ACCESSION: MSBNK-Eawag-EA027613
RECORD_TITLE: Ciprofloxacin; LC-ESI-ITFT; MS2; CE: 90%; R=30000; [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 90 % (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 30000
AC$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$SPLASH: splash10-001i-0690000000-827770181ddec7977048
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
56.0495 C3H6N+ 1 56.0495 1.15
65.0387 C5H5+ 2 65.0386 1.28
70.0653 C4H8N+ 1 70.0651 1.77
89.0388 C7H5+ 2 89.0386 2.73
109.0449 C7H6F+ 1 109.0448 0.78
110.0403 C6H5FN+ 1 110.0401 1.96
115.0543 C9H7+ 2 115.0542 0.72
116.0495 C8H6N+ 1 116.0495 0.64
117.0574 C8H7N+ 1 117.0573 1.02
121.0448 C8H6F+ 1 121.0448 0.04
122.0401 C7H5FN+ 1 122.0401 0.05
124.0556 C7H7FN+ 1 124.0557 -0.51
128.0496 C9H6N+ 1 128.0495 0.89
128.0622 C10H8+ 2 128.0621 1.08
129.0571 C9H7N+ 1 129.0573 -1.48
129.07 C10H9+ 2 129.0699 1.11
130.0652 C9H8N+ 1 130.0651 0.73
131.0605 C8H7N2+ 1 131.0604 1.26
132.0244 C8H3FN+ 1 132.0244 -0.1
133.0449 C9H6F+ 1 133.0448 0.72
134.0401 C8H5FN+ 1 134.0401 0.64
134.06 C8H8NO+ 1 134.06 -0.15
135.048 C8H6FN+ 1 135.0479 0.75
136.0558 C8H7FN+ 1 136.0557 0.93
137.0635 C8H8FN+ 1 137.0635 0.15
141.0574 C10H7N+ 1 141.0573 0.7
142.0652 C10H8N+ 1 142.0651 0.45
143.0604 C9H7N2+ 1 143.0604 0.32
144.0445 C9H6NO+ 1 144.0444 0.83
144.0559 C8H6N3+ 1 144.0556 1.64
146.0401 C9H5FN+ 1 146.0401 0.11
146.0527 C10H7F+ 1 146.0526 0.27
147.048 C9H6FN+ 1 147.0479 0.89
147.0607 C10H8F+ 1 147.0605 1.8
148.0558 C9H7FN+ 1 148.0557 0.78
149.0511 C8H6FN2+ 1 149.051 1.05
149.0638 C9H8FN+ 1 149.0635 2.02
150.0351 C8H5FNO+ 1 150.035 0.68
150.0587 C8H7FN2+ 1 150.0588 -0.59
150.071 C9H9FN+ 1 150.0714 -2.36
151.0431 C8H6FNO+ 1 151.0428 2.29
151.0667 C8H8FN2+ 1 151.0666 0.78
152.0505 C8H7FNO+ 1 152.0506 -0.52
154.0653 C11H8N+ 1 154.0651 1.2
155.0605 C10H7N2+ 1 155.0604 0.49
155.0727 C11H9N+ 1 155.073 -1.55
156.0448 C10H6NO+ 2 156.0444 2.88
156.0683 C10H8N2+ 1 156.0682 0.32
156.081 C11H10N+ 1 156.0808 1.44
157.076 C10H9N2+ 1 157.076 -0.48
158.0597 C10H8NO+ 1 158.06 -2.03
159.048 C10H6FN+ 1 159.0479 0.89
160.0559 C10H7FN+ 1 160.0557 1.1
161.0271 C9H4FNO+ 1 161.0271 -0.08
161.051 C9H6FN2+ 1 161.051 0.48
161.0635 C10H8FN+ 1 161.0635 -0.06
162.0351 C9H5FNO+ 1 162.035 0.57
162.0589 C9H7FN2+ 1 162.0588 0.63
162.0716 C10H9FN+ 1 162.0714 1.46
163.0429 C9H6FNO+ 1 163.0428 0.96
163.0667 C9H8FN2+ 1 163.0666 0.66
164.0508 C9H7FNO+ 1 164.0506 1.11
167.0605 C11H7N2+ 1 167.0604 0.75
167.0727 C12H9N+ 1 167.073 -1.5
168.0684 C11H8N2+ 1 168.0682 1.01
168.0809 C12H10N+ 1 168.0808 0.56
169.0531 C8H8FNO2+ 1 169.0534 -1.53
169.0761 C11H9N2+ 1 169.076 0.21
170.0606 C11H8NO+ 2 170.06 3.17
171.0557 C10H7N2O+ 2 171.0553 2.58
172.0558 C11H7FN+ 1 172.0557 0.67
173.051 C10H6FN2+ 1 173.051 0.45
173.0637 C11H8FN+ 1 173.0635 0.87
174.0353 C10H5FNO+ 1 174.035 1.96
174.0589 C10H7FN2+ 1 174.0588 0.76
