ACCESSION: MSBNK-Eawag-EQ368055
RECORD_TITLE: Chlortetracycline; LC-ESI-QFT; MS2; CE: 75; 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 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$CHROMATOGRAPHY: RETENTION_TIME 5.4 min
AC$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: splash10-014l-1930000000-400d3e1719578e5ae0f1
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
50.0035 C3N- 1 50.0036 -1.85
57.0346 C3H5O- 1 57.0346 0.91
59.0138 C2H3O2- 1 59.0139 -0.56
63.024 C5H3- 1 63.024 -0.06
65.0033 C4HO- 1 65.0033 0.03
65.0397 C5H5- 1 65.0397 0.25
65.9985 C3NO- 1 65.9985 -0.11
67.019 C4H3O- 1 67.0189 0.32
68.0142 C3H2NO- 1 68.0142 -0.55
68.9982 C3HO2- 1 68.9982 0.54
69.0347 C4H5O- 1 69.0346 2.2
71.0138 C3H3O2- 1 71.0139 -0.89
75.0241 C6H3- 1 75.024 1.02
77.0396 C6H5- 1 77.0397 -0.7
78.0349 C5H4N- 1 78.0349 0.22
79.0189 C5H3O- 1 79.0189 -0.74
79.0553 C6H7- 1 79.0553 0.08
81.0219 C4H3NO- 1 81.022 -1.51
81.0345 C5H5O- 1 81.0346 -0.72
83.0139 C4H3O2- 1 83.0139 -0.04
83.0502 C5H7O- 1 83.0502 0.02
84.0091 C3H2NO2- 1 84.0091 -0.38
86.0247 C3H4NO2- 1 86.0248 -0.02
87.0087 C3H3O3- 1 87.0088 -0.89
89.0396 C7H5- 1 89.0397 -0.94
90.035 C6H4N- 1 90.0349 0.41
91.0189 C6H3O- 1 91.0189 -0.31
91.0553 C7H7- 1 91.0553 -0.7
93.0346 C6H5O- 1 93.0346 -0.3
95.0139 C5H3O2- 1 95.0139 0.07
95.0503 C6H7O- 2 95.0502 0.44
96.0091 C4H2NO2- 2 96.0091 0.08
96.9931 C4HO3- 1 96.9931 -0.49
97.0295 C5H5O2- 2 97.0295 0.07
99.0087 C4H3O3- 1 99.0088 -0.38
100.077 C5H10NO- 1 100.0768 2.32
103.0553 C8H7- 1 103.0553 -0.33
104.0268 C7H4O- 2 104.0268 -0.03
105.0345 C7H5O- 1 105.0346 -0.56
107.0138 C6H3O2- 1 107.0139 -0.59
107.0502 C7H7O- 2 107.0502 -0.08
108.0216 C6H4O2- 2 108.0217 -0.44
109.0295 C6H5O2- 2 109.0295 -0.03
111.0087 C5H3O3- 1 111.0088 -0.97
111.0452 C6H7O2- 2 111.0452 0.06
115.0189 C8H3O- 2 115.0189 -0.25
117.0346 C8H5O- 2 117.0346 0.44
118.03 C7H4NO- 2 118.0298 1.12
119.0139 C7H3O2- 2 119.0139 -0.02
119.0503 C8H7O- 2 119.0502 0.27
120.009 C6H2NO2- 2 120.0091 -0.6
120.0218 C7H4O2- 2 120.0217 1.27
120.0457 C7H6NO- 2 120.0455 1.44
121.0295 C7H5O2- 2 121.0295 -0.27
121.0659 C8H9O- 2 121.0659 0.18
122.0008 C6H2O3- 1 122.0009 -1.09
122.0249 C6H4NO2- 2 122.0248 1.3
122.0372 C7H6O2- 1 122.0373 -1.29
123.0088 C6H3O3- 2 123.0088 0.43
123.0452 C7H7O2- 2 123.0452 0.54
124.004 C5H2NO3- 2 124.004 0.03
124.0165 C6H4O3- 2 124.0166 -0.75
124.0768 C7H10NO- 2 124.0768 0.26
124.98 C6H2ClO- 1 124.98 0.27
124.9879 C5HO4- 2 124.988 -0.66
