ACCESSION: MSBNK-Eawag-EQ304502
RECORD_TITLE: Cycloxydim; LC-ESI-QFT; MS2; CE: 30; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 30 (nominal)
AC$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: splash10-001i-0950000000-4256e31750f9aa1136f3
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
57.0335 C3H5O+ 1 57.0335 -0.55
58.0652 C3H8N+ 1 58.0651 1.45
58.995 C2H3S+ 1 58.995 -0.47
61.0106 C2H5S+ 1 61.0106 -0.12
67.0542 C5H7+ 1 67.0542 -1.14
68.0495 C4H6N+ 1 68.0495 -0.23
69.0334 C4H5O+ 1 69.0335 -1.9
69.0699 C5H9+ 1 69.0699 -0.1
70.065 C4H8N+ 1 70.0651 -1.37
72.0808 C4H10N+ 1 72.0808 -0.08
79.0542 C6H7+ 1 79.0542 -0.46
80.0496 C5H6N+ 1 80.0495 1.93
81.0699 C6H9+ 1 81.0699 0.04
82.065 C5H8N+ 1 82.0651 -0.92
84.0444 C4H6NO+ 1 84.0444 -0.24
84.0807 C5H10N+ 1 84.0808 -0.78
85.0106 C4H5S+ 1 85.0106 -0.68
86.06 C4H8NO+ 1 86.06 -1.05
86.0963 C5H12N+ 1 86.0964 -1.46
87.0262 C4H7S+ 1 87.0263 -0.78
91.0542 C7H7+ 1 91.0542 -0.18
93.0698 C7H9+ 1 93.0699 -1.04
94.0649 C6H8N+ 1 94.0651 -2.08
95.0491 C6H7O+ 1 95.0491 -0.85
95.0854 C7H11+ 1 95.0855 -1.44
96.0807 C6H10N+ 1 96.0808 -0.79
97.0105 C5H5S+ 1 97.0106 -1.01
99.0263 C5H7S+ 1 99.0263 -0.18
101.0419 C5H9S+ 1 101.0419 -0.57
105.0697 C8H9+ 1 105.0699 -1.3
106.0651 C7H8N+ 1 106.0651 -0.62
107.0491 C7H7O+ 1 107.0491 -0.39
107.0854 C8H11+ 1 107.0855 -0.9
108.0807 C7H10N+ 1 108.0808 -0.79
109.0646 C7H9O+ 1 109.0648 -1.39
109.1009 C8H13+ 1 109.1012 -2.54
110.06 C6H8NO+ 1 110.06 -0.64
112.0756 C6H10NO+ 1 112.0757 -1.07
113.0418 C6H9S+ 1 113.0419 -1.04
115.0576 C6H11S+ 1 115.0576 0.37
117.0699 C9H9+ 1 117.0699 0.11
119.0855 C9H11+ 1 119.0855 0.03
120.0807 C8H10N+ 1 120.0808 -0.63
121.0647 C8H9O+ 1 121.0648 -1.17
122.0599 C7H8NO+ 1 122.06 -0.9
122.0963 C8H12N+ 1 122.0964 -1.03
123.0435 C7H7O2+ 1 123.0441 -4.36
124.0756 C7H10NO+ 1 124.0757 -0.65
126.0913 C7H12NO+ 1 126.0913 -0.72
127.0575 C7H11S+ 1 127.0576 -0.85
128.1069 C7H14NO+ 1 128.107 -0.94
129.0368 C6H9OS+ 1 129.0369 -0.33
129.0693 C10H9+ 1 129.0699 -4.16
131.0855 C10H11+ 1 131.0855 -0.28
132.0443 C8H6NO+ 1 132.0444 -0.76
