Simvastatin (MK 733) - Moligand™, 10mM in DMSO , HMG-CoA reductase inhibitor, CAS No.79902-63-9, HMG-CoA reductase inhibitor

CAS: 79902-63-9 Cat. No.: S407772 Molecular Weight: 418.57 EC Number: 691-267-8 PubChem CID: 54454

GRADE & PURITY Moligand™, 10mM in DMSO

Synonyms

MK-0733 | 2,​2-​dimethyl-butanoic acid-(1S,​3R,​7S,​8S,​8aR)​-​1,​2,​3,​7,​8,​8a-​hexahydro-​3,​7-​dimethyl-​8-​[2-​[(2R,​4R)​-​tetrahydro-​4-​hydroxy-​6-​oxo-​2H-​pyran-​2-​yl]​ethyl]​-​1-​naphthalenyl ester

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

Information

Simvastatin (MK 733) Simvastatin (MK-0733, MK 733) is a competitive inhibitor of HMG-CoA reductase with K i of 0.1-0.2 nM in cell-free assays. Simvastatin induces ferroptosis , mitophagy , autophagy and apoptosis .
In vitro

Prior to use in cell assays, Simvastatin needs to be activated by NaOH in EtOH treatment. Simvastatin inhibits cholesterol synthesis in mouse L-M cell (fibroblast), rat H4II E cell (liver), and human Hep G2 cell (liver) with IC50 of 19.3 nM, 13.3 nM and 15.6 nM, respectively. Simvastatin treatment leads to a dose-dependent increase in serine 473 phosphorylation of Akt within 30 minutes, with maximal phosphorylation occurring at 1.0 µM. Simvastatin (1.0 μM) enhances phosphorylation of the endogenous Akt substrate endothelial nitric oxide synthase (eNOS), inhibits serum-free media undergo apoptosis and accelerates vascular structure formation. Simvastatin displays anti-inflammatory effects in vitro. Simvastatin (10 μM) reduces anti-CD3/anti-CD28 antibody-stimulated proliferation of PB-derived mononuclear cells and synovial fluid cells from rheumatoid arthritis blood, as well as IFN-γ release. Simvastatin (10 μM) suppresses cell-mediated macrophage TNF-γ release induced via cognate interactions by ~30%.

In vivo

Simvastatin orally administration inhibits the conversion of radiolabeled acetate to cholesterol with IC50 of 0.2 mg/kg. Simvastatin (4 mg/day) orally administration for 13 weeks to rabbits fed an atherogenci cholesterol-rich diet, returns the cholesterol-induced increases in total cholesterol, LDL-cholesterol and HDL-cholesterol to normal level. Simvastatin (6 mg/kg) produces an increase in LDL receptor-dependent binding and increases the number of hepatic LDL receptors in rabbits fed a diet containing 0.25% cholesterol. Simvastatin influences inflammation independent of its effect on plasma cholesterol level. In cynomolgus monkeys consumed an atherogenic diet, Simvastatin (20 mg/kg/day) induces a 1.3-fold less macrophage content in lesions, and 2-fold less vascular cell adhesion molecule-1, interleukin-1beta, and tissue factor expression, companied by a 2.1-fold increases in lesional smooth muscle cell and collagen content.
Cell Data

cell lines：

Concentrations：

Incubation Time：

Powder Purity:≥95%

Specifications

Synonyms

MK-0733 | 2, ​2-​dimethyl-butanoic acid-(1S, ​3R, ​7S, ​8S, ​8aR)​-​1, ​2, ​3, ​7, ​8, ​8a-​hexahydro-​3, ​7-​dimethyl-​8-​[2-​[(2R, ​4R)​-​tetrahydro-​4-​hydroxy-​6-​oxo-​2H-​pyran-​2-​yl]​ethyl]​-​1-​naphthalenyl ester

Specifications & Purity

Moligand™, 10mM in DMSO

Biochemical and Physiological Mechanisms

Simvastatin (MK-0733, MK 733) is a competitive inhibitor of HMG-CoA reductase with K_i of 0.1-0.2 nM in cell-free assays. Simvastatin induces ferroptosis, mitophagy, autophagy and apoptosis.

