ACCESSION: MSBNK-Eawag-EQ360907
RECORD_TITLE: Oxolinic acid; LC-ESI-QFT; MS2; CE: 120; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 120 (nominal)
AC$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$SPLASH: splash10-0ho0-4900000000-a825bf27d8d3c0aee71f
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
50.0151 C4H2+ 1 50.0151 0.17
51.0103 C3HN+ 1 51.0104 -0.79
51.0229 C4H3+ 1 51.0229 -0.13
52.0182 C3H2N+ 1 52.0182 0.28
52.0307 C4H4+ 1 52.0308 -1.38
53.0022 C3HO+ 1 53.0022 -0.21
53.0386 C4H5+ 1 53.0386 0.44
54.0338 C3H4N+ 1 54.0338 0.08
55.0179 C3H3O+ 1 55.0178 0.16
61.0072 C5H+ 1 61.0073 -1.91
62.015 C5H2+ 1 62.0151 -2.28
63.0229 C5H3+ 1 63.0229 -0.26
64.0182 C4H2N+ 1 64.0182 0.07
64.0307 C5H4+ 1 64.0308 -0.18
65.0386 C5H5+ 1 65.0386 0.05
66.0338 C4H4N+ 1 66.0338 0.22
66.0464 C5H6+ 1 66.0464 -0.02
67.0178 C4H3O+ 1 67.0178 -0.17
67.0542 C5H7+ 1 67.0542 0.2
68.0131 C3H2NO+ 1 68.0131 -0.15
68.9971 C3HO2+ 1 68.9971 -0.81
74.015 C6H2+ 1 74.0151 -1.1
75.0229 C6H3+ 1 75.0229 -0.62
76.0181 C5H2N+ 1 76.0182 -0.6
76.0307 C6H4+ 1 76.0308 -0.68
77.0385 C6H5+ 1 77.0386 -0.86
78.0338 C5H4N+ 1 78.0338 -0.2
78.0464 C6H6+ 1 78.0464 -0.53
79.0178 C5H3O+ 1 79.0178 0.11
79.0416 C5H5N+ 1 79.0417 -0.26
79.0542 C6H7+ 1 79.0542 -0.84
80.0131 C4H2NO+ 1 80.0131 0.25
80.0495 C5H6N+ 1 80.0495 -0.07
81.0335 C5H5O+ 1 81.0335 -0.14
87.0229 C7H3+ 1 87.0229 -0.07
88.0182 C6H2N+ 1 88.0182 0.39
88.0307 C7H4+ 1 88.0308 -0.47
89.0386 C7H5+ 1 89.0386 -0.07
90.0339 C6H4N+ 1 90.0338 0.83
90.0465 C7H6+ 1 90.0464 0.65
91.0417 C6H5N+ 1 91.0417 0.21
91.0542 C7H7+ 1 91.0542 0.26
92.0257 C6H4O+ 1 92.0257 0.04
92.0494 C6H6N+ 1 92.0495 -0.5
93.0335 C6H5O+ 1 93.0335 -0.01
93.07 C7H9+ 1 93.0699 1.11
94.0413 C6H6O+ 1 94.0413 -0.07
95.0491 C6H7O+ 1 95.0491 0.09
96.0444 C5H6NO+ 1 96.0444 -0.11
100.0181 C7H2N+ 1 100.0182 -0.55
101.026 C7H3N+ 1 101.026 0.19
102.0338 C7H4N+ 1 102.0338 0.14
102.0464 C8H6+ 1 102.0464 -0.11
103.0178 C7H3O+ 1 103.0178 -0.21
103.0416 C7H5N+ 1 103.0417 -0.2
103.0542 C8H7+ 1 103.0542 0.03
104.0494 C7H6N+ 1 104.0495 -0.34
105.0335 C7H5O+ 1 105.0335 -0.01
105.0447 C6H5N2+ 1 105.0447 0.05
106.0286 C6H4NO+ 1 106.0287 -1.23
106.0415 C7H6O+ 1 106.0413 2.02
106.0652 C7H8N+ 1 106.0651 0.98
107.0367 C6H5NO+ 1 107.0366 1.54
108.0443 C6H6NO+ 1 108.0444 -0.84
109.0284 C6H5O2+ 1 109.0284 0.04
111.0441 C6H7O2+ 1 111.0441 0.67
113.0385 C9H5+ 1 113.0386 -1.03
114.0339 C8H4N+ 1 114.0338 0.3
115.0417 C8H5N+ 1 115.0417 0.17
115.0542 C9H7+ 1 115.0542 0.2
116.0495 C8H6N+ 1 116.0495 -0.13
117.0573 C8H7N+ 1 117.0573 -0.01
118.0288 C7H4NO+ 1 118.0287 0.08
118.0651 C8H8N+ 1 118.0651 -0.39
119.0128 C7H3O2+ 1 119.0128 0.46
119.0366 C7H5NO+ 1 119.0366 0.21
119.0492 C8H7O+ 1 119.0491 0.33
120.0206 C7H4O2+ 1 120.0206 0.24
120.0444 C7H6NO+ 1 120.0444 0.25
