ACCESSION: MSBNK-Eawag-EQ361005
RECORD_TITLE: Oxytetracycline; LC-ESI-QFT; MS2; CE: 75; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 75 (nominal)
AC$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$SPLASH: splash10-0hft-3690000000-4c284c25f45c420abc00
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
50.0151 C4H2+ 1 50.0151 -0.83
51.0229 C4H3+ 1 51.0229 -0.32
53.0022 C3HO+ 1 53.0022 0.92
53.0386 C4H5+ 1 53.0386 1.38
55.0179 C3H3O+ 1 55.0178 0.52
55.0543 C4H7+ 1 55.0542 0.42
56.0495 C3H6N+ 1 56.0495 0.44
57.0335 C3H5O+ 1 57.0335 -0.72
57.0572 C3H7N+ 1 57.0573 -1.59
58.0652 C3H8N+ 1 58.0651 0.59
63.0227 C5H3+ 1 63.0229 -2.96
65.0386 C5H5+ 1 65.0386 0.21
67.0178 C4H3O+ 1 67.0178 -0.02
68.0495 C4H6N+ 1 68.0495 0.36
68.9971 C3HO2+ 1 68.9971 0.06
69.0335 C4H5O+ 1 69.0335 -0.16
70.0652 C4H8N+ 1 70.0651 0.35
71.0128 C3H3O2+ 1 71.0128 0.06
71.0366 C3H5NO+ 1 71.0366 0.21
72.0444 C3H6NO+ 1 72.0444 0.27
72.0808 C4H10N+ 1 72.0808 0.61
73.0283 C3H5O2+ 1 73.0284 -1.04
74.06 C3H8NO+ 1 74.06 -0.14
77.0383 C6H5+ 1 77.0386 -3.59
79.0178 C5H3O+ 1 79.0178 0.11
79.0542 C6H7+ 1 79.0542 0.17
80.0494 C5H6N+ 1 80.0495 -0.94
81.0336 C5H5O+ 1 81.0335 1.1
81.0575 C5H7N+ 1 81.0573 2.21
82.0651 C5H8N+ 1 82.0651 0.17
83.0128 C4H3O2+ 1 83.0128 0.05
83.0365 C4H5NO+ 1 83.0366 -0.3
84.0444 C4H6NO+ 1 84.0444 0.35
84.0808 C5H10N+ 1 84.0808 0.65
85.0284 C4H5O2+ 1 85.0284 -0.54
86.0601 C4H8NO+ 1 86.06 0.11
91.0543 C7H7+ 1 91.0542 1.24
94.0652 C6H8N+ 1 94.0651 0.9
95.0128 C5H3O2+ 1 95.0128 0.68
96.0445 C5H6NO+ 1 96.0444 0.83
96.0807 C6H10N+ 1 96.0808 -0.37
97.0285 C5H5O2+ 1 97.0284 0.76
97.0522 C5H7NO+ 1 97.0522 0.15
98.0601 C5H8NO+ 1 98.06 0.61
99.0077 C4H3O3+ 1 99.0077 0.4
100.0757 C5H10NO+ 1 100.0757 0
101.0235 C4H5O3+ 1 101.0233 1.38
102.046 C8H6+ 1 102.0464 -3.64
103.0543 C8H7+ 1 103.0542 0.32
105.0336 C7H5O+ 1 105.0335 0.85
106.0652 C7H8N+ 1 106.0651 0.61
107.0128 C6H3O2+ 1 107.0128 0.41
107.0493 C7H7O+ 1 107.0491 1.11
108.0443 C6H6NO+ 1 108.0444 -0.46
109.0285 C6H5O2+ 1 109.0284 0.68
110.0601 C6H8NO+ 1 110.06 0.91
111.0077 C5H3O3+ 1 111.0077 0.54
112.0757 C6H10NO+ 1 112.0757 0
114.0551 C5H8NO2+ 1 114.055 1.36
115.0543 C9H7+ 1 115.0542 0.55
116.0619 C9H8+ 1 116.0621 -0.88
117.0699 C9H9+ 1 117.0699 0.28
119.0492 C8H7O+ 1 119.0491 0.58
121.0284 C7H5O2+ 1 121.0284 0.28
121.0648 C8H9O+ 1 121.0648 -0.01
122.06 C7H8NO+ 1 122.06 -0.17
123.0077 C6H3O3+ 1 123.0077 0.32
124.0394 C6H6NO2+ 1 124.0393 1.09
124.0758 C7H10NO+ 1 124.0757 0.8
