Melatonin
PubChem CID: 896
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| Compound Synonyms | Melatonin, 73-31-4, Melatonine, N-Acetyl-5-methoxytryptamine, Circadin, N-[2-(5-Methoxy-1H-indol-3-yl)ethyl]acetamide, 5-Methoxy-N-acetyltryptamine, Melatol, N-(2-(5-Methoxy-1H-indol-3-yl)ethyl)acetamide, Melovine, 8041-44-9, Acetamide, N-[2-(5-methoxy-1H-indol-3-yl)ethyl]-, N-[2-(5-methoxyindol-3-yl)ethyl]acetamide, N-acetyl-5-methoxy-tryptamine, CCRIS 3472, NSC 113928, Acetamide, N-(2-(5-methoxyindol-3-yl)ethyl)-, UNII-JL5DK93RCL, JL5DK93RCL, Acetamide, N-(2-(5-methoxy-1H-indol-3-yl)ethyl)-, N-(2-(5-Methoxyindol-3-yl)ethyl)acetamide, EINECS 200-797-7, MFCD00005655, NSC-56423, 5-methoxy n-acetyl-tryptamine, NSC-113928, BRN 0205542, DTXSID1022421, CHEBI:16796, HSDB 7509, BCI-049, CHEMBL45, NSC113928, J5.258B, DTXCID002421, Melatonex, Acetamide, N-[2-(5-methoxyindol-3-yl)ethyl]-, Melatonin (JAN), 5-22-12-00042 (Beilstein Handbook Reference), NSC56423, CAS-73-31-4, NCGC00015680-11, MELATONIN [JAN], MELATONIN (MART.), MELATONIN [MART.], MELATONIN (USP-RS), MELATONIN [USP-RS], Melatonina, Melapure, Posidorm, Primex, WLN: T56 BMJ D2MV1 GO1, [3H]melatonin, Melatonina (TN), [3H]-melatonin, ML1, SMR000326666, N-(2-(5-methoxyindol-3-yl)ethyl)-Acetamide, N-[2-(5-methoxyindol-3-yl)ethyl]-Acetamide, N-[2-(5-Methoxy-1H-indol-3-yl)ethyl)acetamide, SR-01000075559, somease, [3H]MLT, Melatobel, Melaxen, Melatonine?, 3-(n-acetyl-2-aminoethyl)-5-methoxyindole, Guna-dermo, Amerix Melatonin, Safrel Melatonin, 3-(N-Acetyl-2-aminoethyl)-5-methoxyindole, N-Acetyl-5-methoxytryptamine, Melatonin Phenolic, Melatobel (TN), TNP00300, Melatonin1527, Prestwick_312, N-[2-(5-Methoxy-1H-indol-3-yl)-ethyl]-acetamide, Therapeutic Melatonin, Spectrum_000185, MELATONIN [DSC], Guna-dermo (Salt/Mix), MELATONIN [MI], MELATONIN [HSDB], Prestwick0_000458, Prestwick1_000458, Prestwick2_000458, Prestwick3_000458, Spectrum2_001344, Spectrum3_001393, Spectrum4_000066, Spectrum5_001745, Lopac-M-5250, MELATONIN [VANDF], M1105, ChemDiv2_003916, M 5250, Melatonin, >=99.5%, MELATONIN [WHO-DD], Lopac0_000787, Oprea1_104553, Oprea1_814234, SCHEMBL19018, BSPBio_000536, BSPBio_003006, GTPL224, KBioGR_000591, KBioSS_000665, MELATONIN [EMA EPAR], Acetamide, {N-[2-(5-methoxyindol-3-yl)ethyl]-}, MLS000859594, MLS001055382, MLS001240204, BIDD:ER0618, DivK1c_000353, SPECTRUM1500690, Melatonin - Bio-X trade mark, SPBio_001527, SPBio_002475, Melatonin (synth.) ultra-pure, MELATONIN [GREEN BOOK], BDBM9019, BPBio1_000590, GTPL1357, Melatonin Rapid Release Gelcaps, Acetamide, {N-[2-(5-methoxy-1H-indol-3-yl)ethyl]-}, HMS501B15, KBio1_000353, KBio2_000665, KBio2_003233, KBio2_005801, KBio3_002226, Melatonin 1.0 mg/ml in