Melatonin



Compound IDCDAMM02319
Common nameMelatonin
IUPAC nameN-[2-(5-methoxy-1H-indol-3-yl)ethyl]acetamide
Molecular formulaC13H16N2O2

Experimental data

Retention time8.53
Adduct[M+H]+
Actual mz233.129
Theoretical mz233.128
Error2.25
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score7.0334

Identifiers and class information

Inchi keyDRLFMBDRBRZALE-UHFFFAOYSA-N
SmilesO=C(NCCC1=CNC=2C=CC(OC)=CC21)C
SuperclassOrganoheterocyclic compounds
ClassIndoles and derivatives

Pharmacokinetic properties

Number of descriptor values(#stars)0
Number of non-conjugated amine groups (#amine)0
Number of amidine and guanidine groups (#amidine)0
Number of carboxylic acid groups (#acid)0
Number of non-conjugated amide groups (#amide)1
Number of rotatable bonds (#rotor)4
Number of reactive functional groups (#rtvFG)0
Predicted central nervous system activity (CNS)0
Molecular weight (mol_MW)232.282
Computed dipole moment(dipole)7.374
Total solvent accessible surface area (SASA)488.674
Hydrophobic component of SASA (FOSA)253.149
Hydrophilic component of SASA (FISA)81.387
Pie component of the SASA (PISA)154.138
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)815.777
Number of hydrogen bond donors (donorHB)2
Number of hydrogen bond acceptors (accptHB)3.25
Free energy of solvation of dipole (dip^2/V)0.066661
Index of cohesive interaction in solids (ACxDN^.5/SA)0.0094054
Globularity descriptor (glob)0.864025
Predicted polarizability in cubic angstroms (QPpolrz)25.397
Predicted hexadecane/gas partition coefficient (QPlogPC16)7.861
Predicted octanol/gas partition coefficient (QPlogPoct)13.31
Predicted water/gas partition coefficient (QPlogPw)9.61
Predicted octanol/water partition coefficient (QPlogPo/w)1.844
Predicted aqueous solubility (QPlogS)-2.428
Conformation-independent predicted aqueous solubility (CIQPlogS)-2.47
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-3.093
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)1055.68
Predicted brain/blood partition coefficient (QPlogBB)-0.404
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)864.136
Predicted skin permeability, log Kp (QPlogKp)-2.092
PM3 calculated ionization potential (IP(ev))8.051
PM3 calculated electron affinity (EA(eV))-0.081
Number of likely metabolic reactions (#metab)2
Prediction of binding to human serum albumin (QPlogKhsa)-0.336
Predicted qualitative human oral absorption (HumanOralAbsorption)3
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)91.855
Solvent-accessible surface area of fluorine atoms (SAFluorine)0
Solvent-accessible surface area of amide oxygen atoms (SAamideO)25.198
Van der Waals surface area (PSA)62.506
Number of nitrogen and oxygen atoms (#NandO)4
Number of violations of Lipinski’s rule of five (RuleOfFive)0
Number of violations of Jorgensen’s rule of three (RuleOfThree)0

