ACCESSION: MSBNK-Eawag-EQ361056
RECORD_TITLE: Oxytetracycline; LC-ESI-QFT; MS2; CE: 90; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 90 (nominal)
AC$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$SPLASH: splash10-00dr-2930000000-a7b121ca64fd904957bd
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
51.0239 C4H3- 1 51.024 -2.03
53.0032 C3HO- 1 53.0033 -0.91
55.0189 C3H3O- 1 55.0189 -1.06
57.0346 C3H5O- 1 57.0346 0.03
59.0138 C2H3O2- 1 59.0139 -0.9
63.024 C5H3- 1 63.024 -0.22
64.0193 C4H2N- 1 64.0193 -0.04
65.0033 C4HO- 1 65.0033 0.18
65.0397 C5H5- 1 65.0397 -0.21
65.9985 C3NO- 1 65.9985 -0.26
67.0189 C4H3O- 1 67.0189 0.03
68.0142 C3H2NO- 1 68.0142 0.78
68.9982 C3HO2- 1 68.9982 0.1
69.0346 C4H5O- 1 69.0346 0.75
71.0139 C3H3O2- 1 71.0139 0.38
72.9934 C2HO3- 1 72.9931 3.46
75.0241 C6H3- 1 75.024 0.48
76.0194 C5H2N- 1 76.0193 1.41
78.035 C5H4N- 1 78.0349 0.48
79.0189 C5H3O- 1 79.0189 -0.36
80.0267 C5H4O- 1 80.0268 -0.92
81.0345 C5H5O- 1 81.0346 -0.72
82.0059 C4H2O2- 1 82.006 -1.07
82.0299 C4H4NO- 1 82.0298 0.89
83.0138 C4H3O2- 1 83.0139 -0.4
84.009 C3H2NO2- 1 84.0091 -1.09
85.0295 C4H5O2- 1 85.0295 0.2
87.0087 C3H3O3- 1 87.0088 -1.01
89.0397 C7H5- 1 89.0397 0.18
90.0349 C6H4N- 1 90.0349 0.08
91.0189 C6H3O- 1 91.0189 -0.42
91.0553 C7H7- 1 91.0553 -0.59
92.0141 C5H2NO- 1 92.0142 -0.73
92.0267 C6H4O- 1 92.0268 -0.58
93.0345 C6H5O- 1 93.0346 -0.63
94.0298 C5H4NO- 1 94.0298 -0.5
95.0138 C5H3O2- 1 95.0139 -0.35
95.0502 C6H7O- 1 95.0502 -0.83
96.0091 C4H2NO2- 1 96.0091 -0.23
96.0455 C5H6NO- 1 96.0455 -0.08
96.9931 C4HO3- 1 96.9931 -0.49
97.0294 C5H5O2- 1 97.0295 -0.75
99.0089 C4H3O3- 1 99.0088 0.93
99.045 C5H7O2- 1 99.0452 -1.44
101.0396 C8H5- 1 101.0397 -1.03
103.0554 C8H7- 1 103.0553 0.25
105.0344 C7H5O- 1 105.0346 -1.41
107.0139 C6H3O2- 1 107.0139 0.25
107.0502 C7H7O- 1 107.0502 -0.27
108.0217 C6H4O2- 1 108.0217 -0.17
109.0295 C6H5O2- 1 109.0295 -0.3
110.0248 C5H4NO2- 1 110.0248 0.16
110.061 C6H8NO- 1 110.0611 -0.98
111.0087 C5H3O3- 1 111.0088 -0.97
115.0554 C9H7- 1 115.0553 0.31
117.0346 C8H5O- 1 117.0346 0.27
118.0298 C7H4NO- 1 118.0298 0.02
119.0136 C7H3O2- 1 119.0139 -2.46
119.0502 C8H7O- 1 119.0502 -0.49
120.0091 C6H2NO2- 1 120.0091 0.23
121.0295 C7H5O2- 1 121.0295 -0.27
122.0248 C6H4NO2- 1 122.0248 0.64
122.0372 C7H6O2- 1 122.0373 -1.38
123.0088 C6H3O3- 1 123.0088 0.1
124.0165 C6H4O3- 1 124.0166 -0.59
124.0402 C6H6NO2- 1 124.0404 -1.39
124.9878 C5HO4- 1 124.988 -2.26
125.0244 C6H5O3- 1 125.0244 0.02
126.0198 C5H4NO3- 1 126.0197 1.22
126.0561 C6H8NO2- 1 126.0561 0.38
129.0708 C10H9- 1 129.071 -1.27
130.0423 C9H6O- 1 130.0424 -0.56
131.0136 C8H3O2- 1 131.0139 -2.31
