Puromycin aminonucleoside - ≥98% , CAS No.58-60-6

CAS: 58-60-6 Cat. No.: P102404 Molecular Weight: 294.31 Beilstein Registry Number: 93902 EC Number: 200-388-3

GRADE & PURITY ≥98%

Synonyms

3'-amino-3'-deoxy-n(6),n(6)-dimethyladenosine | 0Q580U88V8 | Aminonucleoside | DTXSID7037264 | NSC 3056NSC 3056 | EINECS 200-388-3 | (2R,3R,4S,5S)-4-AMINO-2-[6-(DIMETHYLAMINO)-9H-PURIN-9-YL]-5-(HYDROXYMETHYL)TETRAHYDRO-3-FURANOL | AT25062 | Stylomycin ami

Storage

Protected from light,Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Puromycin Aminonucleoside (3'-Amino-3'-deoxy-N6,N6-dimethyladenosine) is the aminonucleoside portion of the antibiotic puromycin. It is a puromycin analog which does not inhibit protein synthesis or induce apoptosis. Used in the study of focal and segmental glomerulosclerosis and in the induction of nephrosis in rats. The excretion of sodium and NOx metabolites in rats with puromycin aminonucleoside-induced nephrotic syndrome has been studied. Used to probe endothelial glycosaminoglycan synthesis in cultured glomerular endothelial cells and their relation to cell permeability
The aminonucleoside portion of the antibiotic puromycin.

Specifications

Synonyms

3'-amino-3'-deoxy-n(6), n(6)-dimethyladenosine | 0Q580U88V8 | Aminonucleoside | DTXSID7037264 | NSC 3056NSC 3056 | EINECS 200-388-3 | (2R, 3R, 4S, 5S)-4-AMINO-2-[6-(DIMETHYLAMINO)-9H-PURIN-9-YL]-5-(HYDROXYMETHYL)TETRAHYDRO-3-FURANOL | AT25062 | Stylomycin ami

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

Puromycin aminonucleoside is used to study human glomerular disease by inducing damage of murine glomerular podocytes1 and is used to study glomerular function and morphology.Podocyte toxin, induces ROS and oxidant-dependent DNA damage in podocytes. Purom

Storage

Protected from light, Store at -20°C

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

• Pubchem Sid: 504750986
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504750986
• Canonical Smiles: CN(C)C1=NC=NC2=C1N=CN2C3C(C(C(O3)CO)N)O
• IUPAC Name: (2R,3R,4S,5S)-4-amino-2-[6-(dimethylamino)purin-9-yl]-5-(hydroxymethyl)oxolan-3-ol
• InChIKey: RYSMHWILUNYBFW-GRIPGOBMSA-N
• INCHI: 1S/C12H18N6O3/c1-17(2)10-8-11(15-4-14-10)18(5-16-8)12-9(20)7(13)6(3-19)21-12/h4-7,9,12,19-20H,3,13H2,1-2H3/t6-,7-,9-,12-/m1/s1
• Isomeric SMILES: CN(C)C1=NC=NC2=C1N=CN2[C@H]3[C@@H]([C@@H]([C@H](O3)CO)N)O
• WGK Germany: 3
• Molecular Weight: 294.31
• Beilstein: 93902
• Reaxy-Rn: 14439847
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=14439847&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Nucleosides, nucleotides, and analogues
    • Class Purine nucleosides
      • Subclass Purine 3'-deoxyribonucleosides

• Kingdom: Organic compounds
• Superclass: Nucleosides, nucleotides, and analogues
• Class: Purine nucleosides
• Subclass: Purine 3'-deoxyribonucleosides
• Intermediate Tree Nodes: Not available
• Direct Parent: Purine 3'-deoxyribonucleosides
• Alternative Parents: 6-alkylaminopurines Glycosylamines Pentoses Dialkylarylamines Aminopyrimidines and derivatives N-substituted imidazoles Imidolactams Tetrahydrofurans 1,3-aminoalcohols Heteroaromatic compounds Secondary alcohols 1,2-aminoalcohols Oxacyclic compounds Azacyclic compounds Monoalkylamines Organopnictogen compounds Primary alcohols Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Purine 3'-deoxyribonucleoside - 6-alkylaminopurine - N-glycosyl compound - Glycosyl compound - 6-aminopurine - Pentose monosaccharide - Imidazopyrimidine - Purine - Dialkylarylamine - Aminopyrimidine - Monosaccharide - Imidolactam - N-substituted imidazole - Pyrimidine - 1,3-aminoalcohol - Heteroaromatic compound - Imidazole - Tetrahydrofuran - Azole - 1,2-aminoalcohol - Secondary alcohol - Oxacycle - Azacycle - Organoheterocyclic compound - Primary alcohol - Primary amine - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Hydrocarbon derivative - Amine - Alcohol - Primary aliphatic amine - Organooxygen compound - Organonitrogen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as purine 3'-deoxyribonucleosides. These are compounds consisting of a purine linked to a ribose which lacks a hydroxyl group at position 3.
• External Descriptors: adenosines - 3'-deoxyribonucleoside

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(non-human)

Trypanosoma cruzi (99888 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 (10 mg/ml)
• Sensitivity: Light sensitive
• Molecular Weight: 294.310 g/mol
• XLogP3: -0.500
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 3
• Exact Mass: 294.144 Da
• Monoisotopic Mass: 294.144 Da
• Topological Polar Surface Area: 123.000 Ų
• Heavy Atom Count: 21
• Formal Charge: 0
• Complexity: 373.000
• 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. Shijie Wang, Yujuan He, Lu Peng, Peng Jiang, Hongxia Wang, Hai-Bo Chang, Tong Lin.  (2025)  Source Dependence of Polyacrylonitrile Electrospun Nanofibers on Piezoelectric Response†.  Journal of Materials Chemistry A,      [PMID:] [10.1039/D5TA02608C]