ACCESSION: MSBNK-Eawag-EQ320552
RECORD_TITLE: Minocycline; LC-ESI-QFT; MS2; CE: 30; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 30 (nominal)
AC$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$SPLASH: splash10-00dr-0139100000-ff75a26ae387147257db
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
84.009 C3H2NO2- 1 84.0091 -1.45
86.0247 C3H4NO2- 1 86.0248 -0.02
99.0087 C4H3O3- 1 99.0088 -1.09
100.0767 C5H10NO- 1 100.0768 -0.47
121.0294 C7H5O2- 1 121.0295 -0.44
124.0038 C5H2NO3- 1 124.004 -1.5
125.0719 C6H9N2O- 1 125.072 -0.93
126.0195 C5H4NO3- 1 126.0197 -1.16
126.056 C6H8NO2- 1 126.0561 -0.65
136.0403 C7H6NO2- 1 136.0404 -0.82
137.0243 C7H5O3- 1 137.0244 -1
142.0144 C5H4NO4- 1 142.0146 -0.99
142.9985 C5H3O5- 1 142.9986 -0.68
152.0353 C7H6NO3- 1 152.0353 -0.11
154.0383 C6H6N2O3- 1 154.0384 -0.46
162.0195 C8H4NO3- 1 162.0197 -1.09
163.0037 C8H3O4- 1 163.0037 -0.01
164.0714 C9H10NO2- 1 164.0717 -1.96
166.0874 C9H12NO2- 1 166.0874 0.05
169.0254 C6H5N2O4- 1 169.0255 -0.71
169.0617 C7H9N2O3- 1 169.0619 -0.74
180.0301 C8H6NO4- 1 180.0302 -0.62
181.038 C8H7NO4- 1 181.0381 -0.15
191.0828 C10H11N2O2- 1 191.0826 0.78
192.0668 C10H10NO3- 1 192.0666 1.01
202.0872 C12H12NO2- 1 202.0874 -1
207.0776 C10H11N2O3- 1 207.0775 0.26
209.093 C10H13N2O3- 1 209.0932 -0.75
216.1027 C13H14NO2- 1 216.103 -1.49
225.0878 C10H13N2O4- 1 225.0881 -1.2
230.0821 C13H12NO3- 1 230.0823 -0.77
242.1185 C15H16NO2- 1 242.1187 -0.79
244.0977 C14H14NO3- 1 244.0979 -0.68
246.0769 C13H12NO4- 1 246.0772 -1.22
252.1026 C16H14NO2- 1 252.103 -1.52
254.1183 C16H16NO2- 1 254.1187 -1.47
258.0773 C14H12NO4- 1 258.0772 0.5
258.1132 C15H16NO3- 1 258.1136 -1.34
265.1111 C17H15NO2- 1 265.1108 0.88
266.1187 C17H16NO2- 1 266.1187 0.14
268.0981 C16H14NO3- 1 268.0979 0.76
270.1134 C16H16NO3- 1 270.1136 -0.69
278.1183 C18H16NO2- 1 278.1187 -1.3
279.1268 C18H17NO2- 1 279.1265 1.3
280.0979 C17H14NO3- 1 280.0979 0.08
282.1133 C17H16NO3- 1 282.1136 -1.09
284.0926 C16H14NO4- 1 284.0928 -0.81
284.1285 C17H18NO3- 1 284.1292 -2.59
286.1084 C16H16NO4- 1 286.1085 -0.29
291.0898 C18H13NO3- 1 291.0901 -0.93
294.113 C18H16NO3- 1 294.1136 -1.89
296.1292 C18H18NO3- 1 296.1292 0.01
298.1082 C17H16NO4- 1 298.1085 -0.78
299.1158 C17H17NO4- 1 299.1163 -1.73
300.1241 C17H18NO4- 1 300.1241 -0.24
306.1133 C19H16NO3- 1 306.1136 -0.9
307.0845 C18H13NO4- 1 307.085 -1.49
307.1216 C19H17NO3- 1 307.1214 0.55
308.0928 C18H14NO4- 1 308.0928 -0.23
309.1011 C18H15NO4- 1 309.1007 1.4
310.108 C18H16NO4- 1 310.1085 -1.59
312.147 C18H20N2O3- 1 312.1479 -2.85
313.1548 C18H21N2O3- 1 313.1558 -3.09
321.1243 C19H17N2O3- 1 321.1245 -0.55
322.1083 C19H16NO4- 1 322.1085 -0.66
323.1758 C20H23N2O2- 1 323.1765 -2.05
324.0883 C18H14NO5- 1 324.0877 1.55
324.1239 C19H18NO4- 1 324.1241 -0.62
325.1554 C19H21N2O3- 1 325.1558 -1.06
326.1032 C18H16NO5- 1 326.1034 -0.48
327.1713 C19H23N2O3- 1 327.1714 -0.39
332.0932 C20H14NO4- 1 332.0928 1.02
335.0796 C19H13NO5- 1 335.0799 -0.9
336.0873 C19H14NO5- 1 336.0877 -1.3
336.1481 C20H20N2O3- 1 336.1479 0.47
338.1034 C19H16NO5- 1 338.1034 -0.11
339.1353 C19H19N2O4- 1 339.135 0.85
339.1717 C20H23N2O3- 1 339.1714 0.9
340.1187 C19H18NO5- 1 340.119 -1.05
341.1273 C19H19NO5- 1 341.1269 1.4
341.1867 C20H25N2O3- 1 341.1871 -1.13
343.1662 C19H23N2O4- 1 343.1663 -0.29
348.0871 C20H14NO5- 1 348.0877 -1.86
