The pathway with the name Malathion
 has the following structure: 
Result: 
CCOC(=O)C(CC(=O)[O-])SP(=S)(OC)OC
 SimpleRule(uri = https://envipath.org/package/32de3cf4-e3e6-4168-956e-32fa5ddb0ce1/simple-rule/57d978b5-f55f-462e-a9dc-c5908d165973, SMIRKS = [#6:2]-[#8:1]-[#6:6](-[#1,#6:3])=[O:7]>>[H][#8]-[#6:2].[#8-:1]-[#6:6](-[#1,#6:3])=[O:7]) CCO
COP(=S)(OC)SC(CC(=O)[O-])C(=O)[O-]
COP(=O)([O-])OC
 SimpleRule(uri = https://envipath.org/package/32de3cf4-e3e6-4168-956e-32fa5ddb0ce1/simple-rule/6cc072c7-22a5-4206-a0d3-c72d93fbf8ff, SMIRKS = [#8:5][P:4]([#7,#8,#16:6])(=[#8,#16:7])[#8:1][#6,#15;A:3]>>[#8:1]([H])[P:4]([#8:5])([#7,#8,#16:6])=[#8,#16:7].[#8]([H])[#6,#15;A:3]) COP(=O)([O-])[O-]
CO
CCOC(=O)CC(C(=O)OCC)SP(=O)(OC)OC
 SimpleRule(uri = https://envipath.org/package/32de3cf4-e3e6-4168-956e-32fa5ddb0ce1/simple-rule/6cc072c7-22a5-4206-a0d3-c72d93fbf8ff, SMIRKS = [#8:5][P:4]([#7,#8,#16:6])(=[#8,#16:7])[#8:1][#6,#15;A:3]>>[#8:1]([H])[P:4]([#8:5])([#7,#8,#16:6])=[#8,#16:7].[#8]([H])[#6,#15;A:3]) CCOC(=O)CC(C(=O)OCC)SP(=O)([O-])OC
CO
CCOC(=O)CCC(=O)OCC
 SimpleRule(uri = https://envipath.org/package/32de3cf4-e3e6-4168-956e-32fa5ddb0ce1/simple-rule/57d978b5-f55f-462e-a9dc-c5908d165973, SMIRKS = [#6:2]-[#8:1]-[#6:6](-[#1,#6:3])=[O:7]>>[H][#8]-[#6:2].[#8-:1]-[#6:6](-[#1,#6:3])=[O:7]) CCOC(=O)CCC(=O)[O-]
COP(=S)([O-])[O-]
 SimpleRule(uri = https://envipath.org/package/32de3cf4-e3e6-4168-956e-32fa5ddb0ce1/simple-rule/6cc072c7-22a5-4206-a0d3-c72d93fbf8ff, SMIRKS = [#8:5][P:4]([#7,#8,#16:6])(=[#8,#16:7])[#8:1][#6,#15;A:3]>>[#8:1]([H])[P:4]([#8:5])([#7,#8,#16:6])=[#8,#16:7].[#8]([H])[#6,#15;A:3]) [O-]P(=S)([O-])[O-]
CO
COP(=O)([O-])[O-]
 SimpleRule(uri = https://envipath.org/package/32de3cf4-e3e6-4168-956e-32fa5ddb0ce1/simple-rule/6cc072c7-22a5-4206-a0d3-c72d93fbf8ff, SMIRKS = [#8:5][P:4]([#7,#8,#16:6])(=[#8,#16:7])[#8:1][#6,#15;A:3]>>[#8:1]([H])[P:4]([#8:5])([#7,#8,#16:6])=[#8,#16:7].[#8]([H])[#6,#15;A:3]) O=P([O-])([O-])[O-]
CO
CCOC(=O)CC(C(=O)OCC)SP(=S)(OC)OC
 SimpleRule(uri = https://envipath.org/package/32de3cf4-e3e6-4168-956e-32fa5ddb0ce1/simple-rule/6cc072c7-22a5-4206-a0d3-c72d93fbf8ff, SMIRKS = [#8:5][P:4]([#7,#8,#16:6])(=[#8,#16:7])[#8:1][#6,#15;A:3]>>[#8:1]([H])[P:4]([#8:5])([#7,#8,#16:6])=[#8,#16:7].[#8]([H])[#6,#15;A:3]) CCOC(=O)CC(C(=O)OCC)SP(=S)([O-])OC
CO
CCOC(=O)CCC(=O)[O-]
