ACCESSION: MSBNK-Eawag-EQ304503
RECORD_TITLE: Cycloxydim; LC-ESI-QFT; MS2; CE: 45; R=35000; [M+H]+
DATE: 2015.08.25
AUTHORS: Beck B, Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2015 Eawag, Duebendorf, Switzerland
COMMENT: CONFIDENCE standard compound
COMMENT: EAWAG_UCHEM_ID 3045
CH$NAME: Cycloxydim
CH$NAME: 2-[(1E)-N-Ethoxybutanimidoyl]-3-hydroxy-5-(tetrahydro-2H-thiopyran-3-yl)-2-cyclohexen-1-one
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C17H27NO3S
CH$EXACT_MASS: 325.17116
CH$SMILES: CCC/C(=N\OCC)/C1=C(CC(CC1=O)C2CCCSC2)O
CH$IUPAC: InChI=1S/C17H27NO3S/c1-3-6-14(18-21-4-2)17-15(19)9-13(10-16(17)20)12-7-5-8-22-11-12/h12-13,19H,3-11H2,1-2H3/b18-14+
CH$LINK: CAS
101205-02-1
CH$LINK: KEGG
C10913
CH$LINK: PUBCHEM
CID:135438605
CH$LINK: INCHIKEY
GGWHBJGBERXSLL-NBVRZTHBSA-N
CH$LINK: CHEMSPIDER
10469292
AC$INSTRUMENT: Q Exactive Orbitrap Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-QFT
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 45 (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 35000
AC$CHROMATOGRAPHY: COLUMN_NAME XBridge C18 3.5um, 2.1x50mm, Waters
AC$CHROMATOGRAPHY: FLOW_GRADIENT 90/10 at 0 min, 50/50 at 4 min, 5/95 at 17 min, 5/95 at 25 min, 90/10 at 25.1 min, 90/10 at 30 min
AC$CHROMATOGRAPHY: FLOW_RATE 200 ul/min
AC$CHROMATOGRAPHY: RETENTION_TIME 14.3 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 326.1785
MS$FOCUSED_ION: PRECURSOR_M/Z 326.1784
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$DATA_PROCESSING: DEPROFILE Spline
MS$DATA_PROCESSING: RECALIBRATE loess on assigned fragments and MS1
MS$DATA_PROCESSING: REANALYZE Peaks with additional N2/O included
MS$DATA_PROCESSING: WHOLE RMassBank 1.9.6
PK$SPLASH: splash10-0gx0-1900000000-0a4e0f11ad119e74da8f
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
53.0384 C4H5+ 1 53.0386 -2.39
55.0179 C3H3O+ 1 55.0178 0.16
57.0334 C3H5O+ 1 57.0335 -1.07
58.0651 C3H8N+ 1 58.0651 0.25
58.995 C2H3S+ 1 58.995 0.04
61.0106 C2H5S+ 1 61.0106 -0.29
65.0386 C5H5+ 1 65.0386 -0.25
67.0542 C5H7+ 1 67.0542 -0.84
68.0494 C4H6N+ 1 68.0495 -0.82
69.0334 C4H5O+ 1 69.0335 -1.9
69.0698 C5H9+ 1 69.0699 -0.82
70.065 C4H8N+ 1 70.0651 -1.51
72.0806 C4H10N+ 1 72.0808 -2.02
73.0106 C3H5S+ 1 73.0106 -0.65
75.0263 C3H7S+ 1 75.0263 0.16
79.0542 C6H7+ 1 79.0542 -0.46
80.0493 C5H6N+ 1 80.0495 -1.82
81.0698 C6H9+ 1 81.0699 -0.95
82.065 C5H8N+ 1 82.0651 -0.92
83.0491 C5H7O+ 1 83.0491 -0.14
84.0442 C4H6NO+ 1 84.0444 -1.91
84.0807 C5H10N+ 1 84.0808 -1.26
85.0106 C4H5S+ 1 85.0106 -0.32
86.06 C4H8NO+ 1 86.06 -0.7
86.0963 C5H12N+ 1 86.0964 -1.23
87.0262 C4H7S+ 1 87.0263 -1.01
91.0541 C7H7+ 1 91.0542 -1.28
92.0492 C6H6N+ 1 92.0495 -2.56
93.0698 C7H9+ 1 93.0699 -1.15
