ACCESSION: MSBNK-Eawag-EA027605
RECORD_TITLE: Ciprofloxacin; LC-ESI-ITFT; MS2; CE: 60%; R=7500; [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$MASS_SPECTROMETRY: RESOLUTION 7500
AC$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$SPLASH: splash10-001i-0092000000-3f2bc2af8897693f406a
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
56.0496 C3H6N+ 1 56.0495 3.11
58.0651 C3H8N+ 1 58.0651 -0.44
70.0652 C4H8N+ 1 70.0651 1.63
135.0479 C8H6FN+ 1 135.0479 0.38
136.0557 C8H7FN+ 1 136.0557 0.27
148.0556 C9H7FN+ 1 148.0557 -0.9
150.0718 C9H9FN+ 1 150.0714 2.84
151.0666 C8H8FN2+ 1 151.0666 -0.22
156.0684 C10H8N2+ 1 156.0682 1.09
156.0802 C11H10N+ 1 156.0808 -3.43
161.0504 C9H6FN2+ 1 161.051 -3.25
162.0718 C10H9FN+ 1 162.0714 3
163.0672 C9H8FN2+ 1 163.0666 3.72
169.0761 C11H9N2+ 1 169.076 0.62
174.0593 C10H7FN2+ 1 174.0588 3.11
174.0714 C11H9FN+ 1 174.0714 0.55
175.0669 C10H8FN2+ 1 175.0666 1.47
175.0789 C11H10FN+ 1 175.0792 -1.31
176.0502 C10H7FNO+ 2 176.0506 -2.15
176.0745 C10H9FN2+ 1 176.0744 0.35
177.0573 C13H7N+ 1 177.0573 -0.17
178.0539 C9H7FN2O+ 1 178.0537 0.88
182.0835 C12H10N2+ 1 182.0838 -1.7
183.0914 C12H11N2+ 1 183.0917 -1.56
184.0637 C11H8N2O+ 2 184.0631 3.4
187.0671 C11H8FN2+ 1 187.0666 2.66
188.0509 C11H7FNO+ 1 188.0506 1.39
188.0753 C11H9FN2+ 1 188.0744 4.53
189.0458 C10H6FN2O+ 1 189.0459 -0.3
189.0825 C11H10FN2+ 1 189.0823 1.09
190.0544 C10H7FN2O+ 1 190.0537 3.72
191.0616 C10H8FN2O+ 1 191.0615 0.54
197.0714 C12H9N2O+ 2 197.0709 2.24
197.1075 C13H13N2+ 1 197.1073 0.79
201.0828 C12H10FN2+ 1 201.0823 2.52
202.0908 C12H11FN2+ 1 202.0901 3.52
203.0617 C11H8FN2O+ 1 203.0615 1.14
204.0696 C11H9FN2O+ 1 204.0693 1.36
205.0773 C11H10FN2O+ 1 205.0772 0.69
212.082 C12H10N3O+ 2 212.0818 0.62
212.1185 C13H14N3+ 2 212.1182 1.16
215.0616 C12H8FN2O+ 1 215.0615 0.15
215.0978 C13H12FN2+ 1 215.0979 -0.43
216.07 C12H9FN2O+ 1 216.0693 2.81
216.1061 C13H13FN2+ 1 216.1057 1.77
217.0411 C11H6FN2O2+ 1 217.0408 1.56
217.078 C12H10FN2O+ 1 217.0772 3.83
217.1133 C13H14FN2+ 1 217.1136 -0.94
218.0489 C11H7FN2O2+ 1 218.0486 1.43
218.0853 C12H11FN2O+ 1 218.085 1.55
219.0927 C12H12FN2O+ 2 219.0928 -0.4
225.0545 C14H9O3+ 2 225.0546 -0.4
226.0981 C10H13FN3O2+ 3 226.0986 -2.53
229.0771 C13H10FN2O+ 2 229.0772 -0.3
230.0496 C12H7FN2O2+ 1 230.0486 4.23
231.0566 C12H8FN2O2+ 1 231.0564 0.94
231.0932 C13H12FN2O+ 1 231.0928 1.74
235.0635 C12H10FNO3+ 2 235.0639 -1.71
238.0971 C14H12N3O+ 1 238.0975 -1.42
238.1332 C15H16N3+ 1 238.1339 -3.04
239.1056 C14H13N3O+ 3 239.1053 1.32
240.1125 C14H14N3O+ 1 240.1131 -2.49
243.0563 C13H8FN2O2+ 2 243.0564 -0.75
243.0925 C14H12FN2O+ 2 243.0928 -1.14
245.1087 C14H14FN2O+ 1 245.1085 0.78
248.0835 C17H12O2+ 3 248.0832 1.41
