ACCESSION: MSBNK-Eawag-EQ304504
RECORD_TITLE: Cycloxydim; LC-ESI-QFT; MS2; CE: 60; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 60 (nominal)
AC$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: splash10-0nn9-2900000000-c88953dc2ac6a69ca1d4
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
55.0179 C3H3O+ 1 55.0178 0.89
56.0496 C3H6N+ 1 56.0495 2.4
57.0336 C3H5O+ 1 57.0335 1.73
58.0652 C3H8N+ 1 58.0651 1.8
58.995 C2H3S+ 1 58.995 0.04
61.0106 C2H5S+ 1 61.0106 -0.29
65.0385 C5H5+ 1 65.0386 -0.87
67.0416 C4H5N+ 1 67.0417 -0.61
67.0542 C5H7+ 1 67.0542 -0.55
68.0131 C3H2NO+ 1 68.0131 0.59
68.0494 C4H6N+ 1 68.0495 -0.52
69.0334 C4H5O+ 1 69.0335 -1.47
69.0698 C5H9+ 1 69.0699 -1.26
70.065 C4H8N+ 1 70.0651 -1.22
72.0807 C4H10N+ 1 72.0808 -0.91
73.0107 C3H5S+ 1 73.0106 0.31
75.0264 C3H7S+ 1 75.0263 1.23
77.0384 C6H5+ 1 77.0386 -1.9
79.0542 C6H7+ 1 79.0542 -0.59
80.0495 C5H6N+ 1 80.0495 -0.2
81.0333 C5H5O+ 1 81.0335 -1.87
81.0572 C5H7N+ 1 81.0573 -1.49
81.0699 C6H9+ 1 81.0699 -0.33
82.065 C5H8N+ 1 82.0651 -0.92
83.0491 C5H7O+ 1 83.0491 -0.62
84.0443 C4H6NO+ 1 84.0444 -0.48
84.0807 C5H10N+ 1 84.0808 -1.02
85.0106 C4H5S+ 1 85.0106 -1.03
85.0283 C4H5O2+ 1 85.0284 -1.48
86.06 C4H8NO+ 1 86.06 -0.82
86.0965 C5H12N+ 1 86.0964 0.51
87.0262 C4H7S+ 1 87.0263 -0.89
91.0541 C7H7+ 1 91.0542 -0.95
92.0494 C6H6N+ 1 92.0495 -1.26
93.0334 C6H5O+ 1 93.0335 -0.98
93.0572 C6H7N+ 1 93.0573 -0.76
93.0698 C7H9+ 1 93.0699 -0.82
94.0651 C6H8N+ 1 94.0651 -0.7
95.0491 C6H7O+ 1 95.0491 -0.75
95.0855 C7H11+ 1 95.0855 -0.07
96.0443 C5H6NO+ 1 96.0444 -0.63
96.0806 C6H10N+ 1 96.0808 -1.62
97.0107 C5H5S+ 1 97.0106 0.54
97.0283 C5H5O2+ 1 97.0284 -0.99
97.0524 C5H7NO+ 1 97.0522 1.49
97.0647 C6H9O+ 1 97.0648 -0.73
98.0599 C5H8NO+ 1 98.06 -1.23
99.0262 C5H7S+ 1 99.0263 -0.68
101.0419 C5H9S+ 1 101.0419 -0.47
103.0541 C8H7+ 1 103.0542 -0.94
105.0699 C8H9+ 1 105.0699 -0.06
106.0651 C7H8N+ 1 106.0651 -0.52
107.0491 C7H7O+ 1 107.0491 -0.57
107.0855 C8H11+ 1 107.0855 -0.53
108.0443 C6H6NO+ 1 108.0444 -0.46
108.0807 C7H10N+ 1 108.0808 -0.24
109.0648 C7H9O+ 1 109.0648 0.17
109.1011 C8H13+ 1 109.1012 -0.52
110.06 C6H8NO+ 1 110.06 -0.64
111.0263 C6H7S+ 1 111.0263 -0.43
111.044 C6H7O2+ 1 111.0441 -0.86
111.0802 C7H11O+ 1 111.0804 -1.81
112.0756 C6H10NO+ 1 112.0757 -0.72
113.0418 C6H9S+ 1 113.0419 -1.04
115.0542 C9H7+ 1 115.0542 -0.58
