Metabolic Modeling Tutorial
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Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
BioCyc websites down
12/28 - 12/31
for maintenance.
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
BioCyc websites down
12/28 - 12/31
for maintenance.
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
BioCyc websites down
12/28 - 12/31
for maintenance.
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
BioCyc websites down
12/28 - 12/31
for maintenance.
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MetaCyc Compound: 1,4-dihydroxy-2-naphthoate

Synonyms: DHNA

Chemical Formula: C11H7O4

Molecular Weight: 203.17 Daltons

Monoisotopic Molecular Weight: 204.0422587452 Daltons

SMILES: C([O-])(=O)C1(=C(O)C2(=C(C(O)=C1)C=CC=C2))

InChI: InChI=1S/C11H8O4/c12-9-5-8(11(14)15)10(13)7-4-2-1-3-6(7)9/h1-5,12-13H,(H,14,15)/p-1

InChIKey: InChIKey=VOJUXHHACRXLTD-UHFFFAOYSA-M

Unification Links: ChEBI:11173 , ChemSpider:5324583 , IAF1260:42264 , KEGG:C03657 , PubChem:54706667

Standard Gibbs Free Energy of Change Formation (ΔfG in kcal/mol): -50.61322 Inferred by computational analysis [Latendresse13]

Reactions known to consume the compound:

alizarin biosynthesis :
1,4-dihydroxy-2-naphthoate + dimethylallyl diphosphate → alizarin

demethylmenaquinol-6 biosynthesis I :
all-trans-hexaprenyl diphosphate + 1,4-dihydroxy-2-naphthoate + H+ → CO2 + demethylmenaquinol-6 + diphosphate

demethylmenaquinol-8 biosynthesis I :
all-trans-octaprenyl diphosphate + 1,4-dihydroxy-2-naphthoate + H+ → CO2 + demethylmenaquinol-8 + diphosphate

demethylmenaquinol-9 biosynthesis :
all-trans-nonaprenyl diphosphate + 1,4-dihydroxy-2-naphthoate + H+ → CO2 + demethylmenaquinol-9 + diphosphate

juglone biosynthesis :
1,4-dihydroxy-2-naphthoate → 1,4-naphthoquinone + CO2 + H+

menaquinol-10 biosynthesis :
all-trans-decaprenyl diphosphate + 1,4-dihydroxy-2-naphthoate + H+ → CO2 + demethylmenaquinol-10 + diphosphate

menaquinol-11 biosynthesis :
all-trans-undecaprenyl diphosphate + 1,4-dihydroxy-2-naphthoate + H+ → CO2 + demethylmenaquinol-11 + diphosphate

menaquinol-12 biosynthesis :
all-trans-dodecaprenyl diphosphate + 1,4-dihydroxy-2-naphthoate + H+ → CO2 + demethylmenaquinol-12 + diphosphate

menaquinol-13 biosynthesis :
all-trans-tridecaprenyl diphosphate + 1,4-dihydroxy-2-naphthoate + H+ → CO2 + demethylmenaquinol-13 + diphosphate

menaquinol-7 biosynthesis :
all-trans-heptaprenyl diphosphate + 1,4-dihydroxy-2-naphthoate + H+ → CO2 + demethylmenaquinol-7 + diphosphate

phylloquinol biosynthesis :
1,4-dihydroxy-2-naphthoate + phytyl diphosphate + 3 H+ → CO2 + demethylphylloquinol + diphosphate

Reactions known to produce the compound:

1,4-dihydroxy-2-naphthoate biosynthesis I , 1,4-dihydroxy-2-naphthoate biosynthesis II (plants) :
1,4-dihydroxy-2-naphthoyl-CoA + H2O → 1,4-dihydroxy-2-naphthoate + coenzyme A + H+

In Reactions of unknown directionality:

lawsone biosynthesis :
1,4-dihydroxy-2-naphthoate = lawsone

Not in pathways:
an all-trans-polyisoprenyl diphosphate + 1,4-dihydroxy-2-naphthoate + H+ = CO2 + a demethylmenaquinol + diphosphate


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 SRI International Pathway Tools version 18.5 on Fri Dec 19, 2014, biocyc11.