ACCESSION: MSBNK-Eawag-EQ320553
RECORD_TITLE: Minocycline; LC-ESI-QFT; MS2; CE: 45; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 45 (nominal)
AC$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 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$SPLASH: splash10-000i-0293000000-c2ff616578522f961ba6
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
65.9985 C3NO- 1 65.9985 -0.72
84.009 C3H2NO2- 1 84.0091 -0.97
84.0455 C4H6NO- 1 84.0455 -0.09
86.0247 C3H4NO2- 1 86.0248 -0.26
93.0345 C6H5O- 1 93.0346 -0.73
96.0091 C4H2NO2- 1 96.0091 -0.23
96.9931 C4HO3- 1 96.9931 -0.08
99.0086 C4H3O3- 1 99.0088 -1.69
107.0502 C7H7O- 1 107.0502 -0.08
109.0293 C6H5O2- 1 109.0295 -1.49
119.0138 C7H3O2- 1 119.0139 -0.78
121.0294 C7H5O2- 1 121.0295 -0.85
123.045 C7H7O2- 1 123.0452 -1.65
124.0037 C5H2NO3- 1 124.004 -2.31
125.0719 C6H9N2O- 1 125.072 -0.85
126.0197 C5H4NO3- 1 126.0197 -0.05
126.0559 C6H8NO2- 1 126.0561 -0.81
134.0247 C7H4NO2- 1 134.0248 -0.16
135.0087 C7H3O3- 1 135.0088 -0.65
136.0403 C7H6NO2- 1 136.0404 -0.53
137.0242 C7H5O3- 1 137.0244 -1.22
138.0322 C7H6O3- 1 138.0322 -0.02
139.0148 C5H3N2O3- 1 139.0149 -0.62
142.0144 C5H4NO4- 1 142.0146 -1.21
142.9985 C5H3O5- 1 142.9986 -0.68
150.0925 C9H12NO- 1 150.0924 0.22
152.0352 C7H6NO3- 1 152.0353 -0.7
154.0383 C6H6N2O3- 1 154.0384 -0.39
160.0406 C9H6NO2- 1 160.0404 1.49
162.0196 C8H4NO3- 1 162.0197 -0.35
163.0036 C8H3O4- 1 163.0037 -0.2
163.0273 C8H5NO3- 1 163.0275 -1.11
164.0115 C8H4O4- 1 164.0115 0.14
164.0717 C9H10NO2- 1 164.0717 -0.01
166.0874 C9H12NO2- 1 166.0874 0.59
169.0254 C6H5N2O4- 1 169.0255 -0.3
169.0618 C7H9N2O3- 1 169.0619 -0.27
172.0398 C10H6NO2- 1 172.0404 -3.27
180.0301 C8H6NO4- 1 180.0302 -0.51
181.0142 C8H5O5- 1 181.0142 -0.53
181.038 C8H7NO4- 1 181.0381 -0.42
186.0926 C12H12NO- 1 186.0924 0.77
187.0638 C11H9NO2- 1 187.0639 -0.36
188.0352 C10H6NO3- 1 188.0353 -0.62
188.0715 C11H10NO2- 1 188.0717 -1.23
191.0827 C10H11N2O2- 1 191.0826 0.31
192.0667 C10H10NO3- 1 192.0666 0.38
202.0873 C12H12NO2- 1 202.0874 -0.51
203.0586 C11H9NO3- 1 203.0588 -0.75
207.0773 C10H11N2O3- 1 207.0775 -0.9
209.093 C10H13N2O3- 1 209.0932 -0.79
215.0589 C12H9NO3- 1 215.0588 0.46
216.1028 C13H14NO2- 1 216.103 -0.84
226.087 C14H12NO2- 1 226.0874 -1.73
