ACCESSION: MSBNK-Eawag-EQ361003
RECORD_TITLE: Oxytetracycline; LC-ESI-QFT; MS2; CE: 45; 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 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 POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 45 (nominal)
AC$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$FOCUSED_ION: BASE_PEAK 461.1547
MS$FOCUSED_ION: PRECURSOR_M/Z 461.1555
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$SPLASH: splash10-0udi-1296000000-a4e18ea4d3feff70d6c4
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
53.0021 C3HO+ 1 53.0022 -1.34
55.0178 C3H3O+ 1 55.0178 -1.11
56.0495 C3H6N+ 1 56.0495 -0.1
58.0651 C3H8N+ 1 58.0651 0.07
68.0494 C4H6N+ 1 68.0495 -0.38
68.9971 C3HO2+ 1 68.9971 0.5
69.0334 C4H5O+ 1 69.0335 -0.74
70.0651 C4H8N+ 1 70.0651 -0.08
71.0127 C3H3O2+ 1 71.0128 -1.07
71.0366 C3H5NO+ 1 71.0366 0.35
72.0444 C3H6NO+ 1 72.0444 -0.14
72.0807 C4H10N+ 1 72.0808 -0.5
74.06 C3H8NO+ 1 74.06 -0.14
80.0495 C5H6N+ 1 80.0495 -0.2
81.0335 C5H5O+ 1 81.0335 0.23
82.0651 C5H8N+ 1 82.0651 -0.68
83.0127 C4H3O2+ 1 83.0128 -0.31
84.0444 C4H6NO+ 1 84.0444 0.12
86.06 C4H8NO+ 1 86.06 -0.24
97.0285 C5H5O2+ 1 97.0284 0.76
98.0601 C5H8NO+ 1 98.06 0.2
99.0076 C4H3O3+ 1 99.0077 -0.61
100.0755 C5H10NO+ 1 100.0757 -2
107.0127 C6H3O2+ 1 107.0128 -0.05
109.0284 C6H5O2+ 1 109.0284 0.22
110.06 C6H8NO+ 1 110.06 -0.73
111.0078 C5H3O3+ 1 111.0077 0.9
114.0551 C5H8NO2+ 1 114.055 1.01
123.0077 C6H3O3+ 1 123.0077 0.08
124.0394 C6H6NO2+ 1 124.0393 0.77
124.0757 C7H10NO+ 1 124.0757 -0.24
125.0234 C6H5O3+ 1 125.0233 0.32
126.055 C6H8NO2+ 1 126.055 0.36
127.0542 C10H7+ 1 127.0542 -0.29
128.0705 C6H10NO2+ 1 128.0706 -0.9
135.0077 C7H3O3+ 1 135.0077 0.07
137.0234 C7H5O3+ 1 137.0233 0.95
139.0263 C6H5NO3+ 1 139.0264 -0.39
140.0706 C7H10NO2+ 1 140.0706 -0.32
141.0182 C6H5O4+ 1 141.0182 0.04
142.0499 C6H8NO3+ 1 142.0499 0.5
144.0656 C6H10NO3+ 1 144.0655 0.84
145.0651 C10H9O+ 1 145.0648 2.33
150.0551 C8H8NO2+ 1 150.055 0.77
151.0026 C7H3O4+ 1 151.0026 0.3
152.0343 C7H6NO3+ 1 152.0342 0.53
152.0707 C8H10NO2+ 1 152.0706 0.62
153.0183 C7H5O4+ 1 153.0182 0.16
154.0499 C7H8NO3+ 1 154.0499 0.26
155.0339 C7H7O4+ 1 155.0339 0.35
156.0656 C7H10NO3+ 1 156.0655 0.52
157.0371 C6H7NO4+ 1 157.037 0.83
159.0803 C11H11O+ 1 159.0804 -0.64
162.0546 C9H8NO2+ 1 162.055 -2.07
163.0024 C8H3O4+ 1 163.0026 -1.44
166.0499 C8H8NO3+ 1 166.0499 0.3
