ChemicalBook > CAS DataBase List > 5-hydroxy-l-tryptophan

5-hydroxy-l-tryptophan

Product Name: 5-hydroxy-l-tryptophan
CAS No.: 314062-44-7
Chemical Name: 5-hydroxy-l-tryptophan
Synonyms: 5-HYDROXY-L-TRYPTOPHAN;5-HTP;L-5-HTP;L-HTP-OH;5-htp 11;H-TRP(5-OH)-OH;5-HYDROXY-TRP-OH;H-5-HYDROXY-TRP-OH;5-HYDROXY-L-TRP-OH;C5-HYDROXY-L-TRYPTOPHAN
CBNumber: CB6110024
Molecular Formula: C11H12N2O3
Formula Weight: 220.22
MOL File: 314062-44-7.mol

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5-hydroxy-l-tryptophan Property

Melting point:: 270 °C (dec.)(lit.)
Density: 0.902 g/mL at 25 °C(lit.)
refractive index: n20/D 1.4850(lit.)
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
InChIKey: LDCYZAJDBXYCGN-DJEYLCQNNA-N
SMILES: C12C=C(C=CC=1NC=C2C[C@H](N)C(=O)O)O |&1:10,r|
CAS DataBase Reference: 314062-44-7(CAS DataBase Reference)

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Safety

Hazard Codes: Xn
Risk Statements: 22
Safety Statements: 36
RIDADR: UN 2811 6.1/PG 3
WGK Germany: 3
RTECS: YN7110000
F: 3-10

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H301Toxic if swalloed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

American Custom Chemicals Corporation

Product number: CCH0000443
Product name: L-5-HYDROXYTRYPTOPHAN HYDRATE
Purity: 95.00%
Packaging: 250MG
Price: $567.93
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: CCH0000443
Product name: L-5-HYDROXYTRYPTOPHAN HYDRATE
Purity: 95.00%
Packaging: 1G
Price: $643.37
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: CCH0000443
Product name: L-5-HYDROXYTRYPTOPHAN HYDRATE
Purity: 95.00%
Packaging: 5G
Price: $889.68
Updated: 2021/12/16

Chemenu

Product number: CM192656
Product name: (S)-2-Amino-3-(5-hydroxy-1H-indol-3-yl)propanoicacidhydrate
Purity: 95%
Packaging: 100g
Price: $466
Updated: 2021/12/16

Crysdot

Product number: CD21008743
Product name: (S)-2-Amino-3-(5-hydroxy-1H-indol-3-yl)propanoicacidhydrate
Purity: 95+%
Packaging: 100g
Price: $493
Updated: 2021/12/16

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5-hydroxy-l-tryptophan Chemical Properties,Usage,Production

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].

History

5-hydroxy-l-tryptophan (5-HTP) has been used clinically for more than 30 yr. Sales and awareness of 5-HTP increased in 1989 after the Food and Drug Administration (FDA) banned its precursor, L-tryptophan, because of its association with eosinophilia-myalgia syndrome. Since then, 5-HTP has been marketed as a safe alternative to L-tryptophan.

Uses

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.

Side effects

Administration of 5-hydroxy-l-tryptophan in patients with major depression who received selective serotonin reuptake inhibitors like fluoxetine resulted in significantly increased levels of cortisol and prolactin in plasma compared with untreated depressed patients, suggesting that the adverse effect of 5-hydroxy-l-tryptophan was potentiated by fluoxetine. The main side effects of 5-hydroxy-l-tryptophan are dose-related, and sleepiness, fatigue, nausea, or vomiting are the most cited.

Metabolism

5-Hydroxy-l-tryptophan is a precursor for melatonin (N-acetyl-5-methoxytryptamine, a regulatory hormone of circadian rhythm) that is synthesized from serotonin via N-acetyl-serotonin. It is transported to various body tissues, including the brain, where it is transformed into serotonin. The absorption of 5-hydroxy-tryptophan and its decarboxylation to serotonin are processes of variable efficiencies (47%–84%). The serotonin is metabolized sequentially to its inactive metabolites, and it is excreted in the form of 5-hydroxyindoleacetic acid.

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.

5-hydroxy-l-tryptophan Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 5-hydroxy-l-tryptophan manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD

Product: 5-HTP 314062-44-7
Price: US $0.00/KG
Min. Order: 1KG
Purity: 98.0%
Supply Ability: 500kg/month
Release date: 2021-07-01

Shaanxi Xianhe Biotech Co., Ltd

Product: 5-htp 11 314062-44-7
Price: US $0.00/KG
Min. Order: 1KG
Purity: 0.99
Supply Ability: 1000KG
Release date: 2025-04-16

Jinan Jianfeng Chemical Co., Ltd

Product: 5-HYDROXY-L-TRYPTOPHAN 314062-44-7
Price: US $1.00/g
Min. Order: 1g
Purity: 99.9+%
Supply Ability: 20T
Release date: 2021-11-12

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314062-44-7

Tryptophans

Indoles

Tryptophan Derivatives

Unnatural Amino Acid Derivatives

Specialty Synthesis

Peptide Synthesis