ACCESSION: MSBNK-Eawag-EQ361057
RECORD_TITLE: Oxytetracycline; LC-ESI-QFT; MS2; CE: 120; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 120 (nominal)
AC$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$SPLASH: splash10-014l-5910000000-9dcba803b6a4fe1c8681
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
50.0036 C3N- 1 50.0036 -0.85
51.0239 C4H3- 1 51.024 -2.23
53.0032 C3HO- 1 53.0033 -1.66
55.0189 C3H3O- 1 55.0189 -0.7
57.0345 C3H5O- 1 57.0346 -1.72
59.0139 C2H3O2- 1 59.0139 0.63
63.024 C5H3- 1 63.024 -0.06
64.0192 C4H2N- 1 64.0193 -1.6
65.0033 C4HO- 1 65.0033 -0.13
65.0397 C5H5- 1 65.0397 -0.21
65.9985 C3NO- 1 65.9985 0.04
67.019 C4H3O- 1 67.0189 0.32
68.0142 C3H2NO- 1 68.0142 -0.25
68.9982 C3HO2- 1 68.9982 0.25
69.0346 C4H5O- 1 69.0346 0.6
71.0139 C3H3O2- 1 71.0139 0.52
75.0241 C6H3- 1 75.024 1.55
76.0193 C5H2N- 1 76.0193 0.49
78.0348 C5H4N- 1 78.0349 -1.06
79.0189 C5H3O- 1 79.0189 0.02
81.0345 C5H5O- 1 81.0346 -1.09
82.0061 C4H2O2- 1 82.006 0.64
82.0298 C4H4NO- 1 82.0298 0.15
83.0138 C4H3O2- 1 83.0139 -0.52
84.0091 C3H2NO2- 1 84.0091 -0.26
89.0397 C7H5- 1 89.0397 0.52
90.0348 C6H4N- 1 90.0349 -1.36
91.0189 C6H3O- 1 91.0189 -0.42
91.0552 C7H7- 1 91.0553 -0.92
92.0143 C5H2NO- 1 92.0142 0.79
92.0267 C6H4O- 1 92.0268 -0.58
93.0345 C6H5O- 1 93.0346 -0.41
95.0138 C5H3O2- 1 95.0139 -0.35
96.0091 C4H2NO2- 1 96.0091 -0.54
96.9931 C4HO3- 1 96.9931 -0.49
97.0295 C5H5O2- 1 97.0295 0.18
101.0396 C8H5- 1 101.0397 -0.53
103.0551 C8H7- 1 103.0553 -2.27
106.0297 C6H4NO- 1 106.0298 -1.3
107.0137 C6H3O2- 1 107.0139 -1.8
107.0502 C7H7O- 1 107.0502 -0.64
108.0217 C6H4O2- 1 108.0217 0.11
109.0295 C6H5O2- 1 109.0295 -0.39
113.0399 C9H5- 1 113.0397 1.91
115.0554 C9H7- 1 115.0553 0.75
117.0346 C8H5O- 1 117.0346 0.18
118.0298 C7H4NO- 1 118.0298 -0.32
119.0137 C7H3O2- 1 119.0139 -1.62
119.0501 C8H7O- 1 119.0502 -1.25
120.0089 C6H2NO2- 1 120.0091 -1.27
121.0295 C7H5O2- 1 121.0295 -0.36
122.0247 C6H4NO2- 1 122.0248 -0.18
123.0088 C6H3O3- 1 123.0088 0.02
123.0451 C7H7O2- 1 123.0452 -0.35
124.0165 C6H4O3- 1 124.0166 -1.15
124.0403 C6H6NO2- 1 124.0404 -0.58
129.0346 C9H5O- 1 129.0346 -0.14
130.0423 C9H6O- 1 130.0424 -0.8
131.0503 C9H7O- 1 131.0502 0.47
132.0215 C8H4O2- 1 132.0217 -1.12
133.0171 C7H3NO2- 1 133.0169 1.68
133.0296 C8H5O2- 1 133.0295 0.88
134.0248 C7H4NO2- 1 134.0248 0.13
134.0376 C8H6O2- 1 134.0373 1.95
135.0452 C8H7O2- 1 135.0452 0.05
139.0149 C5H3N2O3- 1 139.0149 -0.4
139.0552 C11H7- 1 139.0553 -1.11
141.0345 C10H5O- 1 141.0346 -0.41
143.0502 C10H7O- 1 143.0502 -0.2
144.0579 C10H8O- 1 144.0581 -0.93
145.0295 C9H5O2- 1 145.0295 -0.02
