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MedKoo Cat#: 581101 | Name: Shionone
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Description:

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

Shionone is an effective inhibitor of human neutrophil elastase which may be used as a treatment for inflammatory lung diseases including H1N1 and SARS virus infections. Shionone is a tetracyclic triterpenoid is the major triterpenoid component of Aster tataricus possessing a unique all six-membered tetracyclic skeleton and 3-oxo-4-monomethyl structure. is perhydrochrysene which is substituted by methyl groups at positions 1, 4bβ, 6aα, 8β, 10aβ and 12a positions, by a 4-methylpent-3-enyl group at the 8α position, and with an oxo group at position 2.

Chemical Structure

Shionone
Shionone
CAS#10376-48-4

Theoretical Analysis

MedKoo Cat#: 581101

Name: Shionone

CAS#: 10376-48-4

Chemical Formula: C30H50O

Exact Mass: 426.3862

Molecular Weight: 426.73

Elemental Analysis: C, 84.44; H, 11.81; O, 3.75

Price and Availability

Size Price Availability Quantity
1mg USD 250.00 2 weeks
5mg USD 400.00 2 weeks
10mg USD 600.00 2 Weeks
20mg USD 850.00 2 Weeks
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Related CAS #
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Synonym
Shionone; UNII-BT0AMD31UB;
IUPAC/Chemical Name
(1R,4aS,4bS,6aS,8R,10aR,10bS,12aS)-1,4b,6a,8,10a,12a-hexamethyl-8-(4-methylpent-3-en-1-yl)hexadecahydrochrysen-2(1H)-one
InChi Key
HXPXUNQUXCHJLL-LZQQOHPBSA-N
InChi Code
InChI=1S/C30H50O/c1-21(2)10-9-14-26(4)16-19-30(8)25-13-15-28(6)22(3)23(31)11-12-24(28)29(25,7)18-17-27(30,5)20-26/h10,22,24-25H,9,11-20H2,1-8H3/t22-,24+,25-,26+,27-,28+,29-,30+/m0/s1
SMILES Code
C[C@H]1C(CC[C@@H]2[C@@]1(CC[C@H]3[C@]2(CC[C@]4(C[C@](CC/C=C(C)/C)(CC[C@]34C)C)C)C)C)=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 ethanol
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:
Shionone has anti-tussive and anti-inflammatory activities.
In vitro activity:
The results of this study demonstrate that shionone can alleviate sepsis-induced AKI by promoting M2 macrophage polarization through regulating the ECM1/STAT5 pathway. In an in vitro sepsis model, shionone may reduce inflammatory factor levels through the promotion of M2 macrophages by GM-CSF/STAT5/Arg1 pathway to alleviate sepsis induced inflammation in vitro. Reference: Front Med (Lausanne). 2022 Jan 24;8:796743. https://pubmed.ncbi.nlm.nih.gov/35141243/
In vivo activity:
Shionone has potential as a therapeutic agent against S. pneumoniae infections. In a mouse pneumonia model, shionone exhibited a protective effect against Streptococcus pneumoniae (S. pneumoniae). Shionone alleviated lung histopathologic injury and reduced bacterial colonization in the lungs. Reference: Molecules. 2022 Sep 23;27(19):6258. https://pubmed.ncbi.nlm.nih.gov/36234795/
Solvent mg/mL mM comments
Solubility
Ethanol 2.0 4.69
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 426.73 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. Zhang B, Xue Y, Zhao J, Jiang H, Zhu J, Yin H, Qiu Y, Hu A, Xu L, Song Y, Wang X. Shionone Attenuates Sepsis-Induced Acute Kidney Injury by Regulating Macrophage Polarization via the ECM1/STAT5 Pathway. Front Med (Lausanne). 2022 Jan 24;8:796743. doi: 10.3389/fmed.2021.796743. PMID: 35141243; PMCID: PMC8818860. 2. Xu N, Hu J, Han K, Ou Y, Ji T, Xing J. Shionone suppresses the growth, migration and invasion of human breast cancer cells via induction of apoptosis and inhibition of MEK/ERK and STAT3 signalling pathways. J BUON. 2020 Jul-Aug;25(4):1821-1826. PMID: 33099919. 3. Xu YB, Sun Y, Xiao LY, Zhu GQ, Song X, Hu JG, Qi Q. [Effect of Shionone on Neuron Apoptosis After Spinal Cord Injury in Mice]. Zhongguo Yi Xue Ke Xue Yuan Xue Bao. 2023 Oct;45(5):703-712. Chinese. doi: 10.3881/j.issn.1000-503X.15586. PMID: 37674468. 4. Du R, Wang T, Lv H, Zou Y, Hou X, Hou N, Zhang P, Li H, Chi G. Shionone-Targeted Pneumolysin to Ameliorate Acute Lung Injury Induced by Streptococcus pneumoniae In Vivo and In Vitro. Molecules. 2022 Sep 23;27(19):6258. doi: 10.3390/molecules27196258. PMID: 36234795; PMCID: PMC9573397.
