ACCESSION: MSBNK-Eawag-EQ361052
RECORD_TITLE: Oxytetracycline; LC-ESI-QFT; MS2; CE: 30; R=35000; [M-H]-
DATE: 2015.08.26
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 3610
CH$NAME: Oxytetracycline
CH$NAME: (4S,4aR,5S,5aR,6S,12aS)-4-(Dimethylamino)-3,5,6,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydro-2-tetracenecarboxamide
CH$NAME: 2-carbamoyl-4-(dimethylazaniumyl)-5,6,10,11,12a-pentahydroxy-6-methyl-3,12-dioxo-4,4a,5,5a-tetrahydrotetracen-1-olate
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C22H24N2O9
CH$EXACT_MASS: 460.14818
CH$SMILES: CC1(C2C(C3C(C(=O)C(=C(C3(C(=O)C2=C(C4=C1C=CC=C4O)O)O)O)C(=O)N)N(C)C)O)O
CH$IUPAC: InChI=1S/C22H24N2O9/c1-21(32)7-5-4-6-8(25)9(7)15(26)10-12(21)17(28)13-14(24(2)3)16(27)11(20(23)31)19(30)22(13,33)18(10)29/h4-6,12-14,17,25-26,28,30,32-33H,1-3H3,(H2,23,31)
CH$LINK: CAS
79-57-2
CH$LINK: PUBCHEM
CID:54686003
CH$LINK: INCHIKEY
OWFJMIVZYSDULZ-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER
10482174
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 NEGATIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 30 (nominal)
AC$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 4.3 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 459.1405
MS$FOCUSED_ION: PRECURSOR_M/Z 459.1409
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$SPLASH: splash10-00di-0459000000-5c9f72fa7d090f77811a
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
72.9931 C2HO3- 1 72.9931 0.03
83.0138 C4H3O2- 1 83.0139 -0.16
84.009 C3H2NO2- 1 84.0091 -1.45
87.0087 C3H3O3- 1 87.0088 -1.24
95.0138 C5H3O2- 1 95.0139 -0.45
96.009 C4H2NO2- 1 96.0091 -0.96
96.993 C4HO3- 1 96.9931 -0.8
97.0294 C5H5O2- 1 97.0295 -0.65
99.0087 C4H3O3- 1 99.0088 -0.68
100.0767 C5H10NO- 1 100.0768 -0.47
108.0217 C6H4O2- 1 108.0217 -0.17
109.0294 C6H5O2- 1 109.0295 -1.04
111.0087 C5H3O3- 1 111.0088 -0.79
121.0293 C7H5O2- 1 121.0295 -1.35
123.0087 C6H3O3- 1 123.0088 -0.47
124.0164 C6H4O3- 1 124.0166 -1.31
124.988 C5HO4- 1 124.988 -0.34
125.0243 C6H5O3- 1 125.0244 -0.54
125.072 C6H9N2O- 1 125.072 -0.37
126.0559 C6H8NO2- 1 126.0561 -1.44
135.0089 C7H3O3- 1 135.0088 0.91
135.045 C8H7O2- 1 135.0452 -1.5
136.0403 C7H6NO2- 1 136.0404 -0.97
136.0766 C8H10NO- 1 136.0768 -1.16
136.9878 C6HO4- 1 136.988 -1.99
137.0244 C7H5O3- 1 137.0244 0.02
138.0323 C7H6O3- 1 138.0322 0.56
140.0353 C6H6NO3- 1 140.0353 0.02
140.0717 C7H10NO2- 1 140.0717 0.06
141.0194 C6H5O4- 1 141.0193 0.13
142.0145 C5H4NO4- 1 142.0146 -0.57
142.9985 C5H3O5- 1 142.9986 -0.68
147.0451 C9H7O2- 1 147.0452 -0.56
150.0197 C7H4NO3- 1 150.0197 -0.04
