ACCESSION: MSBNK-Athens_Univ-AU283104
RECORD_TITLE: Fluticasone propionate; LC-ESI-QTOF; MS2; CE: 40 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 40 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$CHROMATOGRAPHY: RETENTION_TIME 10.681 min
AC$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 313.2164
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$SPLASH: splash10-004i-0590000000-bac8e04150d9f8a48227
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
115.0539 C9H7+ 3 115.0542 -3.1
117.0686 C9H9+ 2 117.0699 -10.61
119.0848 C9H11+ 2 119.0855 -6.03
121.064 C8H9O+ 2 121.0648 -6.71
122.0676 C7[13]CH9O+ 1 122.0687 -8.6
123.0595 C8H8F+ 2 123.0605 -8.09
123.0783 C8H11O+ 1 123.0804 -17.61
125.0394 C7H6FO+ 5 125.0397 -2.61
125.0581 C5H8F3+ 4 125.0573 6.7
125.0749 C8H10F+ 2 125.0761 -9.65
127.0894 C8H12F+ 1 127.0918 -18.53
128.0618 C10H8+ 3 128.0621 -2.3
129.0694 C10H9+ 3 129.0699 -3.9
130.0753 C10H10+ 1 130.0777 -18.47
131.0489 C9H7O+ 3 131.0491 -2.04
131.0846 C10H11+ 3 131.0855 -7.42
132.0897 C9[13]CH11+ 1 132.0894 2.02
133.0467 C3H8F3O2+ 6 133.0471 -2.99
133.0639 C9H9O+ 3 133.0648 -7.01
133.0997 C10H13+ 2 133.1012 -11.38
134.0671 C8[13]CH9O+ 1 134.0687 -11.93
135.0578 C9H8F+ 1 135.0605 -19.64
135.0793 C9H11O+ 2 135.0804 -8.7
136.0828 C8[13]CH11O+ 1 136.0843 -11.23
137.0755 C9H10F+ 3 137.0761 -4.3
137.0942 C9H13O+ 2 137.0961 -13.64
139.0545 C11H7+ 5 139.0542 2.12
139.0907 C9H12F+ 3 139.0918 -7.6
140.0568 C10[13]CH7+ 1 140.0581 -9.56
141.0692 C11H9+ 3 141.0699 -4.55
142.076 C11H10+ 2 142.0777 -12.23
143.0843 C11H11+ 3 143.0855 -8.81
144.0553 C10H8O+ 2 144.057 -11.51
144.0893 C10[13]CH11+ 1 144.0894 -1.23
145.0637 C10H9O+ 3 145.0648 -7.26
145.1004 C11H13+ 3 145.1012 -5.47
146.0687 C9[13]CH9O+ 1 146.0687 -0.26
147.0787 C10H11O+ 2 147.0804 -11.73
148.0824 C9[13]CH11O+ 1 148.0843 -13.45
149.0744 C10H10F+ 2 149.0761 -11.33
149.0943 C10H13O+ 2 149.0961 -12.09
150.0471 C9H7FO+ 5 150.0475 -2.87
151.0562 C6H9F2O2+ 7 151.0565 -1.8
151.0903 C10H12F+ 2 151.0918 -9.93
152.0611 C12H8+ 3 152.0621 -6.1
152.0941 C9[13]CH12F+ 1 152.0957 -10
153.0712 C9H10FO+ 6 153.071 0.96
155.0847 C12H11+ 3 155.0855 -5.35
157.0639 C11H9O+ 3 157.0648 -5.87
157.0998 C12H13+ 3 157.1012 -8.5
158.0707 C11H10O+ 2 158.0726 -12.24
159.0621 C8H9F2O+ 6 159.0616 3.33
159.0794 C11H11O+ 3 159.0804 -6.44
160.0663 C11H9F+ 2 160.0683 -12.22
160.0841 C10[13]CH11O+ 1 160.0843 -1.51
161.0586 C10H9O2+ 5 161.0597 -7.18
161.0749 C11H10F+ 3 161.0761 -7.19
