ACCESSION: MSBNK-Athens_Univ-AU282606
RECORD_TITLE: Triamcinolone acetonide; LC-ESI-QTOF; MS2; CE: Ramp 24.3-36.5 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 2826
CH$NAME: Triamcinolone acetonide
CH$NAME: (1S,2S,4R,8S,9S,11S,12R,13S)-12-fluoro-11-hydroxy-8-(2-hydroxyacetyl)-6,6,9,13-tetramethyl-5,7-dioxapentacyclo[10.8.0.02,9.04,8.013,18]icosa-14,17-dien-16-one
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C24H31FO6
CH$EXACT_MASS: 434.2104669
CH$SMILES: [H][C@@]12C[C@H]3OC(C)(C)O[C@@]3(C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]1(F)[C@@]2([H])CCC2=CC(=O)C=C[C@]12C
CH$IUPAC: InChI=1S/C24H31FO6/c1-20(2)30-19-10-16-15-6-5-13-9-14(27)7-8-21(13,3)23(15,25)17(28)11-22(16,4)24(19,31-20)18(29)12-26/h7-9,15-17,19,26,28H,5-6,10-12H2,1-4H3/t15-,16-,17-,19+,21-,22-,23-,24+/m0/s1
CH$LINK: CAS
76-25-5
CH$LINK: CHEBI
71418
CH$LINK: KEGG
C08183
CH$LINK: PUBCHEM
CID:6436
CH$LINK: INCHIKEY
YNDXUCZADRHECN-JNQJZLCISA-N
CH$LINK: CHEMSPIDER
6196
CH$LINK: COMPTOX
DTXSID6021371
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$MASS_SPECTROMETRY: COLLISION_ENERGY Ramp 24.3-36.5 eV
AC$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 8.695 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$FOCUSED_ION: BASE_PEAK 435.2178
MS$FOCUSED_ION: PRECURSOR_M/Z 435.2177
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: splash10-03dj-0492000000-70b1c215b0ab43cfe9ab
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
55.0171 C3H3O+ 1 55.0178 -14
55.0541 C4H7+ 2 55.0542 -2.74
59.0486 C3H7O+ 1 59.0491 -9.98
60.0534 C2[13]CH7O+ 1 60.053 5.9
67.0535 C5H7+ 1 67.0542 -11.44
69.0335 C4H5O+ 2 69.0335 -0.07
69.0693 C5H9+ 2 69.0699 -7.67
71.0488 C4H7O+ 2 71.0491 -5.38
73.0271 C3H5O2+ 1 73.0284 -18.41
79.0538 C6H7+ 2 79.0542 -4.93
81.0338 C5H5O+ 2 81.0335 3.66
81.0693 C6H9+ 2 81.0699 -6.84
83.0493 C5H7O+ 2 83.0491 1.68
83.0855 C6H11+ 2 83.0855 -0.02
85.0281 C4H5O2+ 2 85.0284 -3.19
85.0649 C5H9O+ 2 85.0648 1.75
87.0436 C4H7O2+ 2 87.0441 -5.18
91.054 C7H7+ 2 91.0542 -2.47
93.0701 C7H9+ 2 93.0699 2.67
94.0737 C6[13]CH9+ 1 94.0738 -1.04
95.0494 C6H7O+ 2 95.0491 2.44
95.0858 C7H11+ 2 95.0855 2.72
96.0887 C6[13]CH11+ 1 96.0894 -7.89