226.1234 C15H16NO- 1 226.1237 -1.54
227.0949 C14H13NO2- 1 227.0952 -1.22
230.0821 C13H12NO3- 1 230.0823 -0.64
237.0795 C15H11NO2- 1 237.0795 -0.33
238.0515 C14H8NO3- 1 238.051 2.07
238.0866 C15H12NO2- 1 238.0874 -3.2
239.0949 C15H13NO2- 1 239.0952 -1.08
240.1027 C15H14NO2- 1 240.103 -1.22
242.1184 C15H16NO2- 1 242.1187 -0.92
243.0902 C14H13NO3- 1 243.0901 0.28
244.0977 C14H14NO3- 1 244.0979 -0.72
246.0769 C13H12NO4- 1 246.0772 -0.98
252.067 C15H10NO3- 1 252.0666 1.68
252.1027 C16H14NO2- 1 252.103 -1.04
253.0743 C15H11NO3- 1 253.0744 -0.64
254.0824 C15H12NO3- 1 254.0823 0.52
254.1184 C16H16NO2- 1 254.1187 -0.87
255.09 C15H13NO3- 1 255.0901 -0.24
256.0977 C15H14NO3- 1 256.0979 -0.89
256.1576 C16H20N2O- 1 256.1581 -2.12
258.0772 C14H12NO4- 1 258.0772 0.23
258.1132 C15H16NO3- 1 258.1136 -1.46
263.0947 C17H13NO2- 1 263.0952 -1.7
264.102 C17H14NO2- 1 264.103 -3.95
265.074 C16H11NO3- 1 265.0744 -1.63
265.1107 C17H15NO2- 1 265.1108 -0.4
266.0816 C16H12NO3- 1 266.0823 -2.58
266.1188 C17H16NO2- 1 266.1187 0.48
267.0898 C16H13NO3- 1 267.0901 -1.13
268.0608 C15H10NO4- 1 268.0615 -2.84
268.0978 C16H14NO3- 1 268.0979 -0.4
269.069 C15H11NO4- 1 269.0694 -1.29
269.1054 C16H15NO3- 1 269.1057 -1.12
270.0771 C15H12NO4- 1 270.0772 -0.45
270.1133 C16H16NO3- 1 270.1136 -0.91
271.0849 C15H13NO4- 1 271.085 -0.5
271.1815 C17H23N2O- 1 271.1816 -0.36
272.1292 C16H18NO3- 1 272.1292 -0.21
276.0673 C17H10NO3- 1 276.0666 2.37
278.0462 C16H8NO4- 1 278.0459 1.07
278.0816 C17H12NO3- 1 278.0823 -2.25
278.1184 C18H16NO2- 1 278.1187 -0.87
279.0891 C17H13NO3- 1 279.0901 -3.7
280.0977 C17H14NO3- 1 280.0979 -0.81
281.1056 C17H15NO3- 1 281.1057 -0.5
282.0778 C16H12NO4- 1 282.0772 2.16
282.1134 C17H16NO3- 1 282.1136 -0.77
283.0848 C16H13NO4- 1 283.085 -0.8
284.0926 C16H14NO4- 1 284.0928 -0.92
284.1282 C17H18NO3- 1 284.1292 -3.76
284.1532 C17H20N2O2- 1 284.153 0.72
285.1006 C16H15NO4- 1 285.1007 -0.02
286.1084 C16H16NO4- 1 286.1085 -0.29
289.0744 C18H11NO3- 1 289.0744 -0.01
290.082 C18H12NO3- 1 290.0823 -1.09
291.09 C18H13NO3- 1 291.0901 -0.42
292.0608 C17H10NO4- 1 292.0615 -2.4
292.0976 C18H14NO3- 1 292.0979 -0.98
293.0694 C17H11NO4- 1 293.0694 0.15
294.1135 C18H16NO3- 1 294.1136 -0.33
296.1291 C18H18NO3- 1 296.1292 -0.4
298.1082 C17H16NO4- 1 298.1085 -0.88
