Drug Information
| Drug General Information | Top | |||
|---|---|---|---|---|
| Drug ID |
D0TR5X
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| Former ID |
DAP000186
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| Drug Name |
Fluoxetine
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| Synonyms |
Eufor; Floxetine; Fluoxetin; Fluoxetina; Fluoxetinum; Fluval; Fontex; Portal; Pulvules; Reconcile; Reneuron; Fluoxetina [Spanish]; Fluoxetine Hcl; Prozac Weekly; Animex-On; Fluoxetina [INN-Spanish]; Fluoxetine (Prozac); Fluoxetine (TN); Fluoxetinum [INN-Latin]; Lilly-110140; Prozac (TN); Fluoxetine (USAN/INN); Fluoxetine [USAN:INN:BAN]; N-Methyl-gamma-(4-(trifluoromethyl)phenoxy)benzenepropanamine; Methyl({3-phenyl-3-[4-(trifluoromethyl)phenoxy]propyl})amine; N-Methyl-3-(p-trifluoromethylphenoxy)-3-phenylpropylamine; Dl-3-(p-Trifluoromethylphenoxy)-N-methyl-3-phenylpropylamine; Methyl-[3-phenyl-3-(4-trifluoromethyl-phenoxy)-propyl]-amine; N-methyl-3-phenyl-3-[4-(trifluoromethyl)phenoxy]propan-1-amine; N-methyl-3-phenyl-3-{[4-(trifluoromethyl)phenyl]oxy}propan-1-amine; (+-)-N-Methyl-3-phenyl-3-((alpha,alpha,alpha-trifluoro-p-tolyl)oxy)propylamine; (+-)-N-Methyl-gamma-(4-(trifluoromethyl)phenoxy)benzenepropanamine;(+/-)-Fluoxetine; (+/-)-N-Methyl-3-(p-trifluoromethylphenoxy)-3-phenylpropylamine; (+/-)-N-Methyl-3-p-(p-trifluoromethylphenoxy)-3-phenylpropylamine; (+/-)-N-Methyl-3-phenyl-3-[(alpha,alpha,alpha-trifluoro-p-tolyl)oxy]propylamine; (+/-)-N-Methyl-3-phenyl-3-[4-(trifluoromethyl)phenoxy]propylamine]; (+/-)-N-Methyl-gamma-[4-(trifluoromethyl)phenoxy]benzenepropanamine; 3-(p-Trifluoromethylphenoxy)-N-methyl-3-phenylpropylamine
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| Drug Type |
Small molecular drug
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| Indication | Depression [ICD-11: 6A70-6A7Z; ICD-9: 311] | Approved | [1], [2] | |
| Therapeutic Class |
Antidepressants
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| Company |
Eli Lilly
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| Structure |
 |
Download2D MOL |
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| Formula |
C17H18F3NO
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| Canonical SMILES |
CNCCC(C1=CC=CC=C1)OC2=CC=C(C=C2)C(F)(F)F
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| InChI |
1S/C17H18F3NO/c1-21-12-11-16(13-5-3-2-4-6-13)22-15-9-7-14(8-10-15)17(18,19)20/h2-10,16,21H,11-12H2,1H3
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| InChIKey |
RTHCYVBBDHJXIQ-UHFFFAOYSA-N
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| CAS Number |
CAS 54910-89-3
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| PubChem Compound ID | ||||
| PubChem Substance ID |
143844, 841244, 3249391, 3719648, 5367839, 7847392, 7979254, 8152157, 11341994, 11362177, 11364573, 11367135, 11369697, 11372694, 11374305, 11377859, 11466539, 11467659, 11485551, 11486118, 11487579, 11489474, 11491463, 11492428, 11495493, 14874184, 26751973, 29222521, 46507902, 47365860, 47515964, 47515965, 47589652, 47662955, 47960412, 48111113, 48259912, 48259913, 48416026, 49698967, 49833486, 49880992, 50104648, 50319599, 53787367, 56312230, 56312679, 56312978, 56313632, 57321770
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| ChEBI ID |
CHEBI:86990
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| ADReCS Drug ID | BADD_D00932 ; BADD_D00933 | |||
| SuperDrug ATC ID |
N06AB03
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| SuperDrug CAS ID |
cas=054910893
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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: Alistipes indistinctus DSM22520
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Fluoxetine can be metabolized by Alistipes indistinctus DSM22520 (log2FC = -0.517; p = 0.001). | |||
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Studied Microbe: Bacteroides caccae ATCC 43185
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Fluoxetine can be metabolized by Bacteroides caccae ATCC 43185 (log2FC = -0.875; p = 0.002). | |||
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Studied Microbe: Bacteroides dorei DSM 17855
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Fluoxetine can be metabolized by Bacteroides dorei DSM 17855 (log2FC = -0.559; p = 0.029). | |||
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Studied Microbe: Bacteroides eggerthii DSM20697
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Fluoxetine can be metabolized by Bacteroides eggerthii DSM20697 (log2FC = -0.821; p = 0.013). | |||
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Studied Microbe: Bacteroides fragilis ATCC43859
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Fluoxetine can be metabolized by Bacteroides fragilis ATCC43859 (log2FC = -1.666; p = 0.004). | |||
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Studied Microbe: Bacteroides fragilis HMW 610
