ACCESSION: MSBNK-Eawag-EQ361004
RECORD_TITLE: Oxytetracycline; LC-ESI-QFT; MS2; CE: 60; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 60 (nominal)
AC$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$SPLASH: splash10-0udi-2291000000-8876330f1085ff3773e9
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
53.0022 C3HO+ 1 53.0022 -0.21
53.0386 C4H5+ 1 53.0386 0.25
55.0179 C3H3O+ 1 55.0178 0.34
55.0542 C4H7+ 1 55.0542 0.06
56.0495 C3H6N+ 1 56.0495 -0.46
58.0652 C3H8N+ 1 58.0651 0.42
67.0179 C4H3O+ 1 67.0178 0.73
68.0495 C4H6N+ 1 68.0495 -0.08
68.997 C3HO2+ 1 68.9971 -0.95
69.0335 C4H5O+ 1 69.0335 0.13
70.0651 C4H8N+ 1 70.0651 -0.08
71.0127 C3H3O2+ 1 71.0128 -0.22
71.0366 C3H5NO+ 1 71.0366 0.63
72.0444 C3H6NO+ 1 72.0444 0.14
72.0807 C4H10N+ 1 72.0808 -0.91
73.0284 C3H5O2+ 1 73.0284 0.47
74.06 C3H8NO+ 1 74.06 -0.27
79.0178 C5H3O+ 1 79.0178 -0.65
80.0495 C5H6N+ 1 80.0495 -0.2
81.0335 C5H5O+ 1 81.0335 0.23
82.0651 C5H8N+ 1 82.0651 0.17
83.0127 C4H3O2+ 1 83.0128 -0.07
84.0444 C4H6NO+ 1 84.0444 0.12
86.06 C4H8NO+ 1 86.06 -0.12
94.0652 C6H8N+ 1 94.0651 0.9
95.0127 C5H3O2+ 1 95.0128 -0.69
97.0285 C5H5O2+ 1 97.0284 1.49
97.0523 C5H7NO+ 1 97.0522 0.36
98.0601 C5H8NO+ 1 98.06 0.4
99.0077 C4H3O3+ 1 99.0077 0.2
100.0757 C5H10NO+ 1 100.0757 0.2
101.0234 C4H5O3+ 1 101.0233 0.89
102.0552 C4H8NO2+ 1 102.055 2.3
107.0128 C6H3O2+ 1 107.0128 0.04
107.0489 C7H7O+ 1 107.0491 -2.35
108.0446 C6H6NO+ 1 108.0444 1.66
109.0285 C6H5O2+ 1 109.0284 0.5
110.06 C6H8NO+ 1 110.06 -0.82
111.0077 C5H3O3+ 1 111.0077 0.27
112.0756 C6H10NO+ 1 112.0757 -0.36
114.055 C5H8NO2+ 1 114.055 0.22
115.0542 C9H7+ 1 115.0542 0.2
117.0698 C9H9+ 1 117.0699 -0.48
121.0286 C7H5O2+ 1 121.0284 1.36
121.0652 C8H9O+ 1 121.0648 3.13
122.0602 C7H8NO+ 1 122.06 1.14
123.0077 C6H3O3+ 1 123.0077 0.16
124.0394 C6H6NO2+ 1 124.0393 0.77
124.0757 C7H10NO+ 1 124.0757 0.4
125.0234 C6H5O3+ 1 125.0233 0.8
126.055 C6H8NO2+ 1 126.055 0.36
127.039 C6H7O3+ 1 127.039 0.47
127.0541 C10H7+ 1 127.0542 -1.15
128.0618 C10H8+ 1 128.0621 -1.81
128.0707 C6H10NO2+ 1 128.0706 0.66
129.0699 C10H9+ 1 129.0699 -0.21
134.0601 C8H8NO+ 1 134.06 0.45
135.0077 C7H3O3+ 1 135.0077 0.44
137.0234 C7H5O3+ 1 137.0233 0.65
138.0552 C7H8NO2+ 1 138.055 1.63
139.0264 C6H5NO3+ 1 139.0264 0.04
140.0708 C7H10NO2+ 1 140.0706 1.25
141.0183 C6H5O4+ 1 141.0182 0.46
141.0699 C11H9+ 1 141.0699 -0.19
145.0649 C10H9O+ 1 145.0648 0.54
147.044 C9H7O2+ 1 147.0441 -0.38