125.0234 C6H5O3+ 1 125.0233 0.48
126.0463 C10H6+ 1 126.0464 -0.57
126.055 C6H8NO2+ 1 126.055 0.36
127.0543 C10H7+ 1 127.0542 0.42
128.0621 C10H8+ 1 128.0621 0.22
128.0706 C6H10NO2+ 1 128.0706 -0.04
129.0699 C10H9+ 1 129.0699 0.26
131.0494 C9H7O+ 1 131.0491 1.67
131.0856 C10H11+ 1 131.0855 0.48
134.0601 C8H8NO+ 1 134.06 0.3
135.0077 C7H3O3+ 1 135.0077 0
137.0235 C7H5O3+ 1 137.0233 1.09
138.0553 C7H8NO2+ 1 138.055 2.72
139.0263 C6H5NO3+ 1 139.0264 -0.39
139.0541 C11H7+ 1 139.0542 -0.84
140.0708 C7H10NO2+ 1 140.0706 1.11
141.0182 C6H5O4+ 1 141.0182 -0.04
141.0699 C11H9+ 1 141.0699 0.02
143.0492 C10H7O+ 1 143.0491 0.69
143.0856 C11H11+ 1 143.0855 0.44
144.057 C10H8O+ 1 144.057 0.16
145.0649 C10H9O+ 1 145.0648 0.75
147.0442 C9H7O2+ 1 147.0441 0.64
147.0805 C10H11O+ 1 147.0804 0.19
150.0548 C8H8NO2+ 1 150.055 -0.77
151.0027 C7H3O4+ 1 151.0026 0.7
151.0624 C8H9NO2+ 1 151.0628 -2.45
152.0344 C7H6NO3+ 1 152.0342 0.92
152.0621 C12H8+ 1 152.0621 0.12
152.0707 C8H10NO2+ 1 152.0706 0.43
153.0184 C7H5O4+ 1 153.0182 0.95
153.0699 C12H9+ 1 153.0699 0.35
154.0498 C7H8NO3+ 1 154.0499 -0.32
154.0776 C12H10+ 1 154.0777 -0.6
155.0494 C11H7O+ 1 155.0491 1.35
155.0604 C10H7N2+ 1 155.0604 0.16
155.0856 C12H11+ 1 155.0855 0.6
156.0572 C11H8O+ 1 156.057 1.56
156.0657 C7H10NO3+ 1 156.0655 1.35
157.065 C11H9O+ 1 157.0648 1.01
158.0726 C11H10O+ 1 158.0726 -0.04
159.0805 C11H11O+ 1 159.0804 0.68
160.052 C10H8O2+ 1 160.0519 0.81
161.0597 C10H9O2+ 1 161.0597 0.09
162.0548 C9H8NO2+ 1 162.055 -1.08
163.0026 C8H3O4+ 1 163.0026 -0.03
163.0391 C9H7O3+ 1 163.039 0.49
165.0182 C8H5O4+ 1 165.0182 -0.21
165.07 C13H9+ 1 165.0699 0.87
166.0499 C8H8NO3+ 1 166.0499 0.24
166.0778 C13H10+ 1 166.0777 0.35
167.0491 C12H7O+ 1 167.0491 -0.31
167.0855 C13H11+ 1 167.0855 -0.1
168.0572 C12H8O+ 1 168.057 1.09
169.0131 C7H5O5+ 1 169.0131 0
169.0649 C12H9O+ 1 169.0648 0.64
169.0764 C11H9N2+ 1 169.076 1.98
170.0356 C11H6O2+ 1 170.0362 -3.65
170.0725 C12H10O+ 1 170.0726 -0.74
171.044 C11H7O2+ 1 171.0441 -0.03
171.0805 C12H11O+ 1 171.0804 0.46
172.0526 C11H8O2+ 1 172.0519 3.95
172.0605 C7H10NO4+ 1 172.0604 0.5
173.0598 C11H9O2+ 1 173.0597 0.66
174.0676 C11H10O2+ 1 174.0675 0.68
175.0755 C11H11O2+ 1 175.0754 0.59
176.0623 C14H8+ 1 176.0621 1.3
177.07 C14H9+ 1 177.0699 0.7
178.0499 C9H8NO3+ 1 178.0499 0.23
178.0777 C14H10+ 1 178.0777 -0.12
179.0857 C14H11+ 1 179.0855 0.86
180.057 C13H8O+ 1 180.057 0.41
180.0655 C9H10NO3+ 1 180.0655 -0.16
181.0132 C8H5O5+ 1 181.0131 0.06
