2-amino-4-oxo-3,4-dihydropteridine-6-carboxylic acid

• ChemBase ID: 155834
• Molecular Formular: C7H5N5O3
• Molecular Mass: 207.1463
• Monoisotopic Mass: 207.03923905
• SMILES: c1c(nc2c(=O)[nH]c(nc2n1)N)C(=O)O
• Canonical SMILES: OC(=O)c1cnc2c(n1)c(=O)[nH]c(n2)N
• InChI: InChI=1S/C7H5N5O3/c8-7-11-4-3(5(13)12-7)10-2(1-9-4)6(14)15/h1H,(H,14,15)(H3,8,9,11,12,13)
• InChIKey: QABAUCFGPWONOG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-4-oxo-3,4-dihydropteridine-6-carboxylic acid
• IUPAC Traditional name: 2-amino-4-oxo-3H-pteridine-6-carboxylic acid
• Synonyms: 2-Amino-4-hydroxypteridine-6-carboxylicacid; Pterine-6-carboxylic acid

Database IDs

• CAS Number: 948-60-7
• EC Number: 213-435-8
• MDL Number: MFCD00010594
• Beilstein Number: 227689
• PubChem SID: 24887982; 162249972
• PubChem CID: 70361

CALCULATED PROPERTIES

• Acid pKa: 3.4448712
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): -2.959783
• LogD (pH = 7.4): -4.306765
• Log P: -0.91454214
• Molar Refractivity: 48.7006 cm^3
• Polarizability: 16.985544 Å^3
• Polar Surface Area: 130.56 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.0% (HPLC)
• Empirical Formula (Hill Notation): C7H5N5O3

DETAILS

Sigma Aldrich - 82553

Other Notes
Review: Biosynthesis and metabolism of tetrahydrobiopterin and molybdopterin1