Cas no 33993-25-8 (β-Naphthyl β-D-Glucopyranoside)

β-Naphthyl β-D-Glucopyranoside is a synthetic glycoside compound widely used as a substrate in enzymatic assays, particularly for detecting β-glucosidase activity. Its key advantages include high specificity for β-glucosidase enzymes, enabling precise measurement of enzymatic kinetics and inhibition studies. The compound's stability under standard laboratory conditions ensures reliable performance in biochemical research. Its hydrolysis by β-glucosidase releases β-naphthol, which can be quantified spectrophotometrically, facilitating sensitive and reproducible detection. This substrate is valuable in plant biochemistry, microbiology, and pharmaceutical research for characterizing enzyme function and screening potential inhibitors. Its well-defined chemical properties make it a preferred choice for standardized assays.
β-Naphthyl β-D-Glucopyranoside structure
33993-25-8 structure
Product Name:β-Naphthyl β-D-Glucopyranoside
CAS No:33993-25-8
MF:C16H18O6
MW:306.310525417328
CID:317224
PubChem ID:2724405
Update Time:2025-06-26

β-Naphthyl β-D-Glucopyranoside Chemical and Physical Properties

Names and Identifiers

    • 2-NAPHTHYL-BETA-D-GALACTOPYRANOSIDE
    • 2-Naphthyl-β-D-galactopyranoside
    • β-Naphthyl β-D-Gluco
    • β-Naphthyl β-D-Glucopyranoside
    • 2-Naphthalenyl--D-glucopyranoside
    • 2-Naphthyl b-D-galactopyranoside
    • 2-Naphthyl b-D-Glucopyranoside
    • 2-Naphthyl beta-D-galactopyranoside
    • B-NAPHTHYL-B-D-GALACTOPYRANOSIDE
    • b-Naphthyl-D-glucosid
    • beta-D-Galactopyranoside 2-naphthyl
    • 2-Naphthyl beta-galactoside
    • beta-Naphthyl beta-D-galactopyranoside
    • 2-naphthyl beta-D-galactoside
    • (2R,3R,4S,5R,6S)-2-(hydroxymethyl)-6-(naphthalen-2-yloxy)tetrahydro-2H-pyran-3,4,5-triol
    • 2-Naphthyl--D-galactopyranoside
    • 2-Naphthyl-
    • A-D-galactopyranoside
    • 2-Naphthyl hexopyranoside #
    • 2-Naphthylb-D-galactopyranoside
    • AMY41697
    • beta-Naphthyl beta-D-Glucopyranoside
    • 2-Naphthyl I(2)-D-galactopyr
    • MFCD00004056
    • BS-52009
    • AKOS015897090
    • 33993-25-8
    • E78340
    • 2-Naphthyl I(2)-D-galactopyranoside
    • .beta.-D-Galactopyranoside, 2-naphthalenyl
    • DTXSID301290665
    • MWHKPYATGMFFPI-LYYZXLFJSA-N
    • 2-Naphthyl beta -D-galactopyranoside
    • (2S,4S,3R,5R,6R)-6-(hydroxymethyl)-2-(2-naphthyloxy)-2H-3,4,5,6-tetrahydropyra n-3,4,5-triol
    • 2-Naphthyl-beta-D-galactopyranoside hydrate
    • CHEMBL3589832
    • 2-Naphthalenyl beta-D-galactopyranoside
    • CHEBI:90140
    • SCHEMBL219631
    • (2R,3R,4S,5R,6S)-2-(HYDROXYMETHYL)-6-(NAPHTHALEN-2-YLOXY)OXANE-3,4,5-TRIOL
    • 2-Naphthyl-BATE-D-galactopyranoside
    • naphthalen-2-yl beta-D-galactopyranoside
    • CS-0186676
    • 2-Naphthyl-.beta.-D-galactopyranoside
    • Q27162348
    • (2r,3r,4s,5r,6s)-2-(hydroxymethyl)-6-(2-naphthyloxy)tetrahydropyran-3,4,5-triol
    • J-018350
    • 2-Naphthalenyl I(2)-D-galactopyranoside
    • MDL： MFCD00004056
    • Inchi： 1S/C16H18O6/c17-8-12-13(18)14(19)15(20)16(22-12)21-11-6-5-9-3-1-2-4-10(9)7-11/h1-7,12-20H,8H2/t12-,13+,14+,15-,16-/m1/s1
    • InChI Key： MWHKPYATGMFFPI-LYYZXLFJSA-N
    • SMILES： O1[C@H]([C@@H]([C@H]([C@H]([C@H]1CO)O)O)O)OC1C=CC2C=CC=CC=2C=1

