ACCESSION: MSBNK-Eawag-EQ361009
RECORD_TITLE: Oxytetracycline; LC-ESI-QFT; MS2; CE: 180; 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 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 POSITIVE
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 4.3 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 461.1547
MS$FOCUSED_ION: PRECURSOR_M/Z 461.1555
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$SPLASH: splash10-0fb9-5900000000-600c01a35ca59150e71c
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
50.0151 C4H2+ 1 50.0151 0.97
51.023 C4H3+ 1 51.0229 0.66
52.0308 C4H4+ 1 52.0308 0.55
53.0022 C3HO+ 1 53.0022 0.92
53.0386 C4H5+ 1 53.0386 1.01
54.0339 C3H4N+ 1 54.0338 0.64
55.0179 C3H3O+ 1 55.0178 0.34
55.0417 C3H5N+ 1 55.0417 0.53
56.0495 C3H6N+ 1 56.0495 -0.1
58.0652 C3H8N+ 1 58.0651 0.76
61.0073 C5H+ 1 61.0073 0.22
62.0151 C5H2+ 1 62.0151 -0.02
63.023 C5H3+ 1 63.0229 0.53
64.0308 C5H4+ 1 64.0308 0.29
65.0386 C5H5+ 1 65.0386 0.51
66.01 C4H2O+ 1 66.01 0.06
66.0339 C4H4N+ 1 66.0338 0.67
66.0464 C5H6+ 1 66.0464 0.28
67.0179 C4H3O+ 1 67.0178 0.58
67.0416 C4H5N+ 1 67.0417 -0.16
67.0541 C5H7+ 1 67.0542 -1.29
68.0257 C4H4O+ 1 68.0257 0.06
68.0495 C4H6N+ 1 68.0495 -0.08
68.9971 C3HO2+ 1 68.9971 0.06
70.0652 C4H8N+ 1 70.0651 0.92
71.0127 C3H3O2+ 1 71.0128 -0.64
74.0151 C6H2+ 1 74.0151 -0.16
75.0229 C6H3+ 1 75.0229 0.05
76.0307 C6H4+ 1 76.0308 -0.15
77.0021 C5HO+ 1 77.0022 -0.92
77.0386 C6H5+ 1 77.0386 -0.35
78.0464 C6H6+ 1 78.0464 0.36
79.0178 C5H3O+ 1 79.0178 -0.27
79.0543 C6H7+ 1 79.0542 0.55
80.0495 C5H6N+ 1 80.0495 0.05
81.0335 C5H5O+ 1 81.0335 0.6
82.0287 C4H4NO+ 1 82.0287 0
82.0651 C5H8N+ 1 82.0651 -0.07
83.0366 C4H5NO+ 1 83.0366 0.18
86.0151 C7H2+ 1 86.0151 0.1
87.023 C7H3+ 1 87.0229 0.61
88.0308 C7H4+ 1 88.0308 0.55
89.0386 C7H5+ 1 89.0386 0.49
90.0465 C7H6+ 1 90.0464 0.98
91.0543 C7H7+ 1 91.0542 0.59
92.0259 C6H4O+ 1 92.0257 2.11
94.0415 C6H6O+ 1 94.0413 1.85
94.0652 C6H8N+ 1 94.0651 0.68
95.0492 C6H7O+ 1 95.0491 0.51
96.0445 C5H6NO+ 1 96.0444 0.83
98.0152 C8H2+ 1 98.0151 0.7
98.0602 C5H8NO+ 1 98.06 1.22
99.023 C8H3+ 1 99.0229 0.44
100.0307 C8H4+ 1 100.0308 -0.02
101.0387 C8H5+ 1 101.0386 0.73
102.0465 C8H6+ 1 102.0464 0.57
103.0543 C8H7+ 1 103.0542 0.32
105.0448 C6H5N2+ 1 105.0447 0.72
107.0492 C7H7O+ 1 107.0491 0.18
113.0386 C9H5+ 1 113.0386 0.38
114.0465 C9H6+ 1 114.0464 0.51
115.0543 C9H7+ 1 115.0542 0.81
116.0621 C9H8+ 1 116.0621 0.59
117.0334 C8H5O+ 1 117.0335 -0.69
117.0699 C9H9+ 1 117.0699 -0.06
118.0411 C8H6O+ 1 118.0413 -1.58
119.0493 C8H7O+ 1 119.0491 1.42
120.0206 C7H4O2+ 1 120.0206 0.41
125.0386 C10H5+ 1 125.0386 0.27
126.0465 C10H6+ 1 126.0464 0.78
127.0543 C10H7+ 1 127.0542 0.58
128.0621 C10H8+ 1 128.0621 0.61
129.0338 C9H5O+ 1 129.0335 2.32
129.0447 C8H5N2+ 1 129.0447 0.2
129.0699 C10H9+ 1 129.0699 0.03
131.0493 C9H7O+ 1 131.0491 1.13
132.057 C9H8O+ 1 132.057 0.33
137.0387 C11H5+ 1 137.0386 0.97
138.0465 C11H6+ 1 138.0464 1
139.0543 C11H7+ 1 139.0542 0.67
140.062 C11H8+ 1 140.0621 -0.58
141.0334 C10H5O+ 1 141.0335 -0.58
141.07 C11H9+ 1 141.0699 0.87
142.0416 C10H6O+ 1 142.0413 1.65
143.0493 C10H7O+ 1 143.0491 1.11
144.057 C10H8O+ 1 144.057 0.37
145.0649 C10H9O+ 1 145.0648 0.54
149.0389 C12H5+ 1 149.0386 2.37
150.0465 C12H6+ 1 150.0464 0.92
151.0544 C12H7+ 1 151.0542 1.08
152.0621 C12H8+ 1 152.0621 0.58
153.0699 C12H9+ 1 153.0699 -0.17
