ACCESSION: MSBNK-Eawag-EQ366604
RECORD_TITLE: Difloxacin; LC-ESI-QFT; MS2; CE: 60; R=35000; [M+H]+
DATE: 2015.08.25
AUTHORS: Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag and Thomaidis N, University of Athens
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2015 Eawag, Duebendorf, Switzerland
COMMENT: CONFIDENCE standard compound
COMMENT: EAWAG_UCHEM_ID 3666
CH$NAME: Difloxacin
CH$NAME: 6-fluoro-1-(4-fluorophenyl)-7-(4-methylpiperazin-1-yl)-4-oxoquinoline-3-carboxylic acid
CH$NAME: 6-fluoro-1-(4-fluorophenyl)-7-(4-methylpiperazin-4-ium-1-yl)-4-oxoquinoline-3-carboxylate
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C21H19F2N3O3
CH$EXACT_MASS: 399.1394479
CH$SMILES: CN1CCN(CC1)C2=C(C=C3C(=C2)N(C=C(C3=O)C(=O)O)C4=CC=C(C=C4)F)F
CH$IUPAC: InChI=1S/C21H19F2N3O3/c1-24-6-8-25(9-7-24)19-11-18-15(10-17(19)23)20(27)16(21(28)29)12-26(18)14-4-2-13(22)3-5-14/h2-5,10-12H,6-9H2,1H3,(H,28,29)
CH$LINK: CAS
98106-17-3
CH$LINK: CHEBI
4537
CH$LINK: CHEMSPIDER
50725
CH$LINK: COMPTOX
DTXSID5048348
CH$LINK: INCHIKEY
NOCJXYPHIIZEHN-UHFFFAOYSA-N
CH$LINK: KEGG
C11234
CH$LINK: PUBCHEM
CID:56206
AC$INSTRUMENT: Q Exactive Plus 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$CHROMATOGRAPHY: RETENTION_TIME 4.5 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 400.1461
MS$FOCUSED_ION: PRECURSOR_M/Z 400.1467
MS$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$DATA_PROCESSING: WHOLE RMassBank 1.9.6
PK$SPLASH: splash10-052b-1192000000-dcd995c8456a1135ae84
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
56.0495 C3H6N+ 1 56.0495 0.79
57.0573 C3H7N+ 1 57.0573 0.34
58.0652 C3H8N+ 1 58.0651 0.94
67.0417 C4H5N+ 1 67.0417 0.44
68.0131 C3H2NO+ 1 68.0131 0.73
68.0495 C4H6N+ 1 68.0495 0.65
70.0652 C4H8N+ 1 70.0651 0.49
71.073 C4H9N+ 1 71.073 0.55
72.0808 C4H10N+ 1 72.0808 0.2
80.0495 C5H6N+ 1 80.0495 0.93
82.0652 C5H8N+ 1 82.0651 0.54
83.0604 C4H7N2+ 1 83.0604 0.06
83.073 C5H9N+ 1 83.073 0.71
84.0808 C5H10N+ 1 84.0808 0.88
85.0761 C4H9N2+ 1 85.076 0.41
85.0886 C5H11N+ 1 85.0886 0.34
89.0386 C7H5+ 2 89.0386 0.6
95.0603 C5H7N2+ 1 95.0604 -0.26
97.0761 C5H9N2+ 1 97.076 0.88
98.0839 C5H10N2+ 1 98.0838 0.61
99.0917 C5H11N2+ 1 99.0917 0.66
103.0543 C8H7+ 2 103.0542 0.61
