ACCESSION: MSBNK-Eawag-EA027611
RECORD_TITLE: Ciprofloxacin; LC-ESI-ITFT; MS2; CE: 60%; R=15000; [M+H]+
DATE: 2014.01.14
AUTHORS: Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2012 Eawag, Duebendorf, Switzerland
COMMENT: CONFIDENCE standard compound
COMMENT: EAWAG_UCHEM_ID 276
CH$NAME: Ciprofloxacin
CH$NAME: 1-cyclopropyl-6-fluoro-4-keto-7-piperazin-4-ium-1-yl-quinoline-3-carboxylate
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C17H18FN3O3
CH$EXACT_MASS: 331.1332
CH$SMILES: C(C1)C1N(C=C(C-2=O)C(=O)O)-c(cc(c3F)N(CCN4)CC4)c2c3
CH$IUPAC: InChI=1S/C17H18FN3O3/c18-13-7-11-14(8-15(13)20-5-3-19-4-6-20)21(10-1-2-10)9-12(16(11)22)17(23)24/h7-10,19H,1-6H2,(H,23,24)
CH$LINK: CAS
85721-33-1
CH$LINK: KEGG
C05349
CH$LINK: PUBCHEM
CID:2764
CH$LINK: INCHIKEY
MYSWGUAQZAJSOK-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER
2662
CH$LINK: COMPTOX
DTXSID8022824
AC$INSTRUMENT: LTQ Orbitrap XL Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-ITFT
AC$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$MASS_SPECTROMETRY: RESOLUTION 15000
AC$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 332.1415
MS$FOCUSED_ION: PRECURSOR_M/Z 332.1405
MS$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 1.3.1
PK$SPLASH: splash10-001i-0192000000-3bebeb08e817739aa5f7
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
56.0495 C3H6N+ 1 56.0495 0.97
58.0652 C3H8N+ 1 58.0651 1.62
70.0652 C4H8N+ 1 70.0651 0.92
116.0496 C8H6N+ 1 116.0495 1.5
131.0603 C8H7N2+ 1 131.0604 -0.42
135.0479 C8H6FN+ 1 135.0479 0.45
136.0558 C8H7FN+ 1 136.0557 1.07
148.0559 C9H7FN+ 1 148.0557 1.19
150.0713 C9H9FN+ 1 150.0714 -0.49
151.0669 C8H8FN2+ 1 151.0666 1.7
154.0655 C11H8N+ 1 154.0651 2.36
155.0603 C10H7N2+ 1 155.0604 -0.16
156.0684 C10H8N2+ 1 156.0682 1.48
156.0807 C11H10N+ 1 156.0808 -0.36
161.0511 C9H6FN2+ 1 161.051 0.79
161.0634 C10H8FN+ 1 161.0635 -0.74
162.0346 C9H5FNO+ 1 162.035 -1.97
162.0714 C10H9FN+ 1 162.0714 0.04
163.0425 C9H6FNO+ 1 163.0428 -1.86
163.0668 C9H8FN2+ 1 163.0666 1.45
169.0762 C11H9N2+ 1 169.076 0.8
172.0553 C11H7FN+ 1 172.0557 -2.35
174.059 C10H7FN2+ 1 174.0588 1.45
174.0716 C11H9FN+ 1 174.0714 1.59
175.0668 C10H8FN2+ 1 175.0666 1.24
175.0793 C11H10FN+ 1 175.0792 0.58
176.0509 C10H7FNO+ 1 176.0506 1.6
176.0745 C10H9FN2+ 1 176.0744 0.47
177.0579 C10H8FNO+ 2 177.0584 -2.96
177.0821 C10H10FN2+ 1 177.0823 -0.75
178.054 C9H7FN2O+ 1 178.0537 1.56
179.0612 C9H8FN2O+ 2 179.0615 -1.83
182.0842 C12H10N2+ 2 182.0838 2.03
183.0686 C12H9NO+ 2 183.0679 3.96
183.0917 C12H11N2+ 1 183.0917 0.3
184.0634 C11H8N2O+ 2 184.0631 1.5
184.0758 C12H10NO+ 1 184.0757 0.76
185.0706 C11H9N2O+ 1 185.0709 -1.67
186.0718 C12H9FN+ 1 186.0714 2.13
187.0668 C11H8FN2+ 1 187.0666 1
188.0506 C11H7FNO+ 1 188.0506 0.06
188.0744 C11H9FN2+ 1 188.0744 -0.25
189.046 C10H6FN2O+ 1 189.0459 0.49
189.0824 C11H10FN2+ 1 189.0823 0.78
190.0538 C10H7FN2O+ 1 190.0537 0.62
190.0904 C11H11FN2+ 1 190.0901 1.54