155.0497 C11H7O+ 1 155.0491 3.41
155.0604 C10H7N2+ 1 155.0604 0.23
156.0571 C11H8O+ 1 156.057 0.86
158.0368 C10H6O2+ 1 158.0362 3.41
161.0388 C13H5+ 1 161.0386 1.57
162.0464 C13H6+ 1 162.0464 0.05
163.0543 C13H7+ 1 163.0542 0.51
164.0622 C13H8+ 1 164.0621 0.6
165.07 C13H9+ 1 165.0699 0.93
167.0493 C12H7O+ 1 167.0491 0.77
168.057 C12H8O+ 1 168.057 0.26
169.0649 C12H9O+ 1 169.0648 0.41
170.0365 C11H6O2+ 1 170.0362 1.64
174.0466 C14H6+ 1 174.0464 1.2
175.0543 C14H7+ 1 175.0542 0.36
176.0622 C14H8+ 1 176.0621 0.84
177.0698 C14H9+ 1 177.0699 -0.32
178.0778 C14H10+ 1 178.0777 0.72
179.0605 C12H7N2+ 1 179.0604 0.59
181.0652 C13H9O+ 1 181.0648 2.37
183.0442 C12H7O2+ 1 183.0441 0.62
185.0597 C12H9O2+ 1 185.0597 0.13
187.0543 C15H7+ 1 187.0542 0.39
188.0617 C15H8+ 1 188.0621 -2.03
189.0703 C15H9+ 1 189.0699 2.08
193.0651 C14H9O+ 1 193.0648 1.55
194.0364 C13H6O2+ 1 194.0362 0.82
196.0519 C13H8O2+ 1 196.0519 0.1
PK$NUM_PEAK: 120
PK$PEAK: m/z int. rel.int.
50.0151 758703.8 200
51.023 504382.6 133
52.0308 29410.9 7
53.0022 308443.8 81
53.0386 720683.9 190
54.0339 168095.6 44
55.0179 341291.2 90
55.0417 219491.4 58
56.0495 84822.5 22
58.0652 429345.4 113
61.0073 71133.1 18
62.0151 310261.1 82
63.023 1325676.9 351
64.0308 53977.2 14
65.0386 1207768.5 319
66.01 42949 11
66.0339 39666.1 10
66.0464 38693.6 10
67.0179 32511.7 8
67.0416 49809.3 13
67.0541 12239.2 3
68.0257 10945.8 2
68.0495 46537.4 12
68.9971 852435.3 225
70.0652 58620.5 15
71.0127 32551.7 8
74.0151 501148.4 132
75.0229 1673776.8 443
76.0307 694215.7 183
77.0021 54279.1 14
77.0386 1030162.9 272
78.0464 1370552.9 363
79.0178 34869.2 9
79.0543 18121.3 4
80.0495 55215.6 14
81.0335 152284.6 40
82.0287 9947.5 2
82.0651 17492.6 4
83.0366 67942.5 17
86.0151 154863.7 41
87.023 408502.8 108
88.0308 234965.1 62
89.0386 1357402.2 359
90.0465 95007.6 25
91.0543 1058286.4 280
92.0259 51089 13
94.0415 30838.6 8
94.0652 13486.8 3
95.0492 2313290.8 612
96.0445 10191.5 2
98.0152 138754 36
98.0602 30287.8 8
99.023 168800.3 44
100.0307 83846 22
101.0387 283190.2 75
102.0465 3572136.5 946
103.0543 370238 98
105.0448 1610898.6 426
107.0492 9890.6 2
113.0386 933863.6 247
114.0465 164907 43
115.0543 3771813.2 999
116.0621 103130.5 27
117.0334 7093.1 1
117.0699 35926.9 9
118.0411 75818.8 20
119.0493 151397.5 40
120.0206 38928.6 10
125.0386 135076.3 35
126.0465 2302013 609
127.0543 1455658.4 385
128.0621 2927535.8 775
129.0338 27893.5 7
129.0447 540626.6 143
129.0699 30966 8
131.0493 140025 37
132.057 100465.4 26
137.0387 234833.5 62
138.0465 116050 30
139.0543 3410405.2 903
140.062 79807.8 21
141.0334 14462.5 3
141.07 76906 20
142.0416 12122.8 3
143.0493 38641.4 10
144.057 27831.6 7
145.0649 496026.4 131
149.0389 41048 10
150.0465 841391.4 222
151.0544 152163.3 40
152.0621 1388628.5 367
153.0699 79250.3 20
155.0497 357199.8 94
155.0604 1162821.8 307
156.0571 42949.3 11
158.0368 10438.1 2
161.0388 69185.1 18
162.0464 100518.7 26
163.0543 994006.1 263
164.0622 149416.6 39
165.07 359655.1 95
167.0493 10809 2
168.057 178784.3 47
169.0649 609509.8 161
170.0365 26479.4 7
174.0466 52745.1 13
175.0543 12910.2 3
176.0622 251450.9 66
177.0698 12564.8 3
178.0778 32465.1 8
179.0605 219050.3 58
181.0652 13532.2 3
183.0442 28985.1 7
185.0597 30810.7 8
187.0543 145475.5 38
188.0617 10912.8 2
189.0703 56853.3 15
193.0651 11127 2
194.0364 38157.9 10
196.0519 43756 11
//
