ACCESSION: MSBNK-Athens_Univ-AU283105
RECORD_TITLE: Fluticasone propionate; LC-ESI-QTOF; MS2; CE: 50 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 50 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$CHROMATOGRAPHY: RETENTION_TIME 10.683 min
AC$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 313.2161
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$SPLASH: splash10-0200-0790000000-c4e19c2178388200ca4d
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
115.0538 C9H7+ 3 115.0542 -4.02
116.0598 C9H8+ 1 116.0621 -19.36
117.0685 C9H9+ 2 117.0699 -11.67
119.0848 C9H11+ 2 119.0855 -6.08
121.064 C8H9O+ 2 121.0648 -6.41
122.0676 C7[13]CH9O+ 1 122.0687 -9.21
123.0601 C8H8F+ 3 123.0605 -3.06
125.0385 C10H5+ 3 125.0386 -0.48
125.0754 C8H10F+ 3 125.0761 -5.55
127.0541 C10H7+ 3 127.0542 -0.67
127.0898 C8H12F+ 2 127.0918 -15.27
128.061 C10H8+ 2 128.0621 -7.88
129.0689 C10H9+ 2 129.0699 -7.37
130.0731 C9[13]CH9+ 1 130.0738 -5.01
131.0482 C9H7O+ 3 131.0491 -7.55
131.0846 C10H11+ 3 131.0855 -6.82
132.055 C9H8O+ 2 132.057 -14.8
133.0448 C9H6F+ 3 133.0448 0.32
133.0634 C9H9O+ 2 133.0648 -10.37
133.0997 C10H13+ 2 133.1012 -10.85
134.0697 C8[13]CH9O+ 1 134.0687 7.15
134.1039 C9[13]CH13+ 1 134.1051 -9.12
135.0434 C8H7O2+ 5 135.0441 -5.13
135.0588 C9H8F+ 2 135.0605 -12.59
135.0795 C9H11O+ 3 135.0804 -6.74
136.0825 C8[13]CH11O+ 1 136.0843 -13.86
137.0402 C8H6FO+ 6 137.0397 3.64
137.0749 C9H10F+ 2 137.0761 -8.71
137.0946 C9H13O+ 2 137.0961 -11.07
138.0825 C9H11F+ 2 138.0839 -10.48
139.0545 C11H7+ 5 139.0542 1.91
139.0906 C9H12F+ 2 139.0918 -8.63
140.0572 C10[13]CH7+ 1 140.0581 -6.38
141.0686 C11H9+ 3 141.0699 -8.79
142.0766 C11H10+ 3 142.0777 -7.52
143.0844 C11H11+ 3 143.0855 -8.12
144.0556 C10H8O+ 2 144.057 -9.35
144.09 C11H12+ 1 144.0934 -22.93
145.0637 C10H9O+ 3 145.0648 -7.76
145.1011 C11H13+ 5 145.1012 -0.25
146.0518 C10H7F+ 3 146.0526 -5.45
147.0585 C10H8F+ 2 147.0605 -13.04
147.0792 C10H11O+ 3 147.0804 -8.32
147.1139 C11H15+ 1 147.1168 -19.89
148.0835 C9[13]CH11O+ 1 148.0843 -5.59
149.0385 C12H5+ 5 149.0386 -0.51
149.0736 C10H10F+ 2 149.0761 -16.64
149.0942 C10H13O+ 2 149.0961 -12.96
150.0454 C12H6+ 3 150.0464 -6.52
151.0545 C12H7+ 5 151.0542 1.69
151.0909 C10H12F+ 3 151.0918 -5.93
152.0602 C12H8+ 2 152.0621 -12.17
152.0956 C9[13]CH12F+ 1 152.0957 -0.49
153.0488 C9H7F2+ 2 153.051 -14.47
153.0706 C9H10FO+ 6 153.071 -2.73
154.0748 C12H10+ 1 154.0777 -19.03
155.084 C12H11+ 3 155.0855 -9.6
156.0907 C11[13]CH11+ 1 156.0894 8.21
