1.0 2010-04-08 22:07:02 UTC 2019-11-26 03:01:01 UTC FDB006231 5-Hydroxy-L-tryptophan 5-Hydroxytryptophan (5-HTP), also known as oxitriptan (INN), is a naturally-occurring amino acid and chemical precursor as well as metabolic intermediate in the biosynthesis of the neurotransmitters serotonin and melatonin from tryptophan. 5-Hydroxy-L-tryptophan is found in french plantain. (+-)-5-Hydroxytryptophan (S)-5-Hydroxytryptophan 5-HTP 5-Hydroxy-DL-tryptophan 5-Hydroxy-L-tryptophan 5-Hydroxy-tryptophan 5-Hydroxyl-L-tryptophan 5-Hydroxytryptophan 5-Hydroxytryptophan DL-form 5-Hydroxytryptophan L form 5-Hydroxytryptophan L-form Cincofarm DL-5-HTP DL-5-Hydroxytryptophan Hydroxytryptophan L-5-Hydroxytryptophan L-Tryptophan, 5-hydroxy- Levothym Levotinine Oxitriptan Oxyfan Oxytryptophan Pretonine Quietim Serotonyl Telesol Triptene Tryptophan, 5-hydroxy-, L- C11H12N2O3 220.2246 220.08479226 (2S)-2-amino-3-(5-hydroxy-1H-indol-3-yl)propanoic acid hydroxytryptophan 4350-09-8 N[C@@H](CC1=CNC2=C1C=C(O)C=C2)C(O)=O InChI=1S/C11H12N2O3/c12-9(11(15)16)3-6-5-13-10-2-1-7(14)4-8(6)10/h1-2,4-5,9,13-14H,3,12H2,(H,15,16)/t9-/m0/s1 LDCYZAJDBXYCGN-VIFPVBQESA-N belongs to the class of organic compounds known as serotonins. Serotonins are compounds containing a serotonin moiety, which consists of an indole that bears an aminoethyl a position 2 and a hydroxyl group at position 5. Serotonins Organic compounds Organoheterocyclic compounds Indoles and derivatives Tryptamines and derivatives Aromatic heteropolycyclic compounds 1-hydroxy-2-unsubstituted benzenoids 3-alkylindoles Amino acids Aralkylamines Azacyclic compounds Carbonyl compounds Carboxylic acids Heteroaromatic compounds Hydrocarbon derivatives Hydroxyindoles Indolyl carboxylic acids and derivatives L-alpha-amino acids Monoalkylamines Monocarboxylic acids and derivatives Organic oxides Organopnictogen compounds Substituted pyrroles 1-hydroxy-2-unsubstituted benzenoid 3-alkylindole Alpha-amino acid Alpha-amino acid or derivatives Amine Amino acid Amino acid or derivatives Aralkylamine Aromatic heteropolycyclic compound Azacycle Benzenoid Carbonyl group Carboxylic acid Carboxylic acid derivative Heteroaromatic compound Hydrocarbon derivative Hydroxyindole Indole Indolyl carboxylic acid derivative L-alpha-amino acid Monocarboxylic acid or derivatives Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Primary aliphatic amine Primary amine Pyrrole Serotonin Substituted pyrrole 5-hydroxytryptophan hydroxy-L-tryptophan non-proteinogenic L-alpha-amino acid Solid logp -1.56 ALOGPS logs -1.78 ALOGPS solubility 3.63e+00 g/l ALOGPS melting_point 293-298 oC logp -1.4 ChemAxon pka_strongest_acidic 2.15 ChemAxon pka_strongest_basic 9.18 ChemAxon iupac (2S)-2-amino-3-(5-hydroxy-1H-indol-3-yl)propanoic acid ChemAxon average_mass 220.2246 ChemAxon mono_mass 220.08479226 ChemAxon smiles N[C@@H](CC1=CNC2=C1C=C(O)C=C2)C(O)=O ChemAxon formula C11H12N2O3 ChemAxon inchi InChI=1S/C11H12N2O3/c12-9(11(15)16)3-6-5-13-10-2-1-7(14)4-8(6)10/h1-2,4-5,9,13-14H,3,12H2,(H,15,16)/t9-/m0/s1 ChemAxon inchikey LDCYZAJDBXYCGN-VIFPVBQESA-N ChemAxon polar_surface_area 99.34 ChemAxon refractivity 58.18 ChemAxon polarizability 22.03 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 4 ChemAxon donor_count 4 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Tryptophan Metabolism SMP00063 map00380 Specdb::NmrOneD 2386 Specdb::NmrOneD 6822 Specdb::NmrOneD 6823 Specdb::NmrOneD 6824 Specdb::NmrOneD 6825 Specdb::NmrOneD 6826 Specdb::NmrOneD 