ACCESSION: MSBNK-Eawag-EA027606
RECORD_TITLE: Ciprofloxacin; LC-ESI-ITFT; MS2; CE: 75%; 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 75 % (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$SPLASH: splash10-001i-0290000000-97cd08c23e39dd2412ec
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
56.0494 C3H6N+ 1 56.0495 -1.53
70.0653 C4H8N+ 1 70.0651 1.77
109.0452 C7H6F+ 1 109.0448 3.35
115.0545 C9H7+ 2 115.0542 2.38
116.0496 C8H6N+ 1 116.0495 0.73
117.0569 C8H7N+ 1 117.0573 -3.42
128.0491 C9H6N+ 1 128.0495 -2.62
128.0624 C10H8+ 2 128.0621 2.95
129.0705 C10H9+ 2 129.0699 4.83
130.0651 C9H8N+ 1 130.0651 -0.27
131.0607 C8H7N2+ 1 131.0604 2.48
134.0401 C8H5FN+ 1 134.0401 0.12
134.0607 C8H8NO+ 2 134.06 4.85
135.048 C8H6FN+ 1 135.0479 0.97
136.0558 C8H7FN+ 1 136.0557 0.78
141.0569 C10H7N+ 1 141.0573 -2.91
142.0648 C10H8N+ 1 142.0651 -2.64
143.0604 C9H7N2+ 1 143.0604 0.11
148.0558 C9H7FN+ 1 148.0557 0.65
149.0513 C8H6FN2+ 1 149.051 2.6
150.0714 C9H9FN+ 1 150.0714 0.04
154.0652 C11H8N+ 1 154.0651 0.55
155.0607 C10H7N2+ 1 155.0604 2.1
155.0737 C11H9N+ 2 155.073 4.77
156.0683 C10H8N2+ 1 156.0682 0.77
156.0811 C11H10N+ 1 156.0808 2.27
160.0564 C10H7FN+ 1 160.0557 4.54
161.0514 C9H6FN2+ 1 161.051 3.09
162.0351 C9H5FNO+ 1 162.035 0.94
162.0584 C9H7FN2+ 1 162.0588 -2.58
162.0708 C10H9FN+ 1 162.0714 -3.23
163.0431 C9H6FNO+ 1 163.0428 1.94
163.0669 C9H8FN2+ 1 163.0666 1.82
164.0509 C9H7FNO+ 1 164.0506 1.66
167.0609 C11H7N2+ 2 167.0604 3.08
168.0682 C11H8N2+ 1 168.0682 0.24
169.0761 C11H9N2+ 1 169.076 0.39
171.0552 C10H7N2O+ 1 171.0553 -0.46
172.0558 C11H7FN+ 1 172.0557 0.38
173.0642 C11H8FN+ 1 173.0635 3.94
174.0586 C10H7FN2+ 1 174.0588 -0.85
174.0717 C11H9FN+ 1 174.0714 2.16
175.0667 C10H8FN2+ 1 175.0666 0.33
175.0789 C11H10FN+ 1 175.0792 -1.31
176.0509 C10H7FNO+ 1 176.0506 1.66
176.0745 C10H9FN2+ 1 176.0744 0.47
177.0456 C9H6FN2O+ 2 177.0459 -1.68
177.0573 C13H7N+ 1 177.0573 0
177.0828 C10H10FN2+ 1 177.0823 2.98
178.054 C9H7FN2O+ 1 178.0537 1.95
179.0616 C9H8FN2O+ 1 179.0615 0.57
180.0457 C9H7FNO2+ 1 180.0455 1.04
182.0838 C12H10N2+ 1 182.0838 -0.44
183.0687 C12H9NO+ 2 183.0679 4.4
183.0918 C12H11N2+ 1 183.0917 0.52
184.0637 C11H8N2O+ 2 184.0631 3.13
185.0707 C11H9N2O+ 1 185.0709 -1.24
186.0718 C12H9FN+ 1 186.0714 2.29
187.0668 C11H8FN2+ 1 187.0666 1.11
188.0501 C11H7FNO+ 2 188.0506 -2.7