299.116 C17H17NO4- 1 299.1163 -0.89
299.1759 C18H23N2O2- 1 299.1765 -1.98
300.1239 C17H18NO4- 1 300.1241 -0.84
304.0976 C19H14NO3- 1 304.0979 -0.91
306.0769 C18H12NO4- 1 306.0772 -0.95
306.1135 C19H16NO3- 1 306.1136 -0.38
307.0849 C18H13NO4- 1 307.085 -0.41
307.1214 C19H17NO3- 1 307.1214 -0.14
308.0927 C18H14NO4- 1 308.0928 -0.43
309.0642 C17H11NO5- 1 309.0643 -0.26
309.1007 C18H15NO4- 1 309.1007 0.01
310.0722 C17H12NO5- 1 310.0721 0.3
310.1084 C18H16NO4- 1 310.1085 -0.13
310.1315 C18H18N2O3- 1 310.1323 -2.58
311.0799 C17H13NO5- 1 311.0799 0.06
312.1475 C18H20N2O3- 1 312.1479 -1.28
313.1193 C17H17N2O4- 1 313.1194 -0.13
315.1716 C18H23N2O3- 1 315.1714 0.46
317.0693 C19H11NO4- 1 317.0694 -0.3
320.0564 C18H10NO5- 1 320.0564 -0.08
320.0925 C19H14NO4- 1 320.0928 -0.97
321.1016 C19H15NO4- 1 321.1007 2.88
321.1241 C19H17N2O3- 1 321.1245 -1.2
322.1083 C19H16NO4- 1 322.1085 -0.66
323.1759 C20H23N2O2- 1 323.1765 -1.77
324.0876 C18H14NO5- 1 324.0877 -0.61
324.1244 C19H18NO4- 1 324.1241 0.86
325.156 C19H21N2O3- 1 325.1558 0.63
326.1034 C18H16NO5- 1 326.1034 0.07
327.1713 C19H23N2O3- 1 327.1714 -0.39
328.1426 C18H20N2O4- 1 328.1429 -0.69
332.0936 C20H14NO4- 1 332.0928 2.4
333.0647 C19H11NO5- 1 333.0643 1.29
334.072 C19H12NO5- 1 334.0721 -0.23
335.0798 C19H13NO5- 1 335.0799 -0.36
335.1396 C20H19N2O3- 1 335.1401 -1.66
336.088 C19H14NO5- 1 336.0877 0.7
336.1482 C20H20N2O3- 1 336.1479 0.65
337.1191 C19H17N2O4- 1 337.1194 -0.71
338.1035 C19H16NO5- 1 338.1034 0.19
339.171 C20H23N2O3- 1 339.1714 -1.08
340.1183 C19H18NO5- 1 340.119 -2.31
341.1869 C20H25N2O3- 1 341.1871 -0.52
343.1663 C19H23N2O4- 1 343.1663 -0.03
348.0877 C20H14NO5- 1 348.0877 -0.19
350.1033 C20H16NO5- 1 350.1034 -0.25
351.1351 C20H19N2O4- 1 351.135 0.14
351.1708 C21H23N2O3- 1 351.1714 -1.7
352.0835 C19H14NO6- 1 352.0827 2.5
353.1502 C20H21N2O4- 1 353.1507 -1.39
355.1301 C19H19N2O5- 1 355.1299 0.55
365.113 C20H17N2O5- 1 365.1143 -3.57
366.0986 C20H16NO6- 1 366.0983 0.84
367.166 C21H23N2O4- 1 367.1663 -0.9
368.1144 C20H18NO6- 1 368.114 1.19
371.161 C20H23N2O5- 1 371.1612 -0.66
376.0817 C21H14NO6- 1 376.0827 -2.42
379.0701 C20H13NO7- 1 379.0698 0.9
394.0932 C21H16NO7- 1 394.0932 -0.06
395.1611 C22H23N2O5- 1 395.1612 -0.44
PK$NUM_PEAK: 176
PK$PEAK: m/z int. rel.int.
