ACCESSION: MSBNK-Eawag-EQ361058
RECORD_TITLE: Oxytetracycline; LC-ESI-QFT; MS2; CE: 150; 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 3610
CH$NAME: Oxytetracycline
CH$NAME: (4S,4aR,5S,5aR,6S,12aS)-4-(Dimethylamino)-3,5,6,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydro-2-tetracenecarboxamide
CH$NAME: 2-carbamoyl-4-(dimethylazaniumyl)-5,6,10,11,12a-pentahydroxy-6-methyl-3,12-dioxo-4,4a,5,5a-tetrahydrotetracen-1-olate
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C22H24N2O9
CH$EXACT_MASS: 460.14818
CH$SMILES: CC1(C2C(C3C(C(=O)C(=C(C3(C(=O)C2=C(C4=C1C=CC=C4O)O)O)O)C(=O)N)N(C)C)O)O
CH$IUPAC: InChI=1S/C22H24N2O9/c1-21(32)7-5-4-6-8(25)9(7)15(26)10-12(21)17(28)13-14(24(2)3)16(27)11(20(23)31)19(30)22(13,33)18(10)29/h4-6,12-14,17,25-26,28,30,32-33H,1-3H3,(H2,23,31)
CH$LINK: CAS
79-57-2
CH$LINK: PUBCHEM
CID:54686003
CH$LINK: INCHIKEY
OWFJMIVZYSDULZ-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER
10482174
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 4.3 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 459.1405
MS$FOCUSED_ION: PRECURSOR_M/Z 459.1409
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$SPLASH: splash10-014i-9600000000-72aac1a8893b3e69d58a
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
50.0035 C3N- 1 50.0036 -1.65
51.0239 C4H3- 1 51.024 -3.01
53.0033 C3HO- 1 53.0033 -0.34
55.0189 C3H3O- 1 55.0189 0.21
59.0139 C2H3O2- 1 59.0139 0.63
63.024 C5H3- 1 63.024 -0.38
64.0192 C4H2N- 1 64.0193 -0.67
65.0033 C4HO- 1 65.0033 0.33
65.0397 C5H5- 1 65.0397 0.25
65.9985 C3NO- 1 65.9985 0.19
67.019 C4H3O- 1 67.0189 0.32
68.0142 C3H2NO- 1 68.0142 -0.4
68.9982 C3HO2- 1 68.9982 0.54
69.0346 C4H5O- 1 69.0346 0.31
71.0139 C3H3O2- 1 71.0139 0.8
75.024 C6H3- 1 75.024 -0.18
79.0189 C5H3O- 1 79.0189 -0.36
81.0347 C5H5O- 1 81.0346 0.88
82.006 C4H2O2- 1 82.006 -0.83
83.0135 C4H3O2- 1 83.0139 -4.25
84.009 C3H2NO2- 1 84.0091 -1.21
89.0396 C7H5- 1 89.0397 -0.27
90.0349 C6H4N- 1 90.0349 -0.81
91.0189 C6H3O- 1 91.0189 -0.42
91.0554 C7H7- 1 91.0553 0.4
92.0267 C6H4O- 1 92.0268 -1.23
93.0346 C6H5O- 1 93.0346 -0.3
95.0139 C5H3O2- 1 95.0139 -0.03
96.0092 C4H2NO2- 1 96.0091 0.92
97.0294 C5H5O2- 1 97.0295 -0.55
101.0396 C8H5- 1 101.0397 -1.03
108.0217 C6H4O2- 1 108.0217 0.2
109.0294 C6H5O2- 1 109.0295 -0.49
113.0396 C9H5- 1 113.0397 -0.92
115.0554 C9H7- 1 115.0553 1.1
117.0346 C8H5O- 1 117.0346 0.44
119.0501 C8H7O- 1 119.0502 -0.83
120.009 C6H2NO2- 1 120.0091 -0.93
123.0089 C6H3O3- 1 123.0088 1.32
130.0423 C9H6O- 1 130.0424 -0.8
131.0504 C9H7O- 1 131.0502 1
134.0247 C7H4NO2- 1 134.0248 -0.16
135.045 C8H7O2- 1 135.0452 -1.28
139.0146 C5H3N2O3- 1 139.0149 -2.49
139.0551 C11H7- 1 139.0553 -1.25
