ACCESSION: MSBNK-Eawag-EQ320504
RECORD_TITLE: Minocycline; LC-ESI-QFT; MS2; CE: 60; R=35000; [M+H]+
DATE: 2015.08.25
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 POSITIVE
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 3.7 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 229.5995
MS$FOCUSED_ION: PRECURSOR_M/Z 458.1922
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$SPLASH: splash10-001r-1192000000-476045d8accb26d18bb4
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
55.0178 C3H3O+ 1 55.0178 -1.29
56.0494 C3H6N+ 1 56.0495 -1.17
58.0651 C3H8N+ 1 58.0651 -0.79
67.0542 C5H7+ 1 67.0542 -0.99
68.0494 C4H6N+ 1 68.0495 -1.7
68.997 C3HO2+ 1 68.9971 -0.95
69.0333 C4H5O+ 1 69.0335 -2.19
70.065 C4H8N+ 1 70.0651 -1.22
72.0443 C3H6NO+ 1 72.0444 -1.67
74.06 C3H8NO+ 1 74.06 -0.95
82.065 C5H8N+ 1 82.0651 -1.65
84.0443 C4H6NO+ 1 84.0444 -0.72
84.0807 C5H10N+ 1 84.0808 -0.78
86.0599 C4H8NO+ 1 86.06 -1.75
93.0335 C6H5O+ 1 93.0335 -0.01
94.0651 C6H8N+ 1 94.0651 -0.7
95.0126 C5H3O2+ 1 95.0128 -1.11
95.0489 C6H7O+ 1 95.0491 -2.33
96.0807 C6H10N+ 1 96.0808 -1.2
98.06 C5H8NO+ 1 98.06 -0.72
100.0757 C5H10NO+ 1 100.0757 -0.1
102.0549 C4H8NO2+ 1 102.055 -0.73
108.0443 C6H6NO+ 1 108.0444 -1.21
108.0806 C7H10N+ 1 108.0808 -1.63
110.0599 C6H8NO+ 1 110.06 -1.46
112.0756 C6H10NO+ 1 112.0757 -0.81
121.0282 C7H5O2+ 1 121.0284 -1.45
122.0599 C7H8NO+ 1 122.06 -0.82
123.044 C7H7O2+ 1 123.0441 -0.7
124.0392 C6H6NO2+ 1 124.0393 -1.17
124.0757 C7H10NO+ 1 124.0757 -0.16
126.0549 C6H8NO2+ 1 126.055 -0.75
130.0651 C9H8N+ 1 130.0651 -0.2
131.0728 C9H9N+ 1 131.073 -0.77
135.0677 C8H9NO+ 1 135.0679 -1.15
136.0755 C8H10NO+ 1 136.0757 -1.1
137.0835 C8H11NO+ 1 137.0835 0.11
138.0549 C7H8NO2+ 1 138.055 -0.54
139.0265 C6H5NO3+ 1 139.0264 0.54
144.0809 C10H10N+ 1 144.0808 0.72
146.0599 C9H8NO+ 1 146.06 -1.03
148.0755 C9H10NO+ 1 148.0757 -1.02
149.0232 C8H5O3+ 1 149.0233 -0.74
149.0832 C9H11NO+ 1 149.0835 -2.05
150.0549 C8H8NO2+ 1 150.055 -0.03
150.0912 C9H12NO+ 1 150.0913 -0.94
151.0389 C8H7O3+ 1 151.039 -0.27
152.0341 C7H6NO3+ 1 152.0342 -0.72
152.0704 C8H10NO2+ 1 152.0706 -1.22
154.0497 C7H8NO3+ 1 154.0499 -0.91
159.0678 C10H9NO+ 1 159.0679 -0.66
160.0394 C9H6NO2+ 1 160.0393 0.47
160.0756 C10H10NO+ 1 160.0757 -0.44
161.0596 C10H9O2+ 1 161.0597 -0.53
163.0626 C9H9NO2+ 1 163.0628 -0.92
164.0704 C9H10NO2+ 1 164.0706 -1.07
165.0182 C8H5O4+ 1 165.0182 -0.33
165.0783 C9H11NO2+ 1 165.0784 -0.67
166.0862 C9H12NO2+ 1 166.0863 -0.63
