计算溶液所需的质量、体积或浓度。
| 活性类型 | 活性值-log(M) | 作用机制 | 期刊 | 参考文献(PubMed IDs) |
|---|
有货
为什么选择此级别
Moligand™ 级 提供 ≥97%(HPLC) 纯度，适用于对基线干扰要求严格的色谱和分析工作流程。
储存与运输
2-8°C储存,充氩。低温运输 。请查阅批次 COA 获取详细规格。
质量文档
SDS、COA、产品数据表及规格说明书均可下载。可通过批号查询获取批次 COA。
文献证明
在色谱分析、有机合成和交叉偶联反应领域已被 36 篇同行评审文献引用。
概述
辛伐他汀是药物前体。辛伐他汀是洛伐他汀的半合成衍生物/类似物。辛伐他汀不溶于水，但可溶于极性有机溶剂。
产品用途：
辛伐他汀已用于：
• 用于 HMG CoA还原酶(HMGCR)的抑制剂
• 研究其对上皮间质转化(EMT)以及肺腺癌患者预后的影响
• 体内研究检验其对脑肿瘤−启动细胞(BTIC)活力和细胞增殖的影响
• 研究三磷酸腺苷(ATP)-结合盒转运蛋白A7在Jurkat细胞吞噬作用中的作用
• 研究其对小鼠内皮功能障碍和炎症的影响
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
规格
别名
舒降脂 | 塞瓦停 | 西伐斯汀
英文别名
BRN 4768037 | Butanoic acid, 2,2-dimethyl-, (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 | MK 0733 | SIMVASTATIN [MART.] | Sinvascor | L 644128-000U | Zocord | Sim
规格或纯度
Moligand™, ≥97%(HPLC)
英文名称
Simvastatin
生化机理
辛伐他汀是一种具有抗增殖特性的 HMGCR（HMG-CoA 还原酶）抑制剂。研究表明，该化合物可通过轻度刺激糜蛋白酶样活性和抑制肽基谷氨酰肽水解活性来调节纯化的牛垂体 20 S 蛋白酶体。机理研究表明，辛伐他汀可降低 CDK4 和 CDK2 激酶活性，抑制高血糖诱导的间质细胞 Rho A（Rho GTPase）/p21 信号传导。辛伐他汀还能通过抑制 TNF 诱导的 NF-κB 激活（IC50 ~ 13 μM），促进人类髓性白血病细胞的凋亡。降血脂，降低低密度脂蛋白（LDL）水平。参与多种生物功能，具有抗癌和抗炎特性。
储存条件
2-8°C储存,充氩
运输条件
低温运输
作用类型
抑制剂
作用机制
HMG-CoA 还原酶抑制剂
备注
如果有可能，您尽量在使用的当天配置溶液，并在当天使用完它。但是，如果您需要预先配制储备溶液，我们建议您将溶液等份保存在-20°C的密封小瓶中。通常，它们最多可以使用一个月。在使用前和打开样品瓶之前，我们建议您让您的产品在室温下平衡至少1小时。需要更多关于溶解度，用法和处理的建议吗？请访问我们的常见问题（FAQ）页面以获取更多详细信息。
纯度
≥97%(HPLC)
名称和识别符
PubChem SID
EC号
691-267-8
分子类型
小分子
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
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
InChi Key
RYMZZMVNJRMUDD-HGQWONQESA-N
Smiles
CCC(C)(C)C(=O)OC1CC(C=C2C1C(C(C=C2)C)CCC3CC(CC(=O)O3)O)C
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
PubChem CID
分子量
418.57
Reaxy-Rn
4768037
技术文档
高级数据
系统学分类
分类树（Taxonomy Tree）
| 界（kingdom) | 有机化合物 |
|---|---|
| 超类（Superclass) | 有机杂环化合物 |
| 类（Class) | 内酯 |
| 亚类（Subclass） | δ戊内酯 |
| 中间层级节点（Intermediate Tree Nodes） | 暂无 |
| 直接上位类(Direct Parent) | δ戊内酯 |
| 其他上位类（Alternative Parents） | 脂肪酸酯 氧烷 二羧酸及其衍生物 仲醇 羧酸酯 氧环化合物 有机氧化物 碳氢化合物衍生物 羰基化合物 |
| 分子骨架（Molecular Framework) | 脂肪族杂多环化合物 |
| 取代基（Substituents） | 羟基苯甲酸酯 - 脂肪族杂多环化合物 - 羰基 - 羧酸衍生物 - 羧酸酰胺 - δ-戊酸内酯 - δ-戊酸内酯 - 二羧酸或其衍生物 - 脂肪酸酯 - 脂肪酰基 - 烃衍生物 - 有机氧化物 - 有机氧化合物 - 有机氧化合物 - 氧杂环 - 氧杂环丁烷 - 醛基 |
| 描述（Description） | 该化合物属于有机化合物中的δ-戊内酯类。这类环状有机化合物含有氧杂环丁烷-2-酮结构单元。 |
| 外部描述符（External Descriptors） | statin (semi-synthetic) - fatty acid ester - delta-lactone - carbobicyclic compound |
