MedKoo Biosciences, Inc.
Tel:   +1-919-636-5577    Fax:   +1-919-980-4831    Email:   sales@medkoo.com
Search
Login Register
Search
MedKoo Cat#: 561537 | Name: Thapsigargin
Featured

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Thapsigargin is a non-competitive inhibitor of the sarco/endoplasmic reticulum Ca2+ ATPase (SERCA). It is a potent, cell-permeable, IP3-independent intracellular calcium releaser, that works by blocking the transient increase in intracellular Ca2+ induced by angiostatin and endostatin, and inducing apoptosis by disrupting intracellular free Ca2+ levels.

Chemical Structure

Thapsigargin
Thapsigargin
CAS#67526-95-8

Theoretical Analysis

MedKoo Cat#: 561537

Name: Thapsigargin

CAS#: 67526-95-8

Chemical Formula: C34H50O12

Exact Mass: 650.3302

Molecular Weight: 650.76

Elemental Analysis: C, 62.75; H, 7.74; O, 29.50

Price and Availability

Size Price Availability Quantity
1mg USD 375.00 2 Weeks
5mg USD 650.00 2 Weeks
10mg USD 850.00 2 Weeks
Bulk Inquiry
Buy Now
Add to Cart
Related CAS #
No Data
Synonym
Thapsigargin;
IUPAC/Chemical Name
(3S,3aR,4S,6S,6aR,7S,8S,9bS)-6-(acetyloxy)-4-(butyryloxy)-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
InChi Key
IXFPJGBNCFXKPI-FSIHEZPISA-N
InChi Code
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/b19-11-/t22-,26+,27-,28-,29-,32-,33+,34+/m0/s1
SMILES Code
CCCCCCCC(O[C@@H]1[C@@H](OC(/C(C)=C\C)=O)C(C)=C2[C@@]1([H])[C@@](C)(OC(C)=O)C[C@H](OC(CCC)=O)[C@@]([C@@]3(O)C)(O)[C@@]2([H])OC3=O)=O
Appearance
Solid powder
Purity
>97% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 650.76 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Wu H, Dong Y, Meng Q, Jiang J, Gao B, Ren Y, Liu Y, Li H, Wang C, Zhang H. Best1 mitigates ER stress induced by the increased cellular microenvironment stiffness in epilepsy. Neurobiol Dis. 2024 Dec 12:106767. doi: 10.1016/j.nbd.2024.106767. Epub ahead of print. PMID: 39674551. 2: Dahmani W, Akissi ZLE, Elaouni N, Bouanani NE, Mekhfi H, Bnouham M, Legssyer A, Sahpaz S, Ziyyat A. Carob leaves: Phytochemistry, antioxidant properties, vasorelaxant effect and mechanism of action. J Ethnopharmacol. 2024 Dec 9;340:119226. doi: 10.1016/j.jep.2024.119226. Epub ahead of print. PMID: 39653104. 3: Zhang BY, He GL, Wang ZZ, Zhou H, Huang XY, Shen TT, Liu XQ, Liu YS, Luo Z, Li P, Tan YL, Luo X, Yang XS. L-carnitine ameliorates myocardial injury by alleviating endoplasmic reticulum stress via inhibition of PERK pathway in exertional heatstroke rats. Heliyon. 2024 Nov 17;10(22):e40502. doi: 10.1016/j.heliyon.2024.e40502. PMID: 39641050; PMCID: PMC11617224. 4: Lee J, Ko SJ, Choi NR, Choi WG, Seo M, Koo SH, Jung D, Lee MJ, Lee JH, Park JW, Kim BJ. Zuojin Pill enhances gastrointestinal motility by modulating the pacemaker potentials in interstitial cells of Cajal through multiple signaling pathways. Int J Med Sci. 2024 Oct 28;21(15):2883-2896. doi: 10.7150/ijms.103507. PMID: 39628697; PMCID: PMC11610331. 5: Uddin MN, Thomas DW. SERCA Modulators Reveal Distinct Signaling and Functional Roles of T Lymphocyte Ca2+ Stores. Int J Mol Sci. 2024 Nov 11;25(22):12095. doi: 10.3390/ijms252212095. PMID: 39596161; PMCID: PMC11593871. 6: Medyouni G, Vörös O, Jusztus V, Panyi G, Vereb G, Szöőr Á, Hajdu P. Inhibition of K+ Channels Affects the Target Cell Killing Potential of CAR T Cells. Cancers (Basel). 2024 Nov 6;16(22):3750. doi: 10.3390/cancers16223750. PMID: 39594705; PMCID: PMC11591972. 7: Sasaki J, Sato A, Sasaki M, Okabe I, Kodama K, Otsuguro S, Yasuda K, Kojima H, Orba Y, Sawa H, Maenaka K, Yanagi Y, Hashiguchi T. X-206 exhibits broad- spectrum anti-β-coronavirus activity, covering SARS-CoV-2 variants and drug- resistant isolates. Antiviral Res. 2024 Dec;232:106039. doi: 10.1016/j.antiviral.2024.106039. Epub 2024 Nov 19. PMID: 39571911. 8: Smirnova AM, Herrmannová A, Valášek LS. Protocol for detecting and quantifying hATF4-HA in non-stress versus stress conditions using automated and quantitative Jess western blotting. STAR Protoc. 2024 Nov 20;5(4):103454. doi: 10.1016/j.xpro.2024.103454. Epub ahead of print. PMID: 39570747; PMCID: PMC11617455. 