115.0576 C6H11S+ 1 115.0576 -0.15
116.0494 C8H6N+ 1 116.0495 -0.91
117.0697 C9H9+ 1 117.0699 -1.25
118.065 C8H8N+ 1 118.0651 -1.4
119.049 C8H7O+ 1 119.0491 -1.02
119.0853 C9H11+ 1 119.0855 -1.82
120.0442 C7H6NO+ 1 120.0444 -1.67
120.0807 C8H10N+ 1 120.0808 -0.55
121.0646 C8H9O+ 1 121.0648 -1.33
122.0598 C7H8NO+ 1 122.06 -2.21
122.0963 C8H12N+ 1 122.0964 -1.36
123.044 C7H7O2+ 1 123.0441 -0.29
123.0676 C7H9NO+ 1 123.0679 -2.16
123.0803 C8H11O+ 1 123.0804 -0.82
124.0756 C7H10NO+ 1 124.0757 -0.73
125.0418 C7H9S+ 1 125.0419 -0.94
125.0834 C7H11NO+ 1 125.0835 -1
126.0498 C7H10S+ 1 126.0498 -0.18
126.0914 C7H12NO+ 1 126.0913 0.31
127.0212 C6H7OS+ 1 127.0212 -0.1
127.0575 C7H11S+ 1 127.0576 -0.69
128.062 C10H8+ 1 128.0621 -0.33
128.0707 C6H10NO2+ 1 128.0706 0.74
128.1068 C7H14NO+ 1 128.107 -1.25
129.0369 C6H9OS+ 1 129.0369 0.06
129.0697 C10H9+ 1 129.0699 -1.29
130.065 C9H8N+ 1 130.0651 -0.74
131.0491 C9H7O+ 1 131.0491 0.07
131.0855 C10H11+ 1 131.0855 -0.05
132.0444 C8H6NO+ 1 132.0444 -0.3
132.0808 C9H10N+ 1 132.0808 0.03
133.0646 C9H9O+ 1 133.0648 -1.36
133.1012 C10H13+ 1 133.1012 -0.05
134.06 C8H8NO+ 1 134.06 -0.45
134.0964 C9H12N+ 1 134.0964 0.11
135.0803 C9H11O+ 1 135.0804 -0.9
136.0392 C7H6NO2+ 1 136.0393 -0.55
136.0757 C8H10NO+ 1 136.0757 -0.15
136.1121 C9H14N+ 1 136.1121 0.25
137.0419 C8H9S+ 1 137.0419 -0.28
137.0596 C8H9O2+ 1 137.0597 -0.77
137.0835 C8H11NO+ 1 137.0835 -0.19
138.0548 C7H8NO2+ 1 138.055 -0.9
138.0913 C8H12NO+ 1 138.0913 -0.37
139.0575 C8H11S+ 1 139.0576 -0.49
140.071 C7H10NO2+ 1 140.0706 2.89
141.0733 C8H13S+ 1 141.0732 0.3
142.0778 C11H10+ 1 142.0777 0.9
143.0732 C10H9N+ 2 143.073 1.67
143.0855 C11H11+ 1 143.0855 -0.47
144.057 C10H8O+ 1 144.057 0.1
144.0809 C10H10N+ 1 144.0808 0.72
145.0647 C10H9O+ 1 145.0648 -0.63
145.1011 C11H13+ 1 145.1012 -0.74
146.0601 C9H8NO+ 1 146.06 0.13
146.0963 C10H12N+ 1 146.0964 -1
147.0441 C9H7O2+ 1 147.0441 0.1
147.0803 C10H11O+ 1 147.0804 -0.83
148.0753 C9H10NO+ 1 148.0757 -2.77
148.1118 C10H14N+ 1 148.1121 -1.8
149.042 C9H9S+ 1 149.0419 0.55
149.0472 C8H7NO2+ 1 149.0471 0.47
149.0959 C10H13O+ 1 149.0961 -1.08
150.0913 C9H12NO+ 1 150.0913 -0.47
151.0578 C9H11S+ 1 151.0576 1.14
151.0992 C9H13NO+ 1 151.0992 0.36
152.0705 C8H10NO2+ 1 152.0706 -0.49
152.1069 C9H14NO+ 1 152.107 -0.59
153.0367 C8H9OS+ 1 153.0369 -1.13
153.0733 C9H13S+ 1 153.0732 0.14
153.0784 C8H11NO2+ 1 153.0784 -0.46