Computed Properties

  • Exact Mass: 306.11000
  • Monoisotopic Mass: 306.110338
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 4
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 22
  • Rotatable Bond Count: 3
  • Complexity: 365
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 5
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 0.8
  • Topological Polar Surface Area: 99.4
  • Surface Charge: 0

Experimental Properties

  • Color/Form: Not available
  • Density: 1.454
  • Melting Point: 196-198?°C(lit.)
  • Boiling Point: 568 oC
  • Flash Point: 297 oC
  • PSA: 99.38000
  • LogP: 0.01850
  • Solubility: Not available

β-Naphthyl β-D-Glucopyranoside Security Information

  • WGK Germany：3
  • Safety Instruction： S22-S24/25
  • FLUKA BRAND F CODES：10-21
  • Storage Condition：?20°C

β-Naphthyl β-D-Glucopyranoside Customs Data

  • HS CODE：2932999099
  • Customs Data：

    China Customs Code:

    2932999099

    Overview:

    2932999099. Other heterocyclic compounds containing only oxygen heteroatoms. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2932999099. other heterocyclic compounds with oxygen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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β-Naphthyl β-D-Glucopyranoside Suppliers

Amadis Chemical Company Limited
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Audited Supplier Audited Supplier
(CAS:33993-25-8)β-Naphthyl β-D-Glucopyranoside
Order Number:A1201882
Stock Status:in Stock
Quantity:1g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 02:46
Price ($):156.0

β-Naphthyl β-D-Glucopyranoside Related Literature

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Additional information on β-Naphthyl β-D-Glucopyranoside

β-Naphthyl β-D-Glucopyranoside: A Comprehensive Overview

β-Naphthyl β-D-Glucopyranoside, with the CAS number 33993-25-8, is a compound of significant interest in the fields of organic chemistry, pharmacology, and natural product research. This compound is a glycoside, specifically a naphthyl glucoside, which combines a naphthalene moiety with a β-D-glucopyranosyl group. The structure of this compound is characterized by its aromatic naphthalene ring system attached to a sugar unit via a glycosidic bond. This unique combination makes it a valuable molecule for both academic and industrial applications.

The synthesis of β-Naphthyl β-D-Glucopyranoside has been extensively studied, with researchers exploring various methods to achieve efficient and scalable production. Recent advancements in asymmetric synthesis and enzymatic catalysis have provided new avenues for the preparation of this compound. For instance, studies have demonstrated the use of glycosyltransferases to facilitate the formation of the glycosidic bond, offering a more environmentally friendly and precise approach compared to traditional chemical methods.

In terms of biological activity, β-Naphthyl β-D-Glucopyranoside has shown potential in several therapeutic areas. Preclinical studies have highlighted its antioxidant properties, which could be beneficial in combating oxidative stress-related diseases such as neurodegenerative disorders and cardiovascular diseases. Additionally, this compound has exhibited anti-inflammatory effects, making it a promising candidate for the development of anti-inflammatory drugs. Recent research has also explored its potential as an antidiabetic agent, with studies indicating its ability to modulate glucose metabolism and improve insulin sensitivity.

The application of β-Naphthyl β-D-Glucopyranoside extends beyond pharmacology into the realm of material science. Its aromatic structure and sugar moiety make it an attractive candidate for use in the development of novel materials with unique optical and electronic properties. For example, researchers have investigated its use in creating advanced polymers and sensors that can detect specific biomolecules or environmental changes.

From an analytical standpoint, the characterization of β-Naphthyl β-D-Glucopyranoside has benefited from modern spectroscopic techniques such as nuclear magnetic resonance (NMR) spectroscopy and mass spectrometry (MS). These techniques have enabled precise determination of the compound's molecular structure and stereochemistry, which are critical for understanding its biological activity and optimizing its synthesis.

In conclusion, β-Naphthyl β-D-Glucopyranoside, with CAS number 33993-25-8, is a multifaceted compound with diverse applications across various scientific disciplines. Its unique chemical structure, coupled with its promising biological activities, positions it as a valuable molecule for future research and development. As ongoing studies continue to uncover new insights into its properties and potential uses, this compound is likely to play an increasingly important role in both academic and industrial settings.

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Amadis Chemical Company Limited
(CAS:33993-25-8)β-Naphthyl β-D-Glucopyranoside
A1201882
Purity:99%
Quantity:1g
Price ($):156.0
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