Puromycin dihydrochloride - ≥98% , CAS No.58-58-2

CAS: 58-58-2 Cat. No.: P113126 Molecular Weight: 544.44 Beilstein Registry Number: 3853613 EC Number: 200-387-8

GRADE & PURITY ≥98%

Synonyms

Puromycin 2HCl | CL13900 dihydrochloride | 3′-[α-Amino-p-methoxyhydrocinnamamido]-3′-deoxy-N,N-dimethyladenosine dihydrochloride

Storage

Protected from light,Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Overview

Puromycin dihydrochloride ( CL13900 dihydrochloride ) is an aminonucleoside antibiotic that inhibits protein synthesis.

Preparation Instructions：

This product is soluble in water at 50 mg/mL. A stock solution should be prepared by filtration using a 0.22 μm filter and then stored in aliquots at -20°C. This product is also soluble in methanol at 10 mg/mL.  

Specifications

Synonyms

Puromycin 2HCl | CL13900 dihydrochloride | 3′-[α-Amino-p-methoxyhydrocinnamamido]-3′-deoxy-N, N-dimethyladenosine dihydrochloride

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

Puromycin dihydrochloride is a part of the amino-nucleoside family of antibiotics and is derived from Streptomyces alboniger. It is a broad spectrum antibiotic with antitumor activity, as an inhibitor of protein synthesis and has been used to study transc

Storage

Protected from light, 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.

Purity

≥98%

Names and Identifiers

• Canonical Smiles: COC1=CC=C(C[C@H](N)C(=O)NC2[C@@H](CO)O[C@H]([C@H]2O)N2C=NC3=C2N=CN=C3N(C)C)C=C1
• IUPAC Name: (2S)-2-amino-N-[(2S,3S,4R,5R)-5-[6-(dimethylamino)purin-9-yl]-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]-3-(4-methoxyphenyl)propanamide;dihydrochloride
• InChIKey: MKSVFGKWZLUTTO-FZFAUISWSA-N
• INCHI: 1S/C22H29N7O5.2ClH/c1-28(2)19-17-20(25-10-24-19)29(11-26-17)22-18(31)16(15(9-30)34-22)27-21(32)14(23)8-12-4-6-13(33-3)7-5-12;;/h4-7,10-11,14-16,18,22,30-31H,8-9,23H2,1-3H3,(H,27,32);2*1H/t14-,15+,16+,18+,22+;;/m0../s1
• Isomeric SMILES: CN(C)C1=NC=NC2=C1N=CN2[C@H]3[C@@H]([C@@H]([C@H](O3)CO)NC(=O)[C@H](CC4=CC=C(C=C4)OC)N)O.Cl.Cl
• WGK Germany: 3
• RTECS: AU7355000
• Alternate CAS: 53-79-2
• Molecular Weight: 544.44
• Beilstein: 3853613
• Reaxy-Rn: 39769009
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=39769009&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: Phenylalanine and derivatives Alpha amino acid amides Glycosylamines 6-alkylaminopurines Amphetamines and derivatives Pentoses Dialkylarylamines Anisoles Methoxybenzenes Phenoxy compounds Aralkylamines Aminopyrimidines and derivatives Alkyl aryl ethers N-substituted imidazoles Imidolactams Fatty amides Tetrahydrofurans Heteroaromatic compounds Secondary carboxylic acid amides Secondary alcohols Oxacyclic compounds Azacyclic compounds Hydrocarbon derivatives Hydrochlorides Monoalkylamines Organic oxides Organopnictogen compounds Primary alcohols Carbonyl compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Purine 3'-deoxyribonucleoside - Phenylalanine or derivatives - Alpha-amino acid amide - Glycosyl compound - N-glycosyl compound - 6-alkylaminopurine - 6-aminopurine - Alpha-amino acid or derivatives - Amphetamine or derivatives - Pentose monosaccharide - Imidazopyrimidine - Purine - Phenoxy compound - Anisole - Phenol ether - Methoxybenzene - Dialkylarylamine - Aralkylamine - Aminopyrimidine - Alkyl aryl ether - Benzenoid - Fatty acyl - Fatty amide - Monocyclic benzene moiety - Monosaccharide - Pyrimidine - N-substituted imidazole - Imidolactam - Tetrahydrofuran - Imidazole - Heteroaromatic compound - Azole - Secondary alcohol - Carboxamide group - Secondary carboxylic acid amide - Amino acid or derivatives - Carboxylic acid derivative - Ether - Azacycle - Organoheterocyclic compound - Oxacycle - Hydrochloride - Organic oxide - Carbonyl group - Hydrocarbon derivative - Primary aliphatic amine - Alcohol - Organopnictogen compound - Organonitrogen compound - Organooxygen compound - Amine - Primary alcohol - Primary amine - Organic nitrogen compound - Organic oxygen 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: 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

Associated Targets(Human)

TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)

Discover Target: TDP1

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

TRPM7 Tchem Transient receptor potential cation channel subfamily M member 7 (19 Activities)

Discover Target: TRPM7

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

SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 (2672 Activities)

Discover Target: SLCO1B1

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 (50 mg/ml), ethanol (~1 mg/ml), DMSO (~13 mg/ml), DMF (~14 mg/ml), and PBS, pH 7.2 (~10 mg/ml).
• Sensitivity: Heat & Moisture & Light sensitive
• Melt Point(°C): 174°C(lit.)
• Molecular Weight: 544.400 g/mol
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 8
• Exact Mass: 543.176 Da
• Monoisotopic Mass: 543.176 Da
• Topological Polar Surface Area: 161.000 Ų
• Heavy Atom Count: 36
• Formal Charge: 0
• Complexity: 680.000
• 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: 3

XLogP3

References

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