Clitocine - ≥95% , CAS No.105798-74-1

CAS: 105798-74-1 Cat. No.: C647589 Summenformel: C₉H₁₃N₅O₆ Molekulargewicht: 287.23 PubChem CID: 129111

QUALITÄT & REINHEIT ≥95%

Synonyms

CHEBI:178144 | starbld0000883 | Clitocine | 6-Amino-5-nitro-4-(ribofuranosylamino)pyrimidine | (2R,3R,4S,5R)-2-(6-amino-5-nitropyrimidin-4-ylamino)-5-(hydroxymethyl)-tetrahydrofuran-3,4-diol | F82267 | beta-D-Ribofuranosylamine, N-(6-amino-5-nitro-4-pyrim

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Übersicht

Clitocine, an adenosine nucleoside analog isolated from mushroom, is a potent and efficacious readthrough agent. Clitocine acts as a suppressor of nonsense mutations and can induce the production of p53 protein in cells harboring p53 nonsense-mutated alleles. Clitocine can induce apoptosis in multidrug-resistant human cancer cells by targeting Mcl-1. Anticancer activity.

In Vitro

Clitocine incorporation into mRNA is required for premature stop codon readthrough activity, and the presence of clitocine at the third position of a premature stop codon is sufficient to promote robust readthrough. Clitocine (0-0.8 μM; 24 hours) enhances TRAIL-lethality in in LS411N and SW620 cells. Clitocine (0.2μM; 36 hours) significantly potentiates TRAIL-mediated apoptosis. MCE has not independently confirmed the accuracy of these methods. They are for reference only.

In Vivo

Citocine (0.3-3 mg/kg; s.c.; five times per week)-induced p53 inhibits CAOV-33 p53-UAA136 tumor growth in a xenograft model . MCE has not independently confirmed the accuracy of these methods. They are for reference only. Animal Model: nu/nu mice (CAOV-3p53-UAA136 xenograft tumors) Dosage: 0.3, 3 mg/kg (or 20 mg/kg once per week) Administration: S.c.; five times per week Result: CAOV-33 p53-UAA136 tumor growth was inhibited.

Form:Solid

Spezifikationen

Synonyme

CHEBI:178144 | starbld0000883 | Clitocine | 6-Amino-5-nitro-4-(ribofuranosylamino)pyrimidine | (2R,3R,4S,5R)-2-(6-amino-5-nitropyrimidin-4-ylamino)-5-(hydroxymethyl)-tetrahydrofuran-3,4-diol | F82267 | beta-D-Ribofuranosylamine, N-(6-amino-5-nitro-4-pyrim

Spezifikationen & Reinheit

≥95%

Biochemische und physiologische Mechanismen

Clitocine, an adenosine nucleoside analog isolated from mushroom, is a potent and efficacious readthrough agent. Clitocine acts as a suppressor of nonsense mutations and can induce the production of p53 protein in cells harboring p53 nonsense-mutated alle

Storage

Store at -20°C

Verschickt in

Ice chest + Ice pads

Dieses Produkt erfordert Kühlkettenversand. Grundversand und andere Economy-Optionen sind nicht verfügbar.

Aktionsart

INHIBITOR

Reinheit

≥95%

Namen und Kennungen

Kanonisches Lächeln

C1=NC(=C(C(=N1)NC2C(C(C(O2)CO)O)O)[N+](=O)[O-])N

IUPAC Name

(2R,3R,4S,5R)-2-[(6-amino-5-nitropyrimidin-4-yl)amino]-5-(hydroxymethyl)oxolane-3,4-diol

InChIKey

OHEMBWZZEKCBAS-UUOKFMHZSA-N

INCHI

1S/C9H13N5O6/c10-7-4(14(18)19)8(12-2-11-7)13-9-6(17)5(16)3(1-15)20-9/h2-3,5-6,9,15-17H,1H2,(H3,10,11,12,13)/t3-,5-,6-,9-/m1/s1

Isomere SMILES

C1=NC(=C(C(=N1)N[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)O)[N+](=O)[O-])N

Alternative CAS-Nummer

105798-74-1

PubChem CID

129111

MeSH-Eintrag

6-amino-5-nitro-4-(ribofuranosylamino)pyrimidine;clitocine

Molekulargewicht

287.23

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Klasse Organooxygen compounds
      • Subclass Carbohydrates and carbohydrate conjugates
        • Ebene5 Glycosyl compounds
          • Ebene6 Glycosylamines

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Klasse: Organooxygen compounds
• Subclass: Carbohydrates and carbohydrate conjugates
• Intermediate Tree Nodes: Glycosyl compounds
• Direct Parent: Glycosylamines
• Alternative Parents: Pentoses Nitroaromatic compounds Secondary alkylarylamines Aminopyrimidines and derivatives Imidolactams Tetrahydrofurans Heteroaromatic compounds Secondary alcohols Propargyl-type 1,3-dipolar organic compounds Azacyclic compounds Oxacyclic compounds Organic oxoazanium compounds Organic oxides Organic zwitterions Hydrocarbon derivatives Organopnictogen compounds Primary alcohols Primary amines
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: N-glycosyl compound - Pentose monosaccharide - Nitroaromatic compound - Aminopyrimidine - Secondary aliphatic/aromatic amine - Monosaccharide - Pyrimidine - Imidolactam - Heteroaromatic compound - Tetrahydrofuran - C-nitro compound - Organic nitro compound - Secondary alcohol - Organic oxoazanium - Oxacycle - Azacycle - Organoheterocyclic compound - Organic 1,3-dipolar compound - Secondary amine - Propargyl-type 1,3-dipolar organic compound - Allyl-type 1,3-dipolar organic compound - Primary alcohol - Amine - Organonitrogen compound - Primary amine - Organic nitrogen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organic zwitterion - Alcohol - Aromatic heteromonocyclic compound
• Beschreibung: This compound belongs to the class of organic compounds known as glycosylamines. These are compounds consisting of an amine with a beta-N-glycosidic bond to a carbohydrate, thus forming a cyclic hemiaminal ether bond (alpha-amino ether).
• 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

Zugehörige Ziele (menschlich)

ADK Tchem Adenosine kinase (1481 Activities)

Discover Target: ADK

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

Wirkungsmechanismen

Chemische und physikalische Eigenschaften

• Löslichkeit: DMSO : 100 mg/mL (348.15 mM; Need ultrasonic)
• Molekulargewicht: 287.230 g/mol
• XLogP3: -0.400
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 3
• Exact Mass: 287.087 Da
• Monoisotopic Mass: 287.087 Da
• Topological Polar Surface Area: 180.000 Ų
• Heavy Atom Count: 20
• Formal Charge: 0
• Complexity: 354.000
• 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