151.0037 C7H3O4- 1 151.0037 -0.01
151.0275 C7H5NO3- 1 151.0275 -0.01
152.0115 C7H4O4- 1 152.0115 0.28
152.0353 C7H6NO3- 1 152.0353 -0.11
152.0717 C8H10NO2- 1 152.0717 -0.21
153.0194 C7H5O4- 1 153.0193 0.12
154.0146 C6H4NO4- 1 154.0146 0.45
154.0384 C6H6N2O3- 1 154.0384 -0.07
159.045 C10H7O2- 1 159.0452 -1.21
161.0244 C9H5O3- 1 161.0244 0.01
161.0608 C10H9O2- 1 161.0608 0.29
162.0197 C8H4NO3- 1 162.0197 0.51
162.0323 C9H6O3- 1 162.0322 0.6
163.0036 C8H3O4- 1 163.0037 -0.44
163.0282 C8H5NO3- 1 163.0275 4.1
163.0401 C9H7O3- 1 163.0401 0.14
164.0115 C8H4O4- 1 164.0115 -0.23
164.0717 C9H10NO2- 1 164.0717 -0.32
165.0558 C9H9O3- 1 165.0557 0.74
166.087 C9H12NO2- 1 166.0874 -2.3
167.0223 C7H5NO4- 1 167.0224 -0.34
168.0302 C7H6NO4- 1 168.0302 -0.36
168.0666 C8H10NO3- 1 168.0666 -0.34
169.0143 C7H5O5- 1 169.0142 0.26
169.0257 C6H5N2O4- 1 169.0255 1.12
169.0618 C7H9N2O3- 1 169.0619 -0.21
170.0824 C8H12NO3- 1 170.0823 0.55
173.0241 C10H5O3- 1 173.0244 -1.72
173.0606 C11H9O2- 1 173.0608 -1.06
174.0323 C10H6O3- 1 174.0322 0.21
175.0397 C10H7O3- 1 175.0401 -2.27
177.0557 C10H9O3- 1 177.0557 0.07
178.0148 C8H4NO4- 1 178.0146 1.06
178.0509 C9H8NO3- 1 178.051 -0.37
178.9985 C8H3O5- 1 178.9986 -0.48
179.0223 C8H5NO4- 1 179.0224 -0.65
180.0302 C8H6NO4- 1 180.0302 -0.23
180.0666 C9H10NO3- 1 180.0666 0.02
181.0381 C8H7NO4- 1 181.0381 0.02
182.0822 C9H12NO3- 1 182.0823 -0.64
184.0251 C7H6NO5- 1 184.0251 -0.36
185.0605 C12H9O2- 1 185.0608 -1.53
187.04 C11H7O3- 1 187.0401 -0.42
187.0765 C12H11O2- 1 187.0765 0.09
188.0477 C11H8O3- 1 188.0479 -1.08
189.0192 C10H5O4- 1 189.0193 -0.81
189.0558 C11H9O3- 1 189.0557 0.28
190.0509 C10H8NO3- 1 190.051 -0.35
190.0875 C11H12NO2- 1 190.0874 0.88
191.0352 C10H7O4- 1 191.035 1.24
191.0717 C11H11O3- 1 191.0714 1.58
192.054 C9H8N2O3- 1 192.054 -0.06
192.0667 C10H10NO3- 1 192.0666 0.28
192.103 C11H14NO2- 1 192.103 0.04
193.0617 C9H9N2O3- 1 193.0619 -0.65
195.0774 C9H11N2O3- 1 195.0775 -0.75
196.0251 C8H6NO5- 1 196.0251 -0.44
196.0613 C9H10NO4- 1 196.0615 -1.18
199.0765 C13H11O2- 1 199.0765 0.08
201.0557 C12H9O3- 1 201.0557 -0.14
202.0638 C12H10O3- 1 202.0635 1.37
203.0714 C12H11O3- 1 203.0714 0.16
207.0774 C10H11N2O3- 1 207.0775 -0.51
208.0614 C10H10NO4- 1 208.0615 -0.54
209.0606 C14H9O2- 1 209.0608 -0.97
211.0723 C9H11N2O4- 1 211.0724 -0.67
212.0481 C13H8O3- 1 212.0479 0.79
213.0559 C13H9O3- 1 213.0557 0.86
215.035 C12H7O4- 1 215.035 -0.01
216.043 C12H8O4- 1 216.0428 1.08
217.0142 C11H5O5- 1 217.0142 -0.35
217.0506 C12H9O4- 1 217.0506 -0.29
218.0216 C11H6O5- 1 218.0221 -1.98
