Mevastatin

Product Name: Mevastatin
CAS No.: 73573-88-3
Chemical Name: Mevastatin
Synonyms: COMPACTIN;ML-236B;CS-500;MEVASTIN;MEVASTATIN;Merastatin;Mevalostatin;ml236blactone;Mevastatin>Mevastatin API
CBNumber: CB1388569
Molecular Formula: C23H34O5
Formula Weight: 390.51
MOL File: 73573-88-3.mol

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Mevastatin Property

Melting point:: 151-153 °C
alpha: D22 +283° (c = 0.48 in acetone)
Boiling point:: 555.0±50.0 °C(Predicted)
Density: 1.13±0.1 g/cm3(Predicted)
vapor pressure: 0Pa at 25℃
storage temp.: 2-8°C
solubility: DMSO: 20 mg/mL
form: powder
pka: 13.49±0.40(Predicted)
color: white
λmax: 246nm(MeOH)(lit.)
Merck: 14,6164
BRN: 1269441
InChIKey: AJLFOPYRIVGYMJ-INTXDZFKSA-N
CAS DataBase Reference: 73573-88-3(CAS DataBase Reference)

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Safety

Hazard Codes: T+
Risk Statements: 26/27/28
Safety Statements: 22-24/25-45-36/37/39
WGK Germany: 3
RTECS: EK7907100
F: 1-8-10
HS Code: 29322090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: M2537
Product name: Mevastatin
Purity: ≥95% (HPLC), powder
Packaging: 5mg
Price: $152
Updated: 2024/03/01

Sigma-Aldrich

Product number: 474700
Product name: Mevastatin
Packaging: 50mg
Price: $159
Updated: 2024/03/01

TCI Chemical

Product number: M2275
Product name: Mevastatin
Purity: >98.0%(HPLC)
Packaging: 1g
Price: $248
Updated: 2024/03/01

TCI Chemical

Product number: M2275
Product name: Mevastatin
Purity: >98.0%(HPLC)
Packaging: 5g
Price: $621
Updated: 2024/03/01

Alfa Aesar

Product number: J61357
Product name: Mevastatin, 98%
Packaging: 5mg
Price: $51.65
Updated: 2024/03/01

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Mevastatin Chemical Properties,Usage,Production

Chemical Properties

Off-White Solid

Uses

A fungal metabolite which is a potent inhibitor of HMG-CoA reductase.

Uses

antihyperlipidemic, HMGCoA reductase inhibitor

Uses

anti-hyperlipoproteinemic, 3-hydroxy-3-methyl glutaryl coenzyme A (HMG-CoA) reductase inhibitor

Uses

Mevastatin (compactin) is a diterpene produced by several species of the genera Penicillium and Monascus, first reported in 1976. Mevastatin, the prtotype of the statin class, is a potent competitive inhibitor of HMG-CoA reductase, a regulatory enzyme for cholesterol biosynthesis. Mevastatin has also been shown to induce apoptosis by inhibiting post-translational prenylation of proteins such as Ras, increasing eNOS mRNA and protein levels by blocking the geranylgeranylation of Rho, and inhibiting myoblast fusion. It induces cell cycle arrest in late G1 phase and may induce bone morphogenic protein-2 (BMP-2).

Definition

ChEBI: A carboxylic ester that is pravastatin that is lacking the allylic hydroxy group and in which the lactone moiety has been hydrolysed to the corresponding delta-hydroxy-carboxylic acid. A hydroxymethylglutaryl-CoA reductase inhibitor (stati ) isolated from Penicillium citrinum and from Penicillium brevicompactum, its clinical use as a lipid-regulating drug ceased following reports of toxicity in animals.

General Description

Chemical structure: statin

Biological Activity

Inhibitor of HMG-CoA reductase; decreases cholesterol biosynthesis, in vitro and in vivo . Induces apoptosis, arrests cancer cells in G1 phase and downregulates cdk 2, 4, and 6, cyclin D1 and E1, p21 and p27.

Biochem/physiol Actions

Mevastatin is a selective inhibitor of 3-hydroxy 3-methyl glutaryl coenzyme(A) reductase (HMG-CoA reductase), a major enzyme involved in cholesterol synthesis. It acts as a cholesterol-lowering agent. Mevastatin is obtained from various species of fungi. It acts as an antiresorptive?agent and has therapeutic effects to treat osteoporosis. Mevastatin inhibits bone resorption by triggering osteoclast apoptosis. It is also involved in the inhibition of prenylation of proteins such as Ras. Mevastatin increases endothelial nitric oxide synthase (eNOS) mRNA and protein levels by blocking the geranylgeranylation of transcription factor Rho.

storage

Store at RT

Purification Methods

Purify compactin by recrystallisation from aqueous EtOH. UV (EtOH): max 230, 237 and 246nm (log 4.28, 4.30 and 4.11); IR (KBr): 3520, 1750 (lactone CO) and 1710 (CO ester) cm-1. [Clive et al. J Am Chem Soc 110 6914 1988, Review: Rosen & Heathcock Tetrahedron 42 4909 1986, IR, NMR, MS: Brown et al. J Chem Soc Perkin Trans 1 1165 1976.] It is a potent inhibitor of 3-hydroxy-3-methylglutaryl-CoA reductase (HMG-CoA reductase), an enzyme in cholesterol biosynthesis, and lowers cholesterol levels [Brown et al. J Biol Chem 253 1121 1978, Nakamura & Ableles Biochemistry 24 1364 1985, Beilstein 18/3 V 145].

