- Thapsigargin
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- $82.00 / 1mg
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2026-01-16
- CAS:67526-95-8
- Min. Order:
- Purity: 99.22%
- Supply Ability: 10g
- THAPSIGARGIN USP/EP/BP
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- $1.10 / 1g
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2025-11-18
- CAS:67526-95-8
- Min. Order: 1g
- Purity: 99.9%
- Supply Ability: 100 Tons min
- THAPSIGARGIN
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- $1.00 / 1g
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2024-10-22
- CAS:67526-95-8
- Min. Order: 1g
- Purity: 85.0-99.8%
- Supply Ability: 20tons
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| Product Name: | Thapsigargin | | Synonyms: | 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) | | CAS: | 67526-95-8 | | MF: | C34H50O12 | | MW: | 650.75 | | EINECS: | 614-076-3 | | Product Categories: | plantgrowth;Adenosinetriphosphatase (microsomal calcium)Cell Signaling and Neuroscience;Antitumor Agents;Intracellular Calcium RegulatorsCancer Research;Intracellular Calcium Signaling;Therapy Adjuncts;A to;Enzyme Inhibitors by Enzyme;Calcium signaling;Signalling;Apoptosis;Heterocycles;Inhibitors;Intermediates & Fine Chemicals;Pharmaceuticals | | Mol File: | 67526-95-8.mol |  |
| | Thapsigargin Chemical Properties |
| Boiling point | 597.77°C (rough estimate) | | density | 1.1521 (rough estimate) | | refractive index | 1.6390 (estimate) | | RTECS | RH0325700 | | storage temp. | -20°C | | solubility | DMSO: soluble | | form | liquid or film | | pka | 10.57±0.70(Predicted) | | color | Colorless | | biological source | plant (Thapsia garganica) | | Sensitive | Light Sensitive | | Stability: | Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 1 week. | | InChIKey | IXFPJGBNCFXKPI-FSIHEZPISA-N | | SMILES | [H][C@@]12C([C@H](OC([C@]3(O)C)=O)[C@]3(O)[C@@H](OC(CCC)=O)C[C@]2(C)OC(C)=O)=C(C)[C@H](OC(/C(C)=C(C)/[H])=O)[C@H]1OC(CCCCCCC)=O | | CAS DataBase Reference | 67526-95-8(CAS DataBase Reference) |
| Hazard Codes | Xn,T | | Risk Statements | 36/37/38-42 | | Safety Statements | 26-36/37/39 | | RIDADR | UN 2811 6.1/PG 2 | | WGK Germany | 3 | | HS Code | 29181990 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Eye Irrit. 2
Resp. Sens. 1
Skin Irrit. 2
STOT SE 3 |
| | Thapsigargin Usage And Synthesis |
| Description | 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. | | Chemical Properties | 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. | | Uses | 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. | | Definition | 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. | | Biochem/physiol Actions | Thapsigargin is an effective inhibitor of calcium ion pumps located on sarcoplasmic reticulum (SR) and endoplasmic reticulum (ER) microsomes of skeletal, cardiac, muscle and brain tissues. The inhibition of calcium ion pumps causes intracellular increase of calcium ion levels. It was found that thapsigargin at 100 nM concentration effectively inhibited the SR Ca2+- adenosine triphosphatase (ATPase) in cardiac and skeletal muscles. Thapsigargin was also reported to be effective in blocking autophagy by interfering with the autophagosome-lysosome fusion. | | storage | Store at -20°C | | Mode of action | The actual mechanism of action of thapsigargin is thought actually to block calcium channels in an open conformation that results in excess calcium entry from outside the cell. Excess calcium activates DNAses and precipitates the natural death sequence of the cells.Scientists are now thinking of modifying thapsigargin in such a way thatit will kill prostate cells preferentially and will not penetrate healthy cells elsewhere in the body.At the same time, they are determining whether this drug can also induce cell death in breast cancer cells. | | Background | Thapsigargin is a cell-permeable sesquiterpene lactone derived from the plant Thapsia garganica that acts as a tumor promoter in mammalian cells. Studies show that thapsagargin causes a rapid increase in cytosolic Ca2+ concentrations via discharge of intracellular Ca2+ stores. Research indicates that this increase in cytosolic calcium results from the specific inhibition of endoplasmic reticulum Ca2+-ATPases, and does not involve the hydrolysis of inositol phospholipids or protein kinase C. This disruption of calcium homeostasis is widely used in research studies to induce ER stress. Conflicting information regarding the role of thapsigargin in autophagy has been reported, but recent evidence points to thapsigargin inhibiting autophagy by blocking autophagosome fusion with lysosomes. | | References | [1] M TREIMAN S B C C Caspersen. A tool coming of age: thapsigargin as an inhibitor of sarco-endoplasmic reticulum Ca(2+)-ATPases.[J]. Trends in pharmacological sciences, 1998, 19 4: 131-135. DOI:10.1016/s0165-6147(98)01184-5
[2] LIJUN ZHOU. Autophagy-mediated insulin receptor down-regulation contributes to endoplasmic reticulum stress-induced insulin resistance.[J]. Molecular Pharmacology, 2009, 76 3: 596-603. DOI:10.1124/mol.109.057067 |
| | Thapsigargin Preparation Products And Raw materials |
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