97.0284 C5H5O2+ 2 97.0284 0.42
97.0651 C6H9O+ 2 97.0648 3.09
99.0448 C2H8FO3+ 2 99.0452 -3.53
101.0242 CH6FO4+ 2 101.0245 -2.83
105.0709 C5H10FO+ 2 105.071 -1
107.0497 C4H8FO2+ 2 107.0503 -5.28
107.0866 C5H12FO+ 2 107.0867 -1
109.0659 C4H10FO2+ 2 109.0659 -0.66
111.0447 C3H8FO3+ 2 111.0452 -4.78
111.081 C7H11O+ 2 111.0804 4.87
113.06 C6H9O2+ 2 113.0597 2.95
115.0406 C2H8FO4+ 2 115.0401 3.85
115.0533 C9H7+ 2 115.0542 -7.9
117.07 C9H9+ 2 117.0699 0.66
119.0495 C8H7O+ 2 119.0491 2.7
119.0848 C9H11+ 2 119.0855 -6.04
121.0644 C8H9O+ 2 121.0648 -3.44
122.0672 C7[13]CH9O+ 1 122.0687 -12.15
123.043 C7H7O2+ 2 123.0441 -8.91
123.0802 C8H11O+ 2 123.0804 -1.99
125.0596 C7H9O2+ 2 125.0597 -1.14
127.0382 C6H7O3+ 2 127.039 -6.31
127.0757 C7H11O2+ 2 127.0754 2.66
128.0618 C10H8+ 2 128.0621 -1.97
129.0691 C10H9+ 2 129.0699 -5.89
131.0847 C10H11+ 2 131.0855 -6.63
132.0559 C9H8O+ 2 132.057 -7.99
133.0639 C9H9O+ 2 133.0648 -6.75
133.1007 C10H13+ 2 133.1012 -3.75
134.0692 C8[13]CH9O+ 1 134.0687 3.62
135.0799 C9H11O+ 2 135.0804 -3.66
136.0822 C8[13]CH11O+ 1 136.0843 -15.88
137.0585 C8H9O2+ 2 137.0597 -8.67
138.0619 C7[13]CH9O2+ 1 138.0636 -12.24
139.0746 C8H11O2+ 2 139.0754 -5.62
140.0785 C7[13]CH11O2+ 1 140.0793 -5.35
141.0535 C7H9O3+ 2 141.0546 -7.76
141.0699 C11H9+ 2 141.0699 -0.13
142.076 C11H10+ 2 142.0777 -12.14
143.0845 C11H11+ 2 143.0855 -7.04
144.0561 C10H8O+ 2 144.057 -6.28
144.0876 C10[13]CH11+ 1 144.0894 -12.67
145.0636 C10H9O+ 2 145.0648 -8.03
145.1005 C11H13+ 2 145.1012 -4.64
147.0793 C10H11O+ 2 147.0804 -7.98
148.0825 C9[13]CH11O+ 1 148.0843 -12.51
149.0585 C9H9O2+ 2 149.0597 -8.08
151.0383 C8H7O3+ 2 151.039 -4.12
151.0742 C9H11O2+ 2 151.0754 -7.83
152.0788 C8[13]CH11O2+ 1 152.0793 -2.7
153.0533 C8H9O3+ 2 153.0546 -8.7
153.0898 C9H13O2+ 2 153.091 -8.03
155.0686 C8H11O3+ 2 155.0703 -11.01
155.0837 C12H11+ 2 155.0855 -11.47
157.0637 C11H9O+ 2 157.0648 -7.24
157.1 C12H13+ 2 157.1012 -7.27
158.071 C11H10O+ 2 158.0726 -10
159.0639 C7H11O4+ 3 159.0652 -8.24
159.079 C11H11O+ 2 159.0804 -8.94
160.0827 C10[13]CH11O+ 1 160.0843 -10.38
161.0584 C10H9O2+ 2 161.0597 -8.13
161.095 C11H13O+ 2 161.0961 -7.04
162.0985 C10[13]CH13O+ 1 162.1 -9.19