In vitro protocol:
1. Zhang B, Xue Y, Zhao J, Jiang H, Zhu J, Yin H, Qiu Y, Hu A, Xu L, Song Y, Wang X. Shionone Attenuates Sepsis-Induced Acute Kidney Injury by Regulating Macrophage Polarization via the ECM1/STAT5 Pathway. Front Med (Lausanne). 2022 Jan 24;8:796743. doi: 10.3389/fmed.2021.796743. PMID: 35141243; PMCID: PMC8818860. 2. Xu N, Hu J, Han K, Ou Y, Ji T, Xing J. Shionone suppresses the growth, migration and invasion of human breast cancer cells via induction of apoptosis and inhibition of MEK/ERK and STAT3 signalling pathways. J BUON. 2020 Jul-Aug;25(4):1821-1826. PMID: 33099919.
In vivo protocol:
1. Xu YB, Sun Y, Xiao LY, Zhu GQ, Song X, Hu JG, Qi Q. [Effect of Shionone on Neuron Apoptosis After Spinal Cord Injury in Mice]. Zhongguo Yi Xue Ke Xue Yuan Xue Bao. 2023 Oct;45(5):703-712. Chinese. doi: 10.3881/j.issn.1000-503X.15586. PMID: 37674468. 2. Du R, Wang T, Lv H, Zou Y, Hou X, Hou N, Zhang P, Li H, Chi G. Shionone-Targeted Pneumolysin to Ameliorate Acute Lung Injury Induced by Streptococcus pneumoniae In Vivo and In Vitro. Molecules. 2022 Sep 23;27(19):6258. doi: 10.3390/molecules27196258. PMID: 36234795; PMCID: PMC9573397.
1: Xiao T, Zhao H, Wang Y, Chen M, Wang C, Qiao C. Shionone Inhibits Glomerular Fibirosis by Suppressing NLRP3 Related Inflammasome though SESN2-NRF2/ HO-1 Pathway. Diabetes Metab J. 2024 Aug 28. doi: 10.4093/dmj.2024.0024. Epub ahead of print. PMID: 39192821. 2: Zhou X, Luo X. Shionone relieves oxygen-glucose deprivation/reoxygenation induced SH-SY5Y cells injury by inhibiting the p38 MAPK/NF-κB pathway. J Cardiothorac Surg. 2024 Jul 12;19(1):435. doi: 10.1186/s13019-024-02938-x. PMID: 38997740; PMCID: PMC11241947. 3: Wang G, Xie W, Deng L, Huang X, Sun M, Liu W, Tang S. Nrf2 mediates the effects of shionone on silica-induced pulmonary fibrosis. Chin Med. 2024 Jun 19;19(1):88. doi: 10.1186/s13020-024-00947-5. PMID: 38898509; PMCID: PMC11188511. 4: Xu Y, Cao S, Wang SF, Ma W, Gou XJ. Zhisou powder suppresses airway inflammation in LPS and CS-induced post-infectious cough model mice via TRPA1/TRPV1 channels. J Ethnopharmacol. 2024 Apr 24;324:117741. doi: 10.1016/j.jep.2024.117741. Epub 2024 Jan 13. PMID: 38224794. 5: Jaiswal V, Lee HJ. Pharmacological Properties of Shionone: Potential Anti- Inflammatory Phytochemical against Different Diseases. Molecules. 2023 Dec 28;29(1):189. doi: 10.3390/molecules29010189. PMID: 38202771; PMCID: PMC10780092. 6: Xu YB, Sun Y, Xiao LY, Zhu GQ, Song X, Hu JG, Qi Q. [Effect of Shionone on Neuron Apoptosis After Spinal Cord Injury in Mice]. Zhongguo Yi Xue Ke Xue Yuan Xue Bao. 2023 Oct;45(5):703-712. Chinese. doi: 10.3881/j.issn.1000-503X.15586. PMID: 37674468. 7: Li QH, Shan XX, Ye WD, Yin XY, Yuan YM, Fang XM. [Research progress of Shegan Mahuang Decoction and predictive analysis on its Q-markers]. Zhongguo Zhong Yao Za Zhi. 2023 Apr;48(8):2068-2076. Chinese. doi: 10.19540/j.cnki.cjcmm.20230302.201. PMID: 37282895. 8: Du R, Wang T, Lv H, Zou Y, Hou X, Hou N, Zhang P, Li H, Chi G. Shionone- Targeted Pneumolysin to Ameliorate Acute Lung Injury Induced by Streptococcus pneumoniae In Vivo and In Vitro. Molecules. 2022 Sep 23;27(19):6258. doi: 10.3390/molecules27196258. PMID: 36234795; PMCID: PMC9573397. 