Psicofuranine - ≥98% , CAS No.1874-54-0

CAS: 1874-54-0 Cat. No.: P275803 Molecular Weight: 297.27 PubChem CID: 65086

GRADE & PURITY ≥98%

Synonyms

BAA87454 | NN8Z1MZB7L | SCHEMBL691065 | hydroxymethyladenosine | 1'-C-(HYDROXYMETHYL)ADENOSINE | C05342 | PDSP2_001021 | 4-26-00-03694 (Beilstein Handbook Reference) | MS-24262 | Q27108113 | Psicofuranine | U-9586 | (2R,3R,4S,5R)-2-(6-amino-9H-purin-9-yl)

Storage

Store at -20°C,Desiccated

Shipped In

Ice chest + Ice pads

Overview

Store at -20°C. Store under desiccating conditions. The product can be stored for up to 12 months.

Specifications

Synonyms

BAA87454 | NN8Z1MZB7L | SCHEMBL691065 | hydroxymethyladenosine | 1'-C-(HYDROXYMETHYL)ADENOSINE | C05342 | PDSP2_001021 | 4-26-00-03694 (Beilstein Handbook Reference) | MS-24262 | Q27108113 | Psicofuranine | U-9586 | (2R, 3R, 4S, 5R)-2-(6-amino-9H-purin-9-yl)

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

Adenosine analog. Antineoplastic and antibiotic agent. Blocks guanosine monophosphate synthesis. Inhibits xanthosine monophosphate. Reduces phosphate utilization in tumors. Shows antitumor effects and antibacterial activity in vivo.

Storage

Store at -20°C, Desiccated

Shipped In

Ice chest + Ice pads

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

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥98%

Names and Identifiers

• Canonical Smiles: C1=NC(=C2C(=N1)N(C=N2)C3(C(C(C(O3)CO)O)O)CO)N
• IUPAC Name: (2R,3R,4S,5R)-2-(6-aminopurin-9-yl)-2,5-bis(hydroxymethyl)oxolane-3,4-diol
• InChIKey: BNZYRKVSCLSXSJ-IOSLPCCCSA-N
• INCHI: 1S/C11H15N5O5/c12-9-6-10(14-3-13-9)16(4-15-6)11(2-18)8(20)7(19)5(1-17)21-11/h3-5,7-8,17-20H,1-2H2,(H2,12,13,14)/t5-,7-,8-,11-/m1/s1
• Isomeric SMILES: C1=NC(=C2C(=N1)N(C=N2)[C@]3([C@@H]([C@@H]([C@H](O3)CO)O)O)CO)N
• PubChem CID: 65086
• Molecular Weight: 297.27

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Nucleosides, nucleotides, and analogues
    • Class Purine nucleosides

• Kingdom: Organic compounds
• Superclass: Nucleosides, nucleotides, and analogues
• Class: Purine nucleosides
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Purine nucleosides
• Alternative Parents: C-glycosyl compounds Pentoses 6-aminopurines Aminopyrimidines and derivatives N-substituted imidazoles Imidolactams Tetrahydrofurans Heteroaromatic compounds Secondary alcohols Oxacyclic compounds Azacyclic compounds Primary amines Primary alcohols Organopnictogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Purine nucleoside - C-glycosyl compound - Glycosyl compound - 6-aminopurine - Pentose monosaccharide - Imidazopyrimidine - Purine - Aminopyrimidine - Monosaccharide - N-substituted imidazole - Pyrimidine - Imidolactam - Tetrahydrofuran - Azole - Imidazole - Heteroaromatic compound - Secondary alcohol - Organoheterocyclic compound - Azacycle - Oxacycle - Organic oxygen compound - Organic nitrogen compound - Alcohol - Organonitrogen compound - Hydrocarbon derivative - Organopnictogen compound - Organooxygen compound - Amine - Primary alcohol - Primary amine - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as purine nucleosides. These are compounds comprising a purine base attached to a ribosyl or deoxyribosyl moiety.
• External Descriptors: purine nucleoside - psicose derivative

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)

MAOA Tclin Monoamine oxidase A (11911 Activities)

Discover Target: MAOA

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

GMPS Tbio GMP synthase [glutamine-hydrolyzing] (15 Activities)

Discover Target: GMPS

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

Associated Targets(non-human)

Plasmodium falciparum (966862 Activities)

Explore this target

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in water to 100 mM and in DMSO
• Molecular Weight: 297.270 g/mol
• XLogP3: -2.200
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 3
• Exact Mass: 297.107 Da
• Monoisotopic Mass: 297.107 Da
• Topological Polar Surface Area: 160.000 Ų
• Heavy Atom Count: 21
• Formal Charge: 0
• Complexity: 390.000
• 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. Fei-Hu Du, Kai-Xue Wang, Wei Fu, Peng-Fei Gao, Jing-Feng Wang, Jun Yang, Jie-Sheng Chen.  (2013)  A graphene-wrapped silver–porous silicon composite with enhanced electrochemical performance for lithium-ion batteries.  Journal of Materials Chemistry A,  1  (43): (13648-13654).  [PMID:] [10.1039/C3TA13092D]