Methanol, NINDS_000353, GLXC-25215, HMS1380B22, HMS1569K18, HMS1921E04, HMS2089F09, HMS2096K18, HMS2233D23, HMS3262M16, HMS3370J20, HMS3413P14, HMS3654A22, HMS3677P14, HMS3713K18, HMS3884M05, Melatonin (synth.) standard-grade, BCP28154, HY-B0075, Tox21_110195, Tox21_201527, Tox21_302926, Tox21_500787, CCG-38837, HSCI1_000400, Melatonin, powder, >=98% (TLC), STK386880, Melatonin Rapid Release Gelcaps 5 mg, AKOS000276269, Tox21_110195_1, CS-1769, DB01065, FA01297, KS-1454, LP00787, SDCCGMLS-0065812.P001, SDCCGMLS-0065812.P002, SDCCGSBI-0050765.P003, IDI1_000353, IDI1_002631, SMP2_000309, N-acetyl-5-methoxy-tryptamine Melatonine, NCGC00015680-01, NCGC00015680-02, NCGC00015680-03, NCGC00015680-04, NCGC00015680-05, NCGC00015680-06, NCGC00015680-07, NCGC00015680-08, NCGC00015680-09, NCGC00015680-10, NCGC00015680-12, NCGC00015680-13, NCGC00015680-14, NCGC00015680-15, NCGC00015680-16, NCGC00015680-18, NCGC00015680-34, NCGC00015680-35, NCGC00090727-01, NCGC00090727-02, NCGC00090727-03, NCGC00090727-04, NCGC00090727-05, NCGC00090727-06, NCGC00090727-07, NCGC00090727-08, NCGC00090727-09, NCGC00256404-01, NCGC00259077-01, NCGC00261472-01, AC-10019, BA164660, NCI60_004378, SY051401, AB00053279, EU-0100787, NS00009598, S1204, SW196607-4, C01598, D08170, M02088, AB00053279-10, AB00053279_12, EN300-6486827, {N-[2-(5-methoxyindol-3-yl)ethyl]-} Acetamide, L001261, N-[2-(5-methoxy-1H-indol-3-yl)ethyl]-Acetamide, Q180912, SR-01000075559-1, SR-01000075559-6, SR-01000075559-7, SR-01000075559-8, {N-[2-(5-methoxy-1H-indol-3-yl)ethyl]-} Acetamide, BRD-K97530723-001-07-6, BRD-K97530723-001-11-8, BRD-K97530723-001-19-1, BRD-K97530723-001-20-9, F1929-1777, Melatonin, British Pharmacopoeia (BP) Reference Standard, Z1191880499, 0E2B08C1-B325-45B1-8939-6F9081EFDFA4, Acetamide, N-[2-(5-methoxyindol-3-yl)ethyl]- (6CI,8CI), Acetamide, N-[2-(5-methoxy-1H-indol-3-yl)ethyl]- (9CI), Melatonin, United States Pharmacopeia (USP) Reference Standard, Melatonin, Pharmaceutical Secondary Standard, Certified Reference Material, 200-797-7 |
|---|---|
| Ghose Rule | True |
| Classyfire Kingdom | Organic compounds |
| Topological Polar Surface Area | 54.1 |
| Hydrogen Bond Donor Count | 2.0 |
| Pfizer 3 75 Rule | False |
| Scaffold Graph Level | C1CCC2CCCC2C1 |
| Np Classifier Class | Simple indole alkaloids |
| Deep Smiles | COcccccc6)cCCNC=O)C)))))c[nH]5 |
| Heavy Atom Count | 17.0 |
| Pathway Kegg Map Id | map00380 |
| Classyfire Class | Indoles and derivatives |
| Description | Melatonin, also known chemically as N-acetyl-5-methoxytryptamine, is a naturally occurring compound found in animals, plants and microbes. In animals, circulating levels of the hormone melatonin vary in a daily cycle, thereby allowing the entrainment of the circadian rhythms of several biological functions. |
| Scaffold Graph Node Level | C1CCC2NCCC2C1 |
| Classyfire Subclass | Indoles |
