ACCESSION: MSBNK-Eawag-EQ368053
RECORD_TITLE: Chlortetracycline; LC-ESI-QFT; MS2; CE: 45; 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 3680
CH$NAME: Chlortetracycline
CH$NAME: 2-carbamoyl-7-chloro-4-(dimethylazaniumyl)-6,10,11,12a-tetrahydroxy-6-methyl-3,12-dioxo-4,4a,5,5a-tetrahydrotetracen-1-olate
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C22H23ClN2O8
CH$EXACT_MASS: 478.11429
CH$SMILES: CC1(C2CC3C(C(=O)C(=C(C3(C(=O)C2=C(C4=C(C=CC(=C41)Cl)O)O)O)O)C(=O)N)N(C)C)O
CH$IUPAC: InChI=1S/C22H23ClN2O8/c1-21(32)7-6-8-15(25(2)3)17(28)13(20(24)31)19(30)22(8,33)18(29)11(7)16(27)12-10(26)5-4-9(23)14(12)21/h4-5,7-8,15,26-27,30,32-33H,6H2,1-3H3,(H2,24,31)
CH$LINK: CAS
57-62-5
CH$LINK: PUBCHEM
CID:54677440
CH$LINK: INCHIKEY
DHPRQBPJLMKORJ-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER
10469370
AC$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 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$CHROMATOGRAPHY: RETENTION_TIME 5.4 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 477.1067
MS$FOCUSED_ION: PRECURSOR_M/Z 477.107
MS$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: splash10-0006-0986000000-dddee404bd882fe81275
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
57.0345 C3H5O- 1 57.0346 -1.02
59.0138 C2H3O2- 1 59.0139 -0.39
63.0239 C5H3- 1 63.024 -1.33
65.0395 C5H5- 1 65.0397 -2.21
65.9985 C3NO- 1 65.9985 -0.72
67.007 ClH4N2- 1 67.0068 2.84
68.9981 C3HO2- 1 68.9982 -1.35
79.0552 C6H7- 1 79.0553 -1.06
81.0218 C4H3NO- 1 81.022 -2.5
81.0345 C5H5O- 1 81.0346 -0.72
83.0138 C4H3O2- 1 83.0139 -0.52
84.009 C3H2NO2- 1 84.0091 -1.33
86.0247 C3H4NO2- 1 86.0248 -0.14
87.0087 C3H3O3- 1 87.0088 -1.12
91.019 C6H3O- 2 91.0189 1.01
91.0554 C7H7- 1 91.0553 0.95
93.0345 C6H5O- 1 93.0346 -0.63
95.0137 C5H3O2- 1 95.0139 -1.82
95.0504 C6H7O- 2 95.0502 1.49
96.0091 C4H2NO2- 2 96.0091 0.29
96.9931 C4HO3- 1 96.9931 -0.59
97.0294 C5H5O2- 1 97.0295 -0.96
99.0088 C4H3O3- 2 99.0088 0.53
100.0767 C5H10NO- 1 100.0768 -0.67
102.0561 C4H8NO2- 1 102.0561 0.37
105.0345 C7H5O- 1 105.0346 -0.84
107.0501 C7H7O- 1 107.0502 -0.92
108.0216 C6H4O2- 1 108.0217 -0.63
109.0294 C6H5O2- 1 109.0295 -0.85
111.0089 C5H3O3- 2 111.0088 1.64
111.0453 C6H7O2- 2 111.0452 0.96
117.0349 C8H5O- 2 117.0346 2.49
119.0138 C7H3O2- 2 119.0139 -0.44
119.0501 C8H7O- 1 119.0502 -0.91
120.0454 C7H6NO- 2 120.0455 -0.73
121.0294 C7H5O2- 2 121.0295 -0.69
121.0658 C8H9O- 2 121.0659 -0.73
122.0008 C6H2O3- 2 122.0009 -0.84
123.0088 C6H3O3- 2 123.0088 -0.06
123.0452 C7H7O2- 2 123.0452 0.3
124.004 C5H2NO3- 2 124.004 -0.46
124.0165 C6H4O3- 2 124.0166 -0.75