161.0952 C11H13O+ 3 161.0961 -5.81
162.0991 C10[13]CH13O+ 1 162.1 -5.77
163.0551 C10H8FO+ 6 163.0554 -1.63
163.0742 C10H11O2+ 5 163.0754 -7.34
163.0913 C11H12F+ 4 163.0918 -2.96
164.0621 C13H8+ 5 164.0621 0.14
164.0965 C11H13F+ 1 164.0996 -18.8
165.0698 C13H9+ 5 165.0699 -0.54
166.0733 C12[13]CH9+ 1 166.0738 -2.72
167.0512 C6H9F2O3+ 7 167.0514 -1.06
167.0847 C13H11+ 4 167.0855 -4.69
168.0573 C12H8O+ 6 168.057 2.27
169.0638 C12H9O+ 3 169.0648 -5.71
169.1005 C13H13+ 5 169.1012 -3.93
171.0794 C12H11O+ 3 171.0804 -5.97
172.083 C11[13]CH11O+ 1 172.0843 -7.53
173.0589 C11H9O2+ 7 173.0597 -4.88
173.0792 C12H10F+ 8 173.0761 17.79
173.0949 C12H13O+ 3 173.0961 -6.73
174.0627 C9H9F3+ 1 174.0651 -13.72
174.0822 C11[13]CH10F+ 1 174.08 12.6
174.0983 C11[13]CH13O+ 1 174.1 -9.66
175.0542 C14H7+ 5 175.0542 0
175.0748 C11H11O2+ 7 175.0754 -2.95
175.0918 C12H12F+ 4 175.0918 0.31
175.1091 C12H15O+ 2 175.1117 -15.28
176.0624 C14H8+ 6 176.0621 1.94
177.0703 C11H10FO+ 6 177.071 -4.2
177.0901 C11H13O2+ 7 177.091 -5.39
177.1072 C12H14F+ 4 177.1074 -1.31
178.0751 C10[13]CH10FO+ 1 178.0749 0.9
179.0498 C10H8FO2+ 6 179.0503 -2.87
179.0855 C14H11+ 5 179.0855 0.08
180.0897 C13[13]CH11+ 1 180.0894 1.35
181.0629 C13H9O+ 3 181.0648 -10.25
181.0803 C11H11F2+ 2 181.0823 -10.96
181.0999 C14H13+ 3 181.1012 -7.1
182.0716 C13H10O+ 5 182.0726 -5.7
183.0606 C13H8F+ 5 183.0605 0.8
183.0798 C13H11O+ 5 183.0804 -3.48
183.099 C8H14F3O+ 6 183.0991 -0.88
184.0877 C13H12O+ 5 184.0883 -3.33
185.0428 C12H9S+ 9 185.0419 4.55
185.059 C9H13O2S+ 7 185.0631 -22.09
185.0942 C13H13O+ 3 185.0961 -9.97
186.046 C11[13]CH9S+ 1 186.0459 0.57
186.0624 C8[13]CH13O2S+ 1 186.067 -24.87
186.1001 C12[13]CH13O+ 1 186.1 0.77
187.0555 C9H13O2[34]S+ 1 187.0594 -20.93
187.074 C12H11O2+ 5 187.0754 -7.36
187.0896 C13H12F+ 3 187.0918 -11.31
187.1089 C13H15O+ 2 187.1117 -15.27
188.0803 C11[13]CH11O2+ 1 188.0793 5.57
188.0954 C13H13F+ 1 188.0996 -22.01
189.0701 C12H13S+ 6 189.0732 -16.73
189.1043 C13H14F+ 2 189.1074 -16.32
190.0764 C11[13]CH13S+ 1 190.0772 -3.92
191.0857 C15H11+ 6 191.0855 0.75
192.0893 C14[13]CH11+ 1 192.0894 -0.79
193.0638 C14H9O+ 5 193.0648 -5.35
193.1003 C15H13+ 5 193.1012 -4.57
194.0705 C14H10O+ 3 194.0726 -11.12
194.1048 C15H14+ 1 194.109 -21.78
195.0792 C14H11O+ 5 195.0804 -6.36
195.0966 C12H13F2+ 3 195.098 -7.21
195.1143 C15H15+ 3 195.1168 -12.72
196.0876 C14H12O+ 5 196.0883 -3.24
197.0595 C13H9O2+ 8 197.0597 -0.84
197.0783 C8H12F3O2+ 8 197.0784 -0.59