131.0502 C9H7O- 1 131.0502 0.01
132.0213 C8H4O2- 1 132.0217 -2.86
133.0164 C7H3NO2- 1 133.0169 -3.66
133.0295 C8H5O2- 1 133.0295 -0.17
133.066 C9H9O- 1 133.0659 1.06
134.0247 C7H4NO2- 1 134.0248 -0.09
134.0373 C8H6O2- 1 134.0373 0.01
135.0452 C8H7O2- 1 135.0452 0.05
136.0165 C7H4O3- 1 136.0166 -0.53
136.0406 C7H6NO2- 1 136.0404 1.23
137.0243 C7H5O3- 1 137.0244 -0.93
137.048 C7H7NO2- 1 137.0482 -1.36
138.0198 C6H4NO3- 1 138.0197 0.97
138.0323 C7H6O3- 1 138.0322 0.13
139.0149 C5H3N2O3- 1 139.0149 -0.11
141.0346 C10H5O- 1 141.0346 0.01
142.9984 C5H3O5- 1 142.9986 -1.31
143.0502 C10H7O- 1 143.0502 -0.41
144.058 C10H8O- 1 144.0581 -0.37
145.0294 C9H5O2- 1 145.0295 -0.37
145.0658 C10H9O- 1 145.0659 -0.54
146.0375 C9H6O2- 1 146.0373 1.11
147.0202 C7H3N2O2- 1 147.02 1.29
147.0322 C8H5NO2- 1 147.0326 -2.63
147.0452 C9H7O2- 1 147.0452 0.12
148.0042 C7H2NO3- 1 148.004 1.1
148.0405 C8H6NO2- 1 148.0404 0.39
149.0117 C7H3NO3- 1 149.0118 -1.22
149.0243 C8H5O3- 1 149.0244 -0.92
149.0356 C7H5N2O2- 1 149.0357 -0.14
149.9958 C7H2O4- 1 149.9959 -0.45
150.0197 C7H4NO3- 1 150.0197 0.42
151.0038 C7H3O4- 1 151.0037 0.85
151.0273 C7H5NO3- 1 151.0275 -1.14
152.0353 C7H6NO3- 1 152.0353 -0.37
152.0632 C12H8- 1 152.0631 0.2
154.0423 C11H6O- 1 154.0424 -0.54
155.0501 C11H7O- 1 155.0502 -0.76
156.0582 C11H8O- 1 156.0581 1
157.0295 C10H5O2- 1 157.0295 -0.02
157.0659 C11H9O- 1 157.0659 -0.12
158.0373 C10H6O2- 1 158.0373 -0.3
159.0451 C10H7O2- 1 159.0452 -0.14
160.0407 C9H6NO2- 1 160.0404 1.61
161.0245 C9H5O3- 1 161.0244 0.2
161.0606 C10H9O2- 1 161.0608 -1.2
162.0196 C8H4NO3- 1 162.0197 -0.16
163.0037 C8H3O4- 1 163.0037 0.05
163.0152 C7H3N2O3- 1 163.0149 1.87
163.0277 C8H5NO3- 1 163.0275 1.52
163.0399 C9H7O3- 1 163.0401 -1.03
163.0555 C13H7- 1 163.0553 0.96
164.0115 C8H4O4- 1 164.0115 0.14
164.0355 C8H6NO3- 1 164.0353 1.24
165.0708 C13H9- 1 165.071 -1.3
167.0503 C12H7O- 1 167.0502 0.49
168.058 C12H8O- 1 168.0581 -0.38
169.0659 C12H9O- 1 169.0659 -0.05
170.0372 C11H6O2- 1 170.0373 -0.69
171.0452 C11H7O2- 1 171.0452 0.1
172.053 C11H8O2- 1 172.053 0.19
173.0243 C10H5O3- 1 173.0244 -0.8
173.0607 C11H9O2- 1 173.0608 -0.65
174.0322 C10H6O3- 1 174.0322 -0.36
175.0399 C10H7O3- 1 175.0401 -1.13
177.0303 C8H5N2O3- 1 177.0306 -1.27
178.0146 C8H4NO4- 1 178.0146 -0.18
179.0503 C13H7O- 1 179.0502 0.46
180.0579 C13H8O- 1 180.0581 -0.69
181.0659 C13H9O- 1 181.0659 0.12
182.0375 C12H6O2- 1 182.0373 0.78
183.045 C12H7O2- 1 183.0452 -0.67
183.0813 C13H11O- 1 183.0815 -1.14
184.0531 C12H8O2- 1 184.053 0.83
185.024 C11H5O3- 1 185.0244 -1.99
185.0607 C12H9O2- 1 185.0608 -0.4
186.0322 C11H6O3- 1 186.0322 -0.39
186.0684 C12H10O2- 1 186.0686 -1.44
