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| Product Name | Thapsigargin |
| Description |
Autophagy inhibitor |
| Purity | >98% (TLC); NMR (Conforms) |
| CAS No. | 67526-95-8 |
| Molecular Formula | C34H50O12 |
| Molecular Weight | 650.8 |
| Field of Use | Not for use in humans. Not for use in diagnostics or therapeutics. For in vitro research use only. |
Properties
| Storage Temperature | -20ºC |
| Shipping Temperature | Shipped Ambient |
| Product Type | Inhibitor |
| Solubility | Soluble in DMSO (65mg/mL); or Ethanol (20mg/mL) |
| Source | Synthetic |
| Appearance | Colorless wax or white solid. |
| SMILES | [C@@H]13C(=C([C@H](OC(=O)C(=CC)/C)[C@H]1OC(=O)CCCCCCC)C)[C@@H]2OC(=O)[C@@](O)([C@@]2(O)[C@@H](OC(=O)CCC)C[C@@]3(OC(=O)C)C) |
| InChI | InChI=1S/C34H50O12/c1-9-12-13-14-15-17-24(37)43-28-26-25(20(5)27(28)44-30(38)19(4)11-3)29-34(41,33(8,40)31(39)45-29)22(42-23(36)16-10-2)18-32(26,7)46-21(6)35/h11,22,26-29,40-41H,9-10,12-18H2,1-8H3/b1 |
| InChIKey | IXFPJGBNCFXKPI-FSIHEZPISA-N |
| Safety Phrases |
Classification: D1A- Very Toxic Material Causing Immediate and Serious Toxic Effects, Highly Toxic, D2A- Very Toxic Material Causing Other Toxic Effects, Respiratory sensitiser, D2B- Toxic Material Causing Other Toxic Effects, Moderate skin irritant, Moderate eye irritant Safety Phrases: S22 - Do not breathe dust. S24/25 - Avoid contact with skin and eyes. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. Hazard statements: H315- Causes skin irritation. H319- Causes serious eye irritation. H334- May cause allergy or asthma symptoms or breathing difficulties if inhaled. H335- May cause respiratory irritation. Precautionary statements: P261- Avoid breathing dust/ fume/ gas/ mist/ vapours/ spray. P305 + P351 + P338- IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. P342 + P311- If experiencing respiratory symptoms: Call a POISON CENTER or doctor/ physician. |
| Cite This Product | Thapsigargin (StressMarq Biosciences Inc., Victoria BC CANADA, Catalog # SIH-399) |
Biological Description
| Alternative Names | (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 |
| Research Areas | Autophagy, Cancer |
| PubChem ID | 446378 |
| Scientific Background | Thapsigargin is a potent inhibitor of the sarco/endoplasmic reticulum Ca²⁺-ATPase (SERCA), leading to depletion of ER calcium stores and induction of ER stress. In neuroscience, Thapsigargin is used to model ER stress-related neuronal dysfunction, a key feature in neurodegenerative diseases such as Alzheimer’s and Parkinson’s. ER stress triggers the unfolded protein response (UPR), which can lead to apoptosis if unresolved. Thapsigargin is instrumental in studying the molecular pathways of calcium homeostasis, protein misfolding, and cell death in neurons. |
| References |
1. Canová N.K., et al. (2007) Cell Biol Toxicol. 23(5): 337-54. 2. Ganley I.G., et al. (2011) Autophagy. 7(11): 1397-9. 3. Cheng Y., et al. (2013) Autophagy. 9(2): 208-19. |
Product Images
Chemical structure of Thapsigargin (SIH-399), a Autophagy inhibitor. CAS #: 67526-95-8. Molecular Formula: C34H50O12. Molecular Weight: 650.8 g/mol.
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