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MedKoo Cat#: 558140 | Name: Oridonin
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Oridonin is an ent-kaurene diterpenoid extracted from the traditional Chinese herb Rabdosia rubescens. Oridonin has multiple biological and pharmaceutical functions and has been used clinically for many years.

Chemical Structure

Oridonin
Oridonin
CAS#28957-04-2

Theoretical Analysis

MedKoo Cat#: 558140

Name: Oridonin

CAS#: 28957-04-2

Chemical Formula: C20H28O6

Exact Mass: 364.1886

Molecular Weight: 364.44

Elemental Analysis: C, 65.92; H, 7.74; O, 26.34

Price and Availability

Size Price Availability Quantity
10mg USD 250.00 2 Weeks
50mg USD 550.00 2 Weeks
100mg USD 900.00 2 Weeks
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Related CAS #
No Data
Synonym
Isodonol; NSC 250682; Oridonine;
IUPAC/Chemical Name
Kaur-16-en-15-one, 7,20-epoxy-1,6,7,14-tetrahydroxy-, (1alpha,6beta,7alpha,14R)-
InChi Key
SDHTXBWLVGWJFT-BAFGBBEMSA-N
InChi Code
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
SMILES Code
C=C([C@H](CC1)[C@H]2O)C([C@@]32[C@]4(O)[C@@H](O)[C@]5([H])C(C)(C)CC[C@H](O)[C@@]5(CO4)[C@@]31[H])=O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Product Data
Product Data
Instruction
View handling instruction
Biological target:
Oridonin (NSC-250682) acts as an inhibitor of AKT, with IC50s of 8.4 and 8.9 μM for AKT1 and AKT2.
In vitro activity:
Oridonin effectively inhibited the proliferation of a wide variety of cancer cells including those from prostate (LNCaP, DU145, PC3), breast (MCF-7, MDA-MB231), non-small cell lung (NSCL) (NCI-H520, NCI-H460, NCI-H1299) cancers, acute promyelocytic leukemia (NB4), and glioblastoma multiforme (U118, U138) with ED50s ranging from 1.8 to 7.5 micro g/ml. TUNEL assay and cell cycle analysis showed that oridonin induced apoptosis and G0/G1 cell cycle arrest in LNCaP prostate cancer cells. Taken together, oridonin inhibited the proliferation of cancer cells via apoptosis and cell cycle arrest with p53 playing a central role in several cancer types which express the wild-type p53 gene. Reference: Int J Oncol. 2003 Oct;23(4):1187-93. https://pubmed.ncbi.nlm.nih.gov/12964003/
In vivo activity:
This study found that oridonin (Ori) rescued synaptic loss induced by Aβ1-42 in vivo and in vitro and attenuated the alterations in dendritic structure and spine density observed in the hippocampus of AD mice. In addition, Ori increased the expression of PSD-95 and synaptophysin and promoted mitochondrial activity in the synaptosomes of AD mice. Ori also activated the BDNF/TrkB/CREB signaling pathway in the hippocampus of AD mice. Furthermore, in the Morris water maze test, Ori reduced latency and searching distance and increased the number of platform crosses in AD mice. Reference: PLoS One. 2016 Mar 14;11(3):e0151397. https://pubmed.ncbi.nlm.nih.gov/26974541/
Solvent mg/mL mM
Solubility
DMF 30.0 82.32
DMSO 54.8 150.46
DMSO:PBS (pH 7.2) (1:9) 0.1 0.27
Ethanol 27.0 74.09
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 364.44 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
