  Drug design, development and therapy 20100101

• Microencapsulation of flavors in carnauba wax.

  Sensors (Basel, Switzerland) 20100101

• Maltol-derived ruthenium-cymene complexes with tumor inhibiting properties: the impact of ligand-metal bond stability on anticancer activity in vitro.

  Chemistry (Weinheim an der Bergstrasse, Germany) 20091116

• Identification of dihydromaltol (2,3-dihydro-5-hydroxy-6-methyl-4H-pyran-4-one) in Ryazhenka Kefir and comparative sensory impact assessment of related cycloenolones.

  Journal of agricultural and food chemistry 20091111

• Mixed-ligand copper(II) maltolate complexes: synthesis, characterization, DNA binding and cleavage, and cytotoxicity.

  Inorganic chemistry 20091005

• Iron-binding characterization and polysaccharide production by Klebsiella oxytoca strain isolated from mine acid drainage.

  Journal of applied microbiology 20091001

• Studies on genomic DNA stability in aluminium-maltolate treated aged new zealand rabbit: relevance to the alzheimers animal model.

  Journal of clinical medicine research 20091001

• Synthesis, antimicrobial evaluation and QSAR study of some 3-hydroxypyridine-4-one and 3-hydroxypyran-4-one derivatives.

  European journal of medicinal chemistry 20090501

• Biospeciation of various antidiabetic V(IV)O compounds in serum.

  Dalton transactions (Cambridge, England : 2003) 20090407

• Speciation in aqueous vanadate-ligand and peroxovanadate-ligand systems.

  Journal of inorganic biochemistry 20090401

• Vanadium treatment of type 2 diabetes: a view to the future.

  Journal of inorganic biochemistry 20090401

• Evaluation of the peroxynitrite scavenging activity of heat-processed ginseng.

  Journal of medicinal food 20090201

• Synthesis of 4-pyridone-3-sulfate and an improved synthesis of 3-hydroxy-4-pyridone.

  Chemistry Central journal 20090101

• Volatile compounds and sensorial characterization of wines from four Spanish denominations of origin, aged in Spanish Rebollo (Quercus pyrenaica Willd.) oak wood barrels.

  Journal of agricultural and food chemistry 20081008

• Aqueous Ln(III) luminescence agents derived from a tasty precursor.

  Inorganic chemistry 20080915

• Effect of grain type and toasting conditions of barrels on the concentration of the volatile substances released by the wood and on the sensory characteristics of Montepulciano d'Abruzzo.

  Journal of food science 20080901

• Chlorido(2-methyl-4-oxo-4H-pyran-3-olato-κO,O)(1,10-phenanthroline-κN,N')copper(II).

  Acta crystallographica. Section E, Structure reports online 20080801

• Interactions of insulin-mimetic zinc(II) complexes with cell constituents: glutathione and ATP.

  Journal of inorganic biochemistry 20080701

• Singlet oxygen scavenging activity and cytotoxicity of essential oils from rutaceae.

  Journal of clinical biochemistry and nutrition 20080701

• Determination of volatile organic compounds generated from fresh, white and red Panax ginseng (C. A. Meyer) using a direct sample injection technique.

  Biomedical chromatography : BMC 20080501

• Unexpected C-H activation of Ru(II)-dithiomaltol complexes upon oxidation.

  Inorganic chemistry 20080407

• The influence of citrate, maltolate and fluoride on the gastrointestinal absorption of aluminum at a drinking water-relevant concentration: A 26Al and 14C study.

  Journal of inorganic biochemistry 20080401

• Role of maltol in advanced glycation end products and free radicals: in-vitro and in-vivo studies.

  The Journal of pharmacy and pharmacology 20080401

• Speciation in the aqueous peroxovanadate-maltol and (peroxo)vanadate-uridine systems.

  Dalton transactions (Cambridge, England : 2003) 20080227

• Two new maltol glycosides and cyanogenic glycosides from Elsholtzia rugulosa Hemsl.

  Journal of natural medicines 20080101

• Family meetings in palliative care: Multidisciplinary clinical practice guidelines.

