The pathway with the name Nitrophenol Family (an/aerobic)
 has the following structure: 
Result: 
C1=CC(=O)C(=CC1=O)O
 no rule associatedC1=CC(=O)C=CC1=O
C1=C(C=C(C(=C1)O)O)O
 no rule associatedC1=CC(=O)C(=CC1=O)O
C1=C(C=C(C(=C1)O)O)O
 no rule associatedC(=C/C(=O)[O-])/C(=O)CC(=O)[O-]
C1=C(C=C(C(=C1)O)O)[N+](=O)[O-]
 no rule associatedC1=CC(=O)C(=CC1=O)O
C(=C/C(=O)[O-])/C(=C\C=O)/O
 no rule associatedC(=C/C(=O)[O-])/C(=O)CC(=O)[O-]
C1=CC(=CC(=C1)O)O
 SimpleRule(uri = https://envipath.org/package/32de3cf4-e3e6-4168-956e-32fa5ddb0ce1/simple-rule/f2d84038-66a1-44cb-a73e-946a9d7c9115, SMIRKS = [H:10][#8:9]-[c:4]1[c;R1:5][c;R1:6][c:1]([H])[c;R1:7][c;R1:8]1>>[H:10][#8:9]-[c:4]1[c;R1:5][c;R1:6][c:1](-[#8])[c;R1:7][c;R1:8]1) C1=C(C=C(C(=C1)O)O)O
C(=C/C(=O)[O-])/C(=O)CC(=O)[O-]
 no rule associatedC(CC(=O)[O-])C(=O)CC(=O)[O-]
C1=C(C=CC(=C1)O)O
 SimpleRule(uri = https://envipath.org/package/32de3cf4-e3e6-4168-956e-32fa5ddb0ce1/simple-rule/d2c05443-dde1-4fe3-96e4-0e99517a00ed, SMIRKS = [H][c:1]1[c:8][#6,#7;a:7][c:6][c:5][c:4]1-[#8;!$([O;H1]c1cccc([O;H1])c1):9][H]>>[#8:9]([H])-[c:4]1[c:5][c:6][#6,#7;a:7][c:8][c:1]1-[#8]([H])) C1=C(C=C(C(=C1)O)O)O
C1=C(C=C(C(=C1)O)N)O
 SimpleRule(uri = https://envipath.org/package/32de3cf4-e3e6-4168-956e-32fa5ddb0ce1/simple-rule/10425859-003d-4a3a-9fcb-f3a2cc56c7d0, SMIRKS = [#7;AH2][c:1]1[c:4][c:5][c:6](-[$([O]([H])),$([N+](-[O-])=O):7])[c:8][c:9]1>>[#8]([H])-[c:1]1[c:4][c:5][c:6](-[$([O]([H])),$([N+](-[O-])=O):7])[c:8][c:9]1) C1=C(C=C(C(=C1)O)O)O
C1=CC(=CC(=C1)NO)O
 SimpleRule(uri = https://envipath.org/package/32de3cf4-e3e6-4168-956e-32fa5ddb0ce1/simple-rule/e9fc738d-675c-4af3-b03f-c83447a9b6be, SMIRKS = [#8]([H])-[#7:1]([H])-[c:5]1[c:6][c:7][c:4]([H])[c:8][c:9]1>>[#7:1]([H])([H])-[c:5]1[c:6][c:7][c:4](-[#8]([H]))[c:8][c:9]1) C1=C(C=C(C(=C1)O)O)N
C(CC(=O)[O-])C(=O)CC(=O)[O-]
 no rule associatedCC(C)(COP(=O)(O)OP(=O)(O)OCC1C(C(C(N2C=NC3=C2N=CN=C3N)O1)O)OP(=O)(O)O)C(C(=O)NCCC(=O)NCCSC(=O)CC(=O)CCC(=O)[O-])O
C1=C(C=C(C(=C1)O)O)N
 SimpleRule(uri = https://envipath.org/package/32de3cf4-e3e6-4168-956e-32fa5ddb0ce1/simple-rule/10425859-003d-4a3a-9fcb-f3a2cc56c7d0, SMIRKS = [#7;AH2][c:1]1[c:4][c:5][c:6](-[$([O]([H])),$([N+](-[O-])=O):7])[c:8][c:9]1>>[#8]([H])-[c:1]1[c:4][c:5][c:6](-[$([O]([H])),$([N+](-[O-])=O):7])[c:8][c:9]1) C1=C(C=C(C(=C1)O)O)O
C1=CC(=C(C=C1)O)[N+](=O)[O-]
 SimpleRule(uri = https://envipath.org/package/32de3cf4-e3e6-4168-956e-32fa5ddb0ce1/simple-rule/cde3c605-1c16-4a01-b5dc-147193b0459c, SMIRKS = [#8:11]([H])-[c:10]1[c:9][c:8][c:7][c:6][c:1]1-[#7+](-[#8-])=O>>[#8]([H])-[c:1]1[c:6][c:7][c:8][c:9][c:10]1-[#8:11]([H])) C1=CC(=C(C=C1)O)O
CC(C)(COP(=O)(O)OP(=O)(O)OCC1C(C(C(N2C=NC3=C2N=CN=C3N)O1)O)OP(=O)(O)O)C(C(=O)NCCC(=O)NCCSC(=O)CC(=O)CCC(=O)[O-])O
 no rule associatedCC(=O)SCCNC(=O)CCNC(=O)C(C(C)(C)COP(=O)(O)OP(=O)(O)OCC1C(C(C(N2C=NC3=C2N=CN=C3N)O1)O)OP(=O)(O)O)O
CC(C)(COP(=O)(O)OP(=O)(O)OCC1C(C(C(N2C=NC3=C2N=CN=C3N)O1)O)OP(=O)(O)O)C(C(=O)NCCC(=O)NCCSC(=O)CCC(=O)[O-])O
C1=CC(=CC(=C1)[N+](=O)[O-])O
 SimpleRule(uri = https://envipath.org/package/32de3cf4-e3e6-4168-956e-32fa5ddb0ce1/simple-rule/b5e9e29a-0001-466c-ac95-05eafb7d1da8, SMIRKS = [#8-]-[#7+:1](=[O:4])-[c:2]1[c:5][c:6][c:7][c:8][c:9]1>>[H][#8:4]-[#7:1]-[c:2]1[c:5][c:6][c:7][c:8][c:9]1) C1=CC(=CC(=C1)NO)O
C1=CC(=O)C=CC1=O