187.04 C11H7O3- 1 187.0401 -0.36
188.0479 C11H8O3- 1 188.0479 -0.23
189.0191 C10H5O4- 1 189.0193 -1.33
189.0557 C11H9O3- 1 189.0557 0.12
190.0519 C10H8NO3- 1 190.051 4.86
191.0504 C14H7O- 1 191.0502 0.58
193.0652 C14H9O- 1 193.0659 -3.46
195.0451 C13H7O2- 1 195.0452 -0.53
195.0814 C14H11O- 1 195.0815 -0.92
196.0529 C13H8O2- 1 196.053 -0.45
197.0608 C13H9O2- 1 197.0608 -0.27
198.032 C12H6O3- 1 198.0322 -0.97
199.0402 C12H7O3- 1 199.0401 0.41
199.0764 C13H11O2- 1 199.0765 -0.07
200.0475 C12H8O3- 1 200.0479 -1.76
201.0557 C12H9O3- 1 201.0557 -0.09
202.0269 C11H6O4- 1 202.0272 -1.08
203.035 C11H7O4- 1 203.035 0.24
204.0426 C11H8O4- 1 204.0428 -1.21
204.0579 C15H8O- 1 204.0581 -0.95
205.0656 C15H9O- 1 205.0659 -1.31
206.0225 C10H6O5- 1 206.0221 2.08
207.0449 C14H7O2- 1 207.0452 -1.32
207.0817 C15H11O- 1 207.0815 1.02
208.0529 C14H8O2- 1 208.053 -0.57
209.0608 C14H9O2- 1 209.0608 -0.25
210.0321 C13H6O3- 1 210.0322 -0.54
210.0687 C14H10O2- 1 210.0686 0.48
211.0401 C13H7O3- 1 211.0401 0.2
211.0763 C14H11O2- 1 211.0765 -0.68
212.0475 C13H8O3- 1 212.0479 -2.04
213.019 C12H5O4- 1 213.0193 -1.61
213.0556 C13H9O3- 1 213.0557 -0.36
215.0714 C13H11O3- 1 215.0714 0.01
216.0419 C12H8O4- 1 216.0428 -4.29
217.0659 C16H9O- 1 217.0659 -0.13
219.0447 C15H7O2- 1 219.0452 -2.07
220.053 C15H8O2- 1 220.053 -0.04
221.061 C15H9O2- 1 221.0608 0.89
222.0684 C15H10O2- 1 222.0686 -0.98
223.04 C14H7O3- 1 223.0401 -0.53
223.0763 C15H11O2- 1 223.0765 -0.82
224.0479 C14H8O3- 1 224.0479 -0.1
225.0556 C14H9O3- 1 225.0557 -0.35
226.0265 C13H6O4- 1 226.0272 -3
226.0875 C14H12NO2- 1 226.0874 0.61
227.035 C13H7O4- 1 227.035 0.25
227.0715 C14H11O3- 1 227.0714 0.49
228.0424 C13H8O4- 1 228.0428 -1.92
232.0529 C16H8O2- 1 232.053 -0.29
233.0607 C16H9O2- 1 233.0608 -0.49
234.0683 C16H10O2- 1 234.0686 -1.23
235.0401 C15H7O3- 1 235.0401 -0.08
236.0481 C15H8O3- 1 236.0479 0.79
236.0719 C15H10NO2- 1 236.0717 0.88
237.0559 C15H9O3- 1 237.0557 0.73
238.063 C15H10O3- 1 238.0635 -2.45
238.0872 C15H12NO2- 1 238.0874 -0.77
239.035 C14H7O4- 1 239.035 0.07
239.0711 C15H11O3- 1 239.0714 -0.99
240.043 C14H8O4- 1 240.0428 0.97
241.0499 C14H9O4- 1 241.0506 -2.91
245.06 C17H9O2- 1 245.0608 -3.15
246.0687 C17H10O2- 1 246.0686 0.21
247.0403 C16H7O3- 1 247.0401 1.06
248.0476 C16H8O3- 1 248.0479 -1.26
249.0559 C16H9O3- 1 249.0557 0.61
250.0634 C16H10O3- 1 250.0635 -0.37
250.0873 C16H12NO2- 1 250.0874 -0.13
251.035 C15H7O4- 1 251.035 0.11
251.0713 C16H11O3- 1 251.0714 -0.35
252.0424 C15H8O4- 1 252.0428 -1.46
252.1027 C16H14NO2- 1 252.103 -1.16
253.0505 C15H9O4- 1 253.0506 -0.36
254.0591 C15H10O4- 1 254.0585 2.69
255.0298 C14H7O5- 1 255.0299 -0.22
261.0555 C17H9O3- 1 261.0557 -1.03
