8-Chloradenosin - ≥98%(HPLC) , CAS No.34408-14-5

CAS: 34408-14-5 Cat. No.: C287342 Summenformel: C₁₀H₁₂ClN₅O₄ Molekulargewicht: 301.69

QUALITÄT & REINHEIT ≥98%(HPLC)

Synonyms

SCHEMBL987728 | (2R,3R,4S,5R)-2-(6-amino-8-chloropurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol | UNII-PA05MFH3I7 | NSC-354258 | Q27286427 | AKOS024284395 | PA05MFH3I7 | 2-(6-Amino-8-chloropurin-9-yl)-5-(hydroxymethyl)oxolan-3,4-diol | AC-32299 | 8-Chloro

Storage

Vor Licht geschützt, bei -20°C lagern

Shipped In

Eistruhe + Eispads

Spezifikationen

Synonyme

SCHEMBL987728 | (2R,3R,4S,5R)-2-(6-amino-8-chloropurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol | UNII-PA05MFH3I7 | NSC-354258 | Q27286427 | AKOS024284395 | PA05MFH3I7 | 2-(6-Amino-8-chloropurin-9-yl)-5-(hydroxymethyl)oxolan-3,4-diol | AC-32299 | 8-Chloro

Spezifikationen & Reinheit

≥98%(HPLC)

Biochemische und physiologische Mechanismen

Nukleosidanalogon; wird in vivo zu 8-Chlor-ATP metabolisiert. Baut sich während der Transkription in die RNA ein und hemmt die RNA-Synthese. Zeigt Zytotoxizität in den Krebszelllinien MM.1S, RPMI-8226 und U266; induziert G2/M-Zellzyklus-Arrest und mitotis

Storage

Vor Licht geschützt, bei -20°C lagern

Verschickt in

Eistruhe + Eispads

Aktionsart

ACTIVATOR

Reinheit

≥98%(HPLC)

Namen und Kennungen

Pubchem Sid

528762879

Kanonisches Lächeln

C1=NC(=C2C(=N1)N(C(=N2)Cl)C3C(C(C(O3)CO)O)O)N

IUPAC Name

(2R,3R,4S,5R)-2-(6-amino-8-chloropurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol

InChIKey

MHDPPLULTMGBSI-UUOKFMHZSA-N

INCHI

1S/C10H12ClN5O4/c11-10-15-4-7(12)13-2-14-8(4)16(10)9-6(19)5(18)3(1-17)20-9/h2-3,5-6,9,17-19H,1H2,(H2,12,13,14)/t3-,5-,6-,9-/m1/s1

Isomere SMILES

C1=NC(=C2C(=N1)N(C(=N2)Cl)[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O)N

Molekulargewicht

301.69

Reaxy-Rn

1227660

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1227660&ln=

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Nucleosides, nucleotides, and analogues
• Klasse: Purine nucleosides
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Purine nucleosides
• Alternative Parents: Glycosylamines Pentoses 6-aminopurines Aminopyrimidines and derivatives N-substituted imidazoles Imidolactams Aryl chlorides Tetrahydrofurans Heteroaromatic compounds Secondary alcohols Oxacyclic compounds Azacyclic compounds Primary amines Primary alcohols Organopnictogen compounds Organochlorides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Purine nucleoside - N-glycosyl compound - Glycosyl compound - Pentose monosaccharide - 6-aminopurine - Purine - Imidazopyrimidine - Aminopyrimidine - Imidolactam - Pyrimidine - N-substituted imidazole - Monosaccharide - Aryl halide - Aryl chloride - Heteroaromatic compound - Tetrahydrofuran - Imidazole - Azole - Secondary alcohol - Oxacycle - Azacycle - Organoheterocyclic compound - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Hydrocarbon derivative - Primary amine - Primary alcohol - Organooxygen compound - Organonitrogen compound - Organochloride - Organohalogen compound - Amine - Alcohol - Aromatic heteropolycyclic compound
• Beschreibung: 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: 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

Wirkungsmechanismen

Chemische und physikalische Eigenschaften

• Löslichkeit: Solvent:water, Max Conc. mg/mL: 6.03, Max Conc. mM: 20 with gentle warming; Solvent:DMSO, Max Conc. mg/mL: 30.17, Max Conc. mM: 100
• Empfindlichkeit: Light sensitive
• Molekulargewicht: 301.690 g/mol
• XLogP3: -0.100
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 2
• Exact Mass: 301.058 Da
• Monoisotopic Mass: 301.058 Da
• Topological Polar Surface Area: 140.000 Ų
• Heavy Atom Count: 20
• Formal Charge: 0
• Complexity: 367.000
• 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