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About This Item
Empirical Formula (Hill Notation):
C17H16O4
CAS Number:
Molecular Weight:
284.31
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
Assay:
≥97% (HPLC)
Form:
solid
Quality level:
Storage condition:
OK to freeze, protect from light
Product Name
CAPE, A cell-permeable active component of propolis from honeybee hives.
Quality Level
assay
≥97% (HPLC)
form
solid
manufacturer/tradename
Calbiochem®
storage condition
OK to freeze, protect from light
color
white to off-white
solubility
DMSO: 200 mg/mL, ethanol: 50 mg/mL
shipped in
ambient
storage temp.
−20°C
SMILES string
O(CCc2ccccc2)C(=O)\C=C\c1cc(c(cc1)O)O
InChI
1S/C17H16O4/c18-15-8-6-14(12-16(15)19)7-9-17(20)21-11-10-13-4-2-1-3-5-13/h1-9,12,18-19H,10-11H2/b9-7+
InChI key
SWUARLUWKZWEBQ-VQHVLOKHSA-N
General description
A cell-permeable active component of propolis from honeybee hives. Known to have antiviral, anti-inflammatory, and immunomodulatory properties. Has also recently been shown to act as a potent and specific inhibitor of NF-κB activation. An inhibitor of HIV-1 integrase activity. Inhibits the growth of different types of transformed cells. Has been reported to suppress lipid peroxidation. Inhibits ornithine decarboxylase, protein tyrosine kinase (PTK), and lipoxygenase activities. Also induces apoptosis in cloned rat embryo fibroblast (CREF) cells transformed by a number of different oncogenes.
Biochem/physiol Actions
Cell permeable: yes
Primary Target
HIV-integrase
HIV-integrase
Product does not compete with ATP.
Reversible: no
Packaging
Packaged under inert gas
Preparation Note
Following reconstitution aliquot and freeze at -20°C. Stock solutions are stable for up to 3 months at -20°C.
Other Notes
Nicklaus, M.C., et al. 1997. J. Med. Chem.40, 920.
Natarajan, K., et al. 1996. Proc. Natl. Acad. Sci. USA93, 9090.
Burke, T.R., Jr., et al. 1995. J. Med. Chem. 38, 4171.
Laranjinha, J., et al. 1995. Arch. Biochem. Biophys. 323, 373.
Su, Z.-Z., et al. 1995. Anticancer Res. 15, 1841.
Zheng, Z.S., et al. 1995. Oncol. Res. 7, 445.
Su, Z.-Z., et al. 1994. Cancer Res. 54, 1865.
Fesen, M.R., et al. 1993. Proc. Natl. Acad. Sci. USA90, 2399.
Guarini, L., et al. 1992. Cell. Mol. Biol. 38, 513.
Natarajan, K., et al. 1996. Proc. Natl. Acad. Sci. USA93, 9090.
Burke, T.R., Jr., et al. 1995. J. Med. Chem. 38, 4171.
Laranjinha, J., et al. 1995. Arch. Biochem. Biophys. 323, 373.
Su, Z.-Z., et al. 1995. Anticancer Res. 15, 1841.
Zheng, Z.S., et al. 1995. Oncol. Res. 7, 445.
Su, Z.-Z., et al. 1994. Cancer Res. 54, 1865.
Fesen, M.R., et al. 1993. Proc. Natl. Acad. Sci. USA90, 2399.
Guarini, L., et al. 1992. Cell. Mol. Biol. 38, 513.
Legal Information
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
Disclaimer
Toxicity: Irritant (B)
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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Charlotte Kötting et al.
Cancers, 13(6) (2021-04-04)
Curcumin is known to have immune-modulatory and antitumor effects by interacting with more than 30 different proteins. An important feature of curcumin is the inhibition of nuclear factor kappa of activated B-cells (NF-κB). Here, we evaluate the potential of curcumin