ACCESSION: MSBNK-Eawag-EQ361006
RECORD_TITLE: Oxytetracycline; 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 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$MASS_SPECTROMETRY: COLLISION_ENERGY 90 (nominal)
AC$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 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$SPLASH: splash10-06wa-2940000000-2a11e03246a1ea6c0d45
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
50.0151 C4H2+ 1 50.0151 0.77
51.023 C4H3+ 1 51.0229 0.46
53.0022 C3HO+ 1 53.0022 0.55
53.0386 C4H5+ 1 53.0386 0.44
54.0339 C3H4N+ 1 54.0338 1.01
55.0179 C3H3O+ 1 55.0178 0.71
55.0416 C3H5N+ 1 55.0417 -0.01
55.0543 C4H7+ 1 55.0542 1.15
56.0495 C3H6N+ 1 56.0495 0.44
57.0335 C3H5O+ 1 57.0335 0.68
57.0573 C3H7N+ 1 57.0573 0.69
58.0652 C3H8N+ 1 58.0651 0.59
62.015 C5H2+ 1 62.0151 -1.96
63.0228 C5H3+ 1 63.0229 -2.64
65.0386 C5H5+ 1 65.0386 0.67
67.0178 C4H3O+ 1 67.0178 0.13
67.0417 C4H5N+ 1 67.0417 0.44
67.0543 C5H7+ 1 67.0542 1.24
68.0495 C4H6N+ 1 68.0495 0.06
68.9971 C3HO2+ 1 68.9971 0.21
69.0335 C4H5O+ 1 69.0335 0.27
70.0651 C4H8N+ 1 70.0651 0.2
71.0127 C3H3O2+ 1 71.0128 -0.08
71.0366 C3H5NO+ 1 71.0366 -0.07
72.0444 C3H6NO+ 1 72.0444 -0.14
72.0808 C4H10N+ 1 72.0808 0.61
74.0601 C3H8NO+ 1 74.06 0.4
77.0021 C5HO+ 1 77.0022 -0.66
77.0383 C6H5+ 1 77.0386 -3.07
79.0179 C5H3O+ 1 79.0178 0.24
79.0542 C6H7+ 1 79.0542 0.17
80.0495 C5H6N+ 1 80.0495 0.3
81.0335 C5H5O+ 1 81.0335 0.23
81.0574 C5H7N+ 1 81.0573 0.73
82.0652 C5H8N+ 1 82.0651 0.3
83.0128 C4H3O2+ 1 83.0128 0.05
83.0366 C4H5NO+ 1 83.0366 -0.06
84.0444 C4H6NO+ 1 84.0444 0.12
84.0809 C5H10N+ 1 84.0808 1.12
85.0285 C4H5O2+ 1 85.0284 1.23
86.0601 C4H8NO+ 1 86.06 0.23
89.0385 C7H5+ 1 89.0386 -0.41
91.0543 C7H7+ 1 91.0542 0.37
92.0257 C6H4O+ 1 92.0257 0.58
93.0575 C6H7N+ 1 93.0573 1.93
94.0653 C6H8N+ 1 94.0651 1.75
95.0128 C5H3O2+ 1 95.0128 0.36
95.0492 C6H7O+ 1 95.0491 0.2
96.0444 C5H6NO+ 1 96.0444 -0.21
96.0809 C6H10N+ 1 96.0808 1.5
97.0285 C5H5O2+ 1 97.0284 1.18
97.0524 C5H7NO+ 1 97.0522 1.49
98.0601 C5H8NO+ 1 98.06 0.51
99.0077 C4H3O3+ 1 99.0077 0.7
100.0758 C5H10NO+ 1 100.0757 1
102.0465 C8H6+ 1 102.0464 1.36
103.0542 C8H7+ 1 103.0542 0.23
105.0337 C7H5O+ 1 105.0335 1.61
105.0448 C6H5N2+ 1 105.0447 1.1
