Determine the necessary mass, volume, or concentration for preparing a solution.
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Moligand™, ≥97%(HPLC) Moligand™ for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at 2-8°C,Argon charged Ships Wet ice Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 36 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
Product Description
Simvastatin is a prodrug. Simvastatin is a semisynthetic derivative/analog of lovastatin. Simvastatin is insoluble in water but is soluble in polar organic solvents.
Product Application
Simvastatin has been used:
• as an inhibitor of HMG CoA reductase (HMGCR)
• to study its effects on epithelial to mesenchymal transition (EMT) and the prognosis of patients with lung adenocarcinoma
• in in vivo studies to test its effect on brain tumor−initiating cells (BTIC) viability and cell proliferation
• to study the role of adenosine triphosphate (ATP)-binding cassette transporter A7 in phagocytosis of Jurkat cells
• to study the effect on endothelial dysfunction and inflammation in mice
| ALogP | 4.7 |
|---|
| Canonical Smiles | CCC(C)(C)C(=O)OC1CC(C=C2C1C(C(C=C2)C)CCC3CC(CC(=O)O3)O)C |
|---|---|
| IUPAC Name | [(1S,3R,7S,8S,8aR)-8-[2-[(2R,4R)-4-hydroxy-6-oxooxan-2-yl]ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl] 2,2-dimethylbutanoate |
| InChIKey | RYMZZMVNJRMUDD-HGQWONQESA-N |
| INCHI | 1S/C25H38O5/c1-6-25(4,5)24(28)30-21-12-15(2)11-17-8-7-16(3)20(23(17)21)10-9-19-13-18(26)14-22(27)29-19/h7-8,11,15-16,18-21,23,26H,6,9-10,12-14H2,1-5H3/t15-,16-,18+,19+,20-,21-,23-/m0/s1 |
| Isomeric SMILES | CCC(C)(C)C(=O)O[C@H]1C[C@H](C=C2[C@H]1[C@H]([C@H](C=C2)C)CC[C@@H]3C[C@H](CC(=O)O3)O)C |
| WGK Germany | 2 |
| RTECS | EK7798000 |
| PubChem CID | 54454 |
| Molecular Weight | 418.57 |
| Reaxy-Rn | 4768037 |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organoheterocyclic compounds |
| Class | Lactones |
| Subclass | Delta valerolactones |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Delta valerolactones |
| Alternative Parents | Fatty acid esters Oxanes Dicarboxylic acids and derivatives Secondary alcohols Carboxylic acid esters Oxacyclic compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds |
| Molecular Framework | Aliphatic heteropolycyclic compounds |
| Substituents | Delta_valerolactone - Fatty acid ester - Delta valerolactone - Fatty acyl - Oxane - Dicarboxylic acid or derivatives - Secondary alcohol - Carboxylic acid ester - Oxacycle - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Alcohol - Aliphatic heteropolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as delta valerolactones. These are cyclic organic compounds containing an oxan-2- one moiety. |
| External Descriptors | statin (semi-synthetic) - fatty acid ester - delta-lactone - carbobicyclic compound |
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Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
| Certificate of Analysis | Apr 11, 2026 | S129538 | |
| Certificate of Analysis | Apr 11, 2026 | S129538 | |
| Certificate of Analysis | Apr 11, 2026 | S129538 | |
| Certificate of Analysis | Apr 11, 2026 | S129538 | |
| Certificate of Analysis | Oct 13, 2025 | S129538 | |
| Certificate of Analysis | Sep 09, 2025 | S129538 | |
| Certificate of Analysis | Sep 09, 2025 | S129538 | |
| Certificate of Analysis | Sep 09, 2025 | S129538 | |
| Certificate of Analysis | Sep 09, 2025 | S129538 | |
| Certificate of Analysis | Aug 11, 2025 | S129538 | |
| Certificate of Analysis | Sep 12, 2024 | S129538 | |
| Certificate of Analysis | Sep 12, 2024 | S129538 | |
| Certificate of Analysis | Sep 12, 2024 | S129538 | |
| Certificate of Analysis | Sep 12, 2024 | S129538 | |
| Certificate of Analysis | Sep 12, 2024 | S129538 | |
| Certificate of Analysis | Sep 12, 2024 | S129538 | |
| Certificate of Analysis | Sep 12, 2024 | S129538 | |
| Certificate of Analysis | Sep 12, 2024 | S129538 | |
