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MetaCyc Compound: 2-amino-5-formylamino-6-(5-phospho-D-ribosylamino)pyrimidin-4(3H)-one

Synonyms: 2-amino-5-formylamino-6-hydroxy-4-(5 phosphoribosylamino)-pyrimidine, 2-amino-5-formylamino-6-(D-ribosylamino)pyrimidin-4(3H)-one 5'-phosphate, 2-amino-5-formylamino-6-ribofuranosylamino-4(3H)-pyrimidinone 5'-phosphate, 2-amino-5-formylamino-6-(5-phosphoribosylamino)pyrimidin-4(3H)-one

Superclasses: an aminean arylamine
an aromatic compoundan arylamine

Citations: [Mashhadi08]

Chemical Formula: C10H14N5O9P

Molecular Weight: 379.22 Daltons

Monoisotopic Molecular Weight: 381.06856364849995 Daltons

2-amino-5-formylamino-6-(5-phospho-D-ribosylamino)pyrimidin-4(3H)-one compound structure

SMILES: C(C2(C(O)C(O)C(NC1(=C(NC=O)C(=O)NC(=N1)N))O2))OP(=O)([O-])[O-]

InChI: InChI=1S/C10H16N5O9P/c11-10-14-7(4(12-2-16)8(19)15-10)13-9-6(18)5(17)3(24-9)1-23-25(20,21)22/h2-3,5-6,9,17-18H,1H2,(H,12,16)(H2,20,21,22)(H4,11,13,14,15,19)/p-2/t3-,5-,6-,9-/m1/s1

InChIKey: InChIKey=VKMYTDDVUBGBDH-UUOKFMHZSA-L

Unification Links: ChEBI:57258, KEGG:C15563, PubChem:44123370

Standard Gibbs Free Energy of Change Formation (ΔfG in kcal/mol): -248.43259Inferred by computational analysis [Latendresse13]

Reactions known to consume the compound:

flavin biosynthesis II (archaea) :
2-amino-5-formylamino-6-(5-phospho-D-ribosylamino)pyrimidin-4(3H)-one + H2O → 2,5-diamino-6-(5-phospho-D-ribosylamino)pyrimidin-4(3H)-one + formate + H+

Not in pathways:
an amine + S-adenosyl-L-methionine → S-adenosyl-L-homocysteine + a methylated amine

Reactions known to produce the compound:

flavin biosynthesis II (archaea) :
GTP + 3 H2O → 2-amino-5-formylamino-6-(5-phospho-D-ribosylamino)pyrimidin-4(3H)-one + 2 phosphate + 2 H+

In Reactions of unknown directionality:

Not in pathways:
an arylamine + acetyl-CoA = an N-acetylarylamine + coenzyme A
UDP-α-D-glucose + an arylamine = N-D-glucosylarylamine + UDP + H+

Not in pathways:
3'-phosphoadenylyl-sulfate + an amine = adenosine 3',5'-bisphosphate + a sulfamate


References

Latendresse13: Latendresse M. (2013). "Computing Gibbs Free Energy of Compounds and Reactions in MetaCyc."

Mashhadi08: Mashhadi Z, Zhang H, Xu H, White RH (2008). "Identification and characterization of an archaeon-specific riboflavin kinase." J Bacteriol 190(7);2615-8. PMID: 18245297


Report Errors or Provide Feedback
Please cite the following article in publications resulting from the use of MetaCyc: Caspi et al, Nucleic Acids Research 42:D459-D471 2014
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