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6734-33-4,MFCD00037607
Catalog No.:AA00IBMK

6734-33-4 | 4-Methylumbelliferyl-beta-d-xylopyranoside

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Purity
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50mg
95%
in stock  
$88.00   $62.00
- +
250mg
95
in stock  
$140.00   $98.00
- +
1g
95
in stock  
$304.00   $213.00
- +
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA00IBMK
Chemical Name:
4-Methylumbelliferyl-beta-d-xylopyranoside
CAS Number:
6734-33-4
Molecular Formula:
C15H16O7
Molecular Weight:
308.2833
MDL Number:
MFCD00037607
SMILES:
O[C@@H]1CO[C@H]([C@@H]([C@H]1O)O)Oc1ccc2c(c1)oc(=O)cc2C
Properties
Computed Properties
 
Complexity:
463  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
4  
Heavy Atom Count:
22  
Hydrogen Bond Acceptor Count:
7  
Hydrogen Bond Donor Count:
3  
Rotatable Bond Count:
2  
XLogP3:
-0.7  

Downstream Synthesis Route

[1]Wei,Xianhu;Ma,Yanxia;Wu,Qingping;Zhang,Jumei;Cai,Zhihe;Lu,Mianfei;Ferro,Vito[Molecules,2015,vol.20,#12,p.21681-21699]

[2]CurrentPatentAssignee:GUANGDONGACADEMYOFSCIENCES;GUANGDONGHUANKAIMICROBIALSCI&TECHNOLOGYCOLTD-CN104926898,2018,BLocationinpatent:Paragraph0086;0087

[3]Locationinpatent:experimentalpartTouisni,Nadia;Maresca,Alfonso;McDonald,PaulC.;Lou,Yuanmei;Scozzafava,Andrea;Dedhar,Shoukat;Winum,Jean-Yves;Supuran,ClaudiuT.[JournalofMedicinalChemistry,2011,vol.54,#24,p.8271-8277]

[4]Constantzas;Kocourek[CollectionofCzechoslovakChemicalCommunications,1959,vol.24,p.1099,1102]

[1]CarbohydrateResearch,1982,vol.100,p.221-234

6734-33-4    3150-24-1    133972-95-9   
4-methyl-2-oxo-2H-chromen-7-ylO-β-D-galactopyranosyl-(1->3)-β-D-xylopyranoside 

[1]Yasukochi,Takashi;Fukase,Koichi;Suda,Yasuo;Takagaki,Keiichi;Endo,Masahiko;Kusumoto,Shoichi[BulletinoftheChemicalSocietyofJapan,1997,vol.70,#11,p.2719-2725]

[2]Fukase,Koichi;Yasukochi,Takashi;Suda,Yasuo;Yoshida,Masao;Kusumoto,Shoichi[TetrahedronLetters,1996,vol.37,#37,p.6763-6766]

[1]Eneyskaya,ElenaV.;Ivanen,DinaR.;Shabalin,KonstantinA.;Kulminskaya,AnnaA.;Backinowsky,LeonV.;BrumerIII,Harry;Neustroev,KirillN.[OrganicandBiomolecularChemistry,2005,vol.3,#1,p.146-151]

[2]Dahbi,Samir;Jacquinet,Jean-Claude;Bertin-Jung,Isabelle;Robert,Anne;Ramalanjaona,Nick;Gulberti,Sandrine;Fournel-Gigleux,Sylvie;Lopin-Bon,Chrystel[OrganicandBiomolecularChemistry,2017,vol.15,#45,p.9653-9669]

[1]Eneyskaya,ElenaV.;Ivanen,DinaR.;Shabalin,KonstantinA.;Kulminskaya,AnnaA.;Backinowsky,LeonV.;BrumerIII,Harry;Neustroev,KirillN.[OrganicandBiomolecularChemistry,2005,vol.3,#1,p.146-151]

[2]Dahbi,Samir;Jacquinet,Jean-Claude;Bertin-Jung,Isabelle;Robert,Anne;Ramalanjaona,Nick;Gulberti,Sandrine;Fournel-Gigleux,Sylvie;Lopin-Bon,Chrystel[OrganicandBiomolecularChemistry,2017,vol.15,#45,p.9653-9669]

Literature

Title: Glycosyl coumarin carbonic anhydrase IX and XII inhibitors strongly attenuate the growth of primary breast tumors.

Journal: Journal of medicinal chemistry 20111222

Title: Using simple donors to drive the equilibria of glycosyltransferase-catalyzed reactions.

Journal: Nature chemical biology 20111001

Title: The glial scar-monocyte interplay: a pivotal resolution phase in spinal cord repair.

Journal: PloS one 20110101

Title: Regulation of heparan sulfate and chondroitin sulfate glycosaminoglycan biosynthesis by 4-fluoro-glucosamine in murine airway smooth muscle cells.

Journal: The Journal of biological chemistry 20090619

Title: Expanding the promiscuity of a natural-product glycosyltransferase by directed evolution.

Journal: Nature chemical biology 20071001

Title: 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.

Journal: Arteriosclerosis, thrombosis, and vascular biology 20040901

Title: HNK-1-Reactive oligosaccharide, sulfate-O-3GlcAbeta1-4Xylbeta1-MU, synthesized by cultured human colorectal cancer cells.

Journal: The Tohoku journal of experimental medicine 20030101

Title: A sulfated proteoglycan is necessary for storage of exocrine secretory proteins in the rat parotid gland.

Journal: American journal of physiology. Cell physiology 20020801

Title: 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.

Journal: Biochemistry and cell biology = Biochimie et biologie cellulaire 20010101

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Tags:6734-33-4 Molecular Formula|6734-33-4 MDL|6734-33-4 SMILES|6734-33-4 4-Methylumbelliferyl-beta-d-xylopyranoside