163.0743 C10H11O2+ 2 163.0754 -6.69
165.0698 C13H9+ 2 165.0699 -0.39
165.0898 C10H13O2+ 2 165.091 -7.24
167.0688 C9H11O3+ 2 167.0703 -8.65
167.0849 C13H11+ 2 167.0855 -3.93
169.0477 C8H9O4+ 3 169.0495 -10.83
169.0638 C12H9O+ 2 169.0648 -5.84
169.0848 C9H13O3+ 2 169.0859 -6.92
169.1008 C13H13+ 2 169.1012 -2.52
170.0697 C11[13]CH9O+ 1 170.0687 5.76
171.0791 C12H11O+ 2 171.0804 -7.9
172.0837 C11[13]CH11O+ 1 172.0843 -3.56
173.0951 C12H13O+ 2 173.0961 -5.57
174.0981 C11[13]CH13O+ 1 174.1 -11.09
175.0743 C11H11O2+ 2 175.0754 -6.1
177.0893 C11H13O2+ 2 177.091 -9.83
179.0699 C10H11O3+ 2 179.0703 -2.14
179.0828 C14H11+ 2 179.0855 -15.17
180.0912 C14H12+ 2 180.0934 -11.78
181.0993 C14H13+ 2 181.1012 -10.53
182.0697 C13H10O+ 2 182.0726 -16.03
182.1069 C14H14+ 2 182.109 -11.79
183.0792 C13H11O+ 2 183.0804 -6.77
183.1154 C14H15+ 2 183.1168 -7.53
184.084 C13H12O+ 1 184.0883 -23.09
185.0587 C12H9O2+ 2 185.0597 -5.65
185.0949 C13H13O+ 2 185.0961 -6.41
186.0997 C12[13]CH13O+ 1 186.1 -1.34
187.0747 C12H11O2+ 2 187.0754 -3.5
187.1119 C13H15O+ 2 187.1117 0.76
188.0789 C11[13]CH11O2+ 1 188.0793 -1.7
188.1139 C12[13]CH15O+ 1 188.1156 -9.17
189.0705 C12H10FO+ 2 189.071 -2.5
189.09 C12H13O2+ 2 189.091 -5.57
191.0865 C12H12FO+ 2 191.0867 -1.14
191.1073 C9H16FO3+ 2 191.1078 -2.68
192.0911 C15H12+ 2 192.0934 -11.56
193.0849 C11H13O3+ 2 193.0859 -5.25
193.1 C15H13+ 2 193.1012 -6.29
194.1044 C15H14+ 1 194.109 -23.72
195.0795 C14H11O+ 2 195.0804 -4.61
195.1167 C15H15+ 2 195.1168 -0.4
196.086 C14H12O+ 2 196.0883 -11.65
196.1213 C14[13]CH15+ 1 196.1207 2.72
197.0952 C14H13O+ 2 197.0961 -4.69
197.1317 C15H17+ 2 197.1325 -3.74
198.1018 C13[13]CH13O+ 1 198.1 8.9
198.1344 C14[13]CH17+ 1 198.1364 -9.94
199.074 C13H11O2+ 2 199.0754 -6.65
199.1111 C14H15O+ 2 199.1117 -3.12
200.1141 C13[13]CH15O+ 1 200.1156 -7.8
201.0898 C13H13O2+ 2 201.091 -6.05
201.1279 C14H17O+ 2 201.1274 2.7
202.0966 C13H14O2+ 2 202.0988 -10.97
203.0851 C16H11+ 2 203.0855 -2.28
203.1058 C13H15O2+ 2 203.1067 -4.11
204.0919 C16H12+ 2 204.0934 -7.17
205.1016 C16H13+ 2 205.1012 2
206.1071 C16H14+ 2 206.109 -9.37
207.0805 C15H11O+ 2 207.0804 0.13
207.1158 C16H15+ 2 207.1168 -5.11
208.0871 C15H12O+ 2 208.0883 -5.55