107.0292 C7H4F+ 2 107.0292 0.61
109.0449 C7H6F+ 2 109.0448 1.24
110.0402 C6H5FN+ 1 110.0401 1.42
115.0543 C9H7+ 2 115.0542 0.29
116.0495 C8H6N+ 1 116.0495 0.47
117.0572 C8H7N+ 1 117.0573 -0.43
121.045 C8H6F+ 2 121.0448 1.36
122.0402 C7H5FN+ 1 122.0401 1.03
123.024 C7H4FO+ 2 123.0241 -0.4
123.0354 C6H4FN2+ 1 123.0353 0.55
123.0606 C8H8F+ 2 123.0605 1.34
124.0559 C7H7FN+ 1 124.0557 1.9
128.0496 C9H6N+ 1 128.0495 0.58
130.0652 C9H8N+ 1 130.0651 0.65
131.0606 C8H7N2+ 1 131.0604 1.64
133.0449 C9H6F+ 2 133.0448 0.94
134.0401 C8H5FN+ 1 134.0401 0.64
134.0601 C8H8NO+ 1 134.06 0.45
135.048 C8H6FN+ 1 135.0479 0.9
136.0559 C8H7FN+ 1 136.0557 1.22
137.0637 C8H8FN+ 1 137.0635 1.03
138.0352 C7H5FNO+ 1 138.035 1.46
141.0578 C10H7N+ 2 141.0573 3.47
142.0654 C10H8N+ 1 142.0651 2
144.0449 C9H6NO+ 2 144.0444 3.47
144.0559 C8H6N3+ 1 144.0556 1.64
144.0809 C10H10N+ 1 144.0808 1.07
145.0762 C9H9N2+ 1 145.076 1.28
146.0401 C9H5FN+ 1 146.0401 0.59
147.0246 C9H4FO+ 2 147.0241 3.75
148.0558 C9H7FN+ 1 148.0557 0.92
149.0401 C4H5F2N3O+ 2 149.0395 3.56
149.0511 C8H6FN2+ 1 149.051 0.79
149.0635 C9H8FN+ 1 149.0635 -0.13
150.0353 C8H5FNO+ 1 150.035 2.41
150.0717 C9H9FN+ 1 150.0714 2.04
151.0671 C8H8FN2+ 2 151.0666 3.09
152.0505 C8H7FNO+ 1 152.0506 -0.45
154.0657 C11H8N+ 2 154.0651 3.66
155.0605 C10H7N2+ 1 155.0604 0.74
156.0444 C10H6NO+ 1 156.0444 0.32
156.0684 C10H8N2+ 1 156.0682 1.48
156.0812 C11H10N+ 2 156.0808 2.59
157.0761 C10H9N2+ 1 157.076 0.73
158.0404 C10H5FN+ 1 158.0401 2.13
158.0966 C11H12N+ 1 158.0964 1.29
160.0559 C10H7FN+ 1 160.0557 1.1
161.0512 C9H6FN2+ 1 161.051 1.72
162.0353 C9H5FNO+ 1 162.035 1.8
162.0716 C10H9FN+ 1 162.0714 1.46
164.0507 C9H7FNO+ 1 164.0506 0.25
165.0826 C9H10FN2+ 2 165.0823 2.04
169.0763 C11H9N2+ 2 169.076 1.92
170.0841 C11H10N2+ 1 170.0838 1.65
172.0999 C11H12N2+ 2 172.0995 2.09
173.0511 C10H6FN2+ 1 173.051 0.91
173.1073 C11H13N2+ 1 173.1073 0.09
174.0592 C10H7FN2+ 2 174.0588 2.54
175.0668 C10H8FN2+ 1 175.0666 1.41
176.0508 C10H7FNO+ 1 176.0506 1.03
176.0749 C10H9FN2+ 2 176.0744 2.74
176.0873 C11H11FN+ 2 176.087 1.74
177.0462 C9H6FN2O+ 2 177.0459 1.71
177.0827 C10H10FN2+ 2 177.0823 2.58
178.0664 C10H9FNO+ 1 178.0663 0.91