94.0651 C6H8N+ 1 94.0651 -0.59
95.049 C6H7O+ 1 95.0491 -1.28
95.0854 C7H11+ 1 95.0855 -0.91
96.0443 C5H6NO+ 1 96.0444 -1.36
96.0807 C6H10N+ 1 96.0808 -1.31
97.0106 C5H5S+ 1 97.0106 -0.49
97.0284 C5H5O2+ 1 97.0284 -0.37
97.0523 C5H7NO+ 1 97.0522 0.56
97.0647 C6H9O+ 1 97.0648 -1.15
98.06 C5H8NO+ 1 98.06 -0.82
99.0262 C5H7S+ 1 99.0263 -0.68
101.0419 C5H9S+ 1 101.0419 -0.87
103.0542 C8H7+ 1 103.0542 -0.26
105.0699 C8H9+ 1 105.0699 -0.25
106.065 C7H8N+ 1 106.0651 -0.81
107.0491 C7H7O+ 1 107.0491 -0.76
107.0854 C8H11+ 1 107.0855 -0.9
108.0807 C7H10N+ 1 108.0808 -0.89
109.0647 C7H9O+ 1 109.0648 -1.02
109.1011 C8H13+ 1 109.1012 -1.07
110.06 C6H8NO+ 1 110.06 -0.73
111.0262 C6H7S+ 1 111.0263 -0.88
111.0439 C6H7O2+ 1 111.0441 -1.49
111.0802 C7H11O+ 1 111.0804 -2.17
112.0756 C6H10NO+ 1 112.0757 -0.98
113.0418 C6H9S+ 1 113.0419 -0.86
115.054 C9H7+ 1 115.0542 -1.97
115.0576 C6H11S+ 1 115.0576 0.37
117.0697 C9H9+ 1 117.0699 -1.77
119.0854 C9H11+ 1 119.0855 -0.81
120.0806 C8H10N+ 1 120.0808 -1.21
121.0647 C8H9O+ 1 121.0648 -1
122.06 C7H8NO+ 1 122.06 -0.58
122.0962 C8H12N+ 1 122.0964 -1.52
123.0263 C7H7S+ 1 123.0263 -0.14
123.0438 C7H7O2+ 1 123.0441 -2
123.0676 C7H9NO+ 1 123.0679 -2.48
123.0804 C8H11O+ 1 123.0804 -0.26
124.0756 C7H10NO+ 1 124.0757 -0.89
125.0419 C7H9S+ 1 125.0419 -0.46
125.0832 C7H11NO+ 1 125.0835 -2.36
126.0495 C7H10S+ 1 126.0498 -2.24
126.0912 C7H12NO+ 1 126.0913 -1.43
127.0575 C7H11S+ 1 127.0576 -0.93
128.0705 C6H10NO2+ 1 128.0706 -1.05
128.1069 C7H14NO+ 1 128.107 -0.71
129.0368 C6H9OS+ 1 129.0369 -0.1
129.0698 C10H9+ 1 129.0699 -0.9
130.0651 C9H8N+ 1 130.0651 -0.27
131.0855 C10H11+ 1 131.0855 0.1
132.0444 C8H6NO+ 1 132.0444 -0.23
132.0809 C9H10N+ 1 132.0808 0.64
133.0648 C9H9O+ 1 133.0648 0.22
133.1013 C10H13+ 1 133.1012 0.62
134.0599 C8H8NO+ 1 134.06 -0.9
134.0964 C9H12N+ 1 134.0964 -0.57
135.0803 C9H11O+ 1 135.0804 -0.9
136.0392 C7H6NO2+ 1 136.0393 -1.06
136.0756 C8H10NO+ 1 136.0757 -0.37
136.1119 C9H14N+ 1 136.1121 -1.44
137.042 C8H9S+ 1 137.0419 0.24
137.0598 C8H9O2+ 1 137.0597 0.39
137.0835 C8H11NO+ 1 137.0835 -0.33
137.096 C9H13O+ 1 137.0961 -0.74
138.0549 C7H8NO2+ 1 138.055 -0.33
138.0912 C8H12NO+ 1 138.0913 -1.23
139.0575 C8H11S+ 1 139.0576 -0.49
140.0705 C7H10NO2+ 1 140.0706 -0.89
141.0733 C8H13S+ 1 141.0732 0.58
142.0779 C11H10+ 1 142.0777 1.61
143.0854 C11H11+ 1 143.0855 -0.96
144.0806 C10H10N+ 1 144.0808 -1.22
145.0647 C10H9O+ 1 145.0648 -0.42
145.0889 C10H11N+ 1 145.0886 2.13
145.1009 C11H13+ 1 145.1012 -1.91
146.06 C9H8NO+ 1 146.06 -0.41
146.0961 C10H12N+ 1 146.0964 -2.09
147.0802 C10H11O+ 1 147.0804 -1.57
148.0753 C9H10NO+ 1 148.0757 -2.64
148.1116 C10H14N+ 1 148.1121 -3.21
149.0418 C9H9S+ 1 149.0419 -1.06