Compound-target network

Cytoscape Graph

Protein targets associated with phytocompound

Uniprot ID Gene name Target name TTD_ID Prediction source
P22303ACHEAcetylcholinesteraseT30082SwissTargetPrediction and SEA
O15379HDAC3Histone deacetylase 3T05090SEA
P16083NQO2Quinone reductase 2T75498SwissTargetPrediction and SEA
Q4U2R8SLC22A6Solute carrier family 22 member 6 (by homology)T70680SEA
P14555PLA2G2APhospholipase A2 group IIAT19160SEA
P28223HTR2ASerotonin 2a (5-HT2a) receptorT32060SwissTargetPrediction and SEA
P28335HTR2CSerotonin 2c (5-HT2c) receptorT83813SwissTargetPrediction and SEA
P31645SLC6A4Serotonin transporter (by homology)T27812SEA
P41595HTR2BSerotonin 2b (5-HT2b) receptorT31204SwissTargetPrediction and SEA
P28222HTR1BSerotonin 1b (5-HT1b) receptorT07806SwissTargetPrediction and SEA
P28221HTR1DSerotonin 1d (5-HT1d) receptorT11072SEA
P08908HTR1ASerotonin 1a (5-HT1a) receptorT78709SwissTargetPrediction and SEA
P28566HTR1ESerotonin 1e (5-HT1e) receptorT84117SEA
P34969HTR7Serotonin 7 (5-HT7) receptorT79062SwissTargetPrediction and SEA
P50406HTR6Serotonin 6 (5-HT6) receptorT16691SwissTargetPrediction and SEA
Q01959SLC6A3Dopamine transporterT55959SwissTargetPrediction
P05164MPOMyeloperoxidaseT23471SEA
Q92769HDAC2Histone deacetylase 2T51191SEA
P42330AKR1C3Aldo-keto-reductase family 1 member C3T60857SEA
Q8NER1TRPV1Vanilloid receptorT83193SEA
P49137MAPKAPK2MAP kinase-activated protein kinase 2T21307SEA
P35462DRD3Dopamine D3 receptorT02551SEA
Q13639HTR4Serotonin 4 (5-HT4) receptorT59679SwissTargetPrediction and SEA
P10827THRAThyroid hormone receptor alphaT79591SEA
P10828THRBThyroid hormone receptor beta-1T98933SEA
P06276BCHEButyrylcholinesteraseT99799SEA
P36888FLT3Tyrosine-protein kinase receptor FLT3T74312SEA
P35270SPRSubstance-P receptorT47094SEA
Q92847GHSRGhrelin receptorT59604SEA
P11388TOP2ADNA topoisomerase II alphaT17048SEA
O75116ROCK2Rho-associated protein kinase 2T06093SEA
P49841GSK3BGlycogen synthase kinase-3 betaT70977SEA
P49759CLK1Dual specificty protein kinase CLK1T46685SEA
P47898HTR5ASerotonin 5a (5-HT5a) receptorT15571SwissTargetPrediction and SEA
P48039MTNR1AMelatonin receptor 1AT97613SwissTargetPrediction and SEA
P49286MTNR1BMelatonin receptor 1BT48268SwissTargetPrediction and SEA
P18089ADRA2BAlpha-2b adrenergic receptorT41580SEA
P25090FPR2Lipoxin A4 receptor (by homology)T97917SEA
P42892ECE1Endothelin-converting enzyme 1T50970SEA
P49761CLK3Dual specificity protein kinase CLK3T21585SEA
Q13258PTGDRProstanoid DP receptorT68782SEA
P32239CCKBRCholecystokinin B receptor (by homology)T05849SEA
Q9UQM7CAMK2ACaM kinase II alphaT18299SEA
Q9UNQ0ABCG2ATP-binding cassette sub-family G member 2T56556SEA
O43614HCRTR2Orexin receptor 2T69485SEA
Q13464ROCK1Rho-associated protein kinase 1T51282SEA
Q92523CPT1BCarnitine O-palmitoyltransferase 1, muscle isoform (by homology)T75888SEA
P30939HTR1FSerotonin 1f (5-HT1f) receptorT78656SEA
Q9Y478PRKAB1AMP-activated protein kinase, beta-1 subunitT38875SEA
P28336NMBRNeuromedin B receptorT68887SEA
P37840SNCAAlpha-synucleinT03644SEA
P28336NMBRNeuromedin B receptorT68887SEA
P16885PLCG2Phospholipase C-gamma-2T93922SEA
Q9UIF9BAZ2ABromodomain adjacent to zinc finger domain protein 2AT95682SEA
P16473TSHRThyroid stimulating hormone receptorT60606SEA
Q9H4B7TUBB1Tubulin beta-1 chainT84397SEA
Q9UIF8BAZ2BBromodomain adjacent to zinc finger domain protein 2BT15745SEA
Q4U2R8SLC22A6Solute carrier family 22 member 6 (by homology)T70680SEA
Q06609RAD51DNA repair protein RAD51 homolog 1T63083SEA
O15427SLC16A3Monocarboxylate transporter 4T31788SEA
Q5T7T8COX1Prostaglandin G/H synthase 1T60529SEA
Q7RTX1TAS1R1Taste receptorT41263SEA
P47870GABRB2GABA(A) receptor beta-2T80387SEA
P35270SPRSubstance-P receptorT47094SEA
P14672GLUT4Glucose transporter type 4T67658SEA