1. Jin X, Xu J, Yang F, Chen J, Luo F, Xu B, Xu J. Oridonin Attenuates Thioacetamide-Induced Osteoclastogenesis Through MAPK/NF-κB Pathway and Thioacetamide-Inhibited Osteoblastogenesis Through BMP-2/RUNX2 Pathway. Calcif Tissue Int. 2023 Apr 9. doi: 10.1007/s00223-023-01080-5. Epub ahead of print. PMID: 37032340. 2. Ikezoe T, Chen SS, Tong XJ, Heber D, Taguchi H, Koeffler HP. Oridonin induces growth inhibition and apoptosis of a variety of human cancer cells. Int J Oncol. 2003 Oct;23(4):1187-93. PMID: 12964003. 3. He H, Jiang H, Chen Y, Ye J, Wang A, Wang C, Liu Q, Liang G, Deng X, Jiang W, Zhou R. Oridonin is a covalent NLRP3 inhibitor with strong anti-inflammasome activity. Nat Commun. 2018 Jun 29;9(1):2550. doi: 10.1038/s41467-018-04947-6. PMID: 29959312; PMCID: PMC6026158. 4. Wang S, Yu L, Yang H, Li C, Hui Z, Xu Y, Zhu X. Oridonin Attenuates Synaptic Loss and Cognitive Deficits in an Aβ1-42-Induced Mouse Model of Alzheimer's Disease. PLoS One. 2016 Mar 14;11(3):e0151397. doi: 10.1371/journal.pone.0151397. PMID: 26974541; PMCID: PMC4790895.
In vitro protocol:
1. Jin X, Xu J, Yang F, Chen J, Luo F, Xu B, Xu J. Oridonin Attenuates Thioacetamide-Induced Osteoclastogenesis Through MAPK/NF-κB Pathway and Thioacetamide-Inhibited Osteoblastogenesis Through BMP-2/RUNX2 Pathway. Calcif Tissue Int. 2023 Apr 9. doi: 10.1007/s00223-023-01080-5. Epub ahead of print. PMID: 37032340. 2. Ikezoe T, Chen SS, Tong XJ, Heber D, Taguchi H, Koeffler HP. Oridonin induces growth inhibition and apoptosis of a variety of human cancer cells. Int J Oncol. 2003 Oct;23(4):1187-93. PMID: 12964003.
In vivo protocol:
1. He H, Jiang H, Chen Y, Ye J, Wang A, Wang C, Liu Q, Liang G, Deng X, Jiang W, Zhou R. Oridonin is a covalent NLRP3 inhibitor with strong anti-inflammasome activity. Nat Commun. 2018 Jun 29;9(1):2550. doi: 10.1038/s41467-018-04947-6. PMID: 29959312; PMCID: PMC6026158. 2. Wang S, Yu L, Yang H, Li C, Hui Z, Xu Y, Zhu X. Oridonin Attenuates Synaptic Loss and Cognitive Deficits in an Aβ1-42-Induced Mouse Model of Alzheimer's Disease. PLoS One. 2016 Mar 14;11(3):e0151397. doi: 10.1371/journal.pone.0151397. PMID: 26974541; PMCID: PMC4790895.
1: Xu B, Shen W, Liu X, Zhang T, Ren J, Fan Y, Xu J. Oridonin inhibits BxPC-3 cell growth through cell apoptosis. Acta Biochim Biophys Sin (Shanghai). 2015 Mar;47(3):164-73. doi: 10.1093/abbs/gmu134. Epub 2015 Feb 3. PubMed PMID: 25651847. 2: Cao Y, Wei W, Zhang N, Yu Q, Xu WB, Yu WJ, Chen GQ, Wu YL, Yan H. Oridonin stabilizes retinoic acid receptor alpha through ROS-activated NF-κB signaling. BMC Cancer. 2015 Apr 10;15:248. doi: 10.1186/s12885-015-1219-8. PubMed PMID: 25886043; PubMed Central PMCID: PMC4403721. 3: Bohanon FJ, Wang X, Ding C, Ding Y, Radhakrishnan GL, Rastellini C, Zhou J, Radhakrishnan RS. Oridonin inhibits hepatic stellate cell proliferation and fibrogenesis. J Surg Res. 2014 Jul;190(1):55-63. doi: 10.1016/j.jss.2014.03.036. Epub 2014 Mar 20. PubMed PMID: 24742622; PubMed Central PMCID: PMC4225779. 4: Li Y, Wang Y, Wang S, Gao Y, Zhang X, Lu C. Oridonin phosphate-induced autophagy effectively enhances cell apoptosis of human breast cancer cells. Med Oncol. 2015 Jan;32(1):365. doi: 10.1007/s12032-014-0365-1. Epub 2014 Dec 10. PubMed PMID: 25491140. 5: Gu Z, Wang X, Qi R, Wei L, Huo Y, Ma Y, Shi L, Chang Y, Li G, Zhou L. Oridonin induces apoptosis in uveal melanoma cells by upregulation of Bim and downregulation of Fatty Acid Synthase. Biochem Biophys Res Commun. 2015 Feb 6;457(2):187-93. doi: 10.1016/j.bbrc.2014.12.086. Epub 2014 Dec 27. PubMed PMID: 25545058. 6: Li X, Yang Z. Interaction of oridonin with human serum albumin by isothermal titration calorimetry and spectroscopic techniques. Chem Biol Interact. 2015 May 5;232:77-84. doi: 10.1016/j.cbi.2015.03.012. Epub 2015 Mar 24. PubMed PMID: 25816984. 7: Wang YY, Lv YF, Lu L, Cai L. Oridonin inhibits mTOR signaling and the growth of lung cancer tumors. Anticancer Drugs. 2014 Nov;25(10):1192-200. doi: 10.1097/CAD.0000000000000154. PubMed PMID: 25075795. 