M2537
Mevastatin
≥98% (HPLC), 3-hydroxy 3-methyl glutaryl coenzyme(A) reductase (HMG-CoA reductase) inhibitor, powder or crystals
동의어(들):
Compactin, ML-236B
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크기 선택
제품정보 (DICE 배송 시 비용 별도)
실험식(Hill 표기법):
C23H34O5
CAS 번호:
Molecular Weight:
390.51
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
Beilstein/REAXYS Number:
1269441
제품 이름
Mevastatin, ≥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
Gene Information
human ... HMGCL(3155), HMGCR(3156)
rat ... Hmgcr(25675)
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Application
Mevastatin has been used:
- to analyze its effects on chronic lymphocytic leukemia (CLL) cells by cytotoxic assay
- as a prenylation inhibitor to analyze its effects on human embryonic kidney (HEK) cells transfected with K-Ras
- as a statin agent to study its anti-cancer effect on human breast cancer cells and glioblastoma in vitro
Biochem/physiol Actions
Mevastatin is a selective inhibitor of 3-hydroxy 3-methyl glutaryl coenzyme(A) reductase (HMG-CoA reductase), a major enzyme involved in cholesterol synthesis. It acts as a cholesterol-lowering agent. Mevastatin is obtained from various species of fungi. It acts as an antiresorptive agent and has therapeutic effects to treat osteoporosis. Mevastatin inhibits bone resorption by triggering osteoclast apoptosis. It is also involved in the inhibition of prenylation of proteins such as Ras. Mevastatin increases endothelial nitric oxide synthase (eNOS) mRNA and protein levels by blocking the geranylgeranylation of transcription factor Rho.
Features and Benefits
This compound was developed by Daiichi-Sankyo. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.
General description
Chemical structure: statin
Mevastatin is a polyketide that belongs to the class of statins. It contains a hydroxy-hexahydronaphthalene ring.
Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
저장 등급
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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
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
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
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
Nathan J Schuld et al.
The Journal of biological chemistry, 289(10), 6862-6876 (2014-01-15)
Ras family small GTPases localize at the plasma membrane, where they can activate oncogenic signaling pathways. Understanding the mechanisms that promote membrane localization of GTPases will aid development of new therapies to inhibit oncogenic signaling. We previously reported that SmgGDS
문서
지질 신호전달 연구를 위한 생체 활성 저분자
Discover Bioactive Small Molecules for Lipid Signaling Research
Cholesterol synthesis regulation by dietary levels, LDL receptors control lipid-rich LDL particle transport in cells.
관련 콘텐츠
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