149.0475 C8H7NO2+ 1 149.0471 2.28
149.0595 C9H9O2+ 1 149.0597 -1.25
149.0963 C10H13O+ 1 149.0961 1.47
150.0547 C8H8NO2+ 1 150.055 -1.43
150.0913 C9H12NO+ 1 150.0913 -0.47
151.0575 C9H11S+ 1 151.0576 -0.91
151.0993 C9H13NO+ 1 151.0992 0.89
152.0705 C8H10NO2+ 1 152.0706 -0.69
152.1069 C9H14NO+ 1 152.107 -0.66
153.0367 C8H9OS+ 1 153.0369 -1.13
153.0729 C9H13S+ 1 153.0732 -2.47
153.0785 C8H11NO2+ 1 153.0784 0.13
154.0448 C8H10OS+ 1 154.0447 0.8
154.0861 C8H12NO2+ 1 154.0863 -1.14
155.0524 C8H11OS+ 1 155.0525 -0.79
156.0654 C7H10NO3+ 1 156.0655 -0.96
156.0811 C11H10N+ 2 156.0808 1.89
157.0648 C11H9O+ 1 157.0648 -0.26
157.1012 C12H13+ 1 157.1012 0.47
158.0963 C11H12N+ 1 158.0964 -0.8
159.0804 C11H11O+ 1 159.0804 -0.45
159.1168 C12H15+ 1 159.1168 -0.04
160.0757 C10H10NO+ 1 160.0757 0.06
160.1122 C11H14N+ 1 160.1121 1.03
161.0596 C10H9O2+ 1 161.0597 -0.53
161.0835 C10H11NO+ 1 161.0835 0.09
161.0961 C11H13O+ 1 161.0961 -0.2
162.0913 C10H12NO+ 1 162.0913 -0.56
163.0574 C10H11S+ 1 163.0576 -0.97
163.0753 C10H11O2+ 1 163.0754 -0.65
164.0704 C9H10NO2+ 1 164.0706 -1.43
164.083 C10H12O2+ 1 164.0832 -1.04
164.1067 C10H14NO+ 1 164.107 -1.53
165.0732 C10H13S+ 1 165.0732 -0.41
166.0862 C9H12NO2+ 1 166.0863 -0.45
166.1224 C10H16NO+ 1 166.1226 -1.45
167.0522 C9H11OS+ 1 167.0525 -1.57
169.0681 C9H13OS+ 1 169.0682 -0.43
171.0474 C8H11O2S+ 1 171.0474 -0.27
173.0596 C11H9O2+ 1 173.0597 -0.55
173.0961 C12H13O+ 1 173.0961 0.05
173.1325 C13H17+ 1 173.1325 0.36
174.0912 C11H12NO+ 1 174.0913 -0.81
174.1274 C12H16N+ 1 174.1277 -1.76
175.0752 C11H11O2+ 1 175.0754 -0.83
175.099 C11H13NO+ 1 175.0992 -0.94
175.1119 C12H15O+ 1 175.1117 1.13
176.0525 C10H10NS+ 1 176.0528 -1.86
176.1069 C11H14NO+ 1 176.107 -0.68
177.091 C11H13O2+ 1 177.091 0.02
178.0861 C10H12NO2+ 1 178.0863 -0.65
179.0946 C10H13NO2+ 1 179.0941 2.74
180.1017 C10H14NO2+ 1 180.1019 -0.92
181.068 C10H13OS+ 1 181.0682 -0.9
181.1096 C10H15NO2+ 1 181.1097 -0.94
182.1174 C10H16NO2+ 1 182.1176 -0.91
185.0964 C13H13O+ 1 185.0961 1.56
186.0913 C12H12NO+ 1 186.0913 -0.11
186.1282 C13H16N+ 1 186.1277 2.71
187.1117 C13H15O+ 1 187.1117 -0.38
189.0734 C12H13S+ 1 189.0732 0.8
190.1228 C12H16NO+ 1 190.1226 0.68
191.0888 C12H15S+ 1 191.0889 -0.36
192.0841 C11H14NS+ 1 192.0841 -0.4
193.068 C11H13OS+ 1 193.0682 -0.69
194.0633 C10H12NOS+ 1 194.0634 -0.37
195.0837 C11H15OS+ 1 195.0838 -0.42
197.0631 C10H13O2S+ 1 197.0631 -0.04
201.1266 C14H17O+ 1 201.1274 -3.89
202.1222 C13H16NO+ 1 202.1226 -2.08
203.0883 C13H15S+ 1 203.0889 -3.09
204.1385 C13H18NO+ 1 204.1383 0.98
206.1179 C12H16NO2+ 1 206.1176 1.87
207.0843 C12H15OS+ 1 207.0838 2.16
208.1149 C12H18NS+ 1 208.1154 -2.44
210.0943 C11H16NOS+ 1 210.0947 -2.1
210.1309 C12H20NS+ 1 210.1311 -1.18