188.0749 C11H9FN2+ 1 188.0744 2.72
189.046 C10H6FN2O+ 1 189.0459 0.65
189.0826 C11H10FN2+ 1 189.0823 1.68
190.0536 C10H7FN2O+ 1 190.0537 -0.28
190.0907 C11H11FN2+ 1 190.0901 3.43
191.0616 C10H8FN2O+ 1 191.0615 0.54
195.0916 C13H11N2+ 1 195.0917 -0.23
197.0711 C12H9N2O+ 1 197.0709 0.76
197.107 C13H13N2+ 1 197.1073 -1.9
200.0509 C12H7FNO+ 1 200.0506 1.56
201.0578 C12H8FNO+ 2 201.0584 -3.05
201.0825 C12H10FN2+ 1 201.0823 1.08
202.0303 C11H5FNO2+ 1 202.0299 2.26
202.0653 C12H9FNO+ 2 202.0663 -4.74
202.0899 C12H11FN2+ 1 202.0901 -0.68
203.0618 C11H8FN2O+ 1 203.0615 1.24
204.0696 C11H9FN2O+ 1 204.0693 1.36
205.0773 C11H10FN2O+ 1 205.0772 0.6
210.0809 C10H11FN2O2+ 1 210.0799 4.58
210.1033 C10H13FN3O+ 3 210.1037 -2.08
215.026 C11H4FN2O2+ 1 215.0251 3.9
215.0617 C12H8FN2O+ 1 215.0615 0.76
215.0983 C13H12FN2+ 1 215.0979 1.89
216.0323 C11H5FN2O2+ 2 216.033 -3.13
216.0704 C12H9FN2O+ 1 216.0693 4.71
216.1062 C13H13FN2+ 1 216.1057 2.32
217.0407 C11H6FN2O2+ 2 217.0408 -0.33
217.0781 C12H10FN2O+ 1 217.0772 4.53
217.1133 C13H14FN2+ 1 217.1136 -1.03
218.0484 C11H7FN2O2+ 2 218.0486 -0.9
218.086 C12H11FN2O+ 1 218.085 4.48
219.0925 C12H12FN2O+ 2 219.0928 -1.59
223.0873 C14H11N2O+ 2 223.0866 3.36
224.0461 C9H7FN3O3+ 3 224.0466 -2.26
224.0822 C13H10N3O+ 3 224.0818 1.7
225.0556 C14H9O3+ 1 225.0546 4.22
225.1013 C14H13N2O+ 1 225.1022 -4.35
226.0979 C13H12N3O+ 3 226.0975 2
227.0985 C14H12FN2+ 1 227.0979 2.41
229.0396 C15H5N2O+ 2 229.0396 0
229.0771 C13H10FN2O+ 2 229.0772 -0.34
231.0567 C12H8FN2O2+ 1 231.0564 0.99
235.0639 C12H10FNO3+ 2 235.0639 -0.31
238.0973 C14H12N3O+ 1 238.0975 -0.92
238.1337 C15H16N3+ 1 238.1339 -0.77
240.1124 C14H14N3O+ 1 240.1131 -2.91
243.0564 C13H8FN2O2+ 2 243.0564 -0.01
243.0927 C14H12FN2O+ 2 243.0928 -0.48
245.1087 C14H14FN2O+ 1 245.1085 0.78
249.0668 C12H10FN2O3+ 2 249.067 -0.63
253.0834 C14H11N3O2+ 1 253.0846 -4.5
257.072 C14H10FN2O2+ 2 257.0721 -0.13
260.1196 C14H15FN3O+ 2 260.1194 0.9
266.0926 C15H12N3O2+ 3 266.0924 0.55
266.1281 C16H16N3O+ 1 266.1288 -2.7
272.0835 C14H11FN3O2+ 2 272.083 1.98
272.1194 C15H15FN3O+ 2 272.1194 -0.02
273.0931 C16H14FO3+ 1 273.0921 3.45
274.0973 C14H13FN3O2+ 2 274.0986 -4.78
288.1623 C15H19FN5+ 1 288.1619 1.53
294.1243 C17H16N3O2+ 2 294.1237 2.06
332.1403 C17H19FN3O3+ 1 332.1405 -0.65
PK$NUM_PEAK: 122
PK$PEAK: m/z int. rel.int.
