ACCESSION: MSBNK-Eawag-EQ320558
RECORD_TITLE: Minocycline; LC-ESI-QFT; MS2; CE: 150; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 150 (nominal)
AC$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$SPLASH: splash10-014i-6920000000-fb4c9cde9587edd4015e
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  50.0035 C3N- 1 50.0036 -1.45
  55.0188 C3H3O- 1 55.0189 -3.06
  63.024 C5H3- 1 63.024 -0.69
  64.0192 C4H2N- 1 64.0193 -0.51
  65.0033 C4HO- 1 65.0033 -0.13
  65.0396 C5H5- 1 65.0397 -0.52
  65.9985 C3NO- 1 65.9985 0.04
  67.0189 C4H3O- 1 67.0189 -0.42
  68.0142 C3H2NO- 1 68.0142 0.04
  68.9982 C3HO2- 1 68.9982 0.25
  71.0138 C3H3O2- 1 71.0139 -0.46
  76.0193 C5H2N- 1 76.0193 0.49
  78.0349 C5H4N- 1 78.0349 -0.93
  79.0188 C5H3O- 1 79.0189 -1.62
  84.009 C3H2NO2- 1 84.0091 -0.97
  89.0396 C7H5- 1 89.0397 -0.38
  90.0348 C6H4N- 1 90.0349 -1.14
  91.0189 C6H3O- 1 91.0189 -0.42
  93.0345 C6H5O- 1 93.0346 -0.63
  96.0091 C4H2NO2- 1 96.0091 -0.33
  107.0501 C7H7O- 1 107.0502 -1.11
  108.0216 C6H4O2- 1 108.0217 -1.18
  109.0294 C6H5O2- 1 109.0295 -0.94
  114.0349 C8H4N- 1 114.0349 0.24
  116.0505 C8H6N- 1 116.0506 -0.45
  117.0346 C8H5O- 1 117.0346 0.27
  118.0298 C7H4NO- 1 118.0298 0.02
  120.0454 C7H6NO- 1 120.0455 -0.48
  128.0505 C9H6N- 1 128.0506 -0.65
  130.0423 C9H6O- 1 130.0424 -0.64
  131.0375 C8H5NO- 1 131.0377 -1.39
  131.0503 C9H7O- 1 131.0502 0.24
  132.0453 C8H6NO- 1 132.0455 -1.42
  134.0246 C7H4NO2- 1 134.0248 -1.13
  134.0611 C8H8NO- 1 134.0611 -0.28
  139.0147 C5H3N2O3- 1 139.0149 -1.62
  140.0508 C10H6N- 1 140.0506 1.48
  142.0297 C9H4NO- 1 142.0298 -0.97
  143.0503 C10H7O- 1 143.0502 0.15
  144.0454 C9H6NO- 1 144.0455 -0.54
  145.0294 C9H5O2- 1 145.0295 -0.78
  155.0376 C10H5NO- 1 155.0377 -0.6
  156.0454 C10H6NO- 1 156.0455 -0.43
  157.053 C10H7NO- 1 157.0533 -2.05
  158.0371 C10H6O2- 1 158.0373 -1.25
  158.0612 C10H8NO- 1 158.0611 0.52
  159.045 C10H7O2- 1 159.0452 -1.15
  164.0507 C12H6N- 1 164.0506 0.59
  166.0663 C12H8N- 1 166.0662 0.4
  167.0501 C12H7O- 1 167.0502 -1.07
  168.0453 C11H6NO- 1 168.0455 -0.94
  170.0609 C11H8NO- 1 170.0611 -1.16
  171.0452 C11H7O2- 1 171.0452 0.22
  172.0404 C10H6NO2- 1 172.0404 -0.24
  173.0481 C10H7NO2- 1 173.0482 -0.62
  180.0577 C13H8O- 1 180.0581 -2.24
  181.0537 C12H7NO- 1 181.0533 1.86
  181.0659 C13H9O- 1 181.0659 0.17
  182.0371 C12H6O2- 1 182.0373 -1.09
  182.0607 C12H8NO- 1 182.0611 -2.29
  183.0323 C11H5NO2- 1 183.0326 -1.35
  183.0452 C12H7O2- 1 183.0452 0.15
  184.0402 C11H6NO2- 1 184.0404 -0.83
  186.056 C11H8NO2- 1 186.0561 -0.33
  192.0454 C13H6NO- 1 192.0455 -0.51
  194.0607 C13H8NO- 1 194.0611 -2.05
  195.0448 C13H7O2- 1 195.0452 -1.71
  196.0399 C12H6NO2- 1 196.0404 -2.46
  197.0476 C12H7NO2- 1 197.0482 -3.33
  198.0557 C12H8NO2- 1 198.0561 -1.73
  204.0583 C15H8O- 1 204.0581 0.96
