574102
Sulindac Sulfide
A cell-permeable, active metabolite of Sulindac.
別名:
Sulindac Sulfide, (Z)-5-Fluoro-2-methyl-1-[ p-(methylthio)benzylidene]indene-3-acetic Acid
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この商品について
実験式（ヒル表記法）:
C20H17FO2S
CAS番号:
分子量:
340.41
UNSPSC Code:
51111800
NACRES:
NA.77
MDL number:
Assay:
≥98% (TLC)
Form:
solid
Storage condition:
OK to freeze
Quality Segment
assay
≥98% (TLC)
form
solid
manufacturer/tradename
Calbiochem®
storage condition
OK to freeze
color
yellow-orange
solubility
DMSO: 25 mg/mL, ethanol: 5 mg/mL
shipped in
ambient
storage temp.
10-30°C
SMILES string
Fc1cc2c(cc1)\C(=C\c3ccc(cc3)SC)\C(=C2CC(=O)O)C
InChI
1S/C20H17FO2S/c1-12-17(9-13-3-6-15(24-2)7-4-13)16-8-5-14(21)10-19(16)18(12)11-20(22)23/h3-10H,11H2,1-2H3,(H,22,23)/b17-9+
InChI key
LFWHFZJPXXOYNR-RQZCQDPDSA-N
General description
A cell-permeable, active metabolite of Sulindac (Cat. No. 574100). Strongly inhibits Ras-induced malignant transformation and Ras/Raf-dependent transactivation. Also decreases the Ras-induced activation of c-Raf-1 kinase. Inhibits growth and induces apoptosis in prostate cancer cell lines. Selectively inhibits COX-1 (ID50 = 500 nM) compared to prostaglandin H synthase-2 (PGHS-2; COX-2; ID50 = 14 µM). Preferentially inhibits the secretion of Aβ42 in CHO cells stably transfected with both APP75, and the PS1 mutant M146L.
An active metabolite of the non-steroidal anti-inflammatory drug Sulindac (Cat. No. 574100). Inhibits Ras signaling. Strongly inhibits Ras-induced malignant transformation and Ras/Raf-dependent transactivation. Also decreases the Ras-induced activation of c-Raf-1 kinase. Inhibits cell growth and induces apoptosis in a time-and dose-dependent manner. Selectively inhibits prostaglandin H synthase-1 (PGHS-1; COX-1; ID50 = 0.5 µM) relative to prostaglandin H synthase-2 (PGHS-2; COX-2; ID50 = 14 µM). Reduces Aβ42 production independently of COX inhibition.
Biochem/physiol Actions
Cell permeable: yes
ID50 = 500 nM against COX-1
Product does not compete with ATP.
Reversible: no
Other Notes
Weggen, S., et al. 2001. Nature414, 212.
Lim, J.T., et al. 1999. Biochem. Pharmacol. 58, 1097.
Herrmann, C., et al. 1998. Oncogene 17, 1769.
Picariello, L., et al. 1998. Eur. J. Pharmacol. 360, 105.
Arber, N., et al. 1997. Gastroenterology 113, 1892.
Meade, E.A., et al. 1993. J. Biol. Chem. 268, 6610.
Lim, J.T., et al. 1999. Biochem. Pharmacol. 58, 1097.
Herrmann, C., et al. 1998. Oncogene 17, 1769.
Picariello, L., et al. 1998. Eur. J. Pharmacol. 360, 105.
Arber, N., et al. 1997. Gastroenterology 113, 1892.
Meade, E.A., et al. 1993. J. Biol. Chem. 268, 6610.
Legal Information
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
Disclaimer
Toxicity: Harmful & Carcinogenic / Teratogenic (E)
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signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Repr. 2 - Resp. Sens. 1 - Skin Sens. 1
保管分類
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable