MaltolCAS# 118-71-8 |
2D Structure
Quality Control & MSDS
3D structure
Package In Stock
Number of papers citing our products
Cas No. | 118-71-8 | SDF | Download SDF |
PubChem ID | 8369 | Appearance | Powder |
Formula | C6H6O3 | M.Wt | 126.1 |
Type of Compound | Flavonoids | Storage | Desiccate at -20°C |
Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
Chemical Name | 3-hydroxy-2-methylpyran-4-one | ||
SMILES | CC1=C(C(=O)C=CO1)O | ||
Standard InChIKey | XPCTZQVDEJYUGT-UHFFFAOYSA-N | ||
Standard InChI | InChI=1S/C6H6O3/c1-4-6(8)5(7)2-3-9-4/h2-3,8H,1H3 | ||
General tips | For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months. We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months. Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it. |
||
About Packaging | 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial. 2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial. 3. Try to avoid loss or contamination during the experiment. |
||
Shipping Condition | Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request. |
Description | Maltol is a naturally occurring organic compound that is flavour enhancer and flavouring agent. Maltol has neuroprotective effects against hypoxia-induced neuroretinal cell damage in R28 cells, and it has potential as a new neuroprotective therapeutic agent for oxidative stress-related ocular diseases, including glaucoma.Maltol exhibits hepatoprotective effect on alcohol-induced liver oxidative injury, may due to its potent antioxidant properties. |
Targets | NF-kB | ERK | JNK | p38MAPK | SOD | TNF-α | IL Receptor |
In vitro | Neuroprotective and neurite outgrowth effects of maltol on retinal ganglion cells under oxidative stress.[Pubmed: 25352751]Mol Vis. 2014 Oct 17;20:1456-62.To evaluate the neuroprotective and neurite outgrowth effects of Maltol, a natural aroma compound, on retinal ganglion cells (RGCs) under oxidative stress in vitro. |
In vivo | Maltol, a food flavoring agent, attenuates acute alcohol-induced oxidative damage in mice.[Pubmed: 25608939]Nutrients. 2015 Jan 20;7(1):682-96.The purpose of this study was to evaluate the hepatoprotective effect of Maltol, a food-flavoring agent, on alcohol-induced acute oxidative damage in mice. |
Cell Research | The neuroprotective effect of maltol against oxidative stress on rat retinal neuronal cells.[Pubmed: 25646062]Korean J Ophthalmol. 2015 Feb;29(1):58-65.Maltol (3-hydroxy-2-methyl-4-pyrone), formed by the thermal degradation of starch, is found in coffee, caramelized foods, and Korean ginseng root. This study investigated whether Maltol could rescue neuroretinal cells from oxidative injury in vitro. |
Structure Identification | Food Chem. 2012 Jul 15;133(2):264-70.Multispectroscopic studies on the interaction of maltol, a food additive, with bovine serum albumin.[Pubmed: 25683394]
|
Maltol Dilution Calculator
Maltol Molarity Calculator
1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
1 mM | 7.9302 mL | 39.6511 mL | 79.3021 mL | 158.6043 mL | 198.2554 mL |
5 mM | 1.586 mL | 7.9302 mL | 15.8604 mL | 31.7209 mL | 39.6511 mL |
10 mM | 0.793 mL | 3.9651 mL | 7.9302 mL | 15.8604 mL | 19.8255 mL |
50 mM | 0.1586 mL | 0.793 mL | 1.586 mL | 3.1721 mL | 3.9651 mL |
100 mM | 0.0793 mL | 0.3965 mL | 0.793 mL | 1.586 mL | 1.9826 mL |
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations. |
Calcutta University
University of Minnesota
University of Maryland School of Medicine
University of Illinois at Chicago
The Ohio State University
University of Zurich
Harvard University
Colorado State University
Auburn University
Yale University
Worcester Polytechnic Institute
Washington State University
Stanford University
University of Leipzig
Universidade da Beira Interior
The Institute of Cancer Research
Heidelberg University
University of Amsterdam
University of Auckland
TsingHua University
The University of Michigan
Miami University
DRURY University
Jilin University
