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Merck

496915

Oridonin, R. rubescens

A cell-permeable diterpenoid compound that possesses anti NF-κB activity and displays antiproliferative and antiangiogenic properties.

Synonym(s):

Oridonin, R. rubescens

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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
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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
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.

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)

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