General Information of Drug (ID: DM92AH3)

Drug Name
Cyproheptadine
Synonyms
Ciproheptadina; Ciprovit; Cypoheptadine; Cyproheptadiene; Cyproheptadinum; Dihexazin; Dronactin; Eiproheptadine; Periactin; Periactine; Periactinol; Viternum; Cyproheptadine Hcl; MK 141; Ciproheptadina [INN-Spanish]; Ciprovit (TN); Cyproheptadine (INN); Cyproheptadine [INN:BAN]; Cyproheptadinum [INN-Latin]; Dibenzosuberonone/Cyproheptadine; Periactin (TN); 1-Methyl-4-(5-dibenzo(a,e)cycloheptatrienylidene)piperidine; 1-Methyl-4-(5H-dibenzo(a,d)cycloheptenylidene)piperidine; 4-(5-Dibenzo(a,d)cyclohepten-5-ylidine)-1-methylpiperidine; 4-(5H-Dibenzo(a,d)cyclohepten-5-ylidene)-1-methylpiperidene; 4-(5H-Dibenzo(a,d)cyclohepten-5-ylidene)-1-methylpiperidine; 4-(5H-Dibenzo[a,d]cyclohepten-5-ylidene)-1-methylpiperidine; 4-(5H-dibenzo[a,d][7]annulen-5-ylidene)-1-methylpiperidine; 5-(1-Methylpiperidylidene-4)-5H-dibenzo(a,d)cyclopheptene
Indication
Disease Entry ICD 11 Status REF
Allergic rhinitis CA08.0 Approved [1]
Leukemia N.A. Approved [1]
Malnutrition 5B50-5B71 Approved [1]
Rhinitis FA20 Approved [2]
Urticaria EB00-EB05 Approved [1]
Weight gain MG43.6 Approved [1]
Pruritus EC90 Investigative [1]
⏷ Show the Full List of Indication(s)
Therapeutic Class
Antihistamines
Drug Type
Small molecular drug
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 0 Molecular Weight (mw) 287.4
Logarithm of the Partition Coefficient (xlogp) 4.7
Rotatable Bond Count (rotbonds) 0
Hydrogen Bond Donor Count (hbonddonor) 0
Hydrogen Bond Acceptor Count (hbondacc) 1
ADMET Property
Absorption AUC
The area under the plot of plasma concentration (AUC) of drug is 209 mcgh/L [3]
Absorption Cmax
The maximum plasma concentration (Cmax) of drug is 30.0 mcg/L [3]
BDDCS Class
Biopharmaceutics Drug Disposition Classification System (BDDCS) Class 1: high solubility and high permeability [4]
Elimination
Approximately 2-20% of the radioactivity from an orally administered radio-labeled dose of cyproheptadine is excreted in the feces, of which approximately 34% is unchanged parent drug (less than 5.7% of the total dose) [5]
MRTD
The Maximum Recommended Therapeutic Dose (MRTD) of drug that ensured maximising efficacy and moderate side effect is 1.73969 micromolar/kg/day [6]
Water Solubility
The ability of drug to dissolve in water is measured as 3.636 mg/mL [4]
Chemical Identifiers
Formula
C21H21N
IUPAC Name
1-methyl-4-(2-tricyclo[9.4.0.03,8]pentadeca-1(15),3,5,7,9,11,13-heptaenylidene)piperidine
Canonical SMILES
CN1CCC(=C2C3=CC=CC=C3C=CC4=CC=CC=C42)CC1
InChI
InChI=1S/C21H21N/c1-22-14-12-18(13-15-22)21-19-8-4-2-6-16(19)10-11-17-7-3-5-9-20(17)21/h2-11H,12-15H2,1H3
InChIKey
JJCFRYNCJDLXIK-UHFFFAOYSA-N
Cross-matching ID
PubChem CID
2913
ChEBI ID
CHEBI:4046
CAS Number
129-03-3
DrugBank ID
DB00434
TTD ID
D00TLN
VARIDT ID
DR00776
INTEDE ID
DR0395
ACDINA ID
D00160
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
Histamine H1 receptor (H1R) TTTIBOJ HRH1_HUMAN Antagonist [7]

Drug-Metabolizing Enzyme (DME)
DME Name DME ID UniProt ID MOA REF
UDP-glucuronosyltransferase 1A1 (UGT1A1) DEYGVN4 UD11_HUMAN Substrate [8]
UDP-glucuronosyltransferase 1A3 (UGT1A3) DEF2WXN UD13_HUMAN Substrate [9]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
5-hydroxytryptamine receptor 7 (HTR7) OT44DEWB 5HT7R_HUMAN Protein Interaction/Cellular Processes [10]
Cytochrome P450 1A1 (CYP1A1) OTE4EFH8 CP1A1_HUMAN Gene/Protein Processing [11]
Heat shock factor protein 1 (HSF1) OTYNJ4KP HSF1_HUMAN Gene/Protein Processing [12]
Pro-opiomelanocortin (POMC) OTV41F7T COLI_HUMAN Protein Interaction/Cellular Processes [13]
Prolactin (PRL) OTWFQGX7 PRL_HUMAN Protein Interaction/Cellular Processes [13]