Fudan University
Wuhan University
Sun Yat-sen University
Universite de Paris
Deemed University
Auckland University
The University of Tokyo
Korea University
- Trimethylgallic acid
Catalog No.:BCN3424
CAS No.:118-41-2
- Syringin
Catalog No.:BCN6059
CAS No.:118-34-3
- Cinchonine
Catalog No.:BCN2464
CAS No.:118-10-5
- Hydrastine
Catalog No.:BCC8187
CAS No.:118-08-1
- Guanosine
Catalog No.:BCN2962
CAS No.:118-00-3
- Rabeprazole sodium
Catalog No.:BCC5227
CAS No.:117976-90-6
- Rabeprazole
Catalog No.:BCC5228
CAS No.:117976-89-3
- Luzindole
Catalog No.:BCC6826
CAS No.:117946-91-5
- GLYX 13
Catalog No.:BCC6013
CAS No.:117928-94-6
- Boc-N-Me-Nle-OH
Catalog No.:BCC2611
CAS No.:117903-25-0
- Forsythoside H
Catalog No.:BCN6431
CAS No.:1178974-85-0
- 7,4'-Dihydroxyhomoisoflavanone
Catalog No.:BCN3582
CAS No.:1178893-64-5
- Ortho-Hydroxyacetophenone
Catalog No.:BCN3827
CAS No.:118-93-4
- Acetylepipodophyllotoxin
Catalog No.:BCN6056
CAS No.:1180-35-4
- Limonin
Catalog No.:BCN6057
CAS No.:1180-71-8
- Blumeatin
Catalog No.:BCN6055
CAS No.:118024-26-3
- PHM 27 (human)
Catalog No.:BCC5869
CAS No.:118025-43-7
- Eriodictyol-6-glucoside
Catalog No.:BCN8026
CAS No.:118040-45-2
- 4-O-Methylgrifolic acid
Catalog No.:BCN7287
CAS No.:118040-60-1
- 7-Hydroxy-3-(4-hydroxybenzyl)chroman
Catalog No.:BCN3578
CAS No.:1180504-64-6
- PS 48
Catalog No.:BCC7859
CAS No.:1180676-32-7
- Dihydroprehelminthosporol
Catalog No.:BCN7288
CAS No.:118069-95-7
- Zoledronic Acid
Catalog No.:BCC1067
CAS No.:118072-93-8
- L-365,260
Catalog No.:BCC7477
CAS No.:118101-09-0
The neuroprotective effect of maltol against oxidative stress on rat retinal neuronal cells.[Pubmed:25646062]
Korean J Ophthalmol. 2015 Feb;29(1):58-65.
PURPOSE: Maltol (3-hydroxy-2-methyl-4-pyrone), formed by the thermal degradation of starch, is found in coffee, caramelized foods, and Korean ginseng root. This study investigated whether Maltol could rescue neuroretinal cells from oxidative injury in vitro. METHODS: R28 cells, which are rat embryonic precursor neuroretinal cells, were exposed to hydrogen peroxide (H2O2, 0.0 to 1.5 mM) as an oxidative stress with or without Maltol (0.0 to 1.0 mM). Cell viability was monitored with the lactate dehydrogenase assay and apoptosis was examined by the terminal deoxynucleotide transferase-mediated terminal uridine deoxynucleotidyl transferase nick end-labeling (TUNEL) method. To investigate the neuroprotective mechanism of Maltol, the expression and phosphorylation of nuclear factor-kappa B (NF-kappaB), extracellular signal-regulated kinase (ERK), c-Jun N-terminal kinase (JNK), and p38 were evaluated by Western immunoblot analysis. RESULTS: R28 cells exposed to H2O2 were found to have decreased viability in a dose- and time-dependent manner. However, H2O2-induced cytotoxicity was decreased with the addition of Maltol. When R28 cells were exposed to 1.0 mM H2O2 for 24 hours, the cytotoxicity was 60.69 +/- 5.71%. However, the cytotoxicity was reduced in the presence of 1.0 mM Maltol. This H2O2-induced cytotoxicity caused apoptosis of R28 cells, characterized by DNA fragmentation. Apoptosis of oxidatively-stressed R28 cells with 1.0 mM H2O2 was decreased with 1.0 mM Maltol, as determined by the TUNEL method. Western blot analysis showed that treatment with Maltol reduced phosphorylation of NF-kappaB, ERK, and JNK, but not p38. The neuroprotective effects of Maltol seemed to be related to attenuated expression of NF-kappaB, ERK, and JNK. CONCLUSIONS: Maltol not only increased cell viability but also attenuated DNA fragmentation. The results obtained here show that Maltol has neuroprotective effects against hypoxia-induced neuroretinal cell damage in R28 cells, and its effects may act through the NF-kappaB and mitogen-activated protein kinase signaling pathways.
Multispectroscopic studies on the interaction of maltol, a food additive, with bovine serum albumin.[Pubmed:25683394]
Food Chem. 2012 Jul 15;133(2):264-70.
