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O9639

Sigma-Aldrich

Oridonin

≥98% (HPLC), solid

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill) :
C20H28O6
Numéro CAS:
28957-04-2
Poids moléculaire :
364.43
Code UNSPSC :
12352200
Nomenclature NACRES :
NA.77

Niveau de qualité

100

Essai

≥98% (HPLC)

Forme

solid

Solubilité

DMSO: >20 mg/mL
H2O: insoluble

Température de stockage

2-8°C

Chaîne 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

Clé InChI

SDHTXBWLVGWJFT-XKCURVIJSA-N

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Actions biochimiques/physiologiques

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.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

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Certificats d'analyse (COA)

Lot/Batch Number
054M4735V
042M4717V
108K47211
108K4721

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Sigma-Aldrich

D2650

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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
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
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
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
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