(2S)-2-{[4-amino(2H4)phenyl]formamido}pentanedioic acid

• ChemBase ID: 159826
• Molecular Formular: C12H14N2O5
• Molecular Mass: 266.24996
• Monoisotopic Mass: 266.09027156
• SMILES: c1c(ccc(c1)C(=O)N[C@@H](CCC(=O)O)C(=O)O)N
• Canonical SMILES: O=C(c1ccc(cc1)N)N[C@H](C(=O)O)CCC(=O)O
• InChI: InChI=1S/C12H14N2O5/c13-8-3-1-7(2-4-8)11(17)14-9(12(18)19)5-6-10(15)16/h1-4,9H,5-6,13H2,(H,14,17)(H,15,16)(H,18,19)/t9-/m0/s1
• InChIKey: GADGMZDHLQLZRI-VIFPVBQESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[4-amino(^2H₄)phenyl]formamido}pentanedioic acid
• IUPAC Traditional name: (2S)-2-{[4-amino(^2H₄)phenyl]formamido}pentanedioic acid
• Synonyms: N-(p-Aminobenzoyl-d4)glutamic Acid; N-(p-Aminobenzoyl-d4)-L(+)-glutamic Acid; NSC 71042-d4; N-(4-Aminobenzoyl-d4)-L-glutamic Acid

Database IDs

• CAS Number: 461426-34-6
• PubChem SID: 162253961
• PubChem CID: 71313152

CALCULATED PROPERTIES

• Acid pKa: 2.7157054
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -3.5079138
• LogD (pH = 7.4): -6.564858
• Log P: -0.8644326
• Molar Refractivity: 66.1024 cm^3
• Polarizability: 24.714016 Å^3
• Polar Surface Area: 129.72 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Yellow Solid

DETAILS

Toronto Research Chemicals - A593772

Labelled metabolite of 5-Methyltetrahydrofolic Acid

REFERENCES

• Ng, X., et al.: Food Chem., 110, 1000 (2008)
• Ng, X., et al.: Food Chem., 106, 200 (2008)
• Verlinde, P., et al.: J. Agric. Food Chem., 57, 6803 (2008)
• Gutzeit, D., et al.: Anal. Bioanal. Chem., 391, 211 (2008)