438185
Lovastatin
Lovastatin, CAS 75330-75-5, is an anti-hypercholesterolemic agent that inhibits the activity of 3-hydroxy-3-methylglutaryl coenzyme A (HMG-CoA) reductase.
Synonyme(s) :
Lovastatin, Mevinolin, MK-803, L-Type Calcium Channel Blocker IV
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A propos de cet article
Formule empirique (notation de Hill) :
C24H36O5
Numéro CAS:
Poids moléculaire :
404.54
UNSPSC Code:
41116107
NACRES:
NA.77
MDL number:
Assay:
≥95% (HPLC)
Form:
powder
Quality level:
Storage condition:
OK to freeze, protect from light
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O1[C@@H](C[C@H](CC1=O)O)CC[C@@H]2[C@H]3[C@H](C[C@H](C=C3C=C[C@@H]2C)C)OC(=O)[C@H](CC)C
InChI
1S/C24H36O5/c1-5-15(3)24(27)29-21-11-14(2)10-17-7-6-16(4)20(23(17)21)9-8-19-12-18(25)13-22(26)28-19/h6-7,10,14-16,18-21,23,25H,5,8-9,11-13H2,1-4H3/t14-,15-,16-,18+,19+,20-,21-,23-/m0/s1
InChI key
PCZOHLXUXFIOCF-BXMDZJJMSA-N
description
Merck USA index - 14, 5586
assay
≥95% (HPLC)
form
powder
manufacturer/tradename
Calbiochem®
storage condition
OK to freeze, protect from light
color
white to off-white
solubility
ethanol: 25 mg/mL, DMSO: 50 mg/mL
shipped in
ambient
storage temp.
2-8°C
Quality Level
General description
An anti-hypercholesterolemic agent and an inhibitor of 3-hydroxy-3-methylglutaryl coenzyme A (HMG-CoA) reductase that blocks a series of biological events including: activation of p21ras by insulin in 3T3-L1 fibroblasts and 3T3-L1 adipocytes, farnesylation of p21ras, which decreases the pool of intracellular Ras available for subsequent activation by growth factors (including insulin), and N-ras-induced neuronal differentiation. Causes cell cycle arrest in the late G1 phase. Shown to inhibit the stimulation of MAP kinase by insulin in HIRcB cells and block the transcription of the type-I SCR gene in THP-1-derived macrophages. Also blocks PDGF receptor tyrosine phosphorylation and MAP kinase activation by PDGF. This product requires activation for use in cell synchronization studies and in cell-free assay systems for HMG-CoA studies.
An anti-hypercholesterolemic agent that inhibits the activity of 3-hydroxy-3-methylglutaryl coenzyme A (HMG-CoA) reductase. Has been shown to block a series of biological events including: the activation of p21ras by insulin in 3T3-L1 fibroblasts and 3T3-L1 adipocytes; the farnesylation of p21ras, which decreases the pool of intracellular Ras available for subsequent activation by growth factors (including insulin); and N-ras-induced neuronal differentiation. Causes cell cycle arrest in the late G1 phase through inhibition of proteasome. Has recently been shown to inhibit the stimulation of MAP kinase by insulin in HIRcB cells and to block the transcription of type-I SCR gene in THP-1-derived macrophages. Also blocks PDGF receptor tyrosine phosphorylation and MAP kinase activation by PDGF. This product requires activation for use in cell synchronization studies and in cell-free assay systems for HMG-CoA studies.
Biochem/physiol Actions
Cell permeable: no
Primary Target
Activity of 3-hydroxy-3-methylglutaryl coenzyme A (HMG-CoA) reductase
Activity of 3-hydroxy-3-methylglutaryl coenzyme A (HMG-CoA) reductase
Product does not compete with ATP.
Reversible: no
Preparation Note
Following reconstitution aliquot, flush with an inert gas, and freeze (-20°C). Stock solutions, in high quality DMSO or ethanol are stable for up to 1 month at -20°C.
Other Notes
Rao, S., et al. 1999. Proc. Natl. Acad. Sci. USA96, 7197.
Carel, K., et al. 1996. J. Biol. Chem.271, 30625.
McGuire, T.F., et al. 1996. J. Biol. Chem. 271, 27402.
Umetani, N., et al. 1996. Biochim. Biophys. Acta1303, 199.
Xu, X.Q., et al. 1996. Arch. Biochem. Biophys. 326, 233.
Reusch, J.E.-B., et al. 1995. J. Biol. Chem.270, 2036.
Jakobisiak, M., et al. 1991. Proc. Natl. Acad.Sci. USA88, 3628.
Keyomarsi, K., et al. 1991. Cancer Res.51, 3602.
Mendola, C.E., and Backer, J.M. 1990. Cell Growth Differ. 1, 499.
Carel, K., et al. 1996. J. Biol. Chem.271, 30625.
McGuire, T.F., et al. 1996. J. Biol. Chem. 271, 27402.
Umetani, N., et al. 1996. Biochim. Biophys. Acta1303, 199.
Xu, X.Q., et al. 1996. Arch. Biochem. Biophys. 326, 233.
Reusch, J.E.-B., et al. 1995. J. Biol. Chem.270, 2036.
Jakobisiak, M., et al. 1991. Proc. Natl. Acad.Sci. USA88, 3628.
Keyomarsi, K., et al. 1991. Cancer Res.51, 3602.
Mendola, C.E., and Backer, J.M. 1990. Cell Growth Differ. 1, 499.
Legal Information
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
Disclaimer
Toxicity: Carcinogenic / Teratogenic (D)
signalword
Warning
hcodes
Hazard Classifications
Carc. 2 - Repr. 2
Classe de stockage
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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