M2147

Mevinolin from Aspergillus sp.

≥98% (HPLC)

• Synonyme(s) : Monacolin K
• Formule empirique (notation de Hill) : C₂₄H₃₆O₅
• CAS Number: 75330-75-5
• Poids moléculaire : 404.54
• Numéro MDL: MFCD00072164
• Code UNSPSC : 12161501
• ID de substance PubChem : 24896706
• Nomenclature NACRES : NA.77

Propriétés

• Niveau de qualité: 300
• Essai: ≥98% (HPLC)
• Forme: crystalline powder
• Pf: 175.4 °C
• Solubilité: ethanol: 9.80-10.20 mg/mL, clear, colorless to faintly yellow
• Auteur: Abbott
• Température de stockage: 2-8°C
• Chaîne SMILES: [H][C@]12[C@H](C[C@@H](C)C=C1C=C[C@H](C)[C@@H]2CC[C@@H]3C[C@@H](O)CC(=O)O3)OC(=O)[C@@H](C)CC
• 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
• Clé InChI: PCZOHLXUXFIOCF-BXMDZJJMSA-N
• Informations sur le gène: human ... HMGCR(3156) ; rat ... Hmgcr(25675)

Description

Actions biochimiques/physiologiques

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.

Caractéristiques et avantages

This compound is a featured product for ADME Tox research. Click here to discover more featured ADME Tox products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

This compound was developed by Abbott. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Informations sur la sécurité

• Pictogrammes: GHS08
• Mention d'avertissement: Warning
• Mentions de danger: H351,H361f
• Conseils de prudence: P201 - P202 - P280 - P308 + P313 - P405 - P501
• Classification des risques: Carc. 2 - Repr. 2
• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: Eyeshields, Gloves, type N95 (US)