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Fluoxetine can be metabolized by Bacteroides fragilis HMW 610 (log2FC = -1.479; p = 0.002). | |||
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Studied Microbe: Bacteroides fragilis HMW 615
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Fluoxetine can be metabolized by Bacteroides fragilis HMW 615 (log2FC = -1.38; p = 0.002). | |||
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Studied Microbe: Bacteroides fragilis NCTC 9343
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Fluoxetine can be metabolized by Bacteroides fragilis NCTC 9343 (log2FC = -0.984; p = 0.001). | |||
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Studied Microbe: Bacteroides fragilis str. 3397 T10
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Fluoxetine can be metabolized by Bacteroides fragilis str. 3397 T10 (log2FC = -1.064; p = 0.001). | |||
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Studied Microbe: Bacteroides fragilis str. 3986 T(B)9
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Fluoxetine can be metabolized by Bacteroides fragilis str. 3986 T(B)9 (log2FC = -1.215; p = 0.001). | |||
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Studied Microbe: Bacteroides fragilis str. DS-208
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Fluoxetine can be metabolized by Bacteroides fragilis str. DS-208 (log2FC = -1.37; p = 0.0). | |||
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Studied Microbe: Bacteroides intestinalis DSM 17393
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Fluoxetine can be metabolized by Bacteroides intestinalis DSM 17393 (log2FC = -0.689; p = 0.013). | |||
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Studied Microbe: Bacteroides ovatus ATCC 8483
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Fluoxetine can be metabolized by Bacteroides ovatus ATCC 8483 (log2FC = -0.932; p = 0.031). | |||
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Studied Microbe: Bacteroides stercoris ATCC 43183
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Fluoxetine can be metabolized by Bacteroides stercoris ATCC 43183 (log2FC = -0.662; p = 0.006). | |||
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Studied Microbe: Bacteroides thetaiotaomicron 3731
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Fluoxetine can be metabolized by Bacteroides thetaiotaomicron 3731 (log2FC = -0.932; p = 0.003). | |||
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Studied Microbe: Bacteroides thetaiotaomicron 7330
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Fluoxetine can be metabolized by Bacteroides thetaiotaomicron 7330 (log2FC = -1.017; p = 0.003). | |||
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Studied Microbe: Bacteroides thetaiotaomicron VPI-5482
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Fluoxetine can be metabolized by Bacteroides thetaiotaomicron VPI-5482 (log2FC = -1.123; p = 0.006). | |||
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Studied Microbe: Bacteroides uniformis ATCC 8492
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Fluoxetine can be metabolized by Bacteroides uniformis ATCC 8492 (log2FC = -1.155; p = 0.006). | |||
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Studied Microbe: Bacteroides vulgatus ATCC 8482
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Fluoxetine can be metabolized by Bacteroides vulgatus ATCC 8482 (log2FC = -0.566; p = 0.035). | |||
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Studied Microbe: Bacteroides WH2
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Fluoxetine can be metabolized by Bacteroides WH2 (log2FC = -0.517; p = 0.02). | |||
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Studied Microbe: Bacteroides xylanisolvens DSM18836
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Fluoxetine can be metabolized by Bacteroides xylanisolvens DSM18836 (log2FC = -0.602; p = 0.002). | |||
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Studied Microbe: Odoribacter splanchnicus
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Fluoxetine can be metabolized by Odoribacter splanchnicus (log2FC = -1.003; p = 0.002). | |||
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Studied Microbe: Parabacteroides distasonis ATCC 8503
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Fluoxetine can be metabolized by Parabacteroides distasonis ATCC 8503 (log2FC = -0.726; p = 0.001). | |||
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Studied Microbe: Parabacteroides johnsonii DSM 18315
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Fluoxetine can be metabolized by Parabacteroides johnsonii DSM 18315 (log2FC = -0.413; p = 0.003). | |||
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Studied Microbe: Parabacteroides merdae ATCC 43184