132.0808 C9H10N+ 1 132.0808 0.18
133.0648 C9H9O+ 1 133.0648 -0.09
133.1013 C10H13+ 1 133.1012 0.7
134.0961 C9H12N+ 1 134.0964 -2.13
135.0803 C9H11O+ 1 135.0804 -0.82
136.0756 C8H10NO+ 1 136.0757 -0.52
137.0418 C8H9S+ 1 137.0419 -1
137.0598 C8H9O2+ 1 137.0597 0.76
137.096 C9H13O+ 1 137.0961 -0.96
138.0549 C7H8NO2+ 1 138.055 -0.33
138.0914 C8H12NO+ 1 138.0913 0.14
139.0576 C8H11S+ 1 139.0576 -0.13
140.0704 C7H10NO2+ 1 140.0706 -1.46
141.0731 C8H13S+ 1 141.0732 -0.84
143.0854 C11H11+ 1 143.0855 -0.61
144.0807 C10H10N+ 1 144.0808 -0.32
145.0649 C10H9O+ 1 145.0648 0.68
145.1013 C11H13+ 1 145.1012 1.12
147.0802 C10H11O+ 1 147.0804 -1.37
148.112 C10H14N+ 1 148.1121 -0.65
149.0961 C10H13O+ 1 149.0961 0.39
150.0912 C9H12NO+ 1 150.0913 -1
151.0577 C9H11S+ 1 151.0576 0.68
152.0706 C8H10NO2+ 1 152.0706 -0.16
152.1068 C9H14NO+ 1 152.107 -1.06
153.0368 C8H9OS+ 1 153.0369 -0.21
153.0731 C9H13S+ 1 153.0732 -1.03
153.0786 C8H11NO2+ 1 153.0784 0.85
154.0861 C8H12NO2+ 1 154.0863 -0.75
155.0524 C8H11OS+ 1 155.0525 -0.6
156.0659 C7H10NO3+ 1 156.0655 2.25
157.0646 C11H9O+ 1 157.0648 -1.09
157.101 C12H13+ 1 157.1012 -1.06
158.0968 C11H12N+ 1 158.0964 2.56
159.0802 C11H11O+ 1 159.0804 -1.27
159.1166 C12H15+ 1 159.1168 -1.24
160.0755 C10H10NO+ 1 160.0757 -1
161.0598 C10H9O2+ 1 161.0597 0.27
161.0832 C10H11NO+ 1 161.0835 -1.83
161.096 C11H13O+ 1 161.0961 -0.57
162.0912 C10H12NO+ 1 162.0913 -0.99
163.0575 C10H11S+ 1 163.0576 -0.78
163.0752 C10H11O2+ 1 163.0754 -0.71
164.1069 C10H14NO+ 1 164.107 -0.43
165.0732 C10H13S+ 1 165.0732 -0.47
166.0861 C9H12NO2+ 1 166.0863 -1.11
166.1224 C10H16NO+ 1 166.1226 -1.69
169.0683 C9H13OS+ 1 169.0682 0.58
171.0474 C8H11O2S+ 1 171.0474 0.02
172.1122 C12H14N+ 1 172.1121 0.78
173.0957 C12H13O+ 1 173.0961 -2.32
173.1328 C13H17+ 1 173.1325 1.92
174.0915 C11H12NO+ 1 174.0913 0.74
175.0575 C11H11S+ 1 175.0576 -0.56
175.0751 C11H11O2+ 1 175.0754 -1.46
175.1116 C12H15O+ 1 175.1117 -0.98
176.0525 C10H10NS+ 1 176.0528 -1.97
176.1066 C11H14NO+ 1 176.107 -2.39
177.0911 C11H13O2+ 1 177.091 0.42
178.0862 C10H12NO2+ 1 178.0863 -0.53
180.1018 C10H14NO2+ 1 180.1019 -0.81
