General Information of Drug (ID: DM3KJBC)

Drug Name
Epinephrine
Synonyms
ADROP; Adnephrine; Adrenal; Adrenalin; Adrenalina; Adrenaline; Adrenalinum; Adrenamine; Adrenan; Adrenapax; Adrenasol; Adrenatrate; Adrenine; Adrenodis; Adrenohorma; Adrenosan; Adrenutol; Adrin; Adrine; Antiasthmatique; Asthmanefrin; Astmahalin; Astminhal; Balmadren; Bernarenin; Biorenine; Bosmin; Brevirenin; Bronkaid; Chelafrin; Corisol; Drenamist; Dylephrin; Epifrin; Epiglaufrin; Epinefrin; Epinefrina; Epinephran; Epinephrin; Epinephrinum; Epipen; Epirenamine; Epirenan; Epirenin; Epitrate; Eppy; Esphygmogenina; Exadrin; Glaucon; Glaucosan; Glauposine; Glycirenan; Haemostasin; Haemostatin; Hektalin; Hemisine; Hemostasin; Hemostatin; Hypernephrin; Hyporenin; IOP; Intranefrin; Iontocaine; Isoptoepinal; Kidoline; Levoadrenaline; Levoepinephrine; Levorenen; Levorenin; Levorenine; Lyophrin; Metanephrin; Methylaminoethanolcatechol; Methylarterenol; Micronefrin; Micronephrine; Mucidrina; Myosthenine; Mytrate; Nephridine; Nieraline; Paranephrin; Primatene; Racepinephrine; Renagladin; Renaglandin; Renaglandulin; Renaleptine; Renalina; Renoform; Renostypricin; Renostypticin; Renostyptin; Scurenaline; Septocaine; Simplene; Sindrenina; Soladren; Sphygmogenin; Stryptirenal; Styptirenal; Supracapsulin; Supradin; Supranefran; Supranephrane; Supranephrine; Supranol; Suprarenaline; Suprarenin; Suprel; Surenine; Surrenine; Susphrine; Takamina; Takamine; Tokamina; Tonogen; Twinject; Vaponefrin; Vasoconstrictine; Vasoconstrictor; Vasodrine; Vasoton; Vasotonin; ADR ADRENALINE; Adrenalin in Oil; Adrenalina [DCIT]; Asmatane Mist; Asthma meter mist; Asthmahaler Mist; Bronkaid Mist; Bronkaid Suspension Mist; Bupivacaine Hcl and Epinephrine; Citanest Forte; EPI E Z PEN JR; EPIPEN E Z PEN; EPIPEN JR; Epi EZ Pen Jr; Epinefrin [Czech]; Epinephrine hydrochloride; Epipen EZ Pen; Primatene Mist; Racemic Epinephrine; Sympathin I; Adrenalin (TN); Adrenalin-Medihaler; Adrenaline (JP15); Adrenaline/Epinephrine; Ana-Guard; Asthma-nefrin; D-Adrenaline; D-Epifrin; D-Epinephrine; Dyspne-Inhal; Epinefrina [INN-Spanish]; Epinephrine (USP); Epinephrinum [INN-Latin]; Epipen (TN); Epipen Auto-Injector; Epipen Jr.; L-Adrenalin; L-Adrenaline; L-Adrenaline Base; L-Epinehphrine; L-Epinephine; L-Epirenamine; L-Methylaminoethanolcatechol; L-epinephrine; Levo-Methylaminoethanolcatechol; Medihaler-Epi; R-Adrenaline; Sus-Phrine; Twinject 