167.0337 C8H7O4+ 1 167.0339 -0.99
170.0445 C7H8NO4+ 1 170.0448 -1.97
172.0605 C7H10NO4+ 1 172.0604 0.09
173.0838 C11H11NO+ 1 173.0835 1.53
174.0548 C10H8NO2+ 1 174.055 -1
174.0912 C11H12NO+ 1 174.0913 -0.98
175.0628 C10H9NO2+ 1 175.0628 0
176.0704 C10H10NO2+ 1 176.0706 -0.88
177.0181 C9H5O4+ 1 177.0182 -0.82
177.0782 C10H11NO2+ 1 177.0784 -1.52
178.0861 C10H12NO2+ 1 178.0863 -1.04
180.0653 C9H10NO3+ 1 180.0655 -0.94
181.0648 C13H9O+ 1 181.0648 -0.17
184.0755 C12H10NO+ 1 184.0757 -1.2
186.0911 C12H12NO+ 1 186.0913 -1.08
187.0626 C11H9NO2+ 1 187.0628 -0.75
188.0705 C11H10NO2+ 1 188.0706 -0.77
188.1068 C12H14NO+ 1 188.107 -0.85
189.0783 C11H11NO2+ 1 189.0784 -0.69
190.0861 C11H12NO2+ 1 190.0863 -0.82
192.0653 C10H10NO3+ 1 192.0655 -0.94
197.0596 C13H9O2+ 1 197.0597 -0.44
198.0913 C13H12NO+ 1 198.0913 0
199.0993 C13H13NO+ 1 199.0992 0.53
200.0705 C12H10NO2+ 1 200.0706 -0.52
200.1069 C13H14NO+ 1 200.107 -0.45
201.0783 C12H11NO2+ 1 201.0784 -0.55
202.0497 C11H8NO3+ 1 202.0499 -1.09
202.0861 C12H12NO2+ 1 202.0863 -0.92
203.0338 C11H7O4+ 1 203.0339 -0.27
203.0939 C12H13NO2+ 1 203.0941 -0.79
204.1017 C12H14NO2+ 1 204.1019 -1.15
209.0599 C14H9O2+ 1 209.0597 0.78
209.0829 C14H11NO+ 1 209.0835 -3.18
210.076 C10H12NO4+ 1 210.0761 -0.35
210.0912 C14H12NO+ 1 210.0913 -0.53
211.0753 C14H11O2+ 1 211.0754 -0.41
211.0989 C14H13NO+ 1 211.0992 -1.26
212.0702 C13H10NO2+ 1 212.0706 -2.05
212.1069 C14H14NO+ 1 212.107 -0.43
213.0783 C13H11NO2+ 1 213.0784 -0.56
214.0496 C12H8NO3+ 1 214.0499 -1.31
214.0864 C13H12NO2+ 1 214.0863 0.68
214.1223 C14H16NO+ 1 214.1226 -1.45
215.0576 C12H9NO3+ 1 215.0577 -0.49
216.0655 C12H10NO3+ 1 216.0655 -0.18
216.1018 C13H14NO2+ 1 216.1019 -0.3
217.0732 C12H11NO3+ 1 217.0733 -0.53
220.0605 C11H10NO4+ 1 220.0604 0.48
220.0751 C15H10NO+ 1 220.0757 -2.68
221.0833 C15H11NO+ 1 221.0835 -0.84
222.0915 C15H12NO+ 1 222.0913 0.67
223.075 C15H11O2+ 2 223.0754 -1.42
223.0993 C15H13NO+ 1 223.0992 0.47
224.0704 C14H10NO2+ 1 224.0706 -0.74
224.1067 C15H14NO+ 1 224.107 -1.25
225.0548 C14H9O3+ 1 225.0546 0.93
225.0782 C14H11NO2+ 1 225.0784 -0.98
225.1146 C15H15NO+ 1 225.1148 -0.96
226.0861 C14H12NO2+ 1 226.0863 -0.64
226.1227 C15H16NO+ 1 226.1226 0.22
227.0939 C14H13NO2+ 1 227.0941 -0.75
228.065 C13H10NO3+ 1 228.0655 -2.15
228.1012 C14H14NO2+ 1 228.1019 -3.14
229.073 C13H11NO3+ 1 229.0733 -1.37
229.109 C14H15NO2+ 1 229.1097 -3.01
230.081 C13H12NO3+ 1 230.0812 -0.69
231.0887 C13H13NO3+ 1 231.089 -1.28
