Cas no 114-03-4 (5-Hydroxy-D-tryptophan)

5-Hydroxy-D-tryptophan (5-HTP) is a naturally occurring amino acid derivative and metabolic intermediate in the biosynthesis of serotonin and melatonin. As a precursor to these critical neurotransmitters, it plays a significant role in regulating mood, sleep, and neurological function. The D-isomer configuration offers distinct biochemical properties, making it valuable for research applications in neurochemistry and pharmacology. Its high purity and stability ensure reliable performance in analytical and experimental settings. 5-Hydroxy-D-tryptophan is particularly useful in studies involving serotonin pathways, receptor interactions, and enzyme kinetics. Its well-characterized structure and consistent quality make it a preferred choice for scientific investigations requiring precise and reproducible results.
5-Hydroxy-D-tryptophan structure
5-Hydroxy-D-tryptophan structure
Product Name:5-Hydroxy-D-tryptophan
CAS No:114-03-4
MF:C11H12N2O3
MW:220.22458
CID:93255
Update Time:2025-10-29

5-Hydroxy-D-tryptophan Chemical and Physical Properties

Names and Identifiers

    • 5-Hydroxy-D-tryptophan
    • 5-HTP
    • 5-hydroxy-dl-tryptophan crystalline
    • 5-Hydroxy-DL-tryptophan
    • 5-hydroxytrytophan
    • DL-2-Amino-3-[3-(5-hydroxyindole)]propionic acid
    • 2-Amino-3-(5-hydroxy-1H-indol-3-yl)propanoic acid
    • DL-5-Hydroxytryptophan
    • 5-hydroxytryptophan
    • H-Trp(5-OH)-OH
    • 5-hydroxy-dl-tryptopha
    • 5-hydroxy-dl-tryptophe
    • 5-HYDROXYTRYPTOPHAN(5-HPT)
    • DL-5-HTP
    • DL-5-HYDROXYTRYPTOPH
    • dl-hydroxytryptophan
    • dl-tryptopha
    • HYDROXYTRYPTOPHAN
    • TIMTEC-BB SBB003354
    • 2-AMINO-3-(5-HYDROXY-1H-INDOL-3-YL)-PROPIONIC ACID
    • MDL: MFCD00005651
    • Inchi: 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-/m1/s1
    • InChI Key: LDCYZAJDBXYCGN-SECBINFHSA-N
    • SMILES: OC([C@](N)(CC1C2=CC(=CC=C2NC=1)O)[H])=O

Computed Properties

  • Exact Mass: 220.08486
  • Monoisotopic Mass: 220.084792
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 4
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 3
  • Complexity: 272
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • Tautomer Count: 9
  • XLogP3: nothing
  • Topological Polar Surface Area: 99.3

Experimental Properties

  • Color/Form: White crystals
  • Density: 1,00g/cm
  • Melting Point: 298-300°C
  • Boiling Point: 218-219C
  • Flash Point: 84.6±21.8 °C
  • Refractive Index: 1,565
  • PSA: 99.34
  • Merck: 4847
  • Solubility: Soluble in water, isotonic salt water and glucose solution, soluble in methanol, ethanol and glycerol
  • Vapor Pressure: No data available

5-Hydroxy-D-tryptophan Security Information

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Additional information on 5-Hydroxy-D-tryptophan

Introduction to 5-Hydroxy-D-tryptophan (CAS No. 114-03-4): Applications and Recent Research Developments

5-Hydroxy-D-tryptophan (CAS No. 114-03-4), commonly known as D-5-HTP, is a derivative of the amino acid tryptophan that has garnered significant attention in the field of pharmaceuticals and nutraceuticals due to its unique biochemical properties and therapeutic potential. This compound is structurally similar to its L-isomer, L-5-HTP, but with a D-stereoisomer configuration, which influences its metabolic pathways and biological activity. The chemical formula of 5-Hydroxy-D-tryptophan is C11H13N2O3, and it is characterized by a hydroxyl group at the 5-position of the indole ring, making it a precursor to serotonin in a distinct manner compared to its L-form.

The significance of 5-Hydroxy-D-tryptophan (CAS No. 114-03-4) lies in its ability to cross the blood-brain barrier more efficiently than L-5-HTP, potentially offering enhanced bioavailability and targeted action in central nervous system (CNS) applications. This property has made it a subject of extensive research for its potential role in treating various neurological and psychiatric disorders. Recent studies have highlighted its efficacy in managing conditions such as depression, anxiety, and sleep disorders, particularly in patients who have not responded adequately to traditional serotoninergic therapies.

In recent years, the pharmaceutical industry has shown increasing interest in 5-Hydroxy-D-tryptophan (CAS No. 114-03-4) due to its potential as a natural alternative or adjunct therapy for mental health conditions. Clinical trials have demonstrated promising results in using this compound to alleviate symptoms of depression by increasing serotonin levels in the brain. The mechanism of action involves the compound's ability to bypass certain metabolic pathways that are often saturated or inhibited by L-tryptophan, thereby ensuring a more sustained release of serotonin.

Moreover, research has explored the therapeutic applications of 5-Hydroxy-D-tryptophan in managing chronic pain conditions. Serotonin plays a crucial role in modulating pain perception, and studies suggest that D-5-HTP may enhance pain relief by acting on serotonergic receptors without causing the side effects associated with conventional pain medications. This has opened new avenues for developing non-pharmacological interventions for pain management.

The nutraceutical market has also embraced 5-Hydroxy-D-tryptophan (CAS No. 114-03-4) as a dietary supplement due to its potential health benefits. Unlike synthetic serotonin precursors, D-5-HTP is considered more natural and is believed to have fewer gastrointestinal side effects compared to L-5-HTP supplements. This has led to its incorporation into various health supplements aimed at improving mood, reducing stress, and enhancing overall well-being.

Recent advancements in metabolomics have provided deeper insights into how 5-Hydroxy-D-tryptophan interacts with the body's metabolic pathways. Studies using mass spectrometry and other high-resolution analytical techniques have revealed that D-5-HTP undergoes distinct metabolic transformations compared to L-5-HTP, which may contribute to its unique pharmacological profile. These findings are crucial for optimizing dosages and formulations to maximize therapeutic efficacy while minimizing potential adverse effects.

The safety profile of D-5-HTP has been extensively evaluated through preclinical and clinical studies. Generally, it is well-tolerated when used at recommended dosages, with common side effects including mild gastrointestinal discomfort such as nausea or diarrhea. However, long-term studies are still needed to fully understand the compound's safety profile across diverse populations and therapeutic settings.

The regulatory landscape for 5-Hydroxy-D-tryptophan (CAS No. 114-03-4) varies by region, with some countries classifying it as a food supplement under strict quality control measures while others require it to be approved as a pharmaceutical product before commercialization. Manufacturers must adhere to Good Manufacturing Practices (GMP) to ensure product purity and consistency, which is essential for maintaining patient safety and trust.

In conclusion, 5-Hydroxy-D-tryptophan represents a promising compound with significant therapeutic potential in mental health and pain management applications. Its unique ability to cross the blood-brain barrier efficiently makes it an attractive option for developing novel treatments for neurological disorders. As research continues to uncover new applications and refine dosing protocols, D-5-HTP is poised to play an increasingly important role in both clinical practice and over-the-counter health supplements.

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