ACCESSION: MSBNK-Eawag-EQ320554
RECORD_TITLE: Minocycline; LC-ESI-QFT; MS2; CE: 60; R=35000; [M-H]-
DATE: 2015.08.26
AUTHORS: Beck B, Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2015 Eawag, Duebendorf, Switzerland
COMMENT: CONFIDENCE standard compound
COMMENT: EAWAG_UCHEM_ID 3205
CH$NAME: Minocycline
CH$NAME: Minocin
CH$NAME: (4S,4aS,5aR,12aS)-4,7-Bis(dimethylamino)-3,10,12,12a-tetrahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydro-2-tetracenecarboxamide
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C23H27N3O7
CH$EXACT_MASS: 457.18490
CH$SMILES: [H][C@@]12CC3=C(C(O)=CC=C3N(C)C)C(=O)C1=C(O)[C@]1(O)C(=O)C(C(N)=O)=C(O)[C@@H](N(C)C)[C@]1([H])C2
CH$IUPAC: InChI=1S/C23H27N3O7/c1-25(2)12-5-6-13(27)15-10(12)7-9-8-11-17(26(3)4)19(29)16(22(24)32)21(31)23(11,33)20(30)14(9)18(15)28/h5-6,9,11,17,27,29-30,33H,7-8H2,1-4H3,(H2,24,32)/t9-,11-,17-,23-/m0/s1
CH$LINK: CAS
10118-90-8
CH$LINK: CHEBI
50694
CH$LINK: KEGG
C07225
CH$LINK: LIPIDMAPS
LMPK07000002
CH$LINK: PUBCHEM
CID:54675783
CH$LINK: INCHIKEY
DYKFCLLONBREIL-KVUCHLLUSA-N
CH$LINK: CHEMSPIDER
16735907
CH$LINK: COMPTOX
DTXSID1045033
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$MASS_SPECTROMETRY: COLLISION_ENERGY 60 (nominal)
AC$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 3.6 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 456.1772
MS$FOCUSED_ION: PRECURSOR_M/Z 456.1776
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$SPLASH: splash10-000i-0390000000-d52131f98ad1d88e178c
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
63.024 C5H3- 1 63.024 -0.53
64.0191 C4H2N- 1 64.0193 -2.07
65.0032 C4HO- 1 65.0033 -1.97
65.9985 C3NO- 1 65.9985 -0.26
68.0142 C3H2NO- 1 68.0142 0.63
68.9983 C3HO2- 1 68.9982 0.97
71.0137 C3H3O2- 1 71.0139 -1.73
81.022 C4H3NO- 1 81.022 -0.28
81.0345 C5H5O- 1 81.0346 -0.47
82.0297 C4H4NO- 1 82.0298 -1.31
84.009 C3H2NO2- 1 84.0091 -1.09
86.0247 C3H4NO2- 1 86.0248 -1.07
91.0188 C6H3O- 1 91.0189 -1.85
93.0344 C6H5O- 1 93.0346 -1.7
95.0138 C5H3O2- 1 95.0139 -1.08
96.0091 C4H2NO2- 1 96.0091 -0.44
96.993 C4HO3- 1 96.9931 -1.11
97.0294 C5H5O2- 1 97.0295 -0.86
99.0087 C4H3O3- 1 99.0088 -0.28
107.0138 C6H3O2- 1 107.0139 -0.31
107.0501 C7H7O- 1 107.0502 -1.29
107.0614 C6H7N2- 1 107.0615 -1.14
108.0216 C6H4O2- 1 108.0217 -1.09
109.0294 C6H5O2- 1 109.0295 -0.85
109.0409 C5H5N2O- 1 109.0407 1.23
111.0087 C5H3O3- 1 111.0088 -0.97
111.0326 C5H5NO2- 1 111.0326 0.21
118.0298 C7H4NO- 1 118.0298 0.11
119.0138 C7H3O2- 1 119.0139 -0.61
121.0295 C7H5O2- 1 121.0295 0.14
121.0535 C7H7NO- 1 121.0533 1.63
122.0372 C7H6O2- 1 122.0373 -1.05
123.0085 C6H3O3- 1 123.0088 -1.93
123.045 C7H7O2- 1 123.0452 -1.24
124.0038 C5H2NO3- 1 124.004 -1.42
124.04 C6H6NO2- 1 124.0404 -3.48
124.0766 C7H10NO- 1 124.0768 -1.19
125.0719 C6H9N2O- 1 125.072 -1.01
