ACCESSION: MSBNK-Eawag-EQ360905
RECORD_TITLE: Oxolinic acid; LC-ESI-QFT; MS2; CE: 75; R=35000; [M+H]+
DATE: 2015.08.25
AUTHORS: Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag and Thomaidis N, University of Athens
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2015 Eawag, Duebendorf, Switzerland
COMMENT: CONFIDENCE standard compound
COMMENT: EAWAG_UCHEM_ID 3609
CH$NAME: Oxolinic acid
CH$NAME: 5-ethyl-8-oxo-[1,3]dioxolo[4,5-g]quinoline-7-carboxylic acid
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C13H11NO5
CH$EXACT_MASS: 261.06372
CH$SMILES: CCN1C=C(C(=O)C2=CC3=C(C=C21)OCO3)C(=O)O
CH$IUPAC: InChI=1S/C13H11NO5/c1-2-14-5-8(13(16)17)12(15)7-3-10-11(4-9(7)14)19-6-18-10/h3-5H,2,6H2,1H3,(H,16,17)
CH$LINK: CAS
14698-29-4
CH$LINK: CHEBI
138856
CH$LINK: KEGG
C11342
CH$LINK: PUBCHEM
CID:4628
CH$LINK: INCHIKEY
KYGZCKSPAKDVKC-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER
4467
CH$LINK: COMPTOX
DTXSID1021089
AC$INSTRUMENT: Q Exactive Plus Orbitrap Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-QFT
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 35000
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 0.9 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 262.0705
MS$FOCUSED_ION: PRECURSOR_M/Z 262.071
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$DATA_PROCESSING: RECALIBRATE loess on assigned fragments and MS1
MS$DATA_PROCESSING: REANALYZE Peaks with additional N2/O included
MS$DATA_PROCESSING: WHOLE RMassBank 1.9.6
PK$SPLASH: splash10-03e9-0960000000-c51deba0c41087d2cab2
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
51.0228 C4H3+ 1 51.0229 -3.26
52.018 C3H2N+ 1 52.0182 -3.18
53.0022 C3HO+ 1 53.0022 -0.77
53.0386 C4H5+ 1 53.0386 -0.5
55.0178 C3H3O+ 1 55.0178 -0.93
62.015 C5H2+ 1 62.0151 -2.12
63.0227 C5H3+ 1 63.0229 -3.44
65.0385 C5H5+ 1 65.0386 -0.56
68.0132 C3H2NO+ 1 68.0131 1.03
68.9971 C3HO2+ 1 68.9971 -0.52
75.0228 C6H3+ 1 75.0229 -1.15
77.0383 C6H5+ 1 77.0386 -3.59
79.0542 C6H7+ 1 79.0542 0.04
80.0495 C5H6N+ 1 80.0495 -0.2
81.0334 C5H5O+ 1 81.0335 -0.63
87.0227 C7H3+ 1 87.0229 -2.72
89.0386 C7H5+ 1 89.0386 -0.19
90.0339 C6H4N+ 1 90.0338 0.27
91.0416 C6H5N+ 1 91.0417 -0.23
91.0542 C7H7+ 1 91.0542 0.26
92.0494 C6H6N+ 1 92.0495 -0.6
95.0129 C5H3O2+ 1 95.0128 1.31
95.0492 C6H7O+ 1 95.0491 0.51
96.0445 C5H6NO+ 1 96.0444 1.35
102.0337 C7H4N+ 1 102.0338 -1.13
103.0542 C8H7+ 1 103.0542 0.03
104.0494 C7H6N+ 1 104.0495 -0.44
105.0336 C7H5O+ 1 105.0335 1.51
105.0447 C6H5N2+ 1 105.0447 -0.61
105.07 C8H9+ 1 105.0699 1.46
106.0287 C6H4NO+ 1 106.0287 -0.28
106.065 C7H8N+ 1 106.0651 -1.37
107.0127 C6H3O2+ 1 107.0128 -0.24
107.0365 C6H5NO+ 1 107.0366 -0.24
109.0285 C6H5O2+ 1 109.0284 0.59
114.0339 C8H4N+ 1 114.0338 0.39
115.0542 C9H7+ 1 115.0542 -0.14
116.0494 C8H6N+ 1 116.0495 -0.31
117.0335 C8H5O+ 1 117.0335 -0.27
117.0572 C8H7N+ 1 117.0573 -0.43
118.0651 C8H8N+ 1 118.0651 -0.22
119.0491 C8H7O+ 1 119.0491 -0.51
120.0205 C7H4O2+ 1 120.0206 -1.01
120.0444 C7H6NO+ 1 120.0444 0.08
121.0284 C7H5O2+ 1 121.0284 -0.38
121.0522 C7H7NO+ 1 121.0522 -0.37
128.0492 C9H6N+ 1 128.0495 -2