181.0649 C13H9O+ 1 181.0648 0.54
182.0728 C13H10O+ 1 182.0726 0.9
183.0436 C12H7O2+ 1 183.0441 -2.44
183.0555 C11H7N2O+ 1 183.0553 1.1
183.0806 C13H11O+ 1 183.0804 0.81
184.052 C12H8O2+ 1 184.0519 0.76
185.0599 C12H9O2+ 1 185.0597 0.78
186.0312 C11H6O3+ 1 186.0311 0.4
186.0678 C12H10O2+ 1 186.0675 1.71
187.0391 C11H7O3+ 1 187.039 0.53
187.0755 C12H11O2+ 1 187.0754 0.66
188.0468 C11H8O3+ 1 188.0468 0.18
189.0547 C11H9O3+ 1 189.0546 0.37
189.07 C15H9+ 1 189.0699 0.39
190.0779 C15H10+ 1 190.0777 0.89
191.0856 C15H11+ 1 191.0855 0.59
192.0571 C14H8O+ 1 192.057 0.44
193.0649 C14H9O+ 1 193.0648 0.67
194.0727 C14H10O+ 1 194.0726 0.38
195.0806 C14H11O+ 1 195.0804 0.71
196.052 C13H8O2+ 1 196.0519 0.51
197.0599 C13H9O2+ 1 197.0597 1.14
198.0677 C13H10O2+ 1 198.0675 0.75
199.0388 C12H7O3+ 1 199.039 -0.61
199.0755 C13H11O2+ 1 199.0754 0.57
200.047 C12H8O3+ 1 200.0468 1.12
201.0548 C12H9O3+ 1 201.0546 0.64
203.071 C12H11O3+ 1 203.0703 3.44
204.0414 C11H8O4+ 1 204.0417 -1.47
205.0651 C15H9O+ 1 205.0648 1.36
206.0726 C15H10O+ 1 206.0726 0.11
207.0806 C15H11O+ 1 207.0804 0.96
208.0523 C14H8O2+ 1 208.0519 2.21
208.0608 C10H10NO4+ 1 208.0604 1.81
209.0598 C14H9O2+ 1 209.0597 0.55
210.0676 C14H10O2+ 1 210.0675 0.47
211.0391 C13H7O3+ 1 211.039 0.47
211.0755 C14H11O2+ 1 211.0754 0.87
212.047 C13H8O3+ 1 212.0468 0.92
213.0548 C13H9O3+ 1 213.0546 0.7
214.0625 C13H10O3+ 1 214.0624 0.21
217.0134 C11H5O5+ 1 217.0131 1.06
217.0502 C12H9O4+ 1 217.0495 2.88
217.0651 C16H9O+ 1 217.0648 1.19
218.0575 C12H10O4+ 1 218.0574 0.55
218.0726 C16H10O+ 1 218.0726 -0.03
219.0648 C12H11O4+ 1 219.0652 -1.62
219.0805 C16H11O+ 1 219.0804 0.4
220.0524 C15H8O2+ 1 220.0519 2.4
221.0599 C15H9O2+ 1 221.0597 1.06
222.068 C15H10O2+ 1 222.0675 1.98
223.0754 C15H11O2+ 1 223.0754 0.42
224.047 C14H8O3+ 1 224.0468 0.73
225.0546 C14H9O3+ 1 225.0546 0.04
226.0626 C14H10O3+ 1 226.0624 0.59
227.0341 C13H7O4+ 1 227.0339 0.73
227.0704 C14H11O3+ 1 227.0703 0.7
228.0418 C13H8O4+ 1 228.0417 0.22
229.0499 C13H9O4+ 1 229.0495 1.46
231.0652 C13H11O4+ 1 231.0652 0.24
233.06 C16H9O2+ 1 233.0597 1.43
234.0674 C16H10O2+ 1 234.0675 -0.56
235.0754 C16H11O2+ 1 235.0754 0.19
236.047 C15H8O3+ 1 236.0468 0.91
237.0548 C15H9O3+ 1 237.0546 0.67
238.0625 C15H10O3+ 1 238.0624 0.35
239.034 C14H7O4+ 1 239.0339 0.61
239.0704 C15H11O3+ 1 239.0703 0.5
240.0419 C14H8O4+ 1 240.0417 0.71
241.0498 C14H9O4+ 1 241.0495 0.97
241.0854 C15H13O3+ 1 241.0859 -2.04
242.0575 C14H10O4+ 1 242.0574 0.54