174.0715 C11H9FN+ 1 174.0714 0.61
175.0302 C9H4FN2O+ 1 175.0302 -0.16
175.043 C10H6FNO+ 1 175.0428 1.24
175.0667 C10H8FN2+ 1 175.0666 0.73
175.0792 C11H10FN+ 1 175.0792 0.35
176.0509 C10H7FNO+ 1 176.0506 1.43
176.0745 C10H9FN2+ 1 176.0744 0.52
177.0456 C9H6FN2O+ 1 177.0459 -1.28
177.0588 C10H8FNO+ 1 177.0584 2.24
177.0824 C10H10FN2+ 1 177.0823 0.72
178.0539 C9H7FN2O+ 1 178.0537 1.33
178.066 C10H9FNO+ 1 178.0663 -1.4
179.0615 C9H8FN2O+ 1 179.0615 0.13
180.0455 C9H7FNO2+ 1 180.0455 -0.13
181.0762 C12H9N2+ 1 181.076 0.97
182.0605 C9H9FNO2+ 2 182.0612 -3.64
182.0838 C12H10N2+ 1 182.0838 -0.22
183.0553 C11H7N2O+ 1 183.0553 0
183.0678 C12H9NO+ 1 183.0679 -0.3
183.0919 C12H11N2+ 2 183.0917 1.45
184.0631 C11H8N2O+ 1 184.0631 0.14
184.0748 C12H10NO+ 1 184.0757 -4.84
185.071 C11H9N2O+ 1 185.0709 0.17
186.0347 C11H5FNO+ 2 186.035 -1.34
186.0585 C11H7FN2+ 1 186.0588 -1.22
186.0718 C12H9FN+ 1 186.0714 2.13
187.0302 C10H4FN2O+ 1 187.0302 0.07
187.0433 C11H6FNO+ 1 187.0428 2.87
187.0668 C11H8FN2+ 1 187.0666 1
188.0143 C10H3FNO2+ 1 188.0142 0.36
188.0382 C10H5FN2O+ 1 188.038 0.73
188.0504 C11H7FNO+ 2 188.0506 -1.22
188.075 C11H9FN2+ 1 188.0744 2.99
189.046 C10H6FN2O+ 1 189.0459 0.49
189.0825 C11H10FN2+ 1 189.0823 1.2
190.0536 C10H7FN2O+ 1 190.0537 -0.28
191.0616 C10H8FN2O+ 1 191.0615 0.22
193.0756 C13H9N2+ 1 193.076 -2.36
195.0327 C9H6FNO3+ 1 195.0326 0.55
195.0915 C13H11N2+ 1 195.0917 -1.05
196.1002 C13H12N2+ 2 196.0995 3.67
197.0707 C12H9N2O+ 1 197.0709 -1.06
200.0509 C12H7FNO+ 1 200.0506 1.56
200.0744 C12H9FN2+ 1 200.0744 -0.34
201.0586 C12H8FNO+ 1 201.0584 0.68
201.0824 C12H10FN2+ 1 201.0823 0.78
202.0301 C11H5FNO2+ 1 202.0299 0.97
202.0539 C11H7FN2O+ 1 202.0537 0.83
202.0664 C12H9FNO+ 1 202.0663 0.65
202.0898 C12H11FN2+ 1 202.0901 -1.28
203.0617 C11H8FN2O+ 1 203.0615 0.85
204.0694 C11H9FN2O+ 1 204.0693 0.38
205.0773 C11H10FN2O+ 1 205.0772 0.55
209.0712 C13H9N2O+ 2 209.0709 1.34
209.094 C13H11N3+ 1 209.0947 -3.58
215.0253 C11H4FN2O2+ 1 215.0251 0.78
215.0616 C12H8FN2O+ 1 215.0615 0.29
215.0982 C13H12FN2+ 1 215.0979 1.19
216.033 C11H5FN2O2+ 1 216.033 0.29
216.0694 C12H9FN2O+ 1 216.0693 0.27
217.0409 C11H6FN2O2+ 1 217.0408 0.64
217.0771 C12H10FN2O+ 2 217.0772 -0.5
218.0489 C11H7FN2O2+ 1 218.0486 1.3
220.0643 C11H9FN2O2+ 1 220.0643 0.42
223.0863 C14H11N2O+ 1 223.0866 -1.25
224.0457 C12H6N3O2+ 3 224.0455 1.15
226.0979 C13H12N3O+ 3 226.0975 2.04
227.0972 C14H12FN2+ 1 227.0979 -3.1
229.0396 C15H5N2O+ 1 229.0396 -0.04
229.0772 C13H10FN2O+ 1 229.0772 0.32
231.0567 C12H8FN2O2+ 1 231.0564 1.25
235.0647 C12H10FNO3+ 1 235.0639 3.14
243.0563 C13H8FN2O2+ 2 243.0564 -0.42
243.0932 C14H12FN2O+ 1 243.0928 1.41
245.1087 C14H14FN2O+ 1 245.1085 1.07
249.0672 C12H10FN2O3+ 1 249.067 0.78
257.0716 C14H10FN2O2+ 2 257.0721 -1.68
288.1628 C15H19FN5+ 1 288.1619 3.3
PK$NUM_PEAK: 153
PK$PEAK: m/z int. rel.int.
