Folinic acid - Moligand™, ≥99% , CAS No.58-05-9

CAS: 58-05-9 Cat. No.: F413332 Peso molecular: 473.44 Número EC: 216-082-8,200-361-6,846-741-0

GRADE & PURITY Moligand™, ≥99%

Synonyms

AB00698500-09 | (2S)-2-(4-((2-amino-5-formyl-4-oxo-1,4,5,6,7,8-hexahydropteridin-6-yl)methylamino)benzamido)pentanedioic acid | 5-Formyl-5,6,7,8-tetrahydrofolic acid | N5-Formyltetrahydrofolic acid | SBI-0051427.P003 | AC-13429 | s5790 | CLEMASTINE FUMARA

Storage

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

Shipped In

Ice chest + Ice pads

Descripción general

Information

Folinic acid Folinic acid (Leucovorin) is a biological folic acid that increases the level of reduced folates in tissues, which promotes the inhibition of thymidylate synthase (TS) .

Targets

Thymidylate Synthase

Specifications

Sinónimos

AB00698500-09 | (2S)-2-(4-((2-amino-5-formyl-4-oxo-1, 4, 5, 6, 7, 8-hexahydropteridin-6-yl)methylamino)benzamido)pentanedioic acid | 5-Formyl-5, 6, 7, 8-tetrahydrofolic acid | N5-Formyltetrahydrofolic acid | SBI-0051427.P003 | AC-13429 | s5790 | CLEMASTINE FUMARA

Especificaciones y pureza

Moligand™, ≥99%

Mecanismos bioquímicos y fisiológicos

Folinic acid (Leucovorin) is a biological folic acid that increases the level of reduced folates in tissues, which promotes the inhibition of thymidylate synthase (TS).

Condiciones de almacenamiento de almacenamiento

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

Enviado en

Ice chest + Ice pads

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Grado

Moligand™

Pureza

≥99%

Propiedades del producto

• pKa: pKₐ: 0.99 (Predicted), pKₐ: 3.1, pKₐ: 2.8, pKₐ: 10.4, pKₐ: 9.74 (Predicted)
• Datos Ki: Dihydrofolate reductase: Ki= 2.37 μM (human); CEM: Ki= 0.74 μM (human)

Nombres e identificadores

• Sonrisas canónicas: C1C(N(C2=C(N1)N=C(NC2=O)N)C=O)CNC3=CC=C(C=C3)C(=O)NC(CCC(=O)O)C(=O)O
• IUPAC Name: (2S)-2-[[4-[(2-amino-5-formyl-4-oxo-3,6,7,8-tetrahydropteridin-6-yl)methylamino]benzoyl]amino]pentanedioic acid
• InChIKey: VVIAGPKUTFNRDU-ABLWVSNPSA-N
• INCHI: 1S/C20H23N7O7/c21-20-25-16-15(18(32)26-20)27(9-28)12(8-23-16)7-22-11-3-1-10(2-4-11)17(31)24-13(19(33)34)5-6-14(29)30/h1-4,9,12-13,22H,5-8H2,(H,24,31)(H,29,30)(H,33,34)(H4,21,23,25,26,32)/t12?,13-/m0/s1
• Isómeros SMILES: C1C(N(C2=C(N1)N=C(NC2=O)N)C=O)CNC3=CC=C(C=C3)C(=O)N[C@@H](CCC(=O)O)C(=O)O
• CAS alternativo: 58-05-9,1492-18-8,41927-89-3,6035-45-6 (calcium (1:1) salt,penta-hydrate)
• Términos de entrada MeSH: 5 Formyltetrahydrofolate;5 Formyltetrahydropteroylglutamate;5-Formyltetrahydrofolate;5-Formyltetrahydropteroylglutamate;Acid, Folinic;Calcium Folinate;Calcium Leucovorin;Citrovorum Factor;Factor, Citrovorum;Folinate, Calcium;Folinic Acid;Folinic Acid SF;F
• Peso molecular: 473.44
• Reaxy-Rn: 5324589
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=5324589&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Clase Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Alpha amino acids and derivatives
            • Level7 Glutamic acid and derivatives