232.0967 C13H14NO3+ 1 232.0968 -0.39
233.0683 C12H11NO4+ 1 233.0683 0
234.0913 C16H12NO+ 1 234.0913 -0.17
235.0993 C16H13NO+ 1 235.0992 0.44
236.0704 C15H10NO2+ 1 236.0706 -1
236.107 C16H14NO+ 1 236.107 0.25
237.0549 C15H9O3+ 1 237.0546 1.22
237.0784 C15H11NO2+ 1 237.0784 0
238.0862 C15H12NO2+ 1 238.0863 -0.36
238.1228 C16H16NO+ 1 238.1226 0.54
239.0938 C15H13NO2+ 1 239.0941 -1
240.0648 C14H10NO3+ 1 240.0655 -2.83
240.1016 C15H14NO2+ 1 240.1019 -1.48
241.0731 C14H11NO3+ 1 241.0733 -0.97
241.1095 C15H15NO2+ 1 241.1097 -1.08
242.0811 C14H12NO3+ 1 242.0812 -0.49
242.1172 C15H16NO2+ 1 242.1176 -1.38
243.0889 C14H13NO3+ 1 243.089 -0.55
243.1251 C15H17NO2+ 1 243.1254 -1.23
244.097 C14H14NO3+ 1 244.0968 0.57
244.1326 C15H18NO2+ 1 244.1332 -2.56
248.0702 C16H10NO2+ 1 248.0706 -1.67
248.107 C17H14NO+ 1 248.107 -0.16
249.078 C16H11NO2+ 1 249.0784 -1.81
250.0857 C16H12NO2+ 1 250.0863 -2.1
250.1224 C17H16NO+ 1 250.1226 -1.04
251.0701 C16H11O3+ 2 251.0703 -0.6
251.0939 C16H13NO2+ 1 251.0941 -0.88
252.0655 C15H10NO3+ 1 252.0655 0
252.1016 C16H14NO2+ 1 252.1019 -1.13
253.05 C15H9O4+ 1 253.0495 1.96
253.0731 C15H11NO3+ 1 253.0733 -1.09
253.1096 C16H15NO2+ 1 253.1097 -0.4
254.0569 C15H10O4+ 2 254.0574 -1.69
254.0808 C15H12NO3+ 1 254.0812 -1.42
254.1173 C16H16NO2+ 1 254.1176 -0.85
255.0888 C15H13NO3+ 1 255.089 -0.61
256.0963 C15H14NO3+ 1 256.0968 -2.19
257.1044 C15H15NO3+ 1 257.1046 -0.8
258.1125 C15H16NO3+ 1 258.1125 0.08
261.0784 C17H11NO2+ 1 261.0784 -0.08
262.0858 C17H12NO2+ 1 262.0863 -1.85
263.0701 C17H11O3+ 2 263.0703 -0.72
263.094 C17H13NO2+ 1 263.0941 -0.38
264.0656 C16H10NO3+ 1 264.0655 0.19
264.1015 C17H14NO2+ 1 264.1019 -1.57
265.0732 C16H11NO3+ 1 265.0733 -0.55
265.1097 C17H15NO2+ 1 265.1097 -0.23
266.0809 C16H12NO3+ 1 266.0812 -0.94
266.1171 C17H16NO2+ 1 266.1176 -1.86
267.0888 C16H13NO3+ 1 267.089 -0.84
268.0601 C15H10NO4+ 1 268.0604 -1.17
268.0962 C16H14NO3+ 1 268.0968 -2.24
269.0681 C15H11NO4+ 1 269.0683 -0.44
269.1043 C16H15NO3+ 1 269.1046 -1.24
270.076 C15H12NO4+ 1 270.0761 -0.46
270.1122 C16H16NO3+ 1 270.1125 -0.96
271.0836 C15H13NO4+ 1 271.0839 -1.07
272.1278 C16H18NO3+ 1 272.1281 -1.03
273.0995 C15H15NO4+ 1 273.0996 -0.36
276.0653 C17H10NO3+ 1 276.0655 -0.94
276.1023 C18H14NO2+ 1 276.1019 1.58
277.0494 C17H9O4+ 2 277.0495 -0.63
277.0727 C17H11NO3+ 1 277.0733 -2.29
278.0812 C17H12NO3+ 1 278.0812 0.18
278.1171 C18H16NO2+ 1 278.1176 -1.6
279.0888 C17H13NO3+ 1 279.089 -0.84
280.0606 C16H10NO4+ 1 280.0604 0.7