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Action Type

INHIBITOR

Mechanism of action

HMG-CoA reductase inhibitor

Product Properties

• ALogP: 4.7

Names and Identifiers

• 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

Associated Targets(Human)

HMGCR Tclin 3-hydroxy-3-methylglutaryl-coenzyme A reductase (15 Activities)

Discover Target: HMGCR

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

Chemical and Physical Properties

• Solubility: Solubility (25°C) In vitro
• Specific Rotation[α]: 293° (C=1,CH3CN)
• Melt Point(°C): 134°C

References

1. Yuan-yuan Zhai, Qiang Wang, Qi-yao Nong, Mei-yu Gao, Ying Zhang, Qin-wen Xiao, Yuan Tian, Zun-jian Zhang, Feng-guo Xu, Pei Zhang.  (2025)  Pitavastatin overcomes multi-drug resistance in CRC and NSCLC by targeting the NRP1-ZFX axis.  BIOCHEMICAL PHARMACOLOGY,      [PMID:40684995] [10.1016/j.bcp.2025.117183]

2. Fang-Ning Qiu, Qiao-Lei Wang, Ping Li, Qiu-Yi Pu, Hui-Jun Li.  (2025)  Revealing the chemical and pharmacological individualities of two pharmacopoeial Paris species for the purpose of precise medication.  JOURNAL OF ETHNOPHARMACOLOGY,      [PMID:40796021] [10.1016/j.jep.2025.120402]

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. 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]

6. 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]

7. 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]

8. 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]

9. 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]

10. 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]

11. 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]

12. 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]

13. 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]

14. Lifeng Niu, Lina Ding, Chunyun Lu, Feifei Zuo, Ke Yao, Shaobo Xu, Wen Li, Donghua Yang, Xia Xu.  (2016)  Flavokawain A inhibits Cytochrome P450 in in vitro metabolic and inhibitory investigations.  JOURNAL OF ETHNOPHARMACOLOGY,      [PMID:27318274] [10.1016/j.jep.2016.06.039]

15. 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]

16. 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]

17. 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]

18. 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]

19. Wenqin Yang, Yulong Shi, Yiwei Zhang, Yating Yang, Yufan Du, Zixiao Yang, Xiaorong Wang, Ting Lei, Yanyan Xu, Yongke Chen, Fan Tong, Yazhen Wang, Qianqian Huang, Chuan Hu, Huile Gao.  (2024)  Intranasal Carrier-Free Nanomodulator Addresses Both Symptomatology and Etiology of Alzheimer’s Disease by Restoring Neuron Plasticity and Reprogramming Lesion Microenvironment.  ACS Nano,      [PMID:39415568] [10.1021/acsnano.4c09449]

20. Shuang Wang, Chunyue Zhao, Xueran Huang, Yongfen Gao, Yang Qiu, Rui Jiao, Hanyue Zhu, Huafang Ding, Rui Lin, Zouyan He.  (2024)  Lonicerin attenuates high-fat diet-induced hepatic steatosis through modulation of the gut microbiota-bile acid-FXR axis in mice.  Journal of Functional Foods,      [PMID:] [10.1016/j.jff.2024.106466]

21. Juan Zhou, Yanling Zhao, Yan Ling, Peng Zhao, Hui Gao, Yang Yang, Jinghua Chen.  (2024)  Microsphere-Composite Hydrogel for Recruiting Stem Cells and Promoting Osteogenic Differentiation.  ACS Applied Bio Materials,      [PMID:39263987] [10.1021/acsabm.4c00679]

22. 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]

23. 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]

24. 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]

25. 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]

26. Liping Liu, Tao Yang, Shaoru Wang, Wenyuan Jia, Yun Liu, Kun Jiao, Yongzheng Yan, Yuheng Yang, Xuanzuo Jiang, Chiyu Li, Zhiqiang Cheng, Guomin Liu, Yungang Luo.  (2024)  Preparation and design of intelligent multi-response PTMC/PVP composite nanofibrous dressing to promote wound closure and its applications in diabetic wounds.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2024.153872]