157.0473 C5H8F3O2+ 8 157.0471 1.07
157.0637 C11H9O+ 3 157.0648 -7.14
157.1003 C12H13+ 3 157.1012 -5.86
158.071 C11H10O+ 3 158.0726 -9.98
159.0623 C5H10F3O2+ 7 159.0627 -2.77
159.0794 C11H11O+ 3 159.0804 -6.52
160.0652 C11H9F+ 1 160.0683 -19.54
160.0838 C10[13]CH11O+ 1 160.0843 -3.29
161.0584 C8H8F3+ 5 161.0573 7.35
161.0751 C11H10F+ 3 161.0761 -5.97
161.0949 C11H13O+ 3 161.0961 -7.62
162.0463 C13H6+ 5 162.0464 -0.44
162.0615 C8H9F3+ 1 162.0651 -21.94
162.0819 C11H11F+ 2 162.0839 -12.48
162.0986 C10[13]CH13O+ 1 162.1 -8.73
163.0554 C10H8FO+ 6 163.0554 0.14
163.0744 C10H11O2+ 5 163.0754 -5.8
163.0908 C11H12F+ 3 163.0918 -6.05
164.0629 C10H9FO+ 6 164.0632 -1.9
164.0983 C11H13F+ 3 164.0996 -7.97
165.035 C9H6FO2+ 7 165.0346 2.38
165.0699 C10H10FO+ 5 165.071 -6.59
166.0758 C9[13]CH10FO+ 1 166.0749 5.09
167.0841 C13H11+ 3 167.0855 -8.54
168.0569 C12H8O+ 5 168.057 -0.17
168.089 C12[13]CH11+ 1 168.0894 -2.56
169.0628 C12H9O+ 2 169.0648 -12.04
169.0999 C13H13+ 3 169.1012 -7.64
170.0706 C12H10O+ 2 170.0726 -11.6
171.0794 C12H11O+ 3 171.0804 -6.3
172.0672 C12H9F+ 3 172.0683 -6.17
172.0834 C11[13]CH11O+ 1 172.0843 -5.44
173.0592 C11H9O2+ 7 173.0597 -2.77
173.0787 C6H12F3O2+ 8 173.0784 1.8
173.0947 C12H13O+ 3 173.0961 -8.11
174.064 C9H9F3+ 2 174.0651 -6.16
174.0817 C12H11F+ 2 174.0839 -12.55
174.0989 C11[13]CH13O+ 1 174.1 -6.53
175.0538 C14H7+ 5 175.0542 -2.64
175.0724 C9H10F3+ 4 175.0729 -2.84
175.091 C12H12F+ 4 175.0918 -4.18
175.1092 C12H15O+ 2 175.1117 -14.35
176.0623 C14H8+ 6 176.0621 1.37
177.0703 C14H9+ 6 177.0699 2.45
177.09 C11H13O2+ 6 177.091 -5.77
177.1062 C12H14F+ 3 177.1074 -6.81
178.0759 C14H10+ 3 178.0777 -10.04
178.0937 C9H13F3+ 1 178.0964 -15.23
178.1105 C11[13]CH14F+ 1 178.1113 -4.69
179.0491 C13H7O+ 5 179.0491 -0.07
179.0854 C11H15S+ 5 179.0889 -19.71
180.0898 C10[13]CH15S+ 1 180.0928 -16.68
181.0638 C13H9O+ 5 181.0648 -5.58
181.0819 C11H15[34]S+ 1 181.0852 -18.21
181.0997 C14H13+ 3 181.1012 -7.97
182.0704 C13H10O+ 3 182.0726 -12.38
182.0863 C11H12F2+ 1 182.0902 -21
182.1063 C13[13]CH13+ 1 182.1051 6.94
183.06 C13H8F+ 4 183.0605 -2.32
183.0791 C13H11O+ 3 183.0804 -7.43
183.1008 C8H17F2S+ 8 183.1014 -3.12
183.1137 C14H15+ 2 183.1168 -17.34
184.0695 C10H10F2O+ 7 184.0694 0.62
184.0815 C12[13]CH11O+ 1 184.0843 -15.19
184.0872 C13H12O+ 5 184.0883 -5.61
185.0422 C6H8F3O3+ 9 185.042 1.24
185.059 C10H8F3+ 7 185.0573 9.15
185.0949 C13H13O+ 5 185.0961 -6.17
186.0614 C9[13]CH8F3+ 1 186.0612 1.13
187.0564 C9H9F2O2+ 9 187.0565 -0.36