262.0634 C17H10O3- 1 262.0635 -0.62
263.0346 C16H7O4- 1 263.035 -1.34
263.0585 C16H9NO3- 1 263.0588 -1.11
263.0714 C17H11O3- 1 263.0714 0.27
264.0427 C16H8O4- 1 264.0428 -0.56
265.0505 C16H9O4- 1 265.0506 -0.61
267.0659 C16H11O4- 1 267.0663 -1.36
275.0711 C18H11O3- 1 275.0714 -0.94
276.0419 C17H8O4- 1 276.0428 -3.29
277.0503 C17H9O4- 1 277.0506 -1.02
279.0301 C16H7O5- 1 279.0299 0.91
289.0503 C18H9O4- 1 289.0506 -0.98
292.0373 C17H8O5- 1 292.0377 -1.38
303.0294 C18H7O5- 1 303.0299 -1.61
PK$NUM_PEAK: 242
PK$PEAK: m/z int. rel.int.
51.0239 2154.1 4
53.0032 2619.8 5
55.0189 36710.6 71
57.0346 7419.9 14
59.0138 9089.4 17
63.024 42482.2 83
64.0193 1978.1 3
65.0033 38569.7 75
65.0397 30794.8 60
65.9985 76515.3 150
67.0189 22907.2 44
68.0142 3609.8 7
68.9982 159870.5 313
69.0346 50549.6 99
71.0139 17513.1 34
72.9934 1877.4 3
75.0241 6941.5 13
76.0194 2511.6 4
78.035 7207.9 14
79.0189 44938.6 88
80.0267 3052 5
81.0345 21222.1 41
82.0059 7037.5 13
82.0299 2309.5 4
83.0138 54684.8 107
84.009 63317.9 124
85.0295 8716.3 17
87.0087 20121.6 39
89.0397 16760.3 32
90.0349 20985.9 41
91.0189 73072.3 143
91.0553 6666 13
92.0141 2821 5
92.0267 13468 26
93.0345 158408.3 310
94.0298 2515.2 4
95.0138 93712.1 183
95.0502 8845.4 17
96.0091 49994.2 98
96.0455 6327.2 12
96.9931 56379.1 110
97.0294 38947.1 76
99.0089 11399.8 22
99.045 3308.5 6
101.0396 6728.6 13
103.0554 2636.9 5
105.0344 8268.9 16
107.0139 14718.1 28
107.0502 9295.1 18
108.0217 101676.6 199
109.0295 90416.5 177
110.0248 3154.2 6
110.061 2513.6 4
111.0087 20183.9 39
115.0554 5749.1 11
117.0346 113173.8 221
118.0298 6243.3 12
119.0136 10969.2 21
119.0502 22391.3 43
120.0091 8567.5 16
121.0295 37345.9 73
122.0248 13624.8 26
122.0372 3160.8 6
123.0088 58894.7 115
124.0165 36835.9 72
124.0402 5831.9 11
124.9878 5587.3 10
125.0244 20991.5 41
126.0198 1552.6 3
126.0561 16960.6 33
129.0708 6997.8 13
130.0423 27247.5 53
131.0136 3721.1 7
131.0502 23160.4 45
132.0213 3201.2 6
133.0164 2268.4 4
133.0295 12485.4 24
133.066 2189.9 4
134.0247 60566.3 118
134.0373 9548 18
135.0452 509402.9 999
136.0165 2117.4 4
136.0406 2061.1 4
137.0243 18939.8 37
137.048 3374.1 6
138.0198 2498 4
138.0323 3033.4 5
139.0149 71660.1 140
141.0346 3057.2 5
142.9984 10500.3 20
143.0502 66346.9 130
144.058 143262.8 280
145.0294 46717.6 91
145.0658 10388.8 20
146.0375 6473.5 12
147.0202 3645.2 7
147.0322 2002.6 3
147.0452 12745 24
148.0042 16914.6 33
148.0405 2535.2 4
149.0117 16207.7 31
149.0243 3855.8 7
149.0356 3229.4 6
149.9958 7373.9 14
150.0197 29823.5 58
151.0038 6816 13
151.0273 12790.9 25
152.0353 6791.3 13
152.0632 1795.6 3
154.0423 2435.8 4
155.0501 18724.5 36