125.0243 C6H5O3- 2 125.0244 -0.62
125.072 C6H9N2O- 1 125.072 -0.21
125.9877 C6H3ClO- 1 125.9878 -1.04
126.0197 C5H4NO3- 2 126.0197 0.11
126.0561 C6H8NO2- 2 126.0561 0.06
126.9956 C6H4ClO- 1 126.9956 -0.05
129.0347 C9H5O- 2 129.0346 1.1
130.0422 C9H6O- 1 130.0424 -1.41
131.0138 C8H3O2- 2 131.0139 -0.48
131.0504 C9H7O- 2 131.0502 1.08
132.0217 C8H4O2- 2 132.0217 0.24
133.0295 C8H5O2- 2 133.0295 -0.17
134.0248 C7H4NO2- 2 134.0248 0.13
134.0371 C8H6O2- 1 134.0373 -1.55
135.0088 C7H3O3- 2 135.0088 0.31
135.0452 C8H7O2- 2 135.0452 0.05
136.0165 C7H4O3- 2 136.0166 -0.53
136.0403 C7H6NO2- 2 136.0404 -0.75
137.0242 C7H5O3- 2 137.0244 -1.37
137.0607 C8H9O2- 2 137.0608 -0.83
137.996 C6H2O4- 2 137.9959 1.18
138.0323 C7H6O3- 2 138.0322 0.05
139.0149 C5H3N2O3- 1 139.0149 0.1
140.0037 C7H5ClO- 1 140.0034 2.14
141.9828 C6H3ClO2- 1 141.9827 0.59
142.9987 C5H3O5- 2 142.9986 0.72
143.0135 C9H3O2- 1 143.0139 -2.47
143.0502 C10H7O- 2 143.0502 -0.2
145.0294 C9H5O2- 2 145.0295 -0.57
146.0373 C9H6O2- 2 146.0373 -0.4
147.0452 C9H7O2- 2 147.0452 0.32
148.0165 C8H4O3- 2 148.0166 -0.9
149.0243 C8H5O3- 2 149.0244 -0.65
149.0608 C9H9O2- 2 149.0608 -0.09
149.9958 C7H2O4- 2 149.9959 -0.65
150.0198 C7H4NO3- 2 150.0197 1.16
150.9957 C8H4ClO- 1 150.9956 0.29
152.0353 C7H6NO3- 2 152.0353 -0.18
153.0113 C8H6ClO- 1 153.0113 0.48
153.0556 C8H9O3- 2 153.0557 -0.64
154.9908 C7H4ClO2- 1 154.9905 1.8
157.0292 C10H5O2- 1 157.0295 -2.12
158.0374 C10H6O2- 2 158.0373 0.65
159.0088 C9H3O3- 2 159.0088 0.27
159.0451 C10H7O2- 2 159.0452 -0.14
160.0166 C9H4O3- 2 160.0166 0.11
161.0245 C9H5O3- 2 161.0244 0.26
162.0197 C8H4NO3- 2 162.0197 0.21
163.0038 C8H3O4- 2 163.0037 0.48
163.0272 C8H5NO3- 2 163.0275 -1.97
163.0401 C9H7O3- 2 163.0401 0.08
164.0115 C8H4O4- 2 164.0115 -0.04
164.0354 C8H6NO3- 2 164.0353 0.81
165.0114 C9H6ClO- 1 165.0113 0.63
165.0429 C8H7NO3- 2 165.0431 -1.4
166.9904 C8H4ClO2- 1 166.9905 -0.78
167.0502 C12H7O- 2 167.0502 -0.05
169.0062 C8H6ClO2- 1 169.0062 0.29
170.0374 C11H6O2- 2 170.0373 0.48
170.9855 C7H4ClO3- 1 170.9854 0.26
171.0451 C11H7O2- 2 171.0452 -0.19
172.0165 C10H4O3- 2 172.0166 -0.71
172.0531 C11H8O2- 2 172.053 0.65
173.0242 C10H5O3- 2 173.0244 -1.14
174.0321 C10H6O3- 2 174.0322 -0.99
175.0325 C11H8Cl- 2 175.032 3.13
175.0401 C10H7O3- 2 175.0401 0.36
176.0115 C9H4O4- 2 176.0115 -0.15
177.0112 C10H6ClO- 1 177.0113 -0.43
177.0306 C8H5N2O3- 1 177.0306 0.19
178.9905 C9H4ClO2- 1 178.9905 -0.17
