ACCESSION: MSBNK-Athens_Univ-AU283106
RECORD_TITLE: Fluticasone propionate; LC-ESI-QTOF; MS2; CE: Ramp 25.6-38.4 eV; R=35000; [M+H]+
DATE: 2019.05.31
AUTHORS: Nikiforos Alygizakis, Katerina Galani, Nikolaos Thomaidis, University of Athens
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2019 Department of Chemistry, University of Athens
COMMENT: CONFIDENCE standard compound
COMMENT: INTERNAL_ID 2831
CH$NAME: Fluticasone propionate
CH$NAME: [(6S,8S,9R,10S,11S,13S,14S,16R,17R)-6,9-difluoro-17-(fluoromethylsulfanylcarbonyl)-11-hydroxy-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl] propanoate
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C25H31F3O5S
CH$EXACT_MASS: 500.1844298
CH$SMILES: CCC(=O)O[C@@]1([C@H](C)C[C@H]2[C@@H]3C[C@H](F)C4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O)C[C@]12C)C(=O)SCF
CH$IUPAC: InChI=1S/C25H31F3O5S/c1-5-20(31)33-25(21(32)34-12-26)13(2)8-15-16-10-18(27)17-9-14(29)6-7-22(17,3)24(16,28)19(30)11-23(15,25)4/h6-7,9,13,15-16,18-19,30H,5,8,10-12H2,1-4H3/t13-,15+,16+,18+,19+,22+,23+,24+,25+/m1/s1
CH$LINK: CAS
90566-53-3
CH$LINK: CHEBI
31441
CH$LINK: KEGG
D01708
CH$LINK: PUBCHEM
CID:444036
CH$LINK: INCHIKEY
WMWTYOKRWGGJOA-CENSZEJFSA-N
CH$LINK: CHEMSPIDER
392059
AC$INSTRUMENT: Bruker maXis Impact
AC$INSTRUMENT_TYPE: LC-ESI-QTOF
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE CID
AC$MASS_SPECTROMETRY: COLLISION_ENERGY Ramp 25.6-38.4 eV
AC$MASS_SPECTROMETRY: RESOLUTION 35000
AC$CHROMATOGRAPHY: COLUMN_NAME Acclaim RSLC C18 2.2um, 2.1x100mm, Thermo
AC$CHROMATOGRAPHY: FLOW_GRADIENT 99/1 at 0-1 min, 61/39 at 3 min, 0.1/99.9 at 14-16 min, 99/1 at 16.1-20 min
AC$CHROMATOGRAPHY: FLOW_RATE 200 uL/min at 0-3 min, 400 uL/min at 14 min, 480 uL/min at 16-19 min, 200 uL/min at 19.1-20 min
AC$CHROMATOGRAPHY: RETENTION_TIME 10.653 min
AC$CHROMATOGRAPHY: SOLVENT A 90:10 water:methanol with 0.01% formic acid and 5mM ammonium formate
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.01% formic acid and 5mM ammonium formate
MS$FOCUSED_ION: BASE_PEAK 501.1918
MS$FOCUSED_ION: PRECURSOR_M/Z 501.1917
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$DATA_PROCESSING: RECALIBRATE identity on assigned fragments and MS1
MS$DATA_PROCESSING: WHOLE RMassBank 2.10.1
PK$SPLASH: splash10-004l-0392000000-3c7a1ec37824cce699ae
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
57.0328 C3H5O+ 1 57.0335 -11.94
67.0533 C5H7+ 1 67.0542 -14.08
69.0328 C4H5O+ 1 69.0335 -10.05
69.0689 C5H9+ 1 69.0699 -14.3
75.0437 C3H7O2+ 2 75.0441 -4.5
79.0541 C6H7+ 2 79.0542 -2.09
91.0546 C7H7+ 3 91.0542 4.13