0.15; Twinject 0.3; Twinject 0.30; Epinephrine (USP/INN); Epinephrine [USAN:INN:JAN]; Epipen Jr. Auto-Injector; L-Epinephrine (synthetic); SUS-PHRINE SULFITE-FREE; R-(-)-Epinephrine; L-1-(3,4-Dihydroxyphenyl)-2-methylaminoethanol; (-)-(R)-Epinephrine; (-)-3,4-Dihydroxy-alpha-((methylamino)methyl)benzyl alcohol; (-)-Adrenalin; (-)-Adrenaline; (-)-R-Epinephrine; (R)-(-)-Adnephrine; (R)-(-)-Adrenaline; (R)-(-)-Epinephrine; (R)-(-)-Epirenamine; (R)-4-[1-Hydroxy-2-(methylamino)ethyl]-1,2-benzenediol; (R)-Adrenaline; (R)-Epinephrine; 1-1-(3,4-Dihydroxyphenyl)-2-methylaminoethanol; 1-Adrenalin; 1-Epinephrine; 4-(1-Hydroxy-2-(methylamino)ethyl)-1,2-benzenediol; 4-(1-hydroxy-2-methylamino-ethyl)benzene-1,2-diol; 4-[(1R)-1-Hydroxy-2-(methylamino)ethyl]-1,2-benzenediol; 4-[(1R)-1-hydroxy-2-(methylamino)ethyl]benzene-1,2-diol
Indication
Disease Entry ICD 11 Status REF
Allergy 4A80-4A85 Approved [1], [2], [3]
Therapeutic Class
Vasoconstrictor Agents
Drug Type
Small molecular drug
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 0 Molecular Weight (mw) 183.2
Topological Polar Surface Area (xlogp) -1.4
Rotatable Bond Count (rotbonds) 3
Hydrogen Bond Donor Count (hbonddonor) 4
Hydrogen Bond Acceptor Count (hbondacc) 4
ADMET Property
Elimination
About 40% of a parenteral dose of epinephrine is excreted in urine as metanephrine, 40% as VMA, 7% as 3-methoxy-4-hydroxyphenoglycol, 2% as 3,4-dihydroxymandelic acid, and the rest as acetylated derivatives [4]
Half-life
The concentration or amount of drug in body reduced by one-half in 2 - 3 minutes [4]
Metabolism
The drug is metabolized via the enzymic transformation to metanephrine or normetanephrine [5]
MRTD
The Maximum Recommended Therapeutic Dose (MRTD) of drug that ensured maximising efficacy and moderate side effect is 0.09116 micromolar/kg/day [6]
Chemical Identifiers
Formula
C9H13NO3
IUPAC Name
4-[(1R)-1-hydroxy-2-(methylamino)ethyl]benzene-1,2-diol
Canonical SMILES
CNC[C@@H](C1=CC(=C(C=C1)O)O)O
InChI
InChI=1S/C9H13NO3/c1-10-5-9(13)6-2-3-7(11)8(12)4-6/h2-4,9-13H,5H2,1H3/t9-/m0/s1
InChIKey
UCTWMZQNUQWSLP-VIFPVBQESA-N
Cross-matching ID
PubChem CID
5816
ChEBI ID
CHEBI:28918
CAS Number
51-43-4
DrugBank ID
DB00668
TTD ID
D04PHC
VARIDT ID
DR00076
INTEDE ID
DR0590
ACDINA ID
D00234