  BMC palliative care 20080101

• Antidiabetic Bis-Maltolato-OxoVanadium(IV): conversion of inactive trans- to bioactive cis-BMOV for possible binding to target PTP-1B.

  Drug design, development and therapy 20080101

• Lanthanide containing compounds for therapeutic care in bone resorption disorders.

  Dalton transactions (Cambridge, England : 2003) 20071121

• Rapid sample screening method for authenticity controlling vanilla flavors using a CE microchip approach with electrochemical detection.

  Electrophoresis 20071101

• A novel compound, maltolyl p-coumarate, attenuates cognitive deficits and shows neuroprotective effects in vitro and in vivo dementia models.

  Journal of neuroscience research 20070815

• Therapeutic potential of heat-processed Panax ginseng with respect to oxidative tissue damage.

  Drug discoveries & therapeutics 20070801

• Induction of cytochrome P450 1a1 by the food flavoring agent, maltol.

  Toxicology in vitro : an international journal published in association with BIBRA 20070601

• Flavonol tetraglycosides and other constituents from leaves of Styphnolobium japonicum (Leguminosae) and related taxa.

  Phytochemistry 20070501

• Study on the hydroxyl radical scavenging activity changes of ginseng and ginsenoside-Rb2 by heat processing.

  Biological & pharmaceutical bulletin 20070401

• The identification of antioxidants in dark soy sauce.

  Free radical research 20070401

• Subthreshold olfactory stimulation can enhance sweetness.

  Chemical senses 20070301

• Mutagenicity of UV-irradiated maltol in Salmonella typhimurium.

  Mutagenesis 20070101

• Anticonvulsant effects of aerial parts of Passiflora incarnata extract in mice: involvement of benzodiazepine and opioid receptors.

  BMC complementary and alternative medicine 20070101

• Comparison of bipyridyl, maltol and kojic acid action as organic vanadium ligands on activity of galactosyltransferase (EC 2.4.1.38), some physiological parameters and ultrastructure of Golgi complexes in rat hepatocytes.

  Folia histochemica et cytobiologica 20070101

• Evaluation of certain food additives and contaminants.

  World Health Organization technical report series 20070101

• An in vitro study of interactions between insulin-mimetic zinc(II) complexes and selected plasma components.

  Journal of inorganic biochemistry 20061201

• Metal complexes of maltol and close analogues in medicinal inorganic chemistry.

  Chemical Society reviews 20060601

• Prooxidant action of maltol: role of transition metals in the generation of reactive oxygen species and enhanced formation of 8-hydroxy-2'-deoxyguanosine formation in DNA.

  Biometals : an international journal on the role of metal ions in biology, biochemistry, and medicine 20060601

• Microsphere-based protease assays and screening application for lethal factor and factor Xa.

  Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501

• Study on the nitric oxide scavenging effects of ginseng and its compounds.

  Journal of agricultural and food chemistry 20060405

• Increase in the free radical scavenging activity of ginseng by heat-processing.

  Biological & pharmaceutical bulletin 20060401

• Maltol inhibits apoptosis of human neuroblastoma cells induced by hydrogen peroxide.

  Journal of biochemistry and molecular biology 20060331

• A new role for old ligands: discerning chelators for zinc metalloproteinases.

  Journal of the American Chemical Society 20060315

• New lipophilic 3-hydroxy-4-pyridinonate iron(III) complexes: synthesis and EXAFS structural characterisation.

  Dalton transactions (Cambridge, England : 2003) 20060314

• Maltol/iron-mediated apoptosis in HL60 cells: participation of reactive oxygen species.

  Toxicology letters 20060220

• A novel heterocyclic atom exchange reaction with Lawesson's reagent: a one-pot synthesis of dithiomaltol.

  Chemical communications (Cambridge, England) 20060114

• [Studies on the chemical constituents in herb of Ludwigia octovalvis].

  Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20051201

• Tris(pyronato)- and tris(pyridonato)-ruthenium(III) complexes and solution NMR studies.