93.07 C7H9+ 3 93.0699 1.69
95.0856 C7H11+ 3 95.0855 0.89
105.0707 C5H10FO+ 4 105.071 -3.14
107.0867 C5H12FO+ 4 107.0867 -0.18
108.0903 C4[13]CH12FO+ 1 108.0906 -2.45
109.1025 C5H14FO+ 4 109.1023 1.77
113.0764 C7H10F+ 3 113.0761 2.96
115.0538 C9H7+ 3 115.0542 -3.38
119.0849 C9H11+ 3 119.0855 -5.47
121.0645 C8H9O+ 3 121.0648 -2.69
122.0673 C7[13]CH9O+ 1 122.0687 -11.65
127.0896 C8H12F+ 1 127.0918 -17.29
129.0685 C10H9+ 2 129.0699 -10.97
131.0852 C10H11+ 3 131.0855 -2.79
133.0637 C9H9O+ 2 133.0648 -8.18
133.0996 C10H13+ 2 133.1012 -12.14
134.0658 C8[13]CH9O+ 1 134.0687 -21.52
135.0795 C9H11O+ 3 135.0804 -7.26
136.083 C8[13]CH11O+ 1 136.0843 -10.08
137.0747 C9H10F+ 2 137.0761 -10.41
139.0547 C11H7+ 5 139.0542 3.42
141.0691 C11H9+ 3 141.0699 -5.47
143.0847 C11H11+ 3 143.0855 -6.02
145.064 C10H9O+ 3 145.0648 -5.42
145.0993 C11H13+ 2 145.1012 -12.64
146.0681 C9[13]CH9O+ 1 146.0687 -3.73
147.0789 C10H11O+ 2 147.0804 -10.46
148.0812 C9[13]CH11O+ 1 148.0843 -21.44
149.0752 C10H10F+ 3 149.0761 -6.2
149.0959 C10H13O+ 5 149.0961 -1.56
151.0905 C10H12F+ 3 151.0918 -8.58
152.0954 C9[13]CH12F+ 1 152.0957 -2.02
153.0717 C6H11F2O2+ 6 153.0722 -3.11
155.0853 C12H11+ 5 155.0855 -1.47
156.0876 C11[13]CH11+ 1 156.0894 -11.59
157.0636 C11H9O+ 3 157.0648 -7.28
157.0997 C12H13+ 3 157.1012 -9.64
158.0719 C11H10O+ 3 158.0726 -4.48
159.0623 C5H10F3O2+ 7 159.0627 -2.68
159.0793 C11H11O+ 3 159.0804 -7.31
160.084 C10[13]CH11O+ 1 160.0843 -2.37
161.0582 C8H8F3+ 5 161.0573 5.86
161.0757 C11H10F+ 4 161.0761 -2.27
161.0944 C11H13O+ 3 161.0961 -10.2
163.0542 C13H7+ 5 163.0542 -0.41
163.0731 C8H10F3+ 4 163.0729 1.09
163.09 C11H12F+ 3 163.0918 -10.88
164.0957 C11H13F+ 1 164.0996 -23.66
165.0696 C13H9+ 5 165.0699 -1.86
167.0848 C13H11+ 5 167.0855 -4.3
169.0636 C12H9O+ 3 169.0648 -7.29
169.1015 C13H13+ 5 169.1012 1.63
171.0793 C12H11O+ 3 171.0804 -6.59
172.0828 C11[13]CH11O+ 1 172.0843 -8.92
173.0584 C9H8F3+ 5 173.0573 6.75
173.0788 C6H12F3O2+ 8 173.0784 2.31
173.0941 C12H13O+ 3 173.0961 -11.77
174.0993 C11[13]CH13O+ 1 174.1 -3.78
175.0741 C9H10F3+ 5 175.0729 6.72
175.0915 C12H12F+ 4 175.0918 -1.71
177.0706 C11H10FO+ 6 177.071 -2.36
177.089 C9H12F3+ 5 177.0886 2.38
177.1069 C12H14F+ 4 177.1074 -3.09
179.0488 C13H7O+ 5 179.0491 -2.03
179.0857 C14H11+ 6 179.0855 0.83
180.0888 C13[13]CH11+ 1 180.0894 -3.48
181.1009 C14H13+ 5 181.1012 -1.47
182.0709 C13H10O+ 3 182.0726 -9.19
183.0798 C13H11O+ 5 183.0804 -3.34
185.041 C9H7F2O2+ 9 185.0409 0.57
185.0586 C7H12F3S+ 7 185.0606 -10.95
185.095 C13H13O+ 5 185.0961 -5.95
186.0622 C6[13]CH12F3S+ 1 186.0645 -12.64
