Chemical Component Summary

Name5-hydroxy-L-tryptophan
SynonymsOxitriptan
Identifiers(2S)-2-azanyl-3-(5-oxidanyl-1H-indol-3-yl)propanoic acid
FormulaC11 H12 N2 O3
Molecular Weight220.225
TypeL-PEPTIDE LINKING
Isomeric SMILESc1cc2c(cc1O)c(c[nH]2)C[C@@H](C(=O)O)N
InChIInChI=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
InChIKeyLDCYZAJDBXYCGN-VIFPVBQESA-N

Chemical Details

Formal Charge0
Atom Count28
Chiral Atom Count1
Bond Count29
Aromatic Bond Count10

Drug Info: DrugBank

DrugBank IDDB02959 
NameOxitriptan
Groups
  • approved
  • nutraceutical
  • investigational
Description5-Hydroxytryptophan (5-HTP), also known as oxitriptan (INN), is a naturally occurring amino acid and metabolic intermediate in the synthesis of serotonin and melatonin. 5-HTP is sold over-the-counter in the United Kingdom, United States and Canada as a dietary supplement for use as an antidepressant, appetite suppressant, and sleep aid, and is also marketed in many European countries for the indication of major depression under trade names like Cincofarm, Levothym, Levotonine, Oxyfan, Telesol, Tript-OH, and Triptum. Several double-blind placebo-controlled clinical trials have demonstrated the effectiveness of 5-HTP in the treatment of depression, though a lack of high quality studies has been noted. More study is needed to determine efficacy in treating depression.
Synonyms
  • L-5 Hydroxytrytophan
  • 5-hydroxytryptophan L-form
  • Oxitriptanum
  • L-5-hydroxytryptophan
  • Oxitriptan
Brand NamesHypnosom
IndicationFor use as an antidepressant, appetite suppressant, and sleep aid.
Categories
  • Amino Acids
  • Amino Acids, Aromatic
  • Amino Acids, Cyclic
  • Amino Acids, Peptides, and Proteins
  • Antidepressive Agents
ATC-CodeN06AX01
CAS number4350-09-8

Drug Targets

NameTarget SequencePharmacological ActionActions
Tryptophan--tRNA ligase 2MPFVDLEVPTMTTPTPAATPARPRVLTGDRPTGALHLGHLAGSLQNRVRL...unknown
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
Pharos CHEMBL350221
PubChem 439280, 6971044
ChEMBL CHEMBL350221
ChEBI CHEBI:17780, CHEBI:58266
CCDC/CSD MUYTEG
COD 4508384