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Merck
CN

O9639

Sigma-Aldrich

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

Quality Level

100

Assay

≥98% (HPLC)

form

solid

solubility

DMSO: >20 mg/mL
H2O: insoluble

storage temp.

2-8°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

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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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

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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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
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
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
Yang Yu et al.
Free radical research, 46(11), 1393-1405 (2012-08-14)
Oridonin, a diterpenoid compound, extracted and purified from Rabdosia rubescen has been reported to have cytotoxic effect on tumour cells through apoptosis, and tyrosine kinase pathways are involved in these processes. A specific epidermal growth factor receptor (EGFR) inhibitor AG1478
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.
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