121.0285 C7H5O2+ 1 121.0284 0.37
121.0398 C6H5N2O+ 1 121.0396 1.25
125.0236 C6H5O3+ 1 125.0233 2.56
127.0418 C9H5N+ 1 127.0417 1.49
128.0495 C9H6N+ 1 128.0495 -0.12
129.0209 C8H3NO+ 1 129.0209 0.27
129.0447 C8H5N2+ 1 129.0447 0.2
129.0574 C9H7N+ 1 129.0573 0.54
130.0288 C8H4NO+ 1 130.0287 0.61
130.04 C7H4N3+ 1 130.04 -0.1
130.0652 C9H8N+ 1 130.0651 0.34
131.0367 C8H5NO+ 1 131.0366 0.65
131.0492 C9H7O+ 1 131.0491 0.75
131.073 C9H9N+ 1 131.073 0.15
132.0206 C8H4O2+ 1 132.0206 0.3
132.0444 C8H6NO+ 1 132.0444 0.07
133.0284 C8H5O2+ 1 133.0284 0.11
134.0235 C7H4NO2+ 1 134.0237 -1.01
134.0601 C8H8NO+ 1 134.06 0.45
135.0315 C7H5NO2+ 1 135.0315 -0.07
136.0394 C7H6NO2+ 1 136.0393 0.99
137.0234 C7H5O3+ 1 137.0233 0.36
139.0389 C7H7O3+ 1 139.039 -0.51
140.0494 C10H6N+ 1 140.0495 -0.33
141.0572 C10H7N+ 1 141.0573 -0.64
142.0288 C9H4NO+ 1 142.0287 0.35
142.0651 C10H8N+ 1 142.0651 -0.25
143.0365 C9H5NO+ 1 143.0366 -0.46
144.0444 C9H6NO+ 1 144.0444 0
145.0285 C9H5O2+ 1 145.0284 0.37
145.0525 C9H7NO+ 1 145.0522 2.1
146.0362 C9H6O2+ 1 146.0362 -0.07
146.0601 C9H8NO+ 1 146.06 0.2
147.0316 C8H5NO2+ 1 147.0315 0.55
148.0392 C8H6NO2+ 1 148.0393 -0.51
149.0346 C7H5N2O2+ 1 149.0346 0.18
151.0263 C7H5NO3+ 1 151.0264 -0.63
156.0079 C9H2NO2+ 1 156.008 -0.8
156.0444 C10H6NO+ 1 156.0444 -0.19
157.016 C9H3NO2+ 1 157.0158 1.08
157.0523 C10H7NO+ 1 157.0522 0.86
158.0237 C9H4NO2+ 1 158.0237 0.35
158.06 C10H8NO+ 1 158.06 0
159.0315 C9H5NO2+ 1 159.0315 0.13
159.068 C10H9NO+ 1 159.0679 0.91
160.0393 C9H6NO2+ 1 160.0393 0.22
161.0472 C9H7NO2+ 1 161.0471 0.44
162.0185 C8H4NO3+ 1 162.0186 -0.74
163.026 C8H5NO3+ 1 163.0264 -2.6
164.0102 C8H4O4+ 1 164.0104 -1.22
164.0342 C8H6NO3+ 1 164.0342 -0.24
170.0349 C9H4N3O+ 1 170.0349 0.13
170.0601 C11H8NO+ 1 170.06 0.17
171.0315 C10H5NO2+ 1 171.0315 0.18
172.0393 C10H6NO2+ 1 172.0393 0.03
173.0471 C10H7NO2+ 1 173.0471 -0.11
174.0187 C9H4NO3+ 1 174.0186 0.69
174.0548 C10H8NO2+ 1 174.055 -1.18
175.0271 C9H5NO3+ 1 175.0264 4.03
176.0343 C9H6NO3+ 1 176.0342 0.34
177.0424 C9H7NO3+ 1 177.042 1.9
186.0186 C10H4NO3+ 1 186.0186 0.22
187.0265 C10H5NO3+ 1 187.0264 0.56
187.0627 C11H9NO2+ 1 187.0628 -0.64
188.0104 C10H4O4+ 1 188.0104 -0.27
188.0344 C10H6NO3+ 1 188.0342 0.91
188.0708 C11H10NO2+ 1 188.0706 0.93
190.0135 C9H4NO4+ 1 190.0135 -0.18
200.0342 C11H6NO3+ 1 200.0342 -0.35
200.0703 C12H10NO2+ 1 200.0706 -1.57
203.0211 C10H5NO4+ 1 203.0213 -1.03
204.0294 C10H6NO4+ 1 204.0291 1.3
205.0365 C10H7NO4+ 1 205.037 -2.14
214.0135 C11H4NO4+ 1 214.0135 0.26
215.0213 C11H5NO4+ 1 215.0213 -0.23
216.0291 C11H6NO4+ 1 216.0291 -0.39
228.0289 C12H6NO4+ 1 228.0291 -1.11
232.0241 C11H6NO5+ 1 232.024 0.35
233.0321 C11H7NO5+ 1 233.0319 0.97
234.0398 C11H8NO5+ 1 234.0397 0.35
PK$NUM_PEAK: 159
PK$PEAK: m/z int. rel.int.
