ACCESSION: MSBNK-Eawag-EQ361008
RECORD_TITLE: Oxytetracycline; LC-ESI-QFT; MS2; CE: 150; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 150 (nominal)
AC$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$FOCUSED_ION: BASE_PEAK 461.1547
MS$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$SPLASH: splash10-004i-2900000000-cc4d1e4cfaee089552d2
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
50.0151 C4H2+ 1 50.0151 0.37
51.0229 C4H3+ 1 51.0229 0.07
52.0307 C4H4+ 1 52.0308 -1.57
53.0022 C3HO+ 1 53.0022 0.73
53.0386 C4H5+ 1 53.0386 0.82
54.0339 C3H4N+ 1 54.0338 0.45
55.0179 C3H3O+ 1 55.0178 0.34
55.0417 C3H5N+ 1 55.0417 0.35
56.0495 C3H6N+ 1 56.0495 0.44
57.0573 C3H7N+ 1 57.0573 0.16
58.0652 C3H8N+ 1 58.0651 0.42
61.0072 C5H+ 1 61.0073 -0.76
62.0151 C5H2+ 1 62.0151 -0.67
63.0229 C5H3+ 1 63.0229 -0.1
64.0308 C5H4+ 1 64.0308 0.91
65.0386 C5H5+ 1 65.0386 0.21
66.01 C4H2O+ 1 66.01 0.36
66.0464 C5H6+ 1 66.0464 0.73
67.0179 C4H3O+ 1 67.0178 0.58
67.0416 C4H5N+ 1 67.0417 -0.16
68.0258 C4H4O+ 1 68.0257 1.53
68.0495 C4H6N+ 1 68.0495 0.8
68.9971 C3HO2+ 1 68.9971 -0.08
70.0651 C4H8N+ 1 70.0651 0.2
71.0127 C3H3O2+ 1 71.0128 -0.93
71.0366 C3H5NO+ 1 71.0366 0.63
72.0443 C3H6NO+ 1 72.0444 -1.11
74.0151 C6H2+ 1 74.0151 -0.56
75.0229 C6H3+ 1 75.0229 -0.35
76.0307 C6H4+ 1 76.0308 -0.94
77.0385 C6H5+ 1 77.0386 -0.6
78.0464 C6H6+ 1 78.0464 0.24
79.0179 C5H3O+ 1 79.0178 0.37
79.0543 C6H7+ 1 79.0542 0.55
80.0495 C5H6N+ 1 80.0495 -0.2
81.0335 C5H5O+ 1 81.0335 0.23
82.0288 C4H4NO+ 1 82.0287 0.24
82.0651 C5H8N+ 1 82.0651 0.05
83.0129 C4H3O2+ 1 83.0128 1.38
83.0366 C4H5NO+ 1 83.0366 -0.06
86.0151 C7H2+ 1 86.0151 -0.48
87.0229 C7H3+ 1 87.0229 0.15
88.0308 C7H4+ 1 88.0308 1
89.0386 C7H5+ 1 89.0386 0.04
90.0465 C7H6+ 1 90.0464 1.2
91.0543 C7H7+ 1 91.0542 0.59
92.0257 C6H4O+ 1 92.0257 0.37
94.0413 C6H6O+ 1 94.0413 -0.17
94.0651 C6H8N+ 1 94.0651 -0.06
95.0492 C6H7O+ 1 95.0491 0.41
96.0446 C5H6NO+ 1 96.0444 2.29
97.0287 C5H5O2+ 1 97.0284 3.03
98.0153 C8H2+ 1 98.0151 1.62
98.0601 C5H8NO+ 1 98.06 0.71
99.023 C8H3+ 1 99.0229 1.25
100.0308 C8H4+ 1 100.0308 0.78
101.0386 C8H5+ 1 101.0386 0.53
102.0464 C8H6+ 1 102.0464 0.38
103.0543 C8H7+ 1 103.0542 0.32
105.0448 C6H5N2+ 1 105.0447 0.53
107.0492 C7H7O+ 1 107.0491 0.55
113.0386 C9H5+ 1 113.0386 0.21
114.0464 C9H6+ 1 114.0464 -0.19
115.0543 C9H7+ 1 115.0542 0.55
116.062 C9H8+ 1 116.0621 -0.01
117.0337 C8H5O+ 1 117.0335 1.44
117.07 C9H9+ 1 117.0699 0.63
118.0413 C8H6O+ 1 118.0413 -0.48
