M2537

米法斯丁

Name: 米法斯丁
Brand: SIGMA

≥98% (HPLC), 3-hydroxy 3-methyl glutaryl coenzyme(A) reductase (HMG-CoA reductase) inhibitor, powder or crystals

别名:

ML-236B, 康帕丁

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关于此项目

经验公式（希尔记法）:

C₂₃H₃₄O₅

化学文摘社编号:

73573-88-3

分子量:

390.51

NACRES:

NA.77

PubChem Substance ID:

24278540

UNSPSC Code:

12352200

MDL number:

MFCD05662341

Beilstein/REAXYS Number:

1269441

主要文件

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产品名称

米法斯丁, ≥98% (HPLC), powder or crystals

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

SMILES string

[H][C@]12[C@H](CCC=C1C=C[C@H](C)[C@@H]2CC[C@@H]3C[C@@H](O)CC(=O)O3)OC(=O)[C@@H](C)CC

InChI key

AJLFOPYRIVGYMJ-INTXDZFKSA-N

assay

≥98% (HPLC)

form

powder or crystals

color

white to light yellow

mp

151 °C

solubility

ethanol: 25-26 mg/mL, clear, colorless

antibiotic activity spectrum

neoplastics

mode of action

enzyme | inhibits

originator

Daiichi-Sankyo

storage temp.

2-8°C

Quality Level

200

Gene Information

human ... HMGCL(3155), HMGCR(3156)
rat ... Hmgcr(25675)

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Application

美伐他汀已用于：

通过细胞毒性检测分析其对慢性淋巴细胞白血病(CLL)细胞的影响
分析其作为异戊二烯化抑制剂，对K-Ras转染人胚胎肾细胞(HEK)的影响
研究其作为他汀类药物，对人乳腺癌细胞和胶质母细胞瘤的体外抗癌作用

Biochem/physiol Actions

美伐他汀是一种参与胆固醇合成的主要酶——3-羟基3-甲戊二酰辅酶A还原酶（HMG-CoA还原酶）的选择性抑制剂，可用作降胆固醇药。美伐他汀来源于各种真菌。美伐他汀可作为抗骨吸收剂，对骨质疏松症有治疗作用。可通过诱发破骨细胞凋亡抑制骨吸收。美伐他汀也参与蛋白质（如Ras）异戊二烯化的抑制。可通过抑制转录因子Rho的四异戊二烯化，提高内皮一氧化氮合酶(eNOS)mRNA和蛋白质水平。

Features and Benefits

该化合物由第一三共制药开发。要浏览其他制药公司开发的化合物列表批准的药物/候选药物的列表，点击这里。

General description

化学结构：他汀

美伐他汀(Mevastatin)是一种聚酮，属于他汀类化合物。结构中含有一个羟基-六氢萘环。

Packaging

无底玻璃瓶。内含物装在插入的融合锥内。

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Compactin suppresses bone resorption by inhibiting the fusion of prefusion osteoclasts and disrupting the actin ring in osteoclasts.

J T Woo et al.

Journal of bone and mineral research : the official journal of the American Society for Bone and Mineral Research, 15(4), 650-662 (2000-04-26)

Compactin (mevastatin), which inhibits 3-hydroxy-3-methylglutaryl-coenzyme A (HMG-CoA) reductase, and thus biosynthesis of cholesterol and the prenylation of proteins, inhibits osteoclastic bone resorption. Although it has been suggested that compactin inhibits bone resorption by inducing apoptosis of osteoclasts, the pathway by

Nitrogen-containing bisphosphonates inhibit the mevalonate pathway and prevent post-translational prenylation of GTP-binding proteins, including Ras.

S P Luckman et al.

Journal of bone and mineral research : the official journal of the American Society for Bone and Mineral Research, 13(4), 581-589 (1998-04-29)

Bisphosphonates are currently the most important class of antiresorptive drugs used for the treatment of metabolic bone diseases. Although the molecular targets of bisphosphonates have not been identified, these compounds inhibit bone resorption by mechanisms that can lead to osteoclast

Compactin-a review.

R Chakravarti et al.

Applied microbiology and biotechnology, 64(5), 618-624 (2004-03-23)

Compactin, a hypocholesterolemic molecule, is a competitive inhibitor of 3-hydroxy-3-methyl-glutaryl (HMG)-CoA reductase, which is a regulatory enzyme for cholesterol biosynthesis. The structural similarity and high affinity of the acid form of compactin and HMG, the natural substrate of enzyme, results

The bisphosphonate incadronate (YM175) causes apoptosis of human myeloma cells in vitro by inhibiting the mevalonate pathway.

C M Shipman et al.

Cancer research, 58(23), 5294-5297 (1998-12-16)

It has recently been suggested that bisphosphonates may have direct antitumor effects in vivo, in addition to their therapeutic antiresorptive properties. Bisphosphonates can inhibit proliferation and cause apoptosis in human myeloma cells in vitro. In macrophages, bisphosphonate-induced apoptosis was recently

Analysis of the eukaryotic prenylome by isoprenoid affinity tagging.

Uyen T T Nguyen et al.

Nature chemical biology, 5(4), 227-235 (2009-02-17)

Protein prenylation is a widespread phenomenon in eukaryotic cells that affects many important signaling molecules. We describe the structure-guided design of engineered protein prenyltransferases and their universal synthetic substrate, biotin-geranylpyrophosphate. These new tools allowed us to detect femtomolar amounts of

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胆固醇生物合成调节

肝脏中胆固醇的合成量由饮食中的胆固醇水平来严格调节。LDL受体调节富含脂质的低密度脂蛋白（LDL）颗粒的细胞转运。

米法斯丁

≥98% (HPLC), 3-hydroxy 3-methyl glutaryl coenzyme(A) reductase (HMG-CoA reductase) inhibitor, powder or crystals

选择尺寸

关于此项目

主要文件

属性

产品名称

InChI

SMILES string

InChI key

assay

form

color

mp

solubility

antibiotic activity spectrum

mode of action

originator

storage temp.

Quality Level

Gene Information

相关类别

说明

Application

Biochem/physiol Actions

Features and Benefits

General description

Packaging

安全信息

存储类别

wgk

flash_point_f

flash_point_c

ppe

文件

分析证书(COA)

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