2-[(4-{[(2-amino-4-oxo-4,8-dihydropteridin-6-yl)methyl]amino}phenyl)formamido](1,2,3,4,5-13C5)pentanedioic acid

• ChemBase ID: 169347
• Molecular Formular: C19H19N7O6
• Molecular Mass: 446.36073419
• Monoisotopic Mass: 446.15645555
• SMILES: n1c(nc2c(c1=O)nc(c[nH]2)CNc1ccc(cc1)C(=O)N[13CH]([13CH2][13CH2][13C](=O)O)[13C](=O)O)N
• Canonical SMILES: O[13C](=O)[13CH2][13CH2][13CH]([13C](=O)O)NC(=O)c1ccc(cc1)NCc1c[nH]c2c(n1)c(=O)nc(n2)N
• InChI: InChI=1S/C19H19N7O6/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/h1-4,8,12,21H,5-7H2,(H,24,29)(H,27,28)(H,31,32)(H3,20,22,25,26,30)/i5+1,6+1,12+1,13+1,18+1
• InChIKey: OVBPIULPVIDEAO-BCTWCYHZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(4-{[(2-amino-4-oxo-4,8-dihydropteridin-6-yl)methyl]amino}phenyl)formamido](1,2,3,4,5-^1^3C₅)pentanedioic acid
• IUPAC Traditional name: 2-[(4-{[(2-amino-4-oxo-8H-pteridin-6-yl)methyl]amino}phenyl)formamido](1,2,3,4,5-^1^3C₅)pentanedioic acid
• Synonyms: N-[4-[[(2-Amino-3,4-dihydro-4-oxo-6-pteridinyl)methyl]amino]benzoyl]-L-glutamic Acid-d2; Acifolic-13C5; Aspol-13C5; Cytofol-13C5; Folacid-13C5; Folacin-13C5; Folbal-13C5; Folcidin-13C5; Foldine-13C5; Folettes-13C5; Foliamin-13C5; Folicet-13C5; Folipac-13C5; Folovit-13C5; Folsan-13C5; Folsaure-13C5; Folsav-13C5; Folvite-13C5; Incafolic-13C5; Millafol-13C5; Pteroyl-L-monoglutamic Acid-13C5; Pteroylglutamic Acid-13C5; Pteroylmonoglutamic Acid-13C5; Vitamin Bc-13C5; Vitamin Be-13C5; Vitamin M-13C5; NSC 3073-13C5; Folic Acid-13C5

Database IDs

• CAS Number: 1207282-75-4
• PubChem SID: 162263479
• PubChem CID: 71316920

CALCULATED PROPERTIES

• Acid pKa: 3.3694384
• H Acceptors: 12
• H Donor: 6
• LogD (pH = 5.5): -4.801601
• LogD (pH = 7.4): -7.8068333
• Log P: -1.5432576
• Molar Refractivity: 110.7643 cm^3
• Polarizability: 40.525185 Å^3
• Polar Surface Area: 207.93 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - F680303

A vitamin needed to synthesize DNA, conduct DNA repair and methylate DNA, it also acts as a cofactor in biological reactions involving folate.

REFERENCES

• Xu, L., et al.: Mol. Pharm., 7, 1311 (2010)
• Everette, J., et al.: J. Agric. Food Chem., 58, 8139 (2010)
• Alshatwi, A., et al.: Food, Chem., Toxicol., 48, 1881 (2010)
• McKay, D., et al.: Nut. J., 9 (2010)