1.0 2016-09-30 22:42:52 UTC 2020-05-21 16:27:05 UTC BMDB0001238 BMDB01238 N-Acetylserotonin N-Acetylserotonin, also known as 5-hydroxymelatonin or ASE, belongs to the class of organic compounds known as hydroxyindoles. These are organic compounds containing an indole moiety that carries a hydroxyl group. N-Acetylserotonin is possibly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). N-Acetylserotonin exists in all living organisms, ranging from bacteria to humans. N-Acetylserotonin participates in a number of enzymatic reactions, within cattle. In particular, N-Acetylserotonin can be biosynthesized from serotonin and acetyl-CoA; which is mediated by the enzyme serotonin N-acetyltransferase. In addition, N-Acetylserotonin and S-adenosylmethionine can be converted into melatonin and S-adenosylhomocysteine; which is catalyzed by the enzyme acetylserotonin O-methyltransferase. In cattle, N-acetylserotonin is involved in the metabolic pathway called the tryptophan metabolism pathway. N-(2-(5-Hydroxy-1H-indol-3-yl)ethyl)acetamide N-Acetyl-5-hydroxytryptamine 5-Hydroxy-N-acetyltryptamine 5-Hydroxymelatonin ASE Desmethylmelatonin O-Demethylmelatonin N-Acetylhydroxytryptamine C12H14N2O2 218.2518 218.105527702 N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]acetamide N-acetylserotonin 1210-83-9 CC(=O)NCCC1=CNC2=C1C=C(O)C=C2 InChI=1S/C12H14N2O2/c1-8(15)13-5-4-9-7-14-12-3-2-10(16)6-11(9)12/h2-3,6-7,14,16H,4-5H2,1H3,(H,13,15) MVAWJSIDNICKHF-UHFFFAOYSA-N belongs to the class of organic compounds known as hydroxyindoles. These are organic compounds containing an indole moiety that carries a hydroxyl group. Organic compounds Organoheterocyclic compounds Indoles and derivatives Hydroxyindoles Hydroxyindoles 1-hydroxy-2-unsubstituted benzenoids 3-alkylindoles Azacyclic compounds Carboximidic acids Heteroaromatic compounds Hydrocarbon derivatives Organonitrogen compounds Organooxygen compounds Organopnictogen compounds Propargyl-type 1,3-dipolar organic compounds Substituted pyrroles 1-hydroxy-2-unsubstituted benzenoid 3-alkylindole Aromatic heteropolycyclic compound Azacycle Benzenoid Carboximidic acid Carboximidic acid derivative Heteroaromatic compound Hydrocarbon derivative Hydroxyindole Indole Organic 1,3-dipolar compound Organic nitrogen compound Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Propargyl-type 1,3-dipolar organic compound Pyrrole Substituted pyrrole Aromatic heteropolycyclic compounds a small molecule acetamides hydroxyindoles Solid logp 0.98 ALOGPS logs -2.58 ALOGPS logp 1 ChemAxon pka_strongest_acidic 9.56 ChemAxon pka_strongest_basic -1.6 ChemAxon iupac N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]acetamide ChemAxon average_mass 218.2518 ChemAxon mono_mass 218.105527702 ChemAxon smiles CC(=O)NCCC1=CNC2=C1C=C(O)C=C2 ChemAxon formula C12H14N2O2 ChemAxon inchi InChI=1S/C12H14N2O2/c1-8(15)13-5-4-9-7-14-12-3-2-10(16)6-11(9)12/h2-3,6-7,14,16H,4-5H2,1H3,(H,13,15) ChemAxon inchikey MVAWJSIDNICKHF-UHFFFAOYSA-N ChemAxon polar_surface_area 65.12 ChemAxon refractivity 61.8 ChemAxon polarizability 23.59 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 2 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon number_of_rings 2 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Tryptophan Metabolism SMP0087237 Specdb::NmrTwoD 1608 Specdb::NmrOneD 1667 Specdb::CMs 709 Specdb::CMs 710 Specdb::CMs 711 Specdb::CMs 712 Specdb::CMs 1966 Specdb::CMs 2000 Specdb::CMs 6679 Specdb::CMs 31296 Specdb::CMs 31297 Specdb::CMs 32096 Specdb::CMs 32097 Specdb::CMs 32098 Specdb::CMs 37988 Specdb::CMs 145907 Specdb::MsMs 1478 Specdb::MsMs 1479 Specdb::MsMs 1480 Specdb::MsMs 249069 Specdb::MsMs 249070 Specdb::MsMs 249071 Specdb::MsMs 269010 Specdb::MsMs 269011 Specdb::MsMs 269012 Specdb::MsMs 374967 Specdb::MsMs 440159 Specdb::MsMs 451747 Specdb::MsMs 451986 Specdb::MsMs 2226298 Specdb::MsMs 2226706 Specdb::MsMs 2228038 Specdb::MsMs 2228430 Specdb::MsMs 2228617 Specdb::MsMs 2229024 Specdb::MsMs 2229103 Specdb::MsMs 2230328 Specdb::MsMs 2230806 Specdb::MsMs 2230939 Specdb::MsMs 2231429 Specdb::MsMs 2232791 Kidney Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 Liver Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 Milk By UPLC-Q-TOF Pan L, Yu J, Mi Z, Mo L, Jin H, Yao C, Ren D, Menghe B: A Metabolomics Approach Uncovers Differences between Traditional and Commercial Dairy Products in Buryatia (Russian Federation). Molecules. 2018 Mar 22;23(4). pii: molecules23040735. doi: 10.3390/molecules23040735. 29565828 C00978 FDB031021 903 879 DB04275 17697 N-ACETYL-SEROTONIN 36527 N-acetyl-serotonin 366 Balemans M G; Mans D; Smith I; Van Benthem J The influence of GABA on the synthesis of N-acetylserotonin, melatonin, O-acetyl-5-hydroxytryptophol and O-acetyl-5-methoxytryptophol in the pineal gland of the male Wistar rat. Reproduction, nutrition, development (1983), 23(1), 151-60. Pan L, Yu J, Mi Z, Mo L, Jin H, Yao C, Ren D, Menghe B: A Metabolomics Approach Uncovers Differences between Traditional and Commercial Dairy Products in Buryatia (Russian Federation). Molecules. 2018 Mar 22;23(4). pii: molecules23040735. doi: 10.3390/molecules23040735. 29565828 BMDBP00358 Serotonin N-acetyltransferase O02785 AANAT Enzyme BMDBP00410 Acetylserotonin O-methyltransferase P10950 ASMT Enzyme