280.0968 C17H14NO3+ 1 280.0968 0
280.1327 C18H18NO2+ 1 280.1332 -1.87
281.0695 C16H11NO4+ 1 281.0683 4.34
281.1044 C17H15NO3+ 1 281.1046 -0.69
282.0758 C16H12NO4+ 1 282.0761 -1.01
282.112 C17H16NO3+ 1 282.1125 -1.7
283.0837 C16H13NO4+ 1 283.0839 -0.74
284.0915 C16H14NO4+ 1 284.0917 -0.65
284.1273 C17H18NO3+ 1 284.1281 -2.74
285.0993 C16H15NO4+ 1 285.0996 -1.02
288.1229 C16H18NO4+ 1 288.123 -0.57
289.0731 C18H11NO3+ 1 289.0733 -0.88
290.0813 C18H12NO3+ 1 290.0812 0.55
291.0888 C18H13NO3+ 1 291.089 -0.53
292.0602 C17H10NO4+ 1 292.0604 -0.94
292.0962 C18H14NO3+ 1 292.0968 -2.02
293.0684 C17H11NO4+ 1 293.0683 0.58
293.1042 C18H15NO3+ 1 293.1046 -1.42
293.1288 C18H17N2O2+ 1 293.1285 1.04
294.0758 C17H12NO4+ 1 294.0761 -1.1
294.1116 C18H16NO3+ 1 294.1125 -3.13
295.0835 C17H13NO4+ 1 295.0839 -1.25
296.0916 C17H14NO4+ 1 296.0917 -0.45
296.1282 C18H18NO3+ 1 296.1281 0.34
297.0995 C17H15NO4+ 1 297.0996 -0.17
298.1072 C17H16NO4+ 1 298.1074 -0.72
299.1748 C18H23N2O2+ 1 299.1754 -2.12
300.123 C17H18NO4+ 1 300.123 -0.28
304.0601 C18H10NO4+ 1 304.0604 -1.23
304.0957 C19H14NO3+ 1 304.0968 -3.58
306.0759 C18H12NO4+ 1 306.0761 -0.5
306.1127 C19H16NO3+ 1 306.1125 0.88
306.1355 C19H18N2O2+ 1 306.1363 -2.45
307.0837 C18H13NO4+ 1 307.0839 -0.75
308.0707 C21H10NO2+ 1 308.0706 0.18
308.0915 C18H14NO4+ 1 308.0917 -0.86
309.0994 C18H15NO4+ 1 309.0996 -0.61
310.071 C17H12NO5+ 1 310.071 -0.13
310.107 C18H16NO4+ 1 310.1074 -1.3
312.1228 C18H18NO4+ 1 312.123 -0.88
312.146 C18H20N2O3+ 1 312.1468 -2.86
313.0948 C17H15NO5+ 1 313.0945 1.14
317.0677 C19H11NO4+ 1 317.0683 -1.73
318.0757 C19H12NO4+ 1 318.0761 -1.08
319.0839 C19H13NO4+ 1 319.0839 -0.15
319.1072 C19H15N2O3+ 1 319.1077 -1.59
320.0549 C18H10NO5+ 1 320.0553 -1.5
320.0917 C19H14NO4+ 1 320.0917 -0.2
321.1003 C19H15NO4+ 1 321.0996 2.34
321.1224 C19H17N2O3+ 1 321.1234 -3.08
322.0707 C18H12NO5+ 1 322.071 -0.8
322.1066 C19H16NO4+ 1 322.1074 -2.34
324.1229 C19H18NO4+ 1 324.123 -0.32
325.0944 C18H15NO5+ 1 325.0945 -0.14
328.1171 C18H18NO5+ 1 328.1179 -2.47
332.0554 C19H10NO5+ 1 332.0553 0.09
334.0703 C19H12NO5+ 1 334.071 -2.06
334.1068 C20H16NO4+ 1 334.1074 -1.63
334.1308 C20H18N2O3+ 1 334.1312 -1.21
335.0787 C19H13NO5+ 1 335.0788 -0.46
336.0875 C19H14NO5+ 1 336.0866 2.5
337.0943 C19H15NO5+ 1 337.0945 -0.52
339.1707 C20H23N2O3+ 1 339.1703 1.09
340.1169 C19H18NO5+ 1 340.1179 -3.03
347.0784 C20H13NO5+ 1 347.0788 -1.25
347.1022 C20H15N2O4+ 1 347.1026 -1.36
348.0498 C19H10NO6+ 1 348.0503 -1.42
