5-hydroxy-l-tryptophan
- CAS NO.:314062-44-7
- Empirical Formula: C11H12N2O3
- Molecular Weight: 220.22
- MDL number: MFCD00064341
- EINECS: 224-411-1
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-08-14 10:37:31
What is 5-hydroxy-l-tryptophan?
Description
5-hydroxy-l-tryptophan (5-HTP) is a chemical byproduct of the protein building block L-tryptophan. It is produced commercially from the seeds of an African plant known as Griffonia simplicifolia. In vivo, it is produced from tryptophan by tryptophan hydroxylase (TPH), and its decarboxylation yields serotonin (5-hydroxytryptamine, 5-HT), a monoamine neurotransmitter involved in the modulation of mood, cognition, reward, learning, memory, sleep, and numerous other physiological processes. 5-HTP is both a drug and a natural component of some dietary supplements, and occurrence in both synthetic tryptophan and 5-HTP of toxic impurities has caused eosinophilia myalgia syndrome cases[1].
The Uses of 5-hydroxy-l-tryptophan
5-hydroxy-l-tryptophan is metabolized into serotonin and is thought to alleviate depression by enhancing serotonin neurotransmission. It is also used to treat fibromyalgia, insomnia, binge-eating, attention deficit disorder, and chronic headaches.
References
[1] Maffei, Massimo E. "5-Hydroxytryptophan (5-HTP): Natural Occurrence, Analysis, Biosynthesis, Biotechnology, Physiology and Toxicology." International Journal of Molecular Sciences 22.1(2021):181.
Properties of 5-hydroxy-l-tryptophan
Melting point: | 270 °C (dec.)(lit.) |
Density | 0.902 g/mL at 25 °C(lit.) |
refractive index | n |
Flash point: | 175 °F |
storage temp. | Keep in dark place,Inert atmosphere,2-8°C |
solubility | H2O: 10 mg/mL |
form | solid |
color | white |
InChI | InChI=1/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-/s3 |
CAS DataBase Reference | 314062-44-7(CAS DataBase Reference) |
Safety information for 5-hydroxy-l-tryptophan
Signal word | Danger |
Pictogram(s) |
Skull and Crossbones Acute Toxicity GHS06 |
GHS Hazard Statements |
H301:Acute toxicity,oral |
Precautionary Statement Codes |
P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P270:Do not eat, drink or smoke when using this product. P405:Store locked up. P501:Dispose of contents/container to..… |
Computed Descriptors for 5-hydroxy-l-tryptophan
InChIKey | LDCYZAJDBXYCGN-DJEYLCQNNA-N |
SMILES | C12C=C(C=CC=1NC=C2C[C@H](N)C(=O)O)O |&1:10,r| |
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