ACCESSION: MSBNK-Eawag-EQ304505
RECORD_TITLE: Cycloxydim; LC-ESI-QFT; MS2; CE: 75; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 75 (nominal)
AC$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: splash10-08fu-4900000000-2caf8db60d6802b37e50
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
55.0179 C3H3O+ 1 55.0178 1.43
56.0496 C3H6N+ 1 56.0495 1.51
57.0335 C3H5O+ 1 57.0335 0.33
58.0651 C3H8N+ 1 58.0651 -0.44
58.995 C2H3S+ 1 58.995 -0.13
61.0106 C2H5S+ 1 61.0106 -0.29
65.0385 C5H5+ 1 65.0386 -0.56
67.0416 C4H5N+ 1 67.0417 -0.75
67.0542 C5H7+ 1 67.0542 -0.7
68.0131 C3H2NO+ 1 68.0131 -0.59
68.0494 C4H6N+ 1 68.0495 -0.52
68.9971 C3HO2+ 1 68.9971 -0.81
69.0334 C4H5O+ 1 69.0335 -1.61
69.0698 C5H9+ 1 69.0699 -0.53
70.065 C4H8N+ 1 70.0651 -1.08
72.0807 C4H10N+ 1 72.0808 -0.36
73.0105 C3H5S+ 1 73.0106 -1.34
75.0262 C3H7S+ 1 75.0263 -0.9
77.0384 C6H5+ 1 77.0386 -2.16
79.0542 C6H7+ 1 79.0542 -0.59
80.0494 C5H6N+ 1 80.0495 -0.69
80.0621 C6H8+ 1 80.0621 0.23
81.0335 C5H5O+ 1 81.0335 -0.51
81.0573 C5H7N+ 1 81.0573 0.61
81.0698 C6H9+ 1 81.0699 -1.07
82.065 C5H8N+ 1 82.0651 -0.92
83.0367 C4H5NO+ 1 83.0366 1.26
83.049 C5H7O+ 1 83.0491 -1.1
84.0443 C4H6NO+ 1 84.0444 -1.07
84.0807 C5H10N+ 1 84.0808 -0.54
85.0106 C4H5S+ 1 85.0106 -0.44
85.0284 C4H5O2+ 1 85.0284 -0.42
86.06 C4H8NO+ 1 86.06 -0.82
86.0964 C5H12N+ 1 86.0964 -0.65
87.0262 C4H7S+ 1 87.0263 -0.89
91.0541 C7H7+ 1 91.0542 -0.95
92.0494 C6H6N+ 1 92.0495 -0.82
93.0334 C6H5O+ 1 93.0335 -0.87
93.0571 C6H7N+ 1 93.0573 -1.83
93.0698 C7H9+ 1 93.0699 -1.04
94.065 C6H8N+ 1 94.0651 -1.55
95.0491 C6H7O+ 1 95.0491 -0.85
95.0854 C7H11+ 1 95.0855 -1.33
96.0444 C5H6NO+ 1 96.0444 -0.11
96.0807 C6H10N+ 1 96.0808 -0.58
97.0106 C5H5S+ 1 97.0106 -0.59
97.0522 C5H7NO+ 1 97.0522 -0.05
97.0648 C6H9O+ 1 97.0648 0.09
99.0262 C5H7S+ 1 99.0263 -0.58
101.0419 C5H9S+ 1 101.0419 -0.57
103.0543 C8H7+ 1 103.0542 0.32
104.0494 C7H6N+ 1 104.0495 -0.53
105.0447 C6H5N2+ 1 105.0447 -0.04
105.0698 C8H9+ 1 105.0699 -0.35
106.0651 C7H8N+ 1 106.0651 -0.43
107.0491 C7H7O+ 1 107.0491 -0.67
107.0855 C8H11+ 1 107.0855 -0.16
108.0443 C6H6NO+ 1 108.0444 -0.93
108.0807 C7H10N+ 1 108.0808 -0.42
109.0283 C6H5O2+ 1 109.0284 -0.79