179.9983 C9H5ClO2- 1 179.9984 -0.42
180.0301 C8H6NO4- 2 180.0302 -0.73
180.0579 C13H8O- 2 180.0581 -1.07
181.006 C9H6ClO2- 1 181.0062 -0.83
181.066 C13H9O- 2 181.0659 0.39
182.0375 C12H6O2- 2 182.0373 0.94
183.0454 C12H7O2- 2 183.0452 1.13
184.0527 C12H8O2- 2 184.053 -1.4
185.0245 C11H5O3- 2 185.0244 0.23
185.0607 C12H9O2- 2 185.0608 -0.4
186.0322 C11H6O3- 2 186.0322 -0.28
187.0401 C11H7O3- 2 187.0401 -0.04
188.0479 C11H8O3- 2 188.0479 -0.07
189.0194 C10H5O4- 2 189.0193 0.2
190.0274 C10H6O4- 2 190.0272 1.22
191.0266 C11H8ClO- 1 191.0269 -1.6
191.0341 C10H7O4- 1 191.035 -4.46
191.05 C14H7O- 2 191.0502 -1.3
191.9985 C10H5ClO2- 1 191.9984 0.7
193.006 C10H6ClO2- 1 193.0062 -0.78
193.0656 C14H9O- 2 193.0659 -1.29
194.037 C13H6O2- 2 194.0373 -1.48
194.9854 C9H4ClO3- 1 194.9854 -0.13
195.9934 C9H5ClO3- 1 195.9933 0.51
196.0528 C13H8O2- 2 196.053 -1.16
197.0012 C9H6ClO3- 1 197.0011 0.73
197.0245 C12H5O3- 2 197.0244 0.27
197.0608 C13H9O2- 2 197.0608 -0.27
198.0321 C12H6O3- 2 198.0322 -0.72
199.0401 C12H7O3- 2 199.0401 -0.09
199.0766 C13H11O2- 2 199.0765 0.54
201.0111 C12H6ClO- 1 201.0113 -0.68
201.0198 C8H8ClNO3- 2 201.0198 -0.2
203.027 C12H8ClO- 1 203.0269 0.41
205.0061 C11H6ClO2- 1 205.0062 -0.49
206.014 C11H7ClO2- 1 206.014 -0.17
207.0218 C11H8ClO2- 1 207.0218 0
207.0451 C14H7O2- 2 207.0452 -0.5
207.9935 C10H5ClO3- 1 207.9933 1.01
208.0532 C14H8O2- 2 208.053 1.07
209.024 C13H5O3- 2 209.0244 -2.19
209.0609 C14H9O2- 2 209.0608 0.46
210.032 C13H6O3- 2 210.0322 -1.3
211.0402 C13H7O3- 2 211.0401 0.53
211.0764 C14H11O2- 2 211.0765 -0.02
212.0479 C13H8O3- 2 212.0479 -0.11
213.0556 C13H9O3- 2 213.0557 -0.46
214.0272 C12H6O4- 2 214.0272 0.34
215.0267 C13H8ClO- 1 215.0269 -0.96
215.036 C9H10ClNO3- 2 215.0355 2.33
217.0056 C12H6ClO2- 1 217.0062 -2.58
217.0426 C13H10ClO- 1 217.0426 -0.03
219.0218 C12H8ClO2- 1 219.0218 0.04
219.0451 C15H7O2- 2 219.0452 -0.06
220.0297 C12H9ClO2- 1 220.0297 0.06
220.0531 C15H8O2- 2 220.053 0.51
221.0011 C11H6ClO3- 1 221.0011 0.2
221.0373 C12H10ClO2- 1 221.0375 -0.64
221.0608 C15H9O2- 2 221.0608 -0.15
222.0323 C14H6O3- 2 222.0322 0.17
223.0763 C15H11O2- 2 223.0765 -0.6
224.0482 C11H11ClNO2- 2 224.0484 -0.89
225.0556 C14H9O3- 2 225.0557 -0.7
226.0271 C13H6O4- 2 226.0272 -0.43
227.0352 C13H7O4- 2 227.035 0.91
229.0061 C13H6ClO2- 1 229.0062 -0.18
229.0417 C14H10ClO- 2 229.0426 -3.83
230.0134 C13H7ClO2- 1 230.014 -2.46
231.0215 C13H8ClO2- 1 231.0218 -1.47
231.9936 C12H5ClO3- 1 231.9933 1.55