| Certificate of Analysis | Sep 12, 2024 | S129538 | |
| Certificate of Analysis | Sep 12, 2024 | S129538 | |
| Certificate of Analysis | Nov 17, 2023 | S129538 | |
| Certificate of Analysis | Nov 17, 2023 | S129538 | |
| Certificate of Analysis | Sep 19, 2023 | S129538 | |
| Certificate of Analysis | Sep 19, 2023 | S129538 | |
| Certificate of Analysis | Sep 19, 2023 | S129538 | |
| Certificate of Analysis | Sep 20, 2022 | S129538 | |
| Certificate of Analysis | Aug 25, 2021 | S129538 | |
| Certificate of Analysis | Aug 25, 2021 | S129538 | |
| Certificate of Analysis | Aug 25, 2021 | S129538 |
| Solubility | Soluble in DMSO (>25 mg/ml), ethanol (>25 mg/ml), water (0.03 mg/l), and methanol. |
|---|---|
| Sensitivity | Moisture & Air sensitive |
| Specific Rotation[α] | 293° (C=1,CH3CN) |
| Melt Point(°C) | 134°C |
| Molecular Weight | 418.600 g/mol |
| XLogP3 | 4.700 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 7 |
| Exact Mass | 418.272 Da |
| Monoisotopic Mass | 418.272 Da |
| Topological Polar Surface Area | 72.800 Ų |
| Heavy Atom Count | 30 |
| Formal Charge | 0 |
| Complexity | 706.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 7 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
| 1. Yulin Mo, Yanjun Yang, Jingqi Zeng, Weikun Ma, Yuxin Guan, Jingxi Guo, Xiaochun Wu, Dingkun Liu, Liang Feng, Xiaobin Jia, Bing Yang. (2023) Enhancing the Biopharmacological Characteristics of Asperosaponin VI: Unveiling Dynamic Self-Assembly Phase Transitions in the Gastrointestinal Environment. International Journal of Nanomedicine, [PMID:38084126] [10.2147/IJN.S436372] |
| 2. Xiaojie Xu, Jiahui Zuo, Huajing Zeng, Yuan Zhao, Zengjie Fan. (2023) Improving Osseointegration Potential of 3D Printed PEEK Implants with Biomimetic Periodontal Ligament Fiber Hydrogel Surface Modifications. ADVANCED FUNCTIONAL MATERIALS, [PMID:] [10.1002/adfm.202308811] |
| 3. Xuejing Yang, Wenyu Cao, Xun Gu, Lijie Zheng, Qiuyue Wang, Yingying Li, Fang Wei, Tao Ma, Lu Zhang, Qingqing Wang. (2023) Simvastatin nanocrystals-based dissolving microneedles for wound healing. INTERNATIONAL JOURNAL OF PHARMACEUTICS, [PMID:37879572] [10.1016/j.ijpharm.2023.123543] |
| 4. Wei Peng, Yufeng Qian, Xuchen Qi. (2023) Efficacy of a novel glioma therapy based on ferroptosis induced by layered double hydroxide loaded with simvastatin. ENVIRONMENTAL RESEARCH, [PMID:37717807] [10.1016/j.envres.2023.117112] |
| 5. Qingxin Shi, Yuqi Lin, Lu Huang, Shuna Jin, Rongzeng Huang, Lijun Zhang, Chengwu Song, Lei Xu, Shiying Zhang. (2023) Elucidating the mechanisms underlying the anti-hyperlipidemic effects of Laportea bulbifera using integrated serum metabolomics and network pharmacology. BIOMEDICAL CHROMATOGRAPHY, 37 (10): (e5707). [PMID:37496197] [10.1002/bmc.5707] |
| 6. Yanbin Zhao, Peng He, Junyan Yao, Mei Li, Bin Wang, Linyuan Han, Zhihai Huang, Chao Guo, Jing Bai, Feng Xue, Yu Cong, Weihua Cai, Paul K. Chu, Chenglin Chu. (2023) pH/NIR-responsive and self-healing coatings with bacteria killing, osteogenesis, and angiogenesis performances on magnesium alloy. BIOMATERIALS, [PMID:37467596] [10.1016/j.biomaterials.2023.122237] |
| 7. Qiao Bian, Chao Guo, Shuquan Cui, Jia Liu, Guohua Xu, Wei Feng. (2023) Accelerating bone regeneration in cranial defects using an injectable organic–inorganic composite hydrogel. Journal of Materials Chemistry B, 11 (16): (3713-3726). [PMID:37066627] [10.1039/D3TB00332A] |
| 8. Shuwen Xu, Zhiyong Wu, Gaofeng Cai, Yue Zhang, Song Peng, Lina Jiao, Zhenguang Liu, Yang Yang, Deyun Wang. (2023) Astragalus polysaccharides combined with simvastatin as an immunostimulant enhances the immune adjuvanticity of oil-in-water emulsion and immune responses in mice. VACCINE, [PMID:36754767] [10.1016/j.vaccine.2023.01.069] |