186.1008 C13H14O+ 2 186.1039 -16.67
187.0533 C7H12F3[34]S+ 1 187.057 -19.51
187.0748 C12H11O2+ 7 187.0754 -3.01
187.0908 C13H12F+ 4 187.0918 -5.28
187.1083 C13H15O+ 2 187.1117 -18.18
188.0791 C11[13]CH11O2+ 1 188.0793 -0.85
189.0698 C15H9+ 6 189.0699 -0.49
190.0742 C15H10+ 2 190.0777 -18.42
191.0859 C15H11+ 6 191.0855 1.83
193.1024 C12H14FO+ 8 193.1023 0.31
195.08 C14H11O+ 5 195.0804 -2.47
195.0961 C12H13F2+ 2 195.098 -9.7
195.1192 C9H17F2O2+ 9 195.1191 0.67
196.0854 C14H12O+ 2 196.0883 -14.53
197.0783 C8H12F3O2+ 8 197.0784 -0.4
197.0947 C14H13O+ 5 197.0961 -7.01
199.0719 C11H10F3+ 4 199.0729 -5.27
199.0915 C14H12F+ 6 199.0918 -1.19
199.1095 C14H15O+ 3 199.1117 -11.25
201.0734 C7H12F3O3+ 9 201.0733 0.67
201.0897 C11H12F3+ 7 201.0886 5.56
203.069 C10H13F2S+ 8 203.0701 -5.26
203.086 C16H11+ 6 203.0855 2.48
205.0652 C15H9O+ 6 205.0648 2
205.1017 C10H15F2O2+ 7 205.1035 -8.49
206.0683 C14[13]CH9O+ 1 206.0687 -1.68
206.1076 C9[13]CH15F2O2+ 1 206.1074 0.92
207.0795 C15H11O+ 5 207.0804 -4.49
207.0958 C13H13F2+ 2 207.098 -10.43
208.0867 C15H12O+ 5 208.0883 -7.68
209.095 C12H14FO2+ 5 209.0972 -10.75
210.1019 C11[13]CH14FO2+ 1 210.1011 3.49
211.1112 C15H15O+ 6 211.1117 -2.45
213.1076 C15H14F+ 6 213.1074 0.74
214.1108 C14[13]CH14F+ 1 214.1113 -2.53
215.0856 C17H11+ 6 215.0855 0.44
217.0995 C17H13+ 5 217.1012 -7.8
219.0799 C16H11O+ 6 219.0804 -2.57
219.1151 C17H15+ 5 219.1168 -7.75
221.0951 C16H13O+ 6 221.0961 -4.31
222.1018 C16H14O+ 5 222.1039 -9.34
223.1113 C13H16FO2+ 6 223.1129 -7.09
224.1165 C12[13]CH16FO2+ 1 224.1168 -1.09
225.073 C15H13S+ 9 225.0732 -0.94
225.0912 C15H13O2+ 9 225.091 0.66
225.1071 C16H14F+ 6 225.1074 -1.56
225.1267 C16H17O+ 6 225.1274 -3.04
226.0764 C18H10+ 5 226.0777 -5.56
232.1238 C18H16+ 6 232.1247 -3.69
233.0951 C17H13O+ 6 233.0961 -4.31
233.129 C18H17+ 3 233.1325 -14.96
234.1014 C17H14O+ 3 234.1039 -10.85
235.111 C17H15O+ 6 235.1117 -3.36
236.1186 C17H16O+ 6 236.1196 -3.98
237.0897 C14H12F3+ 8 237.0886 4.78
237.1267 C17H17O+ 6 237.1274 -2.93
238.0978 C16H14O2+ 8 238.0988 -4.43
238.1297 C16[13]CH17O+ 1 238.1313 -6.52
239.0869 C16H12FO+ 9 239.0867 1.15
239.1061 C16H15O2+ 8 239.1067 -2.2
239.1416 C17H19O+ 6 239.143 -5.94
241.1021 C16H14FO+ 9 241.1023 -1.01
242.1076 C19H14+ 6 242.109 -5.61
243.1163 C19H15+ 6 243.1168 -2.16
245.0793 C15H14FS+ 10 245.0795 -0.89
245.0935 C18H13O+ 5 245.0961 -10.73
246.0835 C14[13]CH14FS+ 1 246.0834 0.46
246.1025 C18H14O+ 6 246.1039 -5.58
247.1106 C18H15O+ 6 247.1117 -4.65
247.1478 C19H19+ 8 247.1481 -1.22
248.1505 C18[13]CH19+ 1 248.152 -6.21
249.127 C18H17O+ 7 249.1274 -1.42