187.0739 C12H11O2+ 5 187.0754 -7.92
187.0886 C13H12F+ 2 187.0918 -16.61
187.1082 C13H15O+ 2 187.1117 -18.68
188.0787 C11[13]CH11O2+ 1 188.0793 -3.21
189.0705 C12H10FO+ 6 189.071 -2.82
189.0904 C12H13O2+ 7 189.091 -3.24
189.1064 C13H14F+ 4 189.1074 -5.22
190.0762 C15H10+ 3 190.0777 -7.8
191.0852 C15H11+ 5 191.0855 -1.64
192.0918 C15H12+ 3 192.0934 -8.33
193.0632 C14H9O+ 3 193.0648 -8.48
193.0826 C12H11F2+ 6 193.0823 1.21
193.0992 C15H13+ 3 193.1012 -10.26
194.0702 C14H10O+ 3 194.0726 -12.36
194.1073 C15H14+ 3 194.109 -8.9
195.0794 C14H11O+ 5 195.0804 -5.29
195.0969 C12H13F2+ 4 195.098 -5.68
195.1158 C15H15+ 5 195.1168 -5.07
196.0872 C14H12O+ 5 196.0883 -5.63
196.1204 C14[13]CH15+ 1 196.1207 -1.92
197.0942 C14H13O+ 3 197.0961 -9.5
198.0889 C10H14O4+ 9 198.0887 1.26
198.1006 C14H14O+ 2 198.1039 -16.98
199.0747 C13H11O2+ 7 199.0754 -3.33
199.0904 C14H12F+ 4 199.0918 -6.56
199.11 C14H15O+ 3 199.1117 -8.51
201.0701 C16H9+ 6 201.0699 0.94
201.0905 C10H17O2S+ 8 201.0944 -19.04
201.0988 C7H18FO3S+ 5 201.0955 16.36
202.0772 C16H10+ 6 202.0777 -2.47
203.0523 C12H11OS+ 8 203.0525 -0.95
203.0854 C16H11+ 6 203.0855 -0.71
204.0886 C16H12+ 2 204.0934 -23.08
205.0649 C12H13OS+ 6 205.0682 -15.86
205.1009 C16H13+ 6 205.1012 -1.55
206.0684 C11[13]CH13OS+ 1 206.0721 -17.83
206.1068 C15[13]CH13+ 1 206.1051 8.56
207.0639 C12H13O[34]S+ 1 207.0645 -2.99
207.0792 C15H11O+ 5 207.0804 -5.92
207.0958 C13H13F2+ 2 207.098 -10.37
207.1163 C16H15+ 6 207.1168 -2.6
208.0876 C15H12O+ 6 208.0883 -3.29
208.1204 C16H16+ 1 208.1247 -20.45
209.0944 C12H17OS+ 5 209.0995 -24.03
209.131 C16H17+ 5 209.1325 -7.14
210.0736 C5H16F2O4S+ 8 210.0732 2.13
210.1012 C15H14O+ 3 210.1039 -12.83
211.0769 C11H12FO3+ 10 211.0765 2.06
211.0923 C12H17O[34]S+ 1 211.0958 -16.74
211.1095 C15H15O+ 3 211.1117 -10.61
212.1156 C15H16O+ 2 212.1196 -18.6
213.0699 C17H9+ 6 213.0699 0.34
213.1093 C9H16F3O2+ 8 213.1097 -2.05
213.1236 C15H17O+ 2 213.1274 -17.89
215.0847 C17H11+ 6 215.0855 -3.74
216.0915 C17H12+ 5 216.0934 -8.56
217.101 C17H13+ 6 217.1012 -0.96
218.0719 C16H10O+ 6 218.0726 -3.12
218.1065 C17H14+ 3 218.109 -11.29
219.0789 C16H11O+ 5 219.0804 -7.04
219.1158 C17H15+ 5 219.1168 -4.69
220.0865 C16H12O+ 5 220.0883 -7.88
220.1153 C16[13]CH15+ 1 220.1207 -24.69
220.1222 C16[13]CH15+ 1 220.1207 6.68
221.0955 C16H13O+ 6 221.0961 -2.77
221.1312 C17H17+ 5 221.1325 -5.93
222.1024 C16H14O+ 5 222.1039 -6.71
222.1424 C11H20F2O2+ 9 222.1426 -0.89
223.0737 C13H10F3+ 7 223.0729 3.58
223.1108 C16H15O+ 6 223.1117 -4.17
