Rule bt0374

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Pattern 3801        All patterns
polynuclear Aromatic system -> 1,2-dioxygenation and cleavage at connecting atom

Aerobic Likelihood:              Neutral

EAWAG-BBD Reaction(s):
Carbazole -----> 2'-Aminobiphenyl-2,3-diol (reacID# r0456)
Dibenzo-p-dioxin -----> 2,2',3-Trihydroxydiphenylether (reacID# r0571)
Dibenzofuran -----> 2,2',3-Trihydroxybiphenyl (reacID# r0026)
Diphenyl ether -----> Phenol + Catechol (reacID# r1453)
N-acetylaminonitrofen -----> 2,4-Dichlorophenol + p-Acetamidophenol (reacID# r1627)
Nitrofen -----> p-Nitrophenol + 2,4-Dichlorophenol (reacID# r1630)
3-Phenoxybenzoate -----> Phenol + 3,4-Dihydroxybenzoate (reacID# r1768)

This rule handles the polynuclear aromatic system pathway and includes angular 1,2-dioxygenation of aromatic rings connected by an ether (Schmidt et al., 1992), amine or carbonyl, with an unsubstituted or halogenated ring carbon adjacent to the connecting atom to form a hemiacetal-like polynuclear aromatic system, and its cleavage. Hemiacetal-like connections formed from an ether or amine are spontaneously cleaved. If a carbonyl formed the original connection, the cleavage is an enzymatic reaction (Nojiri et al., 2001). The rule does not handle intermediate metabolites in the polynuclear aromatic system pathway.

bt0005: vic-unsubstituted Aromatic --> vic-Dihydroxyaromatic
bt0065: 1-Amino-2-unsubstituted aromatic --> vic-Dihydroxyaromatic + Amine

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Page Author(s): Michael Turnbull
January 27, 2011

This is the EAWAG-BBD biotransformation rule, ruleID# bt0374.
It was generated on September 20, 2017 8:21:42 PM CDT.

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