6827 Specdb::NmrOneD 6828 Specdb::NmrOneD 6829 Specdb::NmrOneD 6830 Specdb::NmrOneD 6831 Specdb::NmrOneD 6832 Specdb::NmrOneD 6833 Specdb::NmrOneD 6834 Specdb::NmrOneD 6835 Specdb::NmrOneD 6836 Specdb::NmrOneD 6837 Specdb::NmrOneD 6838 Specdb::NmrOneD 6839 Specdb::NmrOneD 6840 Specdb::NmrOneD 6841 Specdb::CMs 1970 Specdb::CMs 1974 Specdb::CMs 1980 Specdb::CMs 6943 Specdb::CMs 30462 Specdb::CMs 30463 Specdb::CMs 31594 Specdb::CMs 31595 Specdb::CMs 31596 Specdb::CMs 40733 Specdb::CMs 134910 Specdb::CMs 142644 Specdb::CMs 1063140 Specdb::CMs 1063142 Specdb::CMs 1063144 Specdb::CMs 1063146 Specdb::CMs 1063148 Specdb::CMs 1063150 Specdb::CMs 1063152 Specdb::CMs 1063154 Specdb::CMs 1063155 Specdb::CMs 1063157 Specdb::CMs 1063159 Specdb::CMs 1063161 Specdb::CMs 1063163 Specdb::MsMs 250710 Specdb::MsMs 250711 Specdb::MsMs 250712 Specdb::MsMs 270648 Specdb::MsMs 270649 Specdb::MsMs 270650 Specdb::MsMs 449542 Specdb::MsMs 449544 Specdb::MsMs 449546 Specdb::MsMs 451685 Specdb::MsMs 2227080 Specdb::MsMs 2227652 Specdb::MsMs 2229484 Specdb::MsMs 2229975 Specdb::MsMs 2231957 Specdb::MsMs 2232260 Specdb::MsMs 2234288 Specdb::MsMs 2234640 Specdb::MsMs 2244407 Specdb::MsMs 2245718 Specdb::MsMs 2246539 Specdb::MsMs 2247729 Specdb::MsMs 2257049 Specdb::MsMs 2257524 Specdb::MsMs 2797823 HMDB00472 17780 #<Reference:0x000055ce3173d408> #<Reference:0x000055ce3173d228> #<Reference:0x000055ce3173cfd0> #<Reference:0x000055ce3173cdc8> #<Reference:0x000055ce3173cb70> #<Reference:0x000055ce3173c968> #<Reference:0x000055ce3173c760> #<Reference:0x000055ce3173c508> #<Reference:0x000055ce3173c2d8> #<Reference:0x000055ce3173c0d0> #<Reference:0x000055ce3173bea0> #<Reference:0x000055ce3173bce8> #<Reference:0x000055ce3173bae0> #<Reference:0x000055ce3173b900> #<Reference:0x000055ce3173b6f8> #<Reference:0x000055ce3173b540> #<Reference:0x000055ce3173b338> #<Reference:0x000055ce3173b090> #<Reference:0x000055ce3173aeb0> Anatidae Type 1 specific Anatidae 8830 Beefalo Type 1 specific Bos taurus X Bison bison 297284 Bison Type 1 specific Bison bison 9901 Buffalo Type 1 specific Bubalus bubalis 89462 Cattle (Beef, Veal) Type 1 specific Bos taurus 9913 Chicken Type 1 specific Gallus gallus 9031 Columbidae (Dove, Pigeon) Type 1 specific Columbidae 8930 Deer Type 1 specific Cervidae 9850 Domestic goat Type 1 specific Capra aegagrus hircus 9925 Domestic pig Type 1 specific Sus scrofa domestica 9825 Elk Type 1 specific Cervus canadensis 1574408 Emu Type 1 specific Dromaius novaehollandiae 8790 European rabbit Type 1 specific Oryctolagus 9984 French plantain Type 1 specific Musa X paradisiaca 89151 Greylag goose Type 1 specific Anser anser 8843 Guinea hen Type 1 specific Numida meleagris 8996 Horse Type 1 specific Equus caballus 9796 Mallard duck Type 1 specific Anas platyrhynchos 8839 Milk (Cow) Type 2 specific Mountain hare Type 1 specific Lepus timidus 62621 Mule deer Type 1 specific Odocoileus 9871 Ostrich Type 1 specific Struthio camelus 8801 Pheasant Type 1 specific Phasianus colchicus 9054 Quail Type 1 specific Phasianidae 9005 Rabbit Type 1 specific Leporidae 9979 Rock ptarmigan Type 1 specific Lagopus muta 64668 Sheep (Mutton, Lamb) Type 1 specific Ovis aries 9940 Squab Type 1 specific Columba 8931 Turkey Type 1 specific Meleagris gallopavo 9103 Velvet duck Type 1 specific Melanitta fusca 371864 Wild boar Type 1 specific Sus scrofa 9823 Aromatic-L-amino-acid decarboxylase P20711 DDC Tryptophan 5-hydroxylase 1 P17752 TPH1 Tryptophan 5-hydroxylase 2 Q8IWU9 TPH2