208.1191 C15[13]CH15+ 1 208.1207 -7.74
209.0953 C15H13O+ 2 209.0961 -3.57
209.1301 C16H17+ 2 209.1325 -11.2
210.1007 C15H14O+ 2 210.1039 -15.36
211.1113 C15H15O+ 2 211.1117 -2.23
212.1161 C14[13]CH15O+ 1 212.1156 2.26
213.127 C15H17O+ 2 213.1274 -1.79
214.094 C14H14O2+ 1 214.0988 -22.67
214.1304 C14[13]CH17O+ 1 214.1313 -4.4
215.0842 C17H11+ 2 215.0855 -5.97
215.1058 C14H15O2+ 2 215.1067 -4.21
215.1418 C15H19O+ 2 215.143 -5.67
216.1449 C14[13]CH19O+ 1 216.1469 -9.68
217.1001 C17H13+ 2 217.1012 -4.74
218.1097 C14H15FO+ 3 218.1101 -2.07
219.0801 C16H11O+ 2 219.0804 -1.47
219.1168 C17H15+ 2 219.1168 -0.24
220.0847 C16H12O+ 2 220.0883 -16.43
220.1243 C17H16+ 2 220.1247 -1.38
221.0949 C16H13O+ 2 221.0961 -5.58
221.1325 C17H17+ 2 221.1325 0.31
222.1019 C16H14O+ 2 222.1039 -9.26
222.1352 C17H18+ 1 222.1403 -22.97
223.1108 C16H15O+ 2 223.1117 -4.42
224.1168 C16H16O+ 2 224.1196 -12.41
225.1269 C16H17O+ 2 225.1274 -2.3
226.0945 C15H14O2+ 2 226.0988 -18.96
226.1304 C15[13]CH17O+ 1 226.1313 -3.75
227.1064 C15H15O2+ 2 227.1067 -0.96
227.1423 C16H19O+ 2 227.143 -3.15
228.1137 C14[13]CH15O2+ 1 228.1106 13.56
228.1451 C15[13]CH19O+ 1 228.1469 -8.22
229.0815 C14H13O3+ 2 229.0859 -19.47
229.1017 C18H13+ 3 229.1012 2.11
229.1206 C15H17O2+ 2 229.1223 -7.65
230.1076 C18H14+ 2 230.109 -6.07
231.105 C11H16FO4+ 2 231.1027 9.97
231.1113 C18H15+ 1 231.1168 -24.02
232.0885 C17H12O+ 3 232.0883 0.83
232.1232 C18H16+ 2 232.1247 -6.07
233.0942 C17H13O+ 2 233.0961 -7.96
233.1317 C15H18FO+ 2 233.1336 -8.33
234.1033 C17H14O+ 2 234.1039 -2.59
234.1379 C14[13]CH18FO+ 1 234.1375 1.54
235.1108 C17H15O+ 2 235.1117 -3.84
235.1473 C18H19+ 2 235.1481 -3.48
236.115 C16[13]CH15O+ 1 236.1156 -2.94
236.1504 C17[13]CH19+ 1 236.152 -6.98
237.0912 C16H13O2+ 2 237.091 0.64
237.1268 C17H17O+ 2 237.1274 -2.5
238.097 C16H14O2+ 2 238.0988 -7.56
238.1305 C16[13]CH17O+ 1 238.1313 -3.51
239.1052 C16H15O2+ 2 239.1067 -6.27
239.1424 C17H19O+ 2 239.143 -2.81
240.1126 C16H16O2+ 2 240.1145 -7.72
240.1453 C16[13]CH19O+ 1 240.1469 -6.67
241.1219 C16H17O2+ 2 241.1223 -1.88
241.1593 C17H21O+ 3 241.1587 2.66
242.1069 C19H14+ 2 242.109 -8.76
242.1281 C15[13]CH17O2+ 1 242.1262 7.76
