MELATONIN

Search structure
Synonyms:
Status: Approved
Entry Type: Small molecule
Molecule Category: UNKNOWN
ATC: N05CH01
UNII: JL5DK93RCL

Structure
InChI Key DRLFMBDRBRZALE-UHFFFAOYSA-N
Smile COc1ccc2[nH]cc(CCNC(C)=O)c2c1
InChI
InChI=1S/C13H16N2O2/c1-9(16)14-6-5-10-8-15-13-4-3-11(17-2)7-12(10)13/h3-4,7-8,15H,5-6H2,1-2H3,(H,14,16)

Physicochemical Descriptors

Property Name Value
Molecular Formula C13H16N2O2
Molecular Weight 232.28
AlogP 1.86
Hydrogen Bond Acceptor 2.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 4.0
Polar Surface Area 54.12
Molecular species NEUTRAL
Aromatic Rings 2.0
Heavy Atoms 17.0

Pharmacology

Action Mechanism of Action Reference
AGONIST Melatonin receptor agonist Other
Primary Target
MT1 receptor
MT2 receptor
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 1 Cytochrome P450 family 1A Cytochrome P450 1A1
- - - 59000 -
Enzyme Cytochrome P450 Cytochrome P450 family 1 Cytochrome P450 family 1A Cytochrome P450 1A2
- - - 12000 -
Enzyme Cytochrome P450 Cytochrome P450 family 1 Cytochrome P450 family 1B Cytochrome P450 1B1
- - - 14000 -
Enzyme Hydrolase
- - - - 1
Enzyme Oxidoreductase
- 65-11300 - 28-57 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine-derivative receptor (family A GPCR) Melatonin receptor
0-25 0-1 0 0-1 100
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Histamine receptor
- - - 1 -
Membrane receptor
0-25 0-1 0 0-1 19-49
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - - 71

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Barrett Esophagus 3 D001471 ClinicalTrials
Depressive Disorder 3 D003866 ClinicalTrials
Neoplasms 3 D009369 ClinicalTrials
Migraine Disorders 3 D008881 ClinicalTrials
Schizophrenia 3 D012559 ClinicalTrials
Carcinoma, Non-Small-Cell Lung 3 D002289 ClinicalTrials
Anxiety 3 D001007 ClinicalTrials
Breast Neoplasms 3 D001943 ClinicalTrials
Attention Deficit Disorder with Hyperactivity 3 D001289 ClinicalTrials
Sleep Initiation and Maintenance Disorders 3 D007319 ClinicalTrials
Child Development Disorders, Pervasive 3 D002659 ClinicalTrials
Tooth Diseases 3 D014076 ClinicalTrials
Gastroesophageal Reflux 3 D005764 ClinicalTrials
Irritable Bowel Syndrome 3 D043183 ClinicalTrials
Dementia 3 D003704 ClinicalTrials
Delirium 3 D003693 ClinicalTrials
Sleep Wake Disorders 3 D012893 ClinicalTrials
Squamous Cell Carcinoma of Head and Neck 3 D000077195 ClinicalTrials
Neoplasms 3 D009369 ClinicalTrials
Enuresis 2 D004775 ClinicalTrials
Aortic Aneurysm 2 D001014 ClinicalTrials
Metabolic Syndrome 2 D024821 ClinicalTrials
Dermatitis, Atopic 2 D003876 ClinicalTrials
Epilepsy 2 D004827 ClinicalTrials
Colitis, Ulcerative 2 D003093 ClinicalTrials
Hypertension 2 D006973 ClinicalTrials
Multiple Sclerosis, Relapsing-Remitting 2 D020529 ClinicalTrials
Atrial Fibrillation 2 D001281 ClinicalTrials
Hemorrhage 2 D006470 ClinicalTrials
Autistic Disorder 2 D001321 ClinicalTrials
Pain 2 D010146 ClinicalTrials
Cognitive Dysfunction 2 D060825 ClinicalTrials
Melanoma 2 D008545 ClinicalTrials
Reperfusion Injury 2 D015427 ClinicalTrials
Fibromyalgia 2 D005356 ClinicalTrials
Head and Neck Neoplasms 2 D006258 ClinicalTrials
Burns 2 D002056 ClinicalTrials
Prediabetic State 2 D011236 ClinicalTrials
Fatigue 2 D005221 ClinicalTrials
Parkinson Disease 2 D010300 ClinicalTrials
Depressive Disorder, Major 2 D003865 ClinicalTrials
Alcohol-Related Disorders 2 D019973 ClinicalTrials
Severe Acute Respiratory Syndrome 2 D045169 ClinicalTrials
Periodontitis 2 D010518 ClinicalTrials
Myocardial Infarction 2 D009203 ClinicalTrials
Substance Withdrawal Syndrome 1 D013375 ClinicalTrials
Hypoxia-Ischemia, Brain 1 D020925 ClinicalTrials
Postpartum Hemorrhage 1 D006473 ClinicalTrials
Skin Diseases 1 D012871 ClinicalTrials
Stomatitis 1 D013280 ClinicalTrials
Hot Flashes 1 D019584 ClinicalTrials
Periodontal Diseases 1 D010510 ClinicalTrials
Brain Ischemia 1 D002545 ClinicalTrials
Metabolic Diseases 1 D008659 ClinicalTrials
Multiple Sclerosis 1 D009103 ClinicalTrials
Sepsis 1 D018805 ClinicalTrials
Neonatal Sepsis 1 D000071074 ClinicalTrials
Sunburn 1 D013471 ClinicalTrials
Bone Diseases, Metabolic 0 D001851 ClinicalTrials
Diabetes Mellitus 0 D003920 ClinicalTrials
Sleep Apnea, Obstructive 0 D020181 ClinicalTrials

Related Entries

MCS

Cross References

Resources Reference
CAS NUMBER 73-31-4
ChEBI 16796
ChEMBL CHEMBL45
DrugBank DB01065
DrugCentral 1672
EPA CompTox DTXSID1022421
FDA SRS JL5DK93RCL
Human Metabolome Database HMDB0001389
Guide to Pharmacology 1357
KEGG C01598
PDB ML1
PharmGKB PA164752558
PubChem 896
SureChEMBL SCHEMBL19018
ZINC ZINC000000057060
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