126.0196 C5H4NO3- 1 126.0197 -0.69
126.0559 C6H8NO2- 1 126.0561 -0.81
132.0453 C8H6NO- 1 132.0455 -1.12
134.0248 C7H4NO2- 1 134.0248 -0.01
135.0087 C7H3O3- 1 135.0088 -0.13
135.069 C8H9NO- 1 135.069 0.06
136.0403 C7H6NO2- 1 136.0404 -0.75
137.0243 C7H5O3- 1 137.0244 -0.71
138.0322 C7H6O3- 1 138.0322 -0.67
139.0148 C5H3N2O3- 1 139.0149 -0.83
142.0143 C5H4NO4- 1 142.0146 -1.77
142.9984 C5H3O5- 1 142.9986 -1.45
145.0293 C9H5O2- 1 145.0295 -1.54
146.0611 C9H8NO- 1 146.0611 -0.19
150.0195 C7H4NO3- 1 150.0197 -1.31
150.0924 C9H12NO- 1 150.0924 -0.52
152.0351 C7H6NO3- 1 152.0353 -1.1
152.072 C8H10NO2- 1 152.0717 2.16
153.0194 C7H5O4- 1 153.0193 0.38
154.0384 C6H6N2O3- 1 154.0384 0
154.0876 C8H12NO2- 1 154.0874 1.41
157.0535 C10H7NO- 1 157.0533 1.07
160.0403 C9H6NO2- 1 160.0404 -0.51
161.0357 C8H5N2O2- 1 161.0357 0.06
162.0196 C8H4NO3- 1 162.0197 -0.16
163.0036 C8H3O4- 1 163.0037 -0.2
163.0274 C8H5NO3- 1 163.0275 -0.32
164.0116 C8H4O4- 1 164.0115 0.32
164.0347 C8H6NO3- 1 164.0353 -3.58
164.0712 C9H10NO2- 1 164.0717 -3.12
165.0192 C8H5O4- 1 165.0193 -0.56
165.0303 C7H5N2O3- 1 165.0306 -1.37
165.043 C8H7NO3- 1 165.0431 -0.74
166.0873 C9H12NO2- 1 166.0874 -0.01
169.0253 C6H5N2O4- 1 169.0255 -0.95
169.0619 C7H9N2O3- 1 169.0619 -0.03
171.0688 C11H9NO- 1 171.069 -0.66
172.0404 C10H6NO2- 1 172.0404 -0.07
173.0481 C10H7NO2- 1 173.0482 -0.73
174.0558 C10H8NO2- 1 174.0561 -1.28
176.035 C9H6NO3- 1 176.0353 -2.08
177.0305 C8H5N2O3- 1 177.0306 -0.31
180.0302 C8H6NO4- 1 180.0302 -0.01
181.0142 C8H5O5- 1 181.0142 -0.37
181.0378 C8H7NO4- 1 181.0381 -1.31
186.0284 C6H6N2O5- 1 186.0282 0.81
186.0559 C11H8NO2- 1 186.0561 -0.76
186.0923 C12H12NO- 1 186.0924 -0.79
187.0638 C11H9NO2- 1 187.0639 -0.36
188.0352 C10H6NO3- 1 188.0353 -0.67
188.0716 C11H10NO2- 1 188.0717 -0.7
190.0509 C10H8NO3- 1 190.051 -0.4
199.0634 C12H9NO2- 1 199.0639 -2.45
200.0714 C12H10NO2- 1 200.0717 -1.61
201.0437 C11H7NO3- 1 201.0431 2.63
201.0792 C12H11NO2- 1 201.0795 -1.73
202.0508 C11H8NO3- 1 202.051 -0.78
202.0873 C12H12NO2- 1 202.0874 -0.36
203.0588 C11H9NO3- 1 203.0588 -0.16
204.0301 C10H6NO4- 1 204.0302 -0.74
207.077 C10H11N2O3- 1 207.0775 -2.68
209.0842 C14H11NO- 1 209.0846 -2.16
209.0933 C10H13N2O3- 1 209.0932 0.45
210.0559 C13H8NO2- 1 210.0561 -0.91
211.1001 C14H13NO- 1 211.1003 -0.72
212.0717 C13H10NO2- 1 212.0717 -0.2
213.0791 C13H11NO2- 1 213.0795 -2.05
214.0509 C12H8NO3- 1 214.051 -0.22
214.0872 C13H12NO2- 1 214.0874 -0.94
215.0586 C12H9NO3- 1 215.0588 -1.03
215.0953 C13H13NO2- 1 215.0952 0.52
216.0657 C12H10NO3- 1 216.0666 -4.43
216.1028 C13H14NO2- 1 216.103 -0.7
218.0456 C11H8NO4- 1 218.0459 -1.06
221.0848 C15H11NO- 1 221.0846 0.94
222.0556 C14H8NO2- 1 222.0561 -2.17
223.0641 C14H9NO2- 1 223.0639 1.04
224.0481 C14H8O3- 1 224.0479 0.79
224.0716 C14H10NO2- 1 224.0717 -0.5