9: Song Y, Wu Q, Jiang H, Hu A, Xu L, Tan C, Zhang B, Yu R, Qiu Y, Wang X, Yang W. The Effect of Shionone on Sepsis-Induced Acute Lung Injury by the ECM1/STAT5/NF-κB Pathway. Front Pharmacol. 2022 Jan 26;12:764247. doi: 10.3389/fphar.2021.764247. PMID: 35153740; PMCID: PMC8826228. 10: Zhang B, Xue Y, Zhao J, Jiang H, Zhu J, Yin H, Qiu Y, Hu A, Xu L, Song Y, Wang X. Shionone Attenuates Sepsis-Induced Acute Kidney Injury by Regulating Macrophage Polarization via the ECM1/STAT5 Pathway. Front Med (Lausanne). 2022 Jan 24;8:796743. doi: 10.3389/fmed.2021.796743. PMID: 35141243; PMCID: PMC8818860. 11: Wang H, Hou Y, Ma X, Cui L, Bao Y, Xie Y, Li S, Meng X, Li J, Bai G. Multi- omics analysis reveals the mechanisms of action and therapeutic regimens of traditional Chinese medicine, Bufei Jianpi granules: Implication for COPD drug discovery. Phytomedicine. 2022 Apr;98:153963. doi: 10.1016/j.phymed.2022.153963. Epub 2022 Jan 29. PMID: 35121390. 12: Li X, Xiang L, Lin Y, Tang Q, Meng F, Chen W. Computational Analysis Illustrates the Mechanism of Qingfei Paidu Decoction in Blocking the Transition of COVID-19 Patients from Mild to Severe Stage. Curr Gene Ther. 2022;22(3):277-289. doi: 10.2174/1566523221666210907162005. PMID: 34493195. 13: Yang D, Wang S, Huang X, Ma W, Xue Z, Zhao L, Ouyang H, He J. Pharmacokinetic comparison of 15 active compositions in rat plasma after oral administration of raw and honey-processed Aster tataricus extracts. J Sep Sci. 2021 Feb;44(4):908-921. doi: 10.1002/jssc.202001020. Epub 2020 Dec 21. PMID: 33289282. 14: Wang X, Yin H, Fan L, Zhou Y, Tang X, Fei X, Tang H, Peng J, Zhang J, Xue Y, Luo J, Jin Q, Jin Q. Shionone alleviates NLRP3 inflammasome mediated pyroptosis in interstitial cystitis injury. Int Immunopharmacol. 2021 Jan;90:107132. doi: 10.1016/j.intimp.2020.107132. Epub 2020 Nov 19. PMID: 33223465. 15: Xu N, Hu J, Han K, Ou Y, Ji T, Xing J. Shionone suppresses the growth, migration and invasion of human breast cancer cells via induction of apoptosis and inhibition of MEK/ERK and STAT3 signalling pathways. J BUON. 2020 Jul- Aug;25(4):1821-1826. PMID: 33099919. 16: Ma W, Yao G, Huang X, Jia Q, Shen J, Chang Y, Ouyang H, He J. Comparison of the active components of Aster tataricus from different regions and related processed products by ultra-high performance liquid chromatography with tandem mass spectrometry. J Sep Sci. 2020 Mar;43(5):865-876. doi: 10.1002/jssc.201900814. Epub 2020 Jan 7. PMID: 31909569. 17: Jin J, Moore MK, Wilson WK, Matsuda SPT. Astertarone A Synthase from Chinese Cabbage Does Not Produce the C4-Epimer: Mechanistic Insights. Org Lett. 2018 Apr 6;20(7):1802-1805. doi: 10.1021/acs.orglett.8b00302. Epub 2018 Mar 20. PMID: 29557662. 18: Yang H, Shi H, Zhang Q, Liu Y, Wan C, Zhang L. Simultaneous Determination of Five Components in Aster tataricus by Ultra Performance Liquid Chromatography- Tandem Mass Spectrometry. J Chromatogr Sci. 2016 Apr;54(4):500-6. doi: 10.1093/chromsci/bmv171. Epub 2015 Nov 29. PMID: 26620425; PMCID: PMC4885380. 19: Yin DF, Zhou K, Liu JT, Hu L, Liu Y, Deng J, Wang SP, Xiong Y, Zhong W. Development and validation of an LC/MS/MS method for simultaneous determination of shionone and epi-friedelinol in rat plasma for pharmacokinetic study after oral administration of Aster tataricus extract. Biomed Chromatogr. 2016 Jul;30(7):1112-1117. doi: 10.1002/bmc.3658. Epub 2015 Dec 20. PMID: 26581126. 20: Yu P, Cheng S, Xiang J, Yu B, Zhang M, Zhang C, Xu X. Expectorant, antitussive, anti-inflammatory activities and compositional analysis of Aster tataricus. J Ethnopharmacol. 2015 Apr 22;164:328-33. doi: 10.1016/j.jep.2015.02.036. Epub 2015 Feb 19. PMID: 25701752.