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MetaCyc Compound: 7,8-dihydroneopterin

Synonyms: 2-amino-4-hydroxy-6-(D-erythro-1,2,3-trihydroxypropyl)-7,8-dihydropteridine, dihydroneopterin, 2-amino-4-hydroxy-6-(D-erythro)-trihydroxypropyldihydropteridin, dihydro-neo-pterin, DHN, 7,8-dihydro-D-neopterin

Superclasses: an organic heterocyclic compoundan organic heterobicyclic compounda pteridinea pterin
an organic heterocyclic compoundan organonitrogen heterocyclic compounda pteridinea pterin

Chemical Formula: C9H13N5O4

Molecular Weight: 255.23 Daltons

Monoisotopic Molecular Weight: 255.0967539317 Daltons

7,8-dihydroneopterin compound structure

SMILES: C1(NC2(N=C(N)NC(=O)C(N=C1C(O)C(O)CO)=2))

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: InChIKey=YQIFAMYNGGOTFB-XINAWCOVSA-N

Unification Links: ChEBI:17001, ChemSpider:58584, DrugBank:DB04425, HMDB:HMDB02275, IAF1260:44772, KEGG:C04874, MetaboLights:MTBLC17001, PubChem:65074

Standard Gibbs Free Energy of Change Formation (ΔfG in kcal/mol): 19.314562Inferred by computational analysis [Latendresse13]

Reactions known to produce the compound:

6-hydroxymethyl-dihydropterin diphosphate biosynthesis I , 6-hydroxymethyl-dihydropterin diphosphate biosynthesis III (Chlamydia) :
7,8-dihydroneopterin 3'-phosphate + H2O → 7,8-dihydroneopterin + phosphate

6-hydroxymethyl-dihydropterin diphosphate biosynthesis II (archaea) :
7,8-dihydroneopterin 3'-phosphate + H2O → 7,8-dihydroneopterin + phosphate
7,8-dihydroneopterin 2'-phosphate + H2O → 7,8-dihydroneopterin + phosphate

Reactions known to both consume and produce the compound:

6-hydroxymethyl-dihydropterin diphosphate biosynthesis I , 6-hydroxymethyl-dihydropterin diphosphate biosynthesis II (archaea) , 6-hydroxymethyl-dihydropterin diphosphate biosynthesis III (Chlamydia) , tetrahydromethanopterin biosynthesis :
7,8-dihydroneopterin ↔ glycolaldehyde + 6-hydroxymethyl-7,8-dihydropterin

Not in pathways:
7,8-dihydroneopterin ↔ 7,8-dihydromonapterin

In Reactions of unknown directionality:

Not in pathways:
7,8-dihydroneopterin + oxygen = 7,8-dihydroxanthopterin + formate + glycolaldehyde + H+


References

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


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
Page generated by Pathway Tools version 19.5 (software by SRI International) on Mon Feb 8, 2016, biocyc14.