147.0804 C10H11O+ 1 147.0804 -0.55
150.0551 C8H8NO2+ 1 150.055 1.3
151.0027 C7H3O4+ 1 151.0026 0.5
151.0631 C8H9NO2+ 1 151.0628 1.85
152.0341 C7H6NO3+ 1 152.0342 -0.72
152.0707 C8H10NO2+ 1 152.0706 0.76
153.0183 C7H5O4+ 1 153.0182 0.75
154.0499 C7H8NO3+ 1 154.0499 0.2
155.0339 C7H7O4+ 1 155.0339 0.03
155.0492 C11H7O+ 1 155.0491 0.64
155.0602 C10H7N2+ 1 155.0604 -1.06
155.0855 C12H11+ 1 155.0855 0.09
156.0656 C7H10NO3+ 1 156.0655 0.45
157.037 C6H7NO4+ 1 157.037 0.32
157.065 C11H9O+ 1 157.0648 1.01
159.0445 C10H7O2+ 1 159.0441 2.67
159.0805 C11H11O+ 1 159.0804 0.43
162.0551 C9H8NO2+ 1 162.055 0.96
163.0027 C8H3O4+ 1 163.0026 0.46
163.039 C9H7O3+ 1 163.039 0
165.0185 C8H5O4+ 1 165.0182 1.42
165.07 C13H9+ 1 165.0699 0.57
166.9976 C7H3O5+ 1 166.9975 0.42
167.0857 C13H11+ 1 167.0855 0.92
168.0573 C12H8O+ 1 168.057 1.81
169.0132 C7H5O5+ 1 169.0131 0.06
169.0649 C12H9O+ 1 169.0648 0.47
170.0812 C8H12NO3+ 1 170.0812 0
171.0806 C12H11O+ 1 171.0804 0.81
172.0605 C7H10NO4+ 1 172.0604 0.15
173.0599 C11H9O2+ 1 173.0597 0.83
174.0676 C11H10O2+ 1 174.0675 0.45
175.0754 C11H11O2+ 1 175.0754 0.14
177.0699 C14H9+ 1 177.0699 -0.09
178.0502 C9H8NO3+ 1 178.0499 2.02
178.078 C14H10+ 1 178.0777 1.67
178.9977 C8H3O5+ 1 178.9975 0.9
179.0855 C14H11+ 1 179.0855 -0.37
180.0655 C9H10NO3+ 1 180.0655 -0.22
181.0133 C8H5O5+ 1 181.0131 0.83
181.0367 C8H7NO4+ 1 181.037 -1.6
181.0644 C13H9O+ 1 181.0648 -2.33
183.0553 C11H7N2O+ 1 183.0553 -0.05
183.0808 C13H11O+ 1 183.0804 1.74
184.0519 C12H8O2+ 1 184.0519 0
185.0599 C12H9O2+ 1 185.0597 0.83
186.0312 C11H6O3+ 1 186.0311 0.19
186.0678 C12H10O2+ 1 186.0675 1.45
187.0391 C11H7O3+ 1 187.039 0.64
187.0754 C12H11O2+ 1 187.0754 0.5
189.0703 C15H9+ 1 189.0699 2.08
190.0778 C15H10+ 1 190.0777 0.46
191.0855 C15H11+ 1 191.0855 -0.19
193.0647 C14H9O+ 1 193.0648 -0.42
194.045 C9H8NO4+ 1 194.0448 1.11
195.0805 C14H11O+ 1 195.0804 0.35
196.052 C13H8O2+ 1 196.0519 0.4
196.0609 C9H10NO4+ 1 196.0604 2.22
197.0598 C13H9O2+ 1 197.0597 0.58
198.0677 C13H10O2+ 1 198.0675 0.85
198.076 C9H12NO4+ 1 198.0761 -0.43
199.0394 C12H7O3+ 1 199.039 2.36
199.0753 C13H11O2+ 1 199.0754 -0.48
200.0471 C12H8O3+ 1 200.0468 1.62
201.0547 C12H9O3+ 1 201.0546 0.35
203.0705 C12H11O3+ 1 203.0703 0.93
205.0648 C15H9O+ 1 205.0648 0.24
206.0447 C10H8NO4+ 1 206.0448 -0.46
207.0808 C15H11O+ 1 207.0804 1.54
208.0606 C10H10NO4+ 1 208.0604 0.84
209.0595 C14H9O2+ 1 209.0597 -0.99
