タプシガルギン
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- CAS番号.
- 67526-95-8
- 化学名:
- タプシガルギン
- 别名:
- タプシガルギン;タプシガルギン, 99%;オクタン酸[(3S)-6α-アセトキシ-2,3,3a,4,5,6,6aα,7,8,9bβ-デカヒドロ-3β,3aα-ジヒドロキシ-3,6,9-トリメチル-8β-[[(Z)-2-メチル-1-オキソ-2-ブテニル]オキシ]-2-オキソ-4β-(1-オキソブトキシ)アズレノ[4,5-b]フラン]-7α-イル;(3S,3aR,4S,6S,6aR,7S,8S,9bS)-6-(アセチルオキシ)-4-(ブタノイルオキシ)-3,3a-ジヒドロキシ-3,6,9-トリメチル-8-{[(2Z)-2-メチルブタ-2-エノイル]オキシ}-2-オキソ-2H,3H,3aH,4H,5H,6H,6aH,7H,8H,9bH-アズレノ[4,5-b]フラン-7-イル オクタノアート
- 英語名:
- Thapsigargin
- 英語别名:
- hapsigargin;THAPSIGARGIN;Thapsigargin,97%;Thapsigargin (TG);THAPSIGARGIN USP/EP/BP;InSolution? Thapsigargin;Thapsigargin (10 mM in DMSO);Thapsigargin, FroM Thapsia garganica;Azuleno[4,5-b]furan octanoic acid deriv.;Thapsigargin, 99%, from Thapsia garganica
- CBNumber:
- CB4768595
- 化学式:
- C34H50O12
- 分子量:
- 650.75
- MOL File:
- 67526-95-8.mol
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タプシガルギン 物理性質
- 沸点 :
- 597.77°C (rough estimate)
- 比重(密度) :
- 1.1521 (rough estimate)
- 屈折率 :
- 1.6390 (estimate)
- RTECS 番号:
- RH0325700
- 貯蔵温度 :
- -20°C
- 溶解性:
- DMSO：可溶
- 外見 :
- 液体またはフィルム
- 酸解離定数(Pka):
- 10.57±0.70(Predicted)
- 色:
- 無色
- Sensitive :
- Light Sensitive
- 安定性：:
- DMSOまたはエタノール溶液で-20°Cで最大1週間保存できます。
- CAS データベース:
- 67526-95-8(CAS DataBase Reference)
安全性情報
- リスクと安全性に関する声明
- 危険有害性情報のコード(GHS)
| 絵表示（GHS） |
 
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| 注意喚起語 |
危険 |
| 危険有害性情報 |
| コード |
危険有害性情報 |
危険有害性クラス |
区分 |
注意喚起語 |
シンボル |
P コード |
| H315 |
皮膚刺激 |
皮膚腐食性/刺激性 |
2 |
警告 |
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P264, P280, P302+P352, P321,P332+P313, P362 |
| H319 |
強い眼刺激 |
眼に対する重篤な損傷性/眼刺激 性 |
2A |
警告 |
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P264, P280, P305+P351+P338,P337+P313P |
| H334 |
吸入するとアレルギー、喘息または、呼吸困難 を起こすおそれ |
感作性、呼吸器 |
1 |
危険 |
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P261, P285, P304+P341, P342+P311,P501 |
| H335 |
呼吸器への刺激のおそれ |
特定標的臓器毒性、単回暴露； 気道刺激性 |
3 |
警告 |
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| 注意書き |
| P261 |
粉じん/煙/ガス/ミスト/蒸気/スプレーの吸入を避ける こと。 |
| P264 |
取扱い後は皮膚をよく洗うこと。 |
| P264 |
取扱い後は手や顔をよく洗うこと。 |
| P271 |
屋外または換気の良い場所でのみ使用すること。 |
| P302+P352 |
皮膚に付着した場合：多量の水と石鹸で洗うこと。 |
| P305+P351+P338 |
眼に入った場合：水で数分間注意深く洗うこと。次にコ ンタクトレンズを着用していて容易に外せる場合は外す こと。その後も洗浄を続けること。 |
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| 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 |
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富士フイルム和光純薬株式会社(wako)
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W01TOC1138 |
タプシガルギン
Thapsigargin |
67526-95-8 |
1mg |
￥36000 |
2024-03-01 |
購入 |
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富士フイルム和光純薬株式会社(wako)
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W01CAY10522 |
Thapsigargin |
67526-95-8 |
1mg |
￥24500 |
2024-03-01 |
購入 |
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関東化学株式会社(KANTO)
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32857-1A |
タプシガルギン
Thapsigargin |
67526-95-8 |
1mg |
￥29400 |
2024-03-01 |
購入 |
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Sigma-Aldrich Japan
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T9033 |
タプシガルギン ≥98% (HPLC), solid film
Thapsigargin ≥98% (HPLC), solid film |
67526-95-8 |
0.5mg |
￥22600 |
2024-03-01 |
購入 |
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Sigma-Aldrich Japan
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SML1845 |
≥98% (HPLC), 10?mM in DMSO
Thapsigargin Ready Made Solution ≥98% (HPLC), 10?mM in DMSO |