242.162 C16[13]CH21O+ 1 242.1626 -2.38
243.1154 C19H15+ 2 243.1168 -5.99
243.1366 C16H19O2+ 2 243.138 -5.44
244.1225 C19H16+ 2 244.1247 -8.61
244.143 C15[13]CH19O2+ 1 244.1419 4.71
245.096 C18H13O+ 3 245.0961 -0.41
245.1322 C16H18FO+ 2 245.1336 -5.81
246.1041 C18H14O+ 3 246.1039 0.82
246.1397 C15[13]CH18FO+ 1 246.1375 8.84
247.1112 C18H15O+ 2 247.1117 -2.12
247.1483 C19H19+ 3 247.1481 0.52
248.1191 C18H16O+ 2 248.1196 -1.8
248.1523 C18[13]CH19+ 1 248.152 0.96
249.1268 C18H17O+ 2 249.1274 -2.26
250.1331 C18H18O+ 2 250.1352 -8.33
251.106 C17H15O2+ 2 251.1067 -2.43
251.1426 C18H19O+ 2 251.143 -1.77
252.1125 C16[13]CH15O2+ 1 252.1106 7.71
252.1471 C17[13]CH19O+ 1 252.1469 0.48
253.1222 C17H17O2+ 2 253.1223 -0.41
253.1584 C18H21O+ 3 253.1587 -1.14
254.1247 C16[13]CH17O2+ 1 254.1262 -5.89
254.1617 C17[13]CH21O+ 1 254.1626 -3.45
255.1018 C16H15O3+ 2 255.1016 1
255.1382 C14H20FO3+ 2 255.1391 -3.68
255.1709 C16[13]C2H21O+ 1 255.1659 19.56
256.1427 C13[13]CH20FO3+ 1 256.143 -1.17
257.1326 C20H17+ 3 257.1325 0.36
257.1521 C17H21O2+ 2 257.1536 -6.03
258.1013 C19H14O+ 2 258.1039 -10.03
259.112 C19H15O+ 3 259.1117 0.86
260.1185 C19H16O+ 2 260.1196 -4.17
261.127 C19H17O+ 3 261.1274 -1.65
262.0969 C18H14O2+ 2 262.0988 -7.47
262.1325 C19H18O+ 2 262.1352 -10.33
263.1433 C19H19O+ 3 263.143 0.85
264.1145 C18H16O2+ 2 264.1145 0.26
264.1466 C18[13]CH19O+ 1 264.1469 -1.16
265.122 C18H17O2+ 2 265.1223 -1.3
265.1582 C19H21O+ 3 265.1587 -1.77
266.1267 C17[13]CH17O2+ 1 266.1262 1.92
266.1615 C18[13]CH21O+ 1 266.1626 -4.03
267.1383 C18H19O2+ 2 267.138 1.47
268.1423 C17[13]CH19O2+ 1 268.1419 1.73
269.1162 C17H17O3+ 2 269.1172 -3.65
269.1533 C18H21O2+ 2 269.1536 -1.31
270.1013 C20H14O+ 2 270.1039 -9.63
270.122 C16[13]CH17O3+ 1 270.1211 3.29
270.157 C17[13]CH21O2+ 1 270.1575 -1.99
271.1455 C21H19+ 2 271.1481 -9.77
271.1617 C11H24FO6+ 1 271.1551 24.06
273.1268 C20H17O+ 3 273.1274 -2
274.1299 C19[13]CH17O+ 1 274.1313 -5.21
275.1431 C20H19O+ 3 275.143 0.37
276.1143 C19H16O2+ 2 276.1145 -0.63
276.1471 C19[13]CH19O+ 1 276.1469 0.39
277.1227 C19H17O2+ 2 277.1223 1.5
277.1555 C18[13]C2H19O+ 1 277.1503 18.85
278.1292 C19H18O2+ 2 278.1301 -3.17
279.1373 C19H19O2+ 2 279.138 -2.27
