56-69-9
DL-5-Hydroxytryptophan
CAS: 56-69-9;114-03-4
Molecular Formula: C11H12N2O3
56-69-9 - Names and Identifiers
| Name | DL-5-Hydroxytryptophan |
| Synonyms | 5-HTP DL-5-HTP H-Trp(5-OH)-OH HYDROXYTRYPTOPHAN 5-hydroxytrytophan 5-hydroxytryptophan DL-5-Hydroxytryptophan 5-hydroxy-D-tryptophan DL-5-HYDROXYTRYPTOPHAN 5-HYDROXY-DL-TRYPTOPHAN 5-Hydroxy-DL-tryptophan 5-Hydroxytryptophan(5-HTP) 5-HTP (Griffonia Seeds P.E.) 5-hydroxy-dl-tryptophan crystalline DL-2-AMINO-3-(5-HYDROXYINDOLYL)PROPIONIC ACID DL-2-Amino-3-[3-(5-hydroxyindole)]propionic acid 2-Amino-3-(5-hydroxy-1H-indol-3-yl)propanoic acid DL-2-Amino-3-(5-hydroxyindolyl)propionic acid, DL-5-HTP |
| CAS | 56-69-9 114-03-4 |
| EINECS | 200-284-8 |
| 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-/m0/s1 |
| InChIKey | LDCYZAJDBXYCGN-UHFFFAOYSA-N |
56-69-9 - Physico-chemical Properties
| Molecular Formula | C11H12N2O3 |
| Molar Mass | 220.22 |
| Density | 1.484 |
| Melting Point | 298-300°C |
| Boling Point | 361.16°C (rough estimate) |
| Specific Rotation(α) | -30.9~-34.7° |
| Flash Point | 268.7°C |
| Water Solubility | Soluble in water (4 mg/ml at 25°C), methanol. |
| Solubility | Soluble in water |
| Vapor Presure | 1.15E-11mmHg at 25°C |
| Appearance | White powder |
| Color | Off-White to Pale Beige |
| Merck | 14,4847 |
| BRN | 88199 |
| pKa | 2.22±0.10(Predicted) |
| Storage Condition | Keep in dark place,Sealed in dry,Room Temperature |
| Refractive Index | 1.5200 (estimate) |
| MDL | MFCD00005651 |
| Physical and Chemical Properties | Light gray powder, soluble in methanol, ethanol, DMSO and other organic solvents, from Africa Ghana seed. |
| Use | Used as a Biochemical reagent |
| In vitro study | 5-Hydroxytryptophan (5-HTP) is an intermediate in the biosynthesis of serotonin by the essential amino acid L-tryptophan (LT). It is able to easily cross the blood-brain barrier and effectively increases serotonin synthesis in the central nervous system (CNS). 5-HTP administration has been shown to be effective in treating a variety of conditions, including depression, fibromyalgia, obesity due to overeating, chronic headaches, and insomnia. Clinical evidence suggests that 5-Hydroxytryptophan provides better relief of depression than placebo. |
| In vivo study | LD50: Mouse 1800 mg/kg (I. g.); Rat 300 mg/kg (I. g.) |
56-69-9 - Risk and Safety
| Safety Description | 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. |
| WGK Germany | 3 |
| RTECS | YN7100000 |
| Packing Group | III |
56-69-9 - Reference
| Reference Show more | 1. Tian Shanshan, Zhong Yan, Yang Jing et al. Alleviation effect of 5-hydroxytryptamine on drought stress in rape seedlings [J]. Chinese Journal of Oil Crops, 2019, 41(002):192-198. 2. Han Lan, Ji, Zhao Jie, Chen Weidong, et al. Neuroprotective effect of Siwu decoction on vascular dementia rats and its mechanism [J]. Journal of Anhui University of Traditional Chinese Medicine, 2015, 34(4):69-73. 3. Huang Lin, Cui Ying, Lin, Chen Yai, et al. Effects of Jiawei San Yi decoction on behavioral symptoms and 5-HT 5-HIAA content in Hypothalamus of migraine model rats [J]. Shi Zhen, Chinese medicine 2016(8):1839-1841. 4. Zhu-Hong Zheng, renyun Zhao, Yuting Ding, et al. Effects of Baihe Dihuang decoction on behavior and monoamine neurotransmitters in different brain regions of Sleep Initiation and Maintenance Disorders model rats. 5. Liu Yafang, Wang Ning. Effects of tongqiao huoxue decoction on blood-brain barrier permeability and monoamine neurotransmitter content in brain of mice with cerebral ischemia-reperfusion [J]. Anhui medical journal, 2015,19(05):842-845. 6. Zhu-Hong Zheng, renyun Zhao, Yuting Ding, et al. Study on sedative and hypnotic activities of different extracts from Baihe Dihuang decoction [J]. Northwest Pharmaceutical Journal, 2019, v.34(03):66-70. 7. [IF = 2.877] Tao Wu et al."Timing of glucocorticoid administration determinations." Chronobiol Int. 2017;34(1):78-92 |
56-69-9 - Reference Information
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| properties | light gray-white fine powder with slight gas and slightly salty taste. |
| mechanism of action | 5-hydroxytryptophan is the precursor of human serotonin, can help the body balance this hormone to control the body's mood, improve sleep quality, and can effectively control appetite, improve the sensitivity of the satiety center, in the process of weight loss diet control, reduce hunger, make the weight loss process easier and easier to achieve. |
| biological activity | 5-hydroxytrophophan (5-HTP, NSC-92523), in the presence of Vitamin B6, the enzyme aromatic-L-amino acid decarboxylase is decarboxylated to serotonin (5-hydroxytryptamine or 5-HT). |
| Use | use as a Biochemical reagent 1. Anti-depression: 5-HTP is a metabolite of the amino acid tryptophan, it is the precursor of human serotonin and is used to synthesize serotonin (an important substance that plays a role in the function of common nerves and brain). Helps with normal nerve material and brain function and can treat depression. 2, relieve stress and improve sleep: can help the body balance this hormone to control the body's mood, improve sleep quality, can effectively inhibit pain, thus 5-hydroxytryptophan was also used to treat Sleep Initiation and Maintenance Disorders. |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-09 21:32:06
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