ChemicalBook >> CAS DataBase List >>5-Hydroxytryptophan

5-Hydroxytryptophan

CAS No.
56-69-9
Chemical Name:
5-Hydroxytryptophan
Synonyms
HYDROXYTRYPTOPHAN;5-HYDROXY-DL-TRYPTOPHAN;2-AMINO-3-(5-HYDROXY-1H-INDOL-3-YL)PROPANOIC ACID;DL-5-HTP;DL-5-HYDROXYTRYPTOPHAN;NSC-92523;USAF CB-96;nci-c56644;JACS-56-69-9;5-HTP AMino acid
CBNumber:
CB0110022
Molecular Formula:
C11H12N2O3
Molecular Weight:
220.22
MOL File:
56-69-9.mol

5-Hydroxytryptophan Properties

Melting point 298-300°C
Boiling point 361.16°C (rough estimate)
Density 1.484
refractive index 1.5200 (estimate)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility DMSO (Slightly), Methanol (Slightly)
form solid
pka 2.22±0.10(Predicted)
color Off-White to Pale Beige
Water Solubility Soluble in water (4 mg/ml at 25°C), methanol.
Merck 14,4847
BRN 88199
InChIKey LDCYZAJDBXYCGN-UHFFFAOYSA-N
CAS DataBase Reference 56-69-9(CAS DataBase Reference)
EWG's Food Scores 1
EPA Substance Registry System Tryptophan, 5-hydroxy- (56-69-9)

SAFETY

Risk and Safety Statements

Safety Statements  26
WGK Germany  3
RTECS  YN7100000
PackingGroup  III

5-Hydroxytryptophan price More Price(30)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 797103 5-Hydroxy-DL-tryptophan 56-69-9 5mg $110 2022-05-15 Buy
Alfa Aesar A12237 DL-5-Hydroxytryptophan, 99% 56-69-9 1g $54.2 2021-12-16 Buy
Alfa Aesar A12237 DL-5-Hydroxytryptophan, 99% 56-69-9 5g $227 2021-12-16 Buy
TRC H975700 5-HydroxyTryptophan 56-69-9 5g $140 2021-12-16 Buy
TRC H975700 5-HydroxyTryptophan 56-69-9 50mg $65 2021-12-16 Buy
Product number Packaging Price Buy
797103 5mg $110 Buy
A12237 1g $54.2 Buy
A12237 5g $227 Buy
H975700 5g $140 Buy
H975700 50mg $65 Buy

5-Hydroxytryptophan Chemical Properties,Uses,Production

Description

5-Hydroxytryptophan (5-HTP) is an aromatic amino acid naturally produced by the body from the essential amino acid L-tryptophan (LT). Produced commercially by extraction from the seeds of the African plant, Griffonia simplicifolia, 5-HTP has been used clinically for over 30 years. The clinical efficacy of 5-HTP is due to its ability to increase production of serotonin in the brain.

Chemical Properties

Off-White to Pale Beige Solid

Originator

Levotonine,Panmedica,France,1973

Uses

A metabolite of Tryptophan. 5-Hydroxytryptophan (5-HTP) is a direct 5-hydroxytryptamine (5-HT) precursor used to assess central serotonergic function.

Uses

5-Hydroxytryptophan (5-HTP) is an intermediate in the natural synthesis of the essential amino acid, tryptophan, to serotonin. Clinical studies suggest that 5-HTP supports healthy serotonin levels. In the body, 5-HTP converts to serotonin with the enzymatic removal of a carboxyl group (COOH). Serotonin is an important neurotransmitter involved in the regulation of endocrine and brain activity responsible for emotion, appetite and sleep/wake cycles.?

