CAS 73573-88-3

Mevastatin

Description:

Mevastatin, also known as compactin, is a naturally occurring statin that is primarily used for its cholesterol-lowering properties. It is derived from the fermentation of certain fungi, particularly Penicillium citrinum. The chemical structure of mevastatin features a lactone ring and a hydroxy acid moiety, which are crucial for its biological activity. As an inhibitor of HMG-CoA reductase, mevastatin plays a significant role in the mevalonate pathway, effectively reducing the synthesis of cholesterol in the liver. This action helps lower low-density lipoprotein (LDL) cholesterol levels in the bloodstream, thereby reducing the risk of cardiovascular diseases. Mevastatin is typically administered in its active form, which is the hydroxy acid, as the lactone form is converted to the active form in the body. While it has been used in research and has historical significance in the development of statin drugs, its clinical use has largely been supplanted by more potent and widely studied statins. As with all medications, potential side effects and interactions should be considered when evaluating its use.

Formula: C₂₃H₃₄O₅

InChI: InChI=1S/C23H34O5/c1-4-14(2)23(26)28-20-7-5-6-16-9-8-15(3)19(22(16)20)11-10-18-12-17(24)13-21(25)27-18/h6,8-9,14-15,17-20,22,24H,4-5,7,10-13H2,1-3H3/t14-,15-,17+,18+,19-,20-,22-/m0/s1

InChI key: InChIKey=AJLFOPYRIVGYMJ-INTXDZFKSA-N

SMILES: C(C[C@@H]1C[C@@H](O)CC(=O)O1)[C@@H]2[C@]3([C@@H](OC([C@H](CC)C)=O)CCC=C3C=C[C@@H]2C)[H]

Synonyms:

• (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 (2S)-2-methylbutanoate
• 2-Methyl-butanoic acid [1S-[1-alpha(R*),7-beta,8-beta(2S*,4S*),8a-beta]]-1,2,3,7,8,8a-hexahydro-7-methyl-8-[2-(tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl)ethyl]-1-naphthalenyl ester
• Antibiotic ML 236B
• Butanoic acid, 2-methyl-, (1S,7S,8S,8aR)-1,2,3,7,8,8a-hexahydro-7-methyl-8-[2-[(2R,4R)-tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl]ethyl]-1-naphthalenyl ester, (2S)-
• Butanoic acid, 2-methyl-, 1,2,3,7,8,8a-hexahydro-7-methyl-8-[2-(tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl)ethyl]-1-naphthalenyl ester, [1S-[1α(R*),7β,8β(2S*,4S*),8aβ]]-
• CS 500 (antibiotic)
• Compactin (Penicillium)
• Cs 500
• L 637312
• ML 236B lactone
• Mevastatin
• Ml-236B
• NSC 281245
• Statin I

Mevastatin

CAS: 73573-88-3

Formula: C₂₃H₃₄O₅

Purity: >98.0%(HPLC)

Color and Shape: White to Yellow to Orange powder to crystal

Molecular weight: 390.52

Ref: 3B-M2275

Mevastatin, 98%

CAS: 73573-88-3

Mevastatin (Compactin) inhibits HMGCR (HMG-CoA reductase) , induces apoptosis which in turn inhibits isoprenoid biosynthesis and therefore blocks protein isoprenylation and reduces plasma cholesterol levels in humans. Mevastatin causes cells to arrest early in the G1 phase. Mevastatin is a close str

Formula: C₂₃H₃₄O₅

Purity: 98%

Color and Shape: Powder or crystals or crystalline powder

Molecular weight: 390.52

Ref: 02-J61357

Mevastatin ((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)

CAS: 73573-88-3

Lactones, nesoi

Formula: C₂₃H₃₄O₅

Color and Shape: Yellow Pale Yellow Powder

Molecular weight: 390.24062

Ref: 45-1443216

Mevastatin

CAS: 73573-88-3

Mevastatin (ML236B) is an HMG-CoA reductase inhibitor that was initially isolated from the mold Pythium ultimum.