210.0678 C14H10O2+ 1 210.0675 1.23
211.0392 C13H7O3+ 1 211.039 0.85
211.0755 C14H11O2+ 1 211.0754 0.49
212.0469 C13H8O3+ 1 212.0468 0.63
213.0548 C13H9O3+ 1 213.0546 0.7
214.0625 C13H10O3+ 1 214.0624 0.21
215.0703 C13H11O3+ 1 215.0703 0.18
217.0134 C11H5O5+ 1 217.0131 1.15
217.0496 C12H9O4+ 1 217.0495 0.48
217.0649 C16H9O+ 1 217.0648 0.27
218.0577 C12H10O4+ 1 218.0574 1.6
219.0656 C12H11O4+ 1 219.0652 1.71
219.0803 C16H11O+ 1 219.0804 -0.55
220.052 C15H8O2+ 1 220.0519 0.54
221.0597 C15H9O2+ 1 221.0597 -0.21
222.0673 C15H10O2+ 1 222.0675 -1.04
223.0755 C15H11O2+ 1 223.0754 0.47
224.0464 C14H8O3+ 1 224.0468 -1.59
225.0547 C14H9O3+ 1 225.0546 0.49
225.0914 C15H13O2+ 1 225.091 1.75
226.0621 C14H10O3+ 1 226.0624 -1.57
226.0718 C10H12NO5+ 1 226.071 3.41
227.0337 C13H7O4+ 1 227.0339 -0.77
227.0704 C14H11O3+ 1 227.0703 0.7
229.0498 C13H9O4+ 1 229.0495 1.11
229.0861 C14H13O3+ 1 229.0859 0.96
231.0651 C13H11O4+ 1 231.0652 -0.41
233.0599 C16H9O2+ 1 233.0597 0.92
234.0675 C16H10O2+ 1 234.0675 0.04
235.0754 C16H11O2+ 1 235.0754 0.4
236.0468 C15H8O3+ 1 236.0468 -0.07
237.0548 C15H9O3+ 1 237.0546 0.67
237.0911 C16H13O2+ 1 237.091 0.61
238.0629 C15H10O3+ 1 238.0624 1.91
239.0704 C15H11O3+ 1 239.0703 0.46
240.0418 C14H8O4+ 1 240.0417 0.33
241.0496 C14H9O4+ 1 241.0495 0.23
241.086 C15H13O3+ 1 241.0859 0.45
242.0574 C14H10O4+ 1 242.0574 0.25
243.0656 C14H11O4+ 1 243.0652 1.58
245.0603 C17H9O2+ 1 245.0597 2.46
247.0756 C17H11O2+ 1 247.0754 0.95
249.0547 C16H9O3+ 1 249.0546 0.48
250.0626 C16H10O3+ 1 250.0624 0.62
251.0704 C16H11O3+ 1 251.0703 0.71
252.0419 C15H8O4+ 1 252.0417 0.63
253.0497 C15H9O4+ 1 253.0495 0.49
253.0854 C16H13O3+ 1 253.0859 -1.98
254.0575 C15H10O4+ 1 254.0574 0.43
255.0289 C14H7O5+ 1 255.0288 0.39
255.0654 C15H11O4+ 1 255.0652 0.69
256.0362 C14H8O5+ 1 256.0366 -1.58
256.0729 C15H12O4+ 1 256.073 -0.43
257.0444 C14H9O5+ 1 257.0444 -0.08
257.0809 C15H13O4+ 1 257.0808 0.13
258.0525 C14H10O5+ 1 258.0523 0.83
259.0605 C14H11O5+ 1 259.0601 1.39
261.0545 C17H9O3+ 1 261.0546 -0.39
262.0619 C17H10O3+ 1 262.0624 -1.93
263.0704 C17H11O3+ 1 263.0703 0.68
264.0418 C16H8O4+ 1 264.0417 0.45
264.0787 C17H12O3+ 1 264.0781 2.14
265.0497 C16H9O4+ 1 265.0495 0.66
265.086 C17H13O3+ 1 265.0859 0.26
266.0576 C16H10O4+ 1 266.0574 0.83
266.1176 C17H16NO2+ 1 266.1176 0.09
267.0653 C16H11O4+ 1 267.0652 0.35
268.0368 C15H8O5+ 1 268.0366 0.54
269.0449 C15H9O5+ 1 269.0444 1.64