250.1323 C18H18O+ 3 250.1352 -11.62
251.1058 C17H15O2+ 8 251.1067 -3.44
251.1423 C18H19O+ 6 251.143 -3.07
252.1468 C17[13]CH19O+ 1 252.1469 -0.47
253.1023 C17H14FO+ 9 253.1023 -0.09
253.1219 C17H17O2+ 9 253.1223 -1.64
253.1534 C16[13]C2H19O+ 1 253.1503 12.34
254.1244 C15H17F3+ 3 254.1277 -12.97
255.1195 C14H17F2O2+ 9 255.1191 1.58
257.132 C20H17+ 8 257.1325 -1.86
258.1372 C20H18+ 3 258.1403 -12.18
259.1128 C16H16FO2+ 8 259.1129 -0.42
259.146 C20H19+ 5 259.1481 -8.36
260.1189 C19H16O+ 7 260.1196 -2.69
261.1265 C16H18FO2+ 6 261.1285 -7.79
262.1334 C15[13]CH18FO2+ 1 262.1324 3.52
263.1076 C13H18F3S+ 10 263.1076 0.03
263.1416 C19H19O+ 6 263.143 -5.64
264.1139 C18H16O2+ 9 264.1145 -2.07
264.1461 C18[13]CH19O+ 1 264.1469 -3.29
265.1586 C16H25OS+ 7 265.1621 -13.1
266.1622 C15[13]CH25OS+ 1 266.166 -14.28
267.1385 C13H22F3S+ 10 267.1389 -1.49
267.1579 C16H25O[34]S+ 1 267.1584 -1.81
269.1312 C21H17+ 6 269.1325 -4.73
271.1484 C21H19+ 9 271.1481 0.9
273.1262 C20H17O+ 6 273.1274 -4.44
274.1338 C20H18O+ 6 274.1352 -5.32
275.1428 C20H19O+ 7 275.143 -0.78
276.1482 C19[13]CH19O+ 1 276.1469 4.43
277.1242 C13H19F2O4+ 10 277.1246 -1.49
277.1551 C20H21O+ 3 277.1587 -13.02
278.1303 C19H18O2+ 10 278.1301 0.64
278.1628 C20H22O+ 3 278.1665 -13.49
279.1348 C17H18F3+ 7 279.1355 -2.46
280.1255 C19H17FO+ 9 280.1258 -0.95
281.1329 C22H17+ 9 281.1325 1.39
282.1351 C21[13]CH17+ 1 282.1364 -4.39
283.1708 C16H24FO3+ 10 283.1704 1.59
285.1258 C21H17O+ 6 285.1274 -5.58
285.1645 C22H21+ 9 285.1638 2.57
286.1308 C21H18O+ 4 286.1352 -15.35
286.1666 C21[13]CH21+ 1 286.1677 -3.82
287.1434 C21H19O+ 8 287.143 1.25
288.1124 C18H15F3+ 8 288.112 1.17
289.1155 C18H16F3+ 3 289.1199 -15.09
291.14 C14H21F2O4+ 10 291.1402 -0.9
293.1538 C20H21O2+ 10 293.1536 0.7
294.157 C19[13]CH21O2+ 1 294.1575 -1.85
295.1493 C20H23S+ 9 295.1515 -7.59
296.1553 C19[13]CH23S+ 1 296.1554 -0.43
297.1609 C23H21+ 7 297.1638 -9.79
299.1447 C19H20FO2+ 8 299.1442 1.64
303.1375 C21H19O2+ 10 303.138 -1.38
304.1421 C20[13]CH19O2+ 1 304.1419 0.75
305.152 C19H20F3+ 9 305.1512 2.68
306.1416 C21H19FO+ 9 306.1414 0.54
307.1468 C24H19+ 8 307.1481 -4.41
311.1646 C21H21F2+ 10 311.1606 13.02
312.164 C20[13]CH21F2+ 1 312.1645 -1.45
313.16 C23H21O+ 8 313.1587 4.19
314.1629 C22[13]CH21O+ 1 314.1626 0.93
315.1567 C17H22F3O2+ 10 315.1566 0.24
316.1612 C16[13]CH22F3O2+ 1 316.1605 2.11
321.148 C18H22FO4+ 10 321.1497 -5.25
322.1532 C17[13]CH22FO4+ 1 322.1536 -1.21
323.1443 C21H20FO2+ 8 323.1442 0.31
324.1491 C21H24OS+ 7 324.1542 -15.76
325.1571 C20[13]CH24OS+ 1 325.1581 -3.32
331.1532 C23H20FO+ 9 331.1493 11.82