 SimpleRule(uri = https://envipath.org/package/32de3cf4-e3e6-4168-956e-32fa5ddb0ce1/simple-rule/57d978b5-f55f-462e-a9dc-c5908d165973, SMIRKS = [#6:2]-[#8:1]-[#6:6](-[#1,#6:3])=[O:7]>>[H][#8]-[#6:2].[#8-:1]-[#6:6](-[#1,#6:3])=[O:7]) C(CC(=O)[O-])C(=O)[O-]
COP(=S)([O-])OC
 SimpleRule(uri = https://envipath.org/package/32de3cf4-e3e6-4168-956e-32fa5ddb0ce1/simple-rule/6cc072c7-22a5-4206-a0d3-c72d93fbf8ff, SMIRKS = [#8:5][P:4]([#7,#8,#16:6])(=[#8,#16:7])[#8:1][#6,#15;A:3]>>[#8:1]([H])[P:4]([#8:5])([#7,#8,#16:6])=[#8,#16:7].[#8]([H])[#6,#15;A:3]) COP(=S)([O-])[O-]
CO
CCOC(=O)CC(C(=O)OCC)SP(=S)(OC)OC
 SimpleRule(uri = https://envipath.org/package/32de3cf4-e3e6-4168-956e-32fa5ddb0ce1/simple-rule/47c6247e-14e5-41bb-8a32-a36e9d0ad1ae, SMIRKS = [#8:4][P:2]([#8:6])([#8,#16:5])=S>>[#8:6][P:2]([#8:4])([#8,#16:5])=O) CCOC(=O)CC(C(=O)OCC)SP(=O)(OC)OC
COP(=S)(OC)SC(CC(=O)[O-])C(=O)[O-]
 SimpleRule(uri = https://envipath.org/package/32de3cf4-e3e6-4168-956e-32fa5ddb0ce1/simple-rule/e41d9d65-6adf-417b-a36d-dcd56aa160a8, SMIRKS = [H][#6:3](-[#1,#6:7])-[#16;v2:1]-[#1,#6,#15:2]>>[#1,#6:7]-[#6:3]=O.[H][#16;v2:1]-[#1,#6,#15:2]) COP(=S)(OC)S
C(C(=O)C(=O)[O-])C(=O)[O-]
CCOC(=O)CC(C(=O)OCC)SP(=S)(OC)OC
 SimpleRule(uri = https://envipath.org/package/32de3cf4-e3e6-4168-956e-32fa5ddb0ce1/simple-rule/57d978b5-f55f-462e-a9dc-c5908d165973, SMIRKS = [#6:2]-[#8:1]-[#6:6](-[#1,#6:3])=[O:7]>>[H][#8]-[#6:2].[#8-:1]-[#6:6](-[#1,#6:3])=[O:7]) CCO
CCOC(=O)C(CC(=O)[O-])SP(=S)(OC)OC
CCOC(=O)CC(C(=O)OCC)SP(=O)([O-])OC
 SimpleRule(uri = https://envipath.org/package/32de3cf4-e3e6-4168-956e-32fa5ddb0ce1/simple-rule/6cc072c7-22a5-4206-a0d3-c72d93fbf8ff, SMIRKS = [#8:5][P:4]([#7,#8,#16:6])(=[#8,#16:7])[#8:1][#6,#15;A:3]>>[#8:1]([H])[P:4]([#8:5])([#7,#8,#16:6])=[#8,#16:7].[#8]([H])[#6,#15;A:3]) CCOC(=O)CC(C(=O)OCC)SP(=O)([O-])[O-]
CO
COP(=S)(OC)S
 no rule associatedCOP(=S)([O-])OC
COP(=S)([O-])OC
 SimpleRule(uri = https://envipath.org/package/32de3cf4-e3e6-4168-956e-32fa5ddb0ce1/simple-rule/47c6247e-14e5-41bb-8a32-a36e9d0ad1ae, SMIRKS = [#8:4][P:2]([#8:6])([#8,#16:5])=S>>[#8:6][P:2]([#8:4])([#8,#16:5])=O) COP(=O)([O-])OC
CCOC(=O)CC(C(=O)OCC)SP(=O)([O-])[O-]
 SimpleRule(uri = https://envipath.org/package/32de3cf4-e3e6-4168-956e-32fa5ddb0ce1/simple-rule/6b035440-129a-4423-ad9e-8a72101b3bea, SMIRKS = [#6,#7,#8,#16:4][P:2]([#9,#16,#17,#35,#53:1])([#6,#8:5])=[#8,#16:6]>>[#8]([H])[P:2]([#6,#7,#8,#16:5])([#6,#8:4])=[#8,#16:6].[#9,#16,#17,#35,#53:1]) CCOC(=O)CC(C(=O)OCC)S
