Details of the Drug

General Information of Drug (ID: DMC9O43)

Drug Name
Sevoflurane
Synonyms
Sevofluran; Sevoflurano; Sevofluranum; Sevofrane; Sevorane; Sojourn; Ultane; Fluoromethyl hexafluoroisopropyl ether; Bax 3084; F0691; MR6S4; MR_6S4; PC4681; Sevoflurano [INN-Spanish]; Sevofluranum [INN-Latin]; Ultane (TN); Sevoflurane (JAN/USAN/INN); Sevoflurane [USAN:INN:BAN:JAN]; Fluoromethyl 1,1,1,3,3,3-Hexafluoroisopropyl Ether; Fluoromethyl 2,2,2-trifluoro-1-(trifluoromethyl)ethyl ether; Fluoromethyl-2,2,2-trifluoro-1-(trifluoromethyl)ethyl ether; 1,1,1,3,3,3-Hexafluoro-2-(fluoromethoxy)propane
Indication
Disease Entry ICD 11 Status REF
Anaesthesia 9A78.6 Approved [1]
Coronavirus Disease 2019 (COVID-19) 1D6Y Phase 3 [2]
Therapeutic Class
Anesthetics
Drug Type
Small molecular drug
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 0 Molecular Weight (mw) 200.05
Logarithm of the Partition Coefficient (xlogp) 2.8
Rotatable Bond Count (rotbonds) 2
Hydrogen Bond Donor Count (hbonddonor) 0
Hydrogen Bond Acceptor Count (hbondacc) 8
ADMET Property
Half-life
The concentration or amount of drug in body reduced by one-half in 15 - 23 hours [3]
Metabolism
The drug is metabolized via the cytochrome P450 CYP2E1 to hexafluoroisopropanol (HFIP) with release of inorganic fluoride and CO2 []
Adverse Drug Reaction (ADR)
ADR Term Variation Related DOT DOT ID REF
Nerve injury Not Available GLRA1 OT05Y9ZR [4]
Chemical Identifiers
Formula
C4H3F7O
IUPAC Name
1,1,1,3,3,3-hexafluoro-2-(fluoromethoxy)propane
Canonical SMILES
C(OC(C(F)(F)F)C(F)(F)F)F
InChI
InChI=1S/C4H3F7O/c5-1-12-2(3(6,7)8)4(9,10)11/h2H,1H2
InChIKey
DFEYYRMXOJXZRJ-UHFFFAOYSA-N
Cross-matching ID
PubChem CID
5206
ChEBI ID
CHEBI:9130
CAS Number
28523-86-6
DrugBank ID
DB01236
TTD ID
D0W6ZF
VARIDT ID
DR00465
INTEDE ID
DR1478
Combinatorial Drugs (CBD) Click to Jump to the Detailed CBD Information of This Drug
Repurposed Drugs (RPD) Click to Jump to the Detailed RPD Information of This Drug

Molecular Interaction Atlas of This Drug


Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Glutamate receptor AMPA (GRIA) TTAN6JD NOUNIPROTAC Antagonist [5]

Drug-Metabolizing Enzyme (DME)
DME Name DME ID UniProt ID MOA REF
Cytochrome P450 3A4 (CYP3A4) DE4LYSA CP3A4_HUMAN Substrate [6]
Cytochrome P450 2E1 (CYP2E1) DEVDYN7 CP2E1_HUMAN Substrate [7]
Cytochrome P450 2A6 (CYP2A6) DEJVYAZ CP2A6_HUMAN Substrate [8]
Cytochrome P450 2B6 (CYP2B6) DEPKLMQ CP2B6_HUMAN Substrate [9]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
Alpha-1,6-mannosylglycoprotein 6-beta-N-acetylglucosaminyltransferase A (MGAT5) OTU4DD4G MGT5A_HUMAN Gene/Protein Processing [10]
Amyloid-beta precursor protein (APP) OTKFD7R4 A4_HUMAN Gene/Protein Processing [11]
Apoptosis regulator BAX (BAX) OTAW0V4V BAX_HUMAN Gene/Protein Processing [12]
Apoptosis regulator Bcl-2 (BCL2) OT9DVHC0 BCL2_HUMAN Gene/Protein Processing [12]
Autophagy protein 5 (ATG5) OT4T5SMS ATG5_HUMAN Gene/Protein Processing [12]
Beta-secretase 1 (BACE1) OTCA7B6A BACE1_HUMAN Gene/Protein Processing [11]
C-X-C chemokine receptor type 4 (CXCR4) OTUFSBX2 CXCR4_HUMAN Gene/Protein Processing [13]
Cadherin-1 (CDH1) OTFJMXPM CADH1_HUMAN Gene/Protein Processing [10]
Caspase-3 (CASP3) OTIJRBE7 CASP3_HUMAN Gene/Protein Processing [14]
Caspase-7 (CASP7) OTAPJ040 CASP7_HUMAN Gene/Protein Processing [15]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