145.0657 C10H9O- 1 145.0659 -1.16
146.0249 C8H4NO2- 1 146.0248 0.88
147.0198 C7H3N2O2- 1 147.02 -1.3
147.0449 C9H7O2- 1 147.0452 -1.52
148.0041 C7H2NO3- 1 148.004 0.23
149.0118 C7H3NO3- 1 149.0118 -0.01
150.0195 C7H4NO3- 1 150.0197 -1.38
152.063 C12H8- 1 152.0631 -0.72
154.0425 C11H6O- 1 154.0424 0.37
155.0503 C11H7O- 1 155.0502 0.33
156.0579 C11H8O- 1 156.0581 -1.05
157.0293 C10H5O2- 1 157.0295 -1.23
157.0656 C11H9O- 1 157.0659 -1.65
158.0373 C10H6O2- 1 158.0373 -0.18
159.0451 C10H7O2- 1 159.0452 -0.46
161.0245 C9H5O3- 1 161.0244 0.39
161.061 C10H9O2- 1 161.0608 1.35
162.0198 C8H4NO3- 1 162.0197 0.7
163.0551 C13H7- 1 163.0553 -1.31
165.0706 C13H9- 1 165.071 -2.33
167.0502 C12H7O- 1 167.0502 -0.17
168.0578 C12H8O- 1 168.0581 -1.45
169.0293 C11H5O2- 1 169.0295 -0.91
169.0659 C12H9O- 1 169.0659 0.36
170.0371 C11H6O2- 1 170.0373 -1.58
171.0452 C11H7O2- 1 171.0452 -0.02
172.053 C11H8O2- 1 172.053 -0.05
173.0243 C10H5O3- 1 173.0244 -0.8
173.0607 C11H9O2- 1 173.0608 -0.71
174.0322 C10H6O3- 1 174.0322 -0.02
175.04 C10H7O3- 1 175.0401 -0.44
179.0502 C13H7O- 1 179.0502 -0.1
180.058 C13H8O- 1 180.0581 -0.35
181.0656 C13H9O- 1 181.0659 -1.59
182.0373 C12H6O2- 1 182.0373 -0.32
183.045 C12H7O2- 1 183.0452 -0.78
183.081 C13H11O- 1 183.0815 -2.83
184.0528 C12H8O2- 1 184.053 -0.8
185.024 C11H5O3- 1 185.0244 -2.26
185.0604 C12H9O2- 1 185.0608 -2.34
187.0401 C11H7O3- 1 187.0401 0.07
191.05 C14H7O- 1 191.0502 -1.25
193.0662 C14H9O- 1 193.0659 1.56
195.045 C13H7O2- 1 195.0452 -0.78
196.0528 C13H8O2- 1 196.053 -0.76
197.0607 C13H9O2- 1 197.0608 -0.52
198.0318 C12H6O3- 1 198.0322 -1.98
199.0399 C12H7O3- 1 199.0401 -1.04
199.076 C13H11O2- 1 199.0765 -2.28
201.0551 C12H9O3- 1 201.0557 -3.27
204.0579 C15H8O- 1 204.0581 -0.95
207.0448 C14H7O2- 1 207.0452 -1.51
208.0529 C14H8O2- 1 208.053 -0.42
209.0607 C14H9O2- 1 209.0608 -0.59
210.0319 C13H6O3- 1 210.0322 -1.58
211.04 C13H7O3- 1 211.0401 -0.56
211.0762 C14H11O2- 1 211.0765 -0.96
213.0563 C13H9O3- 1 213.0557 2.92
219.0447 C15H7O2- 1 219.0452 -1.89
220.053 C15H8O2- 1 220.053 0.01
221.0602 C15H9O2- 1 221.0608 -2.64
223.0398 C14H7O3- 1 223.0401 -1.38
223.0759 C15H11O2- 1 223.0765 -2.61
224.0478 C14H8O3- 1 224.0479 -0.28
225.0558 C14H9O3- 1 225.0557 0.59
226.027 C13H6O4- 1 226.0272 -0.7
227.0354 C13H7O4- 1 227.035 2.06
232.0531 C16H8O2- 1 232.053 0.31
233.0601 C16H9O2- 1 233.0608 -2.85
235.0396 C15H7O3- 1 235.0401 -2.07
237.0553 C15H9O3- 1 237.0557 -1.64
239.0349 C14H7O4- 1 239.035 -0.3
253.0502 C15H9O4- 1 253.0506 -1.91
255.0297 C14H7O5- 1 255.0299 -0.89
PK$NUM_PEAK: 145
PK$PEAK: m/z int. rel.int.