223.147 C17H19+ 5 223.1481 -4.9
224.0813 C13H11F3+ 7 224.0807 2.59
224.1151 C15[13]CH15O+ 1 224.1156 -2.21
225.0715 C15H10FO+ 9 225.071 1.97
225.0896 C13H12F3+ 7 225.0886 4.5
225.1044 C16H14F+ 3 225.1074 -13.23
225.1244 C16H17O+ 3 225.1274 -13.1
226.0789 C15H11FO+ 9 226.0788 0.36
226.1091 C3H21F3O5S+ 2 226.1056 15.49
226.1289 C6H23FO5S+ 2 226.1245 19.72
227.0857 C18H11+ 7 227.0855 0.69
228.0937 C18H12+ 8 228.0934 1.67
229.0994 C18H13+ 5 229.1012 -7.65
230.1079 C18H14+ 6 230.109 -4.84
231.0797 C17H11O+ 6 231.0804 -3.17
231.1165 C18H15+ 6 231.1168 -1.3
232.0857 C17H12O+ 3 232.0883 -11.14
232.1239 C18H16+ 6 232.1247 -3.05
233.0956 C17H13O+ 6 233.0961 -1.98
233.1304 C18H17+ 5 233.1325 -8.94
234.1021 C17H14O+ 5 234.1039 -7.6
234.134 C17[13]CH17+ 1 234.1364 -10.31
235.1106 C17H15O+ 6 235.1117 -4.91
236.1182 C17H16O+ 6 236.1196 -5.59
237.0888 C14H12F3+ 7 237.0886 1.06
237.1263 C17H17O+ 6 237.1274 -4.57
237.1637 C18H21+ 7 237.1638 -0.37
238.0956 C14H13F3+ 5 238.0964 -3.5
238.1301 C16[13]CH17O+ 1 238.1313 -4.94
239.0862 C16H12FO+ 8 239.0867 -2.06
239.1058 C16H15O2+ 8 239.1067 -3.45
239.1402 C17H19O+ 3 239.143 -12.09
240.0907 C19H12+ 4 240.0934 -10.86
241.101 C19H13+ 8 241.1012 -0.63
242.108 C19H14+ 6 242.109 -4.02
243.1158 C19H15+ 6 243.1168 -4.19
244.0849 C18H12O+ 3 244.0883 -13.91
244.1196 C6H22F2O5S+ 3 244.1151 18.47
245.0953 C18H13O+ 6 245.0961 -3.03
246.1021 C18H14O+ 5 246.1039 -7.57
247.1095 C18H15O+ 5 247.1117 -8.97
247.1469 C19H19+ 6 247.1481 -5
248.1167 C18H16O+ 4 248.1196 -11.38
248.1517 C18[13]CH19+ 1 248.152 -1.26
249.09 C17H13O2+ 8 249.091 -4.18
249.1254 C18H17O+ 5 249.1274 -8.05
249.162 C19H21+ 5 249.1638 -6.97
250.0981 C17H14O2+ 8 250.0988 -3.04
250.1347 C18H18O+ 7 250.1352 -2.21
251.086 C20H11+ 8 251.0855 2.05
251.1053 C17H15O2+ 8 251.1067 -5.53
251.1417 C18H19O+ 6 251.143 -5.45
252.0919 C20H12+ 6 252.0934 -5.64
252.1101 C16[13]CH15O2+ 1 252.1106 -2
252.1469 C17[13]CH19O+ 1 252.1469 -0.01
253.1025 C17H14FO+ 9 253.1023 0.91
253.1233 C14H18FO3+ 10 253.1234 -0.41
253.1385 C18H18F+ 8 253.1387 -0.69
253.1519 C8H26FO5S+ 2 253.1479 15.48
254.1089 C20H14+ 8 254.109 -0.22
255.1166 C20H15+ 8 255.1168 -0.74
256.1217 C20H16+ 5 256.1247 -11.44
257.0988 C13H15F2O3+ 8 257.0984 1.83
257.1314 C20H17+ 6 257.1325 -4.35
258.101 C19H14O+ 5 258.1039 -11.27
258.1365 C19[13]CH17+ 1 258.1364 0.47
259.1106 C19H15O+ 6 259.1117 -4.22
259.1468 C20H19+ 6 259.1481 -4.99
260.1188 C19H16O+ 7 260.1196 -3.08
261.1258 C19H17O+ 6 261.1274 -6.09
262.1305 C18[13]CH17O+ 1 262.1313 -3.13
