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Merck
CN

O9639

Oridonin

≥98% (HPLC), Apoptosis inducer, solid

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C20H28O6
CAS Number:
28957-04-2
Molecular Weight:
364.43
UNSPSC Code:
12352200
NACRES:
NA.77

Key Documents

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Product Name

Oridonin, ≥98% (HPLC), solid

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

assay

≥98% (HPLC)

form

solid

solubility

DMSO: >20 mg/mL, H2O: insoluble

storage temp.

2-8°C

Quality Level

100

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Biochem/physiol Actions

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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000130732
0000123287
0000106357
0000088123
0000088122

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Eric S J Harris et al.
PloS one, 7(11), e50753-e50753 (2012-12-05)
Oridonin is a diterpenoid with anti-cancer activity that occurs in the Chinese medicinal plant Isodon rubescens and some related species. While the bioactivity of oridonin has been well studied, the extent of natural variation in the production of this compound
Shengpeng Wang et al.
The American journal of Chinese medicine, 41(1), 177-196 (2013-01-23)
Oridonin, a natural tetracycline diterpenoid isolated from Chinese herb Rabdosia rubescens, has been reported to be a potent cytotoxic agent against a wide variety of tumors. However, its effect on highly metastatic breast cancer cells has not been addressed. In
Dandan Zheng et al.
International journal of pharmaceutics, 436(1-2), 379-386 (2012-06-27)
In this study, oridonin-loaded nanoparticles coated with galactosylated chitosan (ORI-GC-NP) were prepared for tumor targeting and their characteristics were evaluated for the morphologies, particle size and zeta potential. Oridonin-loaded nanoparticles (ORI-NP) without galactosylated chitosan were prepared as a control. The
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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