The interaction between Maltol, a food additive, and bovine serum albumin (BSA) under simulated physiological conditions was investigated by fluorescence, UV-Vis absorption, circular dichroism (CD) and Fourier transform infrared (FT-IR) spectroscopy. The results suggested that the fluorescence quenching of BSA by Maltol was a static procedure forming a Maltol-BSA complex. The positive values of enthalpy change and entropy change indicated that hydrophobic interactions played a predominant role in the interaction of Maltol with BSA. The competitive experiments of site markers revealed that the binding of Maltol to BSA mainly took place in subdomain IIA (Sudlow site I). The binding distance between Maltol and BSA was 3.01 nm based on the Forster theory of non-radioactive energy transfer. Moreover, the results of UV-Vis, synchronous fluorescence, CD and FT-IR spectra demonstrated that the microenvironment and the secondary structure of BSA were changed in the presence of Maltol.
Maltol, a food flavoring agent, attenuates acute alcohol-induced oxidative damage in mice.[Pubmed:25608939]
Nutrients. 2015 Jan 20;7(1):682-96.
The purpose of this study was to evaluate the hepatoprotective effect of Maltol, a food-flavoring agent, on alcohol-induced acute oxidative damage in mice. Maltol used in this study was isolated from red ginseng (Panax ginseng C.A Meyer) and analyzed by high performance liquid chromatography (HPLC) and mass spectrometry. For hepatoprotective activity in vivo, pretreatment with Maltol (12.5, 25 and 50 mg/kg; 15 days) drastically prevented the elevated activities of aspartate transaminase (AST), alanine transaminase (ALT), alkaline phosphatase (ALP) and triglyceride (TG) in serum and the levels of malondialdehyde (MDA), tumor necrosis factor-alpha (TNF-alpha), interleukin-1beta (IL-1beta) in liver tissue (p < 0.05). Meanwhile, the levels of hepatic antioxidant, such as catalase (CAT), superoxide dismutase (SOD), glutathione peroxidase (GSH-Px) were elevated by Maltol pretreatment, compared to the alcohol group (p < 0.05). Histopathological examination revealed that Maltol pretreatment significantly inhibited alcohol-induced hepatocyte apoptosis and fatty degeneration. Interestingly, pretreatment of Maltol effectively relieved alcohol-induced oxidative damage in a dose-dependent manner. Maltol appeared to possess promising anti-oxidative and anti-inflammatory capacities. It was suggested that the hepatoprotective effect exhibited by Maltol on alcohol-induced liver oxidative injury may be due to its potent antioxidant properties.
Neuroprotective and neurite outgrowth effects of maltol on retinal ganglion cells under oxidative stress.[Pubmed:25352751]
Mol Vis. 2014 Oct 17;20:1456-62. eCollection 2014.
PURPOSE: To evaluate the neuroprotective and neurite outgrowth effects of Maltol, a natural aroma compound, on retinal ganglion cells (RGCs) under oxidative stress in vitro. METHODS: Mouse primary RGCs were isolated using immunopanning-magnetic separation and exposed to H2O2 in the presence of Maltol. The cell viability and apoptosis were determined by using adenosine 5'-triphosphate (ATP) assay and terminal deoxynucleotidyl transferase (TdT)-mediated deoxyuridine triphosphate (dUTP) nick end labeling (TUNEL), respectively. Neurite outgrowth was assessed by immunofluorescence for alpha-tubulin. The activation of nuclear factor-kappaB (NF-kappaB) was also evaluated using immunofluorescence. RESULTS: When the RGCs were exposed to 20 muM of H2O2 for 16 h, their viability dropped to 40.3+/-3.4%. However, the Maltol treatment restored the cells in a dose-dependent manner. The viability recovered to 73.9+/-5.1% with 10 muM of Maltol and even reached 175.1+/-11.3% with 2 mM of Maltol, as measured by ATP assay. This oxidative stress significantly increased the number of TUNEL-positive RGCs, but the Maltol drastically reduced the proportion of those apoptotic cells. The oxidative stress hampered the neurite outgrowth of the RGCs, whereas Maltol restored their ability to sprout neurites. Regarding NF-kappaB, the active form of phosphorylated NF-kappaB (pNF-kappaB) increased the oxidative stress level but the Maltol treatment again reduced it to an unstressful level. CONCLUSIONS: Our data revealed that Maltol attenuated the oxidative stress-induced injury in the primary mouse RGCs. Its neuroprotective and neurite outgrowth effects seemed to be related to NF-kappaB signaling. Maltol has potential as a new neuroprotective therapeutic agent for oxidative stress-related ocular diseases, including glaucoma.