178.0904 C10H11FN2+ 2 178.0901 1.92
180.0457 C9H7FNO2+ 1 180.0455 0.93
181.0765 C12H9N2+ 2 181.076 2.79
183.092 C12H11N2+ 2 183.0917 1.89
184.0564 C12H7FN+ 2 184.0557 3.78
184.0633 C11H8N2O+ 1 184.0631 0.9
185.0509 C11H6FN2+ 1 185.051 -0.39
185.1075 C12H13N2+ 1 185.1073 1.11
186.0347 C11H5FNO+ 2 186.035 -1.44
186.059 C11H7FN2+ 1 186.0588 0.93
186.0717 C12H9FN+ 2 186.0714 2.07
187.067 C11H8FN2+ 2 187.0666 2.28
189.046 C10H6FN2O+ 1 189.0459 0.81
189.0825 C11H10FN2+ 2 189.0823 1.31
190.0653 C14H8N+ 1 190.0651 0.81
191.098 C11H12FN2+ 1 191.0979 0.66
192.106 C11H13FN2+ 2 192.1057 1.57
194.0616 C10H9FNO2+ 2 194.0612 2.15
196.0997 C13H12N2+ 2 196.0995 1.22
197.0766 C14H10F+ 3 197.0761 2.41
198.0716 C13H9FN+ 2 198.0714 1.19
201.0518 C13H7F2+ 1 201.051 3.62
201.0661 C11H9N2O2+ 2 201.0659 1.02
203.0617 C11H8FN2O+ 2 203.0615 0.75
204.0813 C15H10N+ 2 204.0808 2.42
205.0766 C14H9N2+ 2 205.076 2.66
205.1139 C12H14FN2+ 2 205.1136 1.69
209.0639 C14H8FN+ 2 209.0635 1.68
210.0716 C14H9FN+ 2 210.0714 1.27
211.0795 C14H10FN+ 2 211.0792 1.62
213.1021 C13H13N2O+ 1 213.1022 -0.75
216.0622 C13H8F2N+ 1 216.0619 1.05
219.0569 C11H8FN2O2+ 2 219.0564 2.18
219.093 C12H12FN2O+ 2 219.0928 0.65
220.0554 C15H7FN+ 1 220.0557 -1.52
221.0725 C8H11F2N2O3+ 2 221.0732 -3.14
222.0716 C15H9FN+ 2 222.0714 1.02
223.067 C14H8FN2+ 2 223.0666 1.74
223.0793 C15H10FN+ 2 223.0792 0.72
224.087 C15H11FN+ 2 224.087 0.12
225.0825 C14H10FN2+ 2 225.0823 1.19
226.0468 C14H6F2N+ 1 226.0463 2.29
227.0542 C14H7F2N+ 1 227.0541 0.37
228.0622 C14H8F2N+ 1 228.0619 1.35
229.0699 C14H9F2N+ 1 229.0698 0.49
230.0661 C13H8F2N2+ 1 230.065 4.89
230.0781 C14H10F2N+ 1 230.0776 2.25
231.049 C13H7F2NO+ 2 231.049 -0.27
231.0732 C13H9F2N2+ 1 231.0728 1.6
234.0716 C16H9FN+ 2 234.0714 1.18
235.0672 C15H8FN2+ 2 235.0666 2.46
235.0795 C16H10FN+ 2 235.0792 1.45
236.0509 C15H7FNO+ 2 236.0506 1.19
236.0623 C19H8+ 4 236.0621 0.92
236.0747 C15H9FN2+ 2 236.0744 1.11
236.0873 C16H11FN+ 2 236.087 1.42
237.0586 C15H8FNO+ 2 237.0584 0.58
237.0827 C15H10FN2+ 2 237.0823 1.84
237.0944 C16H12FN+ 1 237.0948 -1.85
238.0667 C15H9FNO+ 2 238.0663 1.69
239.0545 C15H7F2N+ 1 239.0541 1.48
239.0745 C15H10FNO+ 2 239.0741 1.7
240.0622 C15H8F2N+ 1 240.0619 1.2