Target associated diseases

TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
T30082DI0025Alzheimer disease[ICD-11: 8A20]P22303ACHE
T30082DI0166Glaucoma[ICD-11: 9C61]P22303ACHE
T30082DI0282Myasthenia gravis[ICD-11: 8C6Y]P22303ACHE
T30082DI0313Oesophageal/gastroduodenal disorder[ICD-11: DD90]P22303ACHE
T30082DI0332Pediculosis[ICD-11: 1G00]P22303ACHE
T30082DI0421Unspecific substance harmful effect[ICD-11: NE6Z]P22303ACHE
T05090DI0241Lymphoma[ICD-11: 2A80-2A86]O15379HDAC3
T05090DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]O15379HDAC3
T75498DI0214Insomnia[ICD-11: 7A00-7A0Z]P16083NQO2
T70680DI0167Gout[ICD-11: FA25]Q4U2R8SLC22A6
T70680DI0206Inborn purine/pyrimidine/nucleotide metabolism error[ICD-11: 5C55]Q4U2R8SLC22A6
T70680DI0310Ocular disease[ICD-11: N.A.]Q4U2R8SLC22A6
T19160DI0062Breast cancer[ICD-11: 2C60-2C6Y]P14555PLA2G2A
T32060DI0009Acute diabete complication[ICD-11: 5A2Y]P28223HTR2A
T32060DI0033Anxiety disorder[ICD-11: 6B00-6B0Z]P28223HTR2A
T32060DI0073Cerebral ischaemia[ICD-11: 8B1Z]P28223HTR2A
T32060DI0270Mood disorder[ICD-11: 6A60-6E23]P28223HTR2A
T32060DI0331Parkinsonism[ICD-11: 8A00]P28223HTR2A
T32060DI0337Pituitary gland disorder[ICD-11: 5A60-5A61]P28223HTR2A
T32060DI0370Schizophrenia[ICD-11: 6A20]P28223HTR2A
T83813DI0117Depression[ICD-11: 6A70-6A7Z]P28335HTR2C
T83813DI0264Migraine[ICD-11: 8A80]P28335HTR2C
T83813DI0308Obesity[ICD-11: 5B80-5B81]P28335HTR2C
T83813DI0324Pain[ICD-11: MG30-MG3Z]P28335HTR2C
T83813DI0337Pituitary gland disorder[ICD-11: 5A60-5A61]P28335HTR2C
T27812DI0033Anxiety disorder[ICD-11: 6B00-6B0Z]P31645SLC6A4
T27812DI0040Attention deficit hyperactivity disorder[ICD-11: 6A05]P31645SLC6A4
T27812DI0087Chronic pain[ICD-11: MG30]P31645SLC6A4
T27812DI0096concerning food/fluid intake symptom[ICD-11: MG43]P31645SLC6A4
T27812DI0101Corneal disease[ICD-11: 9A76-9A78]P31645SLC6A4
T27812DI0105Cough[ICD-11: MD12]P31645SLC6A4
T27812DI0117Depression[ICD-11: 6A70-6A7Z]P31645SLC6A4
T27812DI0264Migraine[ICD-11: 8A80]P31645SLC6A4
T27812DI0301Nicotine use disorder[ICD-11: 6C4A]P31645SLC6A4
T27812DI0308Obesity[ICD-11: 5B80-5B81]P31645SLC6A4
T27812DI0324Pain[ICD-11: MG30-MG3Z]P31645SLC6A4
T31204DI0040Attention deficit hyperactivity disorder[ICD-11: 6A05]P41595HTR2B
T31204DI0117Depression[ICD-11: 6A70-6A7Z]P41595HTR2B
T31204DI0337Pituitary gland disorder[ICD-11: 5A60-5A61]P41595HTR2B
T31204DI0354Psychotic disorder[ICD-11: 6A20-6A25]P41595HTR2B