119.0493 C8H7O+ 1 119.0491 1.08
120.0207 C7H4O2+ 1 120.0206 0.58
125.0387 C10H5+ 1 125.0386 0.91
126.0465 C10H6+ 1 126.0464 0.7
127.0543 C10H7+ 1 127.0542 0.42
128.0621 C10H8+ 1 128.0621 0.22
129.0338 C9H5O+ 1 129.0335 2.24
129.0447 C8H5N2+ 1 129.0447 -0.04
129.0698 C10H9+ 1 129.0699 -0.36
130.0415 C9H6O+ 1 130.0413 1.18
131.0492 C9H7O+ 1 131.0491 0.37
132.057 C9H8O+ 1 132.057 0.56
137.0386 C11H5+ 1 137.0386 0.32
138.0464 C11H6+ 1 138.0464 -0.08
139.0543 C11H7+ 1 139.0542 0.46
140.0621 C11H8+ 1 140.0621 0.2
141.0336 C10H5O+ 1 141.0335 0.91
141.0699 C11H9+ 1 141.0699 0.31
142.0414 C10H6O+ 1 142.0413 0.52
143.049 C10H7O+ 1 143.0491 -1.06
144.0572 C10H8O+ 1 144.057 1.28
145.0649 C10H9O+ 1 145.0648 0.54
149.0388 C12H5+ 1 149.0386 1.23
150.0465 C12H6+ 1 150.0464 0.66
151.0544 C12H7+ 1 151.0542 1.15
152.0621 C12H8+ 1 152.0621 0.52
153.0699 C12H9+ 1 153.0699 0.15
154.078 C12H10+ 1 154.0777 1.74
155.0494 C11H7O+ 1 155.0491 1.93
155.0604 C10H7N2+ 1 155.0604 -0.03
156.057 C11H8O+ 1 156.057 0.41
157.065 C11H9O+ 1 157.0648 1.01
158.0365 C10H6O2+ 1 158.0362 1.58
160.0522 C10H8O2+ 1 160.0519 1.81
161.0387 C13H5+ 1 161.0386 0.58
161.0598 C10H9O2+ 1 161.0597 0.27
162.0463 C13H6+ 1 162.0464 -0.32
163.0542 C13H7+ 1 163.0542 0.14
164.062 C13H8+ 1 164.0621 -0.13
165.07 C13H9+ 1 165.0699 0.57
166.0417 C12H6O+ 1 166.0413 2.31
167.049 C12H7O+ 1 167.0491 -0.97
167.086 C13H11+ 1 167.0855 2.71
168.057 C12H8O+ 1 168.057 0.44
169.0648 C12H9O+ 1 169.0648 0.29
170.0361 C11H6O2+ 1 170.0362 -0.71
171.0441 C11H7O2+ 1 171.0441 0.32
171.0555 C10H7N2O+ 1 171.0553 0.94
173.0601 C11H9O2+ 1 173.0597 2.28
174.0467 C14H6+ 1 174.0464 1.83
175.0543 C14H7+ 1 175.0542 0.19
176.0621 C14H8+ 1 176.0621 0.39
177.0698 C14H9+ 1 177.0699 -0.66
178.0778 C14H10+ 1 178.0777 0.38
179.049 C13H7O+ 1 179.0491 -0.84
179.0605 C12H7N2+ 1 179.0604 0.7
180.0568 C13H8O+ 1 180.057 -0.7
181.0648 C13H9O+ 1 181.0648 0.16
182.0726 C13H10O+ 1 182.0726 -0.31
183.0442 C12H7O2+ 1 183.0441 0.79
184.052 C12H8O2+ 1 184.0519 0.59
185.0599 C12H9O2+ 1 185.0597 1.1
187.0392 C11H7O3+ 1 187.039 1.33
187.0542 C15H7+ 1 187.0542 -0.04
188.0622 C15H8+ 1 188.0621 0.68
189.07 C15H9+ 1 189.0699 0.76
192.0569 C14H8O+ 1 192.057 -0.29
193.0653 C14H9O+ 1 193.0648 2.74
194.036 C13H6O2+ 1 194.0362 -1.14
196.0518 C13H8O2+ 1 196.0519 -0.46
197.0598 C13H9O2+ 1 197.0597 0.58
205.065 C15H9O+ 1 205.0648 0.97
213.0549 C13H9O3+ 1 213.0546 1.41
221.0603 C15H9O2+ 1 221.0597 2.51
PK$NUM_PEAK: 142
PK$PEAK: m/z int. rel.int.
