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高三尖杉酯碱,Homoharringtonine;≥98% (HPLC)

别名:头孢噻吩 4-甲基 (2R)-2-羟基-2-(4-羟基-4-甲基戊基)丁二酸酯;奥马西他辛甲琥珀酸盐;骨髓抑制器;Ceflatonin, NSC 141633, Cephalotaxine 4-methyl (2R)-2-hydroxy-2-(4-hydroxy-4-methylpentyl)butanedioate, Omacetaxine mepesuccinate, Myelostat

Empirical Formula (Hill Notation): C29H39NO9 CAS号: 26833-87-4 分子量: 545.62 MDL编号: MFCD03410264 PubChem化学物质编号: 329825468
制造商品牌: 西格玛 Sigma-Aldrich
货号(SKU): SML1091
CAS号: 26833-87-4
MDL号: MFCD03410264
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说明

高三尖杉酯碱已用于检查对 LP-1 多发性骨髓瘤 (MM) 细胞系 (LP-1/Cfz) 的耐卡非佐米衍生物的细胞毒活性,并用作翻译抑制药物。

高三尖杉酯碱是一种头孢噻吩酯,也称为 (HHT;4-甲基 (2R)-2-羟基-2-(4-羟基-4-甲基戊基)丁二酸酯)。在吉非替尼耐药的肺癌细胞中,高灵素通过 IL-6(白细胞介素 6)/JAK1(janus 激酶 1)/STAT3 信号通路促进细胞凋亡并阻止信号转导和转录激活因子 3(STAT3)。它在疟疾的治疗中发挥着重要作用。
Homoharringtonine (Omacetaxine mepesuccinate) 是一种翻译延伸抑制剂,是一种细胞毒性生物碱,最初是从常绿乔木海南头杉中分离出来的。 Homoharringtonine 与真核细胞中的 80S 核糖体结合,并通过干扰链延长来抑制蛋白质合成。 Homoharringtonine 阻断白血病细胞从 G1 期进入 S 期和从 G2 期进入 M 期。 Homoharringtonine (Omacetaxine mepesuccinate) 于 2012 年 10 月 (Synribo) 被批准用于治疗对两种或多种酪氨酸激酶抑制剂耐药和/或不耐受的慢性粒细胞性白血病 (CML) 成年患者。

应用

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.
 

生化/生理作用

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.
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.
 

特点和优势

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.
 
 

属性

质量水平

100

测定

≥98% (HPLC)

形式

powder

旋光性

[α]/D -120 to -140°, c = 1 in chloroform-d

颜色

white to beige

溶解性

DMSO: 20 mg/mL, clear

储存温度

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

 

安全信息

象形图

Skull and crossbones

警示用语:

Danger

危险声明

危险分类

Acute Tox. 2 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 2 Oral

储存分类代码

6.1B - Non-combustible, acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

商品规格
属性名称属性值
储存温度 Storage temp.2-8°C冷藏
全球实时库存 Availability √美国St. Louis ≥ 99 | 欧洲Eur. ≥ 10 | 東京Tokyo ≥ 22 | 香港与北京 ≥ 32
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