Cismetinil - ≥98% , CAS No.851636-83-4

CAS: 851636-83-4 Cat. No.: C342660 Fórmula: C₂₅H₃₂N₂O Peso molecular: 376.53

GRADE & PURITY ≥98%

Synonyms

2-[5-(3-metilfenil)-1-octilindol-3-il]acetamida | 2-[5-(3-metilfenil)-1-octil-1h-indol-3-il] acetamida | AKOS032947852 | A-119044 | DTXSID90426093 | Inibidor de Icmt | Cysmethynil | BCP21581 | Q5201174 | BDBM50327696 | HMS3740K09 | 2-(1-octil-5-m-tolil-

Storage

Armazenar a -20°C

Shipped In

Arca de gelo + almofadas de gelo

Visão geral

Descrição do produto:

A prenilação pós-tradução de proteínas é um processo em três etapas que ocorre no terminal C de várias proteínas envolvidas no controlo do crescimento celular e na oncogénese. A isoprenilcisteína carboxil metiltransferase (Icmt) catalisa a metilação dos resíduos de prenilcisteína C-terminal, a última etapa deste processo. O cismetinil é um inibidor da Icmt com base no indol e dependente do tempo (IC50 = adenosilmetionina (Ki = 0,14 µM para o complexo final). Não inibe outras enzimas da via de prenilação (farensiltransferase, geranilgeraniltransferase tipo I e Rce1) em concentrações até 50 µM, nem as metiltransferases relacionadas. O tratamento de células cancerígenas resulta numa diminuição dependente da dose da carboxilmetilação de Ras, na localização incorrecta de Ras e na diminuição da sinalização através das vias de Ras. O tratamento de células de cancro da próstata PC3 com 25 µM de cismetinil resultou numa diminuição da sinalização mTOR, na acumulação de células na fase G1 e na morte celular mediada por autofagia.

Specifications

Sinónimos

2-[5-(3-metilfenil)-1-octilindol-3-il]acetamida | 2-[5-(3-metilfenil)-1-octil-1h-indol-3-il] acetamida | AKOS032947852 | A-119044 | DTXSID90426093 | Inibidor de Icmt | Cysmethynil | BCP21581 | Q5201174 | BDBM50327696 | HMS3740K09 | 2-(1-octil-5-m-tolil-

Especificações e pureza

≥98%

Condições de armazenamento de armazenamento

Armazenar a -20°C

Enviado em

Arca de gelo + almofadas de gelo

Pureza

≥98%

Nomes e identificadores

• Pubchem Sid: 504764381
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504764381
• Sorrisos canónicos: CCCCCCCCN1C=C(C2=C1C=CC(=C2)C3=CC=CC(=C3)C)CC(=O)N
• IUPAC Name: 2-[5-(3-methylphenyl)-1-octylindol-3-yl]acetamide
• InChIKey: QIXBOOVPFRZHQQ-UHFFFAOYSA-N
• INCHI: 1S/C25H32N2O/c1-3-4-5-6-7-8-14-27-18-22(17-25(26)28)23-16-21(12-13-24(23)27)20-11-9-10-19(2)15-20/h9-13,15-16,18H,3-8,14,17H2,1-2H3,(H2,26,28)
• SMILES isoméricas: CCCCCCCCN1C=C(C2=C1C=CC(=C2)C3=CC=CC(=C3)C)CC(=O)N
• Peso molecular: 376.53
• Reaxy-Rn: 10719509
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=10719509&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Classe Indoles and derivatives
      • Subclass N-alkylindoles

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Classe: Indoles and derivatives
• Subclass: N-alkylindoles
• Intermediate Tree Nodes: Not available
• Direct Parent: N-alkylindoles
• Alternative Parents: 3-alkylindoles Toluenes Substituted pyrroles Heteroaromatic compounds Primary carboxylic acid amides Azacyclic compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: 3-alkylindole - N-alkylindole - Indole - Toluene - Monocyclic benzene moiety - Substituted pyrrole - Benzenoid - Pyrrole - Heteroaromatic compound - Primary carboxylic acid amide - Carboxamide group - Carboxylic acid derivative - Azacycle - Carbonyl group - Organic oxide - Organic oxygen compound - Organooxygen compound - Organonitrogen compound - Organic nitrogen compound - Hydrocarbon derivative - Aromatic heteropolycyclic compound
• Descrição: This compound belongs to the class of organic compounds known as n-alkylindoles. These are compounds containing an indole moiety that carries an alkyl chain at the 1-position.
• 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

Alvos associados (humanos)

FYN Tclin Tyrosine-protein kinase FYN (5308 Activities)

Discover Target: FYN

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

PANC-1 (6144 Activities)

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PC-3 (62116 Activities)

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MIA PaCa-2 (5949 Activities)

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HepG2 (196354 Activities)

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MDA-MB-231 (73002 Activities)

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IMR-90 (216 Activities)

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Liver microsomes (16955 Activities)

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Capan-2 (270 Activities)

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HuP-T4 (128 Activities)

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Alvos associados (não humanos)

Icmt Isoprenylcysteine carboxyl methyltransferase (12 Activities)

Discover Target: Icmt

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

Mecanismos de ação

Propriedades químicas e físicas

• Solubilidade: Soluble in ethanol (~20 mg/ml), DMSO (~5 mg/ml), and DMF (~3.3 mg/ml).
• Ponto de ebulição (°C): ~573.81° C (Predicted)
• Ponto de fusão (°C): ~247.08° C (Predicted)
• Peso molecular: 376.500 g/mol
• XLogP3: 6.200
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 10
• Exact Mass: 376.251 Da
• Monoisotopic Mass: 376.251 Da
• Topological Polar Surface Area: 48.000 Ų
• Heavy Atom Count: 28
• Formal Charge: 0
• Complexity: 479.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• 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