melatonin Indications/Contra | FAERs | Orange Book | BioActivity |

Stem definitionDrug idCAS RN
1672 73-31-4

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • melatonin
  • melatol
  • melatonine
  • circadin
A biogenic amine that is found in animals and plants. In mammals, melatonin is produced by the PINEAL GLAND. Its secretion increases in darkness and decreases during exposure to light. Melatonin is implicated in the regulation of SLEEP, mood, and REPRODUCTION. Melatonin is also an effective antioxidant.
  • Molecular weight: 232.28
  • Formula: C13H16N2O2
  • CLOGP: 1.03
  • LIPINSKI: 0
  • HAC: 4
  • HDO: 2
  • TPSA: 54.12
  • ALOGS: -3.21
  • ROTB: 4

Drug dosage:

DoseUnitRoute
2 mg O

Approvals:

DateAgencyCompanyOrphan
None FDA

FDA Adverse Event Reporting System

MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Somnolence 570.33 42.02 147 692 43513 4594640
Pneumonia aspiration 502.29 42.02 101 738 9605 4628548
Completed suicide 466.55 42.02 125 714 42320 4595833
Coma 464.71 42.02 105 734 17414 4620739
Gastrooesophageal reflux disease 447.98 42.02 99 740 14794 4623359
Toxicity to various agents 277.42 42.02 95 744 71945 4566208
Intentional overdose 250.55 42.02 67 772 21699 4616454
Intentional self-injury 129.85 42.02 32 807 7351 4630802
Suicide attempt 121.75 42.02 38 801 20804 4617349
Desmoplastic small round cell tumour 107.41 42.02 13 826 31 4638122
Seizure 106.10 42.02 43 796 50194 4587959
Choreoathetosis 93.92 42.02 15 824 361 4637792
Agitation 92.32 42.02 32 807 24168 4613985
Tachycardia 91.76 42.02 34 805 31111 4607042
Overdose 77.35 42.02 33 806 43526 4594627
Depressed level of consciousness 73.37 42.02 24 815 15130 4623023
Drug abuse 69.55 42.02 27 812 27920 4610233
Drug interaction 67.91 42.02 34 805 64474 4573679
Sopor 64.82 42.02 18 821 6508 4631645
Confusional state 64.23 42.02 30 809 48804 4589349
Cardio-respiratory arrest 63.29 42.02 23 816 19799 4618354
Aggression 63.19 42.02 21 818 13878 4624275
Insomnia 60.05 42.02 28 811 45317 4592836
Drug ineffective 55.62 42.02 44 795 186017 4452136
Paradoxical drug reaction 53.60 42.02 11 828 1094 4637059
Poisoning deliberate 50.96 42.02 12 827 2250 4635903
Therapeutic product effect incomplete 47.66 42.02 18 821 17190 4620963
Ascites 45.85 42.02 16 823 12209 4625944
Suicidal ideation 43.71 42.02 18 821 21565 4616588
Sleep disorder 43.23 42.02 15 824 11248 4626905
Headache 43.13 42.02 32 807 122341 4515812
Electrocardiogram QT prolonged 42.35 42.02 16 823 15279 4622874

Pharmacologic Action:

SourceCodeDescription
ATC N05CH01 NERVOUS SYSTEM
PSYCHOLEPTICS
HYPNOTICS AND SEDATIVES
Melatonin receptor agonists
CHEBI has role CHEBI:35623 anticonvulsant
CHEBI has role CHEBI:35488 central nervous system depressant
CHEBI has role CHEBI:50847 immunological adjuvant
MeSH PA D000975 Antioxidants
MeSH PA D002491 Central Nervous System Agents
MeSH PA D002492 Central Nervous System Depressants
MeSH PA D020011 Protective Agents

Drug Use (View source of the data)

DiseaseRelationSNOMED_IDDOID
Disorders of initiating and maintaining sleep indication 194437008
Alcoholism contraindication 7200002
Psoriasis contraindication 9014002 DOID:8893
Poisoning by digitalis glycoside contraindication 12876009
Constipation contraindication 14760008 DOID:2089
Sarcoidosis contraindication 31541009 DOID:11335
Depressive disorder contraindication 35489007
Systemic lupus erythematosus contraindication 55464009 DOID:9074
Schizophrenia contraindication 58214004 DOID:5419
Hepatic failure contraindication 59927004
Hypercalcemia contraindication 66931009 DOID:12678
Poisoning by acetaminophen contraindication 70273001
Hypercalciuria contraindication 71938000
Autoimmune disease contraindication 85828009
Kidney disease contraindication 90708001 DOID:557
Eosinophilia myalgia syndrome contraindication 95416007 DOID:998
Kidney stone contraindication 95570007
Disease of liver contraindication 235856003 DOID:409

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 13.29 acidic
pKa2 13.99 acidic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
Melatonin receptor type 1B GPCR AGONIST EC50 9.70 WOMBAT-PK IUPHAR
Melatonin receptor type 1A GPCR AGONIST EC50 9.40 WOMBAT-PK IUPHAR
5-hydroxytryptamine receptor 2B GPCR ANTAGONIST Ki 5.20 IUPHAR
Nuclear receptor ROR-alpha Nuclear hormone receptor EC50 9 WOMBAT-PK
Ribosyldihydronicotinamide dehydrogenase [quinone] Enzyme Ki 7.56 CHEMBL
Melatonin receptor GPCR Ki 9.75 CHEMBL
Melatonin receptor type 1B GPCR Ki 9.15 CHEMBL

External reference:

IDSource
4021324 VUID
N0000148757 NUI
C0025219 UMLSCUI
116523008 SNOMEDCT_US
5609 MMSL
6711 RXNORM
41199001 SNOMEDCT_US
5037 MMSL
d04058 MMSL
4021324 VANDF
005039 NDDF
896 PUBCHEM_CID
CHEBI:16796 CHEBI
CHEMBL45 ChEMBL_ID
DB01065 DRUGBANK_ID
JL5DK93RCL UNII
ML1 PDB_CHEM_ID
D008550 MESH_DESCRIPTOR_UI
224 IUPHAR_LIGAND_ID

Pharmaceutical products:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
Viatrexx-Male Plus HUMAN PRESCRIPTION DRUG LABEL 5 73069-320 INJECTION 201 [kp_C] INTRAVENOUS unapproved drug other 11 sections
Viatrexx-Neuro 3 HUMAN PRESCRIPTION DRUG LABEL 15 73069-373 INJECTION 201 [kp_C] INTRAVENOUS unapproved drug other 11 sections
Viatrexx-Neuro HUMAN PRESCRIPTION DRUG LABEL 4 73069-375 INJECTION 201 [kp_C] INTRAVENOUS unapproved drug other 11 sections