241.0579 C14H7F2N2+ 1 241.0572 2.94
241.0698 C15H9F2N+ 1 241.0698 0.34
242.0777 C15H10F2N+ 1 242.0776 0.28
243.0733 C14H9F2N2+ 1 243.0728 1.72
243.0922 C17H11N2+ 2 243.0917 2.16
244.0809 C14H10F2N2+ 1 244.0807 0.96
245.0645 C14H9F2NO+ 2 245.0647 -0.62
248.0748 C16H9FN2+ 2 248.0744 1.38
248.0874 C17H11FN+ 2 248.087 1.8
249.0699 C20H9+ 4 249.0699 0.13
249.0824 C16H10FN2+ 2 249.0823 0.47
250.066 C16H9FNO+ 2 250.0663 -1.19
250.0777 C20H10+ 4 250.0777 0.07
250.0904 C16H11FN2+ 2 250.0901 1.29
251.0743 C16H10FNO+ 2 251.0741 0.74
251.0982 C16H12FN2+ 2 251.0979 1.3
252.0821 C16H11FNO+ 2 252.0819 0.68
252.1049 C16H13FN2+ 1 252.1057 -3.32
253.0776 C15H10FN2O+ 2 253.0772 1.83
254.0653 C15H8F2N2+ 1 254.065 1.16
254.078 C16H10F2N+ 1 254.0776 1.57
255.0495 C15H7F2NO+ 1 255.049 1.84
255.0729 C15H9F2N2+ 1 255.0728 0.39
255.086 C16H11F2N+ 1 255.0854 2.4
256.0571 C15H8F2NO+ 1 256.0568 0.99
256.0805 C15H10F2N2+ 1 256.0807 -0.73
257.065 C15H9F2NO+ 1 257.0647 1.28
257.0881 C15H11F2N2+ 1 257.0885 -1.44
258.0728 C15H10F2NO+ 1 258.0725 1.14
259.0867 C17H11N2O+ 2 259.0866 0.58
260.0747 C17H9FN2+ 2 260.0744 0.89
261.0826 C17H10FN2+ 2 261.0823 1.41
262.0779 C21H10+ 4 262.0777 0.64
262.0906 C17H11FN2+ 2 262.0901 1.84
263.0853 C16H10FN3+ 3 263.0853 -0.18
263.0983 C17H12FN2+ 2 263.0979 1.58
264.046 C16H7FNO2+ 2 264.0455 1.58
264.0697 C16H9FN2O+ 2 264.0693 1.32
264.1056 C17H13FN2+ 2 264.1057 -0.33
265.0777 C16H10FN2O+ 2 265.0772 2.08
265.1009 C16H12FN3+ 3 265.101 -0.25
265.114 C17H14FN2+ 2 265.1136 1.72
267.0728 C16H9F2N2+ 1 267.0728 0.03
268.0573 C16H8F2NO+ 1 268.0568 1.5
268.0805 C16H10F2N2+ 1 268.0807 -0.43
269.0646 C16H9F2NO+ 2 269.0647 -0.12
269.0888 C16H11F2N2+ 1 269.0885 1
270.0598 C15H8F2N2O+ 2 270.0599 -0.48
270.0728 C16H10F2NO+ 1 270.0725 0.97
270.0964 C16H12F2N2+ 1 270.0963 0.38
271.0675 C15H9F2N2O+ 2 271.0677 -0.98
271.0805 C16H11F2NO+ 2 271.0803 0.69
271.1048 C16H13F2N2+ 1 271.1041 2.61
272.0754 C15H10F2N2O+ 2 272.0756 -0.66
272.0886 C16H12F2NO+ 1 272.0881 1.67
273.0833 C15H11F2N2O+ 2 273.0834 -0.35
274.0903 C18H11FN2+ 2 274.0901 0.66
275.0852 C17H10FN3+ 2 275.0853 -0.39
275.0982 C18H12FN2+ 2 275.0979 0.93
276.0695 C17H9FN2O+ 3 276.0693 0.39
276.0934 C17H11FN3+ 3 276.0932 0.79