124.0769 C7H10NO- 2 124.0768 1.15
124.9878 C5HO4- 1 124.988 -1.94
125.072 C6H9N2O- 1 125.072 -0.45
125.9877 C6H3ClO- 1 125.9878 -0.88
126.0196 C5H4NO3- 2 126.0197 -0.13
126.056 C6H8NO2- 2 126.0561 -0.49
126.9956 C6H4ClO- 1 126.9956 -0.36
131.0502 C9H7O- 2 131.0502 -0.29
133.0295 C8H5O2- 2 133.0295 -0.25
134.0245 C7H4NO2- 1 134.0248 -1.58
135.0088 C7H3O3- 2 135.0088 0.09
135.0452 C8H7O2- 2 135.0452 0.42
136.0165 C7H4O3- 2 136.0166 -0.97
136.0403 C7H6NO2- 2 136.0404 -0.97
137.0242 C7H5O3- 2 137.0244 -1.37
139.0152 C5H3N2O3- 1 139.0149 1.69
139.0401 C7H7O3- 2 139.0401 -0.13
140.0036 C7H5ClO- 1 140.0034 1.14
141.9828 C6H3ClO2- 1 141.9827 0.38
142.0146 C5H4NO4- 2 142.0146 -0.15
142.9986 C5H3O5- 2 142.9986 0.16
145.0295 C9H5O2- 2 145.0295 0.19
146.0375 C9H6O2- 2 146.0373 1.45
147.0452 C9H7O2- 2 147.0452 0.05
148.0768 C9H10NO- 2 148.0768 0.22
149.0244 C8H5O3- 2 149.0244 -0.32
149.0607 C9H9O2- 2 149.0608 -0.42
149.9958 C7H2O4- 2 149.9959 -0.05
150.0196 C7H4NO3- 2 150.0197 -0.71
151.04 C8H7O3- 2 151.0401 -0.25
152.0354 C7H6NO3- 2 152.0353 0.35
152.0719 C8H10NO2- 2 152.0717 1.5
153.0112 C8H6ClO- 1 153.0113 -0.11
153.0557 C8H9O3- 2 153.0557 -0.44
154.0384 C6H6N2O3- 1 154.0384 -0.2
154.9907 C7H4ClO2- 1 154.9905 1.42
160.0166 C9H4O3- 2 160.0166 0.23
161.0243 C9H5O3- 2 161.0244 -0.48
162.0196 C8H4NO3- 2 162.0197 -0.16
163.0038 C8H3O4- 2 163.0037 0.48
163.0401 C9H7O3- 2 163.0401 0.38
164.0115 C8H4O4- 2 164.0115 -0.1
164.0353 C8H6NO3- 2 164.0353 -0.35
164.0715 C9H10NO2- 2 164.0717 -1.41
165.0429 C8H7NO3- 2 165.0431 -1.46
165.0555 C9H9O3- 2 165.0557 -1.5
165.067 C8H9N2O2- 1 165.067 0.05
166.0872 C9H12NO2- 2 166.0874 -1.22
166.9905 C8H4ClO2- 1 166.9905 -0.12
167.0222 C7H5NO4- 2 167.0224 -1.53
169.0062 C8H6ClO2- 1 169.0062 -0.06
169.0618 C7H9N2O3- 1 169.0619 -0.09
170.9854 C7H4ClO3- 1 170.9854 -0.09
173.0241 C10H5O3- 2 173.0244 -1.89
174.0323 C10H6O3- 2 174.0322 0.33
175.0036 C9H3O4- 2 175.0037 -0.7
175.04 C10H7O3- 2 175.0401 -0.16
177.0426 C9H7NO3- 1 177.0431 -3.34
178.087 C10H12NO2- 2 178.0874 -1.98
178.9906 C9H4ClO2- 1 178.9905 0.67
179.9989 C9H5ClO2- 1 179.9984 2.91
180.0302 C8H6NO4- 2 180.0302 -0.23
181.0062 C9H6ClO2- 1 181.0062 0.11
181.0143 C8H5O5- 2 181.0142 0.51
181.0381 C8H7NO4- 2 181.0381 0.3
181.0506 C9H9O4- 2 181.0506 -0.23
182.0142 C9H7ClO2- 1 182.014 0.9
185.0608 C12H9O2- 2 185.0608 -0.23
187.0395 C11H7O3- 1 187.0401 -3.14
189.0193 C10H5O4- 2 189.0193 -0.01
189.0557 C11H9O3- 2 189.0557 -0.15
191.0267 C11H8ClO- 1 191.0269 -0.97
191.0349 C10H7O4- 2 191.035 -0.22
192.0667 C10H10NO3- 2 192.0666 0.28
192.1031 C11H14NO2- 2 192.103 0.77
