ACCESSION: MSBNK-Eawag-EA027612
RECORD_TITLE: Ciprofloxacin; LC-ESI-ITFT; MS2; CE: 75%; 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 75 % (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$SPLASH: splash10-001i-0290000000-40a5de8dd981d46dbe88
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
56.0496 C3H6N+ 1 56.0495 2.4
70.0652 C4H8N+ 1 70.0651 1.06
109.0449 C7H6F+ 1 109.0448 0.87
115.0543 C9H7+ 2 115.0542 0.72
116.0497 C8H6N+ 1 116.0495 1.59
117.0574 C8H7N+ 1 117.0573 1.19
122.0404 C7H5FN+ 1 122.0401 2.59
128.0622 C10H8+ 2 128.0621 1.47
129.07 C10H9+ 2 129.0699 1.03
130.0653 C9H8N+ 1 130.0651 1.42
131.0606 C8H7N2+ 1 131.0604 1.8
133.0453 C9H6F+ 1 133.0448 3.95
134.0402 C8H5FN+ 1 134.0401 0.79
135.0481 C8H6FN+ 1 135.0479 1.34
136.0559 C8H7FN+ 1 136.0557 1.29
137.0634 C8H8FN+ 1 137.0635 -0.65
141.0576 C10H7N+ 1 141.0573 2.19
142.0653 C10H8N+ 1 142.0651 0.95
144.0555 C8H6N3+ 1 144.0556 -1.14
146.0402 C9H5FN+ 1 146.0401 0.86
147.0481 C9H6FN+ 1 147.0479 1.3
147.0608 C10H8F+ 1 147.0605 2.35
148.0559 C9H7FN+ 1 148.0557 1.12
149.0511 C8H6FN2+ 1 149.051 0.65
150.0714 C9H9FN+ 1 150.0714 0.17
151.067 C8H8FN2+ 1 151.0666 2.56
154.0652 C11H8N+ 1 154.0651 0.74
155.0606 C10H7N2+ 1 155.0604 1.26
155.0732 C11H9N+ 1 155.073 1.87
156.0684 C10H8N2+ 1 156.0682 1.16
156.081 C11H10N+ 1 156.0808 1.63
157.0764 C10H9N2+ 2 157.076 2.45
160.0558 C10H7FN+ 1 160.0557 0.85
161.0514 C9H6FN2+ 1 161.051 2.59
161.0638 C10H8FN+ 1 161.0635 1.43
162.0351 C9H5FNO+ 1 162.035 0.87
162.059 C9H7FN2+ 1 162.0588 1.25
162.0715 C10H9FN+ 1 162.0714 0.78
163.043 C9H6FNO+ 1 163.0428 1.02
163.0668 C9H8FN2+ 1 163.0666 1.21
164.0507 C9H7FNO+ 1 164.0506 0.62
169.0762 C11H9N2+ 1 169.076 0.98
172.0561 C11H7FN+ 1 172.0557 2.48
173.0637 C11H8FN+ 1 173.0635 0.99
174.0589 C10H7FN2+ 1 174.0588 0.93
174.0715 C11H9FN+ 1 174.0714 0.9
175.0668 C10H8FN2+ 1 175.0666 1.18
175.0793 C11H10FN+ 1 175.0792 0.81
176.0509 C10H7FNO+ 1 176.0506 1.6
176.0746 C10H9FN2+ 1 176.0744 0.92
177.0587 C10H8FNO+ 1 177.0584 1.22
177.0825 C10H10FN2+ 1 177.0823 1.17
178.0539 C9H7FN2O+ 1 178.0537 1.39
179.0619 C9H8FN2O+ 1 179.0615 1.97
180.0452 C9H7FNO2+ 2 180.0455 -2.07
181.0764 C12H9N2+ 2 181.076 1.91
182.084 C12H10N2+ 1 182.0838 1.1
183.0679 C12H9NO+ 1 183.0679 0.35
183.0919 C12H11N2+ 2 183.0917 1.39
184.0634 C11H8N2O+ 2 184.0631 1.33
184.0759 C12H10NO+ 1 184.0757 0.87
185.071 C11H9N2O+ 1 185.0709 0.44
186.0714 C12H9FN+ 1 186.0714 0.25
187.0668 C11H8FN2+ 1 187.0666 1.11
188.0381 C10H5FN2O+ 1 188.038 0.15
188.051 C11H7FNO+ 1 188.0506 2.08