Molecular Expression Atlas of This Drug

The Studied Disease Anaesthesia
ICD Disease Classification 9A78.6
Molecule Name Molecule Type Gene Name p-value Fold-Change Z-score
Glutamate receptor AMPA (GRIA) DTT NO-GeName 1.79E-04 -0.69 -0.58
Cytochrome P450 2E1 (CYP2E1) DME CYP2E1 1.87E-04 -1.20E-01 -3.22E-01
Cytochrome P450 2B6 (CYP2B6) DME CYP2B6 4.88E-01 -1.69E-05 -1.28E-04
Cytochrome P450 2A6 (CYP2A6) DME CYP2A6 2.02E-01 -2.49E-02 -1.81E-01
Cytochrome P450 3A4 (CYP3A4) DME CYP3A4 1.04E-02 6.29E-02 3.54E-01
Molecular Expression Atlas (MEA) Jump to Detail Molecular Expression Atlas of This Drug

Drug-Drug Interaction (DDI) Information of This Drug

Coadministration of a Drug Treating the Disease Different from Sevoflurane (Comorbidity)
DDI Drug Name DDI Drug ID Severity Mechanism Comorbidity REF
Ivosidenib DM8S6T7 Major Increased risk of prolong QT interval by the combination of Sevoflurane and Ivosidenib. Acute myeloid leukaemia [2A60] [16]
Midostaurin DMI6E0R Moderate Increased risk of prolong QT interval by the combination of Sevoflurane and Midostaurin. Acute myeloid leukaemia [2A60] [17]
Arn-509 DMT81LZ Moderate Increased risk of prolong QT interval by the combination of Sevoflurane and Arn-509. Acute myeloid leukaemia [2A60] [18]
Oliceridine DM6MDCF Moderate Increased risk of prolong QT interval by the combination of Sevoflurane and Oliceridine. Acute pain [MG31] [17]
Ivabradine DM0L594 Major Increased risk of ventricular arrhythmias by the combination of Sevoflurane and Ivabradine. Angina pectoris [BA40] [18]
Bepridil DM0RKS4 Major Increased risk of prolong QT interval by the combination of Sevoflurane and Bepridil. Angina pectoris [BA40] [17]
Dronedarone DMA8FS5 Major Increased risk of prolong QT interval by the combination of Sevoflurane and Dronedarone. Angina pectoris [BA40] [17]
Bedaquiline DM3906J Major Increased risk of prolong QT interval by the combination of Sevoflurane and Bedaquiline. Antimicrobial drug resistance [MG50-MG52] [19]
Posaconazole DMUL5EW Moderate Increased risk of prolong QT interval by the combination of Sevoflurane and Posaconazole. Aspergillosis [1F20] [17]
Levalbuterol DM5YBO1 Moderate Increased risk of prolong QT interval by the combination of Sevoflurane and Levalbuterol. Asthma [CA23] [20]
Pirbuterol DMI5678 Moderate Increased risk of prolong QT interval by the combination of Sevoflurane and Pirbuterol. Asthma [CA23] [21]
Lisdexamfetamine DM6W8V5 Moderate Increased risk of prolong QT interval by the combination of Sevoflurane and Lisdexamfetamine. Attention deficit hyperactivity disorder [6A05] [18]
Retigabine DMGNYIH Moderate Increased risk of prolong QT interval by the combination of Sevoflurane and Retigabine. Behcet disease [4A62] [17]
Eribulin DM1DX4Q Moderate Increased risk of prolong QT interval by the combination of Sevoflurane and Eribulin. Breast cancer [2C60-2C6Y] [17]
Bosutinib DMTI8YE Moderate Increased risk of prolong QT interval by the combination of Sevoflurane and Bosutinib. Breast cancer [2C60-2C6Y] [18]
PF-04449913 DMSB068 Moderate Increased risk of prolong QT interval by the combination of Sevoflurane and PF-04449913. Chronic myelomonocytic leukaemia [2A40] [22]
Olodaterol DM62B78 Moderate Increased risk of prolong QT interval by the combination of Sevoflurane and Olodaterol. Chronic obstructive pulmonary disease [CA22] [21]
Vilanterol DMF5EK1 Moderate Increased risk of ventricular arrhythmias by the combination of Sevoflurane and Vilanterol. Chronic obstructive pulmonary disease [CA22] [20]
Indacaterol DMQJHR7 Moderate Increased risk of prolong QT interval by the combination of Sevoflurane and Indacaterol. Chronic obstructive pulmonary disease [CA22] [21]
Arformoterol DMYM974 Moderate Increased risk of prolong QT interval by the combination of Sevoflurane and Arformoterol. Chronic obstructive pulmonary disease [CA22] [21]