249.0671 C12H10FN2O3+ 2 249.067 0.37
252.1138 C15H14N3O+ 3 252.1131 2.58
253.0844 C14H11N3O2+ 1 253.0846 -0.78
257.0729 C14H10FN2O2+ 1 257.0721 3.3
257.1084 C15H14FN2O+ 1 257.1085 -0.34
258.0671 C13H9FN3O2+ 2 258.0673 -0.9
258.1399 C15H17FN3+ 1 258.1401 -0.82
260.12 C14H15FN3O+ 2 260.1194 2.47
266.0927 C15H12N3O2+ 3 266.0924 0.97
266.1297 C16H16N3O+ 2 266.1288 3.24
268.1452 C13H19FN3O2+ 2 268.1456 -1.24
270.1405 C16H17FN3+ 1 270.1401 1.55
271.0865 C15H12FN2O2+ 1 271.0877 -4.73
272.0831 C14H11FN3O2+ 3 272.083 0.58
272.1197 C15H15FN3O+ 2 272.1194 1.08
273.0908 C16H14FO3+ 3 273.0921 -4.79
274.0982 C14H13FN3O2+ 2 274.0986 -1.72
286.1348 C16H17FN3O+ 1 286.135 -0.76
288.1515 C16H19FN3O+ 1 288.1507 2.86
294.1237 C17H16N3O2+ 2 294.1237 0.02
312.1333 C17H18N3O3+ 1 312.1343 -3.16
314.1299 C17H17FN3O2+ 1 314.1299 -0.16
332.1407 C17H19FN3O3+ 1 332.1405 0.55
PK$NUM_PEAK: 89
PK$PEAK: m/z int. rel.int.
56.0496 16234.1 2
58.0651 13593.4 1
70.0652 78128.9 9
135.0479 68617.6 8
136.0557 119122.6 15
148.0556 34573.6 4
150.0718 20045.6 2
151.0666 23688.3 2
156.0684 13369.1 1
156.0802 17806.2 2
161.0504 18898.8 2
162.0718 22093.4 2
163.0672 59363.8 7
169.0761 45013.6 5
174.0593 29048.9 3
174.0714 32853.8 4
175.0669 47349.8 5
175.0789 37703 4
176.0502 24702.3 3
176.0745 130870.5 16
177.0573 16298.4 2
178.0539 47172.3 5
182.0835 19007.8 2
183.0914 22271.5 2
184.0637 63507.4 8
187.0671 34393 4
188.0509 13377.2 1
188.0753 13949.7 1
189.0458 263723.9 33
189.0825 110706.7 14
190.0544 33017.8 4
191.0616 254570.8 32
197.0714 19833.4 2
197.1075 19515.6 2
201.0828 23735.7 3
202.0908 40467.9 5
203.0617 775169.5 98
204.0696 852626.2 107
205.0773 633331.8 80
212.082 30986.5 3
212.1185 12955.9 1
215.0616 91571.3 11
215.0978 26042.1 3
216.07 69043.5 8
216.1061 22211.9 2
217.0411 43477.2 5
217.078 186871.8 23
217.1133 66169.4 8
218.0489 77072.9 9
218.0853 72907 9
219.0927 61125 7
225.0545 39485.6 5
226.0981 46756.4 5
229.0771 125467.6 15
230.0496 18808.2 2
231.0566 7888249.4 999
231.0932 496942.2 62
235.0635 30723 3
238.0971 54356.5 6
238.1332 16227.2 2
239.1056 24714.6 3
240.1125 42567.8 5
243.0563 39297.6 4
243.0925 48297.7 6
245.1087 2019231.8 255
248.0835 21848.9 2
249.0671 73840.1 9
252.1138 31186.2 3
253.0844 47673.2 6
257.0729 15307.1 1
257.1084 36912.4 4
258.0671 15657.2 1
258.1399 22032.2 2
260.12 14084.5 1
266.0927 57080.2 7
266.1297 40592.3 5
268.1452 75135.5 9
270.1405 12955.1 1
271.0865 50736.5 6
272.0831 86409 10
272.1197 87465.9 11
273.0908 122104.2 15
274.0982 12524.8 1
286.1348 73529.2 9
288.1515 134790.9 17
294.1237 458920.9 58
312.1333 96468.7 12
314.1299 3395628.8 430
332.1407 993540.2 125
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