Drug Information
| Drug General Information | Top | |||
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| Drug ID |
D0J9GD
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| Former ID |
DNC003318
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| Drug Name |
Mevastatin
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| Synonyms |
Mevastatin; compactin; 73573-88-3; ML-236B; Mevastatinum; Mevastatine; Mevastatina; Mevastatinum [INN-Latin]; Antibiotic ML 236B; Mevastatin [INN]; CS 500; Compactin (penicillium); Mevastatine [INN-French]; UNII-1UQM1K0W9X; ML 236 B; Mevastatina [INN-Spanish]; CCRIS 4505; 1UQM1K0W9X; CHEMBL54440; CHEBI:34848; [(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; Mevastatin (Compactin); ML236B
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| Drug Type |
Small molecular drug
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| Structure |
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Download2D MOL |
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| Formula |
C23H34O5
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| Canonical SMILES |
CCC(C)C(=O)OC1CCC=C2C1C(C(C=C2)C)CCC3CC(CC(=O)O3)O
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| 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
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| InChIKey |
AJLFOPYRIVGYMJ-INTXDZFKSA-N
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| CAS Number |
CAS 73573-88-3
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| PubChem Compound ID | ||||
| PubChem Substance ID |
7846932, 7978987, 8189253, 12015427, 14756488, 14780729, 17405315, 24278540, 24820212, 25819930, 26719712, 26759157, 43121594, 46386660, 47574453, 47944886, 49896293, 53777860, 53790805, 56468435, 57288790, 57315124, 71821891, 78233515, 85787615, 89850273, 90340823, 91614978, 92304233, 92308676, 92308746, 103241784, 103923731, 104331841, 117549691, 119525148, 121361574, 124659149, 124800281, 135021782, 135650602, 135727287, 135969249, 137101020, 142413177, 144089061, 144205093, 152134131, 160809187, 162023089
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| ChEBI ID |
CHEBI:34848
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| Interaction between the Drug and Microbe | Top | |||
|---|---|---|---|---|
| The Metabolism of Drug Affected by Studied Microbe(s) | ||||
| The Order in the Taxonomic Hierarchy of the following Microbe(s): Bacteroidales | ||||
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Studied Microbe: Bacteroides cellulosilyticus DSM 14838
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[1] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Mevastatin can be metabolized by Bacteroides cellulosilyticus DSM 14838 (log2FC = -0.989; p = 0.044). | |||
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Studied Microbe: Bacteroides dorei DSM 17855
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[1] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Mevastatin can be metabolized by Bacteroides dorei DSM 17855 (log2FC = -1.013; p = 0.013). | |||
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Studied Microbe: Bacteroides fragilis HMW 610
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[1] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Mevastatin can be metabolized by Bacteroides fragilis HMW 610 (log2FC = -0.414; p = 0.029). | |||
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Studied Microbe: Bacteroides fragilis str. DS-208
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[1] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Mevastatin can be metabolized by Bacteroides fragilis str. DS-208 (log2FC = -0.596; p = 0.02). | |||
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Studied Microbe: Bacteroides intestinalis DSM 17393
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[1] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Mevastatin can be metabolized by Bacteroides intestinalis DSM 17393 (log2FC = -0.787; p = 0.03). | |||
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Studied Microbe: Bacteroides thetaiotaomicron 3731
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[1] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Mevastatin can be metabolized by Bacteroides thetaiotaomicron 3731 (log2FC = -0.833; p = 0.011). | |||
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Studied Microbe: Bacteroides thetaiotaomicron 7330
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[1] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Mevastatin can be metabolized by Bacteroides thetaiotaomicron 7330 (log2FC = -0.934; p = 0.005). | |||
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Studied Microbe: Bacteroides uniformis ATCC 8492
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[1] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Mevastatin can be metabolized by Bacteroides uniformis ATCC 8492 (log2FC = -1.052; p = 0.019). | |||
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Studied Microbe: Bacteroides vulgatus ATCC 8482
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[1] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Mevastatin can be metabolized by Bacteroides vulgatus ATCC 8482 (log2FC = -1.126; p = 0.003). | |||
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Studied Microbe: Odoribacter splanchnicus
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[1] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Mevastatin can be metabolized by Odoribacter splanchnicus (log2FC = -0.534; p = 0.025). | |||
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Studied Microbe: Parabacteroides distasonis ATCC 8503
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[1] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Mevastatin can be metabolized by Parabacteroides distasonis ATCC 8503 (log2FC = -0.806; p = 0.004). | |||
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Studied Microbe: Parabacteroides merdae ATCC 43184
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[1] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Mevastatin can be metabolized by Parabacteroides merdae ATCC 43184 (log2FC = -0.684; p = 0.01). | |||
| The Order in the Taxonomic Hierarchy of the following Microbe(s): Bifidobacteriales | ||||
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Studied Microbe: Bifidobacterium breve DSM 20213
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[1] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Mevastatin can be metabolized by Bifidobacterium breve DSM 20213 (log2FC = -0.545; p = 0.032). | |||
| The Order in the Taxonomic Hierarchy of the following Microbe(s): Eubacteriales | ||||
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Studied Microbe: Bacteroides pectinophilus ATCC 43243
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[1] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Mevastatin can be metabolized by Bacteroides pectinophilus ATCC 43243 (log2FC = -0.479; p = 0.05). | |||
| The Order in the Taxonomic Hierarchy of the following Microbe(s): Lactobacillales | ||||
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Studied Microbe: Lactobacillus reuteri CF48-3A
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[1] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Mevastatin can be metabolized by Lactobacillus reuteri CF48-3A (log2FC = -0.516; p = 0.006). | |||
| Target and Pathway | Top | |||
|---|---|---|---|---|
| Target(s) | HMG-CoA reductase (HMGCR) | Target Info | Antagonist | [2] |
| 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 | |||
|---|---|---|---|---|
| REF 1 | Mapping human microbiome drug metabolism by gut bacteria and their genes. Nature. 2019 Jun;570(7762):462-467. | |||
| REF 2 | Regulation of CYP2B6 and CYP3A expression by hydroxymethylglutaryl coenzyme A inhibitors in primary cultured human hepatocytes. Drug Metab Dispos. 2002 Dec;30(12):1400-5. | |||
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