Thapsigargin__Autophagy inhibitor Carfilzomib
Product Name
Thapsigargin
Description
Autophagy inhibitor
Purity
>95%
CAS No.
67526-95-8
Molecular Formula
C34H50O12
Molecular Weight
650.8
Storage Temperature
-20ºC
Shipping Temperature
Shipped Ambient
Product Type
Inhibitor
Solubility
Soluble in DMSO (20 mg/ml), 100% ethanol (20 mg/ml) or acetone.
Source
Synthetic
Appearance
Colorless wax or white solid.
SMILES
C@@H13C(=C(email protected(OC(=O)C(=CC)/C)email protected1OC(=O)CCCCCCC)C)C@@H2OC(=O)C@@(O)(C@@2(O)C@@H(OC(=O)CCC)CC@@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)
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-butenyloxy-2-oxo-4-(1-oxobutoxy)azuleno4,5-bfuran-7-yl octanoate
Research Areas
Cancer, Autophagy
PubChem ID
446378
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.
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.
Autophagy inhibitor
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.
2. Ganley I.G., et al. (2011) Autophagy. 7(11): 1397-9.
3. Cheng Y., et al. (2013) Autophagy. 9(2): 208-19.