| Isotope Atom Count | 0.0 |
| Molecular Complexity | 270.0 |
| Database Name | cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem |
| Defined Atom Stereocenter Count | 0.0 |
| Enzyme Uniprot Id | P03372, Q92753 |
| Uniprot Id | P46597, P16083, P05164, P11678, P14902, P11712, P33261, Q16678, P04798, P05177, P11511, P62158, P03372, Q6ZQW0, P27797, P48039, P49286, Q92753, P49285, P51050, P49288, P23795, Q9N1N9, P49219, Q9Z0J4, P29477, n.a., P02545, Q99714, B2RXH2, P51151, Q9NUW8, P00352, Q01453, Q9F4F7, Q03164, P54132, P15428, P08482, P10635, P08684, Q99549, Q96KQ7, O15648, P83916, Q96QE3, O89049, P49798, Q9R1U7, P80244, O75496, P10145, P51449, O42275, P81908, Q9NPD5, Q9Y6L6, O95342, Q92887, O15438, O15439, P05067, Q9Y5N1, P0DTD1, Q16236 |
| Iupac Name | N-[2-(5-methoxy-1H-indol-3-yl)ethyl]acetamide |
| Prediction Hob | 1.0 |
| Class | Indoles and derivatives |
| Veber Rule | True |
| Classyfire Superclass | Organoheterocyclic compounds |
| Target Id | NPT4046, NPT4047, NPT366, NPT483, NPT149, NPT48, NPT537, NPT50, NPT94, NPT796, NPT58, NPT151, NPT110, NPT109, NPT208, NPT1603, NPT1604, NPT1634, NPT987 |
| Xlogp | 0.8 |
| Superclass | Organoheterocyclic compounds |
| Subclass | Tryptamines and derivatives |
| Gsk 4 400 Rule | True |
| Molecular Formula | C13H16N2O2 |
| Scaffold Graph Node Bond Level | c1ccc2[nH]ccc2c1 |
| Prediction Swissadme | 1.0 |
| Inchi Key | DRLFMBDRBRZALE-UHFFFAOYSA-N |
| Silicos It Class | Moderately soluble |
| Fcsp3 | 0.3076923076923077 |
| Logs | -1.995 |
| Rotatable Bond Count | 4.0 |
| State | Solid |
| Logd | 1.462 |
| Synonyms | {N-[2-(5-methoxy-1H-indol-3-yl)ethyl]-} acetamide, {N-[2-(5-methoxyindol-3-yl)ethyl]-} acetamide, 5-Methoxy-N-acetyltryptamine, Acetamide, N-(2-(5-methoxy-1H-indol-3-yl)ethyl)- (9CI), Acetamide, N-[2-(5-methoxyindol-3-yl)ethyl]- (6CI,8CI), Circadin, Melapure, Melatol, Melatonin (synth.) standard-grade, Melatonin (synth.) ultra-pure, Melatonine, Melovine, MT6, N-(2-(5-Methoxy-1H-indol-3-yl)ethyl)acetamide, N-(2-(5-Methoxyindol-3-yl)ethyl)-acetamide, N-(2-(5-Methoxyindol-3-yl)ethyl)acetamide, N-[2-(5-Methoxy-1H-indol-3-yl)-ethyl]-acetamide, N-[2-(5-Methoxy-1H-indol-3-yl)ethyl)acetamide, N-[2-(5-Methoxy-1H-indol-3-yl)ethyl]-acetamide, N-[2-(5-Methoxy-1H-indol-3-yl)ethyl]acetamide, N-[2-(5-Methoxyindol-3-yl)ethyl]-acetamide, N-[2-(5-Methoxyindol-3-yl)ethyl]acetamide, N-Acetyl-5-methoxy-tryptamine, N-Acetyl-5-methoxy-tryptamine melatonine, N-Acetyl-5-methoxytryptamine, Regulin, Melatonina, 3-(2-Acetamidoethyl)-5-methoxyindole, Melatonin, melatonin |
| Substituent Name | Serotonin, Hydroxyindole, Indole, Anisole, Aralkylamine, Alkyl aryl ether, Benzenoid, Substituted pyrrole, Heteroaromatic compound, Acetamide, Pyrrole, Secondary carboxylic acid amide, Carboxamide group, Azacycle, Ether, Carboxylic acid derivative, Carboxylic acid amide, Hydrocarbon derivative, Organooxygen compound, Organonitrogen compound, Carbonyl group, Aromatic heteropolycyclic compound |