166.9976 C7H3O5+ 1 166.9975 0.66
168.0658 C8H10NO3+ 1 168.0655 1.67
169.0132 C7H5O5+ 1 169.0131 0.59
169.0609 C7H9N2O3+ 1 169.0608 0.54
170.0447 C7H8NO4+ 1 170.0448 -0.73
170.081 C8H12NO3+ 1 170.0812 -0.76
172.0604 C7H10NO4+ 1 172.0604 0.03
173.0598 C11H9O2+ 1 173.0597 0.77
174.0676 C11H10O2+ 1 174.0675 0.28
175.0755 C11H11O2+ 1 175.0754 0.65
178.05 C9H8NO3+ 1 178.0499 0.62
178.9975 C8H3O5+ 1 178.9975 0.23
180.0655 C9H10NO3+ 1 180.0655 0.11
181.0132 C8H5O5+ 1 181.0131 0.22
181.0372 C8H7NO4+ 1 181.037 1.28
182.0812 C9H12NO3+ 1 182.0812 0
183.0291 C8H7O5+ 1 183.0288 1.37
185.0597 C12H9O2+ 1 185.0597 0.13
186.0676 C12H10O2+ 1 186.0675 0.21
187.0755 C12H11O2+ 1 187.0754 0.56
194.0449 C9H8NO4+ 1 194.0448 0.65
195.0802 C14H11O+ 1 195.0804 -1.13
196.0606 C9H10NO4+ 1 196.0604 0.59
197.0598 C13H9O2+ 1 197.0597 0.68
198.0762 C9H12NO4+ 1 198.0761 0.43
199.075 C13H11O2+ 1 199.0754 -1.89
200.0468 C12H8O3+ 1 200.0468 0.12
201.0547 C12H9O3+ 1 201.0546 0.3
203.0705 C12H11O3+ 1 203.0703 0.93
206.045 C10H8NO4+ 1 206.0448 1.14
208.0606 C10H10NO4+ 1 208.0604 0.7
211.0754 C14H11O2+ 1 211.0754 0.35
213.0547 C13H9O3+ 1 213.0546 0.51
214.0624 C13H10O3+ 1 214.0624 -0.07
215.0705 C13H11O3+ 1 215.0703 1.21
217.0131 C11H5O5+ 1 217.0131 -0.32
219.0657 C12H11O4+ 1 219.0652 2.49
221.0594 C15H9O2+ 1 221.0597 -1.29
223.0755 C15H11O2+ 1 223.0754 0.47
224.0557 C10H10NO5+ 1 224.0553 1.39
225.0546 C14H9O3+ 1 225.0546 -0.09
225.0916 C15H13O2+ 1 225.091 2.68
226.0711 C10H12NO5+ 1 226.071 0.49
227.0704 C14H11O3+ 1 227.0703 0.7
229.0497 C13H9O4+ 1 229.0495 0.72
229.0859 C14H13O3+ 1 229.0859 -0.13
231.0651 C13H11O4+ 1 231.0652 -0.37
235.0754 C16H11O2+ 1 235.0754 0.19
237.0545 C15H9O3+ 1 237.0546 -0.42
237.0908 C16H13O2+ 1 237.091 -1
239.0342 C14H7O4+ 1 239.0339 1.53
239.0704 C15H11O3+ 1 239.0703 0.37
240.0414 C14H8O4+ 1 240.0417 -1.46
241.0497 C14H9O4+ 1 241.0495 0.73
241.0861 C15H13O3+ 1 241.0859 0.74
242.0571 C14H10O4+ 1 242.0574 -1.2
243.0653 C14H11O4+ 1 243.0652 0.47
247.0758 C17H11O2+ 1 247.0754 1.72
249.0545 C16H9O3+ 1 249.0546 -0.36
251.0705 C16H11O3+ 1 251.0703 0.75
252.0413 C15H8O4+ 1 252.0417 -1.43
253.0496 C15H9O4+ 1 253.0495 0.41
253.0859 C16H13O3+ 1 253.0859 -0.16
254.0574 C15H10O4+ 1 254.0574 0.04
255.0653 C15H11O4+ 1 255.0652 0.65
256.0732 C15H12O4+ 1 256.073 0.9
257.0445 C14H9O5+ 1 257.0444 0.31
257.0808 C15H13O4+ 1 257.0808 -0.33
258.0525 C14H10O5+ 1 258.0523 0.95
