SPRi 3 - Moligand™, ≥98%(HPLC) , Inhibitor of sepiapterin reductase, CAS No.1292285-54-1, Inhibitor of sepiapterin reductase

CAS: 1292285-54-1 Cat. No.: S287577 Molecular Weight: 262.30 PubChem CID: 52911386

GRADE & PURITY Moligand™, ≥98%(HPLC)

Synonyms

SPR inhibitor 3;SPRi3

Storage

Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Overview

SPR inhibitor 3 (SPRi3) is a potent sepiapterin reductase (SPR) inhibitor. SPR inhibitor 3 (SPRi3) displays high binding affinity to human SPR in a cell-free assay (IC50=74 nM) and efficiently reduces biopterin levels in a cell-based assay (IC50=5.2 μM). SPR inhibitor 3 (SPRi3) reduces neuropathic and inflammatory pain through a reduction of BH4 levels.

Specifications

Synonyms

SPR inhibitor 3;SPRi3

Specifications & Purity

Moligand™, ≥98%(HPLC)

Biochemical and Physiological Mechanisms

Potent sepiapterin reductase (SPR) inhibitor (IC50= 53 - 74 nM for human SPR). Inhibits BH4 synthesis pathway and attenuates proliferation in naive CD4+T cells. Suppresses proliferation of human effector CD4+T cells following stimulation. Reduces SPR acti

Storage

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 sepiapterin reductase

Purity

≥98%(HPLC)

Names and Identifiers

• Canonical Smiles: CC1=C(C2=C(N1)C=CC(=C2)O)CCNC(=O)COC
• IUPAC Name: N-[2-(5-hydroxy-2-methyl-1H-indol-3-yl)ethyl]-2-methoxyacetamide
• InChIKey: YBXBWBBVLXZQBJ-UHFFFAOYSA-N
• INCHI: 1S/C14H18N2O3/c1-9-11(5-6-15-14(18)8-19-2)12-7-10(17)3-4-13(12)16-9/h3-4,7,16-17H,5-6,8H2,1-2H3,(H,15,18)
• Isomeric SMILES: CC1=C(C2=C(N1)C=CC(=C2)O)CCNC(=O)COC
• PubChem CID: 52911386
• Molecular Weight: 262.30

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Indoles and derivatives
      • Subclass Tryptamines and derivatives
        • Level5 Serotonins
          • Level6 N-acylserotonins

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Indoles and derivatives
• Subclass: Tryptamines and derivatives
• Intermediate Tree Nodes: Serotonins
• Direct Parent: N-acylserotonins
• Alternative Parents: Hydroxyindoles 3-alkylindoles 1-hydroxy-2-unsubstituted benzenoids Substituted pyrroles Heteroaromatic compounds Secondary carboxylic acid amides Dialkyl ethers Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: N-acylserotonin - 3-alkylindole - Hydroxyindole - Indole - Phenol - 1-hydroxy-2-unsubstituted benzenoid - Benzenoid - Substituted pyrrole - Pyrrole - Heteroaromatic compound - Carboxamide group - Secondary carboxylic acid amide - Carboxylic acid derivative - Dialkyl ether - Ether - Azacycle - Organooxygen compound - Organonitrogen compound - Organic oxide - Carbonyl group - Organic oxygen compound - Hydrocarbon derivative - Organopnictogen compound - Organic nitrogen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as n-acylserotonins. These are aromatic heterocyclic compounds containing a serotonin, in which the amine group is acylated.
• 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)

SPR Tchem Sepiapterin reductase (4 Activities)

Discover Target: SPR

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Solvent:DMSO, Max Conc. mg/mL: 26.23, Max Conc. mM: 100; Solvent:ethanol, Max Conc. mg/mL: 26.23, Max Conc. mM: 100
• Molecular Weight: 262.300 g/mol
• XLogP3: 1.600
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 262.132 Da
• Monoisotopic Mass: 262.132 Da
• Topological Polar Surface Area: 74.400 Ų
• Heavy Atom Count: 19
• Formal Charge: 0
• Complexity: 311.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• 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