225.0556 C14H9O3- 1 225.0557 -0.43
225.0794 C14H11NO2- 1 225.0795 -0.79
226.0876 C14H12NO2- 1 226.0874 1.05
226.1234 C15H16NO- 1 226.1237 -1.41
227.095 C14H13NO2- 1 227.0952 -0.56
228.0665 C13H10NO3- 1 228.0666 -0.64
229.0741 C13H11NO3- 1 229.0744 -1.32
230.082 C13H12NO3- 1 230.0823 -1.29
236.0721 C15H10NO2- 1 236.0717 1.6
236.1082 C16H14NO- 1 236.1081 0.6
237.056 C15H9O3- 1 237.0557 1.11
237.0793 C15H11NO2- 1 237.0795 -1
238.051 C14H8NO3- 1 238.051 -0.03
238.0627 C13H8N3O2- 2 238.0622 2.31
238.0872 C15H12NO2- 1 238.0874 -0.85
239.0588 C14H9NO3- 1 239.0588 0.03
239.095 C15H13NO2- 1 239.0952 -0.57
240.0665 C14H10NO3- 1 240.0666 -0.53
240.1029 C15H14NO2- 1 240.103 -0.38
241.0743 C14H11NO3- 1 241.0744 -0.75
242.0821 C14H12NO3- 1 242.0823 -0.77
242.1186 C15H16NO2- 1 242.1187 -0.3
243.0541 C13H9NO4- 1 243.0537 1.5
243.0898 C14H13NO3- 1 243.0901 -1.08
244.0977 C14H14NO3- 1 244.0979 -0.85
246.0778 C13H12NO4- 1 246.0772 2.35
248.0714 C16H10NO2- 1 248.0717 -1.26
249.0794 C16H11NO2- 1 249.0795 -0.35
250.0511 C15H8NO3- 1 250.051 0.61
250.0873 C16H12NO2- 1 250.0874 -0.01
251.0589 C15H9NO3- 1 251.0588 0.55
251.0942 C16H13NO2- 1 251.0952 -3.85
252.0665 C15H10NO3- 1 252.0666 -0.38
252.1027 C16H14NO2- 1 252.103 -1.16
253.0743 C15H11NO3- 1 253.0744 -0.52
254.0462 C14H8NO4- 1 254.0459 1.18
254.083 C15H12NO3- 1 254.0823 3
254.1183 C16H16NO2- 1 254.1187 -1.19
255.0538 C14H9NO4- 1 255.0537 0.41
255.0899 C15H13NO3- 1 255.0901 -0.83
256.0975 C15H14NO3- 1 256.0979 -1.47
256.1578 C16H20N2O- 1 256.1581 -1.3
258.0766 C14H12NO4- 1 258.0772 -2.37
258.1133 C15H16NO3- 1 258.1136 -1.07
261.0795 C17H11NO2- 1 261.0795 -0.22
262.0871 C17H12NO2- 1 262.0874 -0.85
263.0712 C17H11O3- 2 263.0714 -0.64
263.0948 C17H13NO2- 1 263.0952 -1.47
264.0666 C16H10NO3- 1 264.0666 -0.1
264.1022 C17H14NO2- 1 264.103 -3.11
265.0743 C16H11NO3- 1 265.0744 -0.72
266.082 C16H12NO3- 1 266.0823 -0.85
266.1182 C17H16NO2- 1 266.1187 -1.7
267.0899 C16H13NO3- 1 267.0901 -0.91
268.0614 C15H10NO4- 1 268.0615 -0.68
268.0978 C16H14NO3- 1 268.0979 -0.62
269.0691 C15H11NO4- 1 269.0694 -0.95
269.1058 C16H15NO3- 1 269.1057 0.36
269.1296 C16H17N2O2- 1 269.1296 0.11
270.0771 C15H12NO4- 1 270.0772 -0.45
270.1133 C16H16NO3- 1 270.1136 -0.91
271.0848 C15H13NO4- 1 271.085 -0.61
272.1288 C16H18NO3- 1 272.1292 -1.57
274.0505 C17H8NO3- 1 274.051 -1.89
275.0584 C17H9NO3- 1 275.0588 -1.61
276.0665 C17H10NO3- 1 276.0666 -0.42
276.1024 C18H14NO2- 1 276.103 -2
277.0741 C17H11NO3- 1 277.0744 -1.13
278.0455 C16H8NO4- 1 278.0459 -1.23
278.0581 C17H10O4- 2 278.0585 -1.25
278.082 C17H12NO3- 1 278.0823 -0.82
278.1184 C18H16NO2- 1 278.1187 -1.09
279.0899 C17H13NO3- 1 279.0901 -0.87
280.0616 C16H10NO4- 1 280.0615 0.1
280.0978 C17H14NO3- 1 280.0979 -0.38
281.0693 C16H11NO4- 1 281.0694 -0.27