332.1527 C22[13]CH20FO+ 1 332.1532 -1.42
333.1655 C16H29O5S+ 9 333.173 -22.46
334.1714 C15[13]CH29O5S+ 1 334.1769 -16.49
335.1763 C16H29O5[34]S+ 1 335.1694 20.66
338.1128 C18H17F3O3+ 9 338.1124 1.19
339.1455 C12H26F3O5S+ 9 339.1448 2.13
341.1368 C24H21S+ 9 341.1358 2.87
342.1402 C23[13]CH21S+ 1 342.1398 1.36
343.1478 C24H20FO+ 8 343.1493 -4.23
345.1648 C24H22FO+ 9 345.1649 -0.47
359.1469 C21H24FO2S+ 7 359.1476 -1.73
360.1519 C20[13]CH24FO2S+ 1 360.1515 1.31
361.1444 C24H22FS+ 9 361.1421 6.53
362.1491 C23[13]CH22FS+ 1 362.146 8.5
363.1458 C22[13]C2H22FS+ 1 363.1493 -9.71
369.1334 C25H21OS+ 7 369.1308 7.17
370.1351 C24[13]CH21OS+ 1 370.1347 1.18
379.1538 C20H27O5S+ 7 379.1574 -9.5
379.1668 C21H25F2O4+ 10 379.1715 -12.56
380.1753 C20[13]CH25F2O4+ 1 380.1754 -0.49
381.148 C24H23F2S+ 8 381.1483 -0.84
387.1421 C22H24FO3S+ 8 387.1425 -0.95
389.1385 C19H24F3O3S+ 7 389.1393 -2.11
390.1438 C18[13]CH24F3O3S+ 1 390.1432 1.51
405.1541 C19H27F2O5S+ 6 405.1542 -0.12
407.1467 C22H22F3O4+ 5 407.1465 0.5
PK$NUM_PEAK: 248
PK$PEAK: m/z int. rel.int.
57.0328 6036 50
67.0533 792 6
69.0328 620 5
69.0689 1576 13
75.0437 800 6
79.0541 1172 9
91.0546 772 6
93.07 2080 17
95.0856 2208 18
105.0707 836 7
107.0867 10560 89
108.0903 812 6
109.1025 5688 47
113.0764 688 5
115.0538 620 5
119.0849 2812 23
121.0645 33832 285
122.0673 2864 24
127.0896 688 5
129.0685 964 8
131.0852 2284 19
133.0637 5668 47
133.0996 1136 9
134.0658 712 6
135.0795 13228 111
136.083 1392 11
137.0747 628 5
139.0547 6000 50
141.0691 972 8
143.0847 1388 11
145.064 5244 44
145.0993 684 5
146.0681 744 6
147.0789 4704 39
148.0812 632 5
149.0752 904 7
149.0959 820 6
151.0905 5696 48
152.0954 996 8
153.0717 1184 9
155.0853 5228 44
156.0876 596 5
157.0636 3016 25
157.0997 1336 11
158.0719 1036 8
159.0623 4216 35
159.0793 9036 76
160.084 1700 14
161.0582 1480 12
161.0757 912 7
161.0944 2560 21
163.0542 1124 9
163.0731 780 6
163.09 1208 10
164.0957 724 6
165.0696 3360 28
167.0848 916 7
169.0636 2856 24
169.1015 1040 8
171.0793 26380 222
172.0828 3164 26
173.0584 2300 19
173.0788 3880 32
173.0941 5684 47
174.0993 636 5
175.0741 640 5
175.0915 704 5
177.0706 2516 21
177.089 1080 9
177.1069 1268 10
179.0488 1928 16
179.0857 37496 316
180.0888 4128 34
181.1009 1076 9
182.0709 660 5
183.0798 1728 14
185.041 3052 25
185.0586 12772 107
185.095 3700 31
186.0622 1484 12
186.1008 1080 9
187.0533 684 5
187.0748 4440 37
187.0908 1272 10
187.1083 660 5
188.0791 720 6
189.0698 3372 28
190.0742 864 7
191.0859 2688 22
193.1024 1032 8
195.08 2624 22
195.0961 804 6
195.1192 664 5
196.0854 1212 10
197.0783 964 8
197.0947 3072 25
