ACCESSION: MSBNK-Eawag_Additional_Specs-ET220203
RECORD_TITLE: EP_M449; LC-ESI-QFT; MS2; CE: 40; R=35000; [M+H]+
DATE: 2016.03.01
AUTHORS: A. Roesch, E. Schymanski, J. Hollender, Department of Environmental Chemistry, Eawag
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2015 Eawag, Duebendorf, Switzerland
PUBLICATION: Rösch, A.; Anliker, S.; Hollender, J. How Biotransformation Influences Toxicokinetics of Azole Fungicides in the Aquatic Invertebrate Gammarus Pulex. Environmental Science & Technology 2016, 50 (13), 7175–88. DOI:10.1021/acs.est.6b01301
COMMENT: CONFIDENCE Transformation product, tentative ID (Level 3 structure)
COMMENT: INTERNAL_ID 2202
CH$NAME: EP_M449
CH$COMPOUND_CLASS: N/A; Environmental Transformation Products
CH$FORMULA: C20H18ClFN4O3S
CH$EXACT_MASS: 448.0772
CH$SMILES: N[C@@H](CS[C@@](CN1C=NC=N1)(C(=O)C1=CC=CC=C1Cl)C1=CC=C(F)C=C1)C(O)=O
CH$IUPAC: InChI=1S/C20H18ClFN4O3S/c21-16-4-2-1-3-15(16)18(27)20(10-26-12-24-11-25-26,30-9-17(23)19(28)29)13-5-7-14(22)8-6-13/h1-8,11-12,17H,9-10,23H2,(H,28,29)/t17-,20+/m0/s1
CH$LINK: INCHIKEY
TZYAOSFLCQVQJN-FXAWDEMLSA-N
CH$LINK: COMPTOX
DTXSID40891631
CH$LINK: PUBCHEM
CID:134769365
AC$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 40 (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 35000
AC$CHROMATOGRAPHY: COLUMN_NAME XBridge C18 3.5um, 2.1x50mm, Waters with guard column
AC$CHROMATOGRAPHY: FLOW_GRADIENT 87/13/0 at 0 min, 7/93/0 at 20 min, 0/0/100 at 20.2-26 min, 87/13/0 at 26.2 min, 87/13/0 at 32.3 min
AC$CHROMATOGRAPHY: FLOW_RATE 300 uL/min
AC$CHROMATOGRAPHY: RETENTION_TIME 13.7 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT C isopropanol
MS$FOCUSED_ION: BASE_PEAK 158.154
MS$FOCUSED_ION: PRECURSOR_M/Z 449.0845
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$DATA_PROCESSING: RECALIBRATE loess on assigned fragments and MS1
MS$DATA_PROCESSING: REANALYZE Peaks with additional N2/O included
MS$DATA_PROCESSING: WHOLE RMassBank 1.99.9
PK$SPLASH: splash10-0ir0-1490000000-d5210e65422a6f3354f3
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
69.07 C5H9+ 2 69.0699 1.49
70.0401 C2H4N3+ 1 70.04 1.4
74.0059 C2H4NS+ 1 74.0059 0.46
79.0544 C6H7+ 2 79.0542 1.77
81.0699 C6H9+ 2 81.0699 0.02
82.0399 C3H4N3+ 1 82.04 -0.33
88.0393 C3H6NO2+ 1 88.0393 -0.6
91.0545 C7H7+ 1 91.0542 3.25
91.0574 C4H11S+ 1 91.0576 -2.44
93.07 C7H9+ 2 93.0699 1.48
93.073 C4H13S+ 1 93.0732 -2.2
95.0855 C7H11+ 2 95.0855 -0.48
96.0889 C2H12N2O2+ 1 96.0893 -4.78
97.0646 CH8FN3O+ 2 97.0646 -0.06
97.1013 C7H13+ 2 97.1012 1.41
99.0442 C5H7O2+ 3 99.0441 1.04
99.0803 CH10FN3O+ 2 99.0802 0.9
100.0507 C3H6N3O+ 2 100.0505 1.46
107.0853 C3H10FN3+ 3 107.0853 0
109.0449 CH14ClOS+ 2 109.0448 0.16
109.0648 C7H9O+ 3 109.0648 0.37
109.1012 C8H13+ 2 109.1012 0.3
111.0801 C2H10FN3O+ 2 111.0802 -0.89
113.0598 C6H9O2+ 3 113.0597 1.16
121.0448 C8H6F+ 2 121.0448 -0.25
123.0241 CH12ClO2S+ 3 123.0241 0.16
123.0805 C8H11O+ 4 123.0804 0.34
125.0958 C3H12FN3O+ 4 125.0959 -0.34
126.0221 C2H8NO3S+ 2 126.0219 1.26
137.133 C10H17+ 2 137.1325 3.89
149.0399 C3H14ClO2S+ 3 149.0398 1.27
167.9794 C8H5ClS+ 3 167.9795 -0.55
168.9873 C8H6ClS+ 3 168.9873 -0.37
