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| SKU | Size | Availability |
Price | Qty |
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M425737-1ml
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1ml |
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
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$241.90
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Potent HMG-CoA reductase inhibitor
| Synonyms | 73573-88-3 | Compactin | EC 700-442-0 | Mevastatin | ML-236B | Mevastatinum | Mevastatina | Mevastatine | Antibiotic ML 236B | Mevastatin [INN] | Mevastatinum [INN-Latin] | Compactin (penicillium) | CS 500 | ML 236 B | CCRIS 4505 | Mevastatine [INN-French] | UNII-1UQM1K0W9X | Mevastatina |
|---|---|
| Specifications & Purity | Moligand™, 10mM in DMSO |
| Biochemical and Physiological Mechanisms | Mevastatin (Compactin) inhibits HMGCR (HMG-CoA reductase) (Ki for acid form is 1 nM) which in turn inhibits isoprenoid biosynthesis and therefore blocks protein isoprenylation and reduces plasma cholesterol levels in humans. Mevastatin induces apoptosis, |
| Storage Temp | Store at -80°C |
| Shipped In |
Ice chest + Ice pads This product requires cold chain shipping. Ground and other economy services are not available. |
| Grade | Moligand™ |
| Action Type | INHIBITOR |
| Mechanism of action | Inhibitor of hydroxymethylglutaryl-CoA reductase |
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 - Dicarboxylic acid or derivatives - Oxane - Fatty acyl - Carboxylic acid ester - Secondary alcohol - Carboxylic acid derivative - Oxacycle - Organooxygen compound - Hydrocarbon derivative - Organic oxide - Alcohol - Organic oxygen compound - Carbonyl group - 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 | carboxylic ester - delta-lactone - carbobicyclic compound - statin (naturally occurring) |
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| IUPAC Name | [(1S,7S,8S,8aR)-8-[2-[(2R,4R)-4-hydroxy-6-oxooxan-2-yl]ethyl]-7-methyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl] (2S)-2-methylbutanoate |
|---|---|
| INCHI | InChI=1S/C23H34O5/c1-4-14(2)23(26)28-20-7-5-6-16-9-8-15(3)19(22(16)20)11-10-18-12-17(24)13-21(25)27-18/h6,8-9,14-15,17-20,22,24H,4-5,7,10-13H2,1-3H3/t14-,15-,17+,18+,19-,20-,22-/m0/s1 |
| InChIKey | AJLFOPYRIVGYMJ-INTXDZFKSA-N |
| Smiles | CCC(C)C(=O)OC1CCC=C2C1C(C(C=C2)C)CCC3CC(CC(=O)O3)O |
| Isomeric SMILES | CC[C@H](C)C(=O)O[C@H]1CCC=C2[C@H]1[C@H]([C@H](C=C2)C)CC[C@@H]3C[C@H](CC(=O)O3)O |
| WGK Germany | 3 |
| Molecular Weight | 390.51 |
| Beilstein | 1269441 |
| Reaxy-Rn | 1269441 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1269441&ln= |
| Specific Rotation[α] | 281° (C=0.4,Acetone) |
|---|---|
| Melt Point(°C) | 153°C |
| Molecular Weight | 390.500 g/mol |
| XLogP3 | 3.900 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 7 |
| Exact Mass | 390.241 Da |
| Monoisotopic Mass | 390.241 Da |
| Topological Polar Surface Area | 72.800 Ų |
| Heavy Atom Count | 28 |
| Formal Charge | 0 |
| Complexity | 637.000 |
| 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. Ping-Ting Xiao, Zhi-Shen Xie, Yu-Jia Kuang, Shi-Yu Liu, Chun Zeng, Ping Li, E-Hu Liu. (2021) Discovery of a potent FKBP38 agonist that ameliorates HFD-induced hyperlipidemia via mTOR/P70S6K/SREBPs pathway. Acta Pharmaceutica Sinica B, 11 (3542). |
| 2. Zu-Guo Zheng, Ya-Ping Zhou, Xin Zhang, Pyone Myat Thu, Zhi-Shen Xie, Chong Lu, Tao Pang, Bin Xue, Da-Qian Xu, Yan Chen, Xiao-Wei Chen, Hui-Jun Li, Xiaojun Xu. (2016) Anhydroicaritin improves diet-induced obesity and hyperlipidemia and alleviates insulin resistance by suppressing SREBPs activation. BIOCHEMICAL PHARMACOLOGY, 122 (42). |
| 3. Huiling Li, Li Tian, Shuning Yang, Chao Li, Ruidan Li, Yujia Song, Yanjia Guo, Xuwen Li. (2024) A molecularly imprinted electrochemiluminescence sensor based on ZnO@CdTe for the detection of mevastatin. MICROCHEMICAL JOURNAL, 203 (110865). |