ACCESSION: MSBNK-Eawag-EA027607
RECORD_TITLE: Ciprofloxacin; LC-ESI-ITFT; MS2; CE: 90%; 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 90 % (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$SPLASH: splash10-001i-0690000000-c683e1591a42526bd85d
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
56.0495 C3H6N+ 1 56.0495 0.61
58.0652 C3H8N+ 1 58.0651 0.42
65.0387 C5H5+ 2 65.0386 1.44
70.0653 C4H8N+ 1 70.0651 3.2
89.0387 C7H5+ 2 89.0386 1.39
109.0449 C7H6F+ 1 109.0448 1.24
110.0403 C6H5FN+ 1 110.0401 1.87
115.0543 C9H7+ 2 115.0542 0.99
116.0496 C8H6N+ 1 116.0495 1.33
117.0572 C8H7N+ 1 117.0573 -1.12
121.0449 C8H6F+ 1 121.0448 0.95
122.0401 C7H5FN+ 1 122.0401 0.3
124.0558 C7H7FN+ 1 124.0557 0.45
128.0496 C9H6N+ 1 128.0495 0.66
128.0625 C10H8+ 2 128.0621 3.11
129.0568 C9H7N+ 1 129.0573 -3.72
130.0652 C9H8N+ 1 130.0651 0.96
131.0602 C8H7N2+ 1 131.0604 -0.95
132.0243 C8H3FN+ 1 132.0244 -0.48
133.0449 C9H6F+ 1 133.0448 0.79
134.0401 C8H5FN+ 1 134.0401 0.27
134.0597 C8H8NO+ 1 134.06 -2.46
135.0479 C8H6FN+ 1 135.0479 0.45
136.0558 C8H7FN+ 1 136.0557 0.85
137.0641 C8H8FN+ 1 137.0635 4.39
141.0572 C10H7N+ 1 141.0573 -0.93
142.0658 C10H8N+ 2 142.0651 4.54
143.0602 C9H7N2+ 1 143.0604 -1.22
144.0446 C9H6NO+ 1 144.0444 1.18
144.0557 C8H6N3+ 1 144.0556 0.25
146.0401 C9H5FN+ 1 146.0401 0.04
146.0533 C10H7F+ 1 146.0526 4.59
147.0484 C9H6FN+ 1 147.0479 3.48
147.061 C10H8F+ 1 147.0605 3.77
148.0558 C9H7FN+ 1 148.0557 0.85
149.0513 C8H6FN2+ 1 149.051 2.26
150.035 C8H5FNO+ 1 150.035 0.14
150.0595 C8H7FN2+ 1 150.0588 4.95
151.0434 C8H6FNO+ 1 151.0428 3.75
151.0673 C8H8FN2+ 1 151.0666 4.88
152.0504 C8H7FNO+ 1 152.0506 -1.17
154.0653 C11H8N+ 1 154.0651 0.94
155.0605 C10H7N2+ 1 155.0604 0.61
156.0445 C10H6NO+ 1 156.0444 0.7
156.0683 C10H8N2+ 1 156.0682 0.51
156.0802 C11H10N+ 1 156.0808 -3.43
157.0757 C10H9N2+ 1 157.076 -2
158.06 C10H8NO+ 1 158.06 -0.25
160.0562 C10H7FN+ 1 160.0557 3.29
161.0273 C9H4FNO+ 1 161.0271 0.79
161.0512 C9H6FN2+ 1 161.051 1.29
162.0352 C9H5FNO+ 1 162.035 1.43
162.0587 C9H7FN2+ 1 162.0588 -0.48
162.0718 C10H9FN+ 1 162.0714 3
163.0429 C9H6FNO+ 1 163.0428 0.78
163.0667 C9H8FN2+ 1 163.0666 0.78
164.051 C9H7FNO+ 1 164.0506 2.51
167.0607 C11H7N2+ 2 167.0604 2.13
167.0734 C12H9N+ 2 167.073 2.57
168.0681 C11H8N2+ 1 168.0682 -0.59
169.0533 C8H8FNO2+ 1 169.0534 -0.34
