ACCESSION: MSBNK-Eawag-EQ360906
RECORD_TITLE: Oxolinic acid; LC-ESI-QFT; MS2; CE: 90; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 90 (nominal)
AC$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$SPLASH: splash10-03e9-0910000000-bb9589ba074c27740963
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
50.0149 C4H2+ 1 50.0151 -4.23
51.0228 C4H3+ 1 51.0229 -2.68
52.0181 C3H2N+ 1 52.0182 -1.26
53.0021 C3HO+ 1 53.0022 -1.72
53.0386 C4H5+ 1 53.0386 -0.12
55.0179 C3H3O+ 1 55.0178 0.16
62.0149 C5H2+ 1 62.0151 -2.6
63.0227 C5H3+ 1 63.0229 -2.96
65.0386 C5H5+ 1 65.0386 -0.25
68.013 C3H2NO+ 1 68.0131 -1.47
68.9971 C3HO2+ 1 68.9971 -0.37
74.0147 C6H2+ 1 74.0151 -4.88
75.0228 C6H3+ 1 75.0229 -1.69
76.0306 C6H4+ 1 76.0308 -2.12
77.0385 C6H5+ 1 77.0386 -1.12
78.0338 C5H4N+ 1 78.0338 -0.71
79.0542 C6H7+ 1 79.0542 -0.72
80.0129 C4H2NO+ 1 80.0131 -2.63
80.0494 C5H6N+ 1 80.0495 -0.69
81.0335 C5H5O+ 1 81.0335 -0.26
87.0228 C7H3+ 1 87.0229 -2.03
89.0385 C7H5+ 1 89.0386 -1.31
90.0337 C6H4N+ 1 90.0338 -0.84
91.0416 C6H5N+ 1 91.0417 -0.23
91.0542 C7H7+ 1 91.0542 0.04
92.0257 C6H4O+ 1 92.0257 0.04
92.0494 C6H6N+ 1 92.0495 -1.26
93.0335 C6H5O+ 1 93.0335 0.52
93.0699 C7H9+ 1 93.0699 0.25
95.0127 C5H3O2+ 1 95.0128 -0.06
95.0491 C6H7O+ 1 95.0491 -0.22
96.0444 C5H6NO+ 1 96.0444 0
101.0259 C7H3N+ 1 101.026 -1.29
102.0338 C7H4N+ 1 102.0338 -0.25
102.0464 C8H6+ 1 102.0464 -0.11
103.0178 C7H3O+ 1 103.0178 -0.4
103.0416 C7H5N+ 1 103.0417 -0.1
103.0542 C8H7+ 1 103.0542 -0.26
104.0494 C7H6N+ 1 104.0495 -0.44
105.0335 C7H5O+ 1 105.0335 0.08
105.0447 C6H5N2+ 1 105.0447 -0.04
105.0697 C8H9+ 1 105.0699 -1.59
106.0288 C6H4NO+ 1 106.0287 0.28
106.0651 C7H8N+ 1 106.0651 -0.05
107.0127 C6H3O2+ 1 107.0128 -0.43
107.0365 C6H5NO+ 1 107.0366 -0.33
108.0445 C6H6NO+ 1 108.0444 0.83
109.0284 C6H5O2+ 1 109.0284 0.31
111.0439 C6H7O2+ 1 111.0441 -1.49
114.0338 C8H4N+ 1 114.0338 0.13
115.0416 C8H5N+ 1 115.0417 -0.44
115.0542 C9H7+ 1 115.0542 -0.06
116.0495 C8H6N+ 1 116.0495 0.55
117.0336 C8H5O+ 1 117.0335 0.93
117.0573 C8H7N+ 1 117.0573 -0.26
118.0651 C8H8N+ 1 118.0651 -0.3
119.0365 C7H5NO+ 1 119.0366 -0.21
119.0492 C8H7O+ 1 119.0491 0.16
120.0206 C7H4O2+ 1 120.0206 -0.09
120.0444 C7H6NO+ 1 120.0444 0.16
121.0283 C7H5O2+ 1 121.0284 -0.63
121.0395 C6H5N2O+ 1 121.0396 -0.98
121.0521 C7H7NO+ 1 121.0522 -0.54
125.0233 C6H5O3+ 1 125.0233 -0.24
128.0495 C9H6N+ 1 128.0495 -0.2
129.0211 C8H3NO+ 1 129.0209 1.2
129.0575 C9H7N+ 1 129.0573 1.47
130.0288 C8H4NO+ 1 130.0287 0.54
130.0652 C9H8N+ 1 130.0651 0.34
131.0365 C8H5NO+ 1 131.0366 -0.88
131.0491 C9H7O+ 1 131.0491 -0.31
131.073 C9H9N+ 1 131.073 0.22
132.0207 C8H4O2+ 1 132.0206 0.98
132.0444 C8H6NO+ 1 132.0444 -0.15
132.0808 C9H10N+ 1 132.0808 0.03
133.0284 C8H5O2+ 1 133.0284 -0.12
134.0235 C7H4NO2+ 1 134.0237 -1.45
134.0601 C8H8NO+ 1 134.06 0.45
