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Mevastatin

CAS No.
73573-88-3
Chemical Name:
Mevastatin
Synonyms
COMPACTIN;ML-236B;CS-500;MEVASTIN;MEVASTATIN;Merastatin;ml236blactone;Mevastatin>Mevastatin API;MEVASTATIN(SH)
CBNumber:
CB1388569
Molecular Formula:
C23H34O5
Molecular Weight:
390.51
MDL Number:
MFCD05662341
MOL File:
73573-88-3.mol
MSDS File:
SDS
Last updated:2023-09-06 17:45:48

Mevastatin Properties

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
pka 13.49±0.40(Predicted)
form powder
color white
λmax 246nm(MeOH)(lit.)
Merck 14,6164
BRN 1269441
InChIKey AJLFOPYRIVGYMJ-INTXDZFKSA-N
CAS DataBase Reference 73573-88-3(CAS DataBase Reference)
FDA UNII 1UQM1K0W9X

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Danger
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264b-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P362+P364-P403+P233-P501c
Hazard Codes  T+
Risk Statements  26/27/28
Safety Statements  22-24/25-45-36/37/39
WGK Germany  3
RTECS  EK7907100
1-8-10
HS Code  29322090

Mevastatin price More Price(49)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich M2537 Mevastatin ≥95% (HPLC), powder 73573-88-3 5mg $152 2024-03-01 Buy
Sigma-Aldrich 474700 Mevastatin 73573-88-3 50mg $159 2024-03-01 Buy
TCI Chemical M2275 Mevastatin >98.0%(HPLC) 73573-88-3 1g $248 2024-03-01 Buy
TCI Chemical M2275 Mevastatin >98.0%(HPLC) 73573-88-3 5g $621 2024-03-01 Buy
Alfa Aesar J61357 Mevastatin, 98% 73573-88-3 5mg $51.65 2024-03-01 Buy
Product number Packaging Price Buy
M2537 5mg $152 Buy
474700 50mg $159 Buy
M2275 1g $248 Buy
M2275 5g $621 Buy
J61357 5mg $51.65 Buy

Mevastatin Chemical Properties,Uses,Production

Chemical Properties

Off-White Solid

Uses

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

Uses

antihyperlipidemic, HMGCoA reductase inhibitor

Uses

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

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

Global( 341)Suppliers
Supplier Tel Email Country ProdList Advantage
Hebei Mojin Biotechnology Co., Ltd
+8613288715578 sales@hbmojin.com China 12453 58
Hangzhou ICH Biofarm Co., Ltd
+undefined8613073685410 sales@ichemie.com China 985 58
Beijing Cooperate Pharmaceutical Co.,Ltd
010-60279497 sales01@cooperate-pharm.com CHINA 1811 55
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21695 55
Shanghai Zheyan Biotech Co., Ltd.
18017610038 zheyansh@163.com CHINA 3620 58
Hubei Jusheng Technology Co.,Ltd.
18871490254 linda@hubeijusheng.com CHINA 28180 58
Hebei Guanlang Biotechnology Co., Ltd.
+86-19930503282 alice@crovellbio.com China 8822 58
Xiamen AmoyChem Co., Ltd
+86-592-6051114 +8618959220845 sales@amoychem.com China 6387 58
HubeiwidelychemicaltechnologyCo.,Ltd
18627774460 faith@widelychemical.com CHINA 742 58
Standardpharm Co. Ltd.
86-714-3992388 overseasales1@yongstandards.com United States 14336 58

View Lastest Price from Mevastatin manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Mevastatin pictures 2023-11-01 Mevastatin
73573-88-3
US $0.00-0.00 / g 1g >=98.5% 500kg Hangzhou ICH Biofarm Co., Ltd
Mevastatin pictures 2023-09-06 Mevastatin
73573-88-3
US $0.00 / KG 1KG 99% 50000KG/month Hebei Mojin Biotechnology Co., Ltd
Mevastatin USP/EP/BP pictures 2021-08-06 Mevastatin USP/EP/BP
73573-88-3
US $1.10 / g 1g 99.9% 100 Tons min Dideu Industries Group Limited
  • Mevastatin pictures
  • Mevastatin
    73573-88-3
  • US $0.00-0.00 / g
  • >=98.5%
  • Hangzhou ICH Biofarm Co., Ltd
  • Mevastatin pictures
  • Mevastatin
    73573-88-3
  • US $0.00 / KG
  • 99%
  • Hebei Mojin Biotechnology Co., Ltd

Mevastatin Spectrum

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)- ,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 (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 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 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 (ML236B) Pravastatin Deshydroxy Impurity Mevastatin Solution, 100ppm Mevastatin, 98%, a potent HMG-CoA reductase inhibitor Mevastatin Mevastatin Lovastatin Impurity 1(Lovastatin EP Impurity A) Mevastatin, ≥96%(HPLC) Mevastatin - CAS 73573-88-3 - Calbiochem Lovastatin EP Impurity A (Mevastatin) Mevastatin> sjxqpil80ozl2eonzya8tqee.png Mevastatin USP/EP/BP MEVASTATIN/ COMPACTIN 97% UP 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 ML-236B COMPACTIN Lovastatin Impurity A 73573-88-3 BioChemical Antibiotics G-M