6-Fluoro-DL-tryptophan - Moligand™, ≥98% , Inhibitor of L-Tryptophan hydroxylase 1;Inhibitor of L-Tryptophan hydroxylase 2, CAS No.7730-20-3, Inhibitor of L-Tryptophan hydroxylase 1;Inhibitor of L-Tryptophan hydroxylase 2

CAS: 7730-20-3 Cat. No.: F343329 Molecular Weight: 222.22 Beilstein Registry Number: 482552 EC Number: 231-788-6

GRADE & PURITY Moligand™, ≥98%

Synonyms

(+/-)-6-FLUOROTRYPTOPHAN | dl-6-Fluorotryptophan | F-6880 | YMEXGEAJNZRQEH-UHFFFAOYSA-N | CHEBI:182183 | NSC9364 | NSC-9364 | PS-6938 | CCG-235467 | SR-01000003311-1 | 2-amino-3-(6-luoro-1H-indol-3-yl)propanoic acid | Z1332305266 | 6-Fluorotryptophan, DL-

Storage

Protected from light,Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Overview

6-Fluoro-DL-tryptophan (6-F-TRP) is a serotonin (5-HT) synthesis inhibitor, is metabolized in the brain and may be useful for tracing neuronal serotoninergic pools. 6-F-TRP is used as a competitive inhibitor of tryptophan binding to albumin and passage through the blood brain barrier.

Specifications

Synonyms

(+/-)-6-FLUOROTRYPTOPHAN | dl-6-Fluorotryptophan | F-6880 | YMEXGEAJNZRQEH-UHFFFAOYSA-N | CHEBI:182183 | NSC9364 | NSC-9364 | PS-6938 | CCG-235467 | SR-01000003311-1 | 2-amino-3-(6-luoro-1H-indol-3-yl)propanoic acid | Z1332305266 | 6-Fluorotryptophan, DL-

Specifications & Purity

Moligand™, ≥98%

Storage

Protected from light, Store at -20°C, Argon charged

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Action Type

INHIBITOR

Mechanism of action

Inhibitor of L-Tryptophan hydroxylase 1;Inhibitor of L-Tryptophan hydroxylase 2

Purity

≥98%

Product Properties

• pKa: pKa: 2.22 (Predicted), pKa: 9.6 (Predicted)

Names and Identifiers

• Canonical Smiles: C1=CC2=C(C=C1F)NC=C2CC(C(=O)O)N
• IUPAC Name: 2-amino-3-(6-fluoro-1H-indol-3-yl)propanoic acid
• InChIKey: YMEXGEAJNZRQEH-UHFFFAOYSA-N
• INCHI: 1S/C11H11FN2O2/c12-7-1-2-8-6(3-9(13)11(15)16)5-14-10(8)4-7/h1-2,4-5,9,14H,3,13H2,(H,15,16)
• Isomeric SMILES: C1=CC2=C(C=C1F)NC=C2CC(C(=O)O)N
• WGK Germany: 3
• RTECS: YN6850000
• Molecular Weight: 222.22
• Beilstein: 482552
• Reaxy-Rn: 6483115
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=6483115&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Indoles and derivatives
      • Subclass Indolyl carboxylic acids and derivatives

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Indoles and derivatives
• Subclass: Indolyl carboxylic acids and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Indolyl carboxylic acids and derivatives
• Alternative Parents: 3-alkylindoles Alpha amino acids Aralkylamines Substituted pyrroles Aryl fluorides Benzenoids Heteroaromatic compounds Amino acids Monocarboxylic acids and derivatives Azacyclic compounds Carboxylic acids Organofluorides Monoalkylamines Organopnictogen compounds Hydrocarbon derivatives Carbonyl compounds Organic oxides
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Indolyl carboxylic acid derivative - Alpha-amino acid - Alpha-amino acid or derivatives - 3-alkylindole - Indole - Aralkylamine - Aryl fluoride - Aryl halide - Benzenoid - Substituted pyrrole - Heteroaromatic compound - Pyrrole - Amino acid or derivatives - Amino acid - Carboxylic acid derivative - Carboxylic acid - Azacycle - Monocarboxylic acid or derivatives - Organopnictogen compound - Primary aliphatic amine - Primary amine - Amine - Organic oxygen compound - Organic nitrogen compound - Carbonyl group - Hydrocarbon derivative - Organic oxide - Organohalogen compound - Organofluoride - Organonitrogen compound - Organooxygen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as indolyl carboxylic acids and derivatives. These are compounds containing a carboxylic acid chain (of at least 2 carbon atoms) linked to an indole ring.
• External Descriptors: Not available

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

Associated Targets(Human)

TPH1 Tclin Tryptophan 5-hydroxylase 1 (0 Activities)

Discover Target: TPH1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

TPH2 Tchem Tryptophan 5-hydroxylase 2 (0 Activities)

Discover Target: TPH2

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

Associated Targets(non-human)

Amphibalanus improvisus (34 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ftmPT1 Brevianamide F prenyltransferase (40 Activities)

Discover Target: ftmPT1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in water (partly), and 0.5 M hydrochloric acid (50 mg/ml).
• Sensitivity: Moisture sensitive；Air sensitive；Light sensitive
• Refractive Index: n20D1.67 (Predicted)
• Specific Rotation[α]: α25/D 0°, c = 1 in 1M hydrochloric acid
• Boil Point(°C): ~450.7° C at 760 mmHg (Predicted)
• Melt Point(°C): 280-285° C (lit.)(dec.)
• Molecular Weight: 222.220 g/mol
• XLogP3: -0.800
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 222.08 Da
• Monoisotopic Mass: 222.08 Da
• Topological Polar Surface Area: 79.100 Ų
• Heavy Atom Count: 16
• Formal Charge: 0
• Complexity: 275.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 1
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1