199.0719 1376 11
199.0915 1444 12
199.1095 876 7
201.0734 1860 15
201.0897 868 7
203.069 1192 10
203.086 1804 15
205.0652 60540 510
205.1017 5132 43
206.0683 7552 63
206.1076 988 8
207.0795 1600 13
207.0958 1032 8
208.0867 752 6
209.095 6300 53
210.1019 1252 10
211.1112 2236 18
213.1076 3256 27
214.1108 696 5
215.0856 1024 8
217.0995 620 5
219.0799 1304 10
219.1151 628 5
221.0951 4556 38
222.1018 3744 31
223.1113 6256 52
224.1165 1124 9
225.073 1692 14
225.0912 1020 8
225.1071 732 6
225.1267 1056 8
226.0764 604 5
232.1238 1212 10
233.0951 1896 15
233.129 1236 10
234.1014 692 5
235.111 4816 40
236.1186 2036 17
237.0897 1880 15
237.1267 5276 44
238.0978 976 8
238.1297 1192 10
239.0869 1544 13
239.1061 1160 9
239.1416 1416 11
241.1021 792 6
242.1076 1048 8
243.1163 728 6
245.0793 6164 51
245.0935 2624 22
246.0835 1000 8
246.1025 2196 18
247.1106 1428 12
247.1478 8812 74
248.1505 2152 18
249.127 8316 70
250.1323 3492 29
251.1058 2104 17
251.1423 23160 195
252.1468 4188 35
253.1023 1368 11
253.1219 2332 19
253.1534 628 5
254.1244 708 5
255.1195 1020 8
257.132 3664 30
258.1372 1400 11
259.1128 704 5
259.146 856 7
260.1189 12040 101
261.1265 7292 61
262.1334 1872 15
263.1076 628 5
263.1416 2640 22
264.1139 676 5
264.1461 800 6
265.1586 62224 524
266.1622 13992 117
267.1385 1276 10
267.1579 1216 10
269.1312 1112 9
271.1484 640 5
273.1262 984 8
274.1338 912 7
275.1428 91820 774
276.1482 28792 242
277.1242 680 5
277.1551 6296 53
278.1303 2732 23
278.1628 1304 10
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280.1255 972 8
281.1329 3072 25
282.1351 768 6
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293.1538 118460 999
294.157 28508 240
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299.1447 760 6
303.1375 8044 67
304.1421 2528 21
305.152 1192 10
306.1416 624 5
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311.1646 4040 34
312.164 836 7
313.16 70336 593
314.1629 13768 116
315.1567 5524 46
316.1612 968 8
321.148 4712 39
322.1532 1044 8
323.1443 4968 41
324.1491 2596 21
325.1571 884 7
331.1532 3052 25
332.1527 940 7
333.1655 10984 92
334.1714 1788 15
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338.1128 1836 15
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341.1368 7024 59
342.1402 1664 14
343.1478 1500 12
345.1648 644 5
359.1469 5752 48
360.1519 1412 11
361.1444 17100 144
362.1491 3868 32
363.1458 844 7
369.1334 6712 56
370.1351 1716 14
379.1538 1880 15
379.1668 2452 20
380.1753 628 5
381.148 2068 17
387.1421 1768 14
389.1385 4564 38
390.1438 1112 9
405.1541 1316 11
407.1467 1008 8
//