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Clase: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Amino acids and derivatives - Alpha amino acids and derivatives
• Direct Parent: Glutamic acid and derivatives
• Alternative Parents: N-acyl-alpha amino acids Hippuric acids Pterins and derivatives Aminobenzamides Phenylalkylamines Aniline and substituted anilines Benzoyl derivatives Secondary alkylarylamines Hydroxypyrimidines Dicarboxylic acids and derivatives Tertiary carboxylic acid amides Heteroaromatic compounds Secondary carboxylic acid amides Amino acids Carboxylic acids Azacyclic compounds Carbonyl compounds Hydrocarbon derivatives Organic oxides Organopnictogen compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Glutamic acid or derivatives - Hippuric acid or derivatives - Hippuric acid - N-acyl-alpha-amino acid - N-acyl-alpha amino acid or derivatives - Pterin - Aminobenzamide - Aminobenzoic acid or derivatives - Pteridine - Benzamide - Benzoic acid or derivatives - Benzoyl - Phenylalkylamine - Aniline or substituted anilines - Secondary aliphatic/aromatic amine - Hydroxypyrimidine - Benzenoid - Pyrimidine - Monocyclic benzene moiety - Dicarboxylic acid or derivatives - Tertiary carboxylic acid amide - Heteroaromatic compound - Secondary carboxylic acid amide - Carboxamide group - Amino acid - Organoheterocyclic compound - Secondary amine - Azacycle - Carboxylic acid - Organic oxygen compound - Carbonyl group - Amine - Organic oxide - Organic nitrogen compound - Organopnictogen compound - Organooxygen compound - Organonitrogen compound - Hydrocarbon derivative - Aromatic heteropolycyclic compound
• Descripción: This compound belongs to the class of organic compounds known as glutamic acid and derivatives. These are compounds containing glutamic acid or a derivative thereof resulting from reaction of glutamic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
• External Descriptors: formyltetrahydrofolic acid

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

Propiedades químicas y físicas

• Solubilidad: Solubility (25°C) In vitro DMSO: 95 mg/mL (200.65 mM); Water: Insoluble; Ethanol: Insoluble
• Sensibilidad: Light sensitive
• Índice de refracción: n20D1.75 (Predicted)
• Rotación específica [α]: α25/D +16.76°, c = 3.5 in 5% sodium carbonate; α21/D +14.9°, c = 1 in water; α20/D -15.1° , c = 1.82; α 20/D +14.26°
• Punto de fusión (°C): 240-250° C
• Peso molecular: 473.400 g/mol
• XLogP3: -1.200
• Hydrogen Bond Donor Count: 7
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 9
• Exact Mass: 473.166 Da
• Monoisotopic Mass: 473.166 Da
• Topological Polar Surface Area: 216.000 Ų
• Heavy Atom Count: 34
• Formal Charge: 0
• Complexity: 911.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• 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

Referencias

1. Nan Jiang, Xuanwei Ding, Yuan Lu.  (2020)  Development of a robust Escherichia coli-based cell-free protein synthesis application platform.  BIOCHEMICAL ENGINEERING JOURNAL,      [PMID:33100890] [10.1016/j.bej.2020.107830]

2. Lekang Liu, Mingbo Shao, Luoyuan Guo, Wenjun Wang, Xiuwen Zheng, Xiaolei Jiang.  (2025)  Cu-Doped MnO2 Nanoparticles Loaded with Docetaxel Synergistically Enhance Chemodynamic Therapy through Ferroptosis and Cuproptosis.  ACS Applied Nano Materials,      [PMID:] [10.1021/acsanm.4c06487]

3. Zhou Yang, Lingling Dai, Fangfei Liu, Kun Jia, Zhiyuan Ren, Yanmei Yang, Qingmeng Zhang, Weifeng Li, Ming Chen.  (2025)  Thermostable CNTs@Au NPs nanocomposites for high-temperature assisted SERS molecular fingerprinting of two natural folates.  ANALYTICA CHIMICA ACTA,      [PMID:41135988] [10.1016/j.aca.2025.344678]