Allopurinol riboside - ≥95% , CAS No.16220-07-8

CAS: 16220-07-8 Cat. No.: A334307 Molecular Weight: 268.23

GRADE & PURITY ≥95%

Synonyms

4-Hydroxy-1H-pyrazolo[3,4-D]pyrimidine riboside | 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-5H-pyrazolo[3,4-d]pyrimidin-4-one | Allopurinol riboside | SCHEMBL6912039 | 4H-Pyrazolo[3,4-d]pyrimidin-4-one, 1,5-dihydro-1-beta-D-rib

Storage

Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Overview

Allopurinol riboside is a structural isomer of hypoxanthine, a naturally occurring purine in the body. It is also an enzyme inhibitor of xanthine oxidase and an anti-leishmanial agent.

Specifications

Synonyms

4-Hydroxy-1H-pyrazolo[3, 4-D]pyrimidine riboside | 1-[(2R, 3R, 4S, 5R)-3, 4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-5H-pyrazolo[3, 4-d]pyrimidin-4-one | Allopurinol riboside | SCHEMBL6912039 | 4H-Pyrazolo[3, 4-d]pyrimidin-4-one, 1, 5-dihydro-1-beta-D-rib

Specifications & Purity

≥95%

Storage

Store at -20°C, Argon charged

Shipped In

Ice chest + Ice pads

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

Action Type

INHIBITOR

Purity

≥95%

Names and Identifiers

• Canonical Smiles: C1=NN(C2=C1C(=O)NC=N2)C3C(C(C(O3)CO)O)O
• IUPAC Name: 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5H-pyrazolo[3,4-d]pyrimidin-4-one
• InChIKey: KFQUAMTWOJHPEJ-DAGMQNCNSA-N
• INCHI: 1S/C10H12N4O5/c15-2-5-6(16)7(17)10(19-5)14-8-4(1-13-14)9(18)12-3-11-8/h1,3,5-7,10,15-17H,2H2,(H,11,12,18)/t5-,6-,7-,10-/m1/s1
• Isomeric SMILES: C1=NN(C2=C1C(=O)NC=N2)[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O
• WGK Germany: 3
• Molecular Weight: 268.23
• Reaxy-Rn: 24725084
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=24725084&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Nucleosides, nucleotides, and analogues
    • Class Pyrazolo[3,4-d]pyrimidine glycosides

• Kingdom: Organic compounds
• Superclass: Nucleosides, nucleotides, and analogues
• Class: Pyrazolo[3,4-d]pyrimidine glycosides
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Pyrazolo[3,4-d]pyrimidine glycosides
• Alternative Parents: Glycosylamines Pentoses Pyrazolo[3,4-d]pyrimidines Pyrimidones Pyrazoles Tetrahydrofurans Heteroaromatic compounds Vinylogous amides Secondary alcohols Oxacyclic compounds Azacyclic compounds Primary alcohols Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Pyrazolo[3,4-d]pyrimidine glycoside - Glycosyl compound - N-glycosyl compound - Pentose monosaccharide - Pyrazolo[3,4-d]pyrimidine - Pyrazolopyrimidine - Pyrimidone - Monosaccharide - Pyrimidine - Azole - Heteroaromatic compound - Pyrazole - Vinylogous amide - Tetrahydrofuran - Secondary alcohol - Organoheterocyclic compound - Azacycle - Oxacycle - Primary alcohol - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Organic oxide - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Alcohol - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as pyrazolo[3,4-d]pyrimidine glycosides. These are nucleosides or derivatives thereof that consist of a pyazolo[3,2-d]pyrimidine ring system that is N-glycosidically linked to a ribose or deoxyribose. They bear the sugar moiety on the pyrimidine part of the molecule.
• External Descriptors: nucleoside analogue

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

Chemical and Physical Properties

• Refractive Index: n20D1.88 (Predicted)
• Boil Point(°C): ~570.9° C at 760 mmHg (Predicted)
• Melt Point(°C): 213.16° C (Predicted)
• Molecular Weight: 268.230 g/mol
• XLogP3: -2.300
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 2
• Exact Mass: 268.081 Da
• Monoisotopic Mass: 268.081 Da
• Topological Polar Surface Area: 129.000 Ų
• Heavy Atom Count: 19
• Formal Charge: 0
• Complexity: 405.000
• 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