Mevastatin (Compactin)

cas: 73573-88-3 — see every product listed under this CAS number, including other names

Mevastatin (Compactin) (CAS 73573-88-3) is a chemical reagent available from Chemat. Available pack sizes: on request. Offered by: Chemat Brand.

brandChemat Brand
catalog numberULM691
cas73573-88-3
sizeon request
availability Do potwierdzenia przez Chemat|To be confirmed by Chemat
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categoryChemicals
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Structural formula: {0} (CAS {1})

Mevastatin is a carboxylic ester that is pravastatin that is lacking the allylic hydroxy group. A hydroxymethylglutaryl-CoA reductase inhibitor (statin) isolated from Penicillium citrinum and from Penicillium brevicompactum, its clinical use as a lipid-regulating drug ceased following reports of toxicity in animals. It has a role as an antifungal agent, an apoptosis inducer, a fungal metabolite, a Penicillium metabolite and an EC 3.4.24.83 (anthrax lethal factor endopeptidase) inhibitor. It is a member of hexahydronaphthalenes, a polyketide, a carboxylic ester, a member of 2-pyranones and a statin (naturally occurring).

Source: ChEBI

Identity
Molecular formulaC23H34O5
Molecular weight390.5 g/mol
IUPAC name[(1S,7S,8S,8aR)-8-[2-[(2R,4R)-4-hydroxy-6-oxooxan-2-yl]ethyl]-7-methyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl] (2S)-2-methylbutanoate
InChIKeyAJLFOPYRIVGYMJ-INTXDZFKSA-N
SMILESCC[C@H](C)C(=O)O[C@H]1CCC=C2[C@H]1[C@H]([C@H](C=C2)C)CC[C@@H]3C[C@H](CC(=O)O3)O

Computed by PubChem (NCBI)

Synonyms: Mevastatin, compactin, Mevastatina, Mevastatine, Mevastatinum, Antibiotic ML 236B, 6-demethylmevinolin, Mevastatin [INN], Mevastatinum [INN-Latin], Compactin (penicillium)
Isomers (same molecular formula)
(Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(3R)-3-hydroxy-5-phenylpentyl]cyclopentyl]hept-5-enoic acid C23H34O5
(Z)-3,3,4,4-tetradeuterio-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(3R)-3-hydroxy-5-phenylpentyl]cyclopentyl]hept-5-enoic acid C23H34O5
[(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] 2-methylpropanoate C23H34O5
2-[[(1S,2S,3aR,9aR)-2-hydroxy-1-[(3R)-3-hydroxyoctyl]-2,3,3a,4,9,9a-hexahydro-1H-cyclopenta[g]naphthalen-5-yl]oxy]acetic acid C23H34O5
2-[[(1S,2S,3aR,9aR)-2-hydroxy-1-[(3S)-3-hydroxyoctyl]-2,3,3a,4,9,9a-hexahydro-1H-cyclopenta[g]naphthalen-5-yl]oxy]acetic acid C23H34O5
2-[[(1R,2R,3aS,9aS)-2-hydroxy-1-[(3S)-3-hydroxyoctyl]-2,3,3a,4,9,9a-hexahydro-1H-cyclopenta[g]naphthalen-5-yl]oxy]acetic acid C23H34O5
3-[(3S,5R,8R,9S,10S,12R,13S,14S,17R)-3,12,14-trihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one C23H34O5
3-[(3S,5R,8R,9S,10S,13R,14S,16S,17R)-3,14,16-trihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one C23H34O5
2-[[(1R,2R,3aS,9aS)-2-hydroxy-1-[(3R)-3-hydroxyoctyl]-2,3,3a,4,9,9a-hexahydro-1H-cyclopenta[g]naphthalen-5-yl]oxy]acetic acid C23H34O5
(E)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(3R)-3-hydroxy-5-phenylpentyl]cyclopentyl]hept-5-enoic acid C23H34O5
(3E,4S)-3-[2-[(2aS,4aS,5R,8aS,8bR)-2a-hydroxy-8b-(hydroxymethyl)-2,2,4a-trimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-1H-cyclobuta[a]naphthalen-5-yl]ethylidene]-4-hydroxyoxolan-2-one C23H34O5
3-[(3S,5S,8R,9S,10R,13R,14S,17R)-3,5,14-trihydroxy-10,13-dimethyl-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one C23H34O5

Also listed as

Lovastatin EP Impurity A (Mevastatin) Chemat Brand CAS 73573-88-3
Mevastatin, >95% (HPLC) TRC CAS 73573-88-3
Mevastatin Mikromol CAS 73573-88-3
Mevastatin/ 97.96% (existing batch purity) TargetMol CAS 73573-88-3
Mevastatin, 98% Thermo Scientific (Alfa Aesar) CAS 73573-88-3
Mevastatin, >98.0%(HPLC) TCI CAS 73573-88-3
Mevastatin, 98.00% Chemat CAS 73573-88-3
Mevastatin - Bio-X â„¢ Biosynth CAS 73573-88-3
Mevastatin 95% Ambeed CAS 73573-88-3
Mevastatin 1PC X 50MG Sigma-Aldrich CAS 73573-88-3
(1S,7S,8S,8aR)-8-(2-((2R,4R)-4-Hydroxy-6-oxotetrahydro-2H-pyran-2-yl)ethyl)-7-methyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl (S)-2-methylbutanoate, 95%, 95% Chemat CAS 73573-88-3
Mevastatin, BioScience Grade, 10 mg Roth CAS 73573-88-3
Mevastatin, 99.46% MedChemExpress CAS 73573-88-3
Mevastatin (Standard) MedChemExpress CAS 73573-88-3
Mevastatin, 95% Fluorochem CAS 73573-88-3