(2S)-2-[(4-{[(2-amino-4-oxo-4,8-dihydropteridin-6-yl)(2H2)methyl]amino}phenyl)formamido]pentanedioic acid

• ChemBase ID: 169348
• Molecular Formular: C19H19N7O6
• Molecular Mass: 441.39746
• Monoisotopic Mass: 441.13968136
• SMILES: n1c(nc2c(c1=O)nc(c[nH]2)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)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)/t12-/m0/s1
• InChIKey: OVBPIULPVIDEAO-LBPRGKRZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(4-{[(2-amino-4-oxo-4,8-dihydropteridin-6-yl)(^2H₂)methyl]amino}phenyl)formamido]pentanedioic acid
• IUPAC Traditional name: (2S)-2-[(4-{[(2-amino-4-oxo-8H-pteridin-6-yl)(^2H₂)methyl]amino}phenyl)formamido]pentanedioic acid
• Synonyms: N-[4-[[(2-Amino-3,4-dihydro-4-oxo-6-pteridinyl)methyl]amino]benzoyl]-L-glutamic Acid-d2; Acifolic-d2; Aspol-d2; Cytofol-d2; Folacid-d2; Folacin-d2; Folbal-d2; Folcidin-d2; Foldine-d2; Folettes-d2; Foliamin-d2; Folicet-d2; Folipac-d2; Folovit-d2; Folsan-d2; Folsaure-d2; Folsav-d2; Folvite-d2; Incafolic-d2; Millafol-d2; Pteroyl-L-monoglutamic Acid-d2; Pteroylglutamic Acid-d2; Pteroylmonoglutamic Acid-d2; Vitamin Bc-d2; Vitamin Be-d2; Vitamin M-d2; NSC 3073-d2; Folic Acid-d2

Database IDs

• CAS Number: 69022-87-3
• PubChem SID: 162263480
• PubChem CID: 71316921

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: 40.525753 Å^3
• Polar Surface Area: 207.93 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Sodium Hydroxide/Water
• Apperance: Brownish Yellow Solid
• Melting Point: >200°C (dec.)

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - F680304

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)