三维结构
交互式化学结构模型
产品属性
| ALogP | 4.7 |
|---|
关联靶点（人）
HMGCR
Tclin
3-羟基-3-甲基戊二酰辅酶A还原酶(3-hydroxy-3-methylglutaryl-coenzyme A reductase)
(15 活性数据)
PDE5A
Tclin
Phosphodiesterase 5A
(5113 活性数据)
EGFR
Tclin
Epidermal growth factor receptor erbB1
(33727 活性数据)
F2
Tclin
Thrombin
(11687 活性数据)
CA2
Tclin
Carbonic anhydrase II
(17698 活性数据)
ESR1
Tclin
Estrogen receptor alpha
(17718 活性数据)
HMGCR
Tclin
HMG-CoA reductase
(2475 活性数据)
NR3C1
Tclin
Glucocorticoid receptor
(14987 活性数据)
INSR
Tclin
Insulin receptor
(5558 活性数据)
PGR
Tclin
Progesterone receptor
(8562 活性数据)
ADRB2
Tclin
Beta-2 adrenergic receptor
(11824 活性数据)
CHRM2
Tclin
Muscarinic acetylcholine receptor M2
(10671 活性数据)
ADRB1
Tclin
Beta-1 adrenergic receptor
(6630 活性数据)
HTR1A
Tclin
Serotonin 1a (5-HT1a) receptor
(14969 活性数据)
ADRA2A
Tclin
Alpha-2a adrenergic receptor
(9450 活性数据)
AR
Tclin
Androgen Receptor
(11781 活性数据)
RARA
Tclin
Retinoic acid receptor alpha
(1324 活性数据)
CHRM1
Tclin
Muscarinic acetylcholine receptor M1
(12690 活性数据)
VDR
Tclin
Vitamin D receptor
(26531 活性数据)
ACE
Tclin
Angiotensin-converting enzyme
(1423 活性数据)
DRD2
Tclin
Dopamine D2 receptor
(23596 活性数据)
GABRA1
Tclin
GABA receptor alpha-1 subunit
(399 活性数据)
MAOA
Tclin
Monoamine oxidase A
(11911 活性数据)
CNR1
Tclin
Cannabinoid CB1 receptor
(20913 活性数据)
DRD1
Tclin
Dopamine D1 receptor
(9720 活性数据)
DRD4
Tchem
Dopamine D4 receptor
(7907 活性数据)
ACHE
Tclin
Acetylcholinesterase
(18204 活性数据)
PTGS1
Tclin
Cyclooxygenase-1
(9233 活性数据)
SLC6A2
Tclin
Norepinephrine transporter
(10102 活性数据)
HRH2
Tclin
Histamine H2 receptor
(5428 活性数据)
ADRA1D
Tclin
Alpha-1d adrenergic receptor
(4171 活性数据)
HTR1B
Tclin
Serotonin 1b (5-HT1b) receptor
(2801 活性数据)
HTR2A
Tclin
Serotonin 2a (5-HT2a) receptor
(14758 活性数据)
HTR2C
Tclin
Serotonin 2c (5-HT2c) receptor
(11471 活性数据)
AVPR2
Tclin
Vasopressin V2 receptor
(2912 活性数据)
ADORA1
Tclin
Adenosine A1 receptor
(17603 活性数据)
AGTR1
Tclin
Type-1 angiotensin II receptor
(5176 活性数据)
CALCR
Tclin
Calcitonin receptor
(2215 活性数据)
SLC6A4
Tclin
Serotonin transporter
(12625 活性数据)
CRHR1
Tclin
Corticotropin releasing factor receptor 1
(2996 活性数据)
ADRA1A
Tclin
Alpha-1a adrenergic receptor
(8359 活性数据)
PTGS2
Tclin
Cyclooxygenase-2
(13999 活性数据)
HRH1
Tclin
Histamine H1 receptor
(7573 活性数据)
ADRA1B
Tclin
Alpha-1b adrenergic receptor
(2912 活性数据)
OPRM1
Tclin
Mu opioid receptor
(19785 活性数据)
DRD3
Tclin
