2-amino-3,4,7,8-tetrahydropteridine-4,7-dione

• ChemBase ID: 103952
• Molecular Formular: C6H5N5O2
• Molecular Mass: 179.1362
• Monoisotopic Mass: 179.04432443
• SMILES: Nc1nc2c(ncc(=O)[nH]2)c(=O)[nH]1
• Canonical SMILES: Nc1[nH]c(=O)c2c(n1)[nH]c(=O)cn2
• InChI: InChI=1S/C6H5N5O2/c7-6-10-4-3(5(13)11-6)8-1-2(12)9-4/h1H,(H4,7,9,10,11,12,13)
• InChIKey: GLKCOBIIZKYKFN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-3,4,7,8-tetrahydropteridine-4,7-dione
• IUPAC Traditional name: 2-amino-3,8-dihydropteridine-4,7-dione
• Synonyms: Isoxanthopterin; 2-Amino-4,7-dihydroxy-1,3,5,8-tetraazanaphthalene; 2-Amino-4,7-dihydroxypteridine; 2-Amino-4,7-dihydroxy-1,3,5,8-tetraazanaphthalene, 2-Amino-4,7-dihydroxypteridine; 2-Amino-4,7-pteridinediol; ISOXANTHOPTERIN; 2-氨基-4,7-二羟基-1,3,5,8-四氮杂萘; 2-氨基-4,7-二羟基蝶啶; 2-氨基-4,7-蝶啶二醇; 异黄蝶呤

Database IDs

• CAS Number: 529-69-1
• EC Number: 208-469-5
• MDL Number: MFCD00006696
• Beilstein Number: 181594
• PubChem SID: 24277725; 162091361
• PubChem CID: 10729

CALCULATED PROPERTIES

• Acid pKa: 7.4336586
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -1.4071964
• LogD (pH = 7.4): -1.6414976
• Log P: -1.4003537
• Molar Refractivity: 52.0445 cm^3
• Polarizability: 15.291848 Å^3
• Polar Surface Area: 108.94 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: off-white powder

Safety Information

• Storage Condition: 0°C, Desiccate
• RTECS: UO3425000
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: room temp

Product Information

• Purity: ≥97.5%; ≥97.5% (HPLC); 97%
• Empirical Formula (Hill Notation): C6H5N5O2

DETAILS

Sigma Aldrich - I7388

Application
Isoxanthopterin is a substrate for the enzyme isoxanthopterin deaminase.
Other Notes
Product of xanthine oxidase oxidation of pterin, an enzyme involved in reactive oxygen formation.