197.0949 C14H13O+ 5 197.0961 -5.8
198.0986 C13[13]CH13O+ 1 198.1 -6.89
199.0741 C13H11O2+ 7 199.0754 -6.07
199.0931 C11H13F2O+ 8 199.0929 1.08
199.1111 C14H15O+ 5 199.1117 -3.02
201.0712 C13H10FO+ 8 201.071 1.14
201.0897 C11H12F3+ 7 201.0886 5.9
201.1065 C14H14F+ 4 201.1074 -4.54
202.0737 C16H10+ 1 202.0777 -19.98
203.0724 C6H13F2O5+ 9 203.0726 -0.91
203.0859 C16H11+ 6 203.0855 1.76
204.0893 C15[13]CH11+ 1 204.0894 -0.84
205.0649 C15H9O+ 6 205.0648 0.71
205.1016 C16H13+ 6 205.1012 2.04
206.068 C14[13]CH9O+ 1 206.0687 -3.46
206.1055 C15[13]CH13+ 1 206.1051 1.98
207.0808 C15H11O+ 6 207.0804 1.52
207.0958 C13H13F2+ 2 207.098 -10.73
207.115 C16H15+ 3 207.1168 -8.92
208.0859 C15H12O+ 3 208.0883 -11.39
209.0952 C12H17OS+ 5 209.0995 -20.4
209.1317 C16H17+ 5 209.1325 -3.69
210.1014 C15H14O+ 3 210.1039 -12.11
211.0755 C14H11O2+ 8 211.0754 0.81
211.0919 C12H17O[34]S+ 1 211.0958 -18.68
211.1117 C15H15O+ 6 211.1117 -0.36
212.0811 C12H11F3+ 5 212.0807 1.84
212.116 C14[13]CH15O+ 1 212.1156 1.59
213.0879 C12H12F3+ 4 213.0886 -3.32
213.1077 C15H14F+ 6 213.1074 1.42
213.1274 C15H17O+ 6 213.1274 -0.13
215.0847 C17H11+ 6 215.0855 -3.96
216.0939 C17H12+ 8 216.0934 2.49
217.1 C17H13+ 5 217.1012 -5.47
218.0776 C10H15FO2S+ 8 218.0771 1.97
218.1071 C17H14+ 5 218.109 -8.62
219.0795 C16H11O+ 5 219.0804 -4.52
219.1146 C17H15+ 3 219.1168 -10.16
220.0848 C16H12O+ 2 220.0883 -15.52
220.1241 C16[13]CH15+ 1 220.1207 15.14
221.0956 C16H13O+ 6 221.0961 -2.28
221.1328 C17H17+ 8 221.1325 1.67
222.103 C16H14O+ 6 222.1039 -4.31
223.0739 C13H10F3+ 7 223.0729 4.58
223.1105 C16H15O+ 5 223.1117 -5.46
224.0826 C15H12O2+ 8 224.0832 -2.8
224.1146 C15[13]CH15O+ 1 224.1156 -4.85
225.0723 C12H11F2O2+ 9 225.0722 0.62
225.0908 C15H13O2+ 8 225.091 -1.03
225.1092 C10H16F3O2+ 8 225.1097 -2.38
225.127 C16H17O+ 6 225.1274 -1.93
226.078 C18H10+ 8 226.0777 1.52
227.0708 C9H14F3OS+ 10 227.0712 -1.72
227.0866 C15H12FO+ 8 227.0867 -0.33
229.1023 C15H14FO+ 9 229.1023 -0.07
230.1073 C18H14+ 5 230.109 -7.36
231.0799 C17H11O+ 6 231.0804 -2.34
231.1149 C18H15+ 5 231.1168 -8.53
232.0882 C17H12O+ 7 232.0883 -0.11
232.1231 C18H16+ 5 232.1247 -6.5
233.0955 C17H13O+ 6 233.0961 -2.42
233.1293 C18H17+ 3 233.1325 -13.52
234.1017 C17H14O+ 5 234.1039 -9.49
234.1336 C17[13]CH17+ 1 234.1364 -12
235.111 C17H15O+ 6 235.1117 -3.11
236.1195 C17H16O+ 7 236.1196 -0.25
237.0894 C14H12F3+ 7 237.0886 3.57
237.1262 C17H17O+ 6 237.1274 -4.94
237.1626 C18H21+ 6 237.1638 -4.88
238.0953 C14H13F3+ 5 238.0964 -4.74