269.0811 C16H13O4+ 1 269.0808 1.17
270.0524 C15H10O5+ 1 270.0523 0.35
271.0602 C15H11O5+ 1 271.0601 0.22
273.0756 C15H13O5+ 1 273.0757 -0.4
275.0701 C18H11O3+ 1 275.0703 -0.77
276.0414 C17H8O4+ 1 276.0417 -1.01
277.0502 C17H9O4+ 1 277.0495 2.51
278.0576 C17H10O4+ 1 278.0574 0.9
279.0653 C17H11O4+ 1 279.0652 0.45
280.0364 C16H8O5+ 1 280.0366 -0.87
281.0449 C16H9O5+ 1 281.0444 1.46
281.081 C17H13O4+ 1 281.0808 0.59
282.0522 C16H10O5+ 1 282.0523 -0.41
282.0761 C16H12NO4+ 1 282.0761 -0.12
283.0602 C16H11O5+ 1 283.0601 0.42
285.0759 C16H13O5+ 1 285.0757 0.56
286.0476 C15H10O6+ 1 286.0472 1.4
289.0497 C18H9O4+ 1 289.0495 0.67
290.0576 C18H10O4+ 1 290.0574 0.76
291.0653 C18H11O4+ 1 291.0652 0.29
292.0368 C17H8O5+ 1 292.0366 0.5
293.045 C17H9O5+ 1 293.0444 2.01
293.0812 C18H13O4+ 1 293.0808 1.38
294.0523 C17H10O5+ 1 294.0523 0.02
295.0603 C17H11O5+ 1 295.0601 0.61
296.0921 C17H14NO4+ 1 296.0917 1.37
297.0757 C17H13O5+ 1 297.0757 -0.1
297.0997 C17H15NO4+ 1 297.0996 0.41
301.0707 C16H13O6+ 1 301.0707 0.22
303.0291 C18H7O5+ 1 303.0288 0.99
304.036 C18H8O5+ 1 304.0366 -2.05
305.0443 C18H9O5+ 1 305.0444 -0.36
306.0523 C18H10O5+ 1 306.0523 0.18
306.1133 C19H16NO3+ 1 306.1125 2.65
307.0603 C18H11O5+ 1 307.0601 0.55
308.067 C18H12O5+ 1 308.0679 -3.03
309.0757 C18H13O5+ 1 309.0757 -0.1
310.0458 C17H10O6+ 1 310.0472 -4.45
311.0547 C17H11O6+ 1 311.055 -1.01
312.1228 C18H18NO4+ 1 312.123 -0.62
315.0867 C17H15O6+ 1 315.0863 1.19
317.0446 C19H9O5+ 1 317.0444 0.51
319.0602 C19H11O5+ 1 319.0601 0.35
320.0319 C18H8O6+ 1 320.0315 1
321.0394 C18H9O6+ 1 321.0394 0.11
322.0473 C18H10O6+ 1 322.0472 0.44
323.0546 C18H11O6+ 1 323.055 -1.19
325.0711 C18H13O6+ 1 325.0707 1.37
334.0468 C19H10O6+ 1 334.0472 -1.14
334.1074 C20H16NO4+ 1 334.1074 -0.07
335.0551 C19H11O6+ 1 335.055 0.37
337.0709 C19H13O6+ 1 337.0707 0.76
338.0416 C18H10O7+ 1 338.0421 -1.49
345.0392 C20H9O6+ 1 345.0394 -0.48
347.0551 C20H11O6+ 1 347.055 0.33
347.0783 C20H13NO5+ 1 347.0788 -1.6
348.0268 C19H8O7+ 1 348.0265 1.05
348.0862 C20H14NO5+ 1 348.0866 -1.38
350.0422 C19H10O7+ 1 350.0421 0.36
352.0822 C19H14NO6+ 1 352.0816 1.67
353.0648 C19H13O7+ 1 353.0656 -2.15
361.0571 C20H11NO6+ 2 361.0581 -2.71
362.1026 C21H16NO5+ 1 362.1023 0.8
363.0498 C20H11O7+ 1 363.0499 -0.38
365.0657 C20H13O7+ 1 365.0656 0.41
375.0724 C21H13NO6+ 2 375.0737 -3.49
376.0819 C21H14NO6+ 1 376.0816 0.87
PK$NUM_PEAK: 273
PK$PEAK: m/z int. rel.int.
