121009-77-6

121009-77-6 structure

Name: (3R,5R)-7-{(1S,2S,6R,8S,8aR)-8-[(2,2-Dimethylbutanoyl)oxy]-2,6-di methyl-1,2,6,7,8,8a-hexahydro-1-naphthalenyl}-3,5-dihydroxyheptan oic acid
Chemical Name: (3R,5R)-7-{(1S,2S,6R,8S,8aR)-8-[(2,2-Dimethylbutanoyl)oxy]-2,6-di methyl-1,2,6,7,8,8a-hexahydro-1-naphthalenyl}-3,5-dihydroxyheptan oic acid
CAS Number: 121009-77-6
Molecular Formula: C₂₅H₄₀O₆
Molecular Weight: 436.58200
Catalog: Signaling Pathways Apoptosis Apoptosis
Create Date: 2017-02-21 15:02:16
Modify Date: 2024-01-02 15:50:26
Simvastatin acid (Tenivastatin) is an orally active HMG-CoA reductase (HMGCR) inhibitor. Simvastatin acid can reduce cholesterol synthesis and lower blood cholesterol levels[1]. Simvastatin acid shows anti-proliferation activities against cancer cells and induces apoptosis[2].

Name	(3R,5R)-7-{(1S,2S,6R,8S,8aR)-8-[(2,2-Dimethylbutanoyl)oxy]-2,6-di methyl-1,2,6,7,8,8a-hexahydro-1-naphthalenyl}-3,5-dihydroxyheptan oic acid
Synonyms	simvasterol Zocord Rechol [14C]-Simvastatin acid ZOCOR [3H]-Simvastatin 7-[1,2,6,7,8,8a(R)-hexahydro-2(S),6(R)-dimethyl-8(S)-[[2,2-dimethyl-butanoyl]oxy]-1(S)-naphthyl]-3(R),5(R)-dihydroxyheptanoic acid Lipex Denan Lipovas simvastatin acid Eucor [14C]-Simvastatin Simcor simvastatin hydroxy acid [3H]-Simvastatin acid

Description	Simvastatin acid (Tenivastatin) is an orally active HMG-CoA reductase (HMGCR) inhibitor. Simvastatin acid can reduce cholesterol synthesis and lower blood cholesterol levels[1]. Simvastatin acid shows anti-proliferation activities against cancer cells and induces apoptosis[2].
Related Catalog	Signaling Pathways >> Apoptosis >> Apoptosis Research Areas >> Cancer Research Areas >> Cardiovascular Disease Signaling Pathways >> Metabolic Enzyme/Protease >> HMG-CoA Reductase (HMGCR)
Target	HMG-CoA reductase[1]
In Vitro	Simvastatin acid (32 and 64 μM; 24, 48, and 72 h) inhibits tumor cell growth, arrests in the G0/G1 phase[2]. Simvastatin acid (32 and 64 μM; 48 h) induces apoptosis in HepG2 and Huh7 cells[2]. Cell Proliferation Assay[2] Cell Line: HepG2 and Huh7 cells Concentration: 32 and 64 μM Incubation Time: 24, 48, and 72 hours Result: Inhibited tumor cell growth as compared to controls (ctrl, p<0.05). Apoptosis Analysis[2] Cell Line: HepG2 and Huh7 cells Concentration: 32 and 64 μM Incubation Time: 48 hours Result: Increased early apoptosis from 9.2% in non-treated ctrl cells to 18.2% (32 μM) and 19.8% (64 μM), respectively, increased late apoptosis from 35.0% in ctrl cells to 56.9% (32 μM) and 48.0% (64 μM), respectively, in HepG2 cells. Cell Cycle Analysis[2] Cell Line: HepG2 and Huh7 cells Concentration: 32 and 64 μM Incubation Time: 24, 48, and 72 hours Result: Exhibited downregulation of CDK1, CDK2, CDK4 and cyclins D1 and E as compared to ctrl tumor cells.
In Vivo	Simvastatin acid (oral gavage; 15 and 30 mg/kg; once daily; 14 d) treatment attenuats oxidative damage, TNF-a and IL-6 levels, and restores itochondrial enzyme complex activities[3]. Animal Model: Male wistar rats with oxidative damage by Intrastriatal 6-OHDA administration[3] Dosage: 15 and 30 mg/kg Administration: Oral gavage; once daily; 14 days Result: Attenuated oxidative damage (reduced MDA, nitrite levels and restoration of reduced GSH) , attenuated TNF-a and IL-6 levels, and restored itochondrial enzyme complex activities as compared to 6-OHDA group.
References	[1]. Eduardo Filipe Oliveira, et al. HMG-CoA Reductase inhibitors: an updated review of patents of novel compounds and formulations (2011-2015). Expert Opin Ther Pat. 2016 Nov;26(11):1257-1272. [2]. Borna Relja, et al. Simvastatin inhibits cell growth and induces apoptosis and G0/G1 cell cycle arrest in hepatic cancer cells. Int J Mol Med. 2010 Nov;26(5):735-41. [3]. Anil Kumar, et al. Neuroprotective potential of atorvastatin and simvastatin (HMG-CoA reductase inhibitors) against 6-hydroxydopamine (6-OHDA) induced Parkinson-like symptoms. Brain Res. 2012 Aug 30;1471:13-22.

Density	1.13g/cm3
Boiling Point	607ºC at 760mmHg
Molecular Formula	C₂₅H₄₀O₆
Molecular Weight	436.58200
Flash Point	198.2ºC
Exact Mass	436.28200
PSA	104.06000
LogP	4.10570
Vapour Pressure	2.89E-17mmHg at 25°C
Index of Refraction	1.536

Precursor 8
134970-33-5 79902-63-9 145576-25-6 74-88-4
851402-85-2 139893-43-9 938063-63-9 132748-10-8
DownStream 1
79902-63-9

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