238.1309 C16[13]CH17O+ 1 238.1313 -1.77
239.0895 C19H11+ 10 239.0855 16.51
239.105 C14H14F3+ 7 239.1042 3.1
239.1417 C17H19O+ 6 239.143 -5.65
240.0928 C18[13]CH11+ 1 240.0894 14.14
240.116 C13H17FO3+ 10 240.1156 1.37
241.1012 C19H13+ 8 241.1012 0.16
242.1073 C19H14+ 5 242.109 -6.83
243.1163 C19H15+ 6 243.1168 -2.12
244.1225 C19H16+ 5 244.1247 -8.87
245.0943 C18H13O+ 5 245.0961 -7.42
245.1321 C19H17+ 7 245.1325 -1.52
246.0821 C18H11F+ 4 246.0839 -7.31
246.1018 C18H14O+ 5 246.1039 -8.43
247.1095 C18H15O+ 5 247.1117 -9.12
247.1476 C19H19+ 7 247.1481 -2.01
248.1177 C18H16O+ 5 248.1196 -7.68
248.152 C18[13]CH19+ 1 248.152 -0.16
249.0938 C11H15F2O4+ 10 249.0933 1.84
249.127 C18H17O+ 7 249.1274 -1.55
249.1582 C6H27F2O5S+ 3 249.1542 16.09
250.1344 C18H18O+ 6 250.1352 -3.12
251.106 C17H15O2+ 8 251.1067 -2.52
251.1424 C18H19O+ 6 251.143 -2.57
252.1097 C16[13]CH15O2+ 1 252.1106 -3.3
252.1472 C17[13]CH19O+ 1 252.1469 0.91
253.1012 C20H13+ 8 253.1012 0.12
253.1212 C17H17O2+ 8 253.1223 -4.48
253.1506 C8H26FO5S+ 4 253.1479 10.46
254.1084 C20H14+ 7 254.109 -2.24
254.1254 C16[13]CH17O2+ 1 254.1262 -3.08
255.1152 C20H15+ 6 255.1168 -6.29
256.122 C19[13]CH15+ 1 256.1207 4.91
257.095 C19H13O+ 6 257.0961 -4.16
257.1317 C17H18FO+ 6 257.1336 -7.56
258.1062 C13H16F2O3+ 8 258.1062 -0.05
258.1375 C16[13]CH18FO+ 1 258.1375 -0.17
259.1104 C19H15O+ 6 259.1117 -5.02
259.1464 C20H19+ 6 259.1481 -6.64
260.1189 C19H16O+ 7 260.1196 -2.73
261.1256 C19H17O+ 6 261.1274 -6.77
262.0911 C11H18O5S+ 2 262.0869 15.87
262.131 C18[13]CH17O+ 1 262.1313 -1.26
263.1095 C15H19O2S+ 10 263.11 -1.9
263.1428 C16H23OS+ 7 263.1464 -13.86
264.1158 C15H17FO3+ 10 264.1156 0.53
264.1498 C15[13]CH23OS+ 1 264.1503 -1.94
265.1583 C16H25OS+ 7 265.1621 -14.13
266.1136 C15H19FOS+ 10 266.1135 0.38
266.1616 C15[13]CH25OS+ 1 266.166 -16.59
267.1222 C12H21F2O2S+ 10 267.1225 -0.9
267.1544 C16H25O[34]S+ 1 267.1584 -14.99
268.1595 C19H21F+ 4 268.1622 -10.17
269.1315 C21H17+ 7 269.1325 -3.46
270.1041 C20H14O+ 8 270.1039 0.71
270.1371 C21H18+ 6 270.1403 -11.84
271.1099 C20H15O+ 6 271.1117 -6.69
271.1477 C21H19+ 8 271.1481 -1.72
272.1196 C20H16O+ 8 272.1196 0.2
273.1258 C20H17O+ 6 273.1274 -5.67
274.1343 C20H18O+ 7 274.1352 -3.36
275.143 C20H19O+ 7 275.143 -0.32
276.1476 C20H20O+ 5 276.1509 -11.94
277.1258 C10H20F3O5+ 10 277.1257 0.26
277.1548 C19[13]CH20O+ 1 277.1548 0.07
278.128 C17H17F3+ 8 278.1277 1.1
278.1612 C20H22O+ 4 278.1665 -19.24
279.1368 C19H19O2+ 9 279.138 -3.97
