Record Information
Version1.0
Creation date2015-10-09 22:30:35 UTC
Update date2017-01-19 02:36:22 UTC
FoodComEx IDPC000414
FoodDB RecordFDB006231
Chemical Information
Name5-Hydroxy-L-tryptophan
Description5-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.
CAS Number4350-09-8
Structure
Thumb
Synonyms
SynonymSource
(+-)-5-HydroxytryptophanChEBI
(S)-5-Hydroxytryptophanbiospider
5-HTPChEBI
5-Hydroxy-DL-tryptophanChEBI
5-Hydroxy-L-tryptophanbiospider
5-Hydroxy-tryptophanHMDB
5-Hydroxyl-L-tryptophanHMDB
5-HydroxytryptophanChEBI
5-Hydroxytryptophan DL-formChEBI
5-Hydroxytryptophan L formHMDB
5-Hydroxytryptophan L-formHMDB
CincofarmHMDB
DL-5-HTPChEBI
DL-5-HydroxytryptophanChEBI
HydroxytryptophanHMDB
L-5-Hydroxytryptophanbiospider
L-Tryptophan, 5-hydroxy-biospider
LevothymHMDB
LevotinineHMDB
Oxitriptanmanual
OxyfanHMDB
OxytryptophanHMDB
PretonineHMDB
QuietimHMDB
SerotonylHMDB
TelesolHMDB
TripteneHMDB
Tryptophan, 5-hydroxy-, L-biospider
Chemical FormulaC11H12N2O3
IUPAC name(2S)-2-amino-3-(5-hydroxy-1H-indol-3-yl)propanoic acid
InChI IdentifierInChI=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
InChI KeyLDCYZAJDBXYCGN-VIFPVBQESA-N
Isomeric SMILESN[C@@H](CC1=CNC2=C1C=C(O)C=C2)C(O)=O
Average Molecular Weight220.2246
Monoisotopic Molecular Weight220.08479226
Chemical Taxonomy
Description 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.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassIndoles and derivatives
Sub ClassTryptamines and derivatives
Direct ParentSerotonins
Alternative Parents
Substituents
  • Serotonin
  • Indolyl carboxylic acid derivative
  • Alpha-amino acid
  • Alpha-amino acid or derivatives
  • 3-alkylindole
  • L-alpha-amino acid
  • Hydroxyindole
  • Indole
  • Aralkylamine
  • 1-hydroxy-2-unsubstituted benzenoid
  • Benzenoid
  • Substituted pyrrole
  • Heteroaromatic compound
  • Pyrrole
  • Amino acid
  • Amino acid or derivatives
  • Azacycle
  • Carboxylic acid derivative
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Primary aliphatic amine
  • Organic oxygen compound
  • Organic nitrogen compound
  • Organooxygen compound
  • Primary amine
  • Carbonyl group
  • Organopnictogen compound
  • Amine
  • Organic oxide
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logP-2.051
Experimental Water SolubilityNot Available
Melting Point293-298 oC
Foods of Origin
FoodContent Range AverageReference
FoodReference
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity AvailableProduction upon request, up to 700 mg
Delivery TimeNot Available
Storage Formsolid
Storage Conditions-80°C
StabilityNot Available
PurityNot Available
Spectra
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Rosa Vazquez Fresnovazquezf@ualberta.ca
Commercial Vendors
AKSci E703
AKSci J91091
AKSci X3942