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Fluoxetine can be metabolized by Parabacteroides merdae ATCC 43184 (log2FC = -0.669; p = 0.003). | |||
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Studied Microbe: Pretovella copri DSM 18205
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Fluoxetine can be metabolized by Pretovella copri DSM 18205 (log2FC = -0.795; p = 0.0). | |||
| The Order in the Taxonomic Hierarchy of the following Microbe(s): Bifidobacteriales | ||||
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Studied Microbe: Bifidobacterium adolescentis ATCC 15703
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Fluoxetine can be metabolized by Bifidobacterium adolescentis ATCC 15703 (log2FC = -0.535; p = 0.011). | |||
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Studied Microbe: Bifidobacterium breve DSM 20213
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Fluoxetine can be metabolized by Bifidobacterium breve DSM 20213 (log2FC = -0.587; p = 0.01). | |||
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Studied Microbe: Bifidobacterium longum subsp. Infantis CCUG52486
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Fluoxetine can be metabolized by Bifidobacterium longum subsp. Infantis CCUG52486 (log2FC = -0.536; p = 0.009). | |||
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Studied Microbe: Bifidobacterium ruminantium
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Fluoxetine can be metabolized by Bifidobacterium ruminantium (log2FC = -0.442; p = 0.001). | |||
| The Order in the Taxonomic Hierarchy of the following Microbe(s): Coriobacteriales | ||||
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Studied Microbe: Collinsella aerofaciens ATCC25986
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Fluoxetine can be metabolized by Collinsella aerofaciens ATCC25986 (log2FC = -5.445; p = 0.003). | |||
| The Order in the Taxonomic Hierarchy of the following Microbe(s): Enterobacterales | ||||
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Studied Microbe: Enterobacter cancerogenus ATCC35316
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Fluoxetine can be metabolized by Enterobacter cancerogenus ATCC35316 (log2FC = -0.364; p = 0.017). | |||
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Studied Microbe: Escherichia coli BW25113
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Fluoxetine can be metabolized by Escherichia coli BW25113 (log2FC = -0.65; p = 0.02). | |||
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Studied Microbe: Proteus penneri ATCC 35198
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Fluoxetine can be metabolized by Proteus penneri ATCC 35198 (log2FC = -0.539; p = 0.005). | |||
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Studied Microbe: Providencia stuartii ATCC 25827
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Fluoxetine can be metabolized by Providencia stuartii ATCC 25827 (log2FC = -0.479; p = 0.01). | |||
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Studied Microbe: Salmonella typhimurium LT2
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Fluoxetine can be metabolized by Salmonella typhimurium LT2 (log2FC = -1.606; p = 0.0). | |||
| The Order in the Taxonomic Hierarchy of the following Microbe(s): Erysipelotrichales | ||||
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Studied Microbe: Clostridium ramosum DSM 1402
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Fluoxetine can be metabolized by Clostridium ramosum DSM 1402 (log2FC = -0.707; p = 0.005). | |||
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Studied Microbe: Eubacterium biforme DSM 3989
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Fluoxetine can be metabolized by Eubacterium biforme DSM 3989 (log2FC = -0.448; p = 0.022). | |||
| 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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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Fluoxetine can be metabolized by Bacteroides pectinophilus ATCC 43243 (log2FC = -0.528; p = 0.002). | |||
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Studied Microbe: Blautia hansenii DSM20583
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Fluoxetine can be metabolized by Blautia hansenii DSM20583 (log2FC = -0.695; p = 0.001). | |||
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Studied Microbe: Clostridium asparagiforme DSM 15981
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Fluoxetine can be metabolized by Clostridium asparagiforme DSM 15981 (log2FC = -0.634; p = 0.04). | |||
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Studied Microbe: Clostridium difficile 120
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Fluoxetine can be metabolized by Clostridium difficile 120 (log2FC = -0.48; p = 0.003). | |||
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Studied Microbe: Clostridium sp.