106.0655 C7H8N+ 1 106.0651 3.62
107.0128 C6H3O2+ 1 107.0128 0.6
107.0493 C7H7O+ 1 107.0491 1.11
108.0445 C6H6NO+ 1 108.0444 1.39
109.0285 C6H5O2+ 1 109.0284 0.86
110.0601 C6H8NO+ 1 110.06 0.18
111.0078 C5H3O3+ 1 111.0077 1.26
113.0383 C9H5+ 1 113.0386 -2.8
114.0464 C9H6+ 1 114.0464 0.42
115.0543 C9H7+ 1 115.0542 0.55
116.0621 C9H8+ 1 116.0621 0.5
117.0699 C9H9+ 1 117.0699 0.37
119.0127 C7H3O2+ 1 119.0128 -0.3
119.0493 C8H7O+ 1 119.0491 1.17
121.0286 C7H5O2+ 1 121.0284 1.36
121.0649 C8H9O+ 1 121.0648 1.06
122.0603 C7H8NO+ 1 122.06 1.88
123.0077 C6H3O3+ 1 123.0077 0.4
124.0395 C6H6NO2+ 1 124.0393 1.25
124.0758 C7H10NO+ 1 124.0757 0.56
125.0235 C6H5O3+ 1 125.0233 1.76
125.0387 C10H5+ 1 125.0386 0.75
126.0464 C10H6+ 1 126.0464 0.15
126.0551 C6H8NO2+ 1 126.055 1.39
127.0543 C10H7+ 1 127.0542 0.58
128.0621 C10H8+ 1 128.0621 0.38
129.0699 C10H9+ 1 129.0699 0.26
130.0417 C9H6O+ 1 130.0413 2.57
130.0779 C10H10+ 1 130.0777 1.14
131.0492 C9H7O+ 1 131.0491 0.75
131.0855 C10H11+ 1 131.0855 -0.13
132.0569 C9H8O+ 1 132.057 -0.58
133.065 C9H9O+ 1 133.0648 1.27
134.0599 C8H8NO+ 1 134.06 -1.2
135.0076 C7H3O3+ 1 135.0077 -0.22
137.0234 C7H5O3+ 1 137.0233 0.65
138.0552 C7H8NO2+ 1 138.055 1.49
139.0263 C6H5NO3+ 1 139.0264 -0.39
139.0542 C11H7+ 1 139.0542 0.02
140.0621 C11H8+ 1 140.0621 0.2
140.0705 C7H10NO2+ 1 140.0706 -0.82
141.0699 C11H9+ 1 141.0699 0.45
142.0413 C10H6O+ 1 142.0413 0.24
142.078 C11H10+ 1 142.0777 1.96
143.0493 C10H7O+ 1 143.0491 1.32
143.0857 C11H11+ 1 143.0855 1.35
144.0571 C10H8O+ 1 144.057 1.14
145.0649 C10H9O+ 1 145.0648 0.61
147.0444 C9H7O2+ 1 147.0441 2
147.0805 C10H11O+ 1 147.0804 0.74
151.0026 C7H3O4+ 1 151.0026 -0.23
151.0542 C12H7+ 1 151.0542 -0.44
152.0621 C12H8+ 1 152.0621 0.52
153.0183 C7H5O4+ 1 153.0182 0.16
153.07 C12H9+ 1 153.0699 0.54
154.05 C7H8NO3+ 1 154.0499 0.85
154.0777 C12H10+ 1 154.0777 0.25
155.0496 C11H7O+ 1 155.0491 2.7
155.0604 C10H7N2+ 1 155.0604 0.23
155.0855 C12H11+ 1 155.0855 0.02
156.057 C11H8O+ 1 156.057 0.28
157.0649 C11H9O+ 1 157.0648 0.76
158.0365 C10H6O2+ 1 158.0362 1.39
158.0727 C11H10O+ 1 158.0726 0.28
159.0444 C10H7O2+ 1 159.0441 2.16
159.0805 C11H11O+ 1 159.0804 0.62
160.0521 C10H8O2+ 1 160.0519 1.37
161.0597 C10H9O2+ 1 161.0597 -0.29
163.0392 C9H7O3+ 1 163.039 1.41
