Thapsigargin

Chemodex
Product Code: CDX-T0284
Product Group: Other Biochemicals
Supplier: Chemodex
CodeSizePrice
CDX-T0284-M0011 mg£96.00
Quantity:
CDX-T0284-M0055 mg£353.00
Quantity:
Prices exclude any Taxes / VAT

Overview

Regulatory Status: RUO
Shipping:
AMBIENT
Storage:
Short Term Storage: -20?C. Long Term Storage: -20?C

Images

1 / 1
Chemical Structure

Chemical Structure

Further Information

Appearance:
White crystalline powder.
CAS:
67526-95-8
EClass:
32160000
Form (Short):
solid
GHS Symbol:
GHS07,GHS08
Handling Advice:
Protect from light and moisture.
Hazards:
H315-H319-H334-H335
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-/m1/s1
InChiKey:
IXFPJGBNCFXKPI-IVRBKYRWSA-N
Long Description:
Chemical. CAS: 67526-95-8. Formula: C34H50O12. Molecular Weight: 650.75. Thapsigargin is a non-competitive, cell permeable inhibitor of calcium transport by SERCAs (IC50 values are cell type-dependent and range from ~2-80 nM). Inhibition of SERCAs leads to an increase in intracellular calcium, which has been linked to cell activation, release of histamine from mast cells, and increased proliferation of certain types of cancer cells. Thapsigargin shows anti-inflammatory and anti-cancer effects.
MDL:
MFCD00083511
Molecular Formula:
C34H50O12
Molecular Weight:
650.75
Package Type:
Vial
Precautions:
P261 - P264 - P271 - P302 + P352 - P304 + P340 + P312 - P305 + P351 + P338
Product Description:
Thapsigargin is a non-competitive, cell permeable inhibitor of calcium transport by SERCAs (IC50 values are cell type-dependent and range from ~2-80 nM). Inhibition of SERCAs leads to an increase in intracellular calcium, which has been linked to cell activation, release of histamine from mast cells, and increased proliferation of certain types of cancer cells. Thapsigargin shows anti-inflammatory and anti-cancer effects.
Purity:
>98% (HPLC)
Signal word:
Danger
SMILES:
O=C1OC2C3=C(C)[C@@H](OC(/C(C)=CC)=O)[C@@H](OC(CCCCCCC)=O)[C@]3([H])[C@](C)(OC(C)=O)C[C@@H](OC(CCC)=O)[C@]2(O)[C@@]1(O)C
Solubility Chemicals:
Soluble in methanol, ethanol or DMSO.
Transportation:
Non-hazardous
UNSPSC Category:
Biochemical Reagents
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at -20?C.

References

(1) S.A. Patkar, et al.; Agents Actions 9, 53 (1979) | (2) H. Hakii, et al. J. Cancer. Res. Clin. Oncol. 111, 177 (1986) | (3) Y. Sagara, & G. Inesi; J. Biol. Chem. 266, 13503 (1991) | (4) A. Tsukamoto & Y. Kaneko; Cell Biol. Int. 17, 969 (1993) | (5) J.P. Beaver & P. Waring; Cell Death Differ. 3, 415 (1996) | (6) M. Treiman, et al.; Trends Pharmacol. Sci. 19,131 (1998) | (7) B. Tombal, et al.; Prostate 43, 303 (2000) | (8) S.B. Christensen, et al.; Anticancer Agents Med. Chem. 9, 276 (2009) | (9) N.T. Quynh Doan & S.B. Christensen; Curr. Pharm. Des. 21, 5501 (2015) (Review) | (10) N.T. Doan, et al.; Steroids 97, 2 (2015) (Review) | (11) A. Jaskulska, et al.; Int. J. Mol. Sci. 22, 4 (2020) (Review)