50.0151 141085.7 84
51.0103 12692.1 7
51.0229 82849.8 49
52.0182 202280 121
52.0307 10609.7 6
53.0022 113725.6 68
53.0386 217216.2 130
54.0338 17087.1 10
55.0179 65505.4 39
61.0072 3261.5 1
62.015 25318.8 15
63.0229 207929.8 124
64.0182 12394 7
64.0307 17713.8 10
65.0386 1662014.8 999
66.0338 21781.4 13
66.0464 55281.8 33
67.0178 12970 7
67.0542 11391.8 6
68.0131 116859 70
68.9971 57260.9 34
74.015 85348.2 51
75.0229 787369.7 473
76.0181 64660.1 38
76.0307 125197 75
77.0385 685457.6 412
78.0338 127620 76
78.0464 18087.3 10
79.0178 14318 8
79.0416 13491.1 8
79.0542 36315.6 21
80.0131 29392.9 17
80.0495 17906.4 10
81.0335 51216.7 30
87.0229 186575.1 112
88.0182 47324.1 28
88.0307 17930 10
89.0386 323787.6 194
90.0339 49309.4 29
90.0465 75707.1 45
91.0417 72919.1 43
91.0542 399748.8 240
92.0257 23606.6 14
92.0494 34147.8 20
93.0335 15418.2 9
93.07 5578.1 3
94.0413 16862.4 10
95.0491 701225.2 421
96.0444 310017.7 186
100.0181 17419.2 10
101.026 345950.1 207
102.0338 957572.2 575
102.0464 110242.3 66
103.0178 97132.9 58
103.0416 175442.2 105
103.0542 895892.6 538
104.0494 719698.1 432
105.0335 374726.3 225
105.0447 486735 292
106.0286 31032.5 18
106.0415 4972.9 2
106.0652 11331.2 6
107.0367 3084.9 1
108.0443 5793.3 3
109.0284 18492.3 11
111.0441 15190.4 9
113.0385 20551.5 12
114.0339 770142.7 462
115.0417 91976.6 55
115.0542 174992 105
116.0495 152563.2 91
117.0573 375677.4 225
118.0288 65773.3 39
118.0651 319509.8 192
119.0128 57839.5 34
119.0366 66417.7 39
119.0492 12045.7 7
120.0206 178236.4 107
120.0444 100856.7 60
121.0285 91335.8 54
121.0398 6483.8 3
125.0236 6044.4 3
127.0418 6607.2 3
128.0495 113231.3 68
129.0209 73059.9 43
129.0447 35769.7 21
129.0574 48446.3 29
130.0288 605594.3 364
130.04 263875.1 158
130.0652 829414.8 498
131.0367 56871.4 34
131.0492 16450.9 9
131.073 87349.4 52
132.0206 58410 35
132.0444 439487.8 264
133.0284 1251547.9 752
134.0235 4378.1 2
134.0601 27264.6 16
135.0315 4587.1 2
136.0394 16431.9 9
137.0234 5217 3
139.0389 32270.8 19
140.0494 25457.2 15
141.0572 29679.4 17
142.0288 196461.8 118
142.0651 40782.2 24
143.0365 21222.6 12
144.0444 52103.3 31
145.0285 24030 14
145.0525 20181.6 12
146.0362 33093.1 19
146.0601 48602.6 29
147.0316 50261.5 30
148.0392 130323 78
149.0346 145516.4 87
151.0263 20779.2 12
156.0079 15412.7 9
156.0444 6721.4 4
157.016 33386.9 20
157.0523 16638.4 10
158.0237 255922.7 153
158.06 98293.1 59
159.0315 66577.6 40
159.068 14456.6 8
160.0393 1002285.4 602
161.0472 13389.2 8
162.0185 14179.8 8
163.026 5108.4 3
164.0102 21772 13
164.0342 5350.1 3
170.0349 67144.4 40
170.0601 4352.5 2
171.0315 6416.4 3
172.0393 1313899.6 789
173.0471 128190.1 77
174.0187 13476.7 8
174.0548 4970.8 2
175.0271 4309 2
176.0343 43923.1 26
177.0424 13127.3 7
186.0186 948642.7 570
187.0265 58173.8 34
187.0627 32959.9 19
188.0104 10773.8 6
188.0344 41095.7 24
188.0708 3231.2 1
190.0135 4461.6 2
200.0342 21040.9 12
200.0703 3669.8 2
203.0211 3474.6 2
204.0294 13792.4 8
205.0365 10604.4 6
214.0135 583686.1 350
215.0213 42422.5 25
216.0291 3475.3 2
228.0289 5495.6 3
232.0241 82350.4 49
233.0321 21665.4 13
234.0398 19118.8 11
//