191.0616 C10H8FN2O+ 1 191.0615 0.54
192.0694 C10H9FN2O+ 1 192.0693 0.19
195.0323 C9H6FNO3+ 2 195.0326 -1.45
197.0711 C12H9N2O+ 2 197.0709 0.97
197.1074 C13H13N2+ 1 197.1073 0.43
198.0661 C11H8N3O+ 1 198.0662 -0.6
199.0739 C11H9N3O+ 1 199.074 -0.32
200.0497 C12H7FNO+ 2 200.0506 -4.44
201.0584 C12H8FNO+ 1 201.0584 -0.12
201.0826 C12H10FN2+ 1 201.0823 1.68
202.054 C11H7FN2O+ 1 202.0537 1.37
202.0665 C12H9FNO+ 1 202.0663 0.9
202.0902 C12H11FN2+ 1 202.0901 0.41
203.0617 C11H8FN2O+ 1 203.0615 0.75
203.0983 C12H12FN2+ 1 203.0979 2.05
204.0695 C11H9FN2O+ 1 204.0693 0.67
205.0773 C11H10FN2O+ 1 205.0772 0.6
207.0915 C14H11N2+ 1 207.0917 -0.7
210.0796 C10H11FN2O2+ 2 210.0799 -1.51
210.1032 C10H13FN3O+ 3 210.1037 -2.65
212.082 C12H10N3O+ 2 212.0818 0.76
212.1173 C13H14N3+ 1 212.1182 -4.5
215.0617 C12H8FN2O+ 1 215.0615 0.71
215.0982 C13H12FN2+ 1 215.0979 1.29
216.0697 C12H9FN2O+ 1 216.0693 1.47
216.1055 C13H13FN2+ 1 216.1057 -0.96
217.041 C11H6FN2O2+ 1 217.0408 0.91
217.0774 C12H10FN2O+ 1 217.0772 1.16
217.0899 C13H12FNO+ 1 217.0897 0.95
217.1138 C13H14FN2+ 1 217.1136 0.95
218.049 C11H7FN2O2+ 1 218.0486 1.76
218.0852 C12H11FN2O+ 1 218.085 0.91
219.0928 C12H12FN2O+ 1 219.0928 0.15
222.1028 C14H12N3+ 3 222.1026 1.06
224.0827 C10H11FN3O2+ 3 224.083 -1.17
225.0537 C14H9O3+ 3 225.0546 -3.96
225.0656 C13H9N2O2+ 1 225.0659 -1.22
225.1024 C14H13N2O+ 2 225.1022 0.71
226.0976 C13H12N3O+ 2 226.0975 0.27
229.0406 C15H5N2O+ 2 229.0396 4.11
229.0773 C13H10FN2O+ 1 229.0772 0.62
230.049 C12H7FN2O2+ 1 230.0486 1.66
230.0851 C13H11FN2O+ 1 230.085 0.42
231.0567 C12H8FN2O2+ 1 231.0564 1.03
231.0924 C13H12FN2O+ 2 231.0928 -1.72
232.0995 C13H13FN2O+ 2 232.1006 -4.71
235.064 C12H10FNO3+ 1 235.0639 0.24
238.0976 C14H12N3O+ 2 238.0975 0.3
238.1345 C15H16N3+ 3 238.1339 2.46
239.1055 C14H13N3O+ 2 239.1053 0.61
240.1129 C14H14N3O+ 1 240.1131 -1.12
243.0566 C13H8FN2O2+ 1 243.0564 0.53
243.0928 C14H12FN2O+ 2 243.0928 0.05
245.1086 C14H14FN2O+ 1 245.1085 0.58
248.0833 C17H12O2+ 3 248.0832 0.32
249.0671 C12H10FN2O3+ 2 249.067 0.25
252.113 C15H14N3O+ 2 252.1131 -0.35
253.0849 C14H11N3O2+ 3 253.0846 1.43
257.0725 C14H10FN2O2+ 1 257.0721 1.66
257.1087 C15H14FN2O+ 1 257.1085 0.79
258.0679 C13H9FN3O2+ 2 258.0673 2.36
258.1407 C15H17FN3+ 2 258.1401 2.39
260.1191 C14H15FN3O+ 2 260.1194 -0.83
266.0923 C15H12N3O2+ 2 266.0924 -0.24
266.1291 C16H16N3O+ 2 266.1288 1.17
268.1449 C16H18N3O+ 2 268.1444 1.87
270.1399 C16H17FN3+ 1 270.1401 -0.86
271.0876 C15H12FN2O2+ 1 271.0877 -0.56
272.0831 C14H11FN3O2+ 3 272.083 0.62
272.1195 C15H15FN3O+ 2 272.1194 0.38
273.0909 C16H14FO3+ 3 273.0921 -4.46
286.1351 C16H17FN3O+ 1 286.135 0.43
288.1513 C16H19FN3O+ 1 288.1507 2.37
289.0994 C15H14FN2O3+ 1 289.0983 3.85
294.1236 C17H16N3O2+ 2 294.1237 -0.21
312.1344 C17H18N3O3+ 1 312.1343 0.46
314.1302 C17H17FN3O2+ 1 314.1299 0.73
332.1408 C17H19FN3O3+ 1 332.1405 0.79
PK$NUM_PEAK: 124
PK$PEAK: m/z int. rel.int.
