D-Kynurenine - Moligand™, ≥98% , Agonist of HCA 3 receptor, CAS No.13441-51-5, Agonist of HCA 3 receptor

CAS: 13441-51-5 Cat. No.: S138168 Molecular Weight: 208.21

GRADE & PURITY Moligand™, ≥98%

Synonyms

KYNURENINE, (R)- | MFCD00133224 | CHEBI:86262 | D-2-Amino-4-[2-aminophenyl]-4-oxobutanoic acid | D-Kynurenine, free base | F19570 | NCGC00017339-01 | K-8980 | Kynurenine, D- | Benzenebutanoic acid, alpha,2-diamino-gamma-oxo-, (R)- | DTXSID50360767 | (R)-2

Storage

Room temperature

Shipped In

Normal

Specifications

Synonyms

KYNURENINE, (R)- | MFCD00133224 | CHEBI:86262 | D-2-Amino-4-[2-aminophenyl]-4-oxobutanoic acid | D-Kynurenine, free base | F19570 | NCGC00017339-01 | K-8980 | Kynurenine, D- | Benzenebutanoic acid, alpha, 2-diamino-gamma-oxo-, (R)- | DTXSID50360767 | (R)-2

Specifications & Purity

Moligand™, ≥98%

Biochemical and Physiological Mechanisms

D-Kynurenine may be used along with L-kynurenine to assess the specificity and kinetics of kynurenine metabolizing enzymes. D-Kynurenine is used to study the selectivity and activity of the G protein-coupled receptor, GPR109B. D-Kynurenine is used as a su

Storage

Room temperature

Shipped In

Normal

Grade

Moligand™

Action Type

AGONIST

Mechanism of action

Agonist of HCA 3 receptor

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 488191727
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488191727
• Canonical Smiles: C1=CC=C(C(=C1)C(=O)CC(C(=O)O)N)N
• IUPAC Name: (2R)-2-amino-4-(2-aminophenyl)-4-oxobutanoic acid
• InChIKey: YGPSJZOEDVAXAB-MRVPVSSYSA-N
• INCHI: 1S/C10H12N2O3/c11-7-4-2-1-3-6(7)9(13)5-8(12)10(14)15/h1-4,8H,5,11-12H2,(H,14,15)/t8-/m1/s1
• Isomeric SMILES: C1=CC=C(C(=C1)C(=O)C[C@H](C(=O)O)N)N
• Molecular Weight: 208.21
• Reaxy-Rn: 2697333
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2697333&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Class Organooxygen compounds
      • Subclass Carbonyl compounds
        • Level5 Ketones
          • Level6 Aryl ketones
            • Level7 Phenylketones
              • Level8 Alkyl-phenylketones

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Class: Organooxygen compounds
• Subclass: Carbonyl compounds
• Intermediate Tree Nodes: Ketones - Aryl ketones - Phenylketones
• Direct Parent: Alkyl-phenylketones
• Alternative Parents: Butyrophenones D-alpha-amino acids Gamma-keto acids and derivatives Benzoyl derivatives Aryl alkyl ketones Aniline and substituted anilines Beta-amino ketones Vinylogous amides Amino acids Monocarboxylic acids and derivatives Carboxylic acids Organopnictogen compounds Organic oxides Monoalkylamines Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Alkyl-phenylketone - Butyrophenone - Alpha-amino acid - Alpha-amino acid or derivatives - D-alpha-amino acid - Benzoyl - Gamma-keto acid - Aniline or substituted anilines - Aryl alkyl ketone - Monocyclic benzene moiety - Beta-aminoketone - Keto acid - Benzenoid - Vinylogous amide - Amino acid - Amino acid or derivatives - Monocarboxylic acid or derivatives - Carboxylic acid - Carboxylic acid derivative - Primary aliphatic amine - Amine - Hydrocarbon derivative - Organopnictogen compound - Organic oxide - Organic nitrogen compound - Organonitrogen compound - Primary amine - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.
• External Descriptors: D-alpha-amino acid - kynurenine

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)

HCAR3 Tchem Hydroxycarboxylic acid receptor 3 (1 Activities)

Discover Target: HCAR3

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

RGS4 Tchem Regulator of G-protein signaling 4 (13867 Activities)

Discover Target: RGS4

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

Associated Targets(non-human)

GCN5 Histone acetyltransferase GCN5 (89 Activities)

Discover Target: GCN5

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

Mechanisms of Action

Chemical and Physical Properties

• Molecular Weight: 208.210 g/mol
• XLogP3: -2.200
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 208.085 Da
• Monoisotopic Mass: 208.085 Da
• Topological Polar Surface Area: 106.000 Ų
• Heavy Atom Count: 15
• Formal Charge: 0
• Complexity: 255.000
• 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

References

1. Mengna Wang, Yuhong Liu, Yanshi Li, Tao Lu, Min Wang, Zhaobo Cheng, Lin Chen, Tongling Wen, Min Pan, Guohua Hu.  (2024)  Tumor Microenvironment-Responsive Nanoparticles Enhance IDO1 Blockade Immunotherapy by Remodeling Metabolic Immunosuppression.  Advanced Science,      [PMID:39661740] [10.1002/advs.202405845]

2. Jingqi Dong, Jialin Hu, Liqiang Liu, Aihua Qu, Hua Kuang, Chuanlai Xu.  (2025)  Colloidal gold immunochromatographic strips for the detection of kynurenine in clinical samples.  Journal of Materials Chemistry B,      [PMID:40297963] [10.1039/D5TB00188A]

3. Chi Yan, Xingyu Chen, Wenqing Gao, Chunlan Tang, Liwen Du, Chengyi Xie, Feng Xu, Keqi Tang, Jiancheng Yu.  (2025)  Chiral Derivatization Enables High-Resolution Ion Mobility Spectrometry of 30 Amino Acid Enantiomers.  ANALYTICAL CHEMISTRY,      [PMID:41451537] [10.1021/acs.analchem.5c06382]