281.1058 C17H15NO3- 1 281.1057 0.24
282.077 C16H12NO4- 1 282.0772 -0.64
282.1134 C17H16NO3- 1 282.1136 -0.66
283.0847 C16H13NO4- 1 283.085 -0.91
284.0923 C16H14NO4- 1 284.0928 -1.91
284.1283 C17H18NO3- 1 284.1292 -3.33
284.1533 C17H20N2O2- 1 284.153 0.82
285.1005 C16H15NO4- 1 285.1007 -0.44
286.1084 C16H16NO4- 1 286.1085 -0.29
288.0663 C18H10NO3- 1 288.0666 -1.24
289.0743 C18H11NO3- 1 289.0744 -0.53
290.082 C18H12NO3- 1 290.0823 -0.89
291.0542 C17H9NO4- 1 291.0537 1.73
291.0898 C18H13NO3- 1 291.0901 -0.93
292.0614 C17H10NO4- 1 292.0615 -0.62
292.0971 C18H14NO3- 1 292.0979 -2.87
293.0692 C17H11NO4- 1 293.0694 -0.67
294.0409 C16H8NO5- 1 294.0408 0.35
294.0771 C17H12NO4- 1 294.0772 -0.17
294.1131 C18H16NO3- 1 294.1136 -1.45
296.0567 C16H10NO5- 1 296.0564 0.99
296.093 C17H14NO4- 1 296.0928 0.57
296.1289 C18H18NO3- 1 296.1292 -1.04
297.1246 C17H17N2O3- 1 297.1245 0.59
298.1082 C17H16NO4- 1 298.1085 -0.78
299.1161 C17H17NO4- 1 299.1163 -0.79
299.1403 C17H19N2O3- 1 299.1401 0.72
300.1242 C17H18NO4- 1 300.1241 0.19
304.0607 C18H10NO4- 1 304.0615 -2.7
304.0979 C19H14NO3- 1 304.0979 0.08
305.0692 C18H11NO4- 1 305.0694 -0.51
306.077 C18H12NO4- 1 306.0772 -0.76
306.1142 C19H16NO3- 1 306.1136 2.2
307.0849 C18H13NO4- 1 307.085 -0.31
308.0564 C17H10NO5- 1 308.0564 -0.12
308.093 C18H14NO4- 1 308.0928 0.64
309.0638 C17H11NO5- 1 309.0643 -1.43
309.101 C18H15NO4- 1 309.1007 1.01
309.1239 C18H17N2O3- 1 309.1245 -1.86
310.072 C17H12NO5- 1 310.0721 -0.47
310.1082 C18H16NO4- 1 310.1085 -0.81
310.1324 C18H18N2O3- 1 310.1323 0.25
311.08 C17H13NO5- 1 311.0799 0.16
311.1402 C18H19N2O3- 1 311.1401 0.4
312.1475 C18H20N2O3- 1 312.1479 -1.48
313.1193 C17H17N2O4- 1 313.1194 -0.13
315.1719 C18H23N2O3- 1 315.1714 1.5
316.0614 C19H10NO4- 1 316.0615 -0.26
317.0691 C19H11NO4- 1 317.0694 -0.87
318.0404 C18H8NO5- 1 318.0408 -1.15
320.0561 C18H10NO5- 1 320.0564 -1.05
320.0929 C19H14NO4- 1 320.0928 0.09
321.1021 C19H15NO4- 2 321.1007 4.4
321.1242 C19H17N2O3- 1 321.1245 -0.83
322.1082 C19H16NO4- 1 322.1085 -0.84
324.0879 C18H14NO5- 1 324.0877 0.51
326.1037 C18H16NO5- 1 326.1034 0.81
328.1423 C18H20N2O4- 1 328.1429 -1.69
332.056 C19H10NO5- 1 332.0564 -1.43
333.0647 C19H11NO5- 1 333.0643 1.38
334.0719 C19H12NO5- 1 334.0721 -0.68
335.0808 C19H13NO5- 1 335.0799 2.74
335.1391 C20H19N2O3- 1 335.1401 -2.94
336.0509 C18H10NO6- 1 336.0514 -1.46
336.0881 C19H14NO5- 1 336.0877 1.14
336.1471 C20H20N2O3- 1 336.1479 -2.41
337.0603 C18H11NO6- 2 337.0592 3.31
337.12 C19H17N2O4- 1 337.1194 1.75
339.171 C20H23N2O3- 1 339.1714 -1.34
348.0874 C20H14NO5- 1 348.0877 -1.14
350.1027 C20H16NO5- 1 350.1034 -1.99
351.1346 C20H19N2O4- 1 351.135 -1.17
355.129 C19H19N2O5- 1 355.1299 -2.63
367.1659 C21H23N2O4- 1 367.1663 -1.06
371.1609 C20H23N2O5- 1 371.1612 -0.9
PK$NUM_PEAK: 268
PK$PEAK: m/z int. rel.int.