263.1054 C16H14F3+ 8 263.1042 4.56
263.141 C19H19O+ 6 263.143 -7.74
264.1135 C18H16O2+ 8 264.1145 -3.73
264.146 C18[13]CH19O+ 1 264.1469 -3.71
265.1065 C12H19F2O2S+ 10 265.1068 -1.38
265.1204 C16H16F3+ 8 265.1199 2.1
265.1577 C16H25OS+ 6 265.1621 -16.48
266.1079 C21H14+ 6 266.109 -4.24
266.1626 C15[13]CH25OS+ 1 266.166 -12.55
267.0819 C17H12FO2+ 8 267.0816 1.33
267.1157 C21H15+ 6 267.1168 -4.17
267.1554 C16H25O[34]S+ 1 267.1584 -11.32
267.16 C16H25O[34]S+ 1 267.1584 6.06
268.1452 C18H20O2+ 9 268.1458 -2.12
268.1596 C19H21F+ 4 268.1622 -9.75
269.1307 C21H17+ 6 269.1325 -6.53
270.0983 C20H14O+ 3 270.1039 -20.82
270.108 C20H14O+ 8 270.1039 15.21
270.1423 C15H20F2O2+ 9 270.1426 -0.96
271.1119 C20H15O+ 8 271.1117 0.44
272.1172 C20H16O+ 5 272.1196 -8.57
273.1265 C20H17O+ 7 273.1274 -3.41
274.1348 C20H18O+ 7 274.1352 -1.42
275.1424 C20H19O+ 7 275.143 -2.51
276.1486 C20H20O+ 6 276.1509 -8.13
277.1266 C13H22FO3S+ 10 277.1268 -0.91
277.1532 C19[13]CH20O+ 1 277.1548 -5.8
278.1296 C19H18O2+ 9 278.1301 -2.05
278.1595 C18[13]C2H20O+ 1 278.1581 5.06
279.137 C19H19O2+ 9 279.138 -3.58
279.1703 C20H23O+ 4 279.1743 -14.61
280.1258 C19H17FO+ 9 280.1258 0
281.0956 C21H13O+ 7 281.0961 -1.69
281.1337 C19H18FO+ 9 281.1336 0.45
282.1372 C18[13]CH18FO+ 1 282.1375 -1.22
285.1254 C21H17O+ 6 285.1274 -7
285.1623 C22H21+ 7 285.1638 -5.16
286.1329 C21H18O+ 6 286.1352 -8.22
287.1422 C21H19O+ 7 287.143 -2.97
288.115 C15H19F3S+ 10 288.1154 -1.43
288.1463 C21H20O+ 4 288.1509 -15.78
289.1172 C18H16F3+ 5 289.1199 -9.2
291.1154 C23H15+ 7 291.1168 -4.89
291.1369 C20H19O2+ 9 291.138 -3.53
293.1525 C20H21O2+ 9 293.1536 -3.62
294.1576 C19[13]CH21O2+ 1 294.1575 0.29
295.1483 C23H19+ 9 295.1481 0.66
296.1552 C20H21FO+ 8 296.1571 -6.33
297.1618 C19[13]CH21FO+ 1 297.161 2.61
299.1442 C19H20FO2+ 8 299.1442 -0.04
303.1385 C16H22F3S+ 10 303.1389 -1.37
304.1427 C19H19F3+ 7 304.1433 -2.14
305.1384 C17H21O5+ 10 305.1384 0.24
306.1271 C14H20F2O5+ 10 306.1273 -0.88
306.1442 C15H21F3O3+ 10 306.1437 1.68
307.1284 C21H17F2+ 7 307.1293 -2.94
309.1256 C23H17O+ 7 309.1274 -5.65
313.1593 C23H21O+ 8 313.1587 1.84
314.1642 C22[13]CH21O+ 1 314.1626 5.07
316.1643 C17H23F3O2+ 10 316.1645 -0.5
323.1441 C21H20FO2+ 8 323.1442 -0.39
324.1463 C24H20O+ 7 324.1509 -14.19
333.1449 C23H19F2+ 9 333.1449 -0.05
338.1147 C18H20F2O2S+ 9 338.1147 0.09
341.139 C15H24F3O3S+ 9 341.1393 -0.87
361.1448 C23H21O4+ 9 361.1434 3.77
362.149 C22[13]CH21O4+ 1 362.1473 4.58
PK$NUM_PEAK: 336
PK$PEAK: m/z int. rel.int.