53.0022 33571.1 2
53.0386 16225.8 1
55.0179 359575.3 29
55.0542 36209.7 2
56.0495 106159.3 8
58.0652 2318432.2 190
67.0179 18821.1 1
68.0495 150260.3 12
68.997 125949.3 10
69.0335 85589.2 7
70.0651 578910.7 47
71.0127 137177.9 11
71.0366 98072.6 8
72.0444 140554.9 11
72.0807 35967 2
73.0284 12826.4 1
74.06 45156.2 3
79.0178 79506.5 6
80.0495 42025.2 3
81.0335 87015.6 7
82.0651 130702.9 10
83.0127 782809.1 64
84.0444 269130.5 22
86.06 1019904.8 83
94.0652 12328.6 1
95.0127 107558.2 8
97.0285 155970.7 12
97.0523 15054 1
98.0601 5994417 492
99.0077 105123.2 8
100.0757 97238.8 7
101.0234 18137.6 1
102.0552 14446.7 1
107.0128 203462.9 16
107.0489 12245.9 1
108.0446 20316.3 1
109.0285 386569.7 31
110.06 70069.8 5
111.0077 21141.9 1
112.0756 13779.7 1
114.055 33701.6 2
115.0542 173332.4 14
117.0698 112052.2 9
121.0286 33899.9 2
121.0652 20125 1
122.0602 58887.4 4
123.0077 326585.2 26
124.0394 52560.6 4
124.0757 126958 10
125.0234 203077.4 16
126.055 660153.9 54
127.039 69024.8 5
127.0541 185972.3 15
128.0618 38032.3 3
128.0707 194434.2 15
129.0699 281457.2 23
134.0601 38228.2 3
135.0077 147509.4 12
137.0234 423541.5 34
138.0552 18835.2 1
139.0264 80672 6
140.0708 36336.7 2
141.0183 120030 9
141.0699 35188.1 2
145.0649 1533526.9 126
147.044 20082.9 1
147.0804 19397.5 1
150.0551 65791.7 5
151.0027 188398.5 15
151.0631 12659.7 1
152.0341 60988.1 5
152.0707 374374.5 30
153.0183 522807.6 42
154.0499 925897.5 76
155.0339 51587.8 4
155.0492 185189.2 15
155.0602 124570.5 10
155.0855 33702.7 2
156.0656 71986.8 5
157.037 50033.9 4
157.065 211895.5 17
159.0445 15336.2 1
159.0805 162485.5 13
162.0551 15586.1 1
163.0027 40217 3
163.039 69921 5
165.0185 55725.1 4
165.07 116512 9
166.9976 20391.8 1
167.0857 52505.3 4
168.0573 16533 1
169.0132 163798.7 13
169.0649 77551.5 6
170.0812 15608 1
171.0806 88380.9 7
172.0605 302977 24
173.0599 418871 34
174.0676 255365.8 20
175.0754 241639.3 19
177.0699 45192.5 3
178.0502 67071.5 5
178.078 20348.6 1
178.9977 86785.8 7
179.0855 72747.1 5
180.0655 432604.7 35
181.0133 107352.9 8
181.0367 15908.6 1
181.0644 89859.9 7
183.0553 71810.9 5
183.0808 142127.3 11
184.0519 83520.6 6
185.0599 551575.8 45
186.0312 15123.6 1
186.0678 85878.1 7
187.0391 46723.2 3
187.0754 639517.8 52
189.0703 31018.2 2
190.0778 15085 1
191.0855 16832.6 1
193.0647 63903.3 5
194.045 12750.4 1
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//