154.0446 C8H10OS+ 1 154.0447 -0.5
154.0861 C8H12NO2+ 1 154.0863 -1.01
155.0524 C8H11OS+ 1 155.0525 -0.6
156.0655 C7H10NO3+ 1 156.0655 0
157.0648 C11H9O+ 1 157.0648 0.25
157.1013 C12H13+ 1 157.1012 0.53
158.0602 C10H8NO+ 1 158.06 1.26
158.0729 C11H10O+ 1 158.0726 1.54
158.0963 C11H12N+ 1 158.0964 -0.8
159.0803 C11H11O+ 1 159.0804 -0.7
159.1166 C12H15+ 1 159.1168 -1.11
160.0754 C10H10NO+ 1 160.0757 -1.56
160.112 C11H14N+ 1 160.1121 -0.54
161.0596 C10H9O2+ 1 161.0597 -0.78
161.0833 C10H11NO+ 1 161.0835 -1.46
161.096 C11H13O+ 1 161.0961 -0.38
162.0913 C10H12NO+ 1 162.0913 -0.5
163.0752 C10H11O2+ 1 163.0754 -0.83
164.071 C9H10NO2+ 1 164.0706 2.65
164.0832 C10H12O2+ 1 164.0832 0.12
164.107 C10H14NO+ 1 164.107 0.06
165.0732 C10H13S+ 1 165.0732 -0.05
166.086 C9H12NO2+ 1 166.0863 -1.54
167.0522 C9H11OS+ 1 167.0525 -1.93
172.1123 C12H14N+ 1 172.1121 1.36
173.0959 C12H13O+ 1 173.0961 -1.39
174.0913 C11H12NO+ 1 174.0913 -0.12
174.1276 C12H16N+ 1 174.1277 -0.55
175.0579 C11H11S+ 1 175.0576 1.95
175.0754 C11H11O2+ 1 175.0754 0.31
175.1116 C12H15O+ 1 175.1117 -0.58
176.1068 C11H14NO+ 1 176.107 -1.08
178.0861 C10H12NO2+ 1 178.0863 -0.65
179.0942 C10H13NO2+ 1 179.0941 0.78
180.1018 C10H14NO2+ 1 180.1019 -0.75
181.0682 C10H13OS+ 1 181.0682 0.32
181.1096 C10H15NO2+ 1 181.1097 -0.72
182.1175 C10H16NO2+ 1 182.1176 -0.25
185.0964 C13H13O+ 1 185.0961 1.56
186.091 C12H12NO+ 1 186.0913 -1.94
187.1113 C13H15O+ 1 187.1117 -2.57
189.0909 C12H13O2+ 1 189.091 -0.4
190.1227 C12H16NO+ 1 190.1226 0.26
193.0684 C11H13OS+ 1 193.0682 1.44
194.0634 C10H12NOS+ 1 194.0634 0.04
195.0834 C11H15OS+ 1 195.0838 -2.22
202.1229 C13H16NO+ 1 202.1226 1.48
206.1176 C12H16NO2+ 1 206.1176 0.12
208.1156 C12H18NS+ 1 208.1154 0.69
219.0841 C13H15OS+ 1 219.0838 1.49
220.1153 C13H18NS+ 1 220.1154 -0.8
220.1332 C13H18NO2+ 1 220.1332 0.11
221.0994 C13H17OS+ 1 221.0995 -0.06
224.1104 C12H18NOS+ 1 224.1104 0.22
234.1314 C14H20NS+ 1 234.1311 1.34
235.1146 C14H19OS+ 1 235.1151 -2.27
236.1102 C13H18NOS+ 1 236.1104 -0.56
238.1259 C13H20NOS+ 1 238.126 -0.59
248.1649 C15H22NO2+ 1 248.1645 1.75
252.141 C14H22NOS+ 1 252.1417 -2.58
262.1259 C15H20NOS+ 1 262.126 -0.5
263.1106 C15H19O2S+ 1 263.11 2.1
264.1418 C15H22NOS+ 1 264.1417 0.52
266.1206 C14H20NO2S+ 1 266.1209 -1.3
280.1365 C15H22NO2S+ 1 280.1366 -0.42
PK$NUM_PEAK: 201
PK$PEAK: m/z int. rel.int.