Molecular Interaction Atlas of This Drug


Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Adrenergic receptor beta-1 (ADRB1) TTR6W5O ADRB1_HUMAN Agonist [7]

Drug Transporter (DTP)
DTP Name DTP ID UniProt ID MOA REF
Organic cation transporter 3 (SLC22A3) DT6201N S22A3_HUMAN Substrate [8]
Organic cation transporter 1 (SLC22A1) DTT79CX S22A1_HUMAN Substrate [9]

Drug-Metabolizing Enzyme (DME)
DME Name DME ID UniProt ID MOA REF
UDP-glucuronosyltransferase 1A1 (UGT1A1) DEYGVN4 UD11_HUMAN Substrate [10]
Sulfotransferase 1A1 (SULT1A1) DEYWLRK ST1A1_HUMAN Substrate [11]
Monoamine oxidase type A (MAO-A) DERE4TU AOFA_HUMAN Substrate [12]
Catechol O-methyltransferase (COMT) DEV3T4A COMT_HUMAN Substrate [13]
Thiopurine methyltransferase (TPMT) DEFQ8VO TPMT_HUMAN Substrate [14]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

Drug-Drug Interaction (DDI) Information of This Drug

Coadministration of a Drug Treating the Disease Different from Epinephrine (Comorbidity)
DDI Drug Name DDI Drug ID Severity Mechanism Comorbidity REF
Methylene blue DMJAPE7 Moderate Additive hypertensive effects by the combination of Epinephrine and Methylene blue. Acquired methaemoglobinaemia [3A93] [76]
Droxidopa DM5YF4M Moderate Additive hypertensive effects by the combination of Epinephrine and Droxidopa. Autonomic nervous system disorder [8D87] [77]
Levomilnacipran DMV26S8 Moderate Increased risk of rapid heart rate by the combination of Epinephrine and Levomilnacipran. Chronic pain [MG30] [78]
Selegiline DM6034S Moderate Additive hypertensive effects by the combination of Epinephrine and Selegiline. Depression [6A70-6A7Z] [76]
Isocarboxazid DMAF1NB Moderate Additive hypertensive effects by the combination of Epinephrine and Isocarboxazid. Depression [6A70-6A7Z] [76]
Milnacipran DMBFE74 Moderate Additive hypertensive effects by the combination of Epinephrine and Milnacipran. Depression [6A70-6A7Z] [79]
Tranylcypromine DMGB5RE Moderate Additive hypertensive effects by the combination of Epinephrine and Tranylcypromine. Depression [6A70-6A7Z] [76]
Desvenlafaxine DMHD4PE Moderate Increased risk of rapid heart rate by the combination of Epinephrine and Desvenlafaxine. Depression [6A70-6A7Z] [78]
Phenelzine DMHIDUE Moderate Additive hypertensive effects by the combination of Epinephrine and Phenelzine. Depression [6A70-6A7Z] [76]
Ergotamine DMKR3C5 Major Additive hypertensive effects by the combination of Epinephrine and Ergotamine. Headache [8A80-8A84] [80]
Procarbazine DMIK367 Moderate Additive hypertensive effects by the combination of Epinephrine and Procarbazine. Hodgkin lymphoma [2B30] [76]
Ozanimod DMT6AM2 Moderate Additive hypertensive effects by the combination of Epinephrine and Ozanimod. Multiple sclerosis [8A40] [76]
Sibutramine DMFJTDI Moderate Additive hypertensive effects by the combination of Epinephrine and Sibutramine. Obesity [5B80-5B81] [81]
Safinamide DM0YWJC Moderate Decreased metabolism of Epinephrine caused by Safinamide mediated inhibition of non-CYP450 enzyme. Parkinsonism [8A00] [82]
Opicapone DM1BKA6 Moderate Decreased metabolism of Epinephrine caused by Opicapone mediated inhibition of non-CYP450 enzyme. Parkinsonism [8A00] [83]
Rasagiline DM3WKQ4 Moderate Additive hypertensive effects by the combination of Epinephrine and Rasagiline. Parkinsonism [8A00] [76]
Ergonovine DM0VEC1 Major Additive hypertensive effects by the combination of Epinephrine and Ergonovine. Postpartum haemorrhage [JA43] [80]
⏷ Show the Full List of 17 DDI Information of This Drug

Drug Inactive Ingredient(s) (DIG) and Formulation(s) of This Drug

DIG
DIG Name DIG ID PubChem CID Functional Classification
Beta-D-lactose E00099 6134 Diluent; Dry powder inhaler carrier; Lyophilization aid
Pharmaceutical Formulation
Formulation Name Drug Dosage Dosage Form Route
Epinephrine 0.22 mg powder 0.22 mg Inhalant Powder Oral
Jump to Detail Pharmaceutical Formulation Page of This Drug

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