 SimpleRule(uri = https://envipath.org/package/32de3cf4-e3e6-4168-956e-32fa5ddb0ce1/simple-rule/acdf7b98-dbbd-4599-8675-ce4505553101, SMIRKS = [O:8]=[#6:1]-1-[#6:2]=[#6:3]-[#6:4](=[O:7])-[#6:5]=[#6:6]-1>>[#8:7]-[#6:4]1-[#6:3]=[#6:2]-[#6:1](-[#8:8])=[#6:6]-[#6:5]=1) C1=C(C=CC(=C1)O)O
C1=C(C=CC(=C1)O)O
 no rule associatedC(=C/C(=O)[O-])/C(=C\C=O)/O
C1=CC(=CC(=C1)NO)O
 SimpleRule(uri = https://envipath.org/package/32de3cf4-e3e6-4168-956e-32fa5ddb0ce1/simple-rule/b89b7241-70e6-4d59-a237-942ad72eda3d, SMIRKS = [H:9][#8:4]-[#7:3]([H:10])-[c:1]1[c:5][c:6][c:7][c:8][c:2]1[H:11]>>[H:9][#8:4]-[c:2]1[c:8][c:7][c:6][c:5][c:1]1-[#7:3]([H:10])[H:11]) C1=C(C=C(C(=C1)O)N)O
C1=C(C=CC(=C1)O)[N+](=O)[O-]
 SimpleRule(uri = https://envipath.org/package/32de3cf4-e3e6-4168-956e-32fa5ddb0ce1/simple-rule/d2c05443-dde1-4fe3-96e4-0e99517a00ed, SMIRKS = [H][c:1]1[c:8][#6,#7;a:7][c:6][c:5][c:4]1-[#8;!$([O;H1]c1cccc([O;H1])c1):9][H]>>[#8:9]([H])-[c:4]1[c:5][c:6][#6,#7;a:7][c:8][c:1]1-[#8]([H])) C1=C(C=C(C(=C1)O)O)[N+](=O)[O-]
C1=C(C=CC(=C1)O)[N+](=O)[O-]
 no rule associatedC1=CC(=O)C=CC1=O

Description: Nitroaromatic compounds are recognized as environmentally hazardous and widely used for the industrial production of dyes, pesticides, plasticizers, explosives and solvents. Both oxidative and reductive mechanisms for degradation of nitrophenol compounds have been reported. A Moraxella sp. utilizes 4-nitrophenol as a sole source of carbon and nitrogen via an initial monooxygenase-catalyzed elimination of nitrite (Spain, J.C.; Gibson, D.T., 1991. Pathway for degradation of p-nitrophenol in a Moraxella sp. Applied and Environmental Microbiology. 57: 812-819; S. Nishino, personal communication, 2003). Similar monooxygenase reactions in Arthrobacter sp. strain JS443 and Arthrobacter protophormiae RKJ100 remove nitrite from 4-nitrophenol or 4-nitrocatechol in preparation for ring cleavage ([http://www.ncbi.nlm.nih.gov/pubmed/8085840|Jain et al., 1994]; [http://www.ncbi.nlm.nih.gov/pubmed/10772893|Chauhan et al., 2000]). Pseudomonas putida B2 and Alcaligenes sp. NyZ215 also employ a monooxygenase for the removal of nitrite from 2-nitrophenol to produce the ring cleavage substrate, catechol ([http://www.ncbi.nlm.nih.gov/pubmed/3752997|Zeyer et al., 1986] and [http://www.ncbi.nlm.nih.gov/pubmed/17616586|Xiao et al., 2007]). Under aneraobic conditions, Ralstonia eutropha JMP 134 and Pseudomonas putida B2 initially reduce the nitro group of 3-nitrophenol to form the hydroxylamino derivative. A mutase reaction, similar to the acid-catalyzed Bamberger rearrangement, converts 3-hydroxyaminophenol to aminohydroquinone ([http://www.ncbi.nlm.nih.gov/pubmed/10049374|Schenzle et al., 1999]) or 4-aminocatechol ([http://www.ncbi.nlm.nih.gov/pubmed/10831408|Zhao et al., 2000]). [http://www.ncbi.nlm.nih.gov/pubmed/8085840|Meulenberg et al. (1996)] reported the formation of 1,2,4-benzenetriol, which is proposed to form via a monooxygenase-type oxidation and elimination of ammonia. Resorcinol is used in the manufacture of adhesives and dyes and as an ingredient in pharmaceutical preparations for the topical treatment of skin conditions. Phenol 2-monooxygenase hydroxylates resorcinol by reducing flavin with molecular oxygen.
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