276.1065 C15H14F2N2O+ 2 276.1069 -1.34
277.0632 C19H7N3+ 1 277.0634 -1.04
277.0776 C17H10FN2O+ 2 277.0772 1.67
277.1012 C17H12FN3+ 3 277.101 0.99
277.1143 C15H15F2N2O+ 2 277.1147 -1.39
278.0853 C17H11FN2O+ 2 278.085 1.18
278.109 C17H13FN3+ 3 278.1088 0.71
279.0931 C17H12FN2O+ 2 279.0928 1.16
280.1247 C17H15FN3+ 3 280.1245 0.99
281.0887 C17H11F2N2+ 1 281.0885 0.64
282.0564 C16H9FNO3+ 1 282.0561 0.97
282.0726 C17H10F2NO+ 2 282.0725 0.4
282.0972 C17H12F2N2+ 1 282.0963 3.17
283.068 C16H9F2N2O+ 2 283.0677 0.9
283.1041 C17H13F2N2+ 1 283.1041 0
284.0522 C16H8F2NO2+ 1 284.0518 1.4
284.0757 C16H10F2N2O+ 2 284.0756 0.42
285.0837 C16H11F2N2O+ 2 285.0834 0.93
288.0937 C18H11FN3+ 3 288.0932 2.04
289.0546 C15H9F2NO3+ 2 289.0545 0.52
289.0773 C18H10FN2O+ 3 289.0772 0.53
290.0725 C17H9FN3O+ 4 290.0724 0.18
290.1089 C18H13FN3+ 3 290.1088 0.37
291.0803 C17H10FN3O+ 4 291.0802 0.17
291.0935 C15H13F2N2O2+ 2 291.094 -1.48
291.1169 C18H14FN3+ 3 291.1166 0.87
292.0883 C17H11FN3O+ 4 292.0881 0.73
292.1016 C15H14F2N2O2+ 2 292.1018 -0.67
292.1243 C18H15FN3+ 2 292.1245 -0.42
293.0724 C17H10FN2O2+ 2 293.0721 1.15
293.1092 C15H15F2N2O2+ 2 293.1096 -1.43
294.1039 C17H13FN3O+ 4 294.1037 0.45
296.0758 C17H10F2N2O+ 2 296.0756 0.81
297.0837 C17H11F2N2O+ 2 297.0834 1.09
298.0914 C17H12F2N2O+ 2 298.0912 0.53
299.0994 C17H13F2N2O+ 2 299.099 1.12
302.0626 C16H10F2NO3+ 2 302.0623 1.04
303.0931 C19H12FN2O+ 2 303.0928 0.83
304.0882 C18H11FN3O+ 4 304.0881 0.41
304.1246 C19H15FN3+ 3 304.1245 0.58
305.0726 C18H10FN2O2+ 2 305.0721 1.6
305.095 C21H11N3+ 2 305.0947 0.73
305.1112 C13H15N5O4+ 1 305.1119 -2.05
305.1327 C19H16FN3+ 3 305.1323 1.25
306.0675 C17H9FN3O2+ 4 306.0673 0.65
306.104 C18H13FN3O+ 4 306.1037 0.83
306.1404 C19H17FN3+ 3 306.1401 0.81
307.0879 C18H12FN2O2+ 3 307.0877 0.61
307.1484 C19H18FN3+ 3 307.1479 1.47
308.1198 C18H15FN3O+ 4 308.1194 1.24
309.0842 C18H11F2N2O+ 1 309.0834 2.7
310.0782 C17H10F2N3O+ 2 310.0786 -1.56
311.0626 C17H9F2N2O2+ 2 311.0627 -0.29
311.0851 C20H10FN3+ 2 311.0853 -0.57
311.0998 C18H13F2N2O+ 1 311.099 2.42
311.1216 C18H15F2N3+ 2 311.1229 -3.87
313.0777 C17H11F2N2O2+ 2 313.0783 -1.82
313.1151 C18H15F2N2O+ 2 313.1147 1.16
315.07 C17H11F2NO3+ 2 315.0702 -0.61