218.0821 C12H12NO3- 1 218.0823 -0.63
219.066 C12H11O4- 1 219.0663 -1.2
223.0763 C15H11O2- 1 223.0765 -0.6
224.0473 C14H8O3- 1 224.0479 -2.47
225.0556 C14H9O3- 1 225.0557 -0.75
225.0881 C10H13N2O4- 1 225.0881 0.09
227.0352 C13H7O4- 1 227.035 0.91
227.0713 C14H11O3- 1 227.0714 -0.12
228.0425 C13H8O4- 1 228.0428 -1.26
229.0505 C13H9O4- 1 229.0506 -0.71
230.0583 C13H10O4- 1 230.0585 -0.55
231.0659 C13H11O4- 1 231.0663 -1.61
233.0454 C12H9O5- 1 233.0455 -0.46
235.0761 C16H11O2- 1 235.0765 -1.54
237.0556 C15H9O3- 1 237.0557 -0.41
237.0918 C16H13O2- 1 237.0921 -1.32
239.0715 C15H11O3- 1 239.0714 0.68
241.087 C15H13O3- 1 241.087 -0.07
243.0661 C14H11O4- 1 243.0663 -0.67
245.0455 C13H9O5- 1 245.0455 -0.31
245.0814 C14H13O4- 1 245.0819 -2.21
247.0612 C13H11O5- 1 247.0612 -0.07
247.0762 C17H11O2- 1 247.0765 -0.98
249.0558 C16H9O3- 1 249.0557 0.17
250.063 C16H10O3- 1 250.0635 -2.33
251.0715 C16H11O3- 1 251.0714 0.61
252.0426 C15H8O4- 1 252.0428 -0.78
253.0505 C15H9O4- 1 253.0506 -0.6
253.0869 C16H13O3- 1 253.087 -0.54
254.0583 C15H10O4- 1 254.0585 -0.5
254.1184 C16H16NO2- 1 254.1187 -0.99
255.03 C14H7O5- 1 255.0299 0.37
255.0662 C15H11O4- 1 255.0663 -0.32
256.0383 C14H8O5- 1 256.0377 2.34
256.1345 C16H18NO2- 1 256.1343 0.58
257.0824 C15H13O4- 1 257.0819 1.66
263.056 C13H11O6- 1 263.0561 -0.54
263.0714 C17H11O3- 1 263.0714 0.05
265.0513 C16H9O4- 1 265.0506 2.63
265.087 C17H13O3- 1 265.087 0.05
266.0584 C16H10O4- 1 266.0585 -0.18
266.095 C17H14O3- 1 266.0948 0.7
267.0663 C16H11O4- 1 267.0663 -0.12
268.1345 C17H18NO2- 1 268.1343 0.81
269.0811 C16H13O4- 1 269.0819 -2.91
270.053 C15H10O5- 1 270.0534 -1.34
271.0612 C15H11O5- 1 271.0612 -0.14
271.0976 C16H15O4- 1 271.0976 0.03
272.0691 C15H12O5- 1 272.069 0.36
273.0407 C14H9O6- 1 273.0405 1.02
273.0769 C15H13O5- 1 273.0768 0.19
274.048 C14H10O6- 1 274.0483 -0.94
277.0493 C17H9O4- 1 277.0506 -4.74
279.0661 C17H11O4- 1 279.0663 -0.55
280.098 C17H14NO3- 1 280.0979 0.37
281.0817 C17H13O4- 1 281.0819 -0.86
282.1139 C17H16NO3- 1 282.1136 1.04
283.0615 C16H11O5- 1 283.0612 0.93
284.1291 C17H18NO3- 1 284.1292 -0.34
285.0766 C16H13O5- 1 285.0768 -0.76
289.0717 C15H13O6- 1 289.0718 -0.18
291.0663 C18H11O4- 1 291.0663 0.2
292.0745 C18H12O4- 1 292.0741 1.31
292.1346 C19H18NO2- 1 292.1343 1.05
293.0453 C17H9O5- 1 293.0455 -0.71
293.0818 C18H13O4- 1 293.0819 -0.42
294.0537 C17H10O5- 1 294.0534 1.01
294.1138 C18H16NO3- 1 294.1136 0.86
295.0613 C17H11O5- 1 295.0612 0.25
295.0947 C13H15N2O6- 1 295.0936 3.93
296.0928 C17H14NO4- 1 296.0928 -0.14
297.0767 C17H13O5- 1 297.0768 -0.36
298.1084 C17H16NO4- 1 298.1085 -0.31
