Basic information
- CAS
4350-09-8- Standard SMILES
[NH3+][C@@H](Cc1c[nH]c2ccc(O)cc12)C(=O)[O-]- InChIKey
LDCYZAJDBXYCGN-VIFPVBQESA-N- Molecular formula
- C11H12N2O3
- Average molar mass
- 220.22 g/mol
- Monoisotopic mass
- 220.08479225
Overview
5-hydroxy-L-tryptophan zwitterion is an amino acid zwitterion arising from transfer of a proton from the carboxy to the amino group of 5-hydroxy-L-tryptophan; major species at pH 7.3. It is a tautomer of a 5-hydroxy-L-tryptophan.
Names & identifiers
- Preferred name
- (2S)-2-ammonio-3-(5-hydroxy-1H-indol-3-yl)propanoate
- IUPAC
- (2S)-2-azaniumyl-3-(5-hydroxy-1H-indol-3-yl)propanoate
- English name
- L-5-Hydroxytryptophan
- Molecular formula
- C11H12N2O3
- Molecular weight
- 220.22
Names & synonyms
(2S)-2-ammonio-3-(5-hydroxy-1H-indol-3-yl)propanoateCHEBI:58266(2S)-2-azaniumyl-3-(5-hydroxy-1H-indol-3-yl)propanoate5-hydroxy-L-tryptophan zwitterion5-HTPOXITRIPTAN(S)-2-Amino-3-(5-hydroxy-1H-indol-3-yl)propanoic acidL-5-HTPL-2-AMINO-3-(5-HYDROXYINDOLYL)PROPIONIC ACIDGriffonia seedGhana seed extract5-hydroxy-l-tryptopha
Show more names
5-Hydroxy-L-tryptophaneL-Tryptophan, 5-hydroxy-
Database identifiers
- CAS
4350-09-8- PubChem CID
- 6971044
- ChEBI
CHEBI:58266
Properties
Computed structural properties
- XLogP
- -0.5
- Topological polar surface area
- 104 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 2
- Heavy atoms
- 16
- Formal charge
- 0
- Complexity
- 266
Experimental & physicochemical properties
LogP-2.051
Melting Point
295-297
293 - 298 °C
Physical DescriptionSolid
Physicochemical properties
- Melting point
- 270 °C · 270 °C (dec.) (lit.)
- alpha
- -32.5 · -32.5 º (c=1,H2O on dry basis)
- Boiling point
- 361.16 °C · 361.16°C (rough estimate)
- Density
- 0.902 g/mL · 0.902 g/mL at 25 °C (lit.)
- refractive index
- 20 · n20/D 1.4850(lit.)
- Flash point
- 175 °F · 175 °F
- storage temp.
- 2 · 2-8°C
- solubility
- 2 O: · H2O: 10 mg/mL
- form
- solid
- pka
- 2.22 · 2.22±0.10(Predicted)
- color
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- F
- 3-10
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- YN7110000
- ridadr
- UN 2811 6.1/PG 3
- hs_code
- 29339990
- risk_code
- 22-36/37/38-65-20/21/22-20/21
- Signal word
- Danger
- Symbol(GHS)
- GHS06
- hazard_code
- Xn,Xi
- safety_code
- 36-26
- hazard_class
- 6.1
- Storage Class
- 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
- packing_group
- III
- Hazard statements
- H301
- Hazard Classifications
- Acute Tox. 3 Oral
- Precautionary statements
- P301+P330+P331+P310
Chemistry & industry
Pharmacology
PharmacodynamicsThe psychoactive action of 5-HTP is thought to be due to increased serotonin production in central nervous system tissue.
Metabolism/Metabolites5-Hydroxytryptophan is decarboxylated to serotonin (5-hydroxytryptamine or 5-HT) by the enzyme aromatic-L-amino-acid decarboxylase via a vitamin B6 dependent reaction in nervous tissue and in the liver.
Tissue LocationsProstate
Cellular LocationsCytoplasm
Metabolite PathwaysTryptophan metabolism
Applications
UsesA labelled metabolite of Tryptophan
Uses5-Hydroxy-L-Tryptophan is a hydroxylated metabolite of L-Tryptophan
Uses5-Hydroxy-L-tryptophan has been used:to inject experimental mice for serotonin detectionas a precursor of 5-hydroxytryptamine and injected in pregnant mice and neonatal rats for vital neutral red staining of lung slicesas a standard in citrate-acetate buffer for its use in high performance liquid chromatography (HPLC) analysis
General DescriptionColorless to pale pink crystals.
Upstream & downstream products
Downstream products
Suppliers100 total
北京华美互利生物化工010-56205725 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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