ACCESSION: MSBNK-Eawag-EQ367859
RECORD_TITLE: Doxycycline; LC-ESI-QFT; MS2; CE: 180; R=35000; [M-H]-
DATE: 2015.08.26
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$MASS_SPECTROMETRY: ION_MODE NEGATIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 180 (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$CHROMATOGRAPHY: RETENTION_TIME 6.3 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 443.1457
MS$FOCUSED_ION: PRECURSOR_M/Z 443.146
MS$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-9400000000-a51add609004a53022e1
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
50.0036 C3N- 1 50.0036 -1.05
51.0239 C4H3- 1 51.024 -2.62
53.0032 C3HO- 1 53.0033 -2.42
55.0189 C3H3O- 1 55.0189 -1.06
63.0239 C5H3- 1 63.024 -1.65
64.0193 C4H2N- 1 64.0193 -0.2
65.0033 C4HO- 1 65.0033 0.18
65.0397 C5H5- 1 65.0397 -0.06
65.9986 C3NO- 1 65.9985 0.35
67.0189 C4H3O- 1 67.0189 -0.72
68.0142 C3H2NO- 1 68.0142 0.19
68.9982 C3HO2- 1 68.9982 0.68
79.019 C5H3O- 1 79.0189 0.15
89.0395 C7H5- 1 89.0397 -1.61
91.0553 C7H7- 1 91.0553 -0.48
93.0345 C6H5O- 1 93.0346 -1.27
95.0138 C5H3O2- 1 95.0139 -0.24
96.0091 C4H2NO2- 1 96.0091 -0.02
101.0395 C8H5- 1 101.0397 -1.52
102.0472 C8H6- 1 102.0475 -3.12
108.0216 C6H4O2- 1 108.0217 -0.35
113.0397 C9H5- 1 113.0397 0.59
115.0554 C9H7- 1 115.0553 0.66
117.0348 C8H5O- 1 117.0346 1.55
119.0502 C8H7O- 1 119.0502 -0.66
120.0091 C6H2NO2- 1 120.0091 -0.02
123.0089 C6H3O3- 1 123.0088 1.24
130.0425 C9H6O- 1 130.0424 0.36
137.0397 C11H5- 1 137.0397 -0.1
139.0554 C11H7- 1 139.0553 0.4
141.0345 C10H5O- 1 141.0346 -0.48
143.0501 C10H7O- 1 143.0502 -1.04
147.0458 C9H7O2- 1 147.0452 4.26
154.0424 C11H6O- 1 154.0424 -0.02
155.0502 C11H7O- 1 155.0502 -0.31
158.0374 C10H6O2- 1 158.0373 0.46
159.0453 C10H7O2- 1 159.0452 0.99
165.0346 C12H5O- 1 165.0346 -0.05
167.0497 C12H7O- 1 167.0502 -3.46
182.0372 C12H6O2- 1 182.0373 -0.87
183.0452 C12H7O2- 1 183.0452 0.15
211.0402 C13H7O3- 1 211.0401 0.63
PK$NUM_PEAK: 42
PK$PEAK: m/z int. rel.int.
50.0036 14172.8 116
51.0239 3759.2 30
53.0032 4556.1 37
55.0189 1380.5 11
63.0239 5833.2 47
64.0193 2093.8 17
65.0033 18098.7 148
65.0397 6467.1 53
65.9986 121816.9 999
67.0189 3861 31
68.0142 3367.7 27
68.9982 24117.5 197
79.019 2137.7 17
89.0395 6833.9 56
91.0553 1017.3 8
93.0345 3793.2 31
95.0138 5223.4 42
96.0091 999.2 8
101.0395 3456.5 28
102.0472 822.2 6
108.0216 1311.2 10
113.0397 2033.7 16
115.0554 3770.9 30
117.0348 7265.3 59
119.0502 4890.4 40
120.0091 3263.2 26
123.0089 871.2 7
130.0425 8088.8 66
137.0397 12853.5 105
139.0554 1843.2 15
141.0345 1646.6 13
143.0501 4113.3 33
147.0458 1177.8 9
154.0424 13880.2 113
155.0502 1838.8 15
158.0374 2080.9 17
159.0453 883.7 7
165.0346 6088.8 49
167.0497 1536.6 12
182.0372 12746.1 104
183.0452 8898.3 72
211.0402 3776.8 30
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