56.0495 7265.1 1
58.0652 6646.6 1
70.0652 41183.2 9
116.0496 11155.6 2
131.0603 6931.1 1
135.0479 45223.3 10
136.0558 51051.5 12
148.0559 11151.4 2
150.0713 10172.9 2
151.0669 8187.8 1
154.0655 5248.8 1
155.0603 8689.5 2
156.0684 10241.1 2
156.0807 7068.8 1
161.0511 12612 3
161.0634 6678.5 1
162.0346 7548.6 1
162.0714 10753.2 2
163.0425 7126 1
163.0668 33567.4 8
169.0762 20606.4 4
172.0553 7314 1
174.059 16071 3
174.0716 7353.7 1
175.0668 23162.6 5
175.0793 16609 4
176.0509 17998 4
176.0745 69053.4 16
177.0579 5338.3 1
177.0821 6780.7 1
178.054 24631.9 5
179.0612 6320.5 1
182.0842 10936.3 2
183.0686 5600.3 1
183.0917 14913.1 3
184.0634 33353.9 8
184.0758 11147.3 2
185.0706 12125.2 2
186.0718 6918.9 1
187.0668 18676.6 4
188.0506 11104.6 2
188.0744 5195.4 1
189.046 150372.5 36
189.0824 69271.5 16
190.0538 16703.3 4
190.0904 10684.9 2
191.0616 141321.4 34
192.0694 12087.5 2
195.0323 5862.5 1
197.0711 18583.4 4
197.1074 12173.2 2
198.0661 11808.8 2
199.0739 9987 2
200.0497 4814.6 1
201.0584 10640.2 2
201.0826 16499 3
202.054 19034.5 4
202.0665 40096.2 9
202.0902 19363.4 4
203.0617 408864.4 98
203.0983 32691.9 7
204.0695 487060.1 117
205.0773 336044.4 81
207.0915 5048.7 1
210.0796 5913.5 1
210.1032 6791 1
212.082 24815.2 5
212.1173 4818 1
215.0617 30179.1 7
215.0982 24426.2 5
216.0697 36221.8 8
216.1055 13302.7 3
217.041 24384 5
217.0774 93780.1 22
217.0899 23391.3 5
217.1138 54304.7 13
218.049 41902.2 10
218.0852 46120.5 11
219.0928 34203.7 8
222.1028 6102 1
224.0827 4609.7 1
225.0537 13633.3 3
225.0656 8973.5 2
225.1024 43429.1 10
226.0976 27461.7 6
229.0406 6974 1
229.0773 71496.9 17
230.049 9555.4 2
230.0851 26163.3 6
231.0567 4143637.5 999
231.0924 288168.4 69
232.0995 9725.8 2
235.064 24696.2 5
238.0976 27131.2 6
238.1345 10354.8 2
239.1055 8832.6 2
240.1129 16195.3 3
243.0566 32906.9 7
243.0928 32471.8 7
245.1086 1116653.6 269
248.0833 7439.6 1
249.0671 48925.2 11
252.113 11694.1 2
253.0849 21288.4 5
257.0725 7964.6 1
257.1087 23913.1 5
258.0679 8046.1 1
258.1407 9601.8 2
260.1191 11243 2
266.0923 23403.8 5
266.1291 21413.2 5
268.1449 45879.9 11
270.1399 6173.7 1
271.0876 29030.1 6
272.0831 49838.6 12
272.1195 43165.3 10
273.0909 67324.2 16
286.1351 49028.3 11
288.1513 72341 17
289.0994 6120.2 1
294.1236 228518.3 55
312.1344 61769.4 14
314.1302 1824704.1 439
332.1408 555224.8 133
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