50.0151 335465.5 42
51.0229 244886.5 31
52.0307 14698.5 1
53.0022 257723.2 32
53.0386 826164.7 105
54.0339 121602.8 15
55.0179 510010.9 65
55.0417 218059 27
56.0495 126636.8 16
57.0573 10473.1 1
58.0652 844010.5 107
61.0072 18790.4 2
62.0151 73222.6 9
63.0229 484607.5 61
64.0308 28362.1 3
65.0386 624427.8 79
66.01 37930.2 4
66.0464 9543 1
67.0179 78097.1 9
67.0416 71003.9 9
68.0258 8563.2 1
68.0495 82150.6 10
68.9971 938852.2 119
70.0651 227217.5 29
71.0127 58698.8 7
71.0366 18383.2 2
72.0443 56058.1 7
74.0151 116615.9 14
75.0229 724999.8 92
76.0307 156971.4 20
77.0385 856673.9 109
78.0464 910050.2 116
79.0179 120170.4 15
79.0543 45353.9 5
80.0495 56633.5 7
81.0335 144798.2 18
82.0288 10319.9 1
82.0651 42999.2 5
83.0129 16222.5 2
83.0366 112753 14
86.0151 31930.7 4
87.0229 121350.6 15
88.0308 74998.5 9
89.0386 606641.1 77
90.0465 76472.7 9
91.0543 1613038.8 205
92.0257 98827.7 12
94.0413 13332.2 1
94.0651 15656.5 1
95.0492 2047672.4 261
96.0446 14606.2 1
97.0287 8722.9 1
98.0153 29399.9 3
98.0601 118094.7 15
99.023 57359 7
100.0308 10591.1 1
101.0386 239121.6 30
102.0464 2581433.8 329
103.0543 624866.4 79
105.0448 1501023.5 191
107.0492 59527.4 7
113.0386 694849.2 88
114.0464 186583.2 23
115.0543 4416396 563
116.062 273600.9 34
117.0337 14884.5 1
117.07 103339 13
118.0413 77833.2 9
119.0493 201190.9 25
120.0207 12073.6 1
125.0387 106119 13
126.0465 2278777.2 290
127.0543 2835952.8 361
128.0621 7826377 999
129.0338 33493.2 4
129.0447 623292.1 79
129.0698 159014.7 20
130.0415 36556.5 4
131.0492 411092 52
132.057 127872.2 16
137.0386 77801.7 9
138.0464 163821 20
139.0543 3326423.5 424
140.0621 362264.6 46
141.0336 29334.8 3
141.0699 287041 36
142.0414 87398.5 11
143.049 55764.8 7
144.0572 141391.6 18
145.0649 804622.9 102
149.0388 12077 1
150.0465 443062.2 56
151.0544 186091.8 23
152.0621 2405260.8 307
153.0699 371704.3 47
154.078 11909.6 1
155.0494 994598.6 126
155.0604 2040184.4 260
156.057 201884 25
157.065 99354.2 12
158.0365 15067.9 1
160.0522 34443.6 4
161.0387 34698.6 4
161.0598 67838 8
162.0463 63997.8 8
163.0542 936763.8 119
164.062 352432 44
165.07 974094.5 124
166.0417 16114.5 2
167.049 62331.7 7
167.086 9317.9 1
168.057 698735.4 89
169.0648 744844 95
170.0361 14622.8 1
171.0441 29976.6 3
171.0555 9096.4 1
173.0601 36014.2 4
174.0467 33789.8 4
175.0543 13032.5 1
176.0621 470078.2 60
177.0698 71611.1 9
178.0778 122433.7 15
179.049 47829.9 6
179.0605 239346.7 30
180.0568 18850.9 2
181.0648 170631.4 21
182.0726 12179.5 1
183.0442 244595.4 31
184.052 284092.2 36
185.0599 17392.7 2
187.0392 36885.1 4
187.0542 150805.1 19
188.0622 15316.5 1
189.07 125636.9 16
192.0569 34936.2 4
193.0653 54869 7
194.036 15928.7 2
196.0518 73701.4 9
197.0598 42016.3 5
205.065 35906.8 4
213.0549 9566.9 1
221.0603 14461.4 1
//