| 9. Ling-Feng Zhang, Xing-Huan Wang, Cheng-Lu Zhang, Jaiwoo Lee, Bo-Wen Duan, Lei Xing, Ling Li, Yu-Kyoung Oh, Hu-Lin Jiang. (2022) Sequential Nano-Penetrators of Capillarized Liver Sinusoids and Extracellular Matrix Barriers for Liver Fibrosis Therapy. ACS Nano, [PMID:36036898] [10.1021/acsnano.2c03858] |
| 10. Mohammed A. Al-Baadani, Kendrick Hii Ru Yie, Abdullrahman M. Al-Bishari, Bilal A. Alshobi, Zixin Zhou, Kai Fang, Binwei Dai, Yiding Shen, Jianfeng Ma, Jinsong Liu, Xinkun Shen. (2021) Co-electrospinning polycaprolactone/gelatin membrane as a tunable drug delivery system for bone tissue regeneration. MATERIALS & DESIGN, [PMID:] [10.1016/j.matdes.2021.109962] |
| 11. Li-Jun Deng, Yan-Lin Wu, Xian-Hua He, Ke-Nan Xie, Lu Xie, Yi Deng. (2018) Simvastatin delivery on PEEK for bioactivity and osteogenesis enhancements. JOURNAL OF BIOMATERIALS SCIENCE-POLYMER EDITION, [PMID:30307376] [10.1080/09205063.2018.1534668] |
| 12. Jixiang Song, Pengfei Chen, Longsheng Zhang, Junbo Hu, Ruining Yang, Pengfei Sun, Yanqin Huang, Xingfen Liu, Xiaomei Lu, Quli Fan. (2024) A novel near-infrared-II fluorescence probe for serum albumin biosensing and site-binding mechanism study. SENSORS AND ACTUATORS B-CHEMICAL, [PMID:] [10.1016/j.snb.2024.136355] |
| 13. Zishuo Zhou, Yaxue Liu, Pei Xie, Zongning Yin. (2024) A ROS-responsive multifunctional targeted prodrug micelle for atherosclerosis treatment. INTERNATIONAL JOURNAL OF PHARMACEUTICS, [PMID:38901540] [10.1016/j.ijpharm.2024.124352] |
| 14. Yunhui Liao, Feng Chen, Haishan Tang, Wubliker Dessie, Zuodong Qin. (2024) Combination of a Deep Eutectic Solvent and Macroporous Resin for Green Recovery of Iridoids, Chlorogenic Acid, and Flavonoids from Eucommia ulmoides Leaves. MOLECULES, 29 (3): (737). [PMID:38338480] [10.3390/molecules29030737] |
| 15. Lin Fu, Hengxin Ren, Chaoxing Wang, Yaxin Zhao, Bohang Zou, Xiangyu Zhang. (2025) Formation of PEG-PLGA Microspheres for Controlled Release of Simvastatin and Carvacrol: Enhanced Lipid-Lowering Efficacy and Improved Patient Compliance in Hyperlipidemia Therapy. Polymers, 17 (5): (574). [PMID:40076067] [10.3390/polym17050574] |
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| 19. Yingnan Liu, Guofang Zhang, Qi Li, Jiaxin Chen, Wenhe Luo, Xuejin Li, Xiaoman Suo, Su Li, Yaqing Xu, Tinghao Liu, Feng Yuan, Fangfang Liu, Yanqiao Zeng, Yingze Wang, Yang Li. (2024) Nano-assemblies overcome cancer multidrug resistance for effectively synergistic chemo-immuno-oncotherapy. CHEMICAL ENGINEERING JOURNAL, [PMID:] [10.1016/j.cej.2024.151437] |
| 20. Bin Wang, Yanbin Zhao, Yangyang Li, Junyan Yao, Shunjie Wu, Guoping Miu, Chenglin Chu. (2024) NIR-responsive magnesium phosphate cement loaded with simvastatin-nanoparticles with biocompatibility and osteogenesis ability. RSC Advances, 14 (20): (13958-13971). [PMID:38686291] [10.1039/D4RA01079E] |
| 21. Yang Chen, Wenzhe Xu, Hao Jin, Mengsi Zhang, Shuwei Liu, Yi Liu, Hao Zhang. (2024) Nutritional Glutamine-Modified Iron-Delivery System with Enhanced Endocytosis for Ferroptosis Therapy of Pancreatic Tumors. ACS Nano, [PMID:39512234] [10.1021/acsnano.4c08083] |
| 22. Xiaolin Ma, Xuan Zhao, Yulong Yang, Jinjin Yan, Xiaoyan Shi, Hongfei Wu, Yarong Liu, Min Dai. (2025) Paeonol inhibits NETs-mediated foam cell inflammation through the CitH3/NLRP3/caspase-1 signaling pathway in atherosclerosis. INTERNATIONAL IMMUNOPHARMACOLOGY, [PMID:40020464] [10.1016/j.intimp.2025.114340] |
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| 25. Xiqian Tan, Anqi Sun, Shuaibo Gao, Fangchao Cui, Dangfeng Wang, Xuepeng Li, Jianrong Li. (2024) Screen and characteristics of lactic acid bacteria with the ability to modulate energy metabolism and degrade uric acid. Food Bioscience, [PMID:] [10.1016/j.fbio.2024.105723] |
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Our grade selection guide covers purity, stabilizer status, and application suitability for all variants in our catalog.
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