  205.0529 C14H7NO- 1 205.0533 -2.06
  206.0609 C14H8NO- 1 206.0611 -1.01
  208.0402 C13H6NO2- 1 208.0404 -1.02
  209.0481 C13H7NO2- 1 209.0482 -0.66
  210.0559 C13H8NO2- 1 210.0561 -0.77
  211.0398 C13H7O3- 1 211.0401 -1.13
  212.0344 C12H6NO3- 1 212.0353 -4.37
  214.0504 C12H8NO3- 1 214.051 -2.65
  218.0614 C15H8NO- 1 218.0611 1.3
  220.0403 C14H6NO2- 1 220.0404 -0.46
  221.0484 C14H7NO2- 1 221.0482 0.92
  222.056 C14H8NO2- 1 222.0561 -0.32
  223.0646 C14H9NO2- 1 223.0639 3.11
  225.043 C13H7NO3- 1 225.0431 -0.41
  226.0504 C13H8NO3- 1 226.051 -2.42
  233.0477 C15H7NO2- 1 233.0482 -2.39
  234.0558 C15H8NO2- 1 234.0561 -1.08
  236.0346 C14H6NO3- 1 236.0353 -2.82
  237.0432 C14H7NO3- 1 237.0431 0.41
  238.0507 C14H8NO3- 1 238.051 -1.25
  249.0427 C15H7NO3- 1 249.0431 -1.73
  250.0508 C15H8NO3- 1 250.051 -0.47
  254.0453 C14H8NO4- 1 254.0459 -2.13
PK$NUM_PEAK: 94
PK$PEAK: m/z int. rel.int.
  50.0035 21623.9 185
  55.0188 3752.5 32
  63.024 13667.4 117
  64.0192 1992.9 17
  65.0033 22991.1 196
  65.0396 9908.4 84
  65.9985 116601.7 999
  67.0189 2058.6 17
  68.0142 7741.3 66
  68.9982 18860.5 161
  71.0138 1783 15
  76.0193 8397.8 71
  78.0349 1121.1 9
  79.0188 3245.2 27
  84.009 6029.4 51
  89.0396 3637.4 31
  90.0348 3960 33
  91.0189 3968.6 34
  93.0345 6168.4 52
  96.0091 11991.7 102
  107.0501 1031.3 8
  108.0216 1659.5 14
  109.0294 7605.6 65
  114.0349 9828.9 84
  116.0505 10745.3 92
  117.0346 12917.1 110
  118.0298 8008.5 68
  120.0454 3491.4 29
  128.0505 1463.3 12
  130.0423 5360.5 45
  131.0375 4682.6 40
  131.0503 1856.3 15
  132.0453 1861.2 15
  134.0246 5198 44
  134.0611 6893.5 59
  139.0147 832.8 7
  140.0508 1758.9 15
  142.0297 3565.2 30
  143.0503 1108.8 9
  144.0454 75792.1 649
  145.0294 13208.6 113
  155.0376 6468.3 55
  156.0454 5814.3 49
  157.053 1248.1 10
  158.0371 7556.9 64
  158.0612 1410.4 12
  159.045 7134.4 61
  164.0507 1831.8 15
  166.0663 1469.3 12
  167.0501 4957.4 42
  168.0453 5583.3 47
  170.0609 4875.8 41
  171.0452 3412.2 29
  172.0404 73184.7 627
  173.0481 6342.6 54
  180.0577 932.7 7
  181.0537 7649.3 65
  181.0659 812.5 6
  182.0371 1790.6 15
  182.0607 1671 14
  183.0323 1632.6 13
  183.0452 1126.2 9
  184.0402 22383.8 191
  186.056 15865.8 135
  192.0454 5361.7 45
  194.0607 4734.1 40
  195.0448 6618.6 56
  196.0399 2853.4 24
  197.0476 2071.5 17
  198.0557 8505.7 72
  204.0583 828.3 7
  205.0529 5435.6 46
  206.0609 3581.2 30
  208.0402 4978.9 42
  209.0481 4418.7 37
  210.0559 8668.4 74
  211.0398 1318.3 11
  212.0344 1131 9
  214.0504 4436.4 38
  218.0614 1285.2 11
  220.0403 5127.1 43
  221.0484 6704.6 57
  222.056 6353.4 54
  223.0646 879.9 7
  225.043 5385.5 46
  226.0504 1688.3 14
  233.0477 947.4 8
  234.0558 4961.3 42
  236.0346 3984.5 34
  237.0432 1570.5 13
  238.0507 3307.8 28
  249.0427 3957.8 33
  250.0508 7345.6 62
  254.0453 5066 43
//