115.0538 2280 70
116.0598 520 16
117.0685 1672 51
119.0848 2328 71
121.064 32452 999
122.0676 2672 82
123.0601 1660 51
125.0385 1356 41
125.0754 676 20
127.0541 492 15
127.0898 364 11
128.061 3300 101
129.0689 3892 119
130.0731 656 20
131.0482 784 24
131.0846 6080 187
132.055 580 17
133.0448 720 22
133.0634 3672 113
133.0997 1572 48
134.0697 456 14
134.1039 316 9
135.0434 624 19
135.0588 912 28
135.0795 9736 299
136.0825 1124 34
137.0402 484 14
137.0749 2124 65
137.0946 372 11
138.0825 840 25
139.0545 9608 295
139.0906 872 26
140.0572 1100 33
141.0686 2748 84
142.0766 1720 52
143.0844 4084 125
144.0556 1240 38
144.09 1192 36
145.0637 8420 259
145.1011 1756 54
146.0518 964 29
147.0585 908 27
147.0792 5048 155
147.1139 396 12
148.0835 596 18
149.0385 420 12
149.0736 2044 62
149.0942 580 17
150.0454 560 17
151.0545 2248 69
151.0909 8540 262
152.0602 520 16
152.0956 960 29
153.0488 300 9
153.0706 1780 54
154.0748 472 14
155.084 1928 59
156.0907 484 14
157.0473 356 10
157.0637 3624 111
157.1003 3940 121
158.071 2980 91
159.0623 1996 61
159.0794 15024 462
160.0652 688 21
160.0838 2848 87
161.0584 2184 67
161.0751 2000 61
161.0949 3028 93
162.0463 960 29
162.0615 452 13
162.0819 448 13
162.0986 404 12
163.0554 1860 57
163.0744 516 15
163.0908 1568 48
164.0629 1976 60
164.0983 724 22
165.035 316 9
165.0699 3396 104
166.0758 620 19
167.0841 2208 67
168.0569 440 13
168.089 380 11
169.0628 4920 151
169.0999 996 30
170.0706 1188 36
171.0794 26276 808
172.0672 784 24
172.0834 4532 139
173.0592 1740 53
173.0787 1112 34
173.0947 8196 252
174.064 680 20
174.0817 372 11
174.0989 1316 40
175.0538 668 20
175.0724 444 13
175.091 1768 54
175.1092 432 13
176.0623 708 21
177.0703 6868 211
177.09 752 23
177.1062 1468 45
178.0759 1700 52
178.0937 324 9
178.1105 332 10
179.0491 2352 72
179.0854 31676 975
180.0898 4380 134
181.0638 784 24
181.0819 1096 33
181.0997 2056 63
182.0704 1232 37
182.0863 332 10
182.1063 452 13
183.06 444 13
183.0791 2508 77
183.1008 384 11
183.1137 340 10
184.0695 380 11
184.0815 620 19
184.0872 712 21
185.0422 1460 44
185.059 11772 362
185.0949 5084 156
186.0614 1728 53
187.0564 968 29
187.0739 2544 78
187.0886 1492 45
187.1082 444 13
188.0787 368 11
189.0705 2656 81
189.0904 440 13
189.1064 404 12
190.0762 1040 32
191.0852 3304 101
192.0918 1248 38
193.0632 316 9
193.0826 412 12
193.0992 2020 62
194.0702 1016 31
194.1073 972 29
195.0794 4120 126
195.0969 1488 45
195.1158 1596 49
196.0872 3008 92
196.1204 428 13
197.0942 3300 101
198.0889 324 9
198.1006 980 30
199.0747 1444 44
199.0904 1056 32
199.11 796 24
201.0701 528 16
201.0905 568 17
201.0988 324 9
202.0772 1084 33
203.0523 388 11
203.0854 2432 74
204.0886 828 25
205.0649 17984 553
205.1009 5156 158
206.0684 3648 112
206.1068 1408 43
207.0639 460 14
207.0792 1328 40
207.0958 808 24