T07806DI0264Migraine[ICD-11: 8A80]P28222HTR1B
T07806DI0337Pituitary gland disorder[ICD-11: 5A60-5A61]P28222HTR1B
T07806DI0354Psychotic disorder[ICD-11: 6A20-6A25]P28222HTR1B
T07806DI0370Schizophrenia[ICD-11: 6A20]P28222HTR1B
T11072DI0264Migraine[ICD-11: 8A80]P28221HTR1D
T11072DI0337Pituitary gland disorder[ICD-11: 5A60-5A61]P28221HTR1D
T78709DI0033Anxiety disorder[ICD-11: 6B00-6B0Z]P08908HTR1A
T78709DI0117Depression[ICD-11: 6A70-6A7Z]P08908HTR1A
T78709DI0190Hypertension[ICD-11: BA00-BA04]P08908HTR1A
T78709DI0264Migraine[ICD-11: 8A80]P08908HTR1A
T78709DI0270Mood disorder[ICD-11: 6A60-6E23]P08908HTR1A
T84117DI0337Pituitary gland disorder[ICD-11: 5A60-5A61]P28566HTR1E
T79062DI0025Alzheimer disease[ICD-11: 8A20]P34969HTR7
T79062DI0040Attention deficit hyperactivity disorder[ICD-11: 6A05]P34969HTR7
T79062DI0051Bipolar disorder[ICD-11: 6A60]P34969HTR7
T79062DI0117Depression[ICD-11: 6A70-6A7Z]P34969HTR7
T79062DI0265Mild neurocognitive disorder[ICD-11: 6D71]P34969HTR7
T79062DI0331Parkinsonism[ICD-11: 8A00]P34969HTR7
T79062DI0370Schizophrenia[ICD-11: 6A20]P34969HTR7
T16691DI0025Alzheimer disease[ICD-11: 8A20]P50406HTR6
T16691DI0370Schizophrenia[ICD-11: 6A20]P50406HTR6
T55959DI0040Attention deficit hyperactivity disorder[ICD-11: 6A05]Q01959SLC6A3
T55959DI0051Bipolar disorder[ICD-11: 6A60]Q01959SLC6A3
T55959DI0101Corneal disease[ICD-11: 9A76-9A78]Q01959SLC6A3
T55959DI0290Narcolepsy[ICD-11: 7A20]Q01959SLC6A3
T55959DI0308Obesity[ICD-11: 5B80-5B81]Q01959SLC6A3
T55959DI0331Parkinsonism[ICD-11: 8A00]Q01959SLC6A3
T23471DI0229Left ventricular failure[ICD-11: BD11]P05164MPO
T23471DI0339Postoperative inflammation[ICD-11: 1A00-CA43]P05164MPO
T51191DI0241Lymphoma[ICD-11: 2A80-2A86]Q92769HDAC2
T51191DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q92769HDAC2
T60857DI0145Female pelvic pain[ICD-11: GA34]P42330AKR1C3
T83193DI0163General pain disorder[ICD-11: 8E43]Q8NER1TRPV1
T21307DI0011Acute laryngitis/tracheitis[ICD-11: CA05]P49137MAPKAPK2
T21307DI0181Hidradenitis suppurativa[ICD-11: ED92]P49137MAPKAPK2
T21307DI0269Monogenic autoinflammatory syndrome[ICD-11: 4A60]P49137MAPKAPK2
T21307DI0334Peritoneal cancer[ICD-11: 2C51]P49137MAPKAPK2
T21307DI0352Psoriatic arthritis[ICD-11: FA21]P49137MAPKAPK2
T21307DI0366Rheumatoid arthritis[ICD-11: FA20]P49137MAPKAPK2
T21307DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P49137MAPKAPK2