63.024 8698.2 7
64.0191 1330.6 1
65.0032 1627.1 1
65.9985 39812.8 36
68.0142 8062.3 7
68.9983 10142.7 9
71.0137 5359 4
81.022 5019.7 4
81.0345 1307.3 1
82.0297 2130.3 1
84.009 133847 121
86.0247 14435.8 13
91.0188 5563.9 5
93.0344 12965.6 11
95.0138 15113.6 13
96.0091 22810.7 20
96.993 14460.6 13
97.0294 1850.4 1
99.0087 2635.4 2
107.0138 6894.3 6
107.0501 8980.3 8
107.0614 6028.4 5
108.0216 1615.1 1
109.0294 23589.5 21
109.0409 1347.3 1
111.0087 1738.8 1
111.0326 1266.2 1
118.0298 4584 4
119.0138 26280.6 23
121.0295 10348.2 9
121.0535 1382.3 1
122.0372 2624.6 2
123.0085 2130.6 1
123.045 5825.8 5
124.0038 7691.4 6
124.04 1554.1 1
124.0766 1362.4 1
125.0719 52084 47
126.0196 24248.5 21
126.0559 114449.1 103
132.0453 2713.4 2
134.0248 26933.1 24
135.0087 98843.2 89
135.069 12946.6 11
136.0403 22278 20
137.0243 21081 19
138.0322 13143.3 11
139.0148 91230.9 82
142.0143 5967.6 5
142.9984 15462.9 13
145.0293 15380.8 13
146.0611 17604.4 15
150.0195 7038.5 6
150.0924 20193.2 18
152.0351 11992.8 10
152.072 1150 1
153.0194 1694.3 1
154.0384 14374.9 13
154.0876 1544.4 1
157.0535 1215.1 1
160.0403 99376.1 89
161.0357 2542.7 2
162.0196 106702.4 96
163.0036 108017.5 97
163.0274 12939.7 11
164.0116 16462.8 14
164.0347 3970.2 3
164.0712 2183.4 1
165.0192 1451.3 1
165.0303 1765.6 1
165.043 2522.6 2
166.0873 5878.2 5
169.0253 21124 19
169.0619 4825.2 4
171.0688 1410.7 1
172.0404 74551.4 67
173.0481 9000.7 8
174.0558 20430.7 18
176.035 1194.2 1
177.0305 11403.4 10
180.0302 37769.1 34
181.0142 5975.6 5
181.0378 8011.5 7
186.0284 1484.5 1
186.0559 27847.8 25
186.0923 22863 20
187.0638 85338.3 77
188.0352 140517.2 127
188.0716 135345 122
190.0509 33092.6 29
199.0634 1425.7 1
200.0714 11369.4 10
201.0437 1118.4 1
201.0792 17113.6 15
202.0508 5666.4 5
202.0873 61471.3 55
203.0588 54849 49
204.0301 5470.6 4
207.077 1206.4 1
209.0842 1501.3 1
209.0933 4238.3 3
210.0559 4228.1 3
211.1001 1886.5 1
212.0717 6916.5 6
213.0791 2016.3 1
214.0509 15931.6 14
214.0872 5845.6 5
215.0586 50135.8 45
215.0953 6761.3 6
216.0657 1558.5 1
216.1028 28524.2 25
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//
