Thapsigargin

Mfr.No.	SIH-399
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
Appearance	Colorless wax or white solid.
Function	Autophagy inhibitor
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/b19-11-/t22-,26+,27-,28-,29-,32-,33+,34+/m0/s1
Inchikey	IXFPJGBNCFXKPI-FSIHEZPISA-N
Mode Of Action	Inhibitor
Molecular Formula	C34H50O12
Pubchem Cid	446378
Sd File	C34H50O12 APtclcactv04251417332D 0 0.00000 0.00000 96 98 0 0 1 0 0 0 0 0999 V2000 6.9095 -1.7546 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 8.9339 -2.7295 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 8.0329 -3.1634 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 7.5329 -0.9728 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 9.6190 -3.4498 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.9191 -1.6681 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 9.1564 -1.7546 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.5292 -2.5825 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.8905 0.0304 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.7866 0.3292 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3760 0.9046 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.7368 1.3280 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8616 1.7622 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3471 2.6364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8327 3.4940 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3182 4.3682 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7511 -0.3493 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3430 -2.7600 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1859 -4.2330 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6669 1.5272 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9899 -4.9387 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8992 -2.2945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.5768 1.8705 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8038 5.2258 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3383 -1.9337 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 10.5163 -4.5450 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 9.5811 -5.2258 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.8009 0.0272 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.9194 -1.7015 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.0567 0.2429 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.9397 -4.4936 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.5329 -0.9728 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.8349 -2.2957 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.4988 -3.9252 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.6669 0.5272 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4049 -0.8272 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.9466 -0.2133 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2596 -3.7606 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2846 -3.9831 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5329 0.0272 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.4048 -0.8105 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.9965 -1.2121 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.5543 -2.8050 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.2773 -3.2372 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1472 -4.3248 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6045 -3.2501 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1689 -4.1482 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.1320 -2.7295 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5744 -0.9735 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.0000 -3.3880 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.3459 -3.6639 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.2479 -1.1424 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 9.6643 -2.1102 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.1317 -2.1067 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 9.0915 -0.7038 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.3950 -0.3683 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.1377 0.1354 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.2664 0.0373 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.3645 -0.8340 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 10.7707 -3.2089 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 10.7919 -2.3323 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 9.9153 -2.3112 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.5685 -4.1764 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.1293 -4.8504 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.8033 -4.2897 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4090 0.4209 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4223 -0.3760 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.2869 