233.0014 C12H6ClO3- 1 233.0011 1.44
233.0373 C13H10ClO2- 1 233.0375 -0.69
233.0607 C16H9O2- 2 233.0608 -0.53
235.017 C12H8ClO3- 1 235.0167 1.25
235.04 C15H7O3- 2 235.0401 -0.33
235.0529 C13H12ClO2- 1 235.0531 -0.94
235.9877 C11H5ClO4- 1 235.9882 -2.18
236.0476 C15H8O3- 2 236.0479 -1.16
238.004 C11H7ClO4- 1 238.0038 0.61
238.0269 C14H6O4- 2 238.0272 -1.04
240.043 C14H8O4- 2 240.0428 0.72
243.0215 C14H8ClO2- 1 243.0218 -1.36
245.0013 C13H6ClO3- 1 245.0011 0.75
245.0373 C14H10ClO2- 1 245.0375 -0.7
246.0087 C13H7ClO3- 1 246.0089 -1.02
247.0167 C13H8ClO3- 1 247.0167 -0.02
247.0402 C16H7O3- 2 247.0401 0.5
248.0244 C13H9ClO3- 1 248.0246 -0.73
248.0478 C16H8O3- 2 248.0479 -0.33
248.9964 C12H6ClO4- 1 248.996 1.65
249.0552 C16H9O3- 2 249.0557 -1.96
250.0266 C15H6O4- 2 250.0272 -2.03
251.0349 C15H7O4- 2 251.035 -0.33
253.0049 C16HN2O2- 1 253.0044 2.01
253.0161 C17H3NO2- 1 253.0169 -3.39
253.0506 C15H9O4- 2 253.0506 0.03
255.0206 C16H3N2O2- 2 255.02 2.27
257.0375 C15H10ClO2- 1 257.0375 -0.04
258.0072 C15H2N2O3- 1 258.0071 0.42
258.0172 C10H9ClNO5- 2 258.0175 -1.02
259.0162 C14H8ClO3- 2 259.0167 -2.11
259.9875 C13H5ClO4- 2 259.9882 -2.6
260.0251 C14H9ClO3- 1 260.0246 2.08
260.0493 C14H11ClNO2- 2 260.0484 3.69
260.996 C13H6ClO4- 1 260.996 0.08
261.0322 C14H10ClO3- 1 261.0324 -0.9
263.0351 C16H7O4- 2 263.035 0.64
263.0481 C14H12ClO3- 1 263.048 0.17
264.043 C16H8O4- 2 264.0428 0.84
265.0273 C13H10ClO4- 1 265.0273 -0.11
265.05 C16H9O4- 2 265.0506 -2.31
266.0215 C15H6O5- 2 266.0221 -2.11
268.0377 C15H8O5- 2 268.0377 -0.01
269.0007 C15H6ClO3- 1 269.0011 -1.47
271.0168 C15H8ClO3- 1 271.0167 0.02
272.9961 C14H6ClO4- 1 272.996 0.4
273.0325 C15H10ClO3- 1 273.0324 0.27
274.0038 C14H7ClO4- 1 274.0038 -0.09
275.012 C14H8ClO4- 1 275.0117 1.42
275.0349 C17H7O4- 2 275.035 -0.37
276.0434 C14H11ClNO3- 2 276.0433 0.38
278.0218 C16H6O5- 2 278.0221 -1.01
283.0161 C16H8ClO3- 2 283.0167 -2.46
284.033 C12H11ClNO5- 2 284.0331 -0.58
284.9959 C15H6ClO4- 1 284.996 -0.46
285.0322 C16H10ClO3- 1 285.0324 -0.51
286.0036 C15H7ClO4- 1 286.0038 -0.82
287.0109 C15H8ClO4- 2 287.0117 -2.47
289.0268 C15H10ClO4- 2 289.0273 -1.8
296.0331 C13H11ClNO5- 2 296.0331 -0.18
300.0274 C15H8O7- 2 300.0276 -0.64
301.0272 C16H10ClO4- 1 301.0273 -0.23
301.9987 C15H7ClO5- 1 301.9987 -0.03
308.996 C17H6ClO4- 1 308.996 0.03
311.0113 C17H8ClO4- 2 311.0117 -1.03
328.023 C13H11ClNO7- 2 328.023 0.2
329.0221 C17H10ClO5- 1 329.0222 -0.44
PK$NUM_PEAK: 273
PK$PEAK: m/z int. rel.int.