Probucol DMVZQ2M Moderate Increased risk of prolong QT interval by the combination of Sevoflurane and Probucol. Coronary atherosclerosis [BA80] [17]
Pasireotide DMHM7JS Major Increased risk of prolong QT interval by the combination of Sevoflurane and Pasireotide. Cushing syndrome [5A70] [17]
Osilodrostat DMIJC9X Moderate Increased risk of prolong QT interval by the combination of Sevoflurane and Osilodrostat. Cushing syndrome [5A70] [17]
Tetrabenazine DMYWQ0O Moderate Increased risk of prolong QT interval by the combination of Sevoflurane and Tetrabenazine. Dissociative neurological symptom disorder [6B60] [17]
Deutetrabenazine DMUPFLI Moderate Increased risk of prolong QT interval by the combination of Sevoflurane and Deutetrabenazine. Dystonic disorder [8A02] [23]
Ingrezza DMVPLNC Moderate Additive CNS depression effects by the combination of Sevoflurane and Ingrezza. Dystonic disorder [8A02] [24]
Solifenacin DMG592Q Moderate Increased risk of prolong QT interval by the combination of Sevoflurane and Solifenacin. Functional bladder disorder [GC50] [17]
Sunitinib DMCBJSR Moderate Increased risk of prolong QT interval by the combination of Sevoflurane and Sunitinib. Gastrointestinal stromal tumour [2B5B] [17]
Fostemsavir DM50ILT Moderate Increased risk of prolong QT interval by the combination of Sevoflurane and Fostemsavir. Human immunodeficiency virus disease [1C60-1C62] [17]
Lopinavir DMITQS0 Moderate Increased risk of prolong QT interval by the combination of Sevoflurane and Lopinavir. Human immunodeficiency virus disease [1C60-1C62] [17]
Rilpivirine DMJ0QOW Moderate Increased risk of prolong QT interval by the combination of Sevoflurane and Rilpivirine. Human immunodeficiency virus disease [1C60-1C62] [17]
Polyethylene glycol DM4I1JP Moderate Increased risk of ventricular arrhythmias by the combination of Sevoflurane and Polyethylene glycol. Irritable bowel syndrome [DD91] [18]
Phenolphthalein DM5SICT Moderate Increased risk of ventricular arrhythmias by the combination of Sevoflurane and Phenolphthalein. Irritable bowel syndrome [DD91] [17]
Crizotinib DM4F29C Major Increased risk of prolong QT interval by the combination of Sevoflurane and Crizotinib. Lung cancer [2C25] [25]
Ceritinib DMB920Z Major Increased risk of prolong QT interval by the combination of Sevoflurane and Ceritinib. Lung cancer [2C25] [17]
Osimertinib DMRJLAT Major Increased risk of prolong QT interval by the combination of Sevoflurane and Osimertinib. Lung cancer [2C25] [26]
Selpercatinib DMZR15V Major Increased risk of prolong QT interval by the combination of Sevoflurane and Selpercatinib. Lung cancer [2C25] [18]
Hydroxychloroquine DMSIVND Major Increased risk of prolong QT interval by the combination of Sevoflurane and Hydroxychloroquine. Malaria [1F40-1F45] [27]
Inotuzumab ozogamicin DMAC130 Moderate Increased risk of prolong QT interval by the combination of Sevoflurane and Inotuzumab ozogamicin. Malignant haematopoietic neoplasm [2B33] [17]
Vemurafenib DM62UG5 Major Increased risk of prolong QT interval by the combination of Sevoflurane and Vemurafenib. Melanoma [2C30] [17]
LGX818 DMNQXV8 Moderate Increased risk of prolong QT interval by the combination of Sevoflurane and LGX818. Melanoma [2C30] [28]
Panobinostat DM58WKG Major Increased risk of prolong QT interval by the combination of Sevoflurane and Panobinostat. Multiple myeloma [2A83] [29]
Siponimod DM2R86O Major Increased risk of ventricular arrhythmias by the combination of Sevoflurane and Siponimod. Multiple sclerosis [8A40] [30]
Fingolimod DM5JVAN Major Increased risk of ventricular arrhythmias by the combination of Sevoflurane and Fingolimod. Multiple sclerosis [8A40] [17]
Ozanimod DMT6AM2 Major Increased risk of ventricular arrhythmias by the combination of Sevoflurane and Ozanimod. Multiple sclerosis [8A40] [31]
Romidepsin DMT5GNL Moderate Increased risk of prolong QT interval by the combination of Sevoflurane and Romidepsin. Mycosis fungoides [2B01] [17]