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Fluoxetine can be metabolized by Clostridium sp. (log2FC = -0.789; p = 0.001). | |||
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Studied Microbe: Clostridium sporogenes ATCC 15579
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Fluoxetine can be metabolized by Clostridium sporogenes ATCC 15579 (log2FC = -0.824; p = 0.002). | |||
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Studied Microbe: Dorea formicigenerans ATCC 27755
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Fluoxetine can be metabolized by Dorea formicigenerans ATCC 27755 (log2FC = -0.43; p = 0.016). | |||
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Studied Microbe: Enterocloster bolteae ATCC BAA-613
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Fluoxetine can be metabolized by Enterocloster bolteae ATCC BAA-613 (log2FC = -6.567; p = 0.002). | |||
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Studied Microbe: Eubacterium hallii DSM3353
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Fluoxetine can be metabolized by Eubacterium hallii DSM3353 (log2FC = -0.47; p = 0.006). | |||
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Studied Microbe: Eubacterium rectale ATCC 33656
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Fluoxetine can be metabolized by Eubacterium rectale ATCC 33656 (log2FC = -0.614; p = 0.001). | |||
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Studied Microbe: Eubacterium ventriosum ATCC 27560
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Fluoxetine can be metabolized by Eubacterium ventriosum ATCC 27560 (log2FC = -0.46; p = 0.003). | |||
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Studied Microbe: Roseburia intestinalis L1-82
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Fluoxetine can be metabolized by Roseburia intestinalis L1-82 (log2FC = -0.429; p = 0.001). | |||
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Studied Microbe: Ruminococcus gnavus ATCC 29149
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Fluoxetine can be metabolized by Ruminococcus gnavus ATCC 29149 (log2FC = -0.348; p = 0.032). | |||
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Studied Microbe: Ruminococcus lactaris ATCC 29176
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Fluoxetine can be metabolized by Ruminococcus lactaris ATCC 29176 (log2FC = -0.514; p = 0.005). | |||
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Studied Microbe: Subdoligranulum variabile DSM 15176
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Fluoxetine can be metabolized by Subdoligranulum variabile DSM 15176 (log2FC = -0.718; p = 0.002). | |||
| The Order in the Taxonomic Hierarchy of the following Microbe(s): Lactobacillales | ||||
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Studied Microbe: Enterococcus faecalis V583
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Fluoxetine can be metabolized by Enterococcus faecalis V583 (log2FC = -0.383; p = 0.021). | |||
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Studied Microbe: Lactobacillus reuteri CF48-3A
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Fluoxetine can be metabolized by Lactobacillus reuteri CF48-3A (log2FC = -0.635; p = 0.006). | |||
| The Order in the Taxonomic Hierarchy of the following Microbe(s): Gut microbiota | ||||
| Studied Microbe: Gut microbiota unspecific | [4], [5] | |||
| Description | Fluoxetine can be metabolized by gut microbiota. | |||
| Target and Pathway | Top | |||
|---|---|---|---|---|
| Target(s) | Serotonin transporter (SERT) | Target Info | Modulator | [6] |
| KEGG Pathway | Serotonergic synapse | |||
| NetPath Pathway | TCR Signaling Pathway | |||
| Panther Pathway | 5HT1 type receptor mediated signaling pathway | |||
| 5HT2 type receptor mediated signaling pathway | ||||
| 5HT3 type receptor mediated signaling pathway | ||||
| 5HT4 type receptor mediated signaling pathway | ||||
| WikiPathways | Monoamine Transport | |||
| SIDS Susceptibility Pathways | ||||
| NRF2 pathway | ||||
| Synaptic Vesicle Pathway | ||||
| Serotonin Transporter Activity | ||||
| References | Top | |||
|---|---|---|---|---|
| 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: 203). | |||
| REF 2 | Anti-obesity drugs and neural circuits of feeding. Trends Pharmacol Sci. 2008 Apr;29(4):208-17. | |||
| REF 3 | Mapping human microbiome drug metabolism by gut bacteria and their genes. Nature. 2019 Jun;570(7762):462-467. | |||
| REF 4 | Biodegradability of fluoxetine, mefenamic acid, and metoprolol using different microbial consortiums. Environ Sci Pollut Res Int. 2017 Mar;24(7):6779-6793. | |||
| REF 5 | Personalized Mapping of Drug Metabolism by the Human Gut Microbiome. Cell. 2020 Jun 25;181(7):1661-1679.e22. | |||
| REF 6 | Drugs@FDA. U.S. Food and Drug Administration. U.S. Department of Health & Human Services. | |||
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