109.0523 C6H7NO+ 1 109.0522 0.32
109.0647 C7H9O+ 1 109.0648 -0.65
109.1013 C8H13+ 1 109.1012 0.85
110.06 C6H8NO+ 1 110.06 -0.73
111.0262 C6H7S+ 1 111.0263 -0.61
111.044 C6H7O2+ 1 111.0441 -0.68
111.0804 C7H11O+ 1 111.0804 -0.28
112.0756 C6H10NO+ 1 112.0757 -0.98
113.0418 C6H9S+ 1 113.0419 -0.86
115.0541 C9H7+ 1 115.0542 -1.01
116.0495 C8H6N+ 1 116.0495 0.64
116.062 C9H8+ 1 116.0621 -0.53
117.0573 C8H7N+ 1 117.0573 -0.09
117.0697 C9H9+ 1 117.0699 -1.17
118.065 C8H8N+ 1 118.0651 -1.4
119.0492 C8H7O+ 1 119.0491 0.16
119.0728 C8H9N+ 1 119.073 -1.01
119.0855 C9H11+ 1 119.0855 -0.14
120.0442 C7H6NO+ 1 120.0444 -1.25
120.0807 C8H10N+ 1 120.0808 -0.46
121.0646 C8H9O+ 1 121.0648 -1.25
122.06 C7H8NO+ 1 122.06 -0.17
122.0963 C8H12N+ 1 122.0964 -0.7
123.0262 C7H7S+ 1 123.0263 -0.55
123.0439 C7H7O2+ 1 123.0441 -1.35
123.0676 C7H9NO+ 1 123.0679 -2.07
123.0802 C8H11O+ 1 123.0804 -2.04
124.0756 C7H10NO+ 1 124.0757 -0.97
124.1119 C8H14N+ 1 124.1121 -1.34
125.0419 C7H9S+ 1 125.0419 -0.62
125.0834 C7H11NO+ 1 125.0835 -0.76
126.0497 C7H10S+ 1 126.0498 -0.42
127.0212 C6H7OS+ 1 127.0212 -0.1
127.0575 C7H11S+ 1 127.0576 -0.69
128.0619 C10H8+ 1 128.0621 -1.34
128.0706 C6H10NO2+ 1 128.0706 0.27
129.0369 C6H9OS+ 1 129.0369 -0.02
129.0697 C10H9+ 1 129.0699 -0.98
130.0651 C9H8N+ 1 130.0651 -0.2
131.0491 C9H7O+ 1 131.0491 -0.16
131.0854 C10H11+ 1 131.0855 -0.66
132.0443 C8H6NO+ 1 132.0444 -0.46
132.0808 C9H10N+ 1 132.0808 -0.12
133.0647 C9H9O+ 1 133.0648 -0.76
133.1012 C10H13+ 1 133.1012 0.02
134.0598 C8H8NO+ 1 134.06 -1.49
134.0964 C9H12N+ 1 134.0964 -0.19
135.0441 C8H7O2+ 1 135.0441 0.18
135.0803 C9H11O+ 1 135.0804 -0.9
136.0392 C7H6NO2+ 1 136.0393 -0.84
136.0756 C8H10NO+ 1 136.0757 -0.3
137.0416 C8H9S+ 1 137.0419 -2.32
137.0598 C8H9O2+ 1 137.0597 0.69
137.0834 C8H11NO+ 1 137.0835 -0.91
138.055 C7H8NO2+ 1 138.055 0.18
138.0913 C8H12NO+ 1 138.0913 -0.58
139.0575 C8H11S+ 1 139.0576 -0.42
140.0704 C7H10NO2+ 1 140.0706 -1.68
141.0698 C11H9+ 1 141.0699 -0.69
142.0777 C11H10+ 1 142.0777 -0.01
143.0729 C10H9N+ 2 143.073 0
143.0854 C11H11+ 1 143.0855 -1.1
144.0569 C10H8O+ 1 144.057 -0.39
144.0807 C10H10N+ 1 144.0808 -0.18
145.0647 C10H9O+ 1 145.0648 -0.63
145.0886 C10H11N+ 1 145.0886 0.27