156.0582 7259.2 14
157.0295 2096.7 4
157.0659 28720.9 56
158.0373 103088.3 202
159.0451 87998.5 172
160.0407 2884.4 5
161.0245 150827.3 295
161.0606 7728.4 15
162.0196 54766.8 107
163.0037 2630.4 5
163.0152 5651.8 11
163.0277 16724.7 32
163.0399 11681.5 22
163.0555 1742.6 3
164.0115 6424.2 12
164.0355 2088.9 4
165.0708 5771 11
167.0503 22934.2 44
168.058 7880.2 15
169.0659 58034.4 113
170.0372 2509.6 4
171.0452 181551.7 356
172.053 200502 393
173.0243 66013.4 129
173.0607 322110.2 631
174.0322 102286.5 200
175.0399 36328.7 71
177.0303 19635.9 38
178.0146 6794.8 13
179.0503 8136.6 15
180.0579 23783.8 46
181.0659 33179.5 65
182.0375 21561.5 42
183.045 43494.3 85
183.0813 33876.4 66
184.0531 6538.2 12
185.024 16610.1 32
185.0607 37435.9 73
186.0322 6394.9 12
186.0684 2583.6 5
187.04 171983.8 337
188.0479 14993.7 29
189.0191 3789.3 7
189.0557 10516.5 20
190.0519 1735.2 3
191.0504 18942.5 37
193.0652 16510.7 32
195.0451 50322.9 98
195.0814 10939.2 21
196.0529 69495.8 136
197.0608 95977.5 188
198.032 2872.6 5
199.0402 12966.9 25
199.0764 32090.3 62
200.0475 2619.6 5
201.0557 85574.3 167
202.0269 7705.2 15
203.035 28340.4 55
204.0426 2145.1 4
204.0579 8308.5 16
205.0656 7259.7 14
206.0225 2068.9 4
207.0449 17005.6 33
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209.0608 118037.1 231
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210.0687 9971 19
211.0401 67626.5 132
211.0763 25629.6 50
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213.019 2687.9 5
213.0556 19228.4 37
215.0714 1545.1 3
216.0419 1720.7 3
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220.053 16814.8 32
221.061 27427.9 53
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224.0479 106444.5 208
225.0556 149535.2 293
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226.0875 1663.1 3
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227.0715 7067.4 13
228.0424 1696 3
232.0529 7972.9 15
233.0607 18769.5 36
234.0683 2107.4 4
235.0401 88205 172
236.0481 3536.6 6
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238.063 9045.5 17
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250.0873 2017.5 3
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251.0713 10288.7 20
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255.0298 59064.9 115
261.0555 13757.8 26
262.0634 2093.4 4
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263.0585 2828.1 5
263.0714 3111.8 6
264.0427 2301.6 4
265.0505 9437.8 18
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275.0711 2012 3
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279.0301 2437.3 4
289.0503 1965.5 3
292.0373 1673.7 3
303.0294 1809.7 3
//