9: Jiang J, Li D, Li F, Li H, Zhang X, Feng L. Catechin promotes endoplasmic reticulum stress-mediated gastric cancer cell apoptosis via NOX4-induced reactive oxygen species. Mol Cell Biochem. 2024 Nov 20. doi: 10.1007/s11010-024-05138-2. Epub ahead of print. PMID: 39565530. 10: Khurram I, Khan MU, Ibrahim S, Ghani MU, Amin I, Falzone L, Herrera-Bravo J, Setzer WN, Sharifi-Rad J, Calina D. Thapsigargin and its prodrug derivatives: exploring novel approaches for targeted cancer therapy through calcium signaling disruption. Med Oncol. 2024 Nov 19;42(1):7. doi: 10.1007/s12032-024-02541-z. PMID: 39557802. 11: Temviriyanukul P, Chansawhang A, Inthachat W, Supasawat P, Phochantachinda S, Pitchakarn P, Chantong B. Phikud navakot extract acts as an ER stress inhibitor to ameliorate ER stress and neuroinflammation. Heliyon. 2024 Oct 22;10(21):e39700. doi: 10.1016/j.heliyon.2024.e39700. PMID: 39524867; PMCID: PMC11543883. 12: Zeng X, Liao Y, Cheng W. Transient receptor potential channel 6 knockout ameliorates hepatic fibrosis by inhibiting the activation and proliferation of hepatic stellate cells. J Gastroenterol Hepatol. 2024 Nov 7. doi: 10.1111/jgh.16802. Epub ahead of print. PMID: 39511967. 13: Ma F, Feng X, Feng S, Liu J, Li J, Mo L, Xu L, Liu Y, Wu J, Yang P, Ning Y. Impaired inducibility of immune regulatory capacity of peripheral B cells of patients with recurrent pregnancy loss. Immunol Res. 2024 Dec;72(6):1502-1514. doi: 10.1007/s12026-024-09549-7. Epub 2024 Nov 4. PMID: 39495420. 14: Joseph JP, Kumar T, Ramteke NS, Chatterjee K, Nandi D. High intracellular calcium amounts inhibit activation-induced proliferation of mouse T cells: Tert- butyl hydroquinone as an additive enhancer of intracellular calcium. Int Immunopharmacol. 2024 Dec 25;143(Pt 3):113501. doi: 10.1016/j.intimp.2024.113501. Epub 2024 Nov 1. PMID: 39488036. 15: Wang X, Li FJ, Cheng Y, Chen S, Zhu S, Zhang Y, Reiter RJ, Ashrafizadeh M, Lin J, Wang G, Lin L, Ren J. Activation of protein kinase B rescues against thapsigargin-elicited cardiac dysfunction through regulation of NADPH oxidase and ferroptosis. Chem Biol Interact. 2025 Jan 5;405:111292. doi: 10.1016/j.cbi.2024.111292. Epub 2024 Oct 29. PMID: 39477182. 16: Liang WZ, Hsieh KW, Yang ZD, Sun GC. Induction of Ca2+ signaling and cytotoxic responses of human lung fibroblasts upon an antihistamine drug oxatomide treatment and evaluating the protective effects of Ca2+ chelating. Fundam Clin Pharmacol. 2024 Oct 21. doi: 10.1111/fcp.13040. Epub ahead of print. PMID: 39431647. 17: Zou J, Zhang P, Solari FA, Schönichen C, Provenzale I, Mattheij NJA, Kuijpers MJE, Rauch JS, Swieringa F, Sickmann A, Zieger B, Jurk K, Heemskerk JWM. Suppressed ORAI1-STIM1-dependent Ca2+ entry by protein kinase C isoforms regulating platelet procoagulant activity. J Biol Chem. 2024 Oct 17;300(12):107899. doi: 10.1016/j.jbc.2024.107899. Epub ahead of print. PMID: 39424145. 18: Gulzar F, Chhikara N, Kumar P, Ahmad S, Yadav S, Gayen JR, Tamrakar AK. ER stress aggravates NOD1-mediated inflammatory response leading to impaired nutrient metabolism in hepatoma cells. Biochem Biophys Res Commun. 2024 Nov 26;735:150827. doi: 10.1016/j.bbrc.2024.150827. Epub 2024 Oct 11. PMID: 39423570. 19: Rueter J, Rimbach G, Bilke S, Tholey A, Huebbe P. Readdressing the Localization of Apolipoprotein E (APOE) in Mitochondria-Associated Endoplasmic Reticulum (ER) Membranes (MAMs): An Investigation of the Hepatic Protein-Protein Interactions of APOE with the Mitochondrial Proteins Lon Protease (LONP1), Mitochondrial Import Receptor Subunit TOM40 (TOMM40) and Voltage-Dependent Anion-Selective Channel 1 (VDAC1). Int J Mol Sci. 2024 Oct 1;25(19):10597. doi: 10.3390/ijms251910597. PMID: 39408926; PMCID: PMC11476584. 20: Volk LM, Bruun JE, Trautmann S, Thomas D, Schwalm S, Pfeilschifter J, Zu Heringdorf DM. A role for plasma membrane Ca2+ ATPases in regulation of cellular Ca2+ homeostasis by sphingosine kinase-1. Pflugers Arch. 2024 Dec;476(12):1895-1911. doi: 10.1007/s00424-024-03027-7. Epub 2024 Oct 11. PMID: 39392480; PMCID: PMC11582158.