163.054 C13H7+ 1 163.0542 -1.27
164.0623 C13H8+ 1 164.0621 1.76
165.07 C13H9+ 1 165.0699 0.87
166.078 C13H10+ 1 166.0777 1.62
167.0489 C12H7O+ 1 167.0491 -1.14
167.0857 C13H11+ 1 167.0855 0.92
168.0571 C12H8O+ 1 168.057 0.56
169.0133 C7H5O5+ 1 169.0131 0.95
169.0649 C12H9O+ 1 169.0648 0.64
169.0764 C11H9N2+ 1 169.076 1.98
170.0363 C11H6O2+ 1 170.0362 0.41
170.0728 C12H10O+ 1 170.0726 0.96
171.0442 C11H7O2+ 1 171.0441 0.9
171.0554 C10H7N2O+ 1 171.0553 0.71
171.0805 C12H11O+ 1 171.0804 0.28
172.0523 C11H8O2+ 1 172.0519 2.26
173.0598 C11H9O2+ 1 173.0597 0.77
174.0676 C11H10O2+ 1 174.0675 0.28
175.0753 C11H11O2+ 1 175.0754 -0.49
176.0621 C14H8+ 1 176.0621 0.33
177.07 C14H9+ 1 177.0699 0.58
178.0778 C14H10+ 1 178.0777 0.44
179.0494 C13H7O+ 1 179.0491 1.17
179.0606 C12H7N2+ 1 179.0604 1.04
179.0856 C14H11+ 1 179.0855 0.35
180.0569 C13H8O+ 1 180.057 -0.42
181.0649 C13H9O+ 1 181.0648 0.6
182.0728 C13H10O+ 1 182.0726 0.73
183.0444 C12H7O2+ 1 183.0441 1.61
183.0554 C11H7N2O+ 1 183.0553 0.71
183.0806 C13H11O+ 1 183.0804 0.98
184.052 C12H8O2+ 1 184.0519 0.76
185.0598 C12H9O2+ 1 185.0597 0.51
186.0312 C11H6O3+ 1 186.0311 0.08
186.0675 C12H10O2+ 1 186.0675 0.05
187.0391 C11H7O3+ 1 187.039 0.69
187.0755 C12H11O2+ 1 187.0754 0.98
188.0472 C11H8O3+ 1 188.0468 2.42
189.0546 C11H9O3+ 1 189.0546 -0.21
189.0699 C15H9+ 1 189.0699 0.28
190.078 C15H10+ 1 190.0777 1.83
191.0856 C15H11+ 1 191.0855 0.17
192.0571 C14H8O+ 1 192.057 0.59
193.065 C14H9O+ 1 193.0648 0.93
194.0728 C14H10O+ 1 194.0726 1.2
195.0805 C14H11O+ 1 195.0804 0.35
196.0521 C13H8O2+ 1 196.0519 0.96
197.0599 C13H9O2+ 1 197.0597 0.83
198.0676 C13H10O2+ 1 198.0675 0.45
199.0391 C12H7O3+ 1 199.039 0.6
199.0752 C13H11O2+ 1 199.0754 -0.63
200.0467 C12H8O3+ 1 200.0468 -0.33
201.0547 C12H9O3+ 1 201.0546 0.49
202.0778 C16H10+ 1 202.0777 0.54
204.0423 C11H8O4+ 1 204.0417 2.94
204.0569 C15H8O+ 1 204.057 -0.37
205.065 C15H9O+ 1 205.0648 1.12
206.073 C15H10O+ 1 206.0726 2.1
207.0443 C14H7O2+ 1 207.0441 1.28
207.0807 C15H11O+ 1 207.0804 1.25
208.052 C14H8O2+ 1 208.0519 0.57
209.0599 C14H9O2+ 1 209.0597 0.83
210.0678 C14H10O2+ 1 210.0675 1.14
211.0389 C13H7O3+ 1 211.039 -0.19
211.0755 C14H11O2+ 1 211.0754 0.82
212.047 C13H8O3+ 1 212.0468 0.78