Application

5-hydroxytryptophan is a dietary supplement made from the seeds of the African plant Griffonia simplicifolia.
5-hydroxytryptophan has been used in alternative medicine as a possibly effective aid in treating depression or fibromyalgia.
Other uses not proven with research have included insomnia, alcohol withdrawal, headaches, premenstrual syndrome, binge-eating related to obesity, attention deficit disorder, and muscle spasms in the mouth.
5-hydroxytryptophan is often sold as an herbal supplement. There are no regulated manufacturing standards in place for many herbal compounds and some marketed supplements have been found to be contaminated with toxic metals or other drugs. Herbal/health supplements should be purchased from a reliable source to minimize the risk of contamination.

Manufacturing Process

Preparation of 5-Hydroxytryptophan: 0.4 gram palladium chloride and 1.7 grams acid-washed charcoal were suspended in 157 ml water and hydrogenated at room temperature and atmospheric pressure until no further hydrogen uptake occurred. A suspension of 14.2 grams 5- benzyloxytryptophan in 175 ml ethyl alcohol was added and the mixture hydrogenated under similar conditions. A hydrogen uptake slightly in excess of theory was obtained. The suspension was warmed for a few minutes on the steam bath and filtered hot. The filter-cake was washed with hot water (3 x 20 ml) and the filtrate evaporated to 20 ml under reduced pressure in a nitrogen atmosphere.
The resultant mass of colorless crystals was triturated with 250 ml ice-cold ethyl alcohol under hydrogen, filtered, and washed with cold ethyl alcohol (2 x 15 ml). The 5-hydroxytryptophan (6.9 grams, 69%) had MP (sealed evacuated tube) 288°C, with softening, finally melting at 249° to 247°C (decomposition). Concentration of the liquors under reduced pressure in a nitrogen atmosphere, and trituration as before, gave a second crop (0.9 gram, 9%). The combined crops (7.8 grams) were dissolved in 120 ml hot water, charcoal added, and the mixture filtered hot. The filtrate was concentrated in a nitrogen atmosphere under reduced pressure and ethyl alcohol added. The 5-hydroxytryptophan then crystallized as colorless microneedles (6.5 grams,65%), had MP (sealed evacuated tube) 290°C, with slight softening, finally melting at 295° to 297°C (decomposition).

Therapeutic Function

Antidepressant, Antiepileptic

Biochem/physiol Actions

Immediate precursor of serotonin; L-aromatic amino acid decarboxylase substrate.

Source

5-HTP is derived from the Griffonia simplicifolia plant. Hypo-allergenic plant fiber is derived from pine cellulose.

Mode of action

5-Hydroxytryptophan acts primarily by increasing levels of serotonin within the central nervous system. Other neurotransmitters and CNS chemicals, such as melatonin, dopamine, norepinephrine, and beta-endorphin have also been shown to increase following oral administration of 5-HTP. This ability to increase not only serotonin levels in the brain, but also dopamine and norepinephrine, allows 5-HTP to produce some significant and unique effects on brain chemistry and on serotonin-related conditions which other substances, including LT, cannot duplicate.?

54737-34-7
56-69-9
100-22-1
126216-42-0
100-22-1
56-69-9
Synthesis of 5-Hydroxytryptophan from Ethanamine, N-[(3,5-dichlorophenyl)methylene]-2,2-diethoxy- and 5-Hydroxytryptophan and N,N,N',N'-Tetramethyl-1,4-phenylenediamine and Ethanamine, N-[(3,5-dichlorophenyl)methylene]-2,2-diethoxy-