| Esol Class | Soluble |
| Functional Groups | CNC(C)=O, cOC, c[nH]c |
| Compound Name | Melatonin |
| Kingdom | Organic compounds |
| Prediction Hob Swissadme | 1.0 |
| Exact Mass | 232.121 |
| Formal Charge | 0.0 |
| Monoisotopic Mass | 232.121 |
| Hydrogen Bond Acceptor Count | 2.0 |
| Molecular Weight | 232.28 |
| Gi Absorption | True |
| Covalent Unit Count | 1.0 |
| Total Atom Stereocenter Count | 0.0 |
| Total Bond Stereocenter Count | 0.0 |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Lipinski Rule Of 5 | True |
| Esol | -2.642719305882353 |
| 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) |
| Smiles | CC(=O)NCCC1=CNC2=C1C=C(C=C2)OC |
| Nring | 2.0 |
| Np Classifier Biosynthetic Pathway | Alkaloids |
| Defined Bond Stereocenter Count | 0.0 |
| Egan Rule | True |
| Taxonomy Direct Parent | 3-alkylindoles |
| Np Classifier Superclass | Tryptophan alkaloids |
- 1. Outgoing r'ship
FOUND_INto/from Allium Cepa (Plant) Rel Props:Source_db:fooddb_chem_all - 2. Outgoing r'ship
FOUND_INto/from Ananas Comosus (Plant) Rel Props:Reference:ISBN:9780896038776 - 3. Outgoing r'ship
FOUND_INto/from Avena Sativa (Plant) Rel Props:Source_db:fooddb_chem_all - 4. Outgoing r'ship
FOUND_INto/from Azadirachta Indica (Plant) Rel Props:Reference:ISBN:9780896038776 - 5. Outgoing r'ship
FOUND_INto/from Hordeum Vulgare (Plant) Rel Props:Source_db:fooddb_chem_all - 6. Outgoing r'ship
FOUND_INto/from Hypericum Perforatum (Plant) Rel Props:Reference:ISBN:9780896038776 - 7. Outgoing r'ship
FOUND_INto/from Juglans Regia (Plant) Rel Props:Source_db:cmaup_ingredients;fooddb_chem_all;npass_chem_all - 8. Outgoing r'ship
FOUND_INto/from Leonurus Japonicus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 9. Outgoing r'ship
FOUND_INto/from Lycopersicon Esculentum (Plant) Rel Props:Reference:ISBN:9780896038776 - 10. Outgoing r'ship
FOUND_INto/from Malus Domestica (Plant) Rel Props:Source_db:fooddb_chem_all - 11. Outgoing r'ship
FOUND_INto/from Musa Paradisiaca (Plant) Rel Props:Reference:ISBN:9780896038776 - 12. Outgoing r'ship
FOUND_INto/from Petasites Japonicus (Plant) Rel Props:Source_db:fooddb_chem_all - 13. Outgoing r'ship
FOUND_INto/from Punica Granatum (Plant) Rel Props:Source_db:fooddb_chem_all - 14. Outgoing r'ship
FOUND_INto/from Tanacetum Parthenium (Plant) Rel Props:Reference:ISBN:9780896038776 - 15. Outgoing r'ship
FOUND_INto/from Zea Mays (Plant) Rel Props:Source_db:cmaup_ingredients;fooddb_chem_all;npass_chem_all - 16. Outgoing r'ship
FOUND_INto/from Zingiber Officinale (Plant) Rel Props:Source_db:cmaup_ingredients;fooddb_chem_all;npass_chem_all