193.0064 C10H6ClO2- 1 193.0062 1.29
193.0505 C10H9O4- 2 193.0506 -0.58
194.014 C10H7ClO2- 1 194.014 -0.13
194.9854 C9H4ClO3- 1 194.9854 -0.28
195.9926 C9H5ClO3- 1 195.9933 -3.16
197.001 C9H6ClO3- 1 197.0011 -0.48
199.0398 C12H7O3- 2 199.0401 -1.24
199.0764 C13H11O2- 2 199.0765 -0.02
203.0271 C12H8ClO- 1 203.0269 0.95
205.0059 C11H6ClO2- 1 205.0062 -1.22
206.0139 C11H7ClO2- 1 206.014 -0.71
207.0218 C11H8ClO2- 1 207.0218 -0.25
207.9931 C10H5ClO3- 1 207.9933 -0.91
209.0608 C14H9O2- 2 209.0608 0.18
209.0931 C10H13N2O3- 1 209.0932 -0.55
211.0759 C14H11O2- 2 211.0765 -2.62
212.0478 C13H8O3- 2 212.0479 -0.58
215.0358 C9H10ClNO3- 2 215.0355 1.63
217.0053 C12H6ClO2- 2 217.0062 -3.92
217.0424 C13H10ClO- 1 217.0426 -0.58
219.0217 C12H8ClO2- 1 219.0218 -0.37
220.0296 C12H9ClO2- 1 220.0297 -0.07
221.0012 C11H6ClO3- 1 221.0011 0.34
221.0375 C12H10ClO2- 1 221.0375 -0.05
222.0089 C11H7ClO3- 1 222.0089 0.04
223.0166 C11H8ClO3- 1 223.0167 -0.47
223.0764 C15H11O2- 2 223.0765 -0.28
224.0248 C11H9ClO3- 1 224.0246 1.25
224.0474 C14H8O3- 2 224.0479 -2.24
225.0561 C11H12ClNO2- 2 225.0562 -0.29
227.0713 C14H11O3- 2 227.0714 -0.25
229.0056 C13H6ClO2- 1 229.0062 -2.58
229.0427 C14H10ClO- 1 229.0426 0.67
230.014 C13H7ClO2- 1 230.014 -0.02
231.0217 C13H8ClO2- 1 231.0218 -0.35
233.0009 C12H6ClO3- 1 233.0011 -0.8
233.0373 C13H10ClO2- 1 233.0375 -0.9
235.0168 C12H8ClO3- 1 235.0167 0.1
235.0531 C13H12ClO2- 1 235.0531 -0.13
236.0479 C15H8O3- 2 236.0479 -0.01
236.0929 C12H14NO4- 2 236.0928 0.46
237.0323 C12H10ClO3- 1 237.0324 -0.32
237.0555 C15H9O3- 2 237.0557 -0.75
238.0039 C11H7ClO4- 1 238.0038 0.4
239.0715 C15H11O3- 2 239.0714 0.51
243.0215 C14H8ClO2- 1 243.0218 -1.24
244.0298 C14H9ClO2- 1 244.0297 0.43
245.0374 C14H10ClO2- 1 245.0375 -0.49
246.0087 C13H7ClO3- 1 246.0089 -1.02
247.0168 C13H8ClO3- 1 247.0167 0.3
247.0525 C14H12ClO2- 2 247.0531 -2.59
248.0245 C13H9ClO3- 1 248.0246 -0.49
248.9961 C12H6ClO4- 1 248.996 0.48
249.0325 C13H10ClO3- 1 249.0324 0.46
250.0036 C12H7ClO4- 1 250.0038 -1.02
251.0118 C12H8ClO4- 1 251.0117 0.68
251.0351 C15H7O4- 2 251.035 0.47
252.0428 C15H8O4- 2 252.0428 -0.07
253.0508 C15H9O4- 2 253.0506 0.74
254.0219 C14H6O5- 2 254.0221 -0.83
255.0207 C16H3N2O2- 2 255.02 2.94
257.0374 C15H10ClO2- 1 257.0375 -0.39
258.0169 C10H9ClNO5- 2 258.0175 -2.22
259.0163 C14H8ClO3- 1 259.0167 -1.87
259.0533 C15H12ClO2- 1 259.0531 0.69
260.0249 C14H9ClO3- 1 260.0246 1.27
261.0322 C14H10ClO3- 1 261.0324 -0.67
263.048 C14H12ClO3- 1 263.048 -0.29
263.9828 C12H5ClO5- 1 263.9831 -1.29
264.0197 C13H9ClO4- 1 264.0195 0.85
264.0428 C16H8O4- 2 264.0428 0.12