280.1436 C19H20O2+ 2 280.1458 -7.89
281.1539 C19H21O2+ 2 281.1536 1.01
282.1575 C18[13]CH21O2+ 1 282.1575 0
283.1491 C22H19+ 4 283.1481 3.38
283.1682 C19H23O2+ 2 283.1693 -3.83
284.1499 C21[13]CH19+ 1 284.152 -7.54
284.1723 C18[13]CH23O2+ 1 284.1732 -2.96
285.1279 C21H17O+ 3 285.1274 1.93
286.1312 C20[13]CH17O+ 1 286.1313 -0.25
288.1156 C17H17FO3+ 2 288.1156 -0.08
289.1199 C20H17O2+ 2 289.1223 -8.18
290.1273 C20H18O2+ 2 290.1301 -9.66
291.1387 C20H19O2+ 2 291.138 2.48
292.1422 C19[13]CH19O2+ 1 292.1419 1.24
293.1537 C20H21O2+ 2 293.1536 0.48
294.1569 C19[13]CH21O2+ 1 294.1575 -2.01
295.1336 C19H19O3+ 2 295.1329 2.45
295.1558 C18[13]C2H21O2+ 1 295.1609 -17.14
296.1375 C18[13]CH19O3+ 1 296.1368 2.3
297.1493 C19H21O3+ 2 297.1485 2.65
298.1529 C18[13]CH21O3+ 1 298.1524 1.53
299.1613 C19H23O3+ 2 299.1642 -9.51
301.1603 C19H22FO2+ 3 301.1598 1.54
303.1378 C21H19O2+ 2 303.138 -0.4
304.1416 C20[13]CH19O2+ 1 304.1419 -0.85
305.1426 C14H22FO6+ 2 305.1395 10.09
307.1327 C20H19O3+ 2 307.1329 -0.63
309.1494 C20H21O3+ 2 309.1485 2.75
310.153 C19[13]CH21O3+ 1 310.1524 1.87
311.1648 C20H23O3+ 2 311.1642 2.1
312.1678 C19[13]CH23O3+ 1 312.1681 -0.73
313.1618 C20H22FO2+ 3 313.1598 6.27
321.1491 C21H21O3+ 2 321.1485 1.86
322.1518 C20[13]CH21O3+ 1 322.1524 -1.91
323.1518 C19[13]C2H21O3+ 1 323.1558 -12.33
325.1437 C20H21O4+ 3 325.1434 0.88
327.1598 C17H24FO5+ 3 327.1602 -1.43
329.1739 C20H25O4+ 3 329.1747 -2.63
330.1788 C19[13]CH25O4+ 1 330.1786 0.34
331.1693 C23H23O2+ 2 331.1693 0.16
337.1469 C18H22FO5+ 2 337.1446 6.79
339.1595 C21H23O4+ 2 339.1591 1.14
340.1625 C20[13]CH23O4+ 1 340.163 -1.51
341.1615 C19[13]C2H23O4+ 1 341.1663 -14.07
342.162 C24H22O2+ 2 342.1614 1.58
343.1528 C20H23O5+ 3 343.154 -3.5
351.1949 C23H27O3+ 2 351.1955 -1.76
357.1696 C21H25O5+ 2 357.1697 -0.23
358.174 C20[13]CH25O5+ 1 358.1736 1.23
359.1701 C21H24FO4+ 2 359.1653 13.36
379.1885 C24H27O4+ 2 379.1904 -5.07
397.2018 C24H29O5+ 2 397.201 2.16
398.2045 C23[13]CH29O5+ 1 398.2049 -0.92
399.2078 C22[13]C2H29O5+ 1 399.2082 -0.91
415.2131 C24H31O6+ 1 415.2115 3.87
416.212 C23[13]CH31O6+ 1 416.2154 -8.1
417.214 C24H30FO5+ 1 417.2072 16.37
PK$NUM_PEAK: 325
PK$PEAK: m/z int. rel.int.