259.0603 C14H11O5+ 1 259.0601 0.81
261.0548 C17H9O3+ 1 261.0546 0.65
263.0704 C17H11O3+ 1 263.0703 0.68
265.0499 C16H9O4+ 1 265.0495 1.34
265.0864 C17H13O3+ 1 265.0859 1.66
266.0578 C16H10O4+ 1 266.0574 1.54
266.1177 C17H16NO2+ 1 266.1176 0.66
267.0653 C16H11O4+ 1 267.0652 0.35
268.0367 C15H8O5+ 1 268.0366 0.21
269.0433 C15H9O5+ 1 269.0444 -4.12
269.0809 C16H13O4+ 1 269.0808 0.39
270.0524 C15H10O5+ 1 270.0523 0.35
271.0601 C15H11O5+ 1 271.0601 -0.11
273.0759 C15H13O5+ 1 273.0757 0.37
275.07 C18H11O3+ 1 275.0703 -0.87
277.049 C17H9O4+ 1 277.0495 -2.04
278.0575 C17H10O4+ 1 278.0574 0.68
279.0653 C17H11O4+ 1 279.0652 0.34
281.0448 C16H9O5+ 1 281.0444 1.14
281.0808 C17H13O4+ 1 281.0808 0.02
283.0602 C16H11O5+ 1 283.0601 0.32
285.0759 C16H13O5+ 1 285.0757 0.35
289.0495 C18H9O4+ 1 289.0495 -0.16
291.0652 C18H11O4+ 1 291.0652 0.19
292.0363 C17H8O5+ 1 292.0366 -1.18
293.0444 C17H9O5+ 1 293.0444 -0.07
293.0805 C18H13O4+ 1 293.0808 -1.14
294.0523 C17H10O5+ 1 294.0523 0.12
295.0602 C17H11O5+ 1 295.0601 0.51
297.0757 C17H13O5+ 1 297.0757 -0.1
297.0995 C17H15NO4+ 1 297.0996 -0.1
299.0551 C16H11O6+ 1 299.055 0.39
301.0707 C16H13O6+ 1 301.0707 0.12
306.0515 C18H10O5+ 1 306.0523 -2.5
306.1136 C19H16NO3+ 1 306.1125 3.72
307.0602 C18H11O5+ 1 307.0601 0.16
308.0679 C18H12O5+ 1 308.0679 0.02
309.0758 C18H13O5+ 1 309.0757 0.1
310.0469 C17H10O6+ 1 310.0472 -0.9
311.0551 C17H11O6+ 1 311.055 0.15
311.092 C18H15O5+ 1 311.0914 2.09
312.1231 C18H18NO4+ 1 312.123 0.27
313.0707 C17H13O6+ 1 313.0707 0.08
315.0863 C17H15O6+ 1 315.0863 0.02
317.0446 C19H9O5+ 1 317.0444 0.6
319.0604 C19H11O5+ 1 319.0601 0.91
320.0315 C18H8O6+ 1 320.0315 0.03
321.0392 C18H9O6+ 1 321.0394 -0.39
321.075 C19H13O5+ 1 321.0757 -2.4
322.0473 C18H10O6+ 1 322.0472 0.25
323.055 C18H11O6+ 1 323.055 -0.04
325.0708 C18H13O6+ 1 325.0707 0.36
330.1324 C18H20NO5+ 2 330.1336 -3.63
334.0478 C19H10O6+ 1 334.0472 1.8
334.1076 C20H16NO4+ 1 334.1074 0.56
335.0551 C19H11O6+ 1 335.055 0.37
336.1233 C20H18NO4+ 1 336.123 0.67
337.0707 C19H13O6+ 1 337.0707 0.22
338.0421 C18H10O7+ 1 338.0421 0.14
345.0401 C20H9O6+ 1 345.0394 2.1
347.0545 C20H11O6+ 1 347.055 -1.51
347.0782 C20H13NO5+ 1 347.0788 -1.77
348.0259 C19H8O7+ 1 348.0265 -1.59
348.086 C20H14NO5+ 1 348.0866 -1.89
350.0422 C19H10O7+ 1 350.0421 0.19
352.0816 C19H14NO6+ 1 352.0816 0.19
352.1188 C20H18NO5+ 1 352.1179 2.33
353.0656 C19H13O7+ 1 353.0656 0
