ACCESSION: MSBNK-Eawag-EQ367802
RECORD_TITLE: Doxycycline; LC-ESI-QFT; MS2; CE: 30; R=35000; [M+H]+
DATE: 2015.08.25
AUTHORS: Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag and Thomaidis N, University of Athens
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2015 Eawag, Duebendorf, Switzerland
COMMENT: CONFIDENCE standard compound
COMMENT: EAWAG_UCHEM_ID 3678

CH$NAME: Doxycycline
CH$NAME: 8-carbamoyl-10-(dimethylazaniumyl)-4,6a,7,11-tetrahydroxy-12-methyl-6,9-dioxo-10a,11,11a,12-tetrahydro-10H-tetracen-5-olate
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₂₂H₂₄N₂O₈
CH$EXACT_MASS: 444.15327
CH$SMILES: CC1C2C(C3C(C(=O)C(=C(C3(C(=O)C2=C(C4=C1C=CC=C4O)O)O)O)C(=O)N)N(C)C)O
CH$IUPAC: InChI=1S/C22H24N2O8/c1-7-8-5-4-6-9(25)11(8)16(26)12-10(7)17(27)14-15(24(2)3)18(28)13(21(23)31)20(30)22(14,32)19(12)29/h4-7,10,14-15,17,25-27,30,32H,1-3H3,(H2,23,31)
CH$LINK: CAS 564-25-0
CH$LINK: PUBCHEM CID:54681536
CH$LINK: INCHIKEY SGKRLCUYIXIAHR-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER 10482106

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$MASS_SPECTROMETRY: COLLISION_ENERGY 30 (nominal)
AC$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 6.4 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 445.1595
MS$FOCUSED_ION: PRECURSOR_M/Z 445.1605
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$SPLASH: splash10-004i-0001900000-6b58c4244a3c33966bf5
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  58.0651 C3H8N+ 1 58.0651 -0.44
  72.0443 C3H6NO+ 1 72.0444 -1.81
  84.0443 C4H6NO+ 1 84.0444 -0.6
  98.06 C5H8NO+ 1 98.06 -0.1
  100.0756 C5H10NO+ 1 100.0757 -0.8
  126.055 C6H8NO2+ 1 126.055 -0.04
  144.0655 C6H10NO3+ 1 144.0655 0
  154.0498 C7H8NO3+ 1 154.0499 -0.13
  175.0755 C11H11O2+ 1 175.0754 0.94
  182.0446 C8H8NO4+ 1 182.0448 -0.79
  192.0654 C10H10NO3+ 1 192.0655 -0.67
  201.0543 C12H9O3+ 1 201.0546 -1.69
  210.0762 C10H12NO4+ 1 210.0761 0.5
  241.086 C15H13O3+ 1 241.0859 0.29
  253.0856 C16H13O3+ 1 253.0859 -1.43
  257.081 C15H13O4+ 1 257.0808 0.6
  267.0651 C16H11O4+ 1 267.0652 -0.24
  269.0808 C16H13O4+ 1 269.0808 -0.32
  279.065 C17H11O4+ 1 279.0652 -0.77
  281.0806 C17H13O4+ 1 281.0808 -0.84
  283.0603 C16H11O5+ 1 283.0601 0.64
  285.0758 C16H13O5+ 1 285.0757 0.14
  287.0913 C16H15O5+ 1 287.0914 -0.49
  293.0808 C18H13O4+ 1 293.0808 -0.09
  295.0962 C18H15O4+ 1 295.0965 -1.1
  296.1278 C18H18NO3+ 1 296.1281 -1.05
  297.0758 C17H13O5+ 1 297.0757 0
  303.0649 C19H11O4+ 1 303.0652 -0.84
  309.0756 C18H13O5+ 1 309.0757 -0.58
  311.0918 C18H15O5+ 1 311.0914 1.41
  314.1376 C18H20NO4+ 1 314.1387 -3.39
  319.0603 C19H11O5+ 1 319.0601 0.53
  321.0757 C19H13O5+ 1 321.0757 -0.22
  336.1232 C20H18NO4+ 1 336.123 0.4
  337.0704 C19H13O6+ 1 337.0707 -0.87
  339.0863 C19H15O6+ 1 339.0863 -0.19
  347.0552 C20H11O6+ 1 347.055 0.45
  348.1219 C21H18NO4+ 2 348.123 -3.14
  349.0708 C20H13O6+ 1 349.0707 0.27
  355.0822 C19H15O7+ 2 355.0812 2.71
  359.0279 C16H9NO9+ 1 359.0272 2
  364.1177 C21H18NO5+ 1 364.1179 -0.6
  365.0656 C20H13O7+ 1 365.0656 0.06
  366.1338 C21H20NO5+ 1 366.1336 0.66
  367.0814 C20H15O7+ 1 367.0812 0.52
  382.1285 C21H20NO6+ 1 382.1285 -0.11
  383.0763 C20H15O8+ 1 383.0761 0.54
  384.1445 C21H22NO6+ 1 384.1442 0.85
  392.1127 C22H18NO6+ 1 392.1129 -0.32
  400.1395 C21H22NO7+ 1 400.1391 1.18
  410.1234 C22H20NO7+ 1 410.1234 0.05
  428.1337 C22H22NO8+ 1 428.134 -0.75
  445.1609 C22H25N2O8+ 1 445.1605 0.76
  460.16 C21H24N4O8+ 1 460.1589 2.42
PK$NUM_PEAK: 54
PK$PEAK: m/z int. rel.int.
  58.0651 166239.8 3
  72.0443 48130 1
  84.0443 139341.5 2
  98.06 236582.6 5
  100.0756 77757.4 1
  126.055 582302.1 12
  144.0655 56666.5 1
  154.0498 2428801.2 51
  175.0755 65757.4 1
  182.0446 121015.8 2
  192.0654 104155.1 2
  201.0543 175335.1 3
  210.0762 180061.3 3
  241.086 95794.5 2
  253.0856 90025.2 1
  257.081 93953.2 1
  267.0651 578966.3 12
  269.0808 533523.4 11
  279.065 86745.5 1
  281.0806 50941 1
  283.0603 94291.9 2
  285.0758 100812.2 2
  287.0913 58632.1 1
  293.0808 523014.8 11
  295.0962 113897.9 2
  296.1278 143876.6 3
  297.0758 122063.8 2
  303.0649 68988.7 1
  309.0756 63228 1
  311.0918 86366.1 1
  314.1376 74413.5 1
  319.0603 104459.1 2
  321.0757 1699341 36
  336.1232 53555.7 1
  337.0704 371329.5 7
  339.0863 2209655.2 47
  347.0552 125517.2 2
  348.1219 63710.4 1
  349.0708 537399.6 11
  355.0822 82054.9 1
  359.0279 67700.5 1
  364.1177 229313.6 4
  365.0656 285668.5 6
  366.1338 113396.4 2
  367.0814 283039.2 6
  382.1285 354899.1 7
  383.0763 207738.1 4
  384.1445 86071.4 1
  392.1127 949236.6 20
  400.1395 168495.2 3
  410.1234 6530631 138
  428.1337 46960876 999
  445.1609 174650.3 3
  460.16 260434.5 5
//