  Inorganic chemistry 20050919

• Syntheses, crystal structure and cytotoxicity of diamine platinum(II) complexes containing maltol.

  Journal of inorganic biochemistry 20050801

• [Studies on chemical constituents in Flos Sophorae Carbonisatus].

  Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20050801

• Aroma composition of red wines by different extraction methods and Gas Chromatography-SIM/MASS spectrometry analysis.

  Annali di chimica 20050601

• Group 13 and lanthanide complexes with mixed O,S anionic ligands derived from maltol.

  Inorganic chemistry 20050418

• Vanadium complexes with mixed O,S anionic ligands derived from maltol: synthesis, characterization, and biological studies.

  Inorganic chemistry 20050418

• Coordination chemistry and insulin-enhancing behavior of vanadium complexes with maltol C6H6O3 structural isomers.

  Inorganic chemistry 20050418

• New insights into the interactions of serum proteins with bis(maltolato)oxovanadium(IV): transport and biotransformation of insulin-enhancing vanadium pharmaceuticals.

  Journal of the American Chemical Society 20050413

• Inhibitory effects of volatile antioxidants found in various beans on malonaldehyde formation in horse blood plasma.

  Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20050401

• Synthesis, structure, and solution dynamics of UO22+-hydroxy ketone compounds [UO2(ma)2(H2O)] and [UO2(dpp)(Hdpp)2(H2O)]ClO4 [ma = 3-hydroxy-2-methyl-4-pyrone, Hdpp = 3-hydroxy-1,2-dimethyl-4(1H)-pyridone].

  Inorganic chemistry 20041227

• Aroma compounds in sweet whey powder.

  Journal of dairy science 20041201

• A new insulin-mimetic bis(allixinato)zinc(II) complex: structure-activity relationship of zinc(II) complexes.

  Journal of biological inorganic chemistry : JBIC : a publication of the Society of Biological Inorganic Chemistry 20041001

• New beginnings for matrix metalloproteinase inhibitors: identification of high-affinity zinc-binding groups.

  Journal of the American Chemical Society 20040714

• Electrochemical determination of maltol in beverages with glassy carbon electrode and its silica sol-gel modified electrode.

  Talanta 20040528

• Comparison of anti-hyperglycemic effect amongst vanadium, molybdenum and other metal maltol complexes.

  Journal of inorganic biochemistry 20040501

• Streptozotocin-induced alterations in rat liver Golgi complexes are ameliorated by BMOV [Bis(maltolato)oxovanadium(IV)] activity.

  Hormone and metabolic research = Hormon- und Stoffwechselforschung = Hormones et metabolisme 20040301

• Antioxidative activities of fractions obtained from brewed coffee.

  Journal of agricultural and food chemistry 20040211

• Maltol glucosides from the tuber of Smilax bockii.

  Phytochemistry 20040201

• Cloning, expression, and biological function of a dTDP-deoxyglucose epimerase (gerF) gene from Streptomyces sp. GERI-155.

  Biotechnology letters 20040201

• Neuroprotective effect of maltol against oxidative stress in brain of mice challenged with kainic acid.

  Nutritional neuroscience 20040201

• Cytotoxic activity of deferiprone, maltol and related hydroxyketones against human tumor cell lines.

  Anticancer research 20040101

• [Effect of acid hydrolysis of oak wood on its aroma-forming complex].

  Prikladnaia biokhimiia i mikrobiologiia 20040101

• Effects of coffee components on the response of GABA(A) receptors expressed in Xenopus oocytes.

  Journal of agricultural and food chemistry 20031217

• Volatile compounds in a spanish red wine aged in barrels made of Spanish, French, and American oak wood.

  Journal of agricultural and food chemistry 20031217

• Simultaneous quantitative analysis of maillard reaction precursors and products by high-performance anion exchange chromatography.

  Journal of agricultural and food chemistry 20031203

• Metal complexes of the trans-influencing ligand thiomaltol.

  Inorganic chemistry 20031117

• Ruthenium(II) sulfoxide-maltolato and -nitroimidazole complexes: synthesis and MTT assay.

