pppGpp

Guanosine Pentaphosphate Guanosine 5'-triphosphate 2'(3')-diphosphate. A guanine nucleotide containing five phosphate groups. Three phosphate groups are esterified to the sugar moiety in the 5' position and the other two in the 2' or 3' position. This nucleotide serves as a messenger to turn off the synthesis of ribosomal RNA when amino acids are not available for protein synthesis. Synonym: magic spot II.

Molecular Formula: C₁₀H₁₈N₅O₂₀P₅

InChI: InChI=1/C10H18N5O20P5/c11-10-13-7-4(8(17)14-10)12-2-15(7)9-5(16)6(32-39(26,27)33-36(18,19)20)3(31-9)1-30-38(24,25)35-40(28,29)34-37(21,22)23/h2-3,5-6,9,16H,1H2,(H,24,25)(H,26,27)(H,28,29)(H2,18,19,20)(H2,21,22,23)(H3,11,13,14,17)/f/h13,18-19,21-22,24,26,28H,11H2

InChIKey: InChIKey=KCPMACXZAITQAX-SWJMVORUCF
SMILES: C1=NC2=C(N1C3C(C(C(O3)COP(=O)(O)OP(=O)(O)OP(=O)(O)O)OP(=O)(O)OP(=O)(O)O)O)NC(=NC2=O)N

Names:
    GDP-TP
    guanosine pentaphosphate
    guanosine 3'-diphosphate 5'-triphosphate
    guanosine 5'-triphosphate,3'-diphosphate
    pppGpp
    [[5-(2-amino-6-oxo-3H-purin-9-yl)-4-hydroxy-2-[[hydroxy-(hydroxy-phosphonooxy-phosphoryl)oxy-phosphoryl]oxymethyl]oxolan-3-yl]oxy-hydroxy-phosphoryl]oxyphosphonic acid

Registries:
    PubChem CID 733
    PubChem ID 2743