56.0495 4695.1 1
65.0387 4994.1 1
70.0653 13392.7 4
89.0388 9603.5 2
109.0449 43078.7 13
110.0403 5684.6 1
115.0543 14435.5 4
116.0495 64217 20
117.0574 12601.4 3
121.0448 4781.6 1
122.0401 12905.3 4
124.0556 8311.5 2
128.0496 32500 10
128.0622 17565.3 5
129.0571 7322.7 2
129.07 8186.4 2
130.0652 23762.1 7
131.0605 19401.9 6
132.0244 7820.3 2
133.0449 17440.7 5
134.0401 54947.1 17
134.06 14509.1 4
135.048 109163 34
136.0558 100080.7 31
137.0635 15378 4
141.0574 12736 3
142.0652 18144 5
143.0604 17614.2 5
144.0445 5966.9 1
144.0559 10270.8 3
146.0401 12869.1 4
146.0527 10208 3
147.048 15091.7 4
147.0607 8277.9 2
148.0558 350810.7 109
149.0511 11217.4 3
149.0638 8907.2 2
150.0351 8232.6 2
150.0587 11067.2 3
150.071 4831.3 1
151.0431 8504.5 2
151.0667 16285.3 5
152.0505 20380.5 6
154.0653 44046.2 13
155.0605 114674.8 35
155.0727 14108.5 4
156.0448 6231 1
156.0683 55444.2 17
156.081 14325.3 4
157.076 12800.1 3
158.0597 4649.7 1
159.048 9144.1 2
160.0559 17351.7 5
161.0271 35517 11
161.051 27020.3 8
161.0635 17527.7 5
162.0351 106996.6 33
162.0589 19088.4 5
162.0716 14929.1 4
163.0429 18507.2 5
163.0667 53524.3 16
164.0508 25522.5 7
167.0605 13214.6 4
167.0727 5632.9 1
168.0684 17072.8 5
168.0809 5354.1 1
169.0531 6706.7 2
169.0761 45030.7 14
170.0606 5260 1
171.0557 4305.7 1
172.0558 44774.7 13
173.051 19778.2 6
173.0637 30792.3 9
174.0353 28039.5 8
174.0589 81453.5 25
174.0715 81828 25
175.0302 21658.1 6
175.043 7786.5 2
175.0667 151739.6 47
175.0792 12807.8 3
176.0509 39246.2 12
176.0745 131026.8 40
177.0456 6039.6 1
177.0588 10945.6 3
177.0824 5611 1
178.0539 26217.4 8
178.066 7701.3 2
179.0615 24760.2 7
180.0455 21720.7 6
181.0762 17433.7 5
182.0605 7509.8 2
182.0838 21162.6 6
183.0553 10781.9 3
183.0678 8584.8 2
183.0919 4172 1
184.0631 23652 7
184.0748 6057.3 1
185.071 25727.5 8
186.0347 8357 2
186.0585 7296.9 2
186.0718 11461.6 3
187.0302 24617.2 7
187.0433 9962.1 3
187.0668 95973.5 29
188.0143 11012.4 3
188.0382 185979.8 58
188.0504 23535.8 7
188.075 12135.2 3
189.046 222410.2 69
189.0825 39398.4 12
190.0536 19948.6 6
191.0616 76503.6 23
193.0756 6586.7 2
195.0327 9712.2 3
195.0915 7938.1 2
196.1002 3877.4 1
197.0707 9224.6 2
200.0509 12639.7 3
200.0744 14643.4 4
201.0586 22765.4 7
201.0824 55393.5 17
202.0301 13793.5 4
202.0539 14829.3 4
202.0664 36166.5 11
202.0898 13381.4 4
203.0617 657862 205
204.0694 29553.6 9
205.0773 116302.6 36
209.0712 11647.7 3
209.094 4339 1
215.0253 45105.6 14
215.0616 55235.9 17
215.0982 34076.4 10
216.033 58399.7 18
216.0694 13328.6 4
217.0409 31360.7 9
217.0771 19729.3 6
218.0489 21247.9 6
220.0643 4219.2 1
223.0863 6699.9 2
224.0457 19168.6 5
226.0979 6090.3 1
227.0972 4350.5 1
229.0396 6382.7 1
229.0772 56124.5 17
231.0567 3199169.6 999
235.0647 7341.3 2
243.0563 4847.8 1
243.0932 15155.5 4
245.1087 10901.1 3
249.0672 37340.6 11
257.0716 8140.2 2
288.1628 5255 1
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