213.0548 C13H9O3+ 1 213.0546 0.61
214.0628 C13H10O3+ 1 214.0624 1.47
217.0651 C16H9O+ 1 217.0648 1.33
218.0575 C12H10O4+ 1 218.0574 0.69
218.0727 C16H10O+ 1 218.0726 0.43
219.0808 C16H11O+ 1 219.0804 1.64
220.0521 C15H8O2+ 1 220.0519 0.95
221.0599 C15H9O2+ 1 221.0597 0.79
222.0676 C15H10O2+ 1 222.0675 0.31
223.0756 C15H11O2+ 1 223.0754 1.32
224.047 C14H8O3+ 1 224.0468 1
225.0548 C14H9O3+ 1 225.0546 0.84
226.0626 C14H10O3+ 1 226.0624 0.59
227.0338 C13H7O4+ 1 227.0339 -0.29
227.0705 C14H11O3+ 1 227.0703 0.88
228.0419 C13H8O4+ 1 228.0417 0.83
229.0496 C13H9O4+ 1 229.0495 0.46
233.0599 C16H9O2+ 1 233.0597 1.05
234.0678 C16H10O2+ 1 234.0675 1.19
235.0753 C16H11O2+ 1 235.0754 -0.41
236.0469 C15H8O3+ 1 236.0468 0.57
237.0548 C15H9O3+ 1 237.0546 0.84
238.0627 C15H10O3+ 1 238.0624 1.19
239.0342 C14H7O4+ 1 239.0339 1.19
239.0704 C15H11O3+ 1 239.0703 0.62
240.0419 C14H8O4+ 1 240.0417 0.58
241.05 C14H9O4+ 1 241.0495 2.14
242.0575 C14H10O4+ 1 242.0574 0.49
247.0747 C17H11O2+ 1 247.0754 -2.7
248.0466 C16H8O3+ 1 248.0468 -0.79
249.0545 C16H9O3+ 1 249.0546 -0.48
250.0632 C16H10O3+ 1 250.0624 2.82
251.0705 C16H11O3+ 1 251.0703 0.75
252.0417 C15H8O4+ 1 252.0417 -0.04
253.0495 C15H9O4+ 1 253.0495 -0.02
254.0575 C15H10O4+ 1 254.0574 0.39
255.0289 C14H7O5+ 1 255.0288 0.2
255.0652 C15H11O4+ 1 255.0652 0.06
256.0372 C14H8O5+ 1 256.0366 2.36
257.0447 C14H9O5+ 1 257.0444 0.9
258.0524 C14H10O5+ 1 258.0523 0.6
261.0541 C17H9O3+ 1 261.0546 -2.03
262.0621 C17H10O3+ 1 262.0624 -1.47
263.0701 C17H11O3+ 1 263.0703 -0.8
264.0415 C16H8O4+ 1 264.0417 -0.72
265.0496 C16H9O4+ 1 265.0495 0.17
266.0573 C16H10O4+ 1 266.0574 -0.19
267.0288 C15H7O5+ 1 267.0288 -0.07
268.0367 C15H8O5+ 1 268.0366 0.32
270.052 C15H10O5+ 1 270.0523 -1.09
275.0707 C18H11O3+ 1 275.0703 1.45
277.05 C17H9O4+ 1 277.0495 1.5
278.058 C17H10O4+ 1 278.0574 2.44
279.0653 C17H11O4+ 1 279.0652 0.55
280.0372 C16H8O5+ 1 280.0366 2.05
281.0443 C16H9O5+ 1 281.0444 -0.39
283.0596 C16H11O5+ 1 283.0601 -1.62
289.049 C18H9O4+ 1 289.0495 -1.75
292.036 C17H8O5+ 1 292.0366 -2
294.0525 C17H10O5+ 1 294.0523 0.73
305.0451 C18H9O5+ 1 305.0444 2.13
321.0393 C18H9O6+ 1 321.0394 -0.08
322.0469 C18H10O6+ 1 322.0472 -0.87
350.043 C19H10O7+ 1 350.0421 2.45
PK$NUM_PEAK: 258
PK$PEAK: m/z int. rel.int.