219.0839 C13H15OS+ 1 219.0838 0.44
220.0787 C12H14NOS+ 1 220.0791 -1.46
220.1156 C13H18NS+ 1 220.1154 0.88
220.133 C13H18NO2+ 1 220.1332 -0.75
221.0993 C13H17OS+ 1 221.0995 -0.78
224.1108 C12H18NOS+ 1 224.1104 1.82
228.1391 C15H18NO+ 1 228.1383 3.55
229.1218 C15H17O2+ 1 229.1223 -2.38
234.1314 C14H20NS+ 1 234.1311 1.17
234.1484 C14H20NO2+ 1 234.1489 -1.82
235.1149 C14H19OS+ 1 235.1151 -0.78
236.1104 C13H18NOS+ 1 236.1104 0.04
238.0895 C12H16NO2S+ 1 238.0896 -0.61
238.1259 C13H20NOS+ 1 238.126 -0.55
240.141 C13H22NOS+ 1 240.1417 -2.71
245.0997 C15H17OS+ 1 245.0995 0.97
248.1644 C15H22NO2+ 1 248.1645 -0.22
252.1414 C14H22NOS+ 1 252.1417 -0.88
253.1261 C14H21O2S+ 1 253.1257 1.67
262.1257 C15H20NOS+ 1 262.126 -1.11
263.11 C15H19O2S+ 1 263.11 -0.29
264.141 C15H22NOS+ 1 264.1417 -2.51
266.1205 C14H20NO2S+ 1 266.1209 -1.79
278.1196 C15H20NO2S+ 1 278.1209 -4.77
280.1364 C15H22NO2S+ 1 280.1366 -0.59
282.1519 C15H24NO2S+ 1 282.1522 -1.26
PK$NUM_PEAK: 213
PK$PEAK: m/z int. rel.int.
53.0384 184067.1 1
55.0179 203951.9 1
57.0334 508048.3 4
58.0651 392863.6 3
58.995 5772084.1 50
61.0106 1732852.8 15
65.0386 1033625.9 8
67.0542 8378349 72
68.0494 2161846.7 18
69.0334 1217923.9 10
69.0698 994988.6 8
70.065 2162649.2 18
72.0806 353905 3
73.0106 689647.8 5
75.0263 242524.7 2
79.0542 5042695.5 43
80.0493 184406.3 1
81.0698 1887443.3 16
82.065 5301438.6 46
83.0491 686536.2 5
84.0442 704196.5 6
84.0807 2352615.1 20
85.0106 1305350.8 11
86.06 1591573.2 13
86.0963 326644.4 2
87.0262 19842171.8 172
91.0541 4206247.8 36
92.0492 190950 1
93.0698 9962979.4 86
94.0651 1054359.3 9
95.049 5048694.2 43
95.0854 631045.1 5
96.0443 218133.1 1
96.0807 1457620.4 12
97.0106 855751.2 7
97.0284 527570.4 4
97.0523 219582.5 1
97.0647 351242.1 3
98.06 377355.9 3
99.0262 1711629.2 14
101.0419 60695753.8 527
103.0542 708627.6 6
105.0699 2927617 25
106.065 1029946 8
107.0491 9696945.7 84
107.0854 3493984.7 30
108.0807 2552852.2 22
109.0647 2365976.1 20
109.1011 361480.2 3
110.06 40101893.7 348
111.0262 723283.7 6
111.0439 1166384.4 10
111.0802 164511.6 1
112.0756 18706405 162
113.0418 12472840.3 108
115.054 1008917.8 8
115.0576 319290.8 2
117.0697 3025118.7 26
119.0854 1847832.3 16
120.0806 4241252.7 36
121.0647 4275584.6 37
122.06 632243.4 5
122.0962 3147751.4 27
123.0263 231047.1 2
123.0438 177919.5 1
123.0676 174945.5 1
123.0804 271147.6 2
124.0756 7386305.4 64
125.0419 635165.3 5
125.0832 655603.4 5
126.0495 224155.9 1
126.0912 1789851.7 15
127.0575 16819959.6 146
128.0705 346598.6 3
128.1069 715248.1 6
129.0368 382777.8 3
129.0698 960409.6 8
130.0651 215022.6 1
131.0855 2193526.6 19
132.0444 3768101.5 32
132.0809 670069.9 5
133.0648 2087424.1 18
133.1013 872196.9 7