129.0575 C9H7N+ 1 129.0573 1.62
130.0288 C8H4NO+ 1 130.0287 0.77
130.0652 C9H8N+ 1 130.0651 0.42
131.0365 C8H5NO+ 1 131.0366 -0.27
131.0492 C9H7O+ 1 131.0491 0.6
131.073 C9H9N+ 1 131.073 0.6
132.0444 C8H6NO+ 1 132.0444 -0.23
132.0808 C9H10N+ 1 132.0808 0.18
133.0284 C8H5O2+ 1 133.0284 -0.27
134.0235 C7H4NO2+ 1 134.0237 -1.15
135.0315 C7H5NO2+ 1 135.0315 -0.15
136.0393 C7H6NO2+ 1 136.0393 -0.11
137.0235 C7H5O3+ 1 137.0233 1.16
139.0391 C7H7O3+ 1 139.039 0.57
140.0496 C10H6N+ 1 140.0495 0.67
142.0288 C9H4NO+ 1 142.0287 0.7
142.0652 C10H8N+ 1 142.0651 0.38
143.0494 C10H7O+ 1 143.0491 1.88
143.0729 C10H9N+ 1 143.073 -0.28
144.0444 C9H6NO+ 1 144.0444 0.07
144.081 C10H10N+ 1 144.0808 1.63
145.0523 C9H7NO+ 1 145.0522 0.45
146.06 C9H8NO+ 1 146.06 0.07
148.0393 C8H6NO2+ 1 148.0393 -0.03
149.0233 C8H5O3+ 1 149.0233 0.06
149.0346 C7H5N2O2+ 1 149.0346 0.18
149.0473 C8H7NO2+ 1 149.0471 0.94
156.0444 C10H6NO+ 1 156.0444 -0.26
157.0519 C10H7NO+ 1 157.0522 -1.75
158.0237 C9H4NO2+ 1 158.0237 0.48
158.0601 C10H8NO+ 1 158.06 0.38
159.0314 C9H5NO2+ 1 159.0315 -0.75
159.0679 C10H9NO+ 1 159.0679 0.53
160.0393 C9H6NO2+ 1 160.0393 0.03
161.0232 C9H5O3+ 1 161.0233 -0.75
161.0469 C9H7NO2+ 1 161.0471 -1.24
161.0599 C10H9O2+ 1 161.0597 0.89
163.0264 C8H5NO3+ 1 163.0264 -0.27
164.034 C8H6NO3+ 1 164.0342 -1.4
167.0705 C9H11O3+ 1 167.0703 1.19
170.0601 C11H8NO+ 1 170.06 0.35
171.0319 C10H5NO2+ 1 171.0315 2.34
172.0393 C10H6NO2+ 1 172.0393 0.03
173.0472 C10H7NO2+ 1 173.0471 0.23
174.0183 C9H4NO3+ 1 174.0186 -1.26
174.055 C10H8NO2+ 1 174.055 0.09
175.0266 C9H5NO3+ 1 175.0264 1.06
176.0342 C9H6NO3+ 1 176.0342 0.12
176.0706 C10H10NO2+ 1 176.0706 0.03
177.0421 C9H7NO3+ 1 177.042 0.6
177.0658 C9H9N2O2+ 1 177.0659 -0.14
185.0469 C11H7NO2+ 1 185.0471 -1.46
186.0185 C10H4NO3+ 1 186.0186 -0.21
186.055 C11H8NO2+ 1 186.055 0.3
187.0264 C10H5NO3+ 1 187.0264 0.24
187.0628 C11H9NO2+ 1 187.0628 0
188.0342 C10H6NO3+ 1 188.0342 0.16
188.0706 C11H10NO2+ 1 188.0706 -0.03
189.0422 C10H7NO3+ 1 189.042 0.66
190.0501 C10H8NO3+ 1 190.0499 1.05
198.0553 C12H8NO2+ 1 198.055 1.54
199.0265 C11H5NO3+ 1 199.0264 0.53
199.0629 C12H9NO2+ 1 199.0628 0.65
200.0706 C12H10NO2+ 1 200.0706 0.03
201.0421 C11H7NO3+ 1 201.042 0.08
203.0219 C10H5NO4+ 1 203.0213 2.81
204.0294 C10H6NO4+ 1 204.0291 1.4
204.0659 C11H10NO3+ 1 204.0655 1.86
205.0368 C10H7NO4+ 1 205.037 -0.73
206.0446 C10H8NO4+ 1 206.0448 -0.85
214.0136 C11H4NO4+ 1 214.0135 0.31
214.0498 C12H8NO3+ 1 214.0499 -0.42
215.0214 C11H5NO4+ 1 215.0213 0.24
216.0293 C11H6NO4+ 1 216.0291 0.58
216.0656 C12H10NO3+ 1 216.0655 0.33
226.0503 C13H8NO3+ 1 226.0499 1.9
228.0293 C12H6NO4+ 1 228.0291 0.82
229.0371 C12H7NO4+ 1 229.037 0.53
232.024 C11H6NO5+ 1 232.024 -0.04
232.0606 C12H10NO4+ 1 232.0604 0.59
233.032 C11H7NO5+ 1 233.0319 0.46
234.0398 C11H8NO5+ 1 234.0397 0.3
242.0446 C13H8NO4+ 1 242.0448 -0.93
244.0605 C13H10NO4+ 1 244.0604 0.31
247.0477 C12H9NO5+ 1 247.0475 0.71
248.0553 C12H10NO5+ 1 248.0553 -0.36
260.0561 C13H10NO5+ 1 260.0553 2.77
262.0711 C13H12NO5+ 1 262.071 0.23
PK$NUM_PEAK: 135
PK$PEAK: m/z int. rel.int.
