EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

methyl umbelliferyl-beta-D-xyloside
2H-1-benzopyran-2-one, 4-methyl-7-(beta-D-xylopyranosyloxy)-

Supplier Sponsors

Name:4-methyl-7-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxychromen-2-one
CAS Number: 6734-33-4Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:229-784-4
FDA UNII: 766N8850JA
Nikkaji Web:J298.088F
Beilstein Number:0039934
MDL:MFCD00037607
XlogP3:-0.70 (est)
Molecular Weight:308.28692000
Formula:C15 H16 O7
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
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Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Boiling Point: 572.10 °C. @ 760.00 mm Hg (est)
Flash Point: 423.00 °F. TCC ( 217.30 °C. ) (est)
logP (o/w): 1.020 (est)
Soluble in:
 water, 1.05e+004 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
4-Methylumbelliferyl b-D-xylopyranoside
Carbosynth
For experimental / research use only.
4-Methylumbelliferyl b-D-xylopyranoside
Matrix Scientific
For experimental / research use only.
4-Methylumbelliferyl beta-D-xylopyranoside, 95+%
Santa Cruz Biotechnology
For experimental / research use only.
4-Methylumbelliferyl-β-D-xylopyranoside ≥98%
Sigma-Aldrich: Sigma
For experimental / research use only.
4-Methylumbelliferyl-β-D-xylopyranoside
 
Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
natural substances and extractives
Recommendation for methyl umbelliferyl-beta-D-xyloside usage levels up to:
 not for fragrance use.
 
Recommendation for methyl umbelliferyl-beta-D-xyloside flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :92229
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
4-methyl-7-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxychromen-2-one
Chemidplus:0006734334
 
References:
 4-methyl-7-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxychromen-2-one
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):92229
Pubchem (sid):135047797
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEMBL:View
HMDB (The Human Metabolome Database):Search
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 found in nature
 
Synonyms:
2H-1-benzopyran-2-one, 4-methyl-7-(beta-D-xylopyranosyloxy)-
4-methyl-7-(beta-D-xylopyranosyloxy)-2H-1-benzopyran-2-one
4-methyl-7-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxychromen-2-one
4-methylumbelliferyl beta-xyloside
 methylumbelliferyl-beta-D-xyloside
 

Articles:

