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Category:food additive, dietary supplements
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Physical Properties:
| Appearance: | white crystalline powder (est) |
| Assay: | 95.00 to 100.00
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| Food Chemicals Codex Listed: | No |
| Boiling Point: | 315.00 to 316.00 °C. @ 760.00 mm Hg (est)
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| Flash Point: | 339.00 °F. TCC ( 170.50 °C. ) (est)
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| logP (o/w): | -0.880 (est) |
| Soluble in: |
| | water, 1e+006 mg/L @ 25 °C (est) |
Organoleptic Properties:
| Flavor Type: sweet |
| sweet |
| Taste Description: slightly sweet |
| Odor and/or flavor descriptions from others (if found). |
Cosmetic Information:
Suppliers:
Safety Information:
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| Hazards identification |
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| Classification of the substance or mixture |
| GHS Classification in accordance with 29 CFR 1910 (OSHA HCS) |
| None found. |
| GHS Label elements, including precautionary statements |
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| Pictogram | |
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| Hazard statement(s) |
| None found. |
| Precautionary statement(s) |
| None found. |
| Oral/Parenteral Toxicity: |
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Not determined
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| Dermal Toxicity: |
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Not determined
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| Inhalation Toxicity: |
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Not determined
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Safety in Use Information:
| Category: | | food additive, dietary supplements |
| Recommendation for dextro-fagomine usage levels up to: | | | not for fragrance use.
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| Recommendation for dextro-fagomine flavor usage levels up to: |
| | not for flavor use.
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Safety References:
References:
Other Information:
Potential Blenders and core components note
Potential Uses:
Occurrence (nature, food, other): note
Synonyms:
| D- | fagomine | | (2R,3R,4R)-2-( | hydroxymethyl)piperidine-3,4-diol | | 1,2,5- | trideoxy-1,5-imino-D-arabino-hexitol | | 1,2,5- | trideoxy-1,5-imino-dextro-arabino-hexitol |
Articles:
| PubMed:A concise synthesis of N-substituted fagomine derivatives and the systematic exploration of their α-glycosidase inhibition. |
| PubMed:Metabolic effects of mulberry leaves: exploring potential benefits in type 2 diabetes and hyperuricemia. |
| PubMed:Effect of (D)-fagomine on excreted enterobacteria and weight gain in rats fed a high-fat high-sucrose diet. |
| PubMed:Applications and limitations of the I2-mediated carbamate annulation for the synthesis of piperidines: five- versus six-membered ring formation. |
| PubMed:Divergent synthesis of 4-epi-fagomine, 3,4-dihydroxypipecolic acid, and a dihydroxyindolizidine and their β-galactosidase inhibitory and immunomodulatory activities. |
| PubMed:[Synthetic medicinal chemistry of the biomolecular components mimics]. |
| PubMed:The presence of D-fagomine in the human diet from buckwheat-based foodstuffs. |
| PubMed:Synthesis of carbohydrates in a continuous flow reactor by immobilized phosphatase and aldolase. |
| PubMed:Stereoselective synthesis and biological evaluation of D-fagomine, D-3-epi-fagomine and D-3,4-epi-fagomine analogs from D-glyceraldehyde acetonide as a common building block. |
| PubMed:[Study on chemical constituents of Peganum multisectum]. |
| PubMed:Determination of D-fagomine in buckwheat and mulberry by cation exchange HPLC/ESI-Q-MS. |
| PubMed:D-Fagomine lowers postprandial blood glucose and modulates bacterial adhesion. |
| PubMed:Docking and SAR studies of D- and L-isofagomine isomers as human β-glucocerebrosidase inhibitors. |
| PubMed:[Chemical constituents from root barks of Morus atropurpurea]. |
| PubMed:Synthesis and inhibitory activities of novel C-3 substituted azafagomines: a new type of selective inhibitors of α-L-fucosidases. |
| PubMed:Determination of iminosugars in mulberry leaves and silkworms using hydrophilic interaction chromatography-tandem mass spectrometry. |
| PubMed:Cytotoxicity and enzymatic activity inhibition in cell lines treated with novel iminosugar derivatives. |
| PubMed:Microarray expression profiling of Arabidopsis thaliana L. in response to allelochemicals identified in buckwheat. |
| PubMed:[Alkaloid constituents from silkworm dropping of Bombyx mori]. |
| PubMed:[Chemical constituents from leaves of Morus multicaulis]. |
| PubMed:Fructose-6-phosphate aldolase in organic synthesis: preparation of D-fagomine, N-alkylated derivatives, and preliminary biological assays. |
| PubMed:General synthesis and biological evaluation of alpha-1-C-substituted derivatives of fagomine (2-deoxynojirimycin-alpha-C-glycosides). |
| PubMed:The first synthesis of substituted azepanes mimicking monosaccharides: a new class of potent glycosidase inhibitors. |
| PubMed:Asymmetric synthesis of the four possible fagomine isomers. |
| PubMed:Detection of polyhydroxyalkaloids in Lonchocarpus extracts by GC-MS of acetylated derivatives. |
| PubMed:Iminosugars: potential inhibitors of liver glycogen phosphorylase. |
| PubMed:Processing glucosidase inhibition by 1-azafagomine. |
| PubMed:Polyhydroxylated pyrrolidine and piperidine alkaloids from Adenophora triphylla var. japonica (Campanulaceae). |
| PubMed:Potentiation of glucose-induced insulin secretion by fagomine, a pseudo-sugar isolated from mulberry leaves. |
| PubMed:Antihyperglycemic effects of N-containing sugars from Xanthocercis zambesiaca, Morus bombycis, Aglaonema treubii, and Castanospermum australe in streptozotocin-diabetic mice. |
| PubMed:Specific alpha-galactosidase inhibitors, N-methylcalystegines--structure/activity relationships of calystegines from Lycium chinense. |
| PubMed:Fagomine isomers and glycosides from Xanthocercis zambesiaca. |
| PubMed:Two subsites on the active center of pig kidney trehalase. |
| PubMed:Potentiating effects on pilocarpine-induced saliva secretion, by extracts and N-containing sugars derived from mulberry leaves, in streptozocin-diabetic mice. |
| PubMed:Nitrogen-in-the-ring pyranoses and furanoses: structural basis of inhibition of mammalian glycosidases. |
| PubMed:N-containing sugars from Morus alba and their glycosidase inhibitory activities. |
| PubMed:Sugars with nitrogen in the ring isolated from the leaves of Morus bombycis. |
| PubMed:2-Hydroxymethyl-3,4-dihydroxy-6-methyl-pyrrolidine (6-deoxy-DMDP), an alkaloid beta-mannosidase inhibitor from seeds of Angylocalyx pynaertii. |
| PubMed:Behavioral and electrophysiological study of antifeedant mechanisms associated with polyhydroxy alkaloids. |
| PubMed:Thermospray liquid chromatographic-mass spectrometric analysis of castanospermine-related alkaloids in Castanospermum australe. |
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3D/inchi