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About This Item
Empirical Formula (Hill Notation):
C20H28O6
CAS Number:
Molecular Weight:
364.43
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.77
Assay:
≥93% (HPLC)
Form:
solid
Quality level:
Storage condition:
OK to freeze, protect from light
Quality Level
description
RTECS - NZ8177000
assay
≥93% (HPLC)
form
solid
manufacturer/tradename
Calbiochem®
storage condition
OK to freeze, protect from light
color
yellow
solubility
DMSO: 10 mg/mL
shipped in
wet ice
storage temp.
−20°C
SMILES string
O1[C@]2([C@]43[C@H]([C@]5([C@H]([C@@H]2O)C(CC[C@@H]5O)(C)C)C1)CC[C@H]([C@H]4O)C(=C)C3=O)O
InChI
1S/C20H28O6/c1-9-10-4-5-11-18-8-26-20(25,19(11,14(9)22)15(10)23)16(24)13(18)17(2,3)7-6-12(18)21/h10-13,15-16,21,23-25H,1,4-8H2,2-3H3/t10-,11-,12-,13+,15+,16-,18+,19-,20+/m0/s1
InChI key
SDHTXBWLVGWJFT-XKCURVIJSA-N
General description
A cell-permeable diterpenoid compound that possesses anti NF-κB activity and displays antiproliferative (ED50 = ~ 2.7 µg/ml in lymphoid malignant cells) and antiangiogenic properties (significantly inhibits network formation of HMEC-1 cells at 2.5 µg/ml). Reported to affect DNA synthesis, induce apoptosis and initiate cell cycle arrest. Shown to efficiently block both TNF-α and LPS-induced NF-κB activity in Jurkat and in RAW264.7 murine macrophages, and inhibit p65 NF-κB transcriptional activity (IC50 = ~ 5 µg/ml in MT-1 cells) by disrupting NF-κB DNA-binding activity without interfering with its nuclear translocation.
A cell-permeable inhibitor of NF-κB activity that displays antiproliferative (ED50 ~ 2.7 µg/ml in lymphoid malignant cells) and antiangiogenic properties (significantly inhibits network formation of HMEC-1 cells at 2.5 µg/ml). Reported to affect DNA synthesis, induce apoptosis, and initiate cell cycle arrest. Shown to efficiently block both TNF-α and LPS-induced NF-κB activity in Jurkat and in RAW264.7 murine macrophages. Also inhibits p65 NF-κB transcriptional activity (IC50 ~5 µg/ml in MT-1 cells) by disrupting NF-κB DNA-binding activity without interfering with its nuclear translocation.
Biochem/physiol Actions
Cell permeable: yes
Primary Target
NF-κB transcriptional activity
NF-κB transcriptional activity
Product does not compete with ATP.
Reversible: no
Target IC50: 5 µg/ml inhibiting p65 NF-κB transcriptional activity in MT-1 cells
Packaging
Packaged under inert gas
Preparation Note
Use only fresh DMSO for reconstitution.
Other Notes
Ikezoe, T., et al. 2005. Mol. Cancer Ther.4, 578.
Meade-Tollin, L.C., et al. 2004. J. Nat. Prod.67, 2.
Meade-Tollin, L.C., et al. 2004. J. Nat. Prod.67, 2.
Legal Information
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
Disclaimer
Toxicity: Standard Handling (A)
Storage Class
11 - Combustible Solids
flash_point_f
Not applicable
flash_point_c
Not applicable
Certificates of Analysis (COA)
Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.
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