Rule bt0014

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Pattern 4215
1-Hydroxy-2-unsubstituted aromatic -> 1,2-Dihydroxyaromatic
4-Hydroxypyridine derivative -> 3,4-Dihydroxypyridine derivative


Aerobic Likelihood:              Likely

EAWAG-BBD Reaction(s):
2-Chlorophenol -----> 3-Chlorocatechol (reacID# r1623)
4-Chlorophenol -----> 4-Chlorocatechol (reacID# r0282)
2,4-Dichlorophenol -----> 3,5-Dichlorocatechol (reacID# r0275)
2,6-Dihydroxybenzothiazole -----> 2,6,7-Trihydroxybenzothiazole (reacID# r1294)
Hydroquinone -----> 1,2,4-Benzenetriol (reacID# r0753)
6-Hydroxy-2-mercaptobenzothiazole -----> 6,7-Dihydroxy-2-mercaptobenzothiazole (reacID# r1181)
6-Hydroxy-3-methyl-2-oxo-1,2-dihydroquinoline -----> 5,6-Dihydroxy-3-methyl-2-oxo-1,2-dihydroquinoline (reacID# r0048)
3-Hydroxy-9,10-secoandrosta-1,3,5(10)-triene-9,17-dione -----> 3,4-Dihydroxy-9,10-secoandrosta-1,3,5(10)-triene-9,17-dione (reacID# r1150)
3-Hydroxybenzoate -----> 3,4-Dihydroxybenzoate (reacID# r0153)
4-Hydroxybenzoate -----> 3,4-Dihydroxybenzoate (reacID# r0109)
4-Hydroxybenzoate -----> 3,4-Dihydroxybenzoate (reacID# r0435)
2-Hydroxybiphenyl -----> 2,3-Dihydroxybiphenyl (reacID# r1423)
4-Hydroxyphenylacetate -----> 3,4-Dihydroxyphenylacetate (reacID# r0301)
4-Hydroxypyridine -----> Pyridine-3,4-diol (reacID# r1397)
2-Hydroxytoluene -----> 3-Methylcatechol (reacID# r0261)
3-Hydroxytoluene -----> 3-Methylcatechol (reacID# r0271)
1-Naphthol -----> 1,2-Dihydroxynaphthalene (reacID# r1476)
p-Nitrophenol -----> 4-Nitrocatechol (reacID# r0230)
Phenol -----> Catechol (reacID# r0696)
4-iso-Propylphenol -----> 4-iso-Propylcatechol (reacID# r1727)
4-Sulfophenol -----> 4-Sulfocatechol (reacID# r1636)

Comments:
When two ring positions are possible for the hydroxylation, both products are produced. Enzymes will produce only one of these two products, but it is not possible to predict which one that is. Hydroxylation of 4-hydroxypyridine is based on Watson et al., 1974. Rule is excluded from acting on vic-dihydroxyaromatic substrates.

Similarities:
bt0011: monosubstituted Benzenoid --> Add o-OH

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Page Author(s): Bo Kyeng Hou, Michael Turnbull and Jiun-guo Yu
June 03, 2011

This is the EAWAG-BBD biotransformation rule, ruleID# bt0014.
It was generated on September 19, 2017 6:35:32 AM CDT.

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