Oxitriptan

This article is about 5-HTP (oxitriptan) as a medication and supplement. For its role as a biological compound, see 5-hydroxytryptophan.

Oxitriptan
Clinical data
Trade namesCincofarm, Levothym, Levotonine, Oxyfan, Serovit, Telesol, Trimag, Tript-OH, Triptum[1]
Other namesOxytryptan; 5-Hydroxytryptophan; L-5-Hydroxytryptophan; 5-Hydroxy-L-tryptophan; L-5-HTP; 5-HTP
Routes of
administration		Oral[1]
Drug classSerotonin precursor; Serotonin receptor agonist
ATC code
Pharmacokinetic data
Bioavailability49 ± 19%[1]
With carbidopa: up to 84%[1]
MetabolismDecarboxylation
Metabolites• Serotonin
Elimination half-lifeOral: 4.4–7 hours[1]
IV: 2.2–7.4 hours[1]
Identifiers
  • (2S)-2-amino-3-(5-hydroxy-1H-indol-3-yl)propanoic acid
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
Chemical and physical data
FormulaC11H12N2O3
Molar mass220.228 g·mol−1
3D model (JSmol)
  • C1=CC2=C(C=C1O)C(=CN2)C[C@@H](C(=O)O)N
  • 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
  • Key:LDCYZAJDBXYCGN-VIFPVBQESA-N

Oxitriptan, also known as L-5-hydroxytryptophan (5-HTP) and sold under various brand names, is a medication and over-the-counter dietary supplement used in the treatment of depression and for other indications.[2][1][3][4] It is taken by mouth.[1]

Side effects of oxitriptan include appetite loss, nausea, diarrhea, vomiting, and serotonin syndrome.[1][2][3] The drug is a centrally permeable monoamine precursor and prodrug of serotonin and hence acts as a serotonin receptor agonist.[2] Chemically, oxitriptan is an amino acid and a tryptamine.[5]

Oxitriptan has been used clinically since at least the 1970s.[1]

  1. ^ a b c d e f g h i j Bowers K, Johns Cupp M, Tracy TS (2003). "5-Hydroxytryptophan (5-Hydroxy-l-Tryptophan, l-5-Hydroxytryptophan, Oxitriptan)". In Johns Cupp M, Tracy TS (eds.). Dietary Supplements: Toxicology and Clinical Pharmacology. Forensic Science and Medicine. Totowa, NJ: Humana. pp. 267–275. doi:10.1007/978-1-59259-303-3_16 (inactive 1 November 2024). ISBN 978-1-58829-014-4.{{cite book}}: CS1 maint: DOI inactive as of November 2024 (link)
  2. ^ a b c Maffei ME (December 2020). "5-Hydroxytryptophan (5-HTP): Natural Occurrence, Analysis, Biosynthesis, Biotechnology, Physiology and Toxicology". Int J Mol Sci. 22 (1): 181. doi:10.3390/ijms22010181. PMC 7796270. PMID 33375373.
  3. ^ a b Turner EH, Loftis JM, Blackwell AD (March 2006). "Serotonin a la carte: supplementation with the serotonin precursor 5-hydroxytryptophan". Pharmacol Ther. 109 (3): 325–338. doi:10.1016/j.pharmthera.2005.06.004. PMID 16023217.
  4. ^ "Oxitriptan: Uses, Interactions, Mechanism of Action". DrugBank Online. 13 June 2005. Retrieved 30 September 2024.
  5. ^ "Oxitriptan". PubChem. Retrieved 30 September 2024.