Somatotropin (GH1) OT92RTRD SOMA_HUMAN Gene/Protein Processing [13]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

Molecular Expression Atlas of This Drug

The Studied Disease Allergic rhinitis
ICD Disease Classification CA08.0
Molecule Name Molecule Type Gene Name p-value Fold-Change Z-score
Histamine H1 receptor (H1R) DTT HRH1 6.74E-01 0.13 0.43
UDP-glucuronosyltransferase 1A1 (UGT1A1) DME UGT1A1 4.53E-01 4.14E-02 1.83E-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 Cyproheptadine (Comorbidity)
DDI Drug Name DDI Drug ID Severity Mechanism Comorbidity REF
Scopolamine DMOM8AL Moderate Additive anticholinergic effects by the combination of Cyproheptadine and Scopolamine. Addictive disorder [6C50-6C5Z] [14]
Mepyramine DMB4SFH Moderate Additive anticholinergic effects by the combination of Cyproheptadine and Mepyramine. Allergic/hypersensitivity disorder [4A80-4A8Z] [15]
Phenyltoloxamine DMKAEQW Moderate Additive anticholinergic effects by the combination of Cyproheptadine and Phenyltoloxamine. Allergic/hypersensitivity disorder [4A80-4A8Z] [15]
Tripelennamine DMZBU15 Moderate Additive anticholinergic effects by the combination of Cyproheptadine and Tripelennamine. Allergic/hypersensitivity disorder [4A80-4A8Z] [14]
Memantine DMD9WSC Moderate Additive anticholinergic effects by the combination of Cyproheptadine and Memantine. Alzheimer disease [8A20] [14]
Galantamine DMEO794 Moderate Antagonize the effect of Cyproheptadine when combined with Galantamine. Alzheimer disease [8A20] [16]
Rivastigmine DMG629M Moderate Antagonize the effect of Cyproheptadine when combined with Rivastigmine. Alzheimer disease [8A20] [16]
Donepezil DMIYG7Z Moderate Antagonize the effect of Cyproheptadine when combined with Donepezil. Alzheimer disease [8A20] [16]
Hydroxyzine DMF8Y74 Moderate Additive anticholinergic effects by the combination of Cyproheptadine and Hydroxyzine. Anxiety disorder [6B00-6B0Z] [14]
Desipramine DMT2FDC Moderate Additive anticholinergic effects by the combination of Cyproheptadine and Desipramine. Attention deficit hyperactivity disorder [6A05] [14]
Linezolid DMGFPU2 Moderate Additive CNS depression effects by the combination of Cyproheptadine and Linezolid. Bacterial infection [1A00-1C4Z] [17]
Cariprazine DMJYDVK Moderate Additive anticholinergic effects by the combination of Cyproheptadine and Cariprazine. Bipolar disorder [6A60] [14]
Loperamide DMOJZQ9 Moderate Additive antimotility effects by the combination of Cyproheptadine and Loperamide. Bowel habit change [ME05] [18]
Acetylcholine DMDF79Z Moderate Antagonize the effect of Cyproheptadine when combined with Acetylcholine. Cataract [9B10] [19]
Umeclidinium DM4E8O9 Moderate Additive anticholinergic effects by the combination of Cyproheptadine and Umeclidinium. Chronic obstructive pulmonary disease [CA22] [20]
Tiotropium DMFDC0Q Moderate Additive anticholinergic effects by the combination of Cyproheptadine and Tiotropium. Chronic obstructive pulmonary disease [CA22] [20]
Revefenacin DMMP5SI Moderate Additive anticholinergic effects by the combination of Cyproheptadine and Revefenacin. Chronic obstructive pulmonary disease [CA22] [20]
Olopatadine DMKMWQG Moderate Additive CNS depression effects by the combination of Cyproheptadine and Olopatadine. Conjunctiva disorder [9A60] [21]
Ethanol DMDRQZU Moderate Additive CNS depression effects by the combination of Cyproheptadine and Ethanol. Cystitis [GC00] [21]
Trimipramine DM1SC8M Moderate Additive anticholinergic effects by the combination of Cyproheptadine and Trimipramine. Depression [6A70-6A7Z] [14]
Cyclobenzaprine DM1YBRM Moderate Additive anticholinergic effects by the combination of Cyproheptadine and Cyclobenzaprine. Depression [6A70-6A7Z] [14]