8: Guo Y, Shan QQ, Gong YP, Lin J, Yang X. [Anti-leukemia effect of oridonin on T-cell acute lymphoblastic leukemia]. Sichuan Da Xue Xue Bao Yi Xue Ban. 2014 Nov;45(6):903-7. Chinese. PubMed PMID: 25571712. 9: Yang J, Jiang H, Wang C, Yang B, Zhao L, Hu D, Qiu G, Dong X, Xiao B. Oridonin triggers apoptosis in colorectal carcinoma cells and suppression of microRNA-32 expression augments oridonin-mediated apoptotic effects. Biomed Pharmacother. 2015 May;72:125-34. doi: 10.1016/j.biopha.2015.04.016. Epub 2015 Apr 27. PubMed PMID: 26054686. 10: Bao R, Shu Y, Wu X, Weng H, Ding Q, Cao Y, Li M, Mu J, Wu W, Ding Q, Tan Z, Liu T, Jiang L, Hu Y, Gu J, Liu Y. Oridonin induces apoptosis and cell cycle arrest of gallbladder cancer cells via the mitochondrial pathway. BMC Cancer. 2014 Mar 21;14:217. doi: 10.1186/1471-2407-14-217. PubMed PMID: 24655726; PubMed Central PMCID: PMC3994450. 11: Kuo LM, Kuo CY, Lin CY, Hung MF, Shen JJ, Hwang TL. Intracellular glutathione depletion by oridonin leads to apoptosis in hepatic stellate cells. Molecules. 2014 Mar 18;19(3):3327-44. doi: 10.3390/molecules19033327. PubMed PMID: 24647034. 12: Dong Y, Zhang T, Li J, Deng H, Song Y, Zhai D, Peng Y, Lu X, Liu M, Zhao Y, Yi Z. Oridonin inhibits tumor growth and metastasis through anti-angiogenesis by blocking the Notch signaling. PLoS One. 2014 Dec 8;9(12):e113830. doi: 10.1371/journal.pone.0113830. eCollection 2014. PubMed PMID: 25485753; PubMed Central PMCID: PMC4259472. 13: Wang S, Zhang Y, Saas P, Wang H, Xu Y, Chen K, Zhong J, Yuan Y, Wang Y, Sun Y. Oridonin's therapeutic effect: suppressing Th1/Th17 simultaneously in a mouse model of Crohn's disease. J Gastroenterol Hepatol. 2015 Mar;30(3):504-12. doi: 10.1111/jgh.12710. PubMed PMID: 25211373. 14: Bu HQ, Liu DL, Wei WT, Chen L, Huang H, Li Y, Cui JH. Oridonin induces apoptosis in SW1990 pancreatic cancer cells via p53- and caspase-dependent induction of p38 MAPK. Oncol Rep. 2014 Feb;31(2):975-82. doi: 10.3892/or.2013.2888. Epub 2013 Dec 2. PubMed PMID: 24297112. 15: Gao S, Tan H, Zhu N, Gao H, Lv C, Gang J, Ji Y. Oridonin induces apoptosis through the mitochondrial pathway in human gastric cancer SGC-7901 cells. Int J Oncol. 2016 Jun;48(6):2453-60. doi: 10.3892/ijo.2016.3479. Epub 2016 Apr 7. PubMed PMID: 27082253. 16: Zhang YW, Bao MH, Hu L, Qu Q, Zhou HH. Dose-response of oridonin on hepatic cytochromes P450 mRNA expression and activities in mice. J Ethnopharmacol. 2014 Aug 8;155(1):714-20. doi: 10.1016/j.jep.2014.06.009. Epub 2014 Jun 13. PubMed PMID: 24933226. 17: Shang CH, Zhang QQ, Zhou JH. Oridonin Inhibits Cell Proliferation and Induces Apoptosis in Rheumatoid Arthritis Fibroblast-Like Synoviocytes. Inflammation. 2016 Apr;39(2):873-80. doi: 10.1007/s10753-016-0318-2. PubMed PMID: 26923246. 18: Wang J, Li F, Ding J, Tian G, Jiang M, Gao Z, Tuyghun E. Investigation of the anti asthmatic activity of Oridonin on a mouse model of asthma. Mol Med Rep. 2016 Sep;14(3):2000-6. doi: 10.3892/mmr.2016.5485. Epub 2016 Jul 8. PubMed PMID: 27431862; PubMed Central PMCID: PMC4991768. 19: Chen RY, Xu B, Chen SF, Chen SS, Zhang T, Ren J, Xu J. Effect of oridonin-mediated hallmark changes on inflammatory pathways in human pancreatic cancer (BxPC-3) cells. World J Gastroenterol. 2014 Oct 28;20(40):14895-903. doi: 10.3748/wjg.v20.i40.14895. PubMed PMID: 25356049; PubMed Central PMCID: PMC4209552. 20: Liu JB, Yue JY. Preliminary study on the mechanism of oridonin-induced apoptosis in human squamous cell oesophageal carcinoma cell line EC9706. J Int Med Res. 2014 Aug;42(4):984-92. doi: 10.1177/0300060513507389. Epub 2014 May 29. PubMed PMID: 24874012.

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