55.0179 368044.7 5
56.0496 234751.9 3
57.0336 660685.7 9
58.0652 245363.7 3
58.995 7909145.2 115
61.0106 1795865.6 26
65.0385 2415309.3 35
67.0416 637966.8 9
67.0542 12143307.1 177
68.0131 217523.2 3
68.0494 2907120.7 42
69.0334 2085230.6 30
69.0698 842188.6 12
70.065 2258707.8 32
72.0807 194613.8 2
73.0107 997969.1 14
75.0264 181693 2
77.0384 209753.6 3
79.0542 6357925.5 92
80.0495 988015.5 14
81.0333 234404.8 3
81.0572 219344.6 3
81.0699 2357808 34
82.065 8537888.2 124
83.0491 1276974.5 18
84.0443 875048.5 12
84.0807 2421064 35
85.0106 2090875.3 30
85.0283 161335.9 2
86.06 699125.9 10
86.0965 273985 3
87.0262 17451875.1 254
91.0541 7710507.9 112
92.0494 274971.7 4
93.0334 1155927.4 16
93.0572 681364.6 9
93.0698 13459899.5 196
94.0651 1206368.3 17
95.0491 7253669.7 105
95.0855 1114431.8 16
96.0443 1566849.8 22
96.0806 1645574.8 23
97.0107 860200 12
97.0283 330560.5 4
97.0524 471952.9 6
97.0647 202717.7 2
98.0599 335065.3 4
99.0262 2202731.5 32
101.0419 44476743.6 648
103.0541 1146792.1 16
105.0699 4638001.3 67
106.0651 716686.8 10
107.0491 21053214.8 306
107.0855 4085014.9 59
108.0443 173294.7 2
108.0807 2810050.2 40
109.0648 1783029.8 25
109.1011 382067.6 5
110.06 33760815.8 492
111.0263 829228 12
111.044 2279701.4 33
111.0802 247435.6 3
112.0756 16206151.2 236
113.0418 10579929.4 154
115.0542 1785522.2 26
115.0576 292130.2 4
116.0494 307147.9 4
117.0697 4266274.7 62
118.065 293888.5 4
119.049 336458.8 4
119.0853 2022441.6 29
120.0442 358755.8 5
120.0807 3486030 50
121.0646 5511435.3 80
122.0598 1175607.7 17
122.0963 3620362.4 52
123.044 911720.7 13
123.0676 160486.7 2
123.0803 260998.1 3
124.0756 6571087.6 95
125.0418 991810.7 14
125.0834 220996.4 3
126.0498 830911.3 12
126.0914 859358.1 12
127.0212 986392.4 14
127.0575 16047651.5 233
128.062 209577.3 3
128.0707 315321.3 4
128.1068 315122.8 4
129.0369 728085.2 10
129.0697 1404724.8 20
130.065 315292.6 4
131.0491 302720.4 4
131.0855 2611692.3 38
132.0444 5637017.2 82
132.0808 1308854.1 19
133.0646 3428481.1 49
133.1012 375191.8 5
134.06 296349.3 4
134.0964 2434985.7 35
135.0803 7792222.6 113
136.0392 1391900.8 20
136.0757 3899698.8 56
136.1121 250390.4 3
137.0419 1840113.3 26
137.0596 926203.3 13
137.0835 794641.8 11
138.0548 2884150.5 42
138.0913 5438146.5 79
139.0575 2252241.4 32
140.071 239583.2 3
141.0733 978288.5 14
142.0778 621467.8 9
143.0732 200878.3 2
143.0855 617354.5 8
144.057 210553.7 3
144.0809 959906.9 13
145.0647 1673357.2 24
145.1011 752477.6 10
146.0601 339132.6 4
146.0963 620966.5 9
147.0441 211371.8 3
147.0803 1627643.7 23
148.0753 222462.7 3
148.1118 178721 2
149.042 186762.5 2
149.0472 236063.2 3
149.0959 175737.4 2
150.0913 6207394.3 90
151.0578 1165602.6 16
151.0992 675084.1 9
152.0705 2839331.1 41
152.1069 2633222.5 38
153.0367 1592993.7 23
153.0733 255272.2 3
153.0784 405741.4 5
154.0446 203032.1 2
154.0861 370502 5
155.0524 17932865.5 261
156.0655 1287775.6 18
157.0648 1843601.4 26
157.1013 771315.9 11
158.0602 340263.9 4
158.0729 167523.4 2
158.0963 375073.4 5
159.0803 3057606.5 44
159.1166 281144.2 4
160.0754 2620074.3 38
160.112 373218.8 5
161.0596 4902337.7 71
161.0833 321702.7 4
161.096 708861.2 10
162.0913 5194467.5 75
163.0752 21662399.5 315
164.071 237228.3 3
164.0832 330188 4
164.107 668330.1 9
165.0732 613120.4 8
166.086 2863972.9 41
167.0522 165465 2
172.1123 310570.4 4
173.0959 882655.7 12
174.0913 1005864.9 14
174.1276 259525.1 3
175.0579 178615.7 2
175.0754 902068.7 13
175.1116 807835.2 11
176.1068 368403.8 5
178.0861 14823880.8 216
179.0942 179522.7 2
180.1018 68529844.8 999
181.0682 934958.1 13
181.1096 1993559.8 29
182.1175 323273.2 4
185.0964 140274.9 2
186.091 1131685.1 16
187.1113 203951.7 2
189.0909 246741.6 3
190.1227 210919.4 3
193.0684 303308.3 4
194.0634 2864510.5 41
195.0834 276732.7 4
202.1229 663646.1 9
206.1176 821284.6 11
208.1156 209386.3 3
219.0841 193212.6 2
220.1153 633830.3 9
220.1332 333658.3 4
221.0994 224458.8 3
224.1104 238621.9 3
234.1314 796213 11
235.1146 186681.9 2
236.1102 1220144.6 17
238.1259 1792247.4 26
248.1649 774893.7 11
252.141 1479192.5 21
262.1259 197696.5 2
263.1106 164092.1 2
264.1418 861553.3 12
266.1206 1805900.5 26
280.1365 1201713.5 17
//