Imipramine DM2NUH3 Moderate Additive anticholinergic effects by the combination of Cyproheptadine and Imipramine. Depression [6A70-6A7Z] [14]
Nortriptyline DM4KDYJ Moderate Additive anticholinergic effects by the combination of Cyproheptadine and Nortriptyline. Depression [6A70-6A7Z] [14]
Isocarboxazid DMAF1NB Moderate Antagonize the effect of Cyproheptadine when combined with Isocarboxazid. Depression [6A70-6A7Z] [22]
Tranylcypromine DMGB5RE Moderate Antagonize the effect of Cyproheptadine when combined with Tranylcypromine. Depression [6A70-6A7Z] [22]
OPC-34712 DMHG57U Moderate Additive anticholinergic effects by the combination of Cyproheptadine and OPC-34712. Depression [6A70-6A7Z] [14]
Phenelzine DMHIDUE Moderate Antagonize the effect of Cyproheptadine when combined with Phenelzine. Depression [6A70-6A7Z] [22]
Clomipramine DMINRKW Moderate Additive anticholinergic effects by the combination of Cyproheptadine and Clomipramine. Depression [6A70-6A7Z] [14]
Amoxapine DMKITQE Moderate Additive anticholinergic effects by the combination of Cyproheptadine and Amoxapine. Depression [6A70-6A7Z] [14]
Doxepin DMPI98T Moderate Additive anticholinergic effects by the combination of Cyproheptadine and Doxepin. Depression [6A70-6A7Z] [15]
Maprotiline DMPWB7T Moderate Additive anticholinergic effects by the combination of Cyproheptadine and Maprotiline. Depression [6A70-6A7Z] [14]
Esketamine DMVU687 Moderate Additive CNS depression effects by the combination of Cyproheptadine and Esketamine. Depression [6A70-6A7Z] [23]
Mepenzolate DM8YU2F Moderate Additive anticholinergic effects by the combination of Cyproheptadine and Mepenzolate. Digestive system disease [DE2Z] [14]
Oxybutynine DMJPBAX Moderate Additive anticholinergic effects by the combination of Cyproheptadine and Oxybutynine. Discovery agent [N.A.] [14]
Meclizine DMS7T13 Moderate Additive anticholinergic effects by the combination of Cyproheptadine and Meclizine. Dizziness and giddiness [MB48] [14]
Zonisamide DM0DTF7 Major Increased risk of hyperpyrexia by the combination of Cyproheptadine and Zonisamide. Epilepsy/seizure [8A61-8A6Z] [24]
Diphenhydramine DMKQTBA Moderate Additive anticholinergic effects by the combination of Cyproheptadine and Diphenhydramine. Episodic vestibular syndrome [AB31] [14]
Solifenacin DMG592Q Moderate Additive anticholinergic effects by the combination of Cyproheptadine and Solifenacin. Functional bladder disorder [GC50] [14]
Tolterodine DMSHPW8 Moderate Additive anticholinergic effects by the combination of Cyproheptadine and Tolterodine. Functional bladder disorder [GC50] [14]
Darifenacin DMWXLYZ Moderate Additive anticholinergic effects by the combination of Cyproheptadine and Darifenacin. Functional bladder disorder [GC50] [14]
Propantheline DM2EN6G Moderate Additive anticholinergic effects by the combination of Cyproheptadine and Propantheline. Gastric ulcer [DA60] [14]
Isoflurophate DMBSK7X Moderate Antagonize the effect of Cyproheptadine when combined with Isoflurophate. Glaucoma [9C61] [19]
Brimonidine DMQLT4N Moderate Additive CNS depression effects by the combination of Cyproheptadine and Brimonidine. Glaucoma [9C61] [25]
Pilocarpine DMV9ADG Moderate Antagonize the effect of Cyproheptadine when combined with Pilocarpine. Glaucoma [9C61] [19]
Procarbazine DMIK367 Moderate Additive CNS depression effects by the combination of Cyproheptadine and Procarbazine. Hodgkin lymphoma [2B30] [17]
Belladonna DM2RBWK Moderate Additive anticholinergic effects by the combination of Cyproheptadine and Belladonna. Infectious gastroenteritis/colitis [1A40] [14]
Amantadine DMS3YE9 Moderate Additive anticholinergic effects by the combination of Cyproheptadine and Amantadine. Influenza [1E30-1E32] [26]