141.0343 C10H5O- 1 141.0346 -1.83
143.0502 C10H7O- 1 143.0502 -0.13
144.0582 C10H8O- 1 144.0581 1.29
145.0295 C9H5O2- 1 145.0295 -0.02
147.0455 C9H7O2- 1 147.0452 2.09
148.0037 C7H2NO3- 1 148.004 -1.8
154.0424 C11H6O- 1 154.0424 0.17
155.0504 C11H7O- 1 155.0502 1.17
156.0585 C11H8O- 1 156.0581 3.05
157.0293 C10H5O2- 1 157.0295 -1.04
158.0372 C10H6O2- 1 158.0373 -0.56
159.045 C10H7O2- 1 159.0452 -1.03
161.0242 C9H5O3- 1 161.0244 -1.04
167.0502 C12H7O- 1 167.0502 0.01
168.0578 C12H8O- 1 168.0581 -1.63
169.0298 C11H5O2- 1 169.0295 1.64
169.0661 C12H9O- 1 169.0659 1.19
171.0451 C11H7O2- 1 171.0452 -0.13
172.0531 C11H8O2- 1 172.053 0.65
173.0243 C10H5O3- 1 173.0244 -0.39
173.0601 C11H9O2- 1 173.0608 -3.83
180.0581 C13H8O- 1 180.0581 0.43
181.0656 C13H9O- 1 181.0659 -1.81
182.0371 C12H6O2- 1 182.0373 -1.14
183.045 C12H7O2- 1 183.0452 -1
187.0399 C11H7O3- 1 187.0401 -1
191.05 C14H7O- 1 191.0502 -1.46
195.0454 C13H7O2- 1 195.0452 1.16
207.0453 C14H7O2- 1 207.0452 0.52
209.0603 C14H9O2- 1 209.0608 -2.45
211.04 C13H7O3- 1 211.0401 -0.42
224.0475 C14H8O3- 1 224.0479 -1.66
226.0265 C13H6O4- 1 226.0272 -2.73
PK$NUM_PEAK: 78
PK$PEAK: m/z int. rel.int.
50.0035 16924.6 93
51.0239 6947.4 38
53.0033 10766.1 59
55.0189 10011.2 55
59.0139 1678.7 9
63.024 12821.3 70
64.0192 2988.3 16
65.0033 56071 308
65.0397 45988.9 252
65.9985 181641.3 999
67.019 9462 52
68.0142 8034.6 44
68.9982 62091.3 341
69.0346 6230.2 34
71.0139 1609.9 8
75.024 2135.8 11
79.0189 9930.5 54
81.0347 1391.6 7
82.006 2474.9 13
83.0135 1630.9 8
84.009 8591.7 47
89.0396 31338.7 172
90.0349 1779.4 9
91.0189 28437.3 156
91.0554 1692.7 9
92.0267 2867.6 15
93.0346 64965.1 357
95.0139 26120.8 143
96.0092 10175.6 55
97.0294 2429.8 13
101.0396 2787 15
108.0217 45013.5 247
109.0294 8817.3 48
113.0396 7249.4 39
115.0554 13755.4 75
117.0346 57607.2 316
119.0501 2865.8 15
120.009 5647.7 31
123.0089 9807.3 53
130.0423 17035.7 93
131.0504 2209.8 12
134.0247 6290.8 34
135.045 8002.7 44
139.0146 1747.4 9
139.0551 5937.5 32
141.0343 6808.7 37
143.0502 65516.2 360
144.0582 2644.9 14
145.0295 24968.7 137
147.0455 4781.7 26
148.0037 1349.8 7
154.0424 8545.4 46
155.0504 2432.5 13
156.0585 1327.6 7
157.0293 1865 10
158.0372 17771.5 97
159.045 7728 42
161.0242 3038.3 16
167.0502 25238.5 138
168.0578 2000.6 11
169.0298 3059.7 16
169.0661 2772.5 15
171.0451 39827.4 219
172.0531 1836.6 10
173.0243 5965.6 32
173.0601 1521.8 8
180.0581 5679.9 31
181.0656 2383.4 13
182.0371 8151.9 44
183.045 7161.2 39
187.0399 2406.7 13
191.05 1473.1 8
195.0454 8992.8 49
207.0453 1780.3 9
209.0603 2212.7 12
211.04 2511.2 13
224.0475 1351.7 7
226.0265 2277.3 12
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