5-Hydroxy-L-tryptophan
| Empirical Formula (Hill Notation): | C11H12N2O3 |
| CAS Number: | 4350-09-8 |
| Molecular Weight: | 220.22 |
| EC Number: | 224-411-1 |
| MDL number: | MFCD00064341 |
| eCl@ss: | 32160406 |
| PubChem Substance ID: | 24278131 |
| NACRES: | NA.77 |
| Кат. номер |
| H9772-100MG |
| H9772-1G |
| H9772-25G |
| H9772-250MG |
| H9772-5G |
5-Hydroxy-L-tryptophan (5-HTP) is naturally found in
Griffonia simplicifolia.
5-Hydroxy-L-tryptophan has been used:
- to inject experimental mice for serotonin detection
- as a precursor of 5-hydroxytryptamine and injected in pregnant mice and neonatal rats for vital neutral red staining of lung slices
- as a standard in citrate-acetate buffer for its use in high performance liquid chromatography (HPLC) analysis
Hydroxylation of L-tryptophan occurs in the brain during serotonin synthesis. This is a step that controls the production of serotonin and also yields 5-hydroxy-l-tryptophan (5-HTP) as a metabolite. Thus, consumption 5-HTP, increases the serotonin level, which might result in depression, lack of sleep and severe headache.
Immediate precursor of serotonin; L-aromatic amino acid decarboxylase substrate.
This compound is also offered as part of Sigmas Library of Pharmacologically Active Compounds (LOPAC®1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here, to learn more.
Light sensitive
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. H9772.pdf , Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.,
LOPAC is a registered trademark of Sigma-Aldrich Co. LLC
| assay | 98% (TLC) |
| Quality Level | 200, |
| form | powder |
| application(s) | HPLC: suitable |
| color | white to faint beige |
| storage temp. | 2-8°C |
| SMILES string | N[C@@H](Cc1c[nH]c2ccc(O)cc12)C(O)=O |
| 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 |
| InChI key | LDCYZAJDBXYCGN-VIFPVBQESA-N |
| Gene Information | human ... HTR1A(3350), HTR1B(3351), HTR1D(3352), HTR1E(3354), HTR1F(3355), HTR2A(3356), HTR2B(3357), HTR2C(3358), HTR3A(3359), HTR3B(9177), HTR3C(170572), HTR3D(200909), HTR3E(285242), HTR4(3360), HTR5A(3361), HTR5B(645694), HTR6(3362), HTR7(3363) |
| pictograms | GHS06 |
| signalword | Danger |
| hcodes | H301 |
| pcodes | P264 - P270 - P301 + P310 - P405 - P501 |
| Personal Protective Equipment | dust mask type N95 (US),, Eyeshields,, Faceshields,, Gloves, |
| RIDADR | UN 2811 6.1 / PGIII |
| WGK Germany | WGK 1 |
| Flash Point F | Not applicable |
| Flash Point C | Not applicable |