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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
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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5-hydroxy-l-tryptophan Suppliers

Xunteng International Trading Co.,Limited
Tel
Country
China Hong Kong
ProdList
878
Advantage
55
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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
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
BINBO BIOLOGICAL CO.,LTD
Product
5-hydroxy-l-tryptophan 314062-44-7
Price
US $0.00/kg
Min. Order
1kg
Purity
>98%
Supply Ability
1000 kg
Release date
2024-04-10

314062-44-7, 5-hydroxy-l-tryptophanRelated Search:


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  • C5-HYDROXY-L-TRYPTOPHAN
  • H-TRP(5-OH)-OH
  • H-5-HYDROXY-TRP-OH
  • L-2-AMINO-3-(5-HYDROXYINDOLYL)PROPIONIC ACID
  • L-5-HTP
  • L-5-HYDROXYTRYPTOPHAN HYDRATE
  • 2-AMINO-3-(5-HYDROXY-1H-INDOL-3-YL)PROPIONIC ACID
  • L-HTP-OH
  • -2-Amino-3-(5-hydroxy-1H-indol-3-yl)
  • Griffonia Seed Extract(5-HTP)
  • (2S)-2-amino-3-(5-hydroxy-1H-indol-3-yl)propanoicacid,hydrate
  • 5-HYDROXY-L-TRYPTOPHAN USP/EP/BP
  • L-5HTP(5-HYDROXY-L-TRYPTOPHAN)
  • 5-HYDROXY-L-TRYPTOPHAN
  • 5-htp 11
  • 314062-44-7
  • Tryptophans
  • Indoles
  • Tryptophan Derivatives
  • Unnatural Amino Acid Derivatives
  • Specialty Synthesis
  • Peptide Synthesis