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Merck

O9639

Sigma-Aldrich

Oridonin

≥98% (HPLC), solid

Sinónimos:

7a,20-Epoxy-1a,6b,7,14-tetrahydroxy-Kaur-16-en-15-one, Isodonol

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About This Item

Fórmula empírica (notación de Hill):
C20H28O6
Número de CAS:
Peso molecular:
364.43
Código UNSPSC:
12352200
NACRES:
NA.77

Nivel de calidad

Ensayo

≥98% (HPLC)

Formulario

solid

solubilidad

DMSO: >20 mg/mL
H2O: insoluble

temp. de almacenamiento

2-8°C

cadena SMILES

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

Clave InChI

SDHTXBWLVGWJFT-XKCURVIJSA-N

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Acciones bioquímicas o fisiológicas

Oridonin has potent anti-tumor activity. Oridonin targets AE (AML1-ETO) oncoprotein. Exposure to oridonin induces apoptosis in AE-bearing leukemic cells through the activation of intrinsic apoptotic pathway and triggering a caspase-3-mediated degradation of AE at D188. The compound also prolonged the lifespan of C57 mice bearing truncated AE-expressing leukemic cells without side effects like suppression of bone marrow or reduction of body weight of animals, and exerted synergic effects while combined with cytosine arabinoside. Additionally, oridonin inhibited tumor growth in nude mice inoculated with t(8;21)-harboring Kasumi-1 cells.
Oridonin has potent anti-tumor activity; targets AE oncoprotein.

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

dust mask type N95 (US), Eyeshields, Gloves


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Hiu-Yee Kwan et al.
Journal of gastroenterology, 48(2), 182-192 (2012-06-23)
Fatty acid synthase (FAS) inhibitors could be a therapeutic target in cancer treatment. However, only a few FAS inhibitors showing clinical potential have been reported. Oridonin is a diterpenoid isolated from Rabdosia rubescens. Although it has antiproliferative activity in cancers
Linghe Zang et al.
International immunopharmacology, 15(2), 414-423 (2013-01-29)
We reported previously that phagocytosis of apoptotic cells by U937 cells was enhanced by the treatment with oridonin that showed high activity to induce the generation of reactive oxygen species (ROS) in many cells. ROS, important signaling molecules, are involved
Yang Yu et al.
Biological & pharmaceutical bulletin, 35(12), 2148-2159 (2012-12-05)
Oridonin, a diterpenoid compound extracted and purified from Rabdosia rubescen, has been reported to induce tumor cell apoptosis through tyrosine kinase pathway. To further examine the mechanism of oridonin, we selected human epidermoid carcinoma A431 cell as a test object.
Ying Liu et al.
Biological & pharmaceutical bulletin, 35(7), 1150-1158 (2012-07-14)
The aim of this study was to elucidate the molecular mechanisms mediating hepatocyte growth factor (HGF)-induced protection against oridonin-induced apoptosis in A549 cells. Oridonin induced decrease in Bcl-2/Bax ratio and activation of caspase-3, while these processes were reversed by HGF
Chunyong Ding et al.
Journal of medicinal chemistry, 56(12), 5048-5058 (2013-06-12)
Oridonin (1), a complex ent-kaurane diterpenoid isolated from the traditional Chinese herb Isodon rubescens , has demonstrated great potential in the treatment of various human cancers due to its unique and safe anticancer pharmacological profile. Nevertheless, the clinical development of

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