50.0151 42418.4 7
51.023 34464.6 5
53.0022 146893 24
53.0386 140436.8 23
54.0339 11865.6 1
55.0179 752326.4 125
55.0416 65056 10
55.0543 43047.5 7
56.0495 230465.3 38
57.0335 13082.5 2
57.0573 15006.6 2
58.0652 2414263.5 402
62.015 8377.1 1
63.0228 11847.7 1
65.0386 83291.2 13
67.0178 80556.3 13
67.0417 29373.3 4
67.0543 12941.7 2
68.0495 245796.6 40
68.9971 574334.1 95
69.0335 108277.2 18
70.0651 1155087.1 192
71.0127 185149.8 30
71.0366 198396.6 33
72.0444 142335.6 23
72.0808 40936.4 6
74.0601 36786.6 6
77.0021 18656 3
77.0383 80282.7 13
79.0179 293031.5 48
79.0542 49190.7 8
80.0495 106216.8 17
81.0335 143480.3 23
81.0574 18800.9 3
82.0652 240368.1 40
83.0128 559441 93
83.0366 95128.6 15
84.0444 128526.6 21
84.0809 10194.8 1
85.0285 12153.4 2
86.0601 407660.8 67
89.0385 15194.8 2
91.0543 334160.1 55
92.0257 12874.2 2
93.0575 11063 1
94.0653 63524.8 10
95.0128 270332.8 45
95.0492 77027.4 12
96.0444 17270.6 2
96.0809 31459.4 5
97.0285 111070.2 18
97.0524 33720.7 5
98.0601 2253004.5 375
99.0077 31712.4 5
100.0758 32629.7 5
102.0465 15489.2 2
103.0542 222693 37
105.0337 52959 8
105.0448 40365.4 6
106.0655 12791.4 2
107.0128 151738.8 25
107.0493 65382.1 10
108.0445 34934 5
109.0285 136319.3 22
110.0601 61590.8 10
111.0078 12295.4 2
113.0383 10991.9 1
114.0464 9380.6 1
115.0543 1491993.6 248
116.0621 87527.7 14
117.0699 1014392.5 169
119.0127 31449.1 5
119.0493 40679.6 6
121.0286 74994.6 12
121.0649 11855.6 1
122.0603 15657.3 2
123.0077 196830.3 32
124.0395 11541.5 1
124.0758 19623.5 3
125.0235 93620.5 15
125.0387 9595.6 1
126.0464 121393 20
126.0551 57702.9 9
127.0543 4588496.5 764
128.0621 1608919.6 268
129.0699 1884693.9 314
130.0417 16160.3 2
130.0779 10100.9 1
131.0492 186463.4 31
131.0855 116322.8 19
132.0569 17637.1 2
133.065 9595.9 1
134.0599 9707.7 1
135.0076 56795.4 9
137.0234 193744.8 32
138.0552 14548.2 2
139.0263 18635.2 3
139.0542 222375.7 37
140.0621 83942.6 13
140.0705 11229.5 1
141.0699 432876.8 72
142.0413 17532.5 2
142.078 17662.9 2
143.0493 38494.3 6
143.0857 91942.4 15
144.0571 212809.7 35
145.0649 4203064 700
147.0444 13231.4 2
147.0805 69584.9 11
151.0026 44962.9 7
151.0542 16802.8 2
152.0621 739990.4 123
153.0183 155668.9 25
153.07 595472.9 99
154.05 19539 3
154.0777 100409.7 16
155.0496 599042.4 99
155.0604 1657584.5 276
155.0855 239378.9 39
156.057 362592.1 60
157.0649 899088.9 149
158.0365 65131.1 10
158.0727 53055.9 8
159.0444 18531.4 3
159.0805 322014.9 53
160.0521 151698.8 25
161.0597 54775.6 9
163.0392 58412.7 9
163.054 43232.2 7
164.0623 62088.9 10
165.07 1262823.6 210
166.078 109188.4 18
167.0489 64478.8 10
167.0857 148985.3 24
168.0571 908255.8 151
169.0133 43218.8 7
169.0649 475568.9 79
169.0764 52202.7 8
170.0363 33979.7 5
170.0728 65704.1 10
171.0442 162594.8 27
171.0554 14907 2
171.0805 257872.9 42
172.0523 66033.6 11
173.0598 308773.5 51
174.0676 123738.9 20
175.0753 31837.6 5
176.0621 290305.2 48
177.07 242847.6 40
178.0778 469662.8 78
179.0494 12391.7 2
179.0606 32873.4 5
179.0856 156463.1 26
180.0569 130852.4 21
181.0649 660225.9 110
182.0728 295944.2 49
183.0444 64348.1 10
183.0554 226180 37
183.0806 208808.8 34
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//