Dopamine D3 receptor
(14368 活性数据)
PPARG
Tclin
Peroxisome proliferator-activated receptor gamma
(15191 活性数据)
AVPR1A
Tclin
Vasopressin V1a receptor
(5412 活性数据)
OPRD1
Tclin
Delta opioid receptor
(15096 活性数据)
OPRK1
Tclin
Kappa opioid receptor
(16155 活性数据)
HTR3A
Tclin
Serotonin 3a (5-HT3a) receptor
(3366 活性数据)
关联靶点（其它种属）
Htr7
Serotonin 7 (5-HT7) receptor (19 活性数据)
Agtr2
Angiotensin II type 2 (AT-2) receptor (803 活性数据)
ampC
Beta-lactamase AmpC (62480 活性数据)
Mc4r
Melanocortin receptor 4 (1205 活性数据)
Ltc4s
Leukotriene C4 synthase (1 活性数据)
Fdft1
Squalene synthetase (34 活性数据)
Sigmar1
Sigma opioid receptor (160 活性数据)
Npy1r
Neuropeptide Y receptor type 1 (8 活性数据)
Cckar
Cholecystokinin A receptor (90 活性数据)
Ntsr1
Neurotensin receptor 1 (48 活性数据)
Pde4d
Phosphodiesterase 4D (4 活性数据)
Bdkrb1
Bradykinin B1 receptor (77 活性数据)
Abcb1b
P-glycoprotein 1 (174 活性数据)
Nos2
Nitric oxide synthase, inducible (3573 活性数据)
Mapk1
MAP kinase ERK2 (650 活性数据)
Hdac6
Histone deacetylase 6 (222 活性数据)
Mmp9
Matrix metalloproteinase 9 (38 活性数据)
Icmt
Isoprenylcysteine carboxyl methyltransferase (12 活性数据)
Pseudomonas aeruginosa (123386 活性数据)
Klebsiella pneumoniae (43867 活性数据)
Staphylococcus aureus (210822 活性数据)
Acinetobacter baumannii (41033 活性数据)
Escherichia coli (133304 活性数据)
Mycobacterium tuberculosis (203094 活性数据)
Plasmodium falciparum (966862 活性数据)
Cryptococcus neoformans (21258 活性数据)
Candida albicans (78123 活性数据)
Plasmodium berghei (192651 活性数据)
Cavia porcellus (23802 活性数据)
Canis familiaris (36305 活性数据)
Mus musculus (284745 活性数据)
Rattus norvegicus (775804 活性数据)
Cricetinae gen. sp. (3197 活性数据)
MEF (1005 活性数据)
L6 (7924 活性数据)
Alpha trans-inducing protein (VP16) (945 活性数据)
rep
Replicase polyprotein 1ab (378 活性数据)
BCHE
Cholinesterase (8742 活性数据)
dengue virus type 2 (2400 活性数据)
Plasma (328 活性数据)
HMGCR
3-hydroxy-3-methylglutaryl-coenzyme A reductase (17 活性数据)
Nfe2l2
Nuclear factor erythroid 2-related factor 2 (214 活性数据)
FTL
Ferritin light chain (43324 活性数据)
Slco1a1
Solute carrier organic anion transporter family member 1A1 (265 活性数据)
Slco1a4
Solute carrier organic anion transporter family member 1A4 (114 活性数据)
Glra2
Glycine receptor (1745 活性数据)
SARS-CoV-2 (38078 活性数据)
作用机制
| 作用机制 | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | 参考文献 |
|---|
化学和物理性质
溶解性
Soluble in DMSO (>25 mg/ml), ethanol (>25 mg/ml), water (0.03 mg/l), and methanol.