56.0494 10682.3 1
70.0653 53049.9 5
109.0452 31264.6 3
115.0545 11973.3 1
116.0496 70776.7 7
117.0569 10739.8 1
128.0491 9600.3 1
128.0624 16912.8 1
129.0705 17139.2 1
130.0651 25293 2
131.0607 22481.7 2
134.0401 22135.8 2
134.0607 11287 1
135.048 113887 12
136.0558 139159.8 14
141.0569 10074 1
142.0648 31444.7 3
143.0604 15125.5 1
148.0558 139528.8 14
149.0513 16488.3 1
150.0714 19704 2
154.0652 49871.2 5
155.0607 46070.8 4
155.0737 24441.2 2
156.0683 65306.6 7
156.0811 34930.5 3
160.0564 11216.9 1
161.0514 34218.2 3
162.0351 40802.9 4
162.0584 11223.7 1
162.0708 31282.7 3
163.0431 22068.3 2
163.0669 71705.8 7
164.0509 16215.8 1
167.0609 9572.9 1
168.0682 15388 1
169.0761 82561.6 8
171.0552 12337.9 1
172.0558 42092.6 4
173.0642 20365.7 2
174.0586 60852.4 6
174.0717 100052.9 10
175.0667 110048.4 11
175.0789 43735.4 4
176.0509 50352.9 5
176.0745 276198.8 29
177.0456 12588.6 1
177.0573 19932.2 2
177.0828 13650.2 1
178.054 55887.7 6
179.0616 20121.4 2
180.0457 14414.2 1
182.0838 65574 7
183.0687 19883.5 2
183.0918 32419.9 3
184.0637 69723 7
185.0707 45685.8 4
186.0718 9993.7 1
187.0668 96372.6 10
188.0501 51735.9 5
188.0749 36178.4 3
189.046 509969.3 54
189.0826 128852.7 13
190.0536 54829.9 5
190.0907 15490.1 1
191.0616 232394.3 24
195.0916 26117.5 2
197.0711 33049.2 3
197.107 9369.1 1
200.0509 14796.5 1
201.0578 34087.7 3
201.0825 88158.9 9
202.0303 13042.9 1
202.0653 119501.4 12
202.0899 50657.5 5
203.0618 1016724.2 109
204.0696 362123.6 38
205.0773 469003.4 50
210.0809 9588.5 1
210.1033 9926.6 1
215.026 37547.5 4
215.0617 91287.8 9
215.0983 68017.2 7
216.0323 24730.1 2
216.0704 45846.9 4
216.1062 28532.4 3
217.0407 45017.3 4
217.0781 120665.4 12
217.1133 30890.3 3
218.0484 86348.2 9
218.086 30949.9 3
219.0925 22350.4 2
223.0873 12991.7 1
224.0461 42510.4 4
224.0822 18811.5 2
225.0556 30629.4 3
225.1013 37751 4
226.0979 23545 2
227.0985 25588.6 2
229.0396 14077 1
229.0771 156109.6 16
231.0567 9298116.9 999
235.0639 34422.4 3
238.0973 38079.1 4
238.1337 11555.9 1
240.1124 14503.6 1
243.0564 38869.2 4
243.0927 45371.3 4
245.1087 256058.7 27
249.0668 99722 10
253.0834 16502.7 1
257.072 23352.5 2
260.1196 11290 1
266.0926 44501.2 4
266.1281 25104.2 2
272.0835 17393.2 1
272.1194 23729.6 2
273.0931 10203.8 1
274.0973 10000.9 1
288.1623 33381.4 3
294.1243 57089 6
332.1403 68857.7 7
//