300.1236 C17H18NO4- 1 300.1241 -1.6
301.0719 C16H13O6- 1 301.0718 0.33
306.077 C18H12NO4- 1 306.0772 -0.66
307.0613 C18H11O5- 1 307.0612 0.3
308.0927 C18H14NO4- 1 308.0928 -0.52
308.129 C19H18NO3- 1 308.1292 -0.67
309.0769 C18H13O5- 1 309.0768 0.24
310.0852 C18H14O5- 1 310.0847 1.67
310.145 C19H20NO3- 1 310.1449 0.43
311.056 C17H11O6- 1 311.0561 -0.23
312.1242 C18H18NO4- 1 312.1241 0.09
314.1035 C17H16NO5- 1 314.1034 0.23
316.1189 C17H18NO5- 1 316.119 -0.53
317.0455 C19H9O5- 1 317.0455 -0.02
318.077 C19H12NO4- 1 318.0772 -0.44
318.1134 C20H16NO3- 1 318.1136 -0.56
321.1001 C19H15NO4- 1 321.1007 -1.8
323.0558 C18H11O6- 1 323.0561 -0.87
324.0877 C18H14NO5- 1 324.0877 -0.17
325.0715 C18H13O6- 1 325.0718 -0.77
326.1032 C18H16NO5- 1 326.1034 -0.54
326.1393 C19H20NO4- 1 326.1398 -1.42
327.0876 C18H15O6- 1 327.0874 0.48
328.0951 C18H16O6- 1 328.0952 -0.42
330.135 C18H20NO5- 1 330.1347 0.98
334.072 C19H12NO5- 1 334.0721 -0.2
335.0562 C19H11O6- 1 335.0561 0.14
335.0798 C19H13NO5- 1 335.0799 -0.33
336.0653 C19H12O6- 2 336.0639 4.12
336.0889 C19H14NO5- 2 336.0877 3.37
336.1242 C20H18NO4- 1 336.1241 0.08
338.103 C19H16NO5- 1 338.1034 -1.32
342.0982 C18H16NO6- 1 342.0983 -0.44
342.1354 C19H20NO5- 1 342.1347 1.94
350.0664 C19H12NO6- 1 350.067 -1.69
351.0514 C19H11O7- 1 351.051 1.15
352.0832 C19H14NO6- 1 352.0827 1.45
352.1188 C20H18NO5- 1 352.119 -0.67
353.0668 C19H13O7- 1 353.0667 0.21
353.0905 C19H15NO6- 1 353.0905 -0.07
354.0747 C19H14O7- 1 354.0745 0.5
354.1347 C20H20NO5- 1 354.1347 -0.13
356.1139 C19H18NO6- 1 356.114 -0.17
361.0353 C20H9O7- 1 361.0354 -0.27
362.1037 C21H16NO5- 1 362.1034 0.92
368.0772 C19H14NO7- 1 368.0776 -1.07
370.0935 C19H16NO7- 1 370.0932 0.69
370.1293 C20H20NO6- 1 370.1296 -0.84
371.1009 C19H17NO7- 1 371.1011 -0.51
372.1451 C20H22NO6- 1 372.1453 -0.57
374.1246 C19H20NO7- 1 374.1245 0.2
378.0621 C20H12NO7- 1 378.0619 0.38
379.0457 C20H11O8- 1 379.0459 -0.77
379.1296 C21H19N2O5- 1 379.1299 -0.83
380.1138 C21H18NO6- 1 380.114 -0.34
386.0877 C19H16NO8- 1 386.0881 -1.06
387.1556 C20H23N2O6- 1 387.1562 -1.52
396.0727 C20H14NO8- 1 396.0725 0.4
397.0558 C20H13O9- 1 397.0565 -1.78
397.1405 C21H21N2O6- 1 397.1405 -0.05
398.1243 C21H20NO7- 1 398.1245 -0.69
413.1369 C21H21N2O7- 1 413.1354 3.5
415.1511 C21H23N2O7- 1 415.1511 0.11
416.135 C21H22NO8- 1 416.1351 -0.34
424.1035 C22H18NO8- 1 424.1038 -0.8
441.1304 C22H21N2O8- 1 441.1303 0.23
442.1141 C22H20NO9- 1 442.1144 -0.49
459.1409 C22H23N2O9- 1 459.1409 -0.1
460.1249 C22H22NO10- 2 460.1249 -0.04
PK$NUM_PEAK: 249
PK$PEAK: m/z int. rel.int.