Nilotinib DM7HXWT Major Increased risk of prolong QT interval by the combination of Sevoflurane and Nilotinib. Myeloproliferative neoplasm [2A20] [17]
Dasatinib DMJV2EK Moderate Increased risk of prolong QT interval by the combination of Sevoflurane and Dasatinib. Myeloproliferative neoplasm [2A20] [17]
Entrectinib DMMPTLH Moderate Increased risk of prolong QT interval by the combination of Sevoflurane and Entrectinib. Non-small cell lung cancer [2C25] [30]
Lofexidine DM1WXA6 Moderate Additive hypotensive effects by the combination of Sevoflurane and Lofexidine. Opioid use disorder [6C43] [17]
Rucaparib DM9PVX8 Moderate Increased risk of prolong QT interval by the combination of Sevoflurane and Rucaparib. Ovarian cancer [2C73] [17]
Triclabendazole DMPWGBR Moderate Increased risk of prolong QT interval by the combination of Sevoflurane and Triclabendazole. Parasitic worm infestation [1F90] [17]
Pimavanserin DMR7IVC Moderate Increased risk of prolong QT interval by the combination of Sevoflurane and Pimavanserin. Parkinsonism [8A00] [32]
Macimorelin DMQYJIR Major Increased risk of prolong QT interval by the combination of Sevoflurane and Macimorelin. Pituitary gland disorder [5A60-5A61] [33]
Lefamulin DME6G97 Major Increased risk of prolong QT interval by the combination of Sevoflurane and Lefamulin. Pneumonia [CA40] [34]
Degarelix DM3O8QY Moderate Increased risk of prolong QT interval by the combination of Sevoflurane and Degarelix. Prostate cancer [2C82] [18]
ABIRATERONE DM8V75C Moderate Increased risk of prolong QT interval by the combination of Sevoflurane and ABIRATERONE. Prostate cancer [2C82] [18]
Enzalutamide DMGL19D Moderate Increased risk of prolong QT interval by the combination of Sevoflurane and Enzalutamide. Prostate cancer [2C82] [18]
Relugolix DMK7IWL Moderate Increased risk of prolong QT interval by the combination of Sevoflurane and Relugolix. Prostate cancer [2C82] [18]
Levomepromazine DMIKFEL Moderate Increased risk of prolong QT interval by the combination of Sevoflurane and Levomepromazine. Psychotic disorder [6A20-6A25] [17]
Aripiprazole DM3NUMH Moderate Increased risk of prolong QT interval by the combination of Sevoflurane and Aripiprazole. Schizophrenia [6A20] [30]
Iloperidone DM6AUFY Major Increased risk of prolong QT interval by the combination of Sevoflurane and Iloperidone. Schizophrenia [6A20] [17]
Paliperidone DM7NPJS Moderate Increased risk of prolong QT interval by the combination of Sevoflurane and Paliperidone. Schizophrenia [6A20] [17]
Amisulpride DMSJVAM Major Increased risk of prolong QT interval by the combination of Sevoflurane and Amisulpride. Schizophrenia [6A20] [35]
Asenapine DMSQZE2 Moderate Increased risk of prolong QT interval by the combination of Sevoflurane and Asenapine. Schizophrenia [6A20] [17]
LEE011 DMMX75K Major Increased risk of prolong QT interval by the combination of Sevoflurane and LEE011. Solid tumour/cancer [2A00-2F9Z] [17]
Vandetanib DMRICNP Major Increased risk of prolong QT interval by the combination of Sevoflurane and Vandetanib. Solid tumour/cancer [2A00-2F9Z] [17]
Triptorelin DMTK4LS Moderate Increased risk of prolong QT interval by the combination of Sevoflurane and Triptorelin. Solid tumour/cancer [2A00-2F9Z] [18]
Pitolisant DM8RFNJ Moderate Increased risk of prolong QT interval by the combination of Sevoflurane and Pitolisant. Somnolence [MG42] [17]
Telavancin DM58VQX Moderate Increased risk of prolong QT interval by the combination of Sevoflurane and Telavancin. Staphylococcal/streptococcal disease [1B5Y] [17]
Lenvatinib DMB1IU4 Moderate Increased risk of prolong QT interval by the combination of Sevoflurane and Lenvatinib. Thyroid cancer [2D10] [17]
Trimeprazine DMEMV9D Moderate Increased risk of prolong QT interval by the combination of Sevoflurane and Trimeprazine. Vasomotor/allergic rhinitis [CA08] [30]
⏷ Show the Full List of 72 DDI Information of This Drug