349.1185 C20H17N2O4- 1 349.1194 -2.49
350.1032 C20H16NO5- 1 350.1034 -0.59
351.1712 C21H23N2O3- 1 351.1714 -0.76
352.0827 C19H14NO6- 1 352.0827 -0.03
353.1505 C20H21N2O4- 1 353.1507 -0.63
365.1143 C20H17N2O5- 1 365.1143 0.12
366.098 C20H16NO6- 1 366.0983 -0.9
367.1661 C21H23N2O4- 1 367.1663 -0.74
368.1138 C20H18NO6- 1 368.114 -0.55
368.1605 C20H22N3O4- 2 368.1616 -2.82
369.1449 C20H21N2O5- 1 369.1456 -1.75
369.1817 C21H25N2O4- 1 369.182 -0.79
371.1612 C20H23N2O5- 1 371.1612 -0.26
376.0824 C21H14NO6- 1 376.0827 -0.64
379.0698 C20H13NO7- 1 379.0698 0.03
380.1387 C21H20N2O5- 1 380.1378 2.45
383.1242 C20H19N2O6- 1 383.1249 -1.72
385.1764 C21H25N2O5- 1 385.1769 -1.39
393.109 C21H17N2O6- 1 393.1092 -0.58
394.0929 C21H16NO7- 1 394.0932 -0.83
394.1765 C22H24N3O4- 2 394.1772 -1.8
395.1609 C22H23N2O5- 1 395.1612 -0.98
411.119 C21H19N2O7- 1 411.1198 -1.81
413.1716 C22H25N2O6- 1 413.1718 -0.48
421.1402 C23H21N2O6- 1 421.1405 -0.83
428.182 C22H26N3O6- 1 428.1827 -1.73
438.1671 C23H24N3O6- 1 438.1671 0.05
439.151 C23H23N2O7- 1 439.1511 -0.17
456.1772 C23H26N3O7- 1 456.1776 -0.99
457.162 C23H25N2O8- 2 457.1616 0.79
PK$NUM_PEAK: 113
PK$PEAK: m/z int. rel.int.
84.009 23890.7 8
86.0247 13050.7 4
99.0087 20318 7
100.0767 6216.2 2
121.0294 4976.6 1
124.0038 8067.7 2
125.0719 104073.3 38
126.0195 10303.2 3
126.056 47951 17
136.0403 23689.4 8
137.0243 9286.3 3
142.0144 125305.1 45
142.9985 20104 7
152.0353 12970.5 4
154.0383 26802.3 9
162.0195 14704.2 5
163.0037 22860.2 8
164.0714 4858.9 1
166.0874 9025.4 3
169.0254 38171.8 13
169.0617 278594.8 101
180.0301 378726.9 138
181.038 15054.7 5
191.0828 11492.4 4
192.0668 7372.9 2
202.0872 43755.2 16
207.0776 5565.7 2
209.093 37761.9 13
216.1027 13548.7 4
225.0878 10283.7 3
230.0821 56205.3 20
242.1185 16041.3 5
244.0977 5519.9 2
246.0769 15355.6 5
252.1026 4856.9 1
254.1183 20439.8 7
258.0773 13651.1 4
258.1132 8698.1 3
265.1111 6893.7 2
266.1187 15522 5
268.0981 24453.3 8
270.1134 24714.6 9
278.1183 23402.1 8
279.1268 2950.4 1
280.0979 15165.1 5
282.1133 87248.8 31
284.0926 34581 12
284.1285 12864.3 4
286.1084 1746211.5 638
291.0898 9422.9 3
294.113 8855 3
296.1292 31373.9 11
298.1082 104812.1 38
299.1158 5158.4 1
300.1241 28740.7 10
306.1133 92848.7 33
307.0845 17305.5 6
307.1216 7129.8 2
308.0928 76885.9 28
309.1011 10818.6 3
310.108 7610.1 2
312.147 10048.7 3
313.1548 12037 4
321.1243 4537.3 1
322.1083 225080.3 82
323.1758 15708 5
324.0883 19260.5 7
324.1239 69357.6 25
325.1554 5558.6 2
326.1032 30118.3 11
327.1713 112566.8 41
332.0932 8957.7 3
335.0796 30135.2 11
336.0873 7148.5 2
336.1481 7046.2 2
338.1034 5965.9 2
339.1353 21280.6 7
339.1717 6951.4 2
340.1187 27546 10
341.1273 5805.9 2
341.1867 45597.1 16
343.1662 100594.1 36
348.0871 15263.8 5
349.1185 14887.1 5
350.1032 429535 157
351.1712 102993.5 37
352.0827 5711.9 2
353.1505 7799.8 2
365.1143 27683.7 10
366.098 59847.4 21
367.1661 136422.5 49
368.1138 93081.8 34
368.1605 19551.9 7
369.1449 4536.5 1
369.1817 89357.9 32
371.1612 2731039.2 999
376.0824 27942.3 10
379.0698 4996.1 1
380.1387 4688.4 1
383.1242 13475.5 4
385.1764 37541.4 13
393.109 28727.9 10
394.0929 398252.7 145
394.1765 22979.3 8
395.1609 168691.3 61
411.119 20170.9 7
413.1716 619506.3 226
421.1402 32852.2 12
428.182 11260.5 4
438.1671 14525.4 5
439.151 92601.9 33
456.1772 30599.1 11
457.162 23800.5 8
//
