Available from stock

Mevastatin

SKU: M0183

Category: Antibiotics

Synonyms: Compactin, 6-Demethylmevinolin, CS-500, ML-236B, L-637,312, NSC 281245, Statin I; 73573-88-3
CAS-Number: C₂₃H₃₄O₅
Molecular Formula: 390.51
Molecular Weight

For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.

Product Data
Handling
Safety Information
Details

Specifications

Purity: ≥95% (NMR)
Appearance: White to light yellow powder
Identity: 1H-NMR

Properties

Solvents: Soluble in DMSO or ethanol (20mg/ml). Insoluble in water.

Shipping: AMBIENT
Short Term Storage: +4°C
Long Term Storage: +4°C
Handling Advice: Protect from light and moisture.
Use / Stability: Stable for at least 2 years after receipt when stored at +4°C.

Transportation: Not dangerous goods

Description: Mevastatin is an antibiotic that is a competitive HMG-CoA reductase inhibitor, thus suppressing Ras farnesylation. Mevastatin decreases cholesterol biosynthesis in vitro and in vivo. It induces apoptosis, arrests cancer cells in G1 phase and downregulates cdk 2, 4, and 6, cyclin D1 and E1, p21 and p27. Mevastatin also suppresses TNF-induced NF-?B activation and potentiates apoptosis in human myeloid leukemia cells. Mevastatin induced neurite outgrowth of neuroblastoma cells via activation of EGFR, ERK1/2 and Akt/PBK but also exerts a neurotoxic effect in cultured neurons in a heme-independent manner. Mevastatin also shows antileishmanial and antifungal activity. Has also anti-inflammatory effects potentially via up-regulation of heme oxygenase-1 (HO-1).
Smiles: [H][C@@]12C(C=C[C@H](C)[C@]2([H])CC[C@@]3([H])OC(C[C@@](O)([H])C3)=O)=CCC[C@@H]1OC([C@@H](C)CC)=O
InChi Key: AJLFOPYRIVGYMJ-INTXDZFKSA-N
References: [1] A. Endo, et al., FEBS Lett. 72, 323 (1976) , [2] R. Fears, et al., Atherosclerosis 35, 439 (1980) , [3] K. Keyomarsi, et al., Cancer Res. 51, 3602 (1991) , [4] A. Endo, J. Lipid Res. 33, 1569 (1992) , [5] S. Amin-Hanjani, et al, Stroke 32, 980 (2001) , [6] A. Wachtershauser, et al., Carcinogenesis 22, 1061 (2001) , [7] K.S. Ahn, et al., Biochem. Pharmacol. 75, 907 (2008) , [8] M.E. Evangelopoulos, et al., J. Neurosci. Res. 87, 2138 (2009) , [9] M. Kannan, et al., Neurobiol. Aging 31, 1543 (2010) , [10] N. Dinesh, et al., Parasitol. Res. 114, 3873 (2015) , [11] S. Javed, et at., Curr. Pharm. Biotechnol. 17, 291 (2016) , [12] Z. Lin, et al., Oncotarget 8, 17833 (2017) , [13] C.-C. Lin, et al., J. Clin. Med. 9, 226 (2020)
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

Mevastatin is an antibiotic that is a competitive HMG-CoA reductase inhibitor, thus suppressing Ras farnesylation. Mevastatin decreases cholesterol biosynthesis in vitro and in vivo. It induces apoptosis, arrests cancer cells in G1 phase and downregulates cdk 2, 4, and 6, cyclin D1 and E1, p21 and p27. Mevastatin also suppresses TNF-induced NF-?B activation and potentiates apoptosis in human myeloid leukemia cells. Mevastatin induced neurite outgrowth of neuroblastoma cells via activation of EGFR, ERK1/2 and Akt/PBK but also exerts a neurotoxic effect in cultured neurons in a heme-independent manner. Mevastatin also shows antileishmanial and antifungal activity. Has also anti-inflammatory effects potentially via up-regulation of heme oxygenase-1 (HO-1).

SKU: M0183 Category: Antibiotics

Additional information

Additional information

Synonyms	Compactin, 6-Demethylmevinolin, CS-500, ML-236B, L-637,312, NSC 281245, Statin I
Purity	≥95% (NMR)
Appearance	White to light yellow powder
CAS-Number	73573-88-3
Molecular Formula	C23H34O5
Molecular Weight	390.51
Identity	1H-NMR
Solvents	Soluble in DMSO or ethanol (20mg/ml). Insoluble in water.
Smiles	[H][C@@]12C(C=C[C@H](C)[C@]2([H])CC[C@@]3([H])OC(C[C@@](O)([H])C3)=O)=CCC[C@@H]1OC([C@@H](C)CC)=O
InChi Key	AJLFOPYRIVGYMJ-INTXDZFKSA-N
Shipping	AMBIENT
Short Term Storage	+4°C
Long Term Storage	+4°C
Handling Advice	Protect from light and moisture.
Use / Stability	Stable for at least 2 years after receipt when stored at +4°C.
Transportation	Not dangerous goods
References	[1] A. Endo, et al., FEBS Lett. 72, 323 (1976), [2] R. Fears, et al., Atherosclerosis 35, 439 (1980), [3] K. Keyomarsi, et al., Cancer Res. 51, 3602 (1991), [4] A. Endo, J. Lipid Res. 33, 1569 (1992), [5] S. Amin-Hanjani, et al, Stroke 32, 980 (2001), [6] A. Wachtershauser, et al., Carcinogenesis 22, 1061 (2001), [7] K.S. Ahn, et al., Biochem. Pharmacol. 75, 907 (2008), [8] M.E. Evangelopoulos, et al., J. Neurosci. Res. 87, 2138 (2009), [9] M. Kannan, et al., Neurobiol. Aging 31, 1543 (2010), [10] N. Dinesh, et al., Parasitol. Res. 114, 3873 (2015), [11] S. Javed, et at., Curr. Pharm. Biotechnol. 17, 291 (2016), [12] Z. Lin, et al., Oncotarget 8, 17833 (2017), [13] C.-C. Lin, et al., J. Clin. Med. 9, 226 (2020)
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
Quantity	50 mg, Bulk