181.068 C10H13OS+ 1 181.0682 -0.62
181.1096 C10H15NO2+ 1 181.1097 -0.5
182.1176 C10H16NO2+ 1 182.1176 0.03
185.0964 C13H13O+ 1 185.0961 1.88
186.0913 C12H12NO+ 1 186.0913 -0.38
187.1117 C13H15O+ 1 187.1117 -0.17
189.0731 C12H13S+ 1 189.0732 -0.73
191.0886 C12H15S+ 1 191.0889 -1.72
192.0841 C11H14NS+ 1 192.0841 -0.04
193.0682 C11H13OS+ 1 193.0682 0.25
194.0633 C10H12NOS+ 1 194.0634 -0.37
195.0836 C11H15OS+ 1 195.0838 -1.35
197.0628 C10H13O2S+ 1 197.0631 -1.3
201.1275 C14H17O+ 1 201.1274 0.34
202.1222 C13H16NO+ 1 202.1226 -1.98
203.0887 C13H15S+ 1 203.0889 -0.78
204.1384 C13H18NO+ 1 204.1383 0.49
206.0999 C12H16NS+ 1 206.0998 0.6
206.1176 C12H16NO2+ 1 206.1176 0.02
207.0836 C12H15OS+ 1 207.0838 -0.98
208.1154 C12H18NS+ 1 208.1154 -0.08
210.0945 C11H16NOS+ 1 210.0947 -1.05
210.1308 C12H20NS+ 1 210.1311 -1.32
213.0945 C11H17O2S+ 1 213.0944 0.72
218.0997 C13H16NS+ 1 218.0998 -0.35
219.0837 C13H15OS+ 1 219.0838 -0.47
220.0789 C12H14NOS+ 1 220.0791 -0.6
220.1155 C13H18NS+ 1 220.1154 0.1
220.1331 C13H18NO2+ 1 220.1332 -0.66
221.0993 C13H17OS+ 1 221.0995 -0.64
224.1102 C12H18NOS+ 1 224.1104 -0.81
228.1384 C15H18NO+ 1 228.1383 0.35
229.1218 C15H17O2+ 1 229.1223 -2.12
234.1309 C14H20NS+ 1 234.1311 -0.67
234.149 C14H20NO2+ 1 234.1489 0.45
235.1148 C14H19OS+ 1 235.1151 -1.12
236.1103 C13H18NOS+ 1 236.1104 -0.3
238.0896 C12H16NO2S+ 1 238.0896 -0.28
238.1259 C13H20NOS+ 1 238.126 -0.47
240.1413 C13H22NOS+ 1 240.1417 -1.63
245.0993 C15H17OS+ 1 245.0995 -0.66
248.1645 C15H22NO2+ 1 248.1645 -0.18
252.1415 C14H22NOS+ 1 252.1417 -0.56
253.1253 C14H21O2S+ 1 253.1257 -1.41
254.1568 C14H24NOS+ 1 254.1573 -2.01
262.126 C15H20NOS+ 1 262.126 -0.16
263.1098 C15H19O2S+ 1 263.11 -0.98
264.141 C15H22NOS+ 1 264.1417 -2.39
265.125 C15H21O2S+ 1 265.1257 -2.71
266.1208 C14H20NO2S+ 1 266.1209 -0.36
278.1205 C15H20NO2S+ 1 278.1209 -1.71
280.1365 C15H22NO2S+ 1 280.1366 -0.34
281.1204 C15H21O3S+ 1 281.1206 -0.72
281.1442 C15H23NO2S+ 1 281.1444 -0.75
282.152 C15H24NO2S+ 1 282.1522 -0.8
326.1782 C17H28NO3S+ 1 326.1784 -0.62
PK$NUM_PEAK: 172
PK$PEAK: m/z int. rel.int.
