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.
Sinónimos:
Lovastatin, Mevinolin, MK-803, L-Type Calcium Channel Blocker IV
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Acerca de este artículo
Fórmula empírica (notación de Hill):
C24H36O5
Número CAS:
Peso molecular:
404.54
UNSPSC Code:
41116107
NACRES:
NA.77
MDL number:
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Permítanos ayudarleNombre del producto
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.
SMILES string
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
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
Disclaimer
Toxicity: Carcinogenic / Teratogenic (D)
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.
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.
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.
Legal Information
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
signalword
Warning
hcodes
Hazard Classifications
Carc. 2 - Repr. 2
Clase de almacenamiento
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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