401011
Hypothemycin - CAS 76958-67-3 - Calbiochem
A cell-permeable cis-enone resorlic acid lactone (RAL) and (5Z)-7-Oxozeaenol analog that inhibits several kinases via an initial affinity binding to the ATP pocket.
Synonym(s):
Hypothemycin - CAS 76958-67-3 - Calbiochem, NSC 354462
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About This Item
Empirical Formula (Hill Notation):
C19H22O8
CAS Number:
Molecular Weight:
378.37
UNSPSC Code:
12352200
MDL number:
assay
≥97% (HPLC)
form
lyophilized solid
manufacturer/tradename
Calbiochem®
storage condition
OK to freeze, protect from light
solubility
DMSO: 10 mg/mL
shipped in
wet ice
storage temp.
−20°C
InChI
1S/C19H22O8/c1-9-4-3-5-12(20)18-15(27-18)8-14(22)17(23)11-6-10(25-2)7-13(21)16(11)19(24)26-9/h3,5-7,9,14-15,17-18,21-23H,4,8H2,1-2H3/b5-3-/t9?,14-,15+,17-,18-/m0/s1
InChI key
HDZUUVQEDFZKAX-NGAXKMIMSA-N
General description
A cell-permeable cis-enone resorlic acid lactone (RAL) and (5Z)-7-Oxozeaenol (Cat. No. 499610 ) analog that inhibits several kinases via an initial affinity binding to the ATP pocket, followed by a covalent adduct formation with a conserved ATP site cysteine residue of the targeted enzymes, including, but not limited to, Flt1/VEGFR-1, Flt3, cKit(D816V), MAPK1, MAPK2, MEK1, MKK6, PKCμ, PKD2, PRAK, and Tak1 (≥90% inhibition at 2 µM). Hypothemycin is also reported to inhibit two non-RAL targets (99% and 82% inhibition of TrkA and TrkB, respectively, at 2 µM), while one of the 46 putative cis-enone RALs targets, namely GSK-3α, is shown not to be affected. Hypothemycin inhibits multiple kinases involved in MAP kinase pathways and is therefore particularly effective in inhibiting BRAF(V600E)-dependent tumor growth. (5Z)-Zeaenol (Cat. No. 499609 ) may serve as a negative control.
A cell-permeable cis-enone resorlic acid lactone (RAL) and (5Z)-7-Oxozeaenol (Cat. No. 499610) analog that inhibits several kinases via an initial affinity binding to the ATP pocket, followed by a covalent adduct formation with a conserved ATP site cysteine residue of the targeted enzymes, including, but not limited to, Flt1/VEGFR-1, Flt3, cKit(D816V), MAPK1, MAPK2, MEK1, MKK6, PKCµ, PKD2, PRAK, and Tak1 (≥90% inhibition at 2 µM). Hypothemycin is also reported to inhibit two non-RAL targets (99% and 82% inhibition of TrkA and TrkB, respectively, at 2 µM), while one of the 46 putative cis-enone RALs targets, namely GSK-3α, is shown not to be affected. Hypothemycin inhibits multiple kinases involved in MAP kinase pathways and is therefore particularly effective in inhibiting BRAF(V600E)-dependent tumor growth. (5Z)-Zeaenol (Cat. No. 499609) may serve as a negative control.
Packaging
Packaged under inert gas
Other Notes
Schirmer, A., et al. 2006. Proc. Natl. Acad. Sci. USA103, 4234.
Solit, D.B., et al. 2006. Nature439, 358.
Tanaka, H., et al. 1999. Jpn. J. Cancer Res.90, 1139.
Solit, D.B., et al. 2006. Nature439, 358.
Tanaka, H., et al. 1999. Jpn. J. Cancer Res.90, 1139.
Legal Information
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
Disclaimer
Toxicity: Standard Handling (A)
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Certificates of Analysis (COA)
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