5-Hydroxytryptophan Preparation Products And Raw materials

Global( 341)Suppliers
Supplier Tel Email Country ProdList Advantage
Henan DaKen Chemical CO.,LTD.
+86-371-66670886 info@dakenchem.com China 16666 58
Henan Tianfu Chemical Co.,Ltd.
0371-55170693 info@tianfuchem.com China 22021 55
Shanghai Zheyan Biotech Co., Ltd.
18017610038 zheyansh@163.com CHINA 3623 58
career henan chemical co
+86-0371-86658258 sales@coreychem.com China 29959 58
Chengdu Biopurify Phytochemicals Ltd.
+8618482058008 maggie@biopurify.com China 2712 58
Hubei Jusheng Technology Co.,Ltd.
86-18871470254 linda@hubeijusheng.com CHINA 28229 58
Accela ChemBio Inc.
(+1)-858-699-3322 info@accelachem.com United States 19969 58
Hebei Guanlang Biotechnology Co., Ltd.
+86-19930503282 +86-19930503282 alice@crovellbio.com China 5953 58
Shaanxi Pioneer Biotech Co., Ltd .
+8613259417953 sales@pioneerbiotech.com CHINA 3001 58
NanJing Spring & Autumn Biological Engineering CO., LTD.
+8613815430202 sale02@cqherb.com CHINA 376 58

View Lastest Price from 5-Hydroxytryptophan manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2022-03-21 5-Hydroxy-DL-tryptophan
56-69-9
US $1.00 / KG 1KG 99% 100KG Hong Kong Tiansheng New Material Trading Co., Ltd
2022-02-25 5-HTP;5-hydroxytryptophan
56-69-9
US $1.00 / g 10g 99% HPLC 1000kg Guangzhou Biocar Biotechnology Co.,Ltd.
2022-02-25 5-Hydroxytryptophan
56-69-9
US $1.00 / Kg/Bag 1Kg/Bag 99% 100KG Hong Kong Tiansheng New Material Trading Co., Ltd
  • 5-Hydroxytryptophan
    56-69-9
  • US $1.00 / Kg/Bag
  • 99%
  • Hong Kong Tiansheng New Material Trading Co., Ltd
DL-2-AMINO-3-(5-HYDROXYINDOLYL)PROPIONIC ACID 5-Hydroxytryptophan(5-HTP) DL-2-Amino-3-(5-hydroxyindolyl)propionic acid, DL-5-HTP 5-HTP (Griffonia Seeds P.E.) 5-Hydroxy-α-amino-1H-indole-3-propionic acid NSC-92523 USAF CB-96 2-azanyl-3-(5-hydroxy-1H-indol-3-yl)propanoic acid 5-HTP AMino acid 5-Hydroxytryptophan (CAS 56-69-9) 5-Hydroxy-DL-tryphophane Tryptophan, 5-hydroxy- 5-Hydroxytryptophan (5-HTP) Synonyms DL-5-Hydroxytryptophan 5-Hydroxytryptophan DL-5-Hydroxytryptophan 5-HYDROXYTRYPTOPHAN 2-AMINO-3-(5-HYDROXY-1H-INDOL-3-YL)-PROPIONIC ACID 5-hydroxy-tryptopha 5-hydroxytryptophane 5-hydroxytrytophan nci-c56644 TIMTEC-BB SBB003354 5-HydroxyTryptophane (5-HTP) 5-Hydroxy-L-Tryptophan 5-Hydroxy-Tryptophan DL-5-HYDROXYTRYPTOPHAN 99% DL-5-HYDROXYTRYPTOPHAN, 99+% BY HPLC REFERENCE STANDARD 5-Hydroxytryptophan20%50%90%99% 5-Hydroxy-DL-tryptophane H-DL-Trp(5-OH)-OH 5-Hydroxytryptophan USP/EP/BP (114-03-4) 5-hydroxytryptophan 5-Hydroxytryptophan 56-69-9 JACS-56-69-9 5-Hydroxy-DL-tryptophan> DL-5-HTP DL-5-HYDROXYTRYPTOPHAN HYDROXYTRYPTOPHAN 5-HYDROXY-DL-TRYPTOPHAN 2-AMINO-3-(5-HYDROXY-1H-INDOL-3-YL)PROPANOIC ACID 56-69-9 Indoles Tryptophans Inhibitors Plant extracts Herb extract chemical reagent pharmaceutical intermediate phytochemical reference standards from Chinese medicinal herbs (TCM). standardized herbal extract Amines Heterocycles Intermediates & Fine Chemicals Metabolites & Impurities Pharmaceuticals Standard extract