67526-95-8 |
4mg |
￥133000 |
2024-03-01 |
購入 |
タプシガルギン 化学特性,用途語,生産方法
溶解性
アセトニトリルに溶ける。
説明
Thapsigargin is a naturally occurring sesquiterpene lactone isolated from the umbelliferous plant Thapsia garganica. It is a non-competitive, cell permeable inhibitor of calcium transport by SERCAs (IC50 values are cell type-dependent and range from ~2-80 nM). This tumor promoter releases Ca2+ from intracellular stores by specifically inhibiting the endoplasmic reticulum Ca2+-ATPase; it does not directly affect plasma membrane Ca2+-ATPases, Ins 1,4,5-P3 production or protein kinase C activity. This effect is a result of emptying the intracellular calcium stores, which leads to a chain of events that causes apoptosis.
化学的特性
Thapsigargin (TG) is colourless film. It is extracted from the plant Thapsia garganica L. with methanol and purified by HPLC. TG is a tumor promoting plant sesquiterpene lactone extract with a unique biological activity as Ca2+ -ATPase inhibitors in animal cells. It is a skin irritant, a platelet activating, inflammatory and tumor promoting agent. TG is toxic and a possible carcinogen.
使用
THAPSIGARGIN is a widely used inhibitor of the ubiquitous sarco-endoplasmic reticulum Ca(2+)-ATPases in mammalian cells. It acts as a potent, cell-permeable, IP3-independent intracellular calcium releaser that blocks the transient increase in intracellular Ca2+ induced by angiostatin and endostatin. It induces apoptosis by disrupting intracellular free Ca2+ levels.
定義
ChEBI: Thapsigargin is an organic heterotricyclic compound that is a hexa-oxygenated 6,7-guaianolide isolated fron the roots of Thapsia garganica L., Apiaceae. A potent skin irritant, it is used in traditional medicine as a counter-irritant. Thapsigargin inhibits Ca(2+)-transporting ATPase mediated uptake of calcium ions into sarcoplasmic reticulum and is used in experimentation examining the impacts of increasing cytosolic calcium concentrations. It has a role as an EC 3.6.3.8 (Ca(2+)-transporting ATPase) inhibitor and a calcium channel blocker. It is a sesquiterpene lactone, an organic heterotricyclic compound and a butyrate ester.
タプシガルギン 上流と下流の製品情報
原材料
準備製品
タプシガルギン 生産企業
Global( 149)Suppliers
67526-95-8(タプシガルギン)キーワード:
- 67526-95-8
- THAPSIGARGIN
- Octanoic acid, (3S,3aR,4S,6S,6aR,7S,8S,9bS)-6-(acetyloxy)-2,3,3a,4,5,6,6a,7,8,9b-decahydro-3,3a-dihydroxy-3,6,9-trimethyl-8-[[(2Z)-2-methyl-1-oxo-2-buten-1-yl]oxy]-2-oxo-4-(1-oxobutoxy)azuleno[4,5-b]f
uran-7-yl ester
- (3S,3aR,4S,6S,6AR,7S,8S,9bS)-6-(Acetyloxy)-2,3,3a,4,5,6,6a,7,8,9b-decahydro-3,3a-dihydroxy-3,6,9-trimethyl-8-[[(2Z)-2-methyl-1-oxo-2-butenyl]oxy]-2-oxo-4-(1-oxobutoxy)azuleno[4,5-b]furan-7-yl octanoate
- Octanoic acid [(3S)-6α-acetoxy-2,3,3a,4,5,6,6aα,7,8,9bβ-decahydro-3β,3aα-dihydroxy-3,6,9-trimethyl-8β-[[(Z)-2-methyl-1-oxo-2-butenyl]oxy]-2-oxo-4β-(1-oxobutoxy)azuleno[4,5-b]furan]-7α-yl ester
- Thapsigargin,97%
- Octanoic Acid (3S,3aR,4S,6S,6aR,7S,8S,9bS)-6-(Acetyloxy)-2,3,3a,4,5,6,6a,7,8,9b- decahydro-3,3a-dihydroxy-3,6,9-triMethyl-8-[[(2Z)-2-Methyl-1-oxo-2-butenyl]oxy]-2-oxo-4-(1-oxobutoxy)azuleno[4,5-b]furan-7-yl Ester
- Octanoic Acid [3S-[3α,3aβ,4α,6β,6aβ,7β,8α(Z),9bα]]-6-(Acetyloxy)-2,3,3a,4,5,6,6a,7,8,9b-decahydro-3,3a-dihydroxy-3,6,9-triMethyl-8-[(2-Methyl-1-oxo-2-butenyl)oxy]-2-oxo-4-(1-oxobutoxy)azuleno[4,5-b]furan-7-yl Ester
- Thapsigargin (TG)
- Thapsigargin, FroM Thapsia garganica
- Azuleno[4,5-b]furan octanoic acid deriv.