Propiomazine DMKY8V1 Moderate Additive anticholinergic effects by the combination of Cyproheptadine and Propiomazine. Insomnia [7A00-7A0Z] [14]
ITI-007 DMUQ1DO Moderate Additive anticholinergic effects by the combination of Cyproheptadine and ITI-007. Insomnia [7A00-7A0Z] [14]
Clidinium DMUMQZ0 Moderate Additive anticholinergic effects by the combination of Cyproheptadine and Clidinium. Irritable bowel syndrome [DD91] [14]
Dicyclomine DMZSDGX Moderate Additive anticholinergic effects by the combination of Cyproheptadine and Dicyclomine. Irritable bowel syndrome [DD91] [14]
Physostigmine DM2N0TO Moderate Antagonize the effect of Cyproheptadine when combined with Physostigmine. Lips/oral mucosa miscellaneous disorder [DA02] [16]
Porfimer Sodium DM7ZWNY Moderate Increased risk of photosensitivity reactions by the combination of Cyproheptadine and Porfimer Sodium. Lung cancer [2C25] [27]
Allopregnanolone DMNLHAC Moderate Additive CNS depression effects by the combination of Cyproheptadine and Allopregnanolone. Mental/behavioural/neurodevelopmental disorder [6E20-6E8Z] [28]
Lasmiditan DMXLVDT Moderate Additive CNS depression effects by the combination of Cyproheptadine and Lasmiditan. Migraine [8A80] [29]
Flibanserin DM70DTN Moderate Additive CNS depression effects by the combination of Cyproheptadine and Flibanserin. Mood disorder [6A60-6E23] [30]
Thalidomide DM70BU5 Moderate Additive CNS depression effects by the combination of Cyproheptadine and Thalidomide. Multiple myeloma [2A83] [31]
Phenindamine DMDTC7R Moderate Additive anticholinergic effects by the combination of Cyproheptadine and Phenindamine. Nasopharyngitis [CA00] [14]
Dimenhydrinate DM264B3 Moderate Additive anticholinergic effects by the combination of Cyproheptadine and Dimenhydrinate. Nausea/vomiting [MD90] [14]
Promethazine DM6I5GR Moderate Additive anticholinergic effects by the combination of Cyproheptadine and Promethazine. Nausea/vomiting [MD90] [14]
Cyclizine DM9G7BS Moderate Additive anticholinergic effects by the combination of Cyproheptadine and Cyclizine. Nausea/vomiting [MD90] [14]
Apraclonidine DMO4PVE Moderate Additive CNS depression effects by the combination of Cyproheptadine and Apraclonidine. Optic nerve disorder [9C40] [25]
Dextropropoxyphene DM23HCX Major Additive CNS depression effects by the combination of Cyproheptadine and Dextropropoxyphene. Pain [MG30-MG3Z] [32]
Flavoxate DMKV4NL Moderate Additive anticholinergic effects by the combination of Cyproheptadine and Flavoxate. Pain [MG30-MG3Z] [14]
Biperiden DME78OA Moderate Additive anticholinergic effects by the combination of Cyproheptadine and Biperiden. Parkinsonism [8A00] [14]
Orphenadrine DMW542E Moderate Additive anticholinergic effects by the combination of Cyproheptadine and Orphenadrine. Parkinsonism [8A00] [14]
Methylscopolamine DM5VWOB Moderate Additive anticholinergic effects by the combination of Cyproheptadine and Methylscopolamine. Peptic ulcer [DA61] [14]
Levomepromazine DMIKFEL Moderate Additive anticholinergic effects by the combination of Cyproheptadine and Levomepromazine. Psychotic disorder [6A20-6A25] [14]
Fluphenazine DMIT8LX Moderate Additive anticholinergic effects by the combination of Cyproheptadine and Fluphenazine. Psychotic disorder [6A20-6A25] [14]
Triflupromazine DMKFQJP Moderate Additive anticholinergic effects by the combination of Cyproheptadine and Triflupromazine. Psychotic disorder [6A20-6A25] [14]
Quetiapine DM1N62C Moderate Additive anticholinergic effects by the combination of Cyproheptadine and Quetiapine. Schizophrenia [6A20] [14]
Mesoridazine DM2ZGAN Moderate Additive anticholinergic effects by the combination of Cyproheptadine and Mesoridazine. Schizophrenia [6A20] [14]