265.0272 C13H10ClO4- 1 265.0273 -0.23
265.0505 C16H9O4- 2 265.0506 -0.61
267.0215 C16H8ClO2- 1 267.0218 -1.09
267.0665 C16H11O4- 2 267.0663 0.7
270.01 C15H7ClO3- 2 270.0089 4.04
271.0167 C15H8ClO3- 1 271.0167 -0.09
271.0527 C16H12ClO2- 1 271.0531 -1.7
273.0324 C15H10ClO3- 1 273.0324 -0.17
273.0558 C18H9O3- 2 273.0557 0.26
274.0038 C14H7ClO4- 1 274.0038 -0.2
275.0118 C14H8ClO4- 1 275.0117 0.65
275.048 C15H12ClO3- 1 275.048 -0.06
276.0428 C14H11ClNO3- 2 276.0433 -1.72
276.991 C13H6ClO5- 1 276.9909 0.38
277.0503 C17H9O4- 2 277.0506 -1.24
277.9988 C13H7ClO5- 1 277.9987 0.11
278.0222 C16H6O5- 2 278.0221 0.28
279.0066 C13H8ClO5- 1 279.0066 0.27
279.0424 C14H12ClO4- 2 279.043 -1.83
281.0374 C17H10ClO2- 1 281.0375 -0.15
283.0166 C16H8ClO3- 1 283.0167 -0.51
283.0529 C17H12ClO2- 1 283.0531 -0.89
284.0231 C17H4N2O3- 1 284.0227 1.27
285.0323 C16H10ClO3- 1 285.0324 -0.19
286.0043 C15H7ClO4- 1 286.0038 1.73
286.0412 C16H11ClO3- 2 286.0402 3.28
287.0117 C15H8ClO4- 1 287.0117 0.28
287.0478 C16H12ClO3- 1 287.048 -0.99
288.0199 C15H9ClO4- 1 288.0195 1.41
288.0796 C16H15ClNO2- 2 288.0797 -0.35
289.0273 C15H10ClO4- 1 289.0273 -0.1
290.0356 C15H11ClO4- 1 290.0351 1.53
291.0427 C15H12ClO4- 1 291.043 -0.83
292.0143 C14H9ClO5- 1 292.0144 -0.34
292.0381 C14H11ClNO4- 2 292.0382 -0.24
292.1112 C16H19ClNO2- 2 292.111 0.75
293.0462 C14H12ClNO4- 2 293.046 0.67
296.0329 C13H11ClNO5- 2 296.0331 -0.69
297.0325 C17H10ClO3- 1 297.0324 0.22
299.0108 C16H8ClO4- 2 299.0117 -2.91
299.0481 C17H12ClO3- 1 299.048 0.12
300.0273 C15H8O7- 2 300.0276 -0.94
300.0435 C16H11ClNO3- 2 300.0433 0.62
301.0272 C16H10ClO4- 1 301.0273 -0.23
302.0352 C16H11ClO4- 1 302.0351 0.21
303.0428 C16H12ClO4- 1 303.043 -0.53
304.1106 C20H16O3- 2 304.1105 0.29
305.0223 C15H10ClO5- 1 305.0222 0.12
306.0906 C16H17ClNO3- 2 306.0902 1.32
307.0378 C15H12ClO5- 1 307.0379 -0.15
309.0324 C18H10ClO3- 1 309.0324 0.18
310.0044 C17H7ClO4- 1 310.0038 1.85
311.0112 C17H8ClO4- 2 311.0117 -1.54
312.0195 C17H9ClO4- 1 312.0195 0.18
312.0792 C21H12O3- 2 312.0792 -0.04
313.0273 C17H10ClO4- 1 313.0273 -0.03
313.9992 C16H7ClO5- 1 313.9987 1.5
314.059 C17H13ClNO3- 2 314.0589 0.27
315.0064 C16H8ClO5- 1 315.0066 -0.59
315.0428 C17H12ClO4- 1 315.043 -0.51
318.0536 C19H10O5- 2 318.0534 0.62
319.0377 C16H12ClO5- 1 319.0379 -0.45
320.0323 C18H8O6- 2 320.0326 -0.96
322.012 C17H6O7- 2 322.0119 0.34
324.0274 C17H8O7- 2 324.0276 -0.5
325.0271 C18H10ClO4- 1 325.0273 -0.52
327.0067 C17H8ClO5- 1 327.0066 0.26
327.0435 C18H12ClO4- 1 327.043 1.65
328.0745 C18H15ClNO3- 2 328.0746 -0.38
329.0221 C17H10ClO5- 1 329.0222 -0.26