PubMed:Regulation of heparan sulfate and chondroitin sulfate glycosaminoglycan biosynthesis by 4-fluoro-glucosamine in murine airway smooth muscle cells.
PubMed:A novel efflux-recapture process underlies the mechanism of high-density lipoprotein cholesteryl ester-selective uptake mediated by the low-density lipoprotein receptor-related protein.
PubMed:Effects of [3H]glucosamine concentration on [3H]chondroitin sulphate formation by cultured chondrocytes.
PubMed:HNK-1-Reactive oligosaccharide, sulfate-O-3GlcAbeta1-4Xylbeta1-MU, synthesized by cultured human colorectal cancer cells.
PubMed:A sulfated proteoglycan is necessary for storage of exocrine secretory proteins in the rat parotid gland.
PubMed:Obligatory requirement of sulfation for P-selectin binding to human salivary gland carcinoma Acc-M cells and breast carcinoma ZR-75-30 cells.
PubMed:Effects of ATP on regulation of galactosyltransferase-I activity responsible for synthesis of the linkage region between the core protein and glycosaminoglycan chains of proteoglycans.
PubMed:Mechanistic studies of active site mutants of Thermomonospora fusca endocellulase E2.
PubMed:Enhanced channelling of sulphate through a rapidly exchangeable sulphate pool in response to stimulated glycosaminoglycan synthesis in pancreatic epithelial cells.
PubMed:Alterations of matrix- and cell-associated proteoglycans inhibit osteogenesis and growth response to fibroblast growth factor-2 in cultured rat mandibular condyle and calvaria.
PubMed:ApoE of the HepG2 cell surface includes a major pool associated with chondroitin sulfate proteoglycans.
PubMed:Characterization of beta-D-xyloside-initiated glycosaminoglycan synthesized by human skin fibroblasts in the presence of tunicamycin.
PubMed:A novel 4-methylumbelliferyl-beta-D-xyloside derivative, sulfate-O-3-xylosylbeta1-(4-methylumbelliferone), isolated from culture medium of human skin fibroblasts, and its role in methylumbelliferone-initiated glycosaminoglycan biosynthesis.
PubMed:Effects of O-glycosylation inhibitors on the differentiation of HL-60 cells.
PubMed:Effect of monensin on the synthesis of beta-D-xyloside-initiated glycosaminoglycan and its linkage region oligosaccharides in human skin fibroblasts.
PubMed:Uptake of hypertriglyceridemic very low density lipoproteins and their remnants by HepG2 cells: the role of lipoprotein lipase, hepatic triglyceride lipase, and cell surface proteoglycans.
PubMed:Lipoprotein lipase reduces secretion of apolipoprotein E from macrophages.
PubMed:Secreted glypican binds to the amyloid precursor protein of Alzheimer's disease (APP) and inhibits APP-induced neurite outgrowth.
PubMed:Cell surface proteoglycans modulate net synthesis and secretion of macrophage apolipoprotein E.
PubMed:Characterization and biological significance of sialyl alpha 2-3galactosyl beta 1-4xylosyl beta 1-(4-methylumbelliferone) synthesized in cultured human skin fibroblasts.
PubMed:Inhibitory effect of platelet factor 4 on human erythroleukemic cells is dependent on cell surface heparan sulfate.
PubMed:A new approach to mapping co-localization of multiple glycosyl transferases in functional Golgi preparations.
PubMed:Reduction of intimal hyperplasia by naroparcil, a 4-methylumbelliferyl beta-D-xyloside analogue, after arterial injury in the hypercholesterolemic rabbit.
PubMed:Inhibition of proteoglycan synthesis influences regeneration of goldfish retinal axons on polylysine and laminin.
PubMed:HNK-1-reactive novel oligosaccharide, sulfate-O-3GlcA beta 1-4Xyl beta 1-(4-methylumbelliferone), synthesized by cultured human skin fibroblasts.
PubMed:Identification of a novel glycosaminoglycan core-like molecule. I. 500 MHz 1H NMR analysis using a nano-NMR probe indicates the presence of a terminal alpha-GalNAc residue capping 4-methylumbelliferyl-beta-D-xylosides.
PubMed:A novel oligosaccharide, GlcA beta 1-4Xyl beta 1-(4-methylumbelliferone), synthesized by human cultured skin fibroblasts.
PubMed:A novel oligosaccharide, xylosyl beta 1-4xylosyl beta 1-(4-methylumbelliferone), synthesized by cultured human skin fibroblasts in the presence of 4-methylumbelliferyl-beta-D-xyloside.
PubMed:A method for determination of galactosyltransferase I activity synthesizing the proteoglycan linkage region.
PubMed:Enlarged cell-associated proteoglycans abolish E-cadherin functionality in invasive tumor cells.
PubMed:Sulphation of proteochondroitin and 4-methylumbelliferyl beta-D-xyloside-chondroitin formed by mouse mastocytoma cells cultured in sulphate-deficient medium.
PubMed:Simple measurement of glycosaminoglycan produced by cultured fibroblasts using 4-methylumbelliferyl beta-D-xyloside.
PubMed:Heparin releases newly synthesized cell surface-associated apolipoprotein E from HepG2 cells.
PubMed:Alpha- and beta-xylosides alter glycolipid synthesis in human melanoma and Chinese hamster ovary cells.
PubMed:The neural cell adhesion molecule (NCAM) heparin binding domain binds to cell surface heparan sulfate proteoglycans.
PubMed:Association and release of the amyloid protein precursor of Alzheimer's disease from chick brain extracellular matrix.
PubMed:Characterization of beta-D-xyloside-induced glycosaminoglycans and oligosaccharides in cultured human skin fibroblasts.
PubMed:Decreased thrombin affinity of cell-surface thrombomodulin following treatment of cultured endothelial cells with beta-D-xyloside.
PubMed:Effect of forskolin on synthesis of xyloside-initiated glycosaminoglycans in embryonic chick chondrocytes.
PubMed:Preparation and application of a fluorogenic substrate for endo-beta-xylosidase.
PubMed:Inhibition of proteoglycan synthesis alters extracellular matrix deposition, proliferation, and cytoskeletal organization of rat aortic smooth muscle cells in culture.
PubMed:Cerebellar granule cells contain a membrane mitogen for cultured Schwann cells.
PubMed:Inhibition of endothelial cell morphogenetic interactions in vitro by alpha- and beta-xylosides.
PubMed:Modulation of glycosaminoglycan production and antithrombin III binding by cultured aortic endothelial cells treated with 4-methylumbelliferyl-beta-D-xyloside.
PubMed:Changes in glycosaminoglycan synthesis during the differentiation of HL-60 cells induced by 12-O-tetra-decanoylphorbol-13-acetate.
PubMed:Effects of inhibition of proteoglycan synthesis on the differentiation of cultured rat Schwann cells.
PubMed:Glycosaminoglycan metabolism of HL-60 cells during differentiation induction by tetradecanoylphorbol-13-acetate.
PubMed:Sulfated proteoglycans produced by rat dorsal root ganglion cells.
PubMed:Altered glycosaminoglycan production by HL-60 cells treated with 4-methylumbelliferyl-beta-D-xyloside.
PubMed:A neuronal cell surface heparan sulfate proteoglycan is required for dorsal root ganglion neuron stimulation of Schwann cell proliferation.
PubMed:Increased sulphation level and altered composition of glycosaminoglycans synthesized by cultured smooth muscle cells in the presence of beta-D-xylosides.
PubMed:Tissue interactions in the organization and maintenance of the muscle pattern in the chick limb.
PubMed:Effect of 4-methylumbelliferyl-beta-d-xyloside on collagen synthesis in chick limb bud mesenchymal cell cultures.
PubMed:Fluid and glycosaminoglycan excretion by chick embryos treated with a beta-D-xyloside.
PubMed:Development of the biochemical and morphological changes induced by administration of a beta-xyloside to chick embryos.
PubMed:Initiation of altered heparan sulphate on beta-D-xyloside in rat hepatocytes.
PubMed:The action of somatomedin on glycosaminoglycan synthesis in cultured chick chondrocytes.
PubMed:Changes in chemical composition of chick embryos treated with a beta-xyloside and a lathyrogen.
PubMed:The effect of beta-xylosides on heparan sulfate synthesis by SV40-transformed Swiss mouse 3T3 cells.
PubMed:The mode of action of 4-methylumbelliferyl beta-D-xyloside on the synthesis of chondroitin sulphate in embryonic-chicken sternum.
PubMed:Glycosaminoglycan synthesis by cultured human skin fibroblasts after transformation with simian virus 40.
PubMed:The effect of beta-D-xylosides on chondroitin sulphate biosynthesis in embryonic chicken cartilage in the absence of protein synthesis inhibitors.
PubMed:Collagen synthesis and deposition in cartilage during disrupted proteoglycan production.
PubMed:Stimulation of synthesis of free chondroitin sulfate chains by beta-D-xylosides in cultured cells.
PubMed:Synthesis of a fluorogenic mucopolysaccharide by chondrocytes in cell culture with 4-methylumbelliferyl beta-D-xyloside.
 
Notes:
None found
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