T02551DI0051Bipolar disorder[ICD-11: 6A60]P35462DRD3
T02551DI0331Parkinsonism[ICD-11: 8A00]P35462DRD3
T59679DI0161Gastro-oesophageal reflux disease[ICD-11: DA22]Q13639HTR4
T59679DI0218Irritable bowel syndrome[ICD-11: DD91]Q13639HTR4
T79591DI0188Hyper-lipoproteinaemia[ICD-11: 5C80]P10827THRA
T79591DI0197Hypo-thyroidism[ICD-11: 5A00]P10827THRA
T98933DI0188Hyper-lipoproteinaemia[ICD-11: 5C80]P10828THRB
T99799DI0324Pain[ICD-11: MG30-MG3Z]P06276BCHE
T99799DI0411Tonus and reflex abnormality[ICD-11: MB47]P06276BCHE
T74312DI0012Acute myeloid leukaemia[ICD-11: 2A60]P36888FLT3
T74312DI0058Bone/articular cartilage neoplasm[ICD-11: 2F7B]P36888FLT3
T74312DI0095Colorectal cancer[ICD-11: 2B91]P36888FLT3
T74312DI0184Human immunodeficiency virus disease[ICD-11: 1C60-1C62]P36888FLT3
T74312DI0199Idiopathic interstitial pneumonitis[ICD-11: CB03]P36888FLT3
T74312DI0248Mastocytosis[ICD-11: 2A21]P36888FLT3
T74312DI0250Mature B-cell lymphoma[ICD-11: 2A85]P36888FLT3
T74312DI0286Myeloproliferative neoplasm[ICD-11: 2A20]P36888FLT3
T47094DI0117Depression[ICD-11: 6A70-6A7Z]P35270SPR
T47094DI0293Nausea/vomiting[ICD-11: MD90]P35270SPR
T59604DI0087Chronic pain[ICD-11: MG30]Q92847GHSR
T59604DI0337Pituitary gland disorder[ICD-11: 5A60-5A61]Q92847GHSR
T17048DI0012Acute myeloid leukaemia[ICD-11: 2A60]P11388TOP2A
T17048DI0225Kaposi sarcoma[ICD-11: 2B57]P11388TOP2A
T17048DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P11388TOP2A
T06093DI0168Graft-versus-host disease[ICD-11: 4B24]O75116ROCK2
T70977DI0288Myotonic disorder[ICD-11: 8C71]P49841GSK3B
T15571DI0337Pituitary gland disorder[ICD-11: 5A60-5A61]P47898HTR5A
T97613DI0214Insomnia[ICD-11: 7A00-7A0Z]P48039MTNR1A
T48268DI0214Insomnia[ICD-11: 7A00-7A0Z]P49286MTNR1B
T41580DI0396Substance abuse[ICD-11: 6C40]P18089ADRA2B
T97917DI0025Alzheimer disease[ICD-11: 8A20]P25090FPR2
T68782DI0102Coronary atherosclerosis[ICD-11: BA52]Q13258PTGDR
T05849DI0122Diagnostic imaging[ICD-11: N.A.]P32239CCKBR
T05849DI0327Pancreatic internal secretion disorder[ICD-11: 5A4Y]P32239CCKBR
T18299DI0366Rheumatoid arthritis[ICD-11: FA20]Q9UQM7CAMK2A
T56556DI0218Irritable bowel syndrome[ICD-11: DD91]Q9UNQ0ABCG2
T56556DI0366Rheumatoid arthritis[ICD-11: FA20]Q9UNQ0ABCG2
T69485DI0214Insomnia[ICD-11: 7A00-7A0Z]O43614HCRTR2
T51282DI0166Glaucoma[ICD-11: 9C61]Q13464ROCK1
T75888DI0030Angina pectoris[ICD-11: BA40]Q92523CPT1B
T75888DI0265Mild neurocognitive disorder[ICD-11: 6D71]Q92523CPT1B
