5-HydroxymethylfurfuralCAS# 67-47-0 |
Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
| Cas No. | 67-47-0 | SDF | Download SDF |
| PubChem ID | 237332 | Appearance | Powder |
| Formula | C6H6O3 | M.Wt | 126.1 |
| Type of Compound | Miscellaneous | Storage | Desiccate at -20°C |
| Solubility | DMSO : ≥ 50 mg/mL (396.48 mM) *"≥" means soluble, but saturation unknown. | ||
| Chemical Name | 5-(hydroxymethyl)furan-2-carbaldehyde | ||
| SMILES | C1=C(OC(=C1)C=O)CO | ||
| Standard InChIKey | NOEGNKMFWQHSLB-UHFFFAOYSA-N | ||
| 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. |
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| 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. |
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| 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 | 5-Hydroxymethylfurfural is one component of food, has antioxidative properties and is therefore used as an acting agent in a novel anticancer infusion solution, named Karal®, and an oral supplementation. 5-Hydroxymethylfurfural could be formed in soft beverages of rich sugar during process, and often used as an index of heat treatment, it is also considered as potentially carcinogenic to humans. |
| In vitro | Formation and reduction of 5-hydroxymethylfurfural at frying temperature in model system as a function of amino acid and sugar composition.[Pubmed: 25842323]Food Chem. 2015 Sep 1;182:164-70.5-Hydroxymethylfurfural (HMF) is formed during heat treatment of carbohydrate-containing foods, especially in a deep-fat frying process. Gold-catalyzed aerobic oxidation of 5-hydroxymethylfurfural in water at ambient temperature.[Pubmed: 19593753 ]ChemSusChem. 2009 Jul 20;2(7):672-5.
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| Structure Identification | J Sep Sci. 2012 Oct;35(19):2567-74.Development and validation of an HPLC method to determine metabolites of 5-hydroxymethylfurfural (5-HMF).[Pubmed: 22941583]The food component 5-Hydroxymethylfurfural is supposed to have antioxidative properties and is therefore used as an acting agent in a novel anticancer infusion solution, named Karal®, and an oral supplementation. Previous studies showed that after oral and intravenous application, the substance is completely decomposed to its metabolites: 5-hydroxymethylfuroic acid, 2,5-furandicarboxylic acid, and N-(hydroxymethyl)furoyl glycine. The formation of a fourth metabolite, namely 5-sulphoxymethylfurfural, is still not clarified according to literature. |
5-Hydroxymethylfurfural Dilution Calculator
5-Hydroxymethylfurfural 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. | |||||
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Gold-catalyzed aerobic oxidation of 5-hydroxymethylfurfural in water at ambient temperature.[Pubmed:19593753]
ChemSusChem. 2009 Jul 20;2(7):672-5.
The aerobic oxidation of 5-Hydroxymethylfurfural, a versatile biomass-derived chemical, is examined in water with a titania-supported gold-nanoparticle catalyst at ambient temperature (30 degrees C). The selectivity of the reaction towards 2,5-furandicarboxylic acid and the intermediate oxidation product 5-hydroxymethyl-2-furancarboxylic acid is found to depend on the amount of added base and the oxygen pressure, suggesting that the reaction proceeds via initial oxidation of the aldehyde moiety followed by oxidation of the hydroxymethyl group of 5-Hydroxymethylfurfural. Under optimized reaction conditions, a 71% yield of 2,5-furandicarboxylic acid is obtained at full 5-Hydroxymethylfurfural conversion in the presence of excess base.
Development and validation of an HPLC method to determine metabolites of 5-hydroxymethylfurfural (5-HMF).[Pubmed:22941583]
J Sep Sci. 2012 Oct;35(19):2567-74.
The food component 5-Hydroxymethylfurfural is supposed to have antioxidative properties and is therefore used as an acting agent in a novel anticancer infusion solution, named Karal(R), and an oral supplementation. Previous studies showed that after oral and intravenous application, the substance is completely decomposed to its metabolites: 5-hydroxymethylfuroic acid, 2,5-furandicarboxylic acid, and N-(hydroxymethyl)furoyl glycine. The formation of a fourth metabolite, namely 5-sulphoxymethylfurfural, is still not clarified according to literature. Due to commercial unavailability, synthesis of 5-sulphoxymethylfurfural was conducted and a synthesis procedure for N-(hydroxymethyl)furoyl glycine had to be developed. Identification of the synthesised compounds was proven by LC-MS and NMR. An appropriate HPLC method was established to obtain good separation of the four possible metabolic substances and 5-Hydroxymethylfurfural within 12 min via a HILIC column (150 x 4.6 mm, 5 mum) using a gradient grade system switching from mobile phase A (ACN/ammonium formate 100 mM, pH 2.35, 95:5, v/v) to mobile phase B (ACN/ammonium formate 100 mM, pH 2.35, 85:15, v/v). The procedure was afterward validated following ICH guidelines in terms of selectivity, linearity, precision, LOD, and LOQ.
Formation and reduction of 5-hydroxymethylfurfural at frying temperature in model system as a function of amino acid and sugar composition.[Pubmed:25842323]
Food Chem. 2015 Sep 1;182:164-70.
5-Hydroxymethylfurfural (HMF) is formed during heat treatment of carbohydrate-containing foods, especially in a deep-fat frying process. This study aimed to investigate the effect of amino acids on the formation and reduction of HMF from glucose, fructose and sucrose at frying temperature in model systems containing binary mixtures of an amino acid and a sugar in equal concentrations (0.3M). The results revealed that the formation of HMF from sugars accelerated in the presence of acidic amino acids (i.e. glutamic and aspartic acids). Conversely, the presence of basic amino acids (i.e. lysine, arginine and histidine) led to reduced concentrations of HMF to non-detectable levels in model systems. The results showed that both pH and heating time significantly affected the formation of HMF from fructose in the presence of glutamic acid. In this regard, a higher amount of HMF was formed at lower pH.