50.0036 15506.6 98
51.0239 11076.4 70
53.0032 9224.6 58
55.0189 20739.9 132
57.0345 1824.8 11
59.0139 1667.4 10
63.024 23899.7 152
64.0192 3089.5 19
65.0033 61068.9 389
65.0397 47211.3 301
65.9985 130522.1 833
67.019 21157.8 135
68.0142 14247.6 90
68.9982 123586.9 789
69.0346 20333.8 129
71.0139 9027.6 57
75.0241 4780.8 30
76.0193 3226.6 20
78.0348 5638.9 35
79.0189 19656.4 125
81.0345 7958.2 50
82.0061 10063.9 64
82.0298 1530.7 9
83.0138 8992.2 57
84.0091 23898.6 152
89.0397 24279.6 155
90.0348 9278.4 59
91.0189 45010.2 287
91.0552 2375.1 15
92.0143 3166.2 20
92.0267 16869.9 107
93.0345 144929 925
95.0138 64578.4 412
96.0091 44234.9 282
96.9931 8295.2 52
97.0295 11780.6 75
101.0396 6946.6 44
103.0551 2242.1 14
106.0297 1311.2 8
107.0137 2950.8 18
107.0502 2424.9 15
108.0217 90649.1 578
109.0295 41214.3 263
113.0399 2095.2 13
115.0554 13674.8 87
117.0346 96137.1 613
118.0298 3079.6 19
119.0137 3124 19
119.0501 7628.8 48
120.0089 8314 53
121.0295 12102.5 77
122.0247 6430.4 41
123.0088 29652.9 189
123.0451 2448 15
124.0165 6069.3 38
124.0403 1504.1 9
129.0346 2228.1 14
130.0423 43639.3 278
131.0503 18945.1 120
132.0215 2560.7 16
133.0171 2968.7 18
133.0296 3235.1 20
134.0248 25967.7 165
134.0376 1474.4 9
135.0452 82383.6 525
139.0149 15973.6 101
139.0552 6741.3 43
141.0345 10461.8 66
143.0502 101319.4 646
144.0579 32618.4 208
145.0295 52589.7 335
145.0657 7142.6 45
146.0249 1525.4 9
147.0198 2900.5 18
147.0449 7633.2 48
148.0041 13823.2 88
149.0118 6095.1 38
150.0195 2560.9 16
152.063 1923.2 12
154.0425 8032.4 51
155.0503 8322.8 53
156.0579 6914.7 44
157.0293 2126.7 13
157.0656 6534.3 41
158.0373 61839.4 394
159.0451 38885 248
161.0245 33056.1 211
161.061 1963.5 12
162.0198 11316.7 72
163.0551 3176.5 20
165.0706 1913.1 12
167.0502 38481.6 245
168.0578 7823 49
169.0293 7750.6 49
169.0659 30616.9 195
170.0371 2030.7 12
171.0452 156480.5 999
172.053 23615.1 150
173.0243 34409.2 219
173.0607 57399.6 366
174.0322 21346.1 136
175.04 3342.4 21
179.0502 4935.7 31
180.058 22441.3 143
181.0656 11865.6 75
182.0373 25618.8 163
183.045 33979.2 216
183.081 2349.7 15
184.0528 2131.3 13
185.024 1857 11
185.0604 7063.8 45
187.0401 50823.9 324
191.05 9422 60
193.0662 3461.6 22
195.045 32200.3 205
196.0528 22156 141
197.0607 20382.4 130
198.0318 2368.2 15
199.0399 6969.2 44
199.076 2413 15
201.0551 6205 39
204.0579 3330.4 21
207.0448 10167.4 64
208.0529 12572.2 80
209.0607 26755.9 170
210.0319 7061.9 45
211.04 25494.9 162
211.0762 1825.7 11
213.0563 1514.1 9
219.0447 2363.4 15
220.053 1702.9 10
221.0602 1697.2 10
223.0398 5468.1 34
223.0759 1493.9 9
224.0478 38305.9 244
225.0558 16813.2 107
226.027 11599.6 74
227.0354 9902.4 63
232.0531 1562.6 9
233.0601 6583.1 42
235.0396 8011.6 51
237.0553 7462.7 47
239.0349 6091.8 38
253.0502 9287.2 59
255.0297 11634.2 74
//
