5-Hydroxy-L-tryptophan (L-5-HTP) - Moligand™, ≥99% , Inhibitor of Proton-coupled Amino acid Transporter 1;Inhibitor of Proton-coupled Amino acid Transporter 2, CAS No.4350-09-8, Inhibitor of Proton-coupled Amino acid Transporter 1;Inhibitor of Proton-coupled Amino acid Transporter 2

CAS: 4350-09-8 Cat. No.: H111084 Formule: C₁₁H₁₂N₂O₃ Poids moléculaire: 220.22 Beilstein Registry Number: 88200 Numéro CE: 224-411-1

GRADE & PURITY Moligand™, ≥99%

Synonyms

(2S)-2-amino-3-(5-hydroxyindol-3-yl)propanoic acid | bmse000457 | NCGC00091062-03 | NCGC00091062-04 | Oxitriptanum [INN-Latin] | 5-Hydroxy-L-tryptophan, powder | CHEBI:17780 | DB02959 | 5HTP | Cincofarm | n-(tert-butoxycarbonyl)-3-piperidinone | Tox21_111

Storage

Store at 2-8°C,Protected from light

Shipped In

Wet ice

Vue d’ensemble

5-Hydroxy-L-tryptophan has been used:

· to inject experimental mice for serotonin detection

· as a precursor of 5-hydroxytryptamine and injected in pregnant mice and neonatal rats for vital neutral red staining of lung slices

· as a standard in citrate-acetate buffer for its use in high performance liquid chromatography (HPLC) analysis

Specifications

Synonymes

(2S)-2-amino-3-(5-hydroxyindol-3-yl)propanoic acid | bmse000457 | NCGC00091062-03 | NCGC00091062-04 | Oxitriptanum [INN-Latin] | 5-Hydroxy-L-tryptophan, powder | CHEBI:17780 | DB02959 | 5HTP | Cincofarm | n-(tert-butoxycarbonyl)-3-piperidinone | Tox21_111

Spécifications et pureté

Moligand™, ≥99%

Mécanismes biochimiques et physiologiques

Hydroxylation of L-tryptophan occurs in the brain during serotonin synthesis. This is a step that controls the production of serotonin and also yields 5-hydroxy-l-tryptophan (5-HTP) as a metabolite. Thus, consumption 5-HTP, increases the serotonin level,

Conditions de stockage de stockage

Store at 2-8°C,Protected from light

Expédié en

Wet ice

Ce produit nécessite l'expédition en chaîne froide. Les services terrestres et autres services économiques ne sont pas disponibles.

Grade

Moligand™

Type d'action

INHIBITOR

Mécanisme d'action

Inhibitor of Proton-coupled Amino acid Transporter 1;Inhibitor of Proton-coupled Amino acid Transporter 2

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Toxic, refer to SDS for further information. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Pureté

≥99%

Noms et identifiants

Pubchem Sid

488189742

Pubchem Sid Url

https://pubchem.ncbi.nlm.nih.gov/substance/488189742

Sourires canoniques

C1=CC2=C(C=C1O)C(=CN2)CC(C(=O)O)N

IUPAC Name

(2S)-2-amino-3-(5-hydroxy-1H-indol-3-yl)propanoic acid

InChIKey

LDCYZAJDBXYCGN-VIFPVBQESA-N

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-/m0/s1

Isomères SMILES

C1=CC2=C(C=C1O)C(=CN2)C[C@@H](C(=O)O)N

WGK Allemagne

3

RTECS

YN7110000

CAS alternatif

314062-44-7

Numéro ONU

2811

Groupe d'emballage

I

Poids moléculaire

220.22

Beilstein

88200

Reaxy-Rn

88199

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=88199&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Classe Indoles and derivatives
      • Subclass Tryptamines and derivatives

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Classe: Indoles and derivatives
• Subclass: Tryptamines and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Serotonins
• Alternative Parents: Indolyl carboxylic acids and derivatives 3-alkylindoles L-alpha-amino acids Hydroxyindoles 1-hydroxy-2-unsubstituted benzenoids Aralkylamines Substituted pyrroles Heteroaromatic compounds Amino acids Monocarboxylic acids and derivatives Carboxylic acids Azacyclic compounds Carbonyl compounds Hydrocarbon derivatives Monoalkylamines Organic oxides Organopnictogen compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Serotonin - Indolyl carboxylic acid derivative - Alpha-amino acid - Alpha-amino acid or derivatives - 3-alkylindole - L-alpha-amino acid - Hydroxyindole - Indole - Aralkylamine - 1-hydroxy-2-unsubstituted benzenoid - Benzenoid - Substituted pyrrole - Heteroaromatic compound - Pyrrole - Amino acid - Amino acid or derivatives - Azacycle - Carboxylic acid derivative - Carboxylic acid - Monocarboxylic acid or derivatives - Hydrocarbon derivative - Organonitrogen compound - Primary aliphatic amine - Organic oxygen compound - Organic nitrogen compound - Organooxygen compound - Primary amine - Carbonyl group - Organopnictogen compound - Amine - Organic oxide - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as serotonins. These are compounds containing a serotonin moiety, which consists of an indole that bears an aminoethyl a position 2 and a hydroxyl group at position 5.
• External Descriptors: non-proteinogenic L-alpha-amino acid - 5-hydroxytryptophan - hydroxy-L-tryptophan