329.9935 C16H7ClO6- 2 329.9937 -0.56
330.0903 C18H17ClNO3- 2 330.0902 0.2
331.0379 C17H12ClO5- 1 331.0379 0.02
332.0703 C17H15ClNO4- 2 332.0695 2.44
334.0852 C17H17ClNO4- 2 334.0852 0.09
338.0001 C21H5ClNO2- 2 338.0014 -3.93
338.043 C18H10O7- 2 338.0432 -0.65
341.0256 C21H8ClNO2- 1 341.0249 1.89
341.994 C17H7ClO6- 1 341.9937 1.07
342.0544 C18H13ClNO4- 2 342.0539 1.73
343.0382 C18H12ClO5- 1 343.0379 0.83
344.0461 C18H13ClO5- 1 344.0457 1.22
345.0162 C17H10ClO6- 2 345.0171 -2.78
346.0848 C21H14O5- 2 346.0847 0.34
347.0328 C17H12ClO6- 1 347.0328 0.09
348.1008 C18H19ClNO4- 2 348.1008 -0.08
351.0069 C19H8ClO5- 1 351.0066 0.96
352.0218 C18H8O8- 2 352.0225 -1.89
353.0215 C19H10ClO5- 2 353.0222 -2.08
354.0536 C19H13ClNO4- 2 354.0539 -0.65
354.0909 C20H17ClNO3- 1 354.0902 1.74
356.0091 C18H9ClO6- 2 356.0093 -0.52
356.0704 C19H15ClNO4- 2 356.0695 2.45
356.1139 C19H18NO6- 2 356.114 -0.26
357.989 C17H7ClO7- 1 357.9886 1.23
359.0338 C18H12ClO6- 2 359.0328 2.87
364.0953 C21H16O6- 2 364.0952 0.28
368.0162 C15H11ClNO8- 1 368.0179 -4.5
369.0174 C19H10ClO6- 1 369.0171 0.79
370.0331 C15H13ClNO8- 1 370.0335 -1.1
370.0855 C20H17ClNO4- 1 370.0852 0.87
371.0324 C19H12ClO6- 2 371.0328 -1.18
373.0115 C18H10ClO7- 2 373.0121 -1.48
387.0275 C19H12ClO7- 2 387.0277 -0.63
388.0954 C20H19ClNO5- 1 388.0957 -0.86
389.0432 C19H14ClO7- 2 389.0434 -0.32
392.0906 C19H19ClNO6- 2 392.0906 -0.12
397.0114 C20H10ClO7- 2 397.0121 -1.57
398.0802 C21H17ClNO5- 1 398.0801 0.27
399.0759 C20H16ClN2O5- 1 399.0753 1.4
399.9988 C19H9ClO8- 2 399.9991 -0.96
415.0228 C20H12ClO8- 2 415.0226 0.51
416.0908 C21H19ClNO6- 1 416.0906 0.29
460.0812 C22H19ClNO8- 1 460.0805 1.5
PK$NUM_PEAK: 302
PK$PEAK: m/z int. rel.int.
57.0345 1202.7 1
59.0138 19845.9 24
63.0239 1249.5 1
65.0395 1587.2 1
65.9985 8892 10
67.007 10039.2 12
68.9981 7968.7 9
79.0552 1179.4 1
81.0218 1346.7 1
81.0345 1453 1
83.0138 1871.1 2
84.009 29450 36
86.0247 6827 8
87.0087 13226.8 16
91.019 1048.7 1
91.0554 1394.1 1
93.0345 4652.3 5
95.0137 2102.5 2
95.0504 1447.7 1
96.0091 1712 2
96.9931 6490.5 7
97.0294 1297.2 1
99.0088 13235.7 16
100.0767 10634 13
102.0561 8116.5 9
105.0345 2044.1 2
107.0501 8846.3 10
108.0216 5602.9 6
109.0294 28223.5 34
111.0089 7944.8 9
111.0453 9787.1 11
117.0349 4575.9 5
119.0138 4954.8 6
119.0501 2494.6 3
120.0454 1325.8 1
121.0294 2228.1 2
121.0658 11935.4 14
122.0008 1255 1
123.0088 4141.9 5
123.0452 10432.6 12
124.004 6835.3 8
124.0165 6336 7
124.0769 4877.1 5
124.9878 2721.4 3
125.072 48388.8 59
125.9877 1926.1 2
126.0196 7679.9 9
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//
