4-Methylumbelliferyl-β-D-xylopyranoside - Moligand™,≥98% , CAS No.6734-33-4

CAS: 6734-33-4 Cat. No.: M103907 Molecular Weight: 308.28 Beilstein Registry Number: 39934 EC Number: 229-784-4

GRADE & PURITY Moligand™, ≥98%

Synonyms

2H-1-Benzopyran-2-one,4-methyl-7-(b-D-xylopyranosyloxy)- | COUMARIN, 4-METHYL-7-(.BETA.-D-XYLOPYRANOSYLOXY)- | Q27894530 | Boc-(S)-3-Amino-4-(2-thienyl)butanoicacid | SCHEMBL952255 | A-D-xylopyranoside | 4-Methylumbelliferyl- | BDBM50361734 | (1'-Methyl-6

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

4-Methylumbelliferyl-β-D-xylopyranoside (MuX) can be used as substrate for the research of β-Xylosidase activity. 4-Methylumbelliferyl-β-D-xylopyranoside shows burst, steady-state kinetics, which supports the conclusion that hydrolysis of the glycosidic bonds for the substrate 4-Methylumbelliferyl-β-D-xylopyranoside is rapid.

Specifications

Synonyms

2H-1-Benzopyran-2-one, 4-methyl-7-(b-D-xylopyranosyloxy)- | COUMARIN, 4-METHYL-7-(.BETA.-D-XYLOPYRANOSYLOXY)- | Q27894530 | Boc-(S)-3-Amino-4-(2-thienyl)butanoicacid | SCHEMBL952255 | A-D-xylopyranoside | 4-Methylumbelliferyl- | BDBM50361734 | (1'-Methyl-6

Specifications & Purity

Moligand™, ≥98%

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 504756114
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504756114
• Canonical Smiles: CC1=CC(=O)OC2=C1C=CC(=C2)OC3C(C(C(CO3)O)O)O
• IUPAC Name: 4-methyl-7-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxychromen-2-one
• InChIKey: JWIYLOHVJDJZOQ-KAOXEZKKSA-N
• INCHI: 1S/C15H16O7/c1-7-4-12(17)22-11-5-8(2-3-9(7)11)21-15-14(19)13(18)10(16)6-20-15/h2-5,10,13-16,18-19H,6H2,1H3/t10-,13+,14-,15+/m1/s1
• Isomeric SMILES: CC1=CC(=O)OC2=C1C=CC(=C2)O[C@H]3[C@@H]([C@H]([C@@H](CO3)O)O)O
• WGK Germany: 3
• Molecular Weight: 308.28
• Beilstein: 39934
• Reaxy-Rn: 25297963
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=25297963&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Phenylpropanoids and polyketides
    • Class Coumarins and derivatives
      • Subclass Coumarin glycosides

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Class: Coumarins and derivatives
• Subclass: Coumarin glycosides
• Intermediate Tree Nodes: Not available
• Direct Parent: Coumarin glycosides
• Alternative Parents: Phenolic glycosides O-glycosyl compounds 1-benzopyrans Pyranones and derivatives Oxanes Monosaccharides Benzenoids Heteroaromatic compounds Secondary alcohols Lactones Polyols Oxacyclic compounds Acetals Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Coumarin-7-o-glycoside - Coumarin o-glycoside - Phenolic glycoside - Glycosyl compound - O-glycosyl compound - Benzopyran - 1-benzopyran - Pyranone - Benzenoid - Pyran - Monosaccharide - Oxane - Heteroaromatic compound - Lactone - Secondary alcohol - Acetal - Oxacycle - Organoheterocyclic compound - Polyol - Hydrocarbon derivative - Organic oxide - Alcohol - Organic oxygen compound - Organooxygen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as coumarin glycosides. These are aromatic compounds containing a carbohydrate moiety glycosidically bound to a coumarin moiety.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

CA12 Tclin Carbonic anhydrase 12 (1 Activities)

Discover Target: CA12

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

CA9 Tclin Carbonic anhydrase 9 (1 Activities)

Discover Target: CA9

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

CA2 Tclin Carbonic anhydrase II (17698 Activities)

Discover Target: CA2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CA1 Tclin Carbonic anhydrase I (13240 Activities)

Discover Target: CA1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CA12 Tclin Carbonic anhydrase XII (6231 Activities)

Discover Target: CA12

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: DMSO（Sonication is recommended）
• Melt Point(°C): 223°C
• Molecular Weight: 308.280 g/mol
• XLogP3: -0.700
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 2
• Exact Mass: 308.09 Da
• Monoisotopic Mass: 308.09 Da
• Topological Polar Surface Area: 105.000 Ų
• Heavy Atom Count: 22
• Formal Charge: 0
• Complexity: 463.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 4
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Yu-Xi Feng, Xin Chen, Yan-Wen Li, Hai-Ming Zhao, Lei Xiang, Hui Li, Quan-Ying Cai, Nai-Xian Feng, Ce-Hui Mo, Ming-Hung Wong.  (2020)  A Visual Leaf Zymography Technique for the In Situ Examination of Plant Enzyme Activity under the Stress of Environmental Pollution.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,      [PMID:32822176] [10.1021/acs.jafc.0c03815]