1.5272 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.6669 2.1472 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.0469 1.5272 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 11.0275 -0.2421 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 11.3911 0.4672 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.8575 0.5141 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.8442 1.3110 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.3974 -4.7559 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.8071 -5.5311 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.5823 -5.1214 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 10.4960 1.8993 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 10.1323 1.1900 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4917 -2.4772 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.0820 -1.7020 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.3068 -2.1117 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3801 2.1527 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3934 1.3558 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 11.9132 1.3497 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 12.0976 2.2069 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 11.2404 2.3914 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.8286 2.2459 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.8153 3.0428 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3512 3.8845 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3645 3.0876 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.7997 3.9777 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.7864 4.7746 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3355 5.5447 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4849 5.7575 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.2721 4.9069 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3 47 1 0 0 0 0 45 47 1 0 0 0 0 4 40 1 1 0 0 0 35 40 1 0 0 0 0 2 33 1 1 0 0 0 6 41 1 1 0 0 0 36 41 1 0 0 0 0 7 42 1 6 0 0 0 37 42 1 0 0 0 0 8 43 1 6 0 0 0 38 43 1 0 0 0 0 5 34 1 6 0 0 0 27 45 2 0 0 0 0 28 35 2 0 0 0 0 29 36 2 0 0 0 0 30 37 2 0 0 0 0 31 38 2 0 0 0 0 1 48 1 0 0 0 0 1 4 1 0 0 0 0 1 6 1 0 0 0 0 1 49 1 1 0 0 0 2 3 1 0 0 0 0 2 5 1 0 0 0 0 2 7 1 0 0 0 0 3 48 1 0 0 0 0 44 48 2 0 0 0 0 4 32 1 0 0 0 0 4 17 1 0 0 0 0 5 45 1 0 0 0 0 5 18 1 0 0 0 0 6 8 1 0 0 0 0 7 32 1 0 0 0 0 8 44 1 0 0 0 0 19 44 1 0 0 0 0 20 35 1 0 0 0 0 9 36 1 0 0 0 0 10 37 1 0 0 0 0 38 39 1 0 0 0 0 39 46 2 0 0 0 0 21 39 1 0 0 0 0 9 11 1 0 0 0 0 10 12 1 0 0 0 0 22 46 1 0 0 0 0 46 50 1 0 0 0 0 11 13 1 0 0 0 0 12 23 1 0 0 0 0 13 14 1 0 0 0 0 14 15 1 0 0 0 0 15 16 1 0 0 0 0 16 24 1 0 0 0 0 25 33 1 0 0 0 0 26 34 1 0 0 0 0 3 51 1 6 0 0 0 6 52 1 0 0 0 0 7 53 1 0 0 0 0 8 54 1 0 0 0 0 32 55 1 0 0 0 0 32 56 1 0 0 0 0 17 57 1 0 0 0 0 17 58 1 0 0 0 0 17 59 1 0 0 0 0 18 60 1 0 0 0 0 18 61 1 0 0 0 0 18 62 1 0 0 0 0 19 63 1 0 0 0 0 19 64 1 0 0 0 0 19 65 1 0 0 0 0 9 66 1 0 0 0 0 9 67 1 0 0 0 0 20 68 1 0 0 0 0 20 69 1 0 0 0 0 20 70 1 0 0 0 0 10 71 1 0 0 0 0 10 72 1 0 0 0 0 11 73 1 0 0 0 0 11 74 1 0 0 0 0 21 75 1 0 0 0 0 21 76 1 0 0 0 0 21 77 1 0 0 0 0 12 78 1 0 0 0 0 12 79 1 0 0 0 0 22 80 1 0 0 0 0 22 81 1 0 0 0 0 22 82 1 0 0 0 0 13 83 1 0 0 0 0 13 84 1 0 0 0 0 23 85 1 0 0 0 0 23 86 1 0 0 0 0 23 87 1 0 0 0 0 14 88 1 0 0 0 0 14 89 1 0 0 0 0 15 90 1 0 0 0 0 15 91 1 0 0 0 0 16 92 1 0 0 0 0 16 93 1 0 0 0 0 24 94 1 0 0 0 0 24 95 1 0 0 0 0 24 96 1 0 0 0 0 M END $$$$
Research Area	Cancer ; Autophagy
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.
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)
Field Of Use	Not for use in humans. Not for use in diagnostics or therapeutics. For in vitro research use only.
Cas Number	67526-95-8
Molecular Weight	650.8
Scientific Background	Thapsigargin is a cell-permeable inhibitor of the sarco-endoplasmatic reticulum Ca2+-ATPase (SERCA). This inhibition causes the release of intracellular Ca2+ stores. Thapsigargin also inhibits autophagy. This is due to the induction of and an ER stress response, which causes downstream effects that include an accumulation of autophagosomes in the cytosol. These intermediate structures never mature into amphisomes and autolysosomes, and the autophagy process cannot be completed.
Solubility	Soluble in DMSO (20 mg/ml), 100% ethanol (20 mg/ml) or acetone.
Source	Synthetic
Adr Code	Non-hazardous
Country Of Origin	Canada
Tarriff Code	3822.00.1090

Shipping Temperature	Shipped Ambient
Gross Weight (kg)	0.25
Net Weight (g)	0.001
Purity	≥95%
Storage Temperature	-20ºC
Stock Product	Y

Reference	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.

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Combination SKU	Supplier No.	Size	Your price	Quantity
BHB11900187-1	SIH-399-1MG	1 mg	$77		Add to Cart
BHB11900187-2	SIH-399-5MG	5 mg	$314		Add to Cart

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