The pathway with the name Phenylacetate
 has the following structure: 
Result: 
C1=CC(=C(C=C1)O)CC(=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(CC(=O)[O-])C(=C1)O)O
C1=CC=C(C=C1)CC(=O)[O-]
 SimpleRule(uri = https://envipath.org/package/32de3cf4-e3e6-4168-956e-32fa5ddb0ce1/simple-rule/ac9099fe-7f00-43cc-9bb2-55d6f3eeaa23, SMIRKS = [H][c:2]1[c:7]([H])[c:6]([H])[c:5]([H])[c:4]([H])[c:8]1!@-[#6:9]>>[#6:9]!@-[c:8]1[c:4]([H])[c:5]([H])[c:6]([H])[c:7]([H])[c:2]1-[#8]([H])) C1=CC(=C(C=C1)O)CC(=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)CC=CCC(=O)[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)/C=C/CCC(=O)[O-])O
CC(=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)CC45C=CC=CC4O5)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)/C=C/4\CC=CC=CO4)O
C(=C/C(=O)[O-])/C(=O)CC(=O)CC(=O)[O-]
 no rule associatedC(=C\C(=O)[O-])/C(=O)CC(=O)CC(=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)CC4=CC=CC=C4)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)CC45C=CC=CC4O5)O
C1=C(C=C(CC(=O)[O-])C(=C1)O)O
 no rule associatedC(=C/C(=O)[O-])/C(=O)CC(=O)CC(=O)[O-]
C(=C\C(=O)[O-])/C(=O)CC(=O)CC(=O)[O-]
 no rule associatedCC(=O)CC(=O)[O-]
C(=C\C(=O)[O-])/C(=O)[O-]
C1=CC=C(C=C1)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)CC4=CC=CC=C4)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)/C=C/4\CC=CC=CO4)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)CC=CCC(=O)[O-])O

Description: Phenylacetate is derived from the metabolism of phenylalanine, Z-phenylacetaldoxime, styrene, and many other compounds. Phenylacetate aerobic metabolism in fungi usually proceeds by oxidation to homogentisate ([http://www.ncbi.nlm.nih.gov/pubmed/8919815|Cox et al., 1996]), as shown in the left branch below. In bacteria, this rarely occurs, rather the initial step is ligation with CoA. Pseudomonas putida U uses both pathways; 4-hydroxyphenylacetate is metabolised via oxidation and phenylacetate via ligation with CoA ([http://www.ncbi.nlm.nih.gov/pubmed/8168524|Olivera et al., 1994]). Ligation is followed by epoxide formation, isomerization of the epoxide to an oxepin, and hydrolytic ring cleavage, to eventually produce acetyl-CoA and succinyl-CoA, as shown in the right branch. This pathway is found in 16% of 640 bacteria whose genomes have been sequenced, including Pseudomonas putida and Escherichia coli ([http://www.ncbi.nlm.nih.gov/pubmed/20660314|Teufel et al., 2010]). Under anaerobic conditions, the denitrifying bacterium Thauera aromatica oxidizes phenylacetate to benzoyl-CoA via the intermediates phenylacetyl-CoA and phenylglyoxylate (benzoylformate) ([http://www.ncbi.nlm.nih.gov/pubmed/10336636|Rhee and Fuchs, 1999]). This pathway is shown in the KEGG database.
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