350.0659 C19H12NO6+ 1 350.0659 0.1
350.1017 C20H16NO5+ 1 350.1023 -1.85
351.0736 C19H13NO6+ 1 351.0737 -0.54
352.1179 C20H18NO5+ 1 352.1179 -0.08
353.0892 C19H15NO6+ 1 353.0894 -0.42
362.1263 C21H18N2O4+ 1 362.1261 0.53
363.0738 C20H13NO6+ 1 363.0737 0.14
365.0895 C20H15NO6+ 1 365.0894 0.33
367.1652 C21H23N2O4+ 1 367.1652 -0.04
368.1119 C20H18NO6+ 1 368.1129 -2.67
380.1362 C21H20N2O5+ 1 380.1367 -1.24
381.0846 C20H15NO7+ 1 381.0843 0.86
393.1078 C21H17N2O6+ 1 393.1081 -0.85
395.1595 C22H23N2O5+ 1 395.1601 -1.59
PK$NUM_PEAK: 276
PK$PEAK: m/z int. rel.int.
55.0178 37897.7 2
56.0494 114701.5 7
58.0651 1192320.2 77
67.0542 16625.5 1
68.0494 56905.3 3
68.997 22125.3 1
69.0333 36342.1 2
70.065 228403 14
72.0443 204653.3 13
74.06 41958 2
82.065 60942 3
84.0443 191171 12
84.0807 893715.1 58
86.0599 65527.8 4
93.0335 41562.1 2
94.0651 17277 1
95.0126 74720.2 4
95.0489 46443.3 3
96.0807 41777.1 2
98.06 4149253 271
100.0757 15988.8 1
102.0549 16871.4 1
108.0443 41360.4 2
108.0806 176468.3 11
110.0599 62035.8 4
112.0756 17098.4 1
121.0282 73755.2 4
122.0599 20579.3 1
123.044 54946 3
124.0392 71876 4
124.0757 131621 8
126.0549 756627.4 49
130.0651 38163.2 2
131.0728 115975.3 7
135.0677 41385.7 2
136.0755 197011.2 12
137.0835 92143.1 6
138.0549 35098 2
139.0265 17957.6 1
144.0809 18152.6 1
146.0599 20008.5 1
148.0755 197418.4 12
149.0232 159013.3 10
149.0832 63863.7 4
150.0549 66221.6 4
150.0912 268379.3 17
151.0389 77102.3 5
152.0341 79075 5
152.0704 67792.5 4
154.0497 493658.2 32
159.0678 81543.2 5
160.0394 16486.5 1
160.0756 91531.9 5
161.0596 46411 3
163.0626 48994 3
164.0704 307442 20
165.0182 123035 8
165.0783 186407.3 12
166.0862 202773.6 13
167.0337 190990.7 12
170.0445 21805.8 1
172.0605 15467.4 1
173.0838 68774.8 4
174.0548 197800 12
174.0912 89070.6 5
175.0628 47457.8 3
176.0704 109072.5 7
177.0181 239987.6 15
177.0782 34504.3 2
178.0861 215567.8 14
180.0653 32797.6 2
181.0648 42266.9 2
184.0755 37726.5 2
186.0911 52980.4 3
187.0626 1885129.8 123
188.0705 900645.4 58
188.1068 48569.5 3
189.0783 858348.7 56
190.0861 70678.1 4
192.0653 215041.1 14
197.0596 44078.4 2
198.0913 38485.3 2
199.0993 39437.5 2
200.0705 72852.2 4
200.1069 36375.6 2
201.0783 595162.9 38
202.0497 399630.9 26
202.0861 400029.8 26
203.0338 47440.6 3
203.0939 203694.6 13
204.1017 153482.2 10
209.0599 63236.4 4
209.0829 26682.5 1
210.076 71728.9 4
210.0912 46447 3
211.0753 53264.4 3
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//