145.101 C11H13+ 1 145.1012 -1.29
146.0602 C9H8NO+ 1 146.06 0.82
146.0962 C10H12N+ 1 146.0964 -1.41
147.044 C9H7O2+ 1 147.0441 -0.58
147.0805 C10H11O+ 1 147.0804 0.33
148.0758 C9H10NO+ 1 148.0757 0.47
148.112 C10H14N+ 1 148.1121 -0.24
149.0418 C9H9S+ 1 149.0419 -0.86
149.0473 C8H7NO2+ 1 149.0471 0.94
149.0597 C9H9O2+ 1 149.0597 0.16
150.0554 C8H8NO2+ 1 150.055 2.83
150.0913 C9H12NO+ 1 150.0913 -0.27
151.0576 C9H11S+ 1 151.0576 0.01
151.0995 C9H13NO+ 1 151.0992 2.08
152.0705 C8H10NO2+ 1 152.0706 -0.76
152.1069 C9H14NO+ 1 152.107 -0.53
153.0367 C8H9OS+ 1 153.0369 -1.06
153.0699 C12H9+ 1 153.0699 -0.17
153.0785 C8H11NO2+ 1 153.0784 0.39
154.0445 C8H10OS+ 1 154.0447 -0.96
155.0524 C8H11OS+ 1 155.0525 -0.79
156.0653 C7H10NO3+ 1 156.0655 -1.09
156.081 C11H10N+ 2 156.0808 1.24
157.0646 C11H9O+ 1 157.0648 -0.96
158.0601 C10H8NO+ 1 158.06 0.57
158.0724 C11H10O+ 1 158.0726 -1.43
158.0966 C11H12N+ 1 158.0964 1.04
159.0681 C10H9NO+ 1 159.0679 1.66
159.0804 C11H11O+ 1 159.0804 -0.26
160.0755 C10H10NO+ 1 160.0757 -1.06
160.1119 C11H14N+ 1 160.1121 -1.22
161.0596 C10H9O2+ 1 161.0597 -0.72
161.0957 C11H13O+ 1 161.0961 -2.24
162.0552 C9H8NO2+ 1 162.055 1.27
162.0912 C10H12NO+ 1 162.0913 -0.93
163.0752 C10H11O2+ 1 163.0754 -0.77
164.0705 C9H10NO2+ 1 164.0706 -0.88
164.1072 C10H14NO+ 1 164.107 1.34
165.0726 C10H13S+ 1 165.0732 -3.74
166.0861 C9H12NO2+ 1 166.0863 -0.69
172.1122 C12H14N+ 1 172.1121 0.49
173.0595 C11H9O2+ 1 173.0597 -1.07
173.0962 C12H13O+ 1 173.0961 0.63
174.0916 C11H12NO+ 1 174.0913 1.2
174.1277 C12H16N+ 1 174.1277 -0.21
175.0753 C11H11O2+ 1 175.0754 -0.38
175.0991 C11H13NO+ 1 175.0992 -0.55
176.052 C10H10NS+ 1 176.0528 -4.98
176.0713 C10H10NO2+ 1 176.0706 3.95
176.1071 C11H14NO+ 1 176.107 0.74
178.0861 C10H12NO2+ 1 178.0863 -0.81
180.1017 C10H14NO2+ 1 180.1019 -0.92
181.1095 C10H15NO2+ 1 181.1097 -1.49
186.0914 C12H12NO+ 1 186.0913 0.05
186.1281 C13H16N+ 1 186.1277 2.22
189.0912 C12H13O2+ 1 189.091 1.08
194.0633 C10H12NOS+ 1 194.0634 -0.37
206.1167 C12H16NO2+ 1 206.1176 -3.95
238.1257 C13H20NOS+ 1 238.126 -1.43
264.1419 C15H22NOS+ 1 264.1417 0.94
266.1214 C14H20NO2S+ 1 266.1209 1.74
PK$NUM_PEAK: 188
PK$PEAK: m/z int. rel.int.