50.0035 1524.4 2
57.0346 1745.4 3
59.0138 16647.6 28
63.024 40936.1 70
65.0033 14367.5 24
65.0397 26916 46
65.9985 25011.1 42
67.019 4918.2 8
68.0142 1294.8 2
68.9982 28476.4 48
69.0347 1550.7 2
71.0138 1978.5 3
75.0241 4364.7 7
77.0396 1724.4 2
78.0349 1031.7 1
79.0189 4300 7
79.0553 13105.9 22
81.0219 1346.4 2
81.0345 10947.5 18
83.0139 2270.4 3
83.0502 14224.6 24
84.0091 57301.7 98
86.0247 5224 8
87.0087 1669.6 2
89.0396 7564.2 13
90.035 1823.4 3
91.0189 15495.3 26
91.0553 5213.7 8
93.0346 36022.1 61
95.0139 14321 24
95.0503 11944 20
96.0091 12591.3 21
96.9931 13073.9 22
97.0295 4380.9 7
99.0087 4359.3 7
100.077 1710.3 2
103.0553 5388.5 9
104.0268 1464.6 2
105.0345 22262.7 38
107.0138 11953 20
107.0502 36537.7 62
108.0216 16567 28
109.0295 49791 85
111.0087 2231.5 3
111.0452 32988.7 56
115.0189 1531.3 2
117.0346 48806.8 83
118.03 5265.3 9
119.0139 30614.9 52
119.0503 10777.1 18
120.009 1696.3 2
120.0218 1933.2 3
120.0457 1241.7 2
121.0295 21961.3 37
121.0659 18528 31
122.0008 1317.6 2
122.0249 2277.7 3
122.0372 4216.5 7
123.0088 6255.7 10
123.0452 43011 73
124.004 5309.9 9
124.0165 4889.2 8
124.0768 1700.1 2
124.98 17856 30
124.9879 2013.2 3
125.0243 2107.1 3
125.072 3699 6
125.9877 5618.6 9
126.0197 2007.5 3
126.0561 23505.6 40
126.9956 261359.4 449
129.0347 4009.3 6
130.0422 2571.4 4
131.0138 11429.8 19
131.0504 8184.4 14
132.0217 10252.9 17
133.0295 59180.2 101
134.0248 32889.6 56
134.0371 4023.6 6
135.0088 90405.1 155
135.0452 48089.3 82
136.0165 6628.3 11
136.0403 6955.1 11
137.0242 11541.3 19
137.0607 1978.8 3
137.996 1669.8 2
138.0323 2295.5 3
139.0149 45346.7 77
140.0037 1397.5 2
141.9828 13316.1 22
142.9987 4882 8
143.0135 1648.5 2
143.0502 4977.7 8
145.0294 22044.3 37
146.0373 4263.3 7
147.0452 22303.9 38
148.0165 1876.4 3
149.0243 20426.1 35
149.0608 22506.6 38
149.9958 5549.3 9
150.0198 6287.1 10
150.9957 63432.8 109
152.0353 5180.9 8
153.0113 19605 33
153.0556 1247.9 2
154.9908 4277 7
157.0292 1677.9 2
158.0374 5403.9 9
159.0088 5464.9 9
159.0451 7027.8 12
160.0166 26445.9 45
161.0245 33665.8 57
162.0197 30709.4 52
163.0038 37297.6 64
163.0272 2387.1 4
163.0401 7170 12
164.0115 6757.4 11
164.0354 4986.7 8
165.0114 1054.6 1
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//