243.0652 C14H11O4+ 1 243.0652 -0.06
245.0595 C17H9O2+ 1 245.0597 -0.72
247.0752 C17H11O2+ 1 247.0754 -0.63
248.0463 C16H8O3+ 1 248.0468 -2
249.0548 C16H9O3+ 1 249.0546 0.92
250.0626 C16H10O3+ 1 250.0624 0.62
251.0704 C16H11O3+ 1 251.0703 0.59
252.0418 C15H8O4+ 1 252.0417 0.4
253.0495 C15H9O4+ 1 253.0495 -0.3
254.0575 C15H10O4+ 1 254.0574 0.55
255.0289 C14H7O5+ 1 255.0288 0.51
255.0653 C15H11O4+ 1 255.0652 0.29
256.0366 C14H8O5+ 1 256.0366 -0.14
256.0734 C15H12O4+ 1 256.073 1.6
257.0442 C14H9O5+ 1 257.0444 -0.89
257.081 C15H13O4+ 1 257.0808 0.6
258.0524 C14H10O5+ 1 258.0523 0.6
259.0601 C14H11O5+ 1 259.0601 0.12
261.0548 C17H9O3+ 1 261.0546 0.53
262.062 C17H10O3+ 1 262.0624 -1.59
263.0704 C17H11O3+ 1 263.0703 0.57
264.0417 C16H8O4+ 1 264.0417 0
264.0781 C17H12O3+ 1 264.0781 0.21
265.0497 C16H9O4+ 1 265.0495 0.66
266.0575 C16H10O4+ 1 266.0574 0.71
267.0292 C15H7O5+ 1 267.0288 1.5
267.0651 C16H11O4+ 1 267.0652 -0.47
268.0368 C15H8O5+ 1 268.0366 0.69
269.0446 C15H9O5+ 1 269.0444 0.41
269.0807 C16H13O4+ 1 269.0808 -0.65
270.0524 C15H10O5+ 1 270.0523 0.61
271.0595 C15H11O5+ 1 271.0601 -2.36
275.0701 C18H11O3+ 1 275.0703 -0.77
276.0414 C17H8O4+ 1 276.0417 -1.23
277.05 C17H9O4+ 1 277.0495 1.5
278.0578 C17H10O4+ 1 278.0574 1.69
279.0652 C17H11O4+ 1 279.0652 0.09
280.0372 C16H8O5+ 1 280.0366 1.95
281.0442 C16H9O5+ 1 281.0444 -0.82
282.0518 C16H10O5+ 1 282.0523 -1.83
282.0768 C16H12NO4+ 1 282.0761 2.71
283.0602 C16H11O5+ 1 283.0601 0.42
285.0757 C16H13O5+ 1 285.0757 -0.28
286.0469 C15H10O6+ 1 286.0472 -1.05
289.0496 C18H9O4+ 1 289.0495 0.16
290.058 C18H10O4+ 1 290.0574 2.14
291.0655 C18H11O4+ 1 291.0652 1.15
292.0366 C17H8O5+ 1 292.0366 -0.02
293.0444 C17H9O5+ 1 293.0444 -0.17
294.0523 C17H10O5+ 1 294.0523 0.12
295.06 C17H11O5+ 1 295.0601 -0.44
296.092 C17H14NO4+ 1 296.0917 0.86
297.0996 C17H15NO4+ 1 297.0996 0.1
300.0628 C16H12O6+ 1 300.0628 -0.17
301.0704 C16H13O6+ 1 301.0707 -0.71
303.0293 C18H7O5+ 1 303.0288 1.62
305.0446 C18H9O5+ 1 305.0444 0.43
307.0599 C18H11O5+ 1 307.0601 -0.75
308.0684 C18H12O5+ 1 308.0679 1.51
309.0753 C18H13O5+ 1 309.0757 -1.59
317.0444 C19H9O5+ 1 317.0444 0
319.0605 C19H11O5+ 1 319.0601 1.19
320.0305 C18H8O6+ 1 320.0315 -3.31
321.0394 C18H9O6+ 1 321.0394 0.2
322.0474 C18H10O6+ 1 322.0472 0.62
335.0553 C19H11O6+ 1 335.055 0.73
348.0853 C20H14NO5+ 2 348.0866 -3.9
350.0423 C19H10O7+ 1 350.0421 0.45
361.0585 C20H11NO6+ 1 361.0581 1.03
376.0806 C21H14NO6+ 2 376.0816 -2.62
PK$NUM_PEAK: 285
PK$PEAK: m/z int. rel.int.