57.0335 451979.5 3
58.0652 162632 1
58.995 1827080.1 12
61.0106 176153.9 1
67.0542 2144344.1 15
68.0495 852584.6 6
69.0334 290356.6 2
69.0699 294611.8 2
70.065 489916.2 3
72.0808 183151.1 1
79.0542 1221779.5 8
80.0496 222013.1 1
81.0699 180936.3 1
82.065 870830.7 6
84.0444 989880 7
84.0807 2062980.7 14
85.0106 226806.8 1
86.06 1651713.8 11
86.0963 608190.4 4
87.0262 11867918.8 84
91.0542 626238.2 4
93.0698 1750979.6 12
94.0649 608530.5 4
95.0491 1020131.8 7
95.0854 253895.4 1
96.0807 373639.4 2
97.0105 665661.1 4
99.0263 872342.4 6
101.0419 65635185.3 466
105.0697 391552.5 2
106.0651 181025.3 1
107.0491 1773822.3 12
107.0854 1079358.4 7
108.0807 1491845.6 10
109.0646 904830.1 6
109.1009 284733.6 2
110.06 25669201.3 182
112.0756 14845824.2 105
113.0418 6036415 42
115.0576 345484.8 2
117.0699 1234916.3 8
119.0855 875328.6 6
120.0807 1658071.1 11
121.0647 1933517.8 13
122.0599 222020.1 1
122.0963 1223731.5 8
123.0435 214275.5 1
124.0756 4145334.6 29
126.0913 2370890.2 16
127.0575 7783791.3 55
128.1069 1014097.1 7
129.0368 177876.5 1
129.0693 272156.9 1
131.0855 654625.4 4
132.0443 349143.9 2
132.0808 233300.6 1
133.0648 290737.5 2
133.1013 250901 1
134.0961 1102592 7
135.0803 5133269 36
136.0756 2673024.1 19
137.0418 683476.2 4
137.0598 654214.7 4
137.096 644967.5 4
138.0549 3591506.3 25
138.0914 2766100.5 19
139.0576 4946318.8 35
140.0704 316645.5 2
141.0731 853565.3 6
143.0854 210289.3 1
144.0807 447497 3
145.0649 761606.6 5
145.1013 318963.6 2
147.0802 881821.2 6
148.112 173930.4 1
149.0961 380218.3 2
150.0912 1240809.2 8
151.0577 943844.7 6
152.0706 6265242.2 44
152.1068 2372321.4 16
153.0368 1690444.2 12
153.0731 1021877.9 7
153.0786 260230.9 1
154.0861 2582161.6 18
155.0524 25933792 184
156.0659 208910.2 1
157.0646 218598.2 1
157.101 678827.9 4
158.0968 194192.4 1
159.0802 1504196.3 10
159.1166 377773.1 2
160.0755 999063.6 7
161.0598 1204544.4 8
161.0832 267883.1 1
161.096 175847.7 1
162.0912 5991298.1 42
163.0575 286434.7 2
163.0752 5478360.8 38
164.1069 303757.6 2
165.0732 1074786.1 7
166.0861 663699.9 4
166.1224 219059.8 1
169.0683 2447331.1 17
171.0474 1146287.1 8
172.1122 182590.1 1
173.0957 453378.2 3
173.1328 252525.7 1
174.0915 302012.8 2
175.0575 222533.3 1
175.0751 356624.5 2
175.1116 616246.7 4
176.0525 314626.1 2
176.1066 663142.7 4
177.0911 846587.6 6
178.0862 15910579.1 113
180.1018 120483895.9 856
181.068 4481944.2 31
181.1096 3674708.9 26
182.1176 5881860.8 41
185.0964 391730.2 2
186.0913 1675696.1 11
187.1117 825954.6 5
189.0731 218610.4 1
191.0886 255166.3 1
192.0841 263829.1 1
193.0682 670925.8 4
194.0633 6300355.7 44
195.0836 4096205.3 29
197.0628 704915.5 5
201.1275 847392.7 6
202.1222 705767.7 5
203.0887 612119.1 4
204.1384 283443.1 2
206.0999 817275.4 5
206.1176 211429.4 1
207.0836 1731533.2 12
208.1154 288717.1 2
210.0945 285315.2 2
210.1308 648052 4
213.0945 254690.8 1
218.0997 269632.1 1
219.0837 915789.9 6
220.0789 2136614 15
220.1155 1793300.9 12
220.1331 755959.1 5
221.0993 1948614.4 13
224.1102 1546071.8 10
228.1384 375558.5 2
229.1218 684982.2 4
234.1309 2473432.1 17
234.149 390399.9 2
235.1148 3334198.2 23
236.1103 11446798.7 81
238.0896 5209381.2 37
238.1259 16123871.6 114
240.1413 1756318 12
245.0993 1103118.8 7
248.1645 2145675.2 15
252.1415 27696447 196
253.1253 1033171.8 7
254.1568 1940445.2 13
262.126 5315533.1 37
263.1098 4534118.5 32
264.141 638483.6 4
265.125 762911.5 5
266.1208 304416.6 2
278.1205 320417.7 2
280.1365 140478771.5 999
281.1204 732632.4 5
281.1442 1211517.8 8
282.152 11669381 82
326.1782 8831574.2 62
//