55.0171 3140 37
55.0541 452 5
59.0486 13476 162
60.0534 448 5
67.0535 876 10
69.0335 2468 29
69.0693 1104 13
71.0488 1052 12
73.0271 608 7
79.0538 2096 25
81.0338 720 8
81.0693 5344 64
83.0493 1844 22
83.0855 528 6
85.0281 640 7
85.0649 420 5
87.0436 2168 26
91.054 1312 15
93.0701 8752 105
94.0737 724 8
95.0494 3264 39
95.0858 6436 77
96.0887 444 5
97.0284 2284 27
97.0651 1912 22
99.0448 1832 22
101.0242 1864 22
105.0709 3968 47
107.0497 652 7
107.0866 2280 27
109.0659 3152 37
111.0447 1152 13
111.081 1252 15
113.06 832 10
115.0406 1128 13
115.0533 696 8
117.07 1368 16
119.0495 680 8
119.0848 1956 23
121.0644 16800 202
122.0672 1196 14
123.043 1072 12
123.0802 2248 27
125.0596 2384 28
127.0382 668 8
127.0757 904 10
128.0618 860 10
129.0691 984 11
131.0847 3124 37
132.0559 680 8
133.0639 6144 73
133.1007 732 8
134.0692 792 9
135.0799 8540 102
136.0822 900 10
137.0585 5064 60
138.0619 564 6
139.0746 2944 35
140.0785 472 5
141.0535 2844 34
141.0699 592 7
142.076 480 5
143.0845 3004 36
144.0561 644 7
144.0876 664 7
145.0636 4380 52
145.1005 1208 14
147.0793 41740 501
148.0825 4880 58
149.0585 920 11
151.0383 2568 30
151.0742 9204 110
152.0788 708 8
153.0533 1932 23
153.0898 1112 13
155.0686 1408 16
155.0837 1816 21
157.0637 1088 13
157.1 1400 16
158.071 2148 25
159.0639 1236 14
159.079 21656 260
160.0827 2808 33
161.0584 3856 46
161.095 16344 196
162.0985 1984 23
163.0743 1928 23
165.0698 956 11
165.0898 444 5
167.0688 640 7
167.0849 1008 12
169.0477 464 5
169.0638 2264 27
169.0848 1168 14
169.1008 1096 13
170.0697 468 5
171.0791 27460 330
172.0837 3736 44
173.0951 21308 256
174.0981 3168 38
175.0743 1384 16
177.0893 1172 14
179.0699 3536 42
179.0828 1636 19
180.0912 908 10
181.0993 1448 17
182.0697 484 5
182.1069 444 5
183.0792 3032 36
183.1154 1136 13
184.084 868 10
185.0587 1100 13
185.0949 12176 146
186.0997 2416 29
187.0747 16712 200
187.1119 2996 36
188.0789 2476 29
188.1139 604 7
189.0705 752 9
189.09 1624 19
191.0865 816 9
191.1073 428 5
192.0911 824 9
193.0849 472 5
193.1 1864 22
194.1044 768 9
195.0795 2764 33
195.1167 1944 23
196.086 1668 20
196.1213 480 5
197.0952 12844 154
197.1317 8896 106
198.1018 3208 38
198.1344 1396 16
199.074 1408 16
199.1111 7576 91
200.1141 1348 16
201.0898 1640 19
201.1279 780 9
202.0966 464 5
203.0851 744 8
203.1058 1504 18
204.0919 564 6
205.1016 1068 12
206.1071 780 9
207.0805 524 6
207.1158 4148 49
208.0871 1964 23
208.1191 580 6
209.0953 10700 128
209.1301 1076 12
210.1007 5428 65
211.1113 14464 173
212.1161 3416 41
213.127 83080 999
214.094 836 10
214.1304 11304 135
215.0842 472 5
215.1058 1576 18
215.1418 7204 86
216.1449 1188 14
217.1001 628 7
218.1097 480 5
219.0801 884 10
219.1168 1660 19