51.0228 6649.2 1
52.018 10486.2 3
53.0022 21377.6 6
53.0386 19216.2 5
55.0178 17116.6 4
62.015 4160.7 1
63.0227 6321.1 1
65.0385 107415.4 31
68.0132 3916.2 1
68.9971 19368.9 5
75.0228 13678.1 3
77.0383 28866.3 8
79.0542 44486.5 12
80.0495 13547.7 3
81.0334 6189.6 1
87.0227 4832.5 1
89.0386 20135.8 5
90.0339 4543.9 1
91.0416 4450.5 1
91.0542 75789.2 21
92.0494 5502.6 1
95.0129 12418.5 3
95.0492 30476.8 8
96.0445 13521.7 3
102.0337 25444.9 7
103.0542 160212.7 46
104.0494 155391 44
105.0336 24761.4 7
105.0447 18644 5
105.07 14649.8 4
106.0287 62220.2 17
106.065 31070.5 8
107.0127 7239.1 2
107.0365 5487 1
109.0285 29285.2 8
114.0339 28061.7 8
115.0542 110849 32
116.0494 16545.4 4
117.0335 7003.1 2
117.0572 76005.9 21
118.0651 780661.7 225
119.0491 5520.3 1
120.0205 7621.6 2
120.0444 26852 7
121.0284 47184.4 13
121.0522 12154.5 3
128.0492 17563.4 5
129.0575 3767.1 1
130.0288 158228.6 45
130.0652 1648012.9 476
131.0365 14397.4 4
131.0492 26129.8 7
131.073 42157.9 12
132.0444 94680.2 27
132.0808 127453 36
133.0284 229578 66
134.0235 27132.8 7
135.0315 4440.5 1
136.0393 55593.3 16
137.0235 37776.9 10
139.0391 26676.5 7
140.0496 13741.7 3
142.0288 32952.9 9
142.0652 312840.3 90
143.0494 24874.6 7
143.0729 7070.9 2
144.0444 24544.7 7
144.081 4966.6 1
145.0523 17845.1 5
146.06 503355.2 145
148.0393 1387424.9 400
149.0233 14349.2 4
149.0346 71745.1 20
149.0473 12877.6 3
156.0444 7056.1 2
157.0519 7181.2 2
158.0237 785821.4 227
158.0601 1929828.5 557
159.0314 15451.1 4
159.0679 43402.5 12
160.0393 3456824.5 999
161.0232 23953.9 6
161.0469 15512.3 4
161.0599 4582.7 1
163.0264 71955.2 20
164.034 34134.4 9
167.0705 11999 3
170.0601 194881.5 56
171.0319 4639.6 1
172.0393 1738912.6 502
173.0472 517661.8 149
174.0183 6592.1 1
174.055 50656.5 14
175.0266 5976.6 1
176.0342 378105.4 109
176.0706 243166.6 70
177.0421 54526.4 15
177.0658 38096 11
185.0469 4487.1 1
186.0185 165578.2 47
186.055 402121.9 116
187.0264 318136.5 91
187.0628 275982.5 79
188.0342 1208082.6 349
188.0706 402864.8 116
189.0422 19996.6 5
190.0501 15049 4
198.0553 23863.4 6
199.0265 3722.9 1
199.0629 21299 6
200.0706 502813.9 145
201.0421 321038.6 92
203.0219 4612.3 1
204.0294 39689.1 11
204.0659 19024.3 5
205.0368 11863.1 3
206.0446 4822.2 1
214.0136 441712.5 127
214.0498 66084.9 19
215.0214 1128906.1 326
216.0293 1173167 339
216.0656 802457.1 231
226.0503 4998.2 1
228.0293 22088.6 6
229.0371 452367.4 130
232.024 39584.7 11
232.0606 14768.4 4
233.032 663040.1 191
234.0398 3142747.8 908
242.0446 40607.2 11
244.0605 1805627.5 521
247.0477 44475.3 12
248.0553 17570.5 5
260.0561 4558.1 1
262.0711 2559065.8 739
//