72.9931 8854.9 2
83.0138 4360.8 1
84.009 10894 2
87.0087 46311.8 12
95.0138 28882.5 7
96.009 7180.6 1
96.993 11513.9 3
97.0294 16334.5 4
99.0087 29610.7 7
100.0767 17080.6 4
108.0217 11762.5 3
109.0294 24743.6 6
111.0087 42707.9 11
121.0293 3829.9 1
123.0087 12599.8 3
124.0164 20241.9 5
124.988 24461.4 6
125.0243 98379.2 26
125.072 35064.4 9
126.0559 10772.9 2
135.0089 16976 4
135.045 70912.1 19
136.0403 4197.9 1
136.0766 9140.4 2
136.9878 7666.5 2
137.0244 41293.7 11
138.0323 17390 4
140.0353 10855.4 2
140.0717 25450.3 6
141.0194 10765.8 2
142.0145 602562.2 161
142.9985 54993.1 14
147.0451 10147 2
150.0197 16658.1 4
151.0037 29127 7
151.0275 101097.2 27
152.0115 9716 2
152.0353 12816.5 3
152.0717 35638.9 9
153.0194 27819.4 7
154.0146 9780.9 2
154.0384 9998.5 2
159.045 25247.1 6
161.0244 82260.8 22
161.0608 10904.5 2
162.0197 13293.3 3
162.0323 8010.8 2
163.0036 47522.1 12
163.0282 23871.2 6
163.0401 149867.8 40
164.0115 39086.6 10
164.0717 47126 12
165.0558 3937.4 1
166.087 7443.5 1
167.0223 46516.8 12
168.0302 166016 44
168.0666 83322.4 22
169.0143 9813.8 2
169.0257 7948.1 2
169.0618 85292.7 22
170.0824 9163.7 2
173.0241 17352.1 4
173.0606 116179.1 31
174.0323 22191.5 5
175.0397 6745.9 1
177.0557 14238.6 3
178.0148 16988.7 4
178.0509 4305.2 1
178.9985 9112.5 2
179.0223 11880 3
180.0302 99607.1 26
180.0666 12368 3
181.0381 319282.1 85
182.0822 78338.2 21
184.0251 21247.7 5
185.0605 10162.2 2
187.04 43394.2 11
187.0765 10351.7 2
188.0477 38519.8 10
189.0192 9128 2
189.0558 90446.9 24
190.0509 25286.8 6
190.0875 9660.6 2
191.0352 18165 4
191.0717 4381.6 1
192.054 7568.6 2
192.0667 3821.7 1
192.103 4154.6 1
193.0617 8066.1 2
195.0774 50074 13
196.0251 88806.8 23
196.0613 15286.4 4
199.0765 44779.1 12
201.0557 330460.9 88
202.0638 3937.5 1
203.0714 199001.4 53
207.0774 107243 28
208.0614 68419.2 18
209.0606 24193.2 6
211.0723 43535.3 11
212.0481 11535.5 3
213.0559 19327.9 5
215.035 11216.2 3
216.043 3917.2 1
217.0142 12741.1 3
217.0506 15902 4
218.0216 8744.2 2
218.0821 7994 2
219.066 31422.9 8
223.0763 21807.4 5
224.0473 6295.9 1
225.0556 11581.6 3
225.0881 80813.5 21
227.0352 23036.5 6
227.0713 139543.9 37
228.0425 10935.4 2
229.0505 112367.4 30
230.0583 4486.8 1
231.0659 14855.8 3
233.0454 78025.6 20
235.0761 6925.5 1
237.0556 11558.5 3
237.0918 12699.3 3
239.0715 38944.8 10
241.087 24567.2 6
243.0661 42879 11
245.0455 278499.8 74
245.0814 24436.7 6
247.0612 37455.2 10
247.0762 10410.9 2
249.0558 8469.9 2
250.063 6329 1
251.0715 11885.2 3
252.0426 4164.1 1
253.0505 119054.8 31
253.0869 37646.5 10
254.0583 12107.9 3
254.1184 7951 2
255.03 8947.5 2
255.0662 74116.4 19
256.0383 15855.1 4
256.1345 14233 3
257.0824 8039 2
263.056 7490.5 2
263.0714 31794.7 8
265.0513 3947.8 1
265.087 78583 21
266.0584 32051.8 8
266.095 8257.7 2
267.0663 179427.1 48
268.1345 17532.9 4
269.0811 13992.6 3
270.053 12830.9 3
271.0612 216806.9 58
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//