207.1163 1112 34
208.0876 3008 92
208.1204 520 16
209.0944 10620 326
209.131 560 17
210.0736 308 9
210.1012 3504 107
211.0769 524 16
211.0923 664 20
211.1095 2068 63
212.1156 728 22
213.0699 420 12
213.1093 732 22
213.1236 372 11
215.0847 1212 37
216.0915 1324 40
217.101 3684 113
218.0719 640 19
218.1065 2288 70
219.0789 2568 79
219.1158 2184 67
220.0865 1400 43
220.1153 556 17
220.1222 472 14
221.0955 4656 143
221.1312 680 20
222.1024 6492 199
222.1424 328 10
223.0737 600 18
223.1108 9580 294
223.147 652 20
224.0813 468 14
224.1151 2092 64
225.0715 408 12
225.0896 1012 31
225.1044 608 18
225.1244 1328 40
226.0789 352 10
226.1091 432 13
226.1289 484 14
227.0857 1168 35
228.0937 688 21
229.0994 1724 53
230.1079 856 26
231.0797 1408 43
231.1165 1516 46
232.0857 1084 33
232.1239 5752 177
233.0956 4732 145
233.1304 3540 108
234.1021 3576 110
234.134 788 24
235.1106 7768 239
236.1182 6504 200
237.0888 2476 76
237.1263 5444 167
237.1637 604 18
238.0956 972 29
238.1301 1168 35
239.0862 1612 49
239.1058 1188 36
239.1402 596 18
240.0907 1016 31
241.101 1516 46
242.108 3888 119
243.1158 3048 93
244.0849 476 14
244.1196 1532 47
245.0953 13068 402
246.1021 7540 232
247.1095 4312 132
247.1469 9404 289
248.1167 1940 59
248.1517 2868 88
249.09 860 26
249.1254 6612 203
249.162 648 19
250.0981 476 14
250.1347 6636 204
251.086 504 15
251.1053 2120 65
251.1417 8284 255
252.0919 304 9
252.1101 608 18
252.1469 2232 68
253.1025 1380 42
253.1233 1156 35
253.1385 808 24
253.1519 328 10
254.1089 1352 41
255.1166 936 28
256.1217 408 12
257.0988 548 16
257.1314 7864 242
258.101 384 11
258.1365 2148 66
259.1106 2524 77
259.1468 1816 55
260.1188 28048 863
261.1258 22136 681
262.1305 4960 152
263.1054 2664 82
263.141 1784 54
264.1135 1960 60
264.146 644 19
265.1065 924 28
265.1204 868 26
265.1577 15532 478
266.1079 676 20
266.1626 3360 103
267.0819 440 13
267.1157 700 21
267.1554 648 19
267.16 648 19
268.1452 348 10
268.1596 724 22
269.1307 464 14
270.0983 548 16
270.108 616 18
270.1423 380 11
271.1119 764 23
272.1172 440 13
273.1265 1420 43
274.1348 956 29
275.1424 30484 938
276.1486 14416 443
277.1266 536 16
277.1532 3824 117
278.1296 4180 128
278.1595 488 15
279.137 1588 48
279.1703 312 9
280.1258 3276 100
281.0956 440 13
281.1337 5268 162
282.1372 1048 32
285.1254 852 26
285.1623 604 18
286.1329 740 22
287.1422 440 13
288.115 1764 54
288.1463 424 13
289.1172 984 30
291.1154 400 12
291.1369 444 13
293.1525 8880 273
294.1576 2684 82
295.1483 6372 196
296.1552 5320 163
297.1618 1396 42
299.1442 468 14
303.1385 952 29
304.1427 664 20
305.1384 488 15
306.1271 300 9
306.1442 580 17
307.1284 348 10
309.1256 540 16
313.1593 1604 49
314.1642 572 17
316.1643 352 10
323.1441 672 20
324.1463 412 12
333.1449 424 13
338.1147 408 12
341.139 520 16
361.1448 624 19
362.149 320 9
//