27. Ning Gao, Yuanzhen Liu, Guangjie Liu, Bo Liu, Yupeng Cheng.  (2024)  Sanghuangporus vaninii extract ameliorates hyperlipidemia in rats by mechanisms identified with transcriptome analysis.  Food Science & Nutrition,      [PMID:38726415] [10.1002/fsn3.4002]

28. 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]

29. Lulu Zhao, Yongbo Peng, Jing Huang, Nishang Liu, Xinrong Zou, Junnan Li, Yunpeng Fan, Ping Li, Liling Tang, Jisheng Wang, Yajun Zeng, Yi Wu, Gaohui Zhu.  (2025)  Structural characterization of polysaccharides from Polygonatum Sibiricum and effect on alleviating hyperlipidemia in egg yolk emulsion-induced mice.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:39805457] [10.1016/j.ijbiomac.2025.139808]

30. Menglong Gao, Lishun Dong, Yulong Yang, Jinjin Yan, Yuning Liang, Xiaolin Ma, Min Zhou, Hongfei Wu, Yarong Liu, Min Dai.  (2024)  The anti-atherosclerotic effect of Paeonol against the lipid accumulation in macrophage-derived foam cells by inhibiting ferroptosis via the SIRT1/NRF2/GPX4 signaling pathway.  BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS,      [PMID:38518720] [10.1016/j.bbrc.2024.149788]

31. Zhiwei Chen, Xinyu Di, Heyan Chen, Shengnan Song, Siyi Zhu, Leer Cai, Yuqi Han, Yongshuai Kang, Dingchao Shen, Huirong Huang, Aimin Cai, Hailun Zheng, Qing Yao, Maoping Chu, Ruijie Chen, Longfa Kou.  (2025)  Inflammation-targeted nanoparticles modulate macrophage polarization for coronary therapy in Kawasaki disease.  JOURNAL OF CONTROLLED RELEASE,      [PMID:41135700] [10.1016/j.jconrel.2025.114350]

32. Siyu Du, Yi Zheng, Yabing Chen, Yijing Guo, Xinyue Kang, Lei Wang.  (2025)  Fighting periodontitis with a pH-triggered nanocoating: A sustained-release strategy for simvastatin delivery.  COLLOIDS AND SURFACES B-BIOINTERFACES,      [PMID:41418367] [10.1016/j.colsurfb.2025.115375]

33. Chengxi Wu, Yaoyao Li, Yuting Liu, Xueqin Wang, Ping Yuan, Maochang Xu, Yiping Deng, Zongquan Zhang, Chunhong Li, Xiangyu Zhou.  (2025)  Co-Targeting Biomimetic Nanoparticles Alleviate Atherosclerosis by Inhibiting the Vicious Circle Between Inflammation and Lipids.  International Journal of Nanomedicine,      [PMID:41477526] [10.2147/IJN.S558039]

34. Xiaorong Kou, Xue Wu, Tao He, Liping Bai, Xinchao Li, Rui Luo, Yangsong Xu, Yixi Wang, Meiling Shen, Changyang Gong, Qinjie Wu.  (2026)  Tumor-activated dual metabolic nanomodulator turns over tolerogenic tumor control and unleashes systemic immune responses.  JOURNAL OF NANOBIOTECHNOLOGY,      [PMID:41629977] [10.1186/s12951-026-04086-x]

35. Wanqing Zhan, Qiqi Wen, Haiyan Yao, Junchao Wei.  (2026)  PLLA/Simvastatin-Loaded Mesoporous Bioactive Glass Nanofibrous Scaffolds with Improved Osteogenic Activity and Mechanical Properties for Bone Tissue Engineering.  Polymers,  18  (3): (398).  [PMID:41682105] [10.3390/polym18030398]

36. Duo Sun, Shihui Yang, Shuwei Qiao, Zhuoran Wang, Xiao Han, Sihan Ma, Heyi Gong, Jinghui Zhao, Fei Yan.  (2026)  Bimetallic MOF-engineered 3D-printed PEEK implants orchestrate osteoregeneration via macrophage reprogramming.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2026.174630]