2-Amino-4-hydroxy-6-pyrophosphoryl-methylpteridine

2-Amino-4-hydroxy-6-pyrophosphoryl-methylpteridine (7,8-Dihydropterin pyrophosphate, dihydropterin-CH2OH-diphosphate) is a pteridine; a precursor to dihydrofolic acid.[1]

2-Amino-4-hydroxy-6-pyrophosphoryl-methylpteridine
Skeletal formula of 2-amino-4-hydroxy-6-pyrophosphoryl-methylpteridine
Names
Preferred IUPAC name
(2-Amino-4-oxo-1,4,7,8-tetrahydropteridin-6-yl)methyl trihydrogen diphosphate
Other names
Pteridine diphosphate
Identifiers
3D model (JSmol)
3DMet
8397629
ChEBI
ChEMBL
ChemSpider
KEGG
MeSH 2-Amino-4-hydroxy-6-pyrophosphoryl-methylpteridine
UNII
  • InChI=1S/C7H11N5O8P2/c8-7-11-5-4(6(13)12-7)10-3(1-9-5)2-19-22(17,18)20-21(14,15)16/h1-2H2,(H,17,18)(H2,14,15,16)(H4,8,9,11,12,13) checkY
    Key: FCQGJGLSOWZZON-UHFFFAOYSA-N checkY
  • InChI=1/C7H11N5O8P2/c8-7-11-5-4(6(13)12-7)10-3(1-9-5)2-19-22(17,18)20-21(14,15)16/h1-2H2,(H,17,18)(H2,14,15,16)(H4,8,9,11,12,13)
    Key: FCQGJGLSOWZZON-UHFFFAOYAR
  • NC1=NC(=O)C2=C(NCC(COP(O)(=O)OP(O)(O)=O)=N2)N1
  • C1C(=NC2=C(N1)NC(=NC2=O)N)COP(=O)(O)OP(=O)(O)O
  • O=P(O)(O)OP(=O)(O)OCC/1=N/C=2C(=O)\N=C(/NC=2NC\1)N
Properties
C7H11N5O8P2
Molar mass 355.140 g·mol−1
log P -2.915
Acidity (pKa) 1.252
Basicity (pKb) 12.745
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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References

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  1. ^ Derrick, J. P (2008). The structure and mechanism of 6-hydroxymethyl-7,8-dihydropterin pyrophosphokinase. Vitamins & Hormones. Vol. 79. pp. 411–33. doi:10.1016/S0083-6729(08)00415-9. ISBN 9780123742322. PMID 18804704.