280.1259 C19H17FO+ 9 280.1258 0.49
281.1333 C19H18FO+ 9 281.1336 -1.08
282.1369 C18[13]CH18FO+ 1 282.1375 -2.33
285.1273 C21H17O+ 8 285.1274 -0.24
285.1631 C22H21+ 8 285.1638 -2.39
286.1347 C21H18O+ 7 286.1352 -1.77
286.1677 C21[13]CH21+ 1 286.1677 -0.04
287.1425 C21H19O+ 7 287.143 -1.83
288.1151 C17H17FO3+ 10 288.1156 -1.87
288.1514 C21H20O+ 8 288.1509 1.9
289.1199 C16[13]CH17FO3+ 1 289.1195 1.39
291.1169 C23H15+ 9 291.1168 0.19
291.1363 C18H18F3+ 8 291.1355 2.75
292.144 C18H19F3+ 8 292.1433 2.25
293.1534 C20H21O2+ 10 293.1536 -0.83
294.1575 C19[13]CH21O2+ 1 294.1575 0.05
295.1491 C20H20FO+ 9 295.1493 -0.48
296.1546 C23H20+ 8 296.156 -4.64
297.159 C22[13]CH20+ 1 297.1599 -2.93
298.1637 C21[13]C2H20+ 1 298.1632 1.61
299.1426 C22H19O+ 8 299.143 -1.38
303.1377 C21H19O2+ 10 303.138 -0.88
304.1426 C20[13]CH19O2+ 1 304.1419 2.39
305.1495 C19H20F3+ 7 305.1512 -5.59
306.1331 C11H24F2O5S+ 7 306.1307 7.71
306.1515 C14H26O5S+ 6 306.1495 6.29
307.1446 C24H19+ 7 307.1481 -11.47
308.1238 C17H21FO2S+ 8 308.1241 -0.8
311.1648 C15H26F3OS+ 10 311.1651 -0.98
313.1594 C20H22FO2+ 8 313.1598 -1.52
314.1632 C19[13]CH22FO2+ 1 314.1637 -1.84
315.1557 C23H20F+ 9 315.1544 4.18
316.1587 C22[13]CH20F+ 1 316.1583 1.44
321.1303 C21H21OS+ 8 321.1308 -1.4
321.146 C19H20F3O+ 9 321.1461 -0.17
323.145 C18H21F2O3+ 8 323.1453 -1.05
324.1533 C24H20O+ 8 324.1509 7.48
325.1541 C23[13]CH20O+ 1 325.1548 -2.01
333.1613 C23H22FO+ 8 333.1649 -10.95
338.1134 C21H19FOS+ 9 338.1135 -0.43
341.1367 C21H22FOS+ 9 341.137 -0.9
342.1404 C24H19FO+ 8 342.1414 -3.12
342.1585 C22H21F3+ 8 342.159 -1.56
359.1479 C21H24FO2S+ 7 359.1476 0.88
361.1431 C21H20F3O2+ 9 361.141 5.83
362.145 C20[13]CH20F3O2+ 1 362.1449 0.42
363.1431 C17H25F2O4S+ 9 363.1436 -1.55
369.1338 C16H24F3O4S+ 7 369.1342 -0.97
379.1721 C24H27O2S+ 9 379.1726 -1.29
PK$NUM_PEAK: 313
PK$PEAK: m/z int. rel.int.
115.0539 1184 16
117.0686 1332 18
119.0848 2604 35
121.064 32680 446
122.0676 2588 35
123.0595 612 8
123.0783 472 6
125.0394 708 9
125.0581 476 6
125.0749 1020 13
127.0894 544 7
128.0618 1352 18
129.0694 1400 19
130.0753 436 5
131.0489 568 7
131.0846 3936 53
132.0897 632 8
133.0467 612 8
133.0639 4668 63
133.0997 1848 25
134.0671 460 6
135.0578 1060 14
135.0793 11840 161
136.0828 1408 19
137.0755 1612 21
137.0942 524 7
139.0545 7200 98
139.0907 740 10
140.0568 692 9
141.0692 1360 18
142.076 524 7
143.0843 2344 31
144.0553 712 9
144.0893 500 6
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//