220.0847 692 8
220.1243 800 9
221.0949 4752 57
221.1325 2868 34
222.1019 2992 35
222.1352 1172 14
223.1108 27028 324
224.1168 11204 134
225.1269 57076 686
226.0945 952 11
226.1304 9996 120
227.1064 2996 36
227.1423 5704 68
228.1137 740 8
228.1451 916 11
229.0815 528 6
229.1017 728 8
229.1206 688 8
230.1076 872 10
231.105 1020 12
231.1113 860 10
232.0885 708 8
232.1232 1144 13
233.0942 2008 24
233.1317 2856 34
234.1033 1792 21
234.1379 772 9
235.1108 15076 181
235.1473 4452 53
236.115 3924 47
236.1504 892 10
237.0912 1872 22
237.1268 21728 261
238.097 1256 15
238.1305 4916 59
239.1052 2588 31
239.1424 18652 224
240.1126 960 11
240.1453 2928 35
241.1219 10924 131
241.1593 1924 23
242.1069 568 6
242.1281 3104 37
242.162 448 5
243.1154 1712 20
243.1366 2728 32
244.1225 736 8
244.143 764 9
245.096 1252 15
245.1322 2560 30
246.1041 1788 21
246.1397 600 7
247.1112 3236 38
247.1483 2204 26
248.1191 3800 45
248.1523 428 5
249.1268 10788 129
250.1331 3700 44
251.106 4488 53
251.1426 16984 204
252.1125 1320 15
252.1471 5148 61
253.1222 14932 179
253.1584 21796 262
254.1247 2736 32
254.1617 5236 62
255.1018 632 7
255.1382 3260 39
255.1709 536 6
256.1427 596 7
257.1326 2064 24
257.1521 460 5
258.1013 660 7
259.112 2124 25
260.1185 4320 51
261.127 15972 192
262.0969 644 7
262.1325 5808 69
263.1433 45208 543
264.1145 1692 20
264.1466 9064 108
265.122 4608 55
265.1582 15768 189
266.1267 1276 15
266.1615 2776 33
267.1383 7028 84
268.1423 1884 22
269.1162 2012 24
269.1533 2996 36
270.1013 536 6
270.122 548 6
270.157 764 9
271.1455 516 6
271.1617 828 9
273.1268 2684 32
274.1299 796 9
275.1431 25112 301
276.1143 940 11
276.1471 6088 73
277.1227 6080 73
277.1555 900 10
278.1292 3384 40
279.1373 18392 221
280.1436 7020 84
281.1539 25780 309
282.1575 5060 60
283.1491 2268 27
283.1682 5364 64
284.1499 604 7
284.1723 1472 17
285.1279 2444 29
286.1312 836 10
288.1156 1584 19
289.1199 816 9
290.1273 440 5
291.1387 8356 100
292.1422 1620 19
293.1537 40064 481
294.1569 9344 112
295.1336 4628 55
295.1558 1360 16
296.1375 1292 15
297.1493 9020 108
298.1529 2260 27
299.1613 1164 13
301.1603 828 9
303.1378 13580 163
304.1416 3200 38
305.1426 616 7
307.1327 436 5
309.1494 5072 60
310.153 1124 13
311.1648 34548 415
312.1678 5652 67
313.1618 1280 15
321.1491 31496 378
322.1518 7756 93
323.1518 1072 12
325.1437 604 7
327.1598 1136 13
329.1739 4808 57
330.1788 736 8
331.1693 764 9
337.1469 428 5
339.1595 54792 658
340.1625 12764 153
341.1615 2208 26
342.162 928 11
343.1528 808 9
351.1949 428 5
357.1696 12196 146
358.174 3372 40
359.1701 1312 15
379.1885 836 10
397.2018 44780 538
398.2045 13216 158
399.2078 2132 25
415.2131 4696 56
416.212 1768 21
417.214 580 6
//