O=P([O-])([O-])[O-]
CCOC(=O)CC(C(=O)OCC)S
 SimpleRule(uri = https://envipath.org/package/32de3cf4-e3e6-4168-956e-32fa5ddb0ce1/simple-rule/75b9b639-a4f6-4c49-957c-119708017474, SMIRKS = [H:6][C:1]([#6:4])([#16;H1v2])[#1,#6:5]>>[H:6][C:1]([H])([#6:4])[#1,#6:5]) CCOC(=O)CCC(=O)OCC
[O-]P(=S)([O-])[O-]
 SimpleRule(uri = https://envipath.org/package/32de3cf4-e3e6-4168-956e-32fa5ddb0ce1/simple-rule/47c6247e-14e5-41bb-8a32-a36e9d0ad1ae, SMIRKS = [#8:4][P:2]([#8:6])([#8,#16:5])=S>>[#8:6][P:2]([#8:4])([#8,#16:5])=O) O=P([O-])([O-])[O-]
CCOC(=O)CC(C(=O)OCC)SP(=S)(OC)OC
 no rule associatedCCOC(=O)CC(C(=O)OCC)O

Description: Malathion is an organophosphate pesticide commonly used in the United States for controlling mosquito populations. The toxicity of malathion is low but acute exposure in high doses may cause a variety of symptoms including nausea, dizziness, or confusion. Malaoxon is a potent cholinesterase inhibitor that can be formed from malathion under certain conditions. Exposure to malaoxon can lead to complications in the central nervous system (Edwards, 2006. US Environmental Protection Agency - Prevention, Pesticides and Toxic Substances EPA 738-R-06-030). The predominant biodegradation pathway for malathion involves formation of mono- and diacid metabolites through carboxylesterase activity. Oxidative desulfurization and demethylation leads to complete mineralization. Other minor routes of metabolism include initial oxidation to remove sulfur and methyl groups ([http://www.ncbi.nlm.nih.gov/pubmed/402103|Laveglia and Dahm, 1977]). Pseudomonas aeruginosa AA112 is able to use malathion as a sole carbon source. [http://www.ncbi.nlm.nih.gov/pubmed/17896475|Abo-Amer (2007)] observed the formation of diethylsuccinate and succinate metabolites. The intermediate steps in this pathway have not been characterized. However, the reduction of -SH to -H (diethyl 2-mercaptosuccinate -> diethylsuccinate) may be abiotic ([http://www.ncbi.nlm.nih.gov/pubmed/12713326|Hebting et al., 2003]).
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Show nodes: GET on https://envipath.org/package/32de3cf4-e3e6-4168-956e-32fa5ddb0ce1/pathway/0d4a66fd-ca19-46df-a2a2-656a413e2aa3/node
Show edges: GET on https://envipath.org/package/32de3cf4-e3e6-4168-956e-32fa5ddb0ce1/pathway/0d4a66fd-ca19-46df-a2a2-656a413e2aa3/edge