134.0599 630488.1 5
134.0964 2622555.3 22
135.0803 7927128.9 68
136.0392 796626.3 6
136.0756 3732057.2 32
136.1119 288149.1 2
137.042 1936909.4 16
137.0598 1345191.2 11
137.0835 364864.3 3
137.096 327361.8 2
138.0549 3691609.1 32
138.0912 5292282.9 46
139.0575 4267460.6 37
140.0705 318955.8 2
141.0733 1303925.3 11
142.0779 195888 1
143.0854 812543.3 7
144.0806 680377.6 5
145.0647 2101634.8 18
145.0889 189211 1
145.1009 1244170.4 10
146.06 158767.3 1
146.0961 192601.3 1
147.0802 1796013.2 15
148.0753 261112.4 2
148.1116 187864.8 1
149.0418 340383.9 2
149.0475 170172 1
149.0595 237392.1 2
149.0963 326533.1 2
150.0547 628256 5
150.0913 6558849.1 57
151.0575 1906264.3 16
151.0993 322033.6 2
152.0705 5131899.2 44
152.1069 2953991.8 25
153.0367 2117518.5 18
153.0729 718224.5 6
153.0785 371752.2 3
154.0448 173777.5 1
154.0861 1476722.5 12
155.0524 31534565.5 274
156.0654 1054562.2 9
156.0811 196180.4 1
157.0648 1017820.2 8
157.1012 981210.9 8
158.0963 374083.3 3
159.0804 3561625.8 30
159.1168 722566.2 6
160.0757 2801718.6 24
160.1122 201068.8 1
161.0596 3605221.7 31
161.0835 689760.9 5
161.0961 987037.6 8
162.0913 6080013.7 52
163.0574 1001020.8 8
163.0753 14210035.2 123
164.0704 324515.6 2
164.083 298831.7 2
164.1067 661973.5 5
165.0732 1004794.2 8
166.0862 2523411.8 21
166.1224 309453 2
167.0522 277549.8 2
169.0681 1567614.8 13
171.0474 375088.7 3
173.0596 187150.9 1
173.0961 904361.6 7
173.1325 323680 2
174.0912 1357865.1 11
174.1274 195874.1 1
175.0752 792991.1 6
175.099 317948.9 2
175.1119 651439.8 5
176.0525 209968.1 1
176.1069 1054828.6 9
177.091 184293.8 1
178.0861 22295700.7 193
179.0946 347644.3 3
180.1017 114858145.2 999
181.068 2633719.9 22
181.1096 4128031.5 35
182.1174 1177980.6 10
185.0964 213986.8 1
186.0913 2094173 18
186.1282 241303.6 2
187.1117 721447.2 6
189.0734 169691.5 1
190.1228 247004.9 2
191.0888 320813.7 2
192.0841 202142.6 1
193.068 300637.4 2
194.0633 4896856.9 42
195.0837 969759.1 8
197.0631 244675.4 2
201.1266 631155.2 5
202.1222 457467.8 3
203.0883 675483.2 5
204.1385 181509.3 1
206.1179 320486.2 2
207.0843 641531.7 5
208.1149 298370.8 2
210.0943 287311.6 2
210.1309 286121.7 2
219.0839 675820.5 5
220.0787 450877.9 3
220.1156 1104321.7 9
220.133 336192.1 2
221.0993 718009.2 6
224.1108 273109.6 2
228.1391 176553.2 1
229.1218 216296 1
234.1314 1658187.8 14
234.1484 283632.9 2
235.1149 1287472.9 11
236.1104 4530757.8 39
238.0895 683482 5
238.1259 6076463.9 52
240.141 271294.9 2
245.0997 224759.6 1
248.1644 1742690.3 15
252.1414 6874708.4 59
253.1261 298703.4 2
262.1257 1605218.4 13
263.11 650201.5 5
264.141 1618855.2 14
266.1205 2311163.6 20
278.1196 172308.7 1
280.1364 9563755.1 83
282.1519 323013.3 2
//
