2-amino-6-[(1S,2R)-1,2,3-trihydroxypropyl]-1,4,7,8-tetrahydropteridin-4-one

• ChemBase ID: 155814
• Molecular Formular: C9H13N5O4
• Molecular Mass: 255.23062
• Monoisotopic Mass: 255.09675392
• SMILES: C1C(=Nc2c([nH]c(nc2=O)N)N1)[C@@H]([C@@H](CO)O)O
• Canonical SMILES: Nc1nc(=O)c2c([nH]1)NCC(=N2)[C@@H]([C@@H](CO)O)O
• InChI: InChI=1S/C9H13N5O4/c10-9-13-7-5(8(18)14-9)12-3(1-11-7)6(17)4(16)2-15/h4,6,15-17H,1-2H2,(H4,10,11,13,14,18)/t4-,6+/m1/s1
• InChIKey: YQIFAMYNGGOTFB-XINAWCOVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-6-[(1S,2R)-1,2,3-trihydroxypropyl]-1,4,7,8-tetrahydropteridin-4-one
• IUPAC Traditional name: 2-amino-6-[(1S,2R)-1,2,3-trihydroxypropyl]-7,8-dihydro-1H-pteridin-4-one
• Synonyms: 7,8-Dihydroneopterin

Database IDs

• CAS Number: 1218-98-0
• MDL Number: MFCD00049358
• Beilstein Number: 1133875
• PubChem SID: 162249952; 24863206
• PubChem CID: 65074

CALCULATED PROPERTIES

• Acid pKa: 7.974106
• H Acceptors: 9
• H Donor: 6
• LogD (pH = 5.5): -3.3373177
• LogD (pH = 7.4): -3.4284432
• Log P: -3.3354137
• Molar Refractivity: 69.657 cm^3
• Polarizability: 22.653502 Å^3
• Polar Surface Area: 152.56 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: -20°C

Product Information

• Purity: ≥97.0% (HPLC)
• Empirical Formula (Hill Notation): C9H13N5O4

DETAILS

Sigma Aldrich - 37343

Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 37343.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.