ChemicalBook > CAS DataBase List > Mevastatin

Mevastatin

Product Name
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
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

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View Lastest Price from Mevastatin manufacturers

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
Hebei Guanlang Biotechnology Co., Ltd.
Product
Mevastatin 73573-88-3
Price
US $10.00/PCS
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2021-03-11

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)
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  • (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
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  • 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
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  • CS-500
  • COMPACTIN
  • Merastatin
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  • 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
  • sjxqpil80ozl2eonzya8tqee.png
  • MEVASTATIN/ COMPACTIN 97% UP
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  • 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
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  • 73573-88-3
  • Antibiotics G-M
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