169.0763 C11H9N2+ 1 169.076 1.69
170.0601 C11H8NO+ 1 170.06 0.59
172.0558 C11H7FN+ 1 172.0557 0.79
173.0501 C10H6FN2+ 1 173.051 -4.75
173.0636 C11H8FN+ 1 173.0635 0.41
174.0347 C10H5FNO+ 1 174.035 -1.37
174.0587 C10H7FN2+ 1 174.0588 -0.45
174.0716 C11H9FN+ 1 174.0714 1.53
175.03 C9H4FN2O+ 1 175.0302 -1.18
175.0436 C10H6FNO+ 1 175.0428 4.55
175.0668 C10H8FN2+ 1 175.0666 1.13
176.0508 C10H7FNO+ 1 176.0506 1.32
176.0745 C10H9FN2+ 1 176.0744 0.58
177.0459 C9H6FN2O+ 1 177.0459 0.07
178.0543 C9H7FN2O+ 1 178.0537 3.3
179.0613 C9H8FN2O+ 1 179.0615 -1.27
180.0454 C9H7FNO2+ 1 180.0455 -0.46
181.0762 C12H9N2+ 1 181.076 1.24
182.0838 C12H10N2+ 1 182.0838 -0.44
183.0555 C11H7N2O+ 1 183.0553 1.04
184.0634 C11H8N2O+ 2 184.0631 1.28
185.0717 C11H9N2O+ 2 185.0709 3.84
186.0352 C11H5FNO+ 1 186.035 1.3
187.0301 C10H4FN2O+ 1 187.0302 -0.36
187.0667 C11H8FN2+ 1 187.0666 0.52
188.0146 C10H3FNO2+ 1 188.0142 1.79
188.0382 C10H5FN2O+ 1 188.038 1.05
188.0744 C11H9FN2+ 1 188.0744 0.01
189.046 C10H6FN2O+ 1 189.0459 0.75
189.0825 C11H10FN2+ 1 189.0823 1.52
191.0616 C10H8FN2O+ 1 191.0615 0.64
195.0321 C9H6FNO3+ 2 195.0326 -2.83
195.0916 C13H11N2+ 1 195.0917 -0.54
197.0703 C12H9N2O+ 1 197.0709 -3.14
198.0653 C11H8N3O+ 1 198.0662 -4.64
199.0661 C12H8FN2+ 1 199.0666 -2.38
200.0512 C12H7FNO+ 1 200.0506 3.06
200.0745 C12H9FN2+ 1 200.0744 0.21
201.0824 C12H10FN2+ 1 201.0823 0.68
202.0295 C11H5FNO2+ 2 202.0299 -1.99
202.0657 C12H9FNO+ 2 202.0663 -2.81
202.0909 C12H11FN2+ 1 202.0901 3.92
203.0617 C11H8FN2O+ 1 203.0615 1.05
204.0697 C11H9FN2O+ 1 204.0693 1.9
205.0773 C11H10FN2O+ 1 205.0772 0.84
209.0706 C13H9N2O+ 1 209.0709 -1.62
215.0254 C11H4FN2O2+ 1 215.0251 1.01
215.0616 C12H8FN2O+ 1 215.0615 0.43
215.0977 C13H12FN2+ 1 215.0979 -1.08
216.0331 C11H5FN2O2+ 1 216.033 0.48
216.0701 C12H9FN2O+ 1 216.0693 3.27
217.0412 C11H6FN2O2+ 1 217.0408 2.06
218.0484 C11H7FN2O2+ 2 218.0486 -1
224.0464 C9H7FN3O3+ 3 224.0466 -1.05
224.0828 C10H11FN3O2+ 3 224.083 -0.76
226.0996 C10H13FN3O2+ 3 226.0986 4.51
229.0402 C15H5N2O+ 2 229.0396 2.58
229.0774 C13H10FN2O+ 1 229.0772 1.19
231.0567 C12H8FN2O2+ 1 231.0564 1.38
238.0977 C14H12N3O+ 3 238.0975 1.01
249.0673 C12H10FN2O3+ 1 249.067 1.1
252.0765 C14H10N3O2+ 1 252.0768 -0.88
257.0718 C14H10FN2O2+ 2 257.0721 -1.29
PK$NUM_PEAK: 124
PK$PEAK: m/z int. rel.int.