136.0394 C7H6NO2+ 1 136.0393 0.33
137.0233 C7H5O3+ 1 137.0233 -0.15
139.039 C7H7O3+ 1 139.039 0.5
140.0496 C10H6N+ 1 140.0495 0.89
141.0573 C10H7N+ 1 141.0573 -0.08
142.0288 C9H4NO+ 1 142.0287 0.56
142.0652 C10H8N+ 1 142.0651 0.31
143.0366 C9H5NO+ 1 143.0366 0.45
143.0493 C10H7O+ 1 143.0491 0.76
143.0726 C10H9N+ 1 143.073 -2.8
144.0446 C9H6NO+ 1 144.0444 1.18
144.0807 C10H10N+ 1 144.0808 -0.53
145.0285 C9H5O2+ 1 145.0284 0.58
145.0522 C9H7NO+ 1 145.0522 -0.11
146.06 C9H8NO+ 1 146.06 -0.07
147.0317 C8H5NO2+ 1 147.0315 1.5
148.0393 C8H6NO2+ 1 148.0393 -0.03
149.0234 C8H5O3+ 1 149.0233 0.87
149.0346 C7H5N2O2+ 1 149.0346 0.18
149.0472 C8H7NO2+ 1 149.0471 0.74
156.0079 C9H2NO2+ 1 156.008 -0.48
156.0444 C10H6NO+ 1 156.0444 -0.26
157.0158 C9H3NO2+ 1 157.0158 -0.06
157.052 C10H7NO+ 1 157.0522 -1.31
158.0237 C9H4NO2+ 1 158.0237 0.35
158.0601 C10H8NO+ 1 158.06 0.31
159.0315 C9H5NO2+ 1 159.0315 0.19
159.0679 C10H9NO+ 1 159.0679 0.53
160.0393 C9H6NO2+ 1 160.0393 -0.03
161.0231 C9H5O3+ 1 161.0233 -1.12
161.047 C9H7NO2+ 1 161.0471 -0.74
161.0594 C10H9O2+ 1 161.0597 -1.65
162.0187 C8H4NO3+ 1 162.0186 0.56
163.0264 C8H5NO3+ 1 163.0264 0.03
164.0342 C8H6NO3+ 1 164.0342 0
167.0702 C9H11O3+ 1 167.0703 -0.36
170.06 C11H8NO+ 1 170.06 0
171.0317 C10H5NO2+ 1 171.0315 1.4
172.0393 C10H6NO2+ 1 172.0393 -0.03
173.0472 C10H7NO2+ 1 173.0471 0.23
174.0184 C9H4NO3+ 1 174.0186 -1.09
174.0554 C10H8NO2+ 1 174.055 2.73
176.0342 C9H6NO3+ 1 176.0342 0.12
176.0705 C10H10NO2+ 1 176.0706 -0.43
177.0422 C9H7NO3+ 1 177.042 0.77
177.0657 C9H9N2O2+ 1 177.0659 -0.7
185.0473 C11H7NO2+ 1 185.0471 1.19
186.0186 C10H4NO3+ 1 186.0186 0.06
186.055 C11H8NO2+ 1 186.055 0.08
187.0264 C10H5NO3+ 1 187.0264 -0.02
187.0627 C11H9NO2+ 1 187.0628 -0.21
188.0112 C10H4O4+ 1 188.0104 4.36
188.0342 C10H6NO3+ 1 188.0342 -0.05
188.0706 C11H10NO2+ 1 188.0706 -0.03
189.0419 C10H7NO3+ 1 189.042 -0.66
190.0135 C9H4NO4+ 1 190.0135 0.19
190.0498 C10H8NO3+ 1 190.0499 -0.1
198.0548 C12H8NO2+ 1 198.055 -0.88
199.0266 C11H5NO3+ 1 199.0264 0.93
200.0339 C11H6NO3+ 1 200.0342 -1.85
200.0706 C12H10NO2+ 1 200.0706 -0.07
201.042 C11H7NO3+ 1 201.042 -0.37
203.0216 C10H5NO4+ 1 203.0213 1.24
204.0295 C10H6NO4+ 1 204.0291 1.84
204.0657 C11H10NO3+ 1 204.0655 0.98
205.037 C10H7NO4+ 1 205.037 0.1
206.0444 C10H8NO4+ 1 206.0448 -1.82
214.0135 C11H4NO4+ 1 214.0135 0.17
215.0213 C11H5NO4+ 1 215.0213 0.05
216.0292 C11H6NO4+ 1 216.0291 0.44
216.0655 C12H10NO3+ 1 216.0655 -0.09
228.0294 C12H6NO4+ 1 228.0291 1.21
229.037 C12H7NO4+ 1 229.037 0.05
232.024 C11H6NO5+ 1 232.024 -0.21
233.0319 C11H7NO5+ 1 233.0319 0.11
234.0397 C11H8NO5+ 1 234.0397 0.22
242.045 C13H8NO4+ 1 242.0448 0.69
244.0605 C13H10NO4+ 1 244.0604 0.19
247.0478 C12H9NO5+ 1 247.0475 1.16
262.071 C13H12NO5+ 1 262.071 -0.11
PK$NUM_PEAK: 158
PK$PEAK: m/z int. rel.int.
