タイランスタチンA

タイランスタチンA 化学構造式
1426953-21-0
CAS番号.
1426953-21-0
化学名:
タイランスタチンA
别名:
タイランスタチンA;(4S)-5α-ヒドロキシ-6β-(5-(3β,6β-ジメチルテトラヒドロ-5β-(1-オキソ-4-メチル-4-(1-オキソエチルオキシ)-2-ブテニルアミノ)-2H-ピラン-2β-イル)-3-メチル-1,3-ペンタジエニル)-4,4-(エポキシメタノ)テトラヒドロ-2H-ピラン2α-酢酸;2-[(3S,5S,7R,8R)-7-{5-[(2S,3S,5R,6R)-5-[4-(アセチルオキシ)ペンタ-2-エンアミド]-3,6-ジメチルオキサン-2-イル]-3-メチルペンタ-1,3-ジエン-1-イル}-8-ヒドロキシ-1,6-ジオキサスピロ[2.5]オクタン-5-イル]酢酸
英語名:
Thailanstatin A
英語别名:
Thailanstatin A;Thailandstatin A;6-dioxaspiro[2.5]oct-5-yl]acetic acid;ADC Payload,natural,Inhibitor,inhibit,SF3b,subunit,antiproliferative,Thailanstatin A,spliceosome,ADC,ADC Cytotoxin,RNA,linker;2-[(3R,5S,7R,8R)-7-[(1E,3E)-5-[(2S,3S,5R,6R)-5-[(2Z,4S)-4-(acetyloxy)pent-2-enamido]-3,6-dimethyloxan-2-yl]-3-methylpenta-1,3-dien-1-yl]-8-hydroxy-1,6-dioxaspiro[2.5]octan-5-yl]acetic acid;1,6-Dioxaspiro[2.5]octane-5-acetic acid, 7-[(1E,3E)-5-[(2S,3S,5R,6R)-5-[[(2Z,4S)-4-(acetyloxy)-1-oxo-2-penten-1-yl]amino]tetrahydro-3,6-dimethyl-2H-pyran-2-yl]-3-methyl-1,3-pentadien-1-yl]-8-hydroxy-, (3R,5S,7R,8R)-
CBNumber:
CB08099484
化学式:
C28H41NO9
分子量:
535.63
MOL File:
1426953-21-0.mol

タイランスタチンA 物理性質

沸点 :
757.3±60.0 °C(Predicted)
比重(密度) :
1.23±0.1 g/cm3(Predicted)
溶解性:
DMSO : 250 mg/mL (466.74 mM; Need ultrasonic)
外見 :
Solid
酸解離定数(Pka):
4.37±0.10(Predicted)
色:
White to off-white

安全性情報

タイランスタチンA 価格

メーカー 製品番号 製品説明 CAS番号 包装 価格 更新時間 購入

タイランスタチンA 化学特性,用途語,生産方法

説明

Thailanstatin A, a promising lead compound for drug discovery and development efforts, is derived from Thailandensis burkholderia MSMB43. It reveals low nanomolar to subnanomolar cytotoxicity against a variety of human cancer cell lines.

作用機序

The mechanism of action (MOA) of thailanstatin A is the inhibition of spliceosome assembly. Thailanstatin A binds firmly to the SF3b subunit of the U2 snRNA sub-complex, a crucial component of the spliceosome. Since the spliceosomes of cancer cells are more active and exhibits higher mutation rates than those of normal cells, this sub-cellular component is by far the most well-established anti-tumor target in novel drug discoveries.

合成

説明図
Thailanstatin A (1): To a stirred solution of epoxide 6 (4.0 mg, 0.012 mmol, 1.0 equiv) and boronate 5 (5.8 mg, 13 |ìmol, 1.1 equiv) in rigorously degassed (freeze-pump-thaw technique3) 3:1:1 1,4-dioxane/MeCN/H2O (0.64 mL,) at 25??C. was added tripotassium phosphate monohydrate (2.8 mg, 0.012 mmol, 1.0 equiv) followed by Pd(dppf)Cl2.CH2Cl2 (0.1 mg, 0.125 |ìmol, 0.025 equiv). After 10 min, the reaction mixture was neutralized with phosphate buffer (NaH2PO4, 1.0 M, 2.5 mL), filtered through a layer of Celite, and rinsed thoroughly with ethyl acetate (20 mL). Then the organic layer was dried with anhydrous sodium sulfate and concentrated in vacuo. The obtained residue was purified by reversed-phase HPLC (C18, |?19150 mm, Atlantis, 40?ú50% aqueous MeCN containing 0.03% TFA) to afford thailanstatin A (1) (ca. 3.0 mg, 6.0 |ìmol, 52%) as a white foam.

タイランスタチンA 上流と下流の製品情報

原材料

準備製品


タイランスタチンA 生産企業

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1426953-21-0(タイランスタチンA)キーワード:


  • 1426953-21-0
  • 1,6-Dioxaspiro[2.5]octane-5-acetic acid, 7-[(1E,3E)-5-[(2S,3S,5R,6R)-5-[[(2Z,4S)-4-(acetyloxy)-1-oxo-2-penten-1-yl]amino]tetrahydro-3,6-dimethyl-2H-pyran-2-yl]-3-methyl-1,3-pentadien-1-yl]-8-hydroxy-, (3R,5S,7R,8R)-
  • Thailandstatin A
  • Thailanstatin A
  • ADC Payload,natural,Inhibitor,inhibit,SF3b,subunit,antiproliferative,Thailanstatin A,spliceosome,ADC,ADC Cytotoxin,RNA,linker
  • 6-dioxaspiro[2.5]oct-5-yl]acetic acid
  • 2-[(3R,5S,7R,8R)-7-[(1E,3E)-5-[(2S,3S,5R,6R)-5-[(2Z,4S)-4-(acetyloxy)pent-2-enamido]-3,6-dimethyloxan-2-yl]-3-methylpenta-1,3-dien-1-yl]-8-hydroxy-1,6-dioxaspiro[2.5]octan-5-yl]acetic acid
  • タイランスタチンA
  • (4S)-5α-ヒドロキシ-6β-(5-(3β,6β-ジメチルテトラヒドロ-5β-(1-オキソ-4-メチル-4-(1-オキソエチルオキシ)-2-ブテニルアミノ)-2H-ピラン-2β-イル)-3-メチル-1,3-ペンタジエニル)-4,4-(エポキシメタノ)テトラヒドロ-2H-ピラン2α-酢酸
  • 2-[(3S,5S,7R,8R)-7-{5-[(2S,3S,5R,6R)-5-[4-(アセチルオキシ)ペンタ-2-エンアミド]-3,6-ジメチルオキサン-2-イル]-3-メチルペンタ-1,3-ジエン-1-イル}-8-ヒドロキシ-1,6-ジオキサスピロ[2.5]オクタン-5-イル]酢酸
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