65.9985 21078.9 6
84.009 89887.6 29
84.0455 5498.6 1
86.0247 12572.2 4
93.0345 4719.5 1
96.0091 7105.8 2
96.9931 7026.1 2
99.0086 11412.8 3
107.0502 4901 1
109.0293 12545.1 4
119.0138 4655.3 1
121.0294 10706.7 3
123.045 4842.5 1
124.0037 9429.5 3
125.0719 137007.9 44
126.0197 22393.5 7
126.0559 115556.9 37
134.0247 7545.4 2
135.0087 31481.6 10
136.0403 28762.7 9
137.0242 22559.6 7
138.0322 7922.3 2
139.0148 37553.7 12
142.0144 25499.8 8
142.9985 24284.7 7
150.0925 12148.4 3
152.0352 17228 5
154.0383 34780.2 11
160.0406 8349.8 2
162.0196 98290.4 32
163.0036 123011.8 40
163.0273 6247.1 2
164.0115 7615.9 2
164.0717 4809.5 1
166.0874 9316.6 3
169.0254 47958.9 15
169.0618 62025.4 20
172.0398 5027.4 1
180.0301 180282.5 58
181.0142 12060.2 3
181.038 22005.4 7
186.0926 9828.4 3
187.0638 13669.3 4
188.0352 32299.9 10
188.0715 16639 5
191.0827 4896.6 1
192.0667 7939.6 2
202.0873 64794.9 21
203.0586 13524.7 4
207.0773 7423.8 2
209.093 28381 9
215.0589 15512.3 5
216.1028 32426.1 10
226.087 4851.7 1
226.1234 11155.1 3
227.0949 8038.9 2
230.0821 45506.8 14
237.0795 9744.5 3
238.0515 8273.9 2
238.0866 4487 1
239.0949 37380 12
240.1027 9794.8 3
242.1184 38459.7 12
243.0902 9204.7 3
244.0977 9525.4 3
246.0769 9538.3 3
252.067 9904.1 3
252.1027 27027.2 8
253.0743 148614.9 48
254.0824 5099.6 1
254.1184 67863.7 22
255.09 5451.8 1
256.0977 4445.6 1
256.1576 9876.4 3
258.0772 14539.8 4
258.1132 53806.1 17
263.0947 15574.3 5
264.102 8793.2 2
265.074 22100.9 7
265.1107 14586.9 4
266.0816 9373.8 3
266.1188 9638.4 3
267.0898 56257.6 18
268.0608 9815.5 3
268.0978 168322.1 55
269.069 12513 4
269.1054 7157.4 2
270.0771 21772.2 7
270.1133 75229.5 24
271.0849 137463.8 44
271.1815 17623.6 5
272.1292 6761.7 2
276.0673 9031.2 2
278.0462 8307.5 2
278.0816 5642.3 1
278.1184 65317.5 21
279.0891 11878.8 3
280.0977 70915.5 23
281.1056 22135.6 7
282.0778 12153.6 3
282.1134 150611.6 49
283.0848 24129.3 7
284.0926 42966.6 14
284.1282 11207.7 3
284.1532 5220 1
285.1006 24753.3 8
286.1084 3054007.8 999
289.0744 6443.2 2
290.082 9223.7 3
291.09 39873.1 13
292.0608 12112.1 3
292.0976 5455.5 1
293.0694 18783.4 6
294.1135 36969 12
296.1291 23161.1 7
298.1082 189868 62
299.116 46229.8 15
299.1759 11181.2 3
300.1239 25959.8 8
304.0976 14947.3 4
306.0769 33704.9 11
306.1135 86539.7 28
307.0849 115735.4 37
307.1214 6841.5 2
308.0927 79417.3 25
309.0642 5559.8 1
309.1007 23751.1 7
310.0722 5714 1
310.1084 12055.6 3
310.1315 4751 1
311.0799 12718.2 4
312.1475 27391.6 8
313.1193 7798.3 2
315.1716 7106.2 2
317.0693 8618.3 2
320.0564 17507.5 5
320.0925 15361.3 5
321.1016 12198.9 3
321.1241 7389.6 2
322.1083 147903.7 48
323.1759 8896.5 2
324.0876 15036.5 4
324.1244 19614.9 6
325.156 11626.6 3
326.1034 38881.8 12
327.1713 22830 7
328.1426 23110.7 7
332.0936 9835.4 3
333.0647 6304.1 2
334.072 39800.7 13
335.0798 81336.4 26
335.1396 7903.1 2
336.088 12461.4 4
336.1482 17712.3 5
337.1191 6223.3 2
338.1035 8577.7 2
339.171 31504.2 10
340.1183 12034.8 3
341.1869 7415.2 2
343.1663 41710.4 13
348.0877 25622.7 8
350.1033 87300.7 28
351.1351 6938 2
351.1708 18335.8 5
352.0835 9062.3 2
353.1502 7459.2 2
355.1301 4776.1 1
365.113 4159.5 1
366.0986 11103.9 3
367.166 49302.3 16
368.1144 8360.4 2
371.161 483789 158
376.0817 6716.7 2
379.0701 6186.5 2
394.0932 26724.6 8
395.1611 22410.2 7
//