T75888DI0306Nutritional deficiency[ICD-11: 5B50-5B71]Q92523CPT1B
T78656DI0264Migraine[ICD-11: 8A80]P30939HTR1F
T78656DI0337Pituitary gland disorder[ICD-11: 5A60-5A61]P30939HTR1F
T38875DI0009Acute diabete complication[ICD-11: 5A2Y]Q9Y478PRKAB1
T68887DI0062Breast cancer[ICD-11: 2C60-2C6Y]P28336NMBR
T68887DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P28336NMBR
T03644DI0025Alzheimer disease[ICD-11: 8A20]P37840SNCA
T03644DI0044Autonomic nervous system disorder[ICD-11: 8D87]P37840SNCA
T03644DI0331Parkinsonism[ICD-11: 8A00]P37840SNCA
T68887DI0062Breast cancer[ICD-11: 2C60-2C6Y]P28336NMBR
T68887DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P28336NMBR
T60606DI0197Hypo-thyroidism[ICD-11: 5A00]P16473TSHR
T60606DI0407Thyroid cancer[ICD-11: 2D10]P16473TSHR
T84397DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q9H4B7TUBB1
T70680DI0167Gout[ICD-11: FA25]Q4U2R8SLC22A6
T70680DI0206Inborn purine/pyrimidine/nucleotide metabolism error[ICD-11: 5C55]Q4U2R8SLC22A6
T70680DI0310Ocular disease[ICD-11: N.A.]Q4U2R8SLC22A6
T63083DI0048B-cell lymphoma[ICD-11: 2A86]Q06609RAD51
T63083DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q06609RAD51
T60529DI0141Eye anterior segment structural developmental anomaly[ICD-11: LA11]Q5T7T8COX1
T60529DI0145Female pelvic pain[ICD-11: GA34]Q5T7T8COX1
T60529DI0188Hyper-lipoproteinaemia[ICD-11: 5C80]Q5T7T8COX1
T60529DI0207Indeterminate colitis[ICD-11: DD72]Q5T7T8COX1
T60529DI0306Nutritional deficiency[ICD-11: 5B50-5B71]Q5T7T8COX1
T60529DI0320Osteoarthritis[ICD-11: FA00-FA05]Q5T7T8COX1
T60529DI0324Pain[ICD-11: MG30-MG3Z]Q5T7T8COX1
T60529DI0339Postoperative inflammation[ICD-11: 1A00-CA43]Q5T7T8COX1
T60529DI0366Rheumatoid arthritis[ICD-11: FA20]Q5T7T8COX1
T60529DI0372Seborrhoeic dermatitis[ICD-11: EA81]Q5T7T8COX1
T60529DI0416Tuberculosis[ICD-11: 1B10-1B12]Q5T7T8COX1
T60529DI0419Ulcerative colitis[ICD-11: DD71]Q5T7T8COX1
T41263DI0078Cholera[ICD-11: 1A00]Q7RTX1TAS1R1
T80387DI0117Depression[ICD-11: 6A70-6A7Z]P47870GABRB2
T80387DI0214Insomnia[ICD-11: 7A00-7A0Z]P47870GABRB2
T80387DI0256Mental/behavioural/neurodevelopmental disorder[ICD-11: 6E20-6E8Z]P47870GABRB2
T80387DI0411Tonus and reflex abnormality[ICD-11: MB47]P47870GABRB2
T47094DI0117Depression[ICD-11: 6A70-6A7Z]P35270SPR
T47094DI0293Nausea/vomiting[ICD-11: MD90]P35270SPR
T67658DI0417Type 2 diabetes mellitus[ICD-11: 5A11]P14672GLUT4

Copyright © 2025