188.0746 C11H9FN2+ 1 188.0744 0.86
189.0461 C10H6FN2O+ 1 189.0459 1.39
189.0825 C11H10FN2+ 1 189.0823 1.15
190.0539 C10H7FN2O+ 1 190.0537 0.93
190.0664 C11H9FNO+ 1 190.0663 0.8
190.0903 C11H11FN2+ 1 190.0901 1.27
191.0617 C10H8FN2O+ 1 191.0615 1.11
193.0762 C13H9N2+ 2 193.076 0.96
195.0918 C13H11N2+ 1 195.0917 0.69
197.0711 C12H9N2O+ 1 197.0709 0.76
198.0663 C11H8N3O+ 1 198.0662 0.72
200.0751 C12H9FN2+ 1 200.0744 3.26
201.059 C12H8FNO+ 1 201.0584 2.82
201.0825 C12H10FN2+ 1 201.0823 1.28
202.03 C11H5FNO2+ 1 202.0299 0.78
202.0538 C11H7FN2O+ 1 202.0537 0.48
202.0665 C12H9FNO+ 1 202.0663 1.19
202.0903 C12H11FN2+ 1 202.0901 1.1
203.0618 C11H8FN2O+ 1 203.0615 1.34
204.0696 C11H9FN2O+ 1 204.0693 1.16
205.0774 C11H10FN2O+ 1 205.0772 0.99
209.0714 C13H9N2O+ 2 209.0709 2.01
212.0816 C12H10N3O+ 1 212.0818 -0.98
215.0253 C11H4FN2O2+ 1 215.0251 0.6
215.0618 C12H8FN2O+ 1 215.0615 1.27
215.0981 C13H12FN2+ 1 215.0979 0.73
216.0331 C11H5FN2O2+ 1 216.033 0.52
216.0695 C12H9FN2O+ 1 216.0693 0.87
216.1057 C13H13FN2+ 1 216.1057 -0.18
217.0411 C11H6FN2O2+ 1 217.0408 1.42
217.0775 C12H10FN2O+ 1 217.0772 1.53
217.0897 C13H12FNO+ 1 217.0897 -0.06
217.1137 C13H14FN2+ 1 217.1136 0.54
218.0489 C11H7FN2O2+ 1 218.0486 1.53
218.0852 C12H11FN2O+ 1 218.085 0.91
219.0928 C12H12FN2O+ 1 219.0928 0.1
220.065 C11H9FN2O2+ 1 220.0643 3.38
223.0865 C14H11N2O+ 1 223.0866 -0.27
224.046 C12H6N3O2+ 3 224.0455 2.22
224.0822 C13H10N3O+ 3 224.0818 1.52
225.0537 C14H9O3+ 3 225.0546 -3.91
225.0656 C13H9N2O2+ 1 225.0659 -1.08
225.1023 C14H13N2O+ 2 225.1022 0.45
226.0973 C13H12N3O+ 1 226.0975 -0.88
227.0984 C14H12FN2+ 1 227.0979 2.36
229.0774 C13H10FN2O+ 1 229.0772 1.19
230.049 C12H7FN2O2+ 1 230.0486 1.93
230.0844 C13H11FN2O+ 2 230.085 -2.53
231.0566 C12H8FN2O2+ 1 231.0564 0.73
235.0641 C12H10FNO3+ 1 235.0639 0.54
238.0975 C14H12N3O+ 2 238.0975 0.01
243.0567 C13H8FN2O2+ 1 243.0564 0.98
243.0933 C14H12FN2O+ 1 243.0928 1.86
245.1087 C14H14FN2O+ 1 245.1085 0.87
249.0674 C12H10FN2O3+ 1 249.067 1.46
252.0768 C14H10N3O2+ 2 252.0768 0.19
252.1136 C15H14N3O+ 3 252.1131 1.75
253.0856 C14H11N3O2+ 3 253.0846 3.84
257.1097 C15H14FN2O+ 1 257.1085 4.91
266.0929 C15H12N3O2+ 3 266.0924 1.98
271.0865 C15H12FN2O2+ 1 271.0877 -4.47
272.083 C14H11FN3O2+ 2 272.083 -0.08
272.1198 C15H15FN3O+ 2 272.1194 1.78
274.0992 C14H13FN3O2+ 2 274.0986 2.18
286.1353 C16H17FN3O+ 1 286.135 0.95
294.1236 C17H16N3O2+ 2 294.1237 -0.21
312.1345 C17H18N3O3+ 1 312.1343 0.68
314.13 C17H17FN3O2+ 1 314.1299 0.22
332.1403 C17H19FN3O3+ 1 332.1405 -0.62
PK$NUM_PEAK: 135
PK$PEAK: m/z int. rel.int.