362.1026 C21H16NO5+ 1 362.1023 0.8
363.05 C20H11O7+ 1 363.0499 0.14
364.1187 C21H18NO5+ 1 364.1179 2.06
365.0658 C20H13O7+ 1 365.0656 0.58
375.0738 C21H13NO6+ 1 375.0737 0.08
376.0816 C21H14NO6+ 1 376.0816 0.04
378.0615 C20H12NO7+ 1 378.0608 1.88
379.1053 C21H17NO6+ 1 379.105 0.61
380.1132 C21H18NO6+ 1 380.1129 0.83
381.0606 C20H13O8+ 1 381.0605 0.2
390.0974 C22H16NO6+ 1 390.0972 0.61
391.1047 C22H17NO6+ 1 391.105 -0.76
393.0842 C21H15NO7+ 1 393.0843 -0.16
408.1079 C22H18NO7+ 1 408.1078 0.4
426.1183 C22H20NO8+ 1 426.1183 -0.08
444.1293 C22H22NO9+ 1 444.1289 0.86
PK$NUM_PEAK: 209
PK$PEAK: m/z int. rel.int.
53.0021 11958.9 1
55.0178 76809.5 6
56.0495 42541.4 3
58.0651 1393955.8 125
68.0494 13643.6 1
68.9971 39147.6 3
69.0334 46907.5 4
70.0651 168987.9 15
71.0127 44435.1 4
71.0366 40267.1 3
72.0444 109101.5 9
72.0807 17843.8 1
74.06 66277.7 5
80.0495 11245.9 1
81.0335 20194 1
82.0651 38092.1 3
83.0127 354250.2 31
84.0444 179675.2 16
86.06 1103028.1 99
97.0285 85543.8 7
98.0601 4075982 367
99.0076 48299.5 4
100.0755 66580.9 6
107.0127 57041.9 5
109.0284 127692.9 11
110.06 12206.5 1
111.0078 12896.9 1
114.0551 35921.4 3
123.0077 172605.6 15
124.0394 48914.7 4
124.0757 32529.9 2
125.0234 190316.6 17
126.055 1240216.9 111
127.0542 37581.9 3
128.0705 128894.6 11
135.0077 129932 11
137.0234 116158.3 10
139.0263 48991.1 4
140.0706 49296.2 4
141.0182 89842 8
142.0499 37004.6 3
144.0656 43967.3 3
145.0651 79219.6 7
150.0551 12808.3 1
151.0026 124769.1 11
152.0343 111673.5 10
152.0707 299017.9 26
153.0183 349491.1 31
154.0499 3625879.8 327
155.0339 50302.4 4
156.0656 72238.8 6
157.0371 41769.3 3
159.0803 13240.8 1
162.0546 13114.7 1
163.0024 18946.5 1
166.0499 15028 1
166.9976 106000.7 9
168.0658 34369.7 3
169.0132 104776.2 9
169.0609 11884 1
170.0447 125018.1 11
170.081 33280.7 3
172.0604 542879.8 48
173.0598 257014.9 23
174.0676 210653.5 19
175.0755 142562.8 12
178.05 54131.9 4
178.9975 215386 19
180.0655 844463.6 76
181.0132 160364.7 14
181.0372 17588.1 1
182.0812 40895.8 3
183.0291 18744.9 1
185.0597 57385.4 5
186.0676 43599.3 3
187.0755 318335.3 28
194.0449 38645.9 3
195.0802 94091.6 8
196.0606 229506.2 20
197.0598 52730.3 4
198.0762 857502.5 77
199.075 39011.5 3
200.0468 49614.3 4
201.0547 11075557 999
203.0705 88291.6 7
206.045 51087.5 4
208.0606 1454727 131
211.0754 383012.7 34
213.0547 2198871.8 198
214.0624 164008.2 14
215.0705 59143.9 5