55.0179 820281.2 13
56.0496 170238.1 2
57.0335 268365.1 4
58.0651 150992.2 2
58.995 11980017 196
61.0106 3193419.1 52
65.0385 5073660.3 83
67.0416 1116922.5 18
67.0542 19013981.1 311
68.0131 1227434.7 20
68.0494 4614989.1 75
68.9971 262386.1 4
69.0334 3230941.8 52
69.0698 1115796.6 18
70.065 3230557 52
72.0807 264307.9 4
73.0105 1947076.7 31
75.0262 200962.4 3
77.0384 985071.3 16
79.0542 12195798.3 199
80.0494 1617026.4 26
80.0621 175467.1 2
81.0335 345206.1 5
81.0573 831351 13
81.0698 5119059.5 83
82.065 12152156.5 199
83.0367 283918.3 4
83.049 1144207.4 18
84.0443 860149.3 14
84.0807 1792974.3 29
85.0106 3673123.7 60
85.0284 326464 5
86.06 940707 15
86.0964 383424.7 6
87.0262 15134751.8 248
91.0541 15551781.9 254
92.0494 692615.7 11
93.0334 2541828.4 41
93.0571 1208535.7 19
93.0698 17192092.1 281
94.065 2615568.4 42
95.0491 12754812 209
95.0854 1259344.6 20
96.0444 3368705.1 55
96.0807 1697899.5 27
97.0106 1493277.4 24
97.0522 752079.8 12
97.0648 277819.7 4
99.0262 3214053.2 52
101.0419 31278255 512
103.0543 2045709.8 33
104.0494 678005.2 11
105.0447 1191345.3 19
105.0698 9679445.6 158
106.0651 1606705 26
107.0491 60927963.7 999
107.0855 3098937.6 50
108.0443 614536.2 10
108.0807 2474978.4 40
109.0283 259241.4 4
109.0523 363287.6 5
109.0647 3147620.8 51
109.1013 184950.9 3
110.06 27092769.2 444
111.0262 1018777.3 16
111.044 3633425 59
111.0678 633390.9205 10
111.0804 216920.5 3
112.0756 16079064.7 263
113.0418 8627673.7 141
115.0541 5119307 83
116.0495 154103 2
116.062 698121.8 11
117.0573 688884.5 11
117.0697 4917226.5 80
118.065 841022.3 13
119.0492 995171.2 16
119.0728 217088.5 3
119.0855 1955036.7 32
120.0442 365811.5 5
120.0807 3492463 57
121.0646 5651118.6 92
122.06 1835512.7 30
122.0963 3963371.8 64
123.0262 231072.3 3
123.0439 1804900.2 29
123.0676 277623.2 4
123.0802 262866.8 4
124.0756 5550453.2 91
124.1119 711502.8 11
125.0419 327052.7 5
125.0834 806911.6 13
126.0497 1394854.8 22
127.0212 889419.9 14
127.0575 10326725.8 169
128.0619 705971.8 11
128.0706 228019.5 3
129.0369 356611.7 5
129.0697 1983629.9 32
130.0651 611300.5 10
131.0491 882726.1 14
131.0854 2569303.8 42
132.0443 5816266 95
132.0808 1077073.3 17
133.0647 4413720 72
133.1012 275735.9 4
134.0598 864878.9 14
134.0964 1341251.4 21
135.0441 732571.6 12
135.0803 7054764.1 115
136.0392 1592862.7 26
136.0756 2926696.5 47
137.0416 1552037.9 25
137.0598 864977.3 14
137.0834 738525.7 12
138.055 2396397.7 39
138.0913 2837801 46
139.0575 319302.7 5
140.0704 216018.3 3
141.0698 813088 13
142.0777 1026058.8 16
143.0729 385076.6 6
143.0854 377317.8 6
144.0569 702032.1 11
144.0807 1048464.4 17
145.0647 3437768.1 56
145.0886 290794.2 4
145.101 364398.1 5
146.0602 1262737.1 20
146.0962 840262.6 13
147.044 727279.7 11
147.0805 1311357.2 21
148.0758 776095.7 12
148.112 241335.8 3
149.0418 274050.9 4
149.0473 1050120.1 17
149.0597 805156 13
150.0554 272747.2 4
150.0913 5328019 87
151.0576 772717.2 12
151.0995 224969.6 3
152.0705 1730012.1 28
152.1069 2111804.5 34
153.0367 958795.8 15
153.0699 149329.5 2
153.0785 211313 3
154.0445 580373.8 9
155.0524 6500791.8 106
156.0653 2018366.2 33
156.081 196198.2 3
157.0646 1631632.2 26
158.0601 312282.2 5
158.0724 216491.7 3
158.0966 788164 12
159.0681 253929.5 4
159.0804 1965607.7 32
160.0755 1975895.4 32
160.1119 214102.9 3
161.0596 5658942.8 92
161.0957 351318.9 5
162.0552 191484.3 3
162.0912 3220628.6 52
163.0752 21633265.2 354
164.0705 659984.9 10
164.1072 339302.4 5
165.0726 242013.5 3
166.0861 2720865.5 44
172.1122 282451.9 4
173.0595 193255.2 3
173.0962 241559.6 3
174.0916 318887.1 5
174.1277 283692 4
175.0753 948123.5 15
175.0991 232621.4 3
176.052 154862.2 2
176.0713 189510.3 3
176.1071 217644.4 3
178.0861 6467738 106
180.1017 24943448.1 408
181.1095 271334.5 4
186.0914 332108.7 5
186.1281 185376 3
189.0912 330097.4 5
194.0633 619898.4 10
206.1167 206096.5 3
238.1257 348767.6 5
264.1419 757084.5 12
266.1214 977202.1 16
//