- Thapsigargin Azuleno[4,5-b]furan octanoic acid deriv
- InSolution? Thapsigargin
- Thapsigargin, 99%, from Thapsia garganica
- Thapsigargin - CAS 67526-95-8 - Calbiochem
- InSolution Thapsigargin - CAS 67526-95-8 - Calbiochem
- Thapsigargin (Synonyms: Thapsigargin (TG))
- THAPSIGARGIN USP/EP/BP
- (3S,3aR,4S,6S,6aR,7S,8S,9bS)-6-(acetyloxy)-4-(butanoyloxy)-3...
- (3S,3aR,4S,6S,6aR,7S,8S,9bS)-6-(acetyloxy)-4-(butanoyloxy)-3,3a-dihydroxy-3,6,9-trimethyl-8-{[(2Z)-2-methylbut-2-enoyl]oxy}-2-oxo-2,3,3a,4,5,6,6a,7,8,9b-decahydroazuleno[4,5-b]furan-7-yl octanoate
- [(3S,3aR,4S,6S,6aS,7S,8S,9bR)-6-acetyloxy-4-butanoyloxy-3,3a-dihydroxy-3,6,9-trimethyl-8-(2-methylbut-2-enoyloxy)-2-oxo-4,5,6a,7,8,9b-hexahydroazuleno[4,5-b]furan-7-yl] octanoate
- (3S,3aR,4S,6S,6aR,7S,8S,9bS)-6-(acetyloxy)-4-(butanoyloxy)-3,3a-dihydroxy-3,6,9-trimethyl-8-{[(2Z)-2-methylbut-2-enoyl]oxy}-2-oxo-2H,3H,3aH,4H,5H,6H,6aH,7H,8H,9bH-azuleno[4,5-b]furan-7-yl octanoate
- hapsigargin
- (3S,3aR,4S,6S,6aR,7S,8S,9bS)-6-Acetoxy-4-(butyryloxy)-3,3a-dihydroxy-3,6,9-trimethyl-8-(((Z)-2-methylbut-2-enoyl)oxy)-2-oxo-2,3,3a,4,5,6,6a,7,8,9b-decahydroazuleno[4,5-b]furan-7-yl octanoate
- Thapsigargin (10 mM in DMSO)
- タプシガルギン
- タプシガルギン, 99%
- オクタン酸[(3S)-6α-アセトキシ-2,3,3a,4,5,6,6aα,7,8,9bβ-デカヒドロ-3β,3aα-ジヒドロキシ-3,6,9-トリメチル-8β-[[(Z)-2-メチル-1-オキソ-2-ブテニル]オキシ]-2-オキソ-4β-(1-オキソブトキシ)アズレノ[4,5-b]フラン]-7α-イル
- (3S,3aR,4S,6S,6aR,7S,8S,9bS)-6-(アセチルオキシ)-4-(ブタノイルオキシ)-3,3a-ジヒドロキシ-3,6,9-トリメチル-8-{[(2Z)-2-メチルブタ-2-エノイル]オキシ}-2-オキソ-2H,3H,3aH,4H,5H,6H,6aH,7H,8H,9bH-アズレノ[4,5-b]フラン-7-イル オクタノアート
- 酵素阻害剤
- 植物毒