56.0495 14545.3 2
58.0652 10205.6 1
65.0387 7303.9 1
70.0653 34300.1 5
89.0387 28550.4 4
109.0449 81562.7 14
110.0403 9993.6 1
115.0543 39682.1 6
116.0496 123601.8 21
117.0572 25608.3 4
121.0449 14289.4 2
122.0401 28174.9 4
124.0558 20342.3 3
128.0496 52595.7 9
128.0625 34075.1 5
129.0568 10954.8 1
130.0652 45347.6 7
131.0602 22804.4 3
132.0243 17814.3 3
133.0449 27611.6 4
134.0401 91245 15
134.0597 26114 4
135.0479 179521.9 31
136.0558 196313.7 34
137.0641 22844.7 3
141.0572 23934.6 4
142.0658 32162.7 5
143.0602 36812.9 6
144.0446 15199.3 2
144.0557 29638.6 5
146.0401 27131.5 4
146.0533 10217.4 1
147.0484 31148.1 5
147.061 16320.3 2
148.0558 546802.6 95
149.0513 25325.1 4
150.035 14267.3 2
150.0595 10434.5 1
151.0434 14163.7 2
151.0673 17515.3 3
152.0504 33978.2 5
154.0653 105575.3 18
155.0605 221668.2 38
156.0445 17005.3 2
156.0683 100830.6 17
156.0802 21809.8 3
157.0757 22306.2 3
158.06 8940.1 1
160.0562 26998.9 4
161.0273 64123.9 11
161.0512 59578.2 10
162.0352 198429.8 34
162.0587 38716.1 6
162.0718 34726 6
163.0429 36557.2 6
163.0667 110205.1 19
164.051 43098.6 7
167.0607 13592.1 2
167.0734 6865.9 1
168.0681 26195.6 4
169.0533 18217.6 3
169.0763 92773.9 16
170.0601 14561.9 2
172.0558 85392.2 14
173.0501 24383.2 4
173.0636 60029.7 10
174.0347 45658.8 7
174.0587 148653.3 25
174.0716 136541 23
175.03 44930.2 7
175.0436 22785.9 3
175.0668 286995.6 49
176.0508 67756.6 11
176.0745 230896.2 40
177.0459 16063.3 2
178.0543 36333.3 6
179.0613 53730.2 9
180.0454 57644.8 10
181.0762 29675.8 5
182.0838 43511.8 7
183.0555 25785.5 4
184.0634 45631.4 7
185.0717 59749.3 10
186.0352 14955 2
187.0301 35897.9 6
187.0667 152713.4 26
188.0146 29873.4 5
188.0382 340011.5 59
188.0744 23369 4
189.046 454749.8 79
189.0825 80221.7 13
191.0616 138784.4 24
195.0321 16625 2
195.0916 20378.1 3
197.0703 18301.3 3
198.0653 9592.5 1
199.0661 12954.8 2
200.0512 25189.3 4
200.0745 20005.5 3
201.0824 106926.4 18
202.0295 21440.1 3
202.0657 82890.3 14
202.0909 22426.7 3
203.0617 1201646.7 209
204.0697 70431.1 12
205.0773 208061 36
209.0706 19996.4 3
215.0254 67298 11
215.0616 72703.6 12
215.0977 55686.7 9
216.0331 108553.2 18
216.0701 29925.4 5
217.0412 38727.5 6
218.0484 35153.3 6
224.0464 39722.4 6
224.0828 9714.1 1
226.0996 11038.2 1
229.0402 19694.3 3
229.0774 88990.6 15
231.0567 5742888.9 999
238.0977 12941.4 2
249.0673 70364.3 12
252.0765 9178.2 1
257.0718 18213.5 3
//