217.0131 31787.9 2
219.0657 29444.7 2
221.0594 38932.5 3
223.0755 200832.2 18
224.0557 66803.4 6
225.0546 55223.3 4
225.0916 27828.9 2
226.0711 1212828.8 109
227.0704 143814.8 12
229.0497 165390.7 14
229.0859 39496.7 3
231.0651 94385.4 8
235.0754 136690.3 12
237.0545 106084.8 9
237.0908 14454.4 1
239.0342 121774.5 10
239.0704 1385540.1 124
240.0414 45227.2 4
241.0497 293144.2 26
241.0861 43352.2 3
242.0571 113552.7 10
243.0653 47478.2 4
247.0758 62113.4 5
249.0545 77834.2 7
251.0705 254194.5 22
252.0413 71181.7 6
253.0496 149846.5 13
253.0859 103117.3 9
254.0574 50417.3 4
255.0653 249941.5 22
256.0732 91478.6 8
257.0445 737469.9 66
257.0808 382666.3 34
258.0525 285261.9 25
259.0603 152126.8 13
261.0548 42461.1 3
263.0704 531729.1 47
265.0499 93968.2 8
265.0864 89434.2 8
266.0578 82398.2 7
266.1177 11362.1 1
267.0653 1833366.4 165
268.0367 686412.1 61
269.0433 13627.3 1
269.0809 219377.6 19
270.0524 105344.3 9
271.0601 78953.1 7
273.0759 664415.1 59
275.07 18369.2 1
277.049 57946 5
278.0575 17910.4 1
279.0653 1235541.2 111
281.0448 195603.1 17
281.0808 178096.4 16
283.0602 7245274.5 653
285.0759 770812.9 69
289.0495 100653.4 9
291.0652 651721.4 58
292.0363 47681.7 4
293.0444 54599.2 4
293.0805 114031.8 10
294.0523 175977.6 15
295.0602 315992.1 28
297.0757 237836.5 21
297.0995 232993.2 21
299.0551 16510.9 1
301.0707 365664.6 32
306.0515 33844.8 3
306.1136 17403.8 1
307.0602 1793715.9 161
308.0679 94940.7 8
309.0758 463950.1 41
310.0469 14530.8 1
311.0551 49707.3 4
311.092 13282 1
312.1231 978834.9 88
313.0707 44154 3
315.0863 54259.1 4
317.0446 263438.9 23
319.0604 508243.6 45
320.0315 112559.8 10
321.0392 68158.1 6
321.075 52641.1 4
322.0473 911265.8 82
323.055 49315.2 4
325.0708 255928.9 23
330.1324 11376.9 1
334.0478 34495.1 3
334.1076 56360.9 5
335.0551 1675789.9 151
336.1233 46236.7 4
337.0707 5901639.5 532
338.0421 18534.3 1
345.0401 59051.7 5
347.0545 79032.2 7
347.0782 46536.3 4
348.0259 57314.5 5
348.086 31940.8 2
350.0422 3782666.2 341
352.0816 44585.6 4
352.1188 78022.8 7
353.0656 501223 45
362.1026 174416.5 15
363.05 969871.5 87
364.1187 17479.2 1
365.0658 5142097 463
375.0738 149986.3 13
376.0816 255710.1 23
378.0615 14139.9 1
379.1053 20599.4 1
380.1132 232803.6 20
381.0606 1005904.4 90
390.0974 121923.3 10
391.1047 113908.6 10
393.0842 153340 13
408.1079 374482.7 33
426.1183 983256.4 88
444.1293 18837.4 1
//