170.9667 C7H4ClOS+ 3 170.9666 0.94
180.9871 C4H5ClFN3S+ 3 180.9871 -0.11
183.0028 C4H7ClFN3S+ 3 183.0028 0.12
183.0604 C2H15ClFN3OS+ 4 183.0603 0.42
185.006 C8H8ClNS+ 5 185.006 -0.48
190.0779 C15H10+ 6 190.0777 0.84
193.0859 C11H13O3+ 5 193.0859 -0.03
194.0897 C9H19ClS+ 2 194.0891 3.54
196.9816 C7H2FN2O2S+ 4 196.9816 0.38
199.148 C10H18FN3+ 2 199.1479 0.36
211.9933 C9H7ClNOS+ 6 211.9931 0.79
212.9769 C4H5ClFN3O2S+ 4 212.977 -0.17
218.0727 C16H10O+ 8 218.0726 0.31
219.0371 C13H9ClF+ 2 219.0371 -0.08
227.0325 C14H8FS+ 3 227.0325 -0.25
228.0402 C14H9FS+ 3 228.0404 -0.65
230.0293 C14H8ClF+ 3 230.0293 -0.02
232.045 C14H10ClF+ 3 232.045 0.05
235.0318 C13H9ClFO+ 5 235.032 -0.88
250.0016 C10H5ClN3O3+ 2 250.0014 0.8
251.0093 C10H6ClN3O3+ 2 251.0092 0.45
253.0492 C10H10ClN4O2+ 5 253.0487 1.98
255.0277 C12H11ClFNS+ 3 255.0279 -0.89
256.035 C15H9FOS+ 5 256.0353 -0.99
257.0165 C15H7ClFO+ 4 257.0164 0.49
257.9986 C10H9ClNO3S+ 7 257.9986 0.09
258.0244 C15H8ClFO+ 4 258.0242 0.56
260.04 C15H10ClFO+ 4 260.0399 0.36
263.0093 C11H6ClN3O3+ 2 263.0092 0.31
265.0254 C11H8ClN3O3+ 2 265.0249 1.94
265.9777 C13H2N2O3S+ 4 265.9781 -1.43
277.026 C18H3N3O+ 3 277.0271 -3.85
281.0424 C20H9S+ 5 281.0419 1.64
282.0506 C17H11FOS+ 5 282.0509 -1.17
289.0251 C13H8ClN3O3+ 2 289.0249 0.78
291.0042 C15H9ClFOS+ 3 291.0041 0.34
296.0652 C16H11FN3S+ 3 296.0652 -0.13
308.0268 C15H13ClO3S+ 7 308.0268 -0.03
313.1533 C16H19N5O2+ 1 313.1533 -0.01
332.0418 C16H12ClFN3S+ 3 332.0419 -0.34
362.052 C20H11FN2O2S+ 3 362.052 -0.07
386.0526 C19H14ClFN3OS+ 1 386.0525 0.33
388.069 C19H16ClFN3OS+ 1 388.0681 2.15
404.0632 C19H16ClFN3O2S+ 1 404.063 0.32
PK$NUM_PEAK: 77
PK$PEAK: m/z int. rel.int.
69.07 2467.7 18
70.0401 41441.2 304
74.0059 5937.2 43
79.0544 1995.8 14
81.0699 4941.8 36
82.0399 8085.5 59
88.0393 7565.7 55
91.0545 1613.5 11
91.0574 4745.9 34
93.07 1952.4 14
93.073 1218.9 8
95.0855 4965 36
96.0889 1441.1 10
97.0646 1863.2 13
97.1013 1774.2 13
99.0442 3064.6 22
99.0803 1737 12
100.0507 8855.3 64
107.0853 2138.1 15
109.0449 9005.1 66
109.0648 1769.7 12
109.1012 1948.9 14
111.0801 1752.5 12
113.0598 2614.7 19
121.0448 21308.9 156
123.0241 47170 346
123.0805 2855.3 20
125.0958 1427.2 10
126.0221 19001.2 139
137.133 1509.6 11
149.0399 26464.5 194
167.9794 1389.6 10
168.9873 5559.2 40
170.9667 16899.3 123
180.9871 2497.8 18
183.0028 5872.7 43
183.0604 5809.5 42
185.006 7630.9 55
190.0779 9758.3 71
193.0859 1734.9 12
194.0897 1531.7 11
196.9816 1727.4 12
199.148 1168.8 8
211.9933 1655 12
212.9769 1944.7 14
218.0727 10511.6 77
219.0371 6256.7 45
227.0325 5372.6 39
228.0402 21657.5 158
230.0293 20575.7 150
232.045 6522.9 47
235.0318 1630.8 11
250.0016 1878.1 13
251.0093 74920.2 549
253.0492 1623.9 11
255.0277 9834.1 72
256.035 10971.1 80
257.0165 2229.1 16
257.9986 3025.6 22
258.0244 26746.3 196
260.04 4837.3 35
263.0093 136181.8 999
265.0254 5548.2 40
265.9777 2150 15
277.026 2382.8 17
281.0424 1314.3 9
282.0506 1833.3 13
289.0251 1441.9 10
291.0042 64129.3 470
296.0652 23305.3 170
308.0268 1525.1 11
313.1533 1457 10
332.0418 7440.4 54
362.052 4898 35
386.0526 4911.6 36
388.069 1671.2 12
404.0632 21952.2 161
//
