Niazinin - ≥99% , CAS No.147821-57-6

CAS: 147821-57-6 Cat. No.: N646390 Molecular Weight: 343.40 PubChem CID: 10088810

GRADE & PURITY ≥99%

Synonyms

Niazinin | NIAZININ A | HY-N8471 | MS-25259 | AKOS040762117 | O-Methyl (4-(((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)benzyl)carbamothioate | O-methyl N-[[4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyphenyl]methyl

Storage

Protected from light,Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

Niazinin is a thiocarbamate glycoside with antileishmanial activities, with an IC 50 value of 5.25 μM. Niazinin also shows a binding affinity with the target protein 3CL protease. Niazinin has promising leishmanicidal, anti-inflammatory and anti-pyretic activity.

In Vitro

Niazinin, is cytotoxic at substantially higher concentration (CC50 of 31.6 µM) than its antileishmanial concentration (IC50 of 5.25 µM). MCE has not independently confirmed the accuracy of these methods. They are for reference only.

Form:Solid

Specifications

Synonyms

Niazinin | NIAZININ A | HY-N8471 | MS-25259 | AKOS040762117 | O-Methyl (4-(((2S, 3R, 4R, 5R, 6S)-3, 4, 5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)benzyl)carbamothioate | O-methyl N-[[4-[(2S, 3R, 4R, 5R, 6S)-3, 4, 5-trihydroxy-6-methyloxan-2-yl]oxyphenyl]methyl

Specifications & Purity

≥99%

Biochemical and Physiological Mechanisms

Niazinin is a thiocarbamate glycoside with antileishmanial activities, with an IC 50 value of 5.25 μM. Niazinin also shows a binding affinity with the target protein 3CL protease . Niazinin has promising leishmanicidal, anti-inflammatory and anti-pyretic

Storage

Protected from light, Store at -80°C

Shipped In

Dry ice packs + Cold packs

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

Action Type

INHIBITOR

Purity

≥99%

Names and Identifiers

• Canonical Smiles: CC1C(C(C(C(O1)OC2=CC=C(C=C2)CNC(=S)OC)O)O)O
• IUPAC Name: O-methyl N-[[4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyphenyl]methyl]carbamothioate
• InChIKey: ZOIAMMQYAZSWRX-CNJBRALLSA-N
• INCHI: 1S/C15H21NO6S/c1-8-11(17)12(18)13(19)14(21-8)22-10-5-3-9(4-6-10)7-16-15(23)20-2/h3-6,8,11-14,17-19H,7H2,1-2H3,(H,16,23)/t8-,11-,12+,13+,14-/m0/s1
• Isomeric SMILES: C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC2=CC=C(C=C2)CNC(=S)OC)O)O)O
• Alternate CAS: 147821-57-6
• PubChem CID: 10088810
• Molecular Weight: 343.40

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Class Organooxygen compounds
      • Subclass Carbohydrates and carbohydrate conjugates
        • Level5 Glycosyl compounds
          • Level6 Phenolic glycosides

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Class: Organooxygen compounds
• Subclass: Carbohydrates and carbohydrate conjugates
• Intermediate Tree Nodes: Glycosyl compounds
• Direct Parent: Phenolic glycosides
• Alternative Parents: Hexoses O-glycosyl compounds Phenoxy compounds Phenol ethers Oxanes Thiocarbamic acid esters Secondary alcohols Polyols Oxacyclic compounds Acetals Organopnictogen compounds Organonitrogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Phenolic glycoside - Hexose monosaccharide - O-glycosyl compound - Phenoxy compound - Phenol ether - Monocyclic benzene moiety - Monosaccharide - Oxane - Benzenoid - Thiocarbamic acid ester - Thiocarbamic acid derivative - Secondary alcohol - Acetal - Oxacycle - Organoheterocyclic compound - Polyol - Alcohol - Hydrocarbon derivative - Organopnictogen compound - Organonitrogen compound - Organosulfur compound - Organic nitrogen compound - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.
• 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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: DMSO : ≥ 50 mg/mL (145.60 mM)
• Molecular Weight: 343.400 g/mol
• XLogP3: 0.400
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 5
• Exact Mass: 343.109 Da
• Monoisotopic Mass: 343.109 Da
• Topological Polar Surface Area: 133.000 Ų
• Heavy Atom Count: 23
• Formal Charge: 0
• Complexity: 390.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 5
• 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