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

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SLC36A2 Tchem Proton-coupled amino acid transporter 2 (1 Activities)

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SLC36A1 Tchem Proton-coupled amino acid transporter 1 (1 Activities)

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F2 Tclin Thrombin (11687 Activities)

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ESR1 Tclin Estrogen receptor alpha (17718 Activities)

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NR3C1 Tclin Glucocorticoid receptor (14987 Activities)

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PGR Tclin Progesterone receptor (8562 Activities)

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CHRM2 Tclin Muscarinic acetylcholine receptor M2 (10671 Activities)

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HTR1A Tclin Serotonin 1a (5-HT1a) receptor (14969 Activities)

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ADRA2A Tclin Alpha-2a adrenergic receptor (9450 Activities)

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AR Tclin Androgen Receptor (11781 Activities)

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CHRM1 Tclin Muscarinic acetylcholine receptor M1 (12690 Activities)

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TSHR Tclin Thyroid stimulating hormone receptor (29986 Activities)

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MAOA Tclin Monoamine oxidase A (11911 Activities)

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DRD1 Tclin Dopamine D1 receptor (9720 Activities)

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ACHE Tclin Acetylcholinesterase (18204 Activities)

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PTGS1 Tclin Cyclooxygenase-1 (9233 Activities)

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SLC6A2 Tclin Norepinephrine transporter (10102 Activities)

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HTR2A Tclin Serotonin 2a (5-HT2a) receptor (14758 Activities)

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HTR2C Tclin Serotonin 2c (5-HT2c) receptor (11471 Activities)

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SLC6A4 Tclin Serotonin transporter (12625 Activities)

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ADRA1A Tclin Alpha-1a adrenergic receptor (8359 Activities)

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OPRM1 Tclin Mu opioid receptor (19785 Activities)

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DRD3 Tclin Dopamine D3 receptor (14368 Activities)

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SLC6A3 Tclin Dopamine transporter (10535 Activities)

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KCNH2 Tclin HERG (29587 Activities)

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TBXA2R Tclin Thromboxane A2 receptor (5717 Activities)

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PDE4A Tclin Phosphodiesterase 4A (1943 Activities)

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HRH3 Tclin Histamine H3 receptor (10389 Activities)

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AHR Tclin Aryl hydrocarbon receptor (1071 Activities)

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KDR Tclin Vascular endothelial growth factor receptor 2 (20924 Activities)

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MTOR Tclin Serine/threonine-protein kinase mTOR (13850 Activities)

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NFKB1 Tclin Nuclear factor NF-kappa-B p105 subunit (1459 Activities)

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CYP3A4 Tclin Cytochrome P450 3A4 (53859 Activities)

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HEK293 (82097 Activities)

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KDM4A Tchem Lysine-specific demethylase 4A (52245 Activities)

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EHMT2 Tchem Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 (93046 Activities)

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PMP22 Tbio Peripheral myelin protein 22 (699 Activities)

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pfk 6-phospho-1-fructokinase (7870 Activities)

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Rorc Nuclear receptor ROR-gamma (89407 Activities)

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Htr3a Serotonin 3 (5-HT3) receptor (1834 Activities)

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Slc1a5 Amino acid transporter (271 Activities)

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SARS-CoV-2 (38078 Activities)

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Mécanismes d'action

Propriétés chimiques et physiques

• Solubilité: insoluble in EtOH; ≥10.42 mg/mL in H2O; ≥51.9 mg/mL in DMSO
• Sensibilité: Light sensitive
• Indice de réfraction: 1.4850
• Rotation spécifique [α]: -33 ° (C=1, H2O)
• Point de fusion (°C): 270°C
• Poids moléculaire: 220.220 g/mol
• XLogP3: -1.200
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 220.085 Da
• Monoisotopic Mass: 220.085 Da
• Topological Polar Surface Area: 99.300 Ų
• Heavy Atom Count: 16
• Formal Charge: 0
• Complexity: 272.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

Foire aux questions

What is the purity of this product?

This product is supplied at ≥99% purity (chemical assay). Lot-specific values are stated on the Certificate of Analysis.

What is Moligand??

Moligand? is one of Aladdin Scientific's premium product lines, formulated for high-purity applications across multiple workflows. Compared to standard grades in the same workflow, Moligand? products typically offer tighter specifications, more rigorous QC, and stronger lot-to-lot consistency.

How should this product be stored?

Store at 2–8 °C, protected from light. The material is light-sensitive — keep it in its original opaque or amber container.

How is this product shipped?

This product ships chilled on wet ice. Unpack on arrival and transfer it to the storage condition stated above.

What are the CAS number, molecular formula and molecular weight?

The CAS Number is 4350-09-8, the molecular formula is C11H12N2O3, and the molecular weight is 220.22 g/mol. InChIKey LDCYZAJDBXYCGN-VIFPVBQESA-N.

What documentation is provided?

Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.