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Mevinolin from Aspergillus sp._Molecular_structure_CAS_75330-75-5)
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Mevinolin from Aspergillus sp.

Catalog No. M2147 Name Sigma Aldrich
CAS Number 75330-75-5 Website http://www.sigmaaldrich.com
M. F. C24H36O5 Telephone 1-800-521-8956
M. W. 404.53964 Fax
Purity ≥98% (HPLC) Email
Storage Chembase ID: 112

SYNONYMS

IUPAC name
(1S,3R,7S,8S,8aR)-8-{2-[(2R,4R)-4-hydroxy-6-oxooxan-2-yl]ethyl}-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl (2S)-2-methylbutanoate
IUPAC Traditional name
lovastatin
Synonyms
6-α-Methylcompactin
Monacolin K
2-Methyl-1,2,3,7,8,8a-hexahydro-3,7-dimethyl-8-[2-(tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl)ethyl]-1-naphthalenyl ester butanoic acid
lovastatin

DATABASE IDS

MDL Number MFCD00072164
CAS Number 75330-75-5
PubChem SID 24896706

PROPERTIES

Empirical Formula (Hill Notation) C24H36O5
Purity ≥98% (HPLC)
Quality Level PREMIUM
Gene Information human ... HMGCR(3156)rat ... Hmgcr(25675)
GHS Pictograms GHS07
GHS Signal Word Warning
GHS Hazard statements H302
MSDS Link Download
Personal Protective Equipment Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
RTECS EK7907000
Storage Temperature 2-8°C
German water hazard class 3

DETAILS

Description (English)
Biochem/physiol Actions
Lovastatin is a cholesterol lowering drug and competitive inhibitor of HMG-CoA reductase, a rate limiting enzyme in cholesterol synthesis. Blocks the production of mevalonate, a critical compound in the production of cholesterol and isoprenoids. This product is a substrate of Pgp and CYP3A. It increases cellular resistance to anticancer agents such as doxorubicin and induces apoptosis in myeloma cells. The roles of Pgp and CYP3A, possible connection between drug resistance, regulation of the mevalonate pathway, and iosprenylation of signaling proteins in these observations remain to be resolved. The product induces apoptosis in numerous cancer cell lines perhaps, in part, by inhibiting the isoprenylation of Rho family GTPases. It causes cell cycle arrest in G1 and G2/M phases.
Description (简体中文)
Biochem/physiol Actions
Lovastatin is a cholesterol lowering drug and competitive inhibitor of HMG-CoA reductase, a rate limiting enzyme in cholesterol synthesis. Blocks the production of mevalonate, a critical compound in the production of cholesterol and isoprenoids. This product is a substrate of Pgp and CYP3A. It increases cellular resistance to anticancer agents such as doxorubicin and induces apoptosis in myeloma cells. The roles of Pgp and CYP3A, possible connection between drug resistance, regulation of the mevalonate pathway, and iosprenylation of signaling proteins in these observations remain to be resolved. The product induces apoptosis in numerous cancer cell lines perhaps, in part, by inhibiting the isoprenylation of Rho family GTPases. It causes cell cycle arrest in G1 and G2/M phases.

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