Drug Information
Drug General Information | Top | |||
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Drug ID |
D0JE2E
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Former ID |
DAP000555
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Drug Name |
Rosuvastatin
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Synonyms |
Astende; Cirantan; Cresadex; Creston; Crestor; Provisacor; Razel; Rosedex; Rosimol; Rosumed; Rosustatin; Rosuvas; Rosuvast; Rosvel; Rovartal; Simestat; Sinlip; Vivacor; Rosuvastatin [INN]; Rosuvastatin calcium; Rosuvastatin calcium [USAN]; Rosuvastatin hemicalcium; S 4522; ZD 4522; ZD4522; AZD-4522; Creston (TN);Crestor (TN); Pyrimidine Compound, 26; Rosuvastatin (INN); S-4522; ZD 4522, calcium salt; ZD-4522; Rosuvastatin calcium (JAN/USAN); Bis[(E)-7-[4-(4-fluorophenyl)-6-isopropyl-2-[methyl(methylsulfonyl)amino] pyrimidin-5-yl](3R,5S)-3,5-dihydroxyhelpt-6-enoic acid] calcium salt; Calcium (E,3R,5S)-7-[4-(4-fluorophenyl)-2-[methyl(methylsulfonyl)amino]-6-propan-2-ylpyrimidin-5-yl]-3,5-dihydroxyhept-6-enoate; (3R,5S,6E)-7-(4-(4-fluorophenyl)-6-(1-methylethyl)-2-(ethyl(methylsulfonyl)amino)-5-pyrimidinyl)-3,5-dihydroxy-6-heptenoic acid; (3R,5S,6E)-7-{4-(4-fluorophenyl)-2-[methyl(methylsulfonyl)amino]-6-(propan-2-yl)pyrimidin-5-yl}-3,5-dihydroxyhept-6-enoic acid; (3R,5S,6E)-7-{4-(4-fluorophenyl)-6-isopropyl-2-[methyl(methylsulfonyl)amino]pyrimidin-5-yl}-3,5-dihydroxyhept-6-enoic acid; (E,3R,5R)-7-[4-(4-fluorophenyl)-2-[methyl(methylsulfonyl)amino]-6-propan-2-ylpyrimidin-5-yl]-3,5-dihydroxyhept-6-enoic acid; (E,3R,5S)-7-[4-(4-fluorophenyl)-2-[methyl(methylsulfonyl)amino]-6-propan-2-ylpyrimidin-5-yl]-3,5-dihydroxyhept-6-enoic acid; (S-((R*,S*-(E)))-7-(4-(4-fluorophenyl)-6-(1-methylethyl)-2-(methyl(methylsulfonyl) amino)-5-pyrimidinyl)-3,5-dihydroxy-6-heptenoic acid, calcium salt (2:1); (S-(R*,S*-(E)))-7-(4-(4-Fluorophenyl)-6-(1-methylethyl)-2-(methyl(methylsulfonyl)amino)-5-pyrimidinyl)-3,5-dihydroxy-6-heptenoic acid, calcium salt (2:1); 6-Heptenoic acid, 7-(4-(4-fluorophenyl)-6-(1-methylethyl)-2-(ethyl(methylsulfonyl)amino)-5-pyrimidinyl)-3,5-dihydroxy-, (3R,5S,6E); 6-Heptenoic acid, 7-(4-(4-fluorophenyl)-6-(1-methylethyl)-2-(methyl(methylsulfonyl)amino)-5-pyrimidinyl)-3,5-dihydroxy-, calcium salt (2:1), (3R,5S,6E)
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Drug Type |
Small molecular drug
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Indication | Hypercholesterolaemia [ICD-11: 5C80.0] | Approved | [1], [2] | |
Elevated C-reactive protein [ICD-11: MA14.15] | Phase 3 | [1], [2] | ||
Therapeutic Class |
Anticholesteremic Agents
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Company |
AstraZeneca
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Structure |
Download2D MOL |
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Formula |
C22H28FN3O6S
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Canonical SMILES |
CC(C)C1=NC(=NC(=C1C=CC(CC(CC(=O)O)O)O)C2=CC=C(C=C2)F)N(C)S(=O)(=O)C
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InChI |
1S/C22H28FN3O6S/c1-13(2)20-18(10-9-16(27)11-17(28)12-19(29)30)21(14-5-7-15(23)8-6-14)25-22(24-20)26(3)33(4,31)32/h5-10,13,16-17,27-28H,11-12H2,1-4H3,(H,29,30)/b10-9+/t16-,17-/m1/s1
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InChIKey |
BPRHUIZQVSMCRT-VEUZHWNKSA-N
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CAS Number |
CAS 287714-41-4
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PubChem Compound ID | ||||
PubChem Substance ID |