  Inorganic chemistry 20031117

• Odorants in breast milk.

  Archives of pediatrics & adolescent medicine 20031001

• The effects of Al(III) speciation on the activity of trypsin.

  Journal of inorganic biochemistry 20030915

• Quantitative determination of sotolon, maltol and free furaneol in wine by solid-phase extraction and gas chromatography-ion-trap mass spectrometry.

  Journal of chromatography. A 20030822

• Examination of novel zinc-binding groups for use in matrix metalloproteinase inhibitors.

  Inorganic chemistry 20030602

• Aluminum disrupts the pro-inflammatory cytokine/neurotrophin balance in primary brain rotation-mediated aggregate cultures: possible role in neurodegeneration.

  Neurotoxicology 20030301

• How low pH can intensify beta-damascenone and dimethyl trisulfide production through beer aging.

  Journal of agricultural and food chemistry 20020925

• Monitoring chemical and physical changes during thermal flavor generation.

  Journal of agricultural and food chemistry 20020911

• Chronic low-Ca/Mg high-Al diet induces neuronal loss.

  Neuropathology : official journal of the Japanese Society of Neuropathology 20020901

• Different complexation properties of some hydroxy keto heterocycles toward beryllium(II) in aqueous solutions: experimental and theoretical studies.

  Inorganic chemistry 20020729

• Effects of the administration routes and chemical forms of aluminum on aluminum accumulation in rat brain.

  Biological trace element research 20020601

• Characterization of the aroma of a meatlike process flavoring from soybean-based enzyme-hydrolyzed vegetable protein.

  Journal of agricultural and food chemistry 20020508

• Identification and quantification of aroma-active components that contribute to the distinct malty flavor of buckwheat honey.

  Journal of agricultural and food chemistry 20020327

• Reduction of [VO2(ma)2]- and [VO2(ema)2]- by ascorbic acid and glutathione: kinetic studies of pro-drugs for the enhancement of insulin action.

  Inorganic chemistry 20020325

• Evaluation of volatile compounds in different types of ghee using direct injection with gas chromatography-mass spectrometry.

  The Journal of dairy research 20020201

• Volatile flavor components of stored nonfat dry milk.

  Journal of agricultural and food chemistry 20020116

• Synthesis of feralex a novel aluminum/iron chelating compound.

  Journal of inorganic biochemistry 20020101

• Gas chromatography/mass spectrometric characterisation of pyrolysis/silylation products of glucose and cellulose.

  Rapid communications in mass spectrometry : RCM 20020101

• Blood glucose lowering and toxicological effects of zinc (II) complexes with maltol, threonine, and picolinic acid.

  Research communications in molecular pathology and pharmacology 20020101

• A cytotoxic secocycloartenoid from Abies koreana.

  Archives of pharmacal research 20011201

• Analysis of Furaneol in tomato using dynamic headspace sampling with sodium sulfate.

  Journal of agricultural and food chemistry 20010901

• Synthesis and structural characterization of tin(II) and zinc(II) derivatives of cyclic alpha-hydroxyketones, including the structures of Sn(maltol)(2), Sn(tropolone)(2), Zn(tropolone)(2), and Zn(hinokitiol)(2).

  Inorganic chemistry 20010813

• Antioxidative activity of volatile chemicals extracted from beer.

  Journal of agricultural and food chemistry 20010801

• Aluminum-induced apoptosis in PC12D cells.

  Biometals : an international journal on the role of metal ions in biology, biochemistry, and medicine 20010601

• Syntheses, structure, and reactivity of chiral titanium compounds: procatalysts for olefin polymerization.

  Chemistry (Weinheim an der Bergstrasse, Germany) 20010302

• Insulinomimetic bis(maltolato)zinc(II) complex: blood glucose normalizing effect in KK-A(y) mice with type 2 diabetes mellitus.

  Biochemical and biophysical research communications 20010301

• The kinetics and mechanisms of the reactions of aluminium(III) with gallic acid, gallic acid methyl ester and adrenaline.

  Journal of inorganic biochemistry 20010301