50.0151 10311.4 1
51.0229 14292.2 2
53.0022 102524.3 16
53.0386 81874.1 12
55.0179 587975.4 92
55.0543 34943.3 5
56.0495 161186.7 25
57.0335 15036 2
57.0572 10560.5 1
58.0652 2718366.2 429
63.0227 9073.3 1
65.0386 41295.5 6
67.0178 72325.9 11
68.0495 192089.2 30
68.9971 354613 56
69.0335 112043.7 17
70.0652 1039523.7 164
71.0128 187454.7 29
71.0366 159111 25
72.0444 141726.7 22
72.0808 19181.8 3
73.0283 8215.2 1
74.06 32726.8 5
77.0383 13775.2 2
79.0178 207371.3 32
79.0542 11853.3 1
80.0494 66080.9 10
81.0336 114574 18
81.0575 9373.3 1
82.0651 185836 29
83.0128 708713.6 112
83.0365 40133.4 6
84.0444 192644.4 30
84.0808 38245.6 6
85.0284 8571.4 1
86.0601 652448.9 103
91.0543 65044.1 10
94.0652 58036.3 9
95.0128 221468.6 35
96.0445 36253.9 5
96.0807 43264.8 6
97.0285 155918.4 24
97.0522 39122.9 6
98.0601 4222159.5 667
99.0077 64050.5 10
100.0757 70058.2 11
101.0235 9857.3 1
102.046 13310.3 2
103.0543 96491.8 15
105.0336 8984.9 1
106.0652 37120.7 5
107.0128 233196 36
107.0493 36313.8 5
108.0443 34092.3 5
109.0285 342545.1 54
110.0601 53065.7 8
111.0077 47044.9 7
112.0757 10043.5 1
114.0551 10693 1
115.0543 860400.3 136
116.0619 17966 2
117.0699 606286.9 95
119.0492 38096.3 6
121.0284 66642.6 10
121.0648 16720.6 2
122.06 38197.6 6
123.0077 363213.2 57
124.0394 33039 5
124.0758 90919.9 14
125.0234 143601.9 22
126.0463 11367.5 1
126.055 193013.9 30
127.0543 1517840.6 240
128.0621 279627.2 44
128.0706 97389.8 15
129.0699 1112469.5 175
131.0494 64441.2 10
131.0856 86351.9 13
134.0601 18678 2
135.0077 89241.9 14
137.0235 374047.9 59
138.0553 14077.6 2
139.0263 48467.4 7
139.0541 42258.3 6
140.0708 10192.9 1
141.0182 61016.3 9
141.0699 189029.8 29
143.0492 14052.3 2
143.0856 45246.9 7
144.057 106542.5 16
145.0649 4283846.5 677
147.0442 36678.6 5
147.0805 84587.8 13
150.0548 40208.7 6
151.0027 74864.7 11
151.0624 7876.9 1
152.0344 15099 2
152.0621 171564.5 27
152.0707 95546 15
153.0184 318536.1 50
153.0699 213004.4 33
154.0498 170414 26
154.0776 31318.6 4
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//