References

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: 7296).
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4 ADReCS-Target: target profiles for aiding drug safety research and application. Nucleic Acids Res. 2018 Jan 4;46(D1):D911-D917. doi: 10.1093/nar/gkx899.
5 Effects of sevoflurane on carrageenan- and fentanyl-induced pain hypersensitivity in Sprague-Dawley rats. Can J Anaesth. 2009 Feb;56(2):126-35.
6 Identification of cytochrome P450 2E1 as the predominant enzyme catalyzing human liver microsomal defluorination of sevoflurane, isoflurane, and methoxyflurane. Anesthesiology. 1993 Oct;79(4):795-807.
7 Inhibition of cytochrome P450 2E1 by propofol in human and porcine liver microsomes. Biochem Pharmacol. 2002 Oct 1;64(7):1151-6.
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12 4.8% sevoflurane induces activation of autophagy in human neuroblastoma SH-SY5Y cells by the AMPK/mTOR signaling pathway. Neurotoxicology. 2022 May;90:256-264. doi: 10.1016/j.neuro.2022.04.008. Epub 2022 Apr 23.
13 Sevoflurane but not propofol enhances ovarian cancer cell biology through regulating cellular metabolic and signaling mechanisms. Cell Biol Toxicol. 2023 Aug;39(4):1395-1411. doi: 10.1007/s10565-022-09766-6. Epub 2022 Oct 8.
14 Different apoptosis ratios and gene expressions in two human cell lines after sevoflurane anaesthesia. Acta Anaesthesiol Scand. 2009 Oct;53(9):1192-9. doi: 10.1111/j.1399-6576.2009.02036.x. Epub 2009 Jun 30.
15 Sevoflurane-induced oxidative stress and cellular injury in human peripheral polymorphonuclear neutrophils. Food Chem Toxicol. 2006 Aug;44(8):1399-407. doi: 10.1016/j.fct.2006.03.004. Epub 2006 Mar 29.
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23 Product Information. Austedo (deutetrabenazine). Teva Pharmaceuticals USA, North Wales, PA.
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25 Product Information. Xalkori (crizotinib). Pfizer U.S. Pharmaceuticals Group, New York, NY.
26 Product Information. Tagrisso (osimertinib). Astra-Zeneca Pharmaceuticals, Wilmington, DE.
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31 Product Information. Zeposia (ozanimod). Celgene Corporation, Summit, NJ.
32 Product Information. Nuplazid (pimavanserin). Accelis Pharma, East Windsor, NJ.
33 Product Information. Macrilen (macimorelin). Aeterna Zentaris, Charleston, SC.
34 Product Information. Xenleta (lefamulin). Nabriva Therapeutics US, Inc., King of Prussia, PA.
35 Product Information. Barhemsys (amisulpride). Acacia Pharma, Inc, Indianapolis, IN.