SML1091

Homoharringtonin

≥98% (HPLC), translation elongation inhibitor, powder

• Synonym(e): Ceflatonin, Cephalotaxine 4-methyl (2R)-2-hydroxy-2-(4-hydroxy-4-methylpentyl)butanedioate, Myelostat, NSC 141633, Omacetaxine mepesuccinate
• Empirische Formel (Hill-System): C₂₉H₃₉NO₉
• CAS-Nummer: 26833-87-4
• Molekulargewicht: 545.62
• UNSPSC Code: 12352200
• PubChem Substance ID: 329825468
• NACRES: NA.77
• MDL number: MFCD03410264
• Assay: ≥98% (HPLC)
• Form: powder

Eigenschaften

• Produktname: Homoharringtonin, ≥98% (HPLC)
• Quality Segment: 100
• assay: ≥98% (HPLC)
• form: powder
• optical activity: [α]/D -120 to -140°, c = 1 in chloroform-d
• color: white to beige
• solubility: DMSO: 20 mg/mL, clear
• storage temp.: 2-8°C
• SMILES string: COC(=O)C[C@](O)(CCCC(C)(C)O)C(=O)O[C@H]1C2c3cc4OCOc4cc3CCN5CCC[C@]25C=C1OC
• InChI: 1S/C29H39NO9/c1-27(2,33)8-5-10-29(34,16-23(31)36-4)26(32)39-25-22(35-3)15-28-9-6-11-30(28)12-7-18-13-20-21(38-17-37-20)14-19(18)24(25)28/h13-15,24-25,33-34H,5-12,16-17H2,1-4H3/t24-,25-,28+,29-/m1/s1
• InChI key: HYFHYPWGAURHIV-JFIAXGOJSA-N

Beschreibung

Application

Homoharringtonine has been used to check the cytotoxic activity against carfilzomib-resistant derivative of the LP-1 multiple myeloma (MM) cell line (LP-1/Cfz) and is used as a translation-inhibiting drug.

Biochem/physiol Actions

Homoharringtonine (Omacetaxine mepesuccinate) is a translation elongation inhibitor, a cytotoxic alkaloid originally isolated from the evergreen tree, Cephalotaxus hainanensis. Homoharringtonine binds to the 80S ribosome in eukaryotic cells and inhibits protein synthesis by interfering with chain elongation. Homoharringtonine blocks progression of leukemic cells from G1 phase into S phase and from G2 phase into M phase. Homoharringtonine (Omacetaxine mepesuccinate) was approved in October 2012 (Synribo) for the treatment of adult patients with Chronic Myelogenous Leukemia (CML) with resistance and/or intolerance to two or more tyrosine kinase inhibitors.

Homoharringtonine is a translation elongation inhibitor.

Homoharringtonine is a cephalotaxine ester that is also known as (HHT; 4-methyl (2R)-2-hydroxy-2-(4-hydroxy-4-methylpentyl)butanedioate). In gefitinib-resistant lung cancer cells, homoharringtonine promotes apoptosis and prevents signal transducer and activator of transcription 3 (STAT3) through IL-6 (interleukin-6) /JAK1 (janus kinase 1)/STAT3 signal pathway. It plays an important role in the treatment of malaria.

Features and Benefits

This compound is a featured product for Gene Regulation research. Click here to discover more featured Gene Regulation products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Sicherheitshinweise

• Piktogramme: GHS06
• Signalwort: Danger
• Gefahrencodes: H300 + H310 + H330
• Sicherheitshinweise: P260 - P262 - P264 - P280 - P302 + P352 + P310 - P304 + P340 + P310
• Hazard Classifications: Acute Tox. 2 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 2 Oral
• Lagerklasse: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• Was ist los?: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable