ACCESSION: MSBNK-Athens_Univ-AU219603
RECORD_TITLE: Prednisone; LC-ESI-QTOF; MS2; CE: 30 eV; R=35000; [M+H]+
DATE: 2016.02.22
AUTHORS: Nikiforos Alygizakis, Reza Aalizadeh, Nikolaos Thomaidis, University of Athens
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2016 Department of Chemistry, University of Athens
COMMENT: CONFIDENCE standard compound
COMMENT: INTERNAL_ID 2196
CH$NAME: Prednisone
CH$NAME: (8S,9S,10R,13S,14S,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-6,7,8,9,12,14,15,16-octahydrocyclopenta[a]phenanthrene-3,11-dione
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C21H26O5
CH$EXACT_MASS: 358.1780239
CH$SMILES: C[C@]12CC(=O)[C@H]3[C@H]([C@@H]1CC[C@@]2(C(=O)CO)O)CCC4=CC(=O)C=C[C@]34C
CH$IUPAC: InChI=1S/C21H26O5/c1-19-7-5-13(23)9-12(19)3-4-14-15-6-8-21(26,17(25)11-22)20(15,2)10-16(24)18(14)19/h5,7,9,14-15,18,22,26H,3-4,6,8,10-11H2,1-2H3/t14-,15-,18+,19-,20-,21-/m0/s1
CH$LINK: CAS
53-03-2
CH$LINK: CHEBI
8382
CH$LINK: KEGG
C07370
CH$LINK: LIPIDMAPS
LMST02030180
CH$LINK: PUBCHEM
CID:5865
CH$LINK: INCHIKEY
XOFYZVNMUHMLCC-ZPOLXVRWSA-N
CH$LINK: CHEMSPIDER
5656
CH$LINK: COMPTOX
DTXSID4021185
AC$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 30 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$CHROMATOGRAPHY: RETENTION_TIME 7.114 min
AC$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 359.1879
MS$FOCUSED_ION: PRECURSOR_M/Z 359.1853
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$DATA_PROCESSING: RECALIBRATE identity on assigned fragments and MS1
MS$DATA_PROCESSING: WHOLE RMassBank 1.99.10
PK$SPLASH: splash10-00ds-0690000000-f3df1438f8c0623811c1
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
117.0708 C9H9+ 1 117.0699 7.95
119.085 C9H11+ 1 119.0855 -4.72
121.0646 C8H9O+ 1 121.0648 -1.84
123.0814 C8H11O+ 1 123.0804 7.71
129.0694 C10H9+ 1 129.0699 -3.55
131.0488 C9H7O+ 1 131.0491 -2.38
131.0863 C10H11+ 1 131.0855 5.88
132.0582 C9H8O+ 1 132.057 9.02
133.0648 C9H9O+ 1 133.0648 -0.28
133.1004 C10H13+ 1 133.1012 -5.95
135.0805 C9H11O+ 1 135.0804 0.26
137.061 C8H9O2+ 1 137.0597 9.16
137.0972 C9H13O+ 1 137.0961 7.77
139.077 C8H11O2+ 1 139.0754 11.51
141.0687 C11H9+ 1 141.0699 -8.57
145.0649 C10H9O+ 1 145.0648 0.88
145.1023 C11H13+ 1 145.1012 7.83
147.0806 C10H11O+ 1 147.0804 1.32
148.084 C9[13]CH11O+ 1 148.0843 -2.43
149.0952 C10H13O+ 1 149.0961 -6.2
151.0768 C9H11O2+ 1 151.0754 9.33
153.0919 C9H13O2+ 1 153.091 5.97
155.0869 C12H11+ 1 155.0855 9.14
158.0727 C11H10O+ 1 158.0726 0.84
159.081 C11H11O+ 1 159.0804 3.3
161.0963 C11H13O+ 1 161.0961 1.51
162.1016 C11H14O+ 1 162.1039 -14.27
163.0756 C10H11O2+ 1 163.0754 1.23
169.1016 C13H13+ 1 169.1012 2.3
171.0807 C12H11O+ 1 171.0804 1.37
172.0838 C11[13]CH11O+ 1 172.0843 -3.37
173.0967 C12H13O+ 1 173.0961 3.54
174.102 C12H14O+ 1 174.1039 -10.91
175.076 C11H11O2+ 1 175.0754 3.67
175.1108 C12H15O+ 1 175.1117 -5.28
177.0904 C11H13O2+ 1 177.091 -3.36
179.0847 C14H11+ 1 179.0855 -4.44
181.0993 C14H13+ 1 181.1012 -10.25
182.0735 C13H10O+ 1 182.0726 4.95
183.0823 C13H11O+ 1 183.0804 9.99
183.1019 C10H15O3+ 1 183.1016 1.75
185.061 C12H9O2+ 1 185.0597 7.22
185.0974 C13H13O+ 1 185.0961 7
186.1022 C13H14O+ 1 186.1039 -9.41
187.075 C12H11O2+ 1 187.0754 -1.69
187.1124 C13H15O+ 1 187.1117 3.32
188.1152 C13H16O+ 1 188.1196 -23.43
189.0914 C12H13O2+ 1 189.091 2.2
193.1014 C15H13+ 1 193.1012 1.14
195.0818 C14H11O+ 1 195.0804 6.83
196.0884 C14H12O+ 1 196.0883 0.5
197.0972 C14H13O+ 1 197.0961 5.5
198.1009 C14H14O+ 1 198.1039 -15.2
199.1126 C14H15O+ 1 199.1117 4.49
200.1154 C14H16O+ 1 200.1196 -20.99
201.0913 C13H13O2+ 1 201.091 1.67
201.1271 C14H17O+ 1 201.1274 -1.24
205.0992 C16H13+ 1 205.1012 -9.5
207.1188 C16H15+ 2 207.1168 9.57
208.0882 C15H12O+ 1 208.0883 -0.24
209.0973 C15H13O+ 1 209.0961 5.77
209.134 C16H17+ 2 209.1325 7.26
210.1036 C15H14O+ 1 210.1039 -1.42
211.114 C15H15O+ 1 211.1117 10.57
212.12 C15H16O+ 1 212.1196 1.97
213.0907 C14H13O2+ 1 213.091 -1.29
213.1278 C15H17O+ 1 213.1274 1.97
215.1089 C14H15O2+ 1 215.1067 10.47
219.1186 C17H15+ 2 219.1168 8.13
220.0851 C16H12O+ 1 220.0883 -14.29
221.0961 C16H13O+ 1 221.0961 0.26
222.1054 C16H14O+ 1 222.1039 6.86
223.1124 C16H15O+ 1 223.1117 3.12
224.1183 C16H16O+ 1 224.1196 -5.49
225.0939 C15H13O2+ 1 225.091 13.04
225.1288 C16H17O+ 1 225.1274 6.12
226.1033 C15H14O2+ 1 226.0988 19.75
226.1305 C16H18O+ 1 226.1352 -20.67
226.1373 C16H18O+ 1 226.1352 9.11
227.1072 C15H15O2+ 1 227.1067 2.31
227.145 C16H19O+ 1 227.143 8.72
228.148 C16H20O+ 1 228.1509 -12.42
233.097 C17H13O+ 1 233.0961 4
234.1046 C17H14O+ 1 234.1039 2.76
235.1116 C17H15O+ 1 235.1117 -0.48
236.1205 C17H16O+ 1 236.1196 3.97
237.128 C17H17O+ 1 237.1274 2.63
238.134 C16[13]CH17O+ 1 238.1313 11.23
239.1062 C16H15O2+ 1 239.1067 -1.78
239.144 C17H19O+ 1 239.143 3.82
240.109 C16H16O2+ 1 240.1145 -22.72
240.1504 C17H20O+ 1 240.1509 -1.88
241.1213 C16H17O2+ 1 241.1223 -4.23
245.1325 C19H17+ 2 245.1325 -0.02
246.107 C18H14O+ 1 246.1039 12.53
247.1119 C18H15O+ 1 247.1117 0.57
247.1484 C19H19+ 2 247.1481 1.03
248.1209 C18H16O+ 1 248.1196 5.21
249.1286 C18H17O+ 1 249.1274 4.65
250.1345 C18H18O+ 1 250.1352 -2.86
251.1435 C18H19O+ 1 251.143 1.98
252.1488 C18H20O+ 1 252.1509 -8.02
253.1238 C17H17O2+ 1 253.1223 6.03
253.1592 C18H21O+ 1 253.1587 2.08
254.1278 C17H18O2+ 1 254.1301 -9.23
254.1617 C18H22O+ 1 254.1665 -18.89
255.1399 C17H19O2+ 1 255.138 7.51
256.1436 C17H20O2+ 1 256.1458 -8.63
259.1109 C19H15O+ 1 259.1117 -3.3
260.1206 C19H16O+ 1 260.1196 3.83
261.13 C19H17O+ 1 261.1274 10.1
262.1357 C19H18O+ 1 262.1352 1.94
263.1071 C18H15O2+ 1 263.1067 1.83
263.1443 C19H19O+ 1 263.143 4.69
264.1126 C18H16O2+ 1 264.1145 -7.22
264.1516 C19H20O+ 1 264.1509 2.85
265.1248 C18H17O2+ 1 265.1223 9.28
265.1607 C19H21O+ 1 265.1587 7.67
266.1643 C18[13]CH21O+ 1 266.1626 6.26
267.1399 C18H19O2+ 1 267.138 7.14
267.1771 C19H23O+ 1 267.1743 10.34
268.1439 C18H20O2+ 1 268.1458 -7.11
272.1193 C20H16O+ 1 272.1196 -0.86
275.1474 C20H19O+ 1 275.143 15.92
276.1484 C20H20O+ 1 276.1509 -8.84
277.1207 C19H17O2+ 1 277.1223 -5.7
277.16 C20H21O+ 1 277.1587 4.84
278.1641 C20H22O+ 1 278.1665 -8.69
279.1419 C19H19O2+ 1 279.138 14.16
280.1472 C19H20O2+ 1 280.1458 5.16
281.1541 C19H21O2+ 1 281.1536 1.75
282.159 C19H22O2+ 1 282.1614 -8.68
283.1703 C19H23O2+ 1 283.1693 3.79
287.1461 C21H19O+ 1 287.143 10.55
290.1291 C20H18O2+ 1 290.1301 -3.72
292.1468 C20H20O2+ 1 292.1458 3.58
293.1536 C20H21O2+ 1 293.1536 -0.1
295.1704 C20H23O2+ 1 295.1693 3.81
296.1748 C20H24O2+ 1 296.1771 -7.83
297.1505 C19H21O3+ 1 297.1485 6.51
305.1549 C21H21O2+ 1 305.1536 4.33
306.1612 C21H22O2+ 1 306.1614 -0.67
311.1661 C20H23O3+ 1 311.1642 6.1
313.1822 C20H25O3+ 1 313.1798 7.62
323.1659 C21H23O3+ 1 323.1642 5.38
324.1677 C21H24O3+ 1 324.172 -13.21
341.1813 C21H25O4+ 1 341.1747 19.24
PK$NUM_PEAK: 147
PK$PEAK: m/z int. rel.int.
117.0708 336 25
119.085 572 43
121.0646 2292 173
123.0814 632 47
129.0694 440 33
131.0488 304 23
131.0863 840 63
132.0582 404 30
133.0648 848 64
133.1004 308 23
135.0805 3968 300
137.061 588 44
137.0972 652 49
139.077 500 37
141.0687 484 36
145.0649 1116 84
145.1023 324 24
147.0806 13188 999
148.084 1984 150
149.0952 564 42
151.0768 404 30
153.0919 1236 93
155.0869 400 30
158.0727 812 61
159.081 6968 527
161.0963 3116 236
162.1016 680 51
163.0756 1616 122
169.1016 500 37
171.0807 10368 785
172.0838 1588 120
173.0967 5136 389
174.102 788 59
175.076 396 29
175.1108 568 43
177.0904 308 23
179.0847 532 40
181.0993 308 23
182.0735 500 37
183.0823 1312 99
183.1019 464 35
185.061 444 33
185.0974 1572 119
186.1022 776 58
187.075 2640 199
187.1124 3892 294
188.1152 436 33
189.0914 1512 114
193.1014 364 27
195.0818 756 57
196.0884 664 50
197.0972 5504 416
198.1009 908 68
199.1126 3672 278
200.1154 548 41
201.0913 404 30
201.1271 312 23
205.0992 384 29
207.1188 384 29
208.0882 772 58
209.0973 2896 219
209.134 312 23
210.1036 1332 100
211.114 2080 157
212.12 1236 93
213.0907 752 56
213.1278 2536 192
215.1089 984 74
219.1186 732 55
220.0851 316 23
221.0961 2328 176
222.1054 2676 202
223.1124 4024 304
224.1183 912 69
225.0939 408 30
225.1288 2976 225
226.1033 312 23
226.1305 624 47
226.1373 604 45
227.1072 576 43
227.145 2920 221
228.148 656 49
233.097 400 30
234.1046 872 66
235.1116 2140 162
236.1205 660 49
237.128 9580 725
238.134 2468 186
239.1062 1636 123
239.144 3140 237
240.109 352 26
240.1504 624 47
241.1213 724 54
245.1325 380 28
246.107 708 53
247.1119 928 70
247.1484 508 38
248.1209 1704 129
249.1286 3812 288
250.1345 1220 92
251.1435 1744 132
252.1488 704 53
253.1238 2140 162
253.1592 1468 111
254.1278 968 73
254.1617 556 42
255.1399 3140 237
256.1436 772 58
259.1109 472 35
260.1206 748 56
261.13 2224 168
262.1357 1940 146
263.1071 520 39
263.1443 4900 371
264.1126 340 25
264.1516 3052 231
265.1248 804 60
265.1607 7240 548
266.1643 1528 115
267.1399 3068 232
267.1771 756 57
268.1439 528 39
272.1193 620 46
275.1474 984 74
276.1484 564 42
277.1207 540 40
277.16 3600 272
278.1641 872 66
279.1419 524 39
280.1472 620 46
281.1541 1540 116
282.159 516 39
283.1703 672 50
287.1461 1180 89
290.1291 584 44
292.1468 752 56
293.1536 1824 138
295.1704 2832 214
296.1748 512 38
297.1505 712 53
305.1549 1880 142
306.1612 356 26
311.1661 544 41
313.1822 1148 86
323.1659 1820 137
324.1677 544 41
341.1813 920 69
//
