Simvastatin ammonium salt

Modify Date: 2024-01-02 13:05:50

Simvastatin ammonium salt Structure
Simvastatin ammonium salt structure
Common Name Simvastatin ammonium salt
CAS Number 139893-43-9 Molecular Weight 453.612
Density N/A Boiling Point N/A
Molecular Formula C25H43NO6 Melting Point N/A
MSDS Chinese USA Flash Point N/A
Symbol GHS08
GHS08
Signal Word Danger

 Use of Simvastatin ammonium salt


Simvastatin ammonium is an active metabolite of simvastatin lactone mediated by CYP3A4/5 in the intestinal wall and liver (pKa=5.5). Simvastatin ammonium reduces indoxyl sulfate-mediated reactive oxygen species and modulates OATP3A1 expression in cardiomyocytes and HEK293 cells transfected with the OATP3A1 gene[1].

 Names

Name Simvastatin Ammonium Salt
Synonym More Synonyms

 Simvastatin ammonium salt Biological Activity

Description Simvastatin ammonium is an active metabolite of simvastatin lactone mediated by CYP3A4/5 in the intestinal wall and liver (pKa=5.5). Simvastatin ammonium reduces indoxyl sulfate-mediated reactive oxygen species and modulates OATP3A1 expression in cardiomyocytes and HEK293 cells transfected with the OATP3A1 gene[1].
Related Catalog
Target

Human Endogenous Metabolite

In Vitro There is a pH-dependent effect on organic anion transporting polypeptide 3A1 (OATP3A1) uptake, with more efficient simvastatin acid uptake at pH5.5 in HEK293 cells transfected with the OATP3A1 gene. The Michaelis-Menten constant (Km) for simvastatin acid uptake by OATP3A1 was 0.017 μM and the Vmax was 0.995 fmol/min/105 cells[1].
References

[1]. Atilano-Roque A, et al. Characterization of simvastatin acid uptake by organic anion transporting polypeptide 3A1 (OATP3A1) and influence of drug-drug interaction. Toxicol In Vitro. 2017 Dec;45(Pt 1):158-165.

 Chemical & Physical Properties

Molecular Formula C25H43NO6
Molecular Weight 453.612
Exact Mass 453.309052
PSA 107.30000
LogP 4.42960

 Safety Information

Symbol GHS08
GHS08
Signal Word Danger
Hazard Statements H351-H360-H412
Precautionary Statements P201-P273-P281-P308 + P313
Hazard Codes Xi
Risk Phrases R36/37/38
Safety Phrases 26-36
RIDADR NONH for all modes of transport

 Articles1

More Articles
Simvastatin decreases steroid production in the H295R cell line and decreases steroids and FSH in female rats.

Reprod. Toxicol. 58 , 174-83, (2015)

Endocrine modulating effects of Simvastatin (SV) and its metabolite, Simvastatin β-hydroxy acid (SVA), were investigated in H295R cells and in female Sprague-Dawley (SPRD) rats. H295R cells were expos...

 Synonyms

Simvastatin hydroxy acid ammonium salt
Simvastatin ammonium salt
Ammonium (3R,5R)-7-{(1S,2S,6R,8S,8aR)-8-[(2,2-dimethylbutanoyl)oxy]-2,6-dimethyl-1,2,6,7,8,8a-hexahydro-1-naphthalenyl}-3,5-dihydroxyheptanoate
Simvastatin carboxylic acid ammonium salt
Tenivastatin ammonium salt
azanium,(3R,5R)-7-[(1S,2S,6R,8S,8aR)-8-(2,2-dimethylbutanoyloxy)-2,6-dimethyl-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoate
1-Naphthaleneheptanoate, 8-(2,2-dimethyl-1-oxobutoxy)-1,2,6,7,8,8a-hexahydro-β,δ-dihydroxy-2,6-dimethyl-, ammonium salt, (βR,δR,1S,2S,6R,8S,8aR)- (1:1)
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