56.0496 8074.6 1
70.0652 26259.6 5
109.0449 17668.7 3
115.0543 5829.4 1
116.0497 30497 5
117.0574 5576.8 1
122.0404 5558.1 1
128.0622 8386.4 1
129.07 7873 1
130.0653 10729.2 2
131.0606 11494.3 2
133.0453 5678.6 1
134.0402 10748.2 2
135.0481 64636.4 12
136.0559 77200 14
137.0634 10340.1 1
141.0576 6537.9 1
142.0653 10768.4 2
144.0555 7438.6 1
146.0402 7431.7 1
147.0481 5584.2 1
147.0608 8127.6 1
148.0559 64748.3 12
149.0511 6987.2 1
150.0714 9567.3 1
151.067 7541.8 1
154.0652 27543.7 5
155.0606 23448.5 4
155.0732 14283 2
156.0684 33703.5 6
156.081 14301.3 2
157.0764 8987.1 1
160.0558 7799.2 1
161.0514 15487.1 2
161.0638 13317.9 2
162.0351 27907.2 5
162.059 10934.2 2
162.0715 24471.2 4
163.043 10920.7 2
163.0668 30348.8 5
164.0507 9206.8 1
169.0762 39272 7
172.0561 18685.7 3
173.0637 15133.9 2
174.0589 35604 6
174.0715 50311.3 9
175.0668 59489.2 11
175.0793 26976.1 5
176.0509 34628 6
176.0746 134881 25
177.0587 9104.8 1
177.0825 7842 1
178.0539 27819.4 5
179.0619 9321.5 1
180.0452 5714.2 1
181.0764 8852.6 1
182.084 23341.7 4
183.0679 7196.4 1
183.0919 11412.7 2
184.0634 35575.2 6
184.0759 13799.1 2
185.071 22039.8 4
186.0714 5757.7 1
187.0668 54708.4 10
188.0381 10472.1 2
188.051 22282.4 4
188.0746 18311.2 3
189.0461 271127.8 51
189.0825 64280.7 12
190.0539 29461.5 5
190.0664 8263.8 1
190.0903 5729.6 1
191.0617 118406.1 22
193.0762 5263.9 1
195.0918 9303.4 1
197.0711 14364.4 2
198.0663 10708 2
200.0751 6701.1 1
201.059 16455 3
201.0825 50263.2 9
202.03 8914.5 1
202.0538 21433.3 4
202.0665 53792.2 10
202.0903 26260.1 5
203.0618 516166.7 98
204.0696 165407.7 31
205.0774 239350.9 45
209.0714 7692.5 1
212.0816 10986.3 2
215.0253 17987.8 3
215.0618 50580.3 9
215.0981 34500.7 6
216.0331 13337.6 2
216.0695 31060.9 5
216.1057 19591.8 3
217.0411 26744.3 5
217.0775 52774.7 10
217.0897 8995.4 1
217.1137 17748.1 3
218.0489 44794.2 8
218.0852 8980 1
219.0928 13104 2
220.065 6008.5 1
223.0865 6229.1 1
224.046 15511.2 2
224.0822 6973.2 1
225.0537 16487.2 3
225.0656 12087.6 2
225.1023 13058.4 2
226.0973 11844.6 2
227.0984 15526.7 2
229.0774 87536.6 16
230.049 10746.7 2
230.0844 9254 1
231.0566 5214816.1 999
235.0641 16985.9 3
238.0975 18433.7 3
243.0567 12159.1 2
243.0933 30073.6 5
245.1087 137042.7 26
249.0674 60918.4 11
252.0768 8361.3 1
252.1136 5761.6 1
253.0856 9021.5 1
257.1097 6770.1 1
266.0929 20713 3
271.0865 7831.9 1
272.083 9585.3 1
272.1198 14937.7 2
274.0992 5982.3 1
286.1353 11321.3 2
294.1236 31154.3 5
312.1345 10374.9 1
314.13 118548 22
332.1403 38799.3 7
//