敏感性
对湿度和空气敏感
比旋光度
293° (C=1,CH3CN)
熔点
134°C
分子量
418.600 g/mol
XLogP3
4.700
氢键供体数Hydrogen Bond Donor Count
1
氢键受体数Hydrogen Bond Acceptor Count
5
可旋转键计数Rotatable Bond Count
7
精确质量Exact Mass
418.272 Da
单同位素质量Monoisotopic Mass
418.272 Da
拓扑极表面积Topological Polar Surface Area
72.800 Ų
重原子数Heavy Atom Count
30
形式电荷Formal Charge
0
复杂度Complexity
706.000
同位素原子数Isotope Atom Count
0
定义的原子立体中心计数Defined Atom Stereocenter Count
7
未定义的原子立体中心计数Undefined Atom Stereocenter Count
0
定义的键立体中心计数Defined Bond Stereocenter Count
0
未定义的键立体中心计数Undefined Bond Stereocenter Count
0
所有立体化学键的总数The total count of all stereochemical bonds
0
共价键合单元计数Covalently-Bonded Unit Count
1
安全和危险性（GHS）
信号词
警告
危险声明
H315: 引起皮肤刺激
H361: 怀疑破坏生育力或未出生的孩子
H362: 可能对母乳喂养的孩子造成伤害
预防措施声明
P260: 不要吸入灰尘/烟雾/气体/雾/蒸汽/喷雾。
P263: 避免在怀孕期间/哺乳期间接触。
P264: 处理后要彻底洗手。
P270: 使用本产品时，请勿进食、饮水或吸烟。
P273: 避免释放到环境中。
P280: 戴防护手套/穿防护服/戴防护眼罩/戴防护面具。
P321: 特殊处理（请参阅此标签上的...）。
P391: 收集溢出物
P302+P352: 如皮肤沾染：用水充分清洗。
P362+P364: 脱掉沾污的衣服，清洗后方可重新使用。
P501: 将内容物/容器处理到。。。
P203: 使用前，获取、阅读并遵守所有安全说明。
P318: 如果暴露或担心，请就医。
P332+P317: 如果出现皮肤刺激：请寻求医疗帮助。
WGK Germany
2
RTECS
EK7798000
Merck Index
8539
个人防护装备
Eyeshields， Gloves， type N95 (US)， type P1 (EN143) respirator filter
质检证书（CoA,COO,BSE/TSE 和分析图谱)
C of A & Other Certificates(BSE/TSE, COO):
输入批号以搜索分析图谱:
通过匹配包装上的批号来查找并下载产品的 COA，每批产品都进行了严格的验证，您可放心使用！
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|---|---|---|
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显示更多⌵
技术文档和文章
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Protective and Potential Reparative Mechanisms of Prinsepia utilis Seed Oil on the Skin Barrier: Fatty Acid Composition, Epidermal Lipid Metabolism, and Research Evidence
目录： 技术文章
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目录： 技术文章
此产品的引用文献
引用文献
| 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, [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] |
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