50.0149 21191.9 4
51.0228 28683.4 6
52.0181 20520.1 4
53.0021 31259.8 6
53.0386 68332 14
55.0179 55608.5 12
62.0149 5394.3 1
63.0227 31014.3 6
65.0386 542689.1 117
68.013 35885.7 7
68.9971 38911.9 8
74.0147 5048.2 1
75.0228 73157.6 15
76.0306 5794.5 1
77.0385 162983 35
78.0338 32121.5 6
79.0542 62981.4 13
80.0129 10952.1 2
80.0494 12151.8 2
81.0335 17722.6 3
87.0228 21970.2 4
89.0385 64730.2 14
90.0337 20986.3 4
91.0416 15816.5 3
91.0542 231685.2 50
92.0257 4954.5 1
92.0494 22385.1 4
93.0335 6584.9 1
93.0699 6604.1 1
95.0127 35072.2 7
95.0491 191223.3 41
96.0444 93261.4 20
101.0259 28519.4 6
102.0338 206644.4 44
102.0464 18618.7 4
103.0178 32666.4 7
103.0416 42814.8 9
103.0542 551698.6 119
104.0494 533804 115
105.0335 149740.6 32
105.0447 144220 31
105.0697 18875.9 4
106.0288 51996.1 11
106.0651 36566.9 7
107.0127 12848.1 2
107.0365 15110.1 3
108.0445 5568.9 1
109.0284 45698.7 9
111.0439 5586.9 1
114.0338 152866.4 33
115.0416 12821.5 2
115.0542 173820.4 37
116.0495 57612.9 12
117.0336 14190.4 3
117.0573 217211.3 47
118.0651 811659.6 175
119.0365 14213.9 3
119.0492 17402.2 3
120.0206 57551.4 12
120.0444 39040.2 8
121.0283 107456.6 23
121.0395 7126.7 1
121.0521 14287.1 3
125.0233 11794.8 2
128.0495 47419.3 10
129.0211 27997 6
129.0575 26180.2 5
130.0288 512654.5 111
130.0652 2133400.2 462
131.0365 54902.9 11
131.0491 35720.5 7
131.073 94015.6 20
132.0207 21060.1 4
132.0444 318984.5 69
132.0808 110863.3 24
133.0284 878112.2 190
134.0235 15582.6 3
134.0601 11722.2 2
136.0394 49313 10
137.0233 37214.2 8
139.039 50923.3 11
140.0496 11043.9 2
141.0573 19712.6 4
142.0288 122473.6 26
142.0652 211158.2 45
143.0366 17548.6 3
143.0493 12369.9 2
143.0726 11511.5 2
144.0446 36573.3 7
144.0807 6323.6 1
145.0285 13138.3 2
145.0522 31878.2 6
146.06 295810 64
147.0317 25496.7 5
148.0393 1045423.2 226
149.0234 13244 2
149.0346 231701.4 50
149.0472 13065.2 2
156.0079 6185 1
156.0444 11530 2
157.0158 19048 4
157.052 21222.3 4
158.0237 906646.4 196
158.0601 1078001.4 233
159.0315 66691.7 14
159.0679 49438.2 10
160.0393 4607183.5 999
161.0231 14471.5 3
161.047 17430.2 3
161.0594 7351.1 1
162.0187 13623 2
163.0264 64214.9 13
164.0342 22980.2 4
167.0702 6423.4 1
170.06 91897.2 19
171.0317 7127.1 1
172.0393 2247954.2 487
173.0472 684514.8 148
174.0184 13137.6 2
174.0554 29372.5 6
176.0342 344692.8 74
176.0705 59743.9 12
177.0422 50308.3 10
177.0657 32895.1 7
185.0473 11858.8 2
186.0186 618794.4 134
186.055 170905.3 37
187.0264 371310.1 80
187.0627 238832.2 51
188.0112 36468.1 7
188.0342 715987.2 155
188.0706 131766.2 28
189.0419 6930.3 1
190.0135 14805.2 3
190.0498 17120.2 3
198.0548 14576.6 3
199.0266 6278.8 1
200.0339 21364.6 4
200.0706 179260.3 38
201.042 114092.7 24
203.0216 6491 1
204.0295 21932.6 4
204.0657 6078.5 1
205.037 27025.5 5
206.0444 5659.9 1
214.0135 1062956.4 230
215.0213 704869.2 152
216.0292 340352.4 73
216.0655 167040.9 36
228.0294 29795.1 6
229.037 228417.7 49
232.024 145244.9 31
233.0319 432083.3 93
234.0397 991623.2 215
242.045 10983.1 2
244.0605 191836.4 41
247.0478 24114 5
262.071 256886.5 55
//