References

[1] endo a. the discovery and development of hmg-coa reductase inhibitors. journal of lipid research, 1992, 33(11): 1569-1582.

Mevastatin Preparation Products And Raw materials

Raw materials

Preparation Products

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Mevastatin Suppliers

Americas 1 Canada 2 China 253 Europe 4 Germany 2 India 10 Japan 4 South Korea 1 Switzerland 1 United Kingdom 17 United States 51 Global 346

Novachemistry

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View Lastest Price from Mevastatin manufacturers

Hebei Weibang Biotechnology Co., Ltd

Product: Mevastatin 73573-88-3
Price: US $10.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 10 mt
Release date: 2024-11-05

Hangzhou ICH Biofarm Co., Ltd

Product: Mevastatin 73573-88-3
Price: US $0.00-0.00/g
Min. Order: 1g
Purity: >=98.5%
Supply Ability: 500kg
Release date: 2023-07-04

Hebei Mojin Biotechnology Co., Ltd

Product: Mevastatin 73573-88-3
Price: US $0.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 50000KG/month
Release date: 2023-09-06

73573-88-3, MevastatinRelated Search:

METSULFURON METHYL Methyl acrylate Tribenuron methyl Rosuvastatin calcium Methylparaben Pravastatin Methanol Methyl salicylate Fluvastatin Simvastatin Atorvastatin Basic Violet 1 Butyric Acid Atorvastatin calcium Kresoxim-methyl Methyl Lovastatin Pravastatin Lactone

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)-

ML-236B

,8-beta(2s*,4s*),8a-beta))-

antibioticml236b

butanoicacid,2-methyl-,1,2,3,7,8,8a-hexahydro-7-methyl-8-(2-(tetrahydro-4-hy

compactin(penicillium)

(S)-2-Methylbutyric acid [(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]naphthalen-1-yl] ester

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

Mevastatin, >=97%

(2S)-2-methylbutyric acid [(1S,7S,8S,8aR)-8-[2-[(2R,4R)-4-hydroxy-6-keto-tetrahydropyran-2-yl]ethyl]-7-methyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl] ester

[(1S,7S,8S,8aR)-8-[2-[(2R,4R)-4-hydroxy-6-oxo-oxan-2-yl]ethyl]-7-methyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl] (2S)-2-methylbutanoate

[(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

(2S)-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-naphthalenylbutanoate

Mevastatin,Compactin, ML-236B

Mevastatin API

Lovastatin EP IMpurity A

MEVASTATIN(SH)

CoMpactin, ML 236B, SIPI 8915

Mevastatin (ML236B)

Pravastatin Deshydroxy Impurity

Mevastatin Solution, 100ppm

(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

Mevastatin, 98%, a potent HMG-CoA reductase inhibitor

Mevastatin Mevastatin

Lovastatin Impurity 1(Lovastatin EP Impurity A)

droxy-6-oxo-2h-pyran-2-yl)ethyl)-1-naphthalenylester,(1s-(1-alpha(r*),7-beta

ml236blactone

6-DEMETHYLVEVINOLIN

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

(2S)-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 BUTANOATE

MEVASTATIN

MEVASTIN

CS-500

COMPACTIN

Merastatin

MEVASTATIN 95+%

Compactin, 6-Demethylvevinolin, CS-500, ML-236 B

MEVASTATIN(RG)

COMPACTIN (MEVASTATIN)

[(1S,7R,8S,8aR)-8-[2-[(2R,4R)-4-hydroxy-6-oxo-oxan-2-yl]ethyl]-7-methyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl] (2S)-2-methylbutanoate

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

(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-naphthyl (S)-2-methylbutyrate

(2S)-2-Methylbutyric acid [(1S)-1,2,3,7,8,8aα-hexahydro-7α-methyl-8α-[2-[(2R,4R)-tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl]ethyl]naphthalen-1β-yl] ester

Compactin, ML-236B

Mevastatin, ≥96%(HPLC)

Mevastatin - CAS 73573-88-3 - Calbiochem

Lovastatin EP Impurity A (Mevastatin)

Mevastatin&gt

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MEVASTATIN/ COMPACTIN 97% UP

Mevastatin USP/EP/BP

Lovastatin EP Impurity A (Pravastatin Deshydroxy Impurity/ Mevastatin/ Compactin)

Pravastatin Deshydroxy Impurity (Lovastatin EP Impurity A/ Mevastatin/ Compactin)

MevastatinQ: What is Mevastatin Q: What is the CAS Number of Mevastatin Q: What is the storage condition of Mevastatin Q: What are the applications of Mevastatin

Lovastatin Impurity A

Mevalostatin

73573-88-3

Antibiotics G-M