(2S)-2-{[4-({[2-amino-4-oxo-1,4,5,6,7,8-hexahydro(6,7-2H2)pteridin-6-yl](2H2)methyl}amino)phenyl]formamido}pentanedioic acid

• ChemBase ID: 178345
• Molecular Formular: C19H23N7O6
• Molecular Mass: 445.42922
• Monoisotopic Mass: 445.17098149
• SMILES: n1c([nH]c2c(c1=O)NC(CN2)CNc1ccc(cc1)C(=O)N[C@@H](CCC(=O)O)C(=O)O)N
• Canonical SMILES: OC(=O)CC[C@@H](C(=O)O)NC(=O)c1ccc(cc1)NCC1CNc2c(N1)c(=O)nc([nH]2)N
• InChI: InChI=1S/C19H23N7O6/c20-19-25-15-14(17(30)26-19)23-11(8-22-15)7-21-10-3-1-9(2-4-10)16(29)24-12(18(31)32)5-6-13(27)28/h1-4,11-12,21,23H,5-8H2,(H,24,29)(H,27,28)(H,31,32)(H4,20,22,25,26,30)/t11?,12-/m0/s1
• InChIKey: MSTNYGQPCMXVAQ-KIYNQFGBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[4-({[2-amino-4-oxo-1,4,5,6,7,8-hexahydro(6,7-^2H₂)pteridin-6-yl](^2H₂)methyl}amino)phenyl]formamido}pentanedioic acid
• IUPAC Traditional name: (2S)-2-{[4-({[2-amino-4-oxo-1,5,7,8-tetrahydro(6,7-^2H₂)pteridin-6-yl](^2H₂)methyl}amino)phenyl]formamido}pentanedioic acid
• Synonyms: L-Tetrahydrofolic Acid-d4 (Major)Synthesized on receipt of order. 95% minimum purity when shipped.; N-[4-[[(2-Amino-3,4,5,6,7,8-hexahydro-4-oxo-6-pteridinyl)methyl]amino]benzoyl]-L-glutamic Acid-d4; (-)-L-5,6,7,8-Tetrahydrofolic Acid-d4; THFA-d4; Tetrahydropteroylglutamic Acid-d4

Database IDs

• PubChem SID: 164234255
• PubChem CID: 71752453

CALCULATED PROPERTIES

• Acid pKa: 3.4210246
• H Acceptors: 12
• H Donor: 8
• LogD (pH = 5.5): -5.826242
• LogD (pH = 7.4): -8.4603615
• Log P: -2.6668603
• Molar Refractivity: 121.3866 cm^3
• Polarizability: 41.339073 Å^3
• Polar Surface Area: 207.27 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Sodium Hydroxide/Water;
• Apperance: Light Tan to Pale Yellow Solid
• Melting Point: >200°C (dec.)

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - T293517

A folic acid derivative and coenzyme involved in the metabolism of amino and nucleic acids.

REFERENCES

• Prinz-Langenohl, R., et al.: Brit. J. Pharmacol., 158, 2014 (2009)
• Martin, H., et al.: Anal. Biochem., 402, 137 (2009)
• Dasarathy, J., et al.: Am. J. Clin. Nut., 91, 357 (2009)
• Karas-Kuzelicki, N., et al.: Clin. Biochem., 43, 37 (2009)