822168, 10299840, 14810118, 14834808, 24775831, 26612833, 26680899, 36888655, 46509022, 46518448, 47960010, 48035409, 50070881, 50122666, 53790555, 57404725, 80442666, 88531873, 92124833, 96025178, 103556348, 104635880, 104829200, 124637938, 126680774, 126731182, 127315738, 127315739, 127315740, 127315741, 127315742, 127315743, 127315744, 127315745, 127315746, 127315747, 127315748, 127315749, 127315750, 127315751, 127315752, 127315753, 127315754, 127315755, 127315756, 127315757, 127315758, 135084331, 135650928, 135723476
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ChEBI ID |
CHEBI:38545
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ADReCS Drug ID | BADD_D01971 ; BADD_D01972 | |||
SuperDrug ATC ID |
C10AA07
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SuperDrug CAS ID |
cas=287714414
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Interaction between the Drug and Microbe | Top | |||
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The Metabolism of Drug Affected by Studied Microbe(s) | ||||
The Order in the Taxonomic Hierarchy of the following Microbe(s): Lactobacillales | ||||
Studied Microbe: Lactobacillus reuteri
Show/Hide Hierarchy
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[3] | |||
Hierarchy | ||||
Microbial Enzyme | Bile salt hydrolyase | |||
Metabolic Effect | Increase activity | |||
Description | Rosuvastatin can be metabolized by the bile salt hydrolyase of Lactobacillus reuteri, which results in the increase of the drug's activity. | |||
The Order in the Taxonomic Hierarchy of the following Microbe(s): Gut microbiota | ||||
Studied Microbe: Firmicutes
Show/Hide Hierarchy
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[3] | |||
Hierarchy | ||||
Microbial Enzyme | Bile salt hydrolyase | |||
Metabolic Effect | Increase activity | |||
Description | Rosuvastatin can be metabolized by the bile salt hydrolyase of Firmicutes, which results in the increase of the drug's activity. | |||
Studied Microbe: Gut microbiota unspecific | [4] | |||
Metabolic Effect | Increase side effect | |||
Description | Rosuvastatin can be metabolized by gut microbiota, which results in the increase of the drug's side effect. |
Target and Pathway | Top | |||
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Target(s) | HMG-CoA reductase (HMGCR) | Target Info | Inhibitor | [5] |
BioCyc | Superpathway of geranylgeranyldiphosphate biosynthesis I (via mevalonate) | |||
Superpathway of cholesterol biosynthesis | ||||
Mevalonate pathway | ||||
KEGG Pathway | Terpenoid backbone biosynthesis | |||
Metabolic pathways | ||||
Biosynthesis of antibiotics | ||||
AMPK signaling pathway | ||||
Bile secretion | ||||
NetPath Pathway | IL5 Signaling Pathway | |||
TGF_beta_Receptor Signaling Pathway | ||||
TSH Signaling Pathway | ||||
Panther Pathway | Cholesterol biosynthesis | |||
Pathwhiz Pathway | Steroid Biosynthesis | |||
WikiPathways | Statin Pathway | |||
Regulation of Lipid Metabolism by Peroxisome proliferator-activated receptor alpha (PPARalpha) | ||||
Activation of Gene Expression by SREBP (SREBF) | ||||
SREBF and miR33 in cholesterol and lipid homeostasis | ||||
Integrated Breast Cancer Pathway | ||||
SREBP signalling | ||||
Cholesterol Biosynthesis |
References | Top | |||
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REF 1 | URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Ligand id: 2954). | |||
REF 2 | Emerging drugs for acute and chronic heart failure: current and future developments. Expert Opin Emerg Drugs. 2007 Mar;12(1):75-95. | |||
REF 3 | Gut Microbiome and Response to Cardiovascular Drugs. Circ Genom Precis Med. 2019 Sep;12(9):421-429. | |||
REF 4 | Fish odour syndrome. CMAJ. 2011 May 17;183(8):929-31. | |||
REF 5 | New dimension of statin action on ApoB atherogenicity. Clin Cardiol. 2003 Jan;26(1 Suppl 1):I7-10. |
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