Formula: C₂₃H₃₄O₅

Purity: 99.12%

Color and Shape: White-Yellowish To Yellow Powder Solid Powder

Molecular weight: 390.51

Ref: TM-T0683

Butanoic acid, 2-methyl-, (1S,7S,8S,8aR)-1,2,3,7,8,8a-hexahydro-7-methyl-8-[2-[(2R,4R)-tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl]ethyl]-1-naphthalenyl ester, (2S)-

CAS: 73573-88-3

Formula: C₂₃H₃₄O₅

Purity: 95%

Color and Shape: Solid

Molecular weight: 390.5131

Ref: IN-DA0038GT

Mevastatin

CAS: 73573-88-3

Formula: C₂₃H₃₄O₅

Purity: ≤ 0.5%

Color and Shape: White to light-yellow crystalline powder

Molecular weight: 390.52

Ref: 7W-GA8933

Mevastatin

CAS: 73573-88-3

Mevastatin

Purity: 98%

Molecular weight: 390.51g/mol

Ref: 54-OR1030263

Mevastatin

CAS: 73573-88-3

Mevastatin

Purity: ≥95%

Molecular weight: 390.51g/mol

Ref: 54-BUP14954

Mevastatin (Compactin)

CAS: 73573-88-3

Formula: C₂₃H₃₄O₅

Color and Shape: White To Off-White Solid

Molecular weight: 390.52

Ref: 4Z-M-691

Mevastatin

Controlled Product

CAS: 73573-88-3

Formula: C₂₃H₃₄O₅

Color and Shape: White To Off-White

Molecular weight: 390.51

Ref: 86-MM0377.00

Mevastatin

CAS: 73573-88-3

Formula: C₂₃H₃₄O₅

Color and Shape: Neat

Molecular weight: 390.51

Ref: 04-C15219000

Mevastatin

Controlled Product

CAS: 73573-88-3

Applications A fungal metabolite which is a potent inhibitor of HMG-CoA reductase.
References Endo, A., et al.: FEBS Letters, 72, 323 (1976), Endo, A.: J. Med. Chem., 28, 401 (1985)

Formula: C₂₃H₃₄O₅

Color and Shape: White To Off-White

Molecular weight: 390.51

Ref: TR-M340500

Mevastatin - Bio-X ™

CAS: 73573-88-3

Mevastatin is a drug that inhibits the synthesis of cholesterol and has been used to treat hypercholesterolemia. It binds to the hydroxyl group at position 3 on the mevalonate molecule, which prevents the formation of 3-hydroxy-3-methylglutaryl coenzyme A (HMG CoA) and consequently reduces the production of cholesterol. Mevastatin has been shown to inhibit mitochondrial functions in wild-type strain yeast cells and myeloma cell lines, which may be due to receptor activity.

Formula: C₂₃H₃₄O₅

Purity: Min. 98 Area-%

Color and Shape: Powder

Molecular weight: 390.51 g/mol

Ref: 3D-BM164666

Mevastatin

CAS: 73573-88-3

M02108 - Mevastatin

Formula: C₂₃H₃₄O₅

Purity: 95%

Color and Shape: Solid

Molecular weight: 390.52

Ref: 10-M02108

Pravastatin Deshydroxy Impurity

CAS: 73573-88-3

Formula: C₂₃H₃₄O₅

Molecular weight: 390.52

Ref: ST-EA-CP-P52009

Mevastatin

CAS: 73573-88-3

Mevastatin is a drug that inhibits the synthesis of cholesterol and has been used to treat hypercholesterolemia. It binds to the hydroxyl group at position 3 on the mevalonate molecule, which prevents the formation of 3-hydroxy-3-methylglutaryl coenzyme A (HMG CoA) and consequently reduces the production of cholesterol. Mevastatin has been shown to inhibit mitochondrial functions in wild-type strain yeast cells and myeloma cell lines, which may be due to receptor activity. In addition, it has been shown to induce neuronal death in a polymerase chain reaction assay by inhibiting DNA synthesis.

Formula: C₂₃H₃₄O₅

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 390.51 g/mol

Ref: 3D-FM25991