Thioridazine DM35M8J Moderate Additive anticholinergic effects by the combination of Cyproheptadine and Thioridazine. Schizophrenia [6A20] [14]
Aripiprazole DM3NUMH Moderate Additive anticholinergic effects by the combination of Cyproheptadine and Aripiprazole. Schizophrenia [6A20] [14]
Iloperidone DM6AUFY Moderate Additive anticholinergic effects by the combination of Cyproheptadine and Iloperidone. Schizophrenia [6A20] [14]
Paliperidone DM7NPJS Moderate Additive anticholinergic effects by the combination of Cyproheptadine and Paliperidone. Schizophrenia [6A20] [14]
Haloperidol DM96SE0 Moderate Additive anticholinergic effects by the combination of Cyproheptadine and Haloperidol. Schizophrenia [6A20] [14]
Perphenazine DMA4MRX Moderate Additive anticholinergic effects by the combination of Cyproheptadine and Perphenazine. Schizophrenia [6A20] [14]
Molindone DMAH70G Moderate Additive anticholinergic effects by the combination of Cyproheptadine and Molindone. Schizophrenia [6A20] [14]
Chlorpromazine DMBGZI3 Moderate Additive anticholinergic effects by the combination of Cyproheptadine and Chlorpromazine. Schizophrenia [6A20] [14]
Thiothixene DMDINC4 Moderate Additive anticholinergic effects by the combination of Cyproheptadine and Thiothixene. Schizophrenia [6A20] [14]
Trifluoperazine DMKBYWI Moderate Additive anticholinergic effects by the combination of Cyproheptadine and Trifluoperazine. Schizophrenia [6A20] [14]
Risperidone DMN6DXL Moderate Additive anticholinergic effects by the combination of Cyproheptadine and Risperidone. Schizophrenia [6A20] [14]
Asenapine DMSQZE2 Moderate Additive anticholinergic effects by the combination of Cyproheptadine and Asenapine. Schizophrenia [6A20] [14]
Pimozide DMW83TP Moderate Additive anticholinergic effects by the combination of Cyproheptadine and Pimozide. Schizophrenia [6A20] [14]
Tizanidine DMR2IQ4 Moderate Additive CNS depression effects by the combination of Cyproheptadine and Tizanidine. Tonus and reflex abnormality [MB47] [33]
Atropine DMEN6X7 Moderate Additive anticholinergic effects by the combination of Cyproheptadine and Atropine. Unspecific substance harmful effect [NE6Z] [14]
Methdilazine DMAUHQX Moderate Additive anticholinergic effects by the combination of Cyproheptadine and Methdilazine. Vasomotor/allergic rhinitis [CA08] [14]
Carbinoxamine DMCT31R Moderate Additive anticholinergic effects by the combination of Cyproheptadine and Carbinoxamine. Vasomotor/allergic rhinitis [CA08] [14]
Trimeprazine DMEMV9D Moderate Additive anticholinergic effects by the combination of Cyproheptadine and Trimeprazine. Vasomotor/allergic rhinitis [CA08] [15]
Brompheniramine DMFOVSD Moderate Additive anticholinergic effects by the combination of Cyproheptadine and Brompheniramine. Vasomotor/allergic rhinitis [CA08] [14]
Acrivastine DMTIGA0 Moderate Additive anticholinergic effects by the combination of Cyproheptadine and Acrivastine. Vasomotor/allergic rhinitis [CA08] [14]
Azatadine DMZ80SB Moderate Additive anticholinergic effects by the combination of Cyproheptadine and Azatadine. Vasomotor/allergic rhinitis [CA08] [14]
⏷ Show the Full List of 93 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
Lactose monohydrate E00393 104938 Binding agent; Diluent; Dry powder inhaler carrier; Lyophilization aid
Magnesium stearate E00208 11177 lubricant
Cellulose microcrystalline E00698 Not Available Adsorbent; Suspending agent; Diluent
Pharmaceutical Formulation
Formulation Name Drug Dosage Dosage Form Route
Cyproheptadine Hydrochloride 4mg tablet 4mg Tablet Oral
Cyproheptadine 4 mg tablet 4 mg Oral Tablet Oral
Jump to Detail Pharmaceutical Formulation Page of This Drug

References

1 Cyproheptadine FDA Label
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