317.073 C16H11F2N2O3+ 2 317.0732 -0.84
318.0676 C18H9FN3O2+ 4 318.0673 0.72
318.1038 C19H13FN3O+ 3 318.1037 0.29
318.1403 C20H17FN3+ 2 318.1401 0.75
319.0727 C21H9N3O+ 1 319.074 -4.24
320.083 C18H11FN3O2+ 4 320.083 0.18
320.1195 C19H15FN3O+ 3 320.1194 0.32
323.0827 C18H12FN2O3+ 2 323.0826 0.1
324.0949 C18H12F2N3O+ 2 324.0943 1.9
325.079 C18H11F2N2O2+ 1 325.0783 2
325.099 C18H14FN2O3+ 1 325.0983 2.1
326.1101 C18H14F2N3O+ 3 326.1099 0.63
326.1468 C19H18F2N3+ 2 326.1463 1.44
329.0736 C17H11F2N2O3+ 2 329.0732 1.29
332.0836 C16H12F2N3O3+ 3 332.0841 -1.55
332.1202 C17H16F2N3O2+ 3 332.1205 -0.93
333.1273 C20H16FN3O+ 2 333.1272 0.44
334.0991 C19H13FN3O2+ 3 334.0986 1.37
334.135 C20H17FN3O+ 2 334.135 0.07
335.0827 C19H12FN2O3+ 1 335.0826 0.25
336.0781 C18H11FN3O3+ 2 336.0779 0.67
336.1507 C20H19FN3O+ 2 336.1507 -0.02
338.074 C21H9FN3O+ 3 338.0724 4.71
338.111 C19H14F2N3O+ 2 338.1099 3
338.1466 C20H18F2N3+ 1 338.1463 0.74
339.0816 C18H11F2N3O2+ 3 339.0814 0.58
339.1166 C19H15F2N3O+ 1 339.1178 -3.42
343.0892 C18H13F2N2O3+ 2 343.0889 1.09
346.0983 C20H13FN3O2+ 2 346.0986 -1.1
352.0892 C19H12F2N3O2+ 2 352.0892 -0.11
352.1096 C19H15FN3O3+ 1 352.1092 1.2
353.0976 C19H13F2N3O2+ 2 353.097 1.52
354.1052 C19H14F2N3O2+ 2 354.1049 1.05
356.1568 C20H20F2N3O+ 1 356.1569 -0.24
362.1304 C21H17FN3O2+ 2 362.1299 1.18
367.1124 C20H15F2N3O2+ 1 367.1127 -0.88
380.1411 C21H19FN3O3+ 1 380.1405 1.67
382.1364 C21H18F2N3O2+ 1 382.1362 0.63
400.1471 C21H20F2N3O3+ 1 400.1467 0.89
PK$NUM_PEAK: 313
PK$PEAK: m/z int. rel.int.
56.0495 1053189.9 41
57.0573 146948 5
58.0652 8472479 331
67.0417 99846.6 3
68.0131 91954.8 3
68.0495 51776.8 2
70.0652 5314002 207
71.073 260669 10
72.0808 1321462.2 51
80.0495 31744.5 1
82.0652 1552377.5 60
83.0604 224650.7 8
83.073 36854.6 1
84.0808 464036 18
85.0761 200978.6 7
85.0886 183891.2 7
89.0386 52438.6 2
95.0603 28215.1 1
97.0761 835740.4 32
98.0839 632603.1 24
99.0917 102861.7 4
103.0543 36762.3 1
107.0292 46913.4 1
109.0449 428181.1 16
110.0402 122396.2 4
115.0543 109692.1 4
116.0495 229480 8
117.0572 194970.1 7
121.045 226524.5 8
122.0402 158597.9 6
123.024 115643.1 4
123.0354 27489.8 1
123.0606 87719.1 3
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//
