ACCESSION: MSBNK-Athens_Univ-AU240102
RECORD_TITLE: Prednisone; LC-ESI-QTOF; MS2; CE: 20 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 2401
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: [H][C@@]12CC[C@](O)(C(=O)CO)[C@@]1(C)CC(=O)[C@@]1([H])[C@@]2([H])CCC2=CC(=O)C=C[C@]12C
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 20 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$CHROMATOGRAPHY: RETENTION_TIME 7.185 min
AC$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 359.1846
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 2.10.1
PK$SPLASH: splash10-00r5-0493000000-57efd20dbfed0054bab9
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
117.0689 C9H9+ 1 117.0699 -8.6
119.085 C9H11+ 1 119.0855 -4.55
121.0634 C8H9O+ 1 121.0648 -11.56
123.0788 C8H11O+ 1 123.0804 -13.21
125.0573 C7H9O2+ 1 125.0597 -19.45
125.093 C8H13O+ 1 125.0961 -24.57
127.0734 C7H11O2+ 1 127.0754 -15.7
131.0845 C10H11+ 1 131.0855 -8.05
133.0636 C9H9O+ 1 133.0648 -8.77
135.0793 C9H11O+ 1 135.0804 -8.09
136.082 C8[13]CH11O+ 1 136.0843 -16.86
137.0584 C8H9O2+ 1 137.0597 -9.74
137.0953 C9H13O+ 1 137.0961 -6.08
139.0739 C8H11O2+ 1 139.0754 -10.19
141.0529 C7H9O3+ 1 141.0546 -12.28
145.063 C10H9O+ 1 145.0648 -12.19
145.1015 C11H13+ 1 145.1012 2.53
147.0787 C10H11O+ 1 147.0804 -11.68
148.0827 C9[13]CH11O+ 1 148.0843 -11.17
149.0944 C10H13O+ 1 149.0961 -11.35
151.0739 C9H11O2+ 1 151.0754 -9.86
153.0894 C9H13O2+ 1 153.091 -10.39
154.0924 C8[13]CH13O2+ 1 154.0949 -16.37
155.0686 C8H11O3+ 1 155.0703 -10.8
157.1015 C12H13+ 1 157.1012 1.76
158.0691 C11H10O+ 1 158.0726 -22.07
159.0785 C11H11O+ 1 159.0804 -12.48
160.0819 C10[13]CH11O+ 1 160.0843 -15.34
161.0946 C11H13O+ 1 161.0961 -9.51
162.0987 C10[13]CH13O+ 1 162.1 -8.18
163.0737 C10H11O2+ 1 163.0754 -9.96
165.09 C10H13O2+ 1 165.091 -6
167.069 C9H11O3+ 1 167.0703 -7.33
169.1009 C13H13+ 1 169.1012 -1.73
171.0792 C12H11O+ 1 171.0804 -7.21
172.0825 C11[13]CH11O+ 1 172.0843 -10.65
173.0944 C12H13O+ 1 173.0961 -9.97
174.0983 C11[13]CH13O+ 1 174.1 -9.86
175.0744 C11H11O2+ 1 175.0754 -5.56
175.109 C12H15O+ 1 175.1117 -15.74
177.0892 C11H13O2+ 1 177.091 -10.3
181.0842 C10H13O3+ 1 181.0859 -9.71
182.0885 C9[13]CH13O3+ 1 182.0898 -7.26
183.0784 C13H11O+ 1 183.0804 -11.31
183.0999 C10H15O3+ 1 183.1016 -8.88
184.1023 C9[13]CH15O3+ 1 184.1055 -17.36
185.0596 C12H9O2+ 1 185.0597 -0.71
185.0948 C13H13O+ 1 185.0961 -6.78
186.0972 C12[13]CH13O+ 1 186.1 -15.23
187.0741 C12H11O2+ 1 187.0754 -6.77
187.1105 C13H15O+ 1 187.1117 -6.79
188.077 C11[13]CH11O2+ 1 188.0793 -12.01
188.1116 C12[13]CH15O+ 1 188.1156 -21.32
189.0893 C12H13O2+ 1 189.091 -8.92
195.0786 C14H11O+ 1 195.0804 -9.61
195.1019 C11H15O3+ 1 195.1016 1.78
196.0845 C14H12O+ 1 196.0883 -19.42
197.0944 C14H13O+ 1 197.0961 -8.71
198.0985 C13[13]CH13O+ 1 198.1 -7.34
199.111 C14H15O+ 1 199.1117 -3.58
200.1146 C13[13]CH15O+ 1 200.1156 -5.19
201.0891 C13H13O2+ 1 201.091 -9.45
201.1253 C14H17O+ 1 201.1274 -10.53
203.1047 C13H15O2+ 1 203.1067 -9.54
208.0856 C15H12O+ 1 208.0883 -12.93
209.094 C15H13O+ 1 209.0961 -9.86
210.1021 C14[13]CH13O+ 1 210.1 9.99
211.1106 C15H15O+ 1 211.1117 -5.54
212.1135 C14[13]CH15O+ 1 212.1156 -10.25
213.0884 C14H13O2+ 1 213.091 -12.11
213.126 C15H17O+ 1 213.1274 -6.34
214.0898 C13[13]CH13O2+ 1 214.0949 -24.07
214.1291 C14[13]CH17O+ 1 214.1313 -10.34
215.106 C14H15O2+ 1 215.1067 -3.22
215.1419 C15H19O+ 1 215.143 -5.33
216.1086 C13[13]CH15O2+ 1 216.1106 -8.97
221.0968 C16H13O+ 1 221.0961 3.36
222.101 C16H14O+ 1 222.1039 -12.99
223.1104 C16H15O+ 1 223.1117 -6.15
224.1163 C15[13]CH15O+ 1 224.1156 3.12
225.0892 C15H13O2+ 1 225.091 -7.94
225.126 C16H17O+ 1 225.1274 -5.98
226.1315 C15[13]CH17O+ 1 226.1313 0.99
227.105 C15H15O2+ 1 227.1067 -7.26
227.1423 C16H19O+ 1 227.143 -3.14
228.1455 C15[13]CH19O+ 1 228.1469 -6.38
234.0998 C17H14O+ 1 234.1039 -17.7
235.1101 C17H15O+ 1 235.1117 -6.95
236.1151 C16[13]CH15O+ 1 236.1156 -2.5
237.126 C17H17O+ 1 237.1274 -5.97
238.0963 C16H14O2+ 1 238.0988 -10.46
238.1292 C16[13]CH17O+ 1 238.1313 -8.8
239.1045 C16H15O2+ 1 239.1067 -9.21
239.1413 C17H19O+ 1 239.143 -7.45
240.1124 C15[13]CH15O2+ 1 240.1106 7.48
240.1463 C16[13]CH19O+ 1 240.1469 -2.57
241.1207 C16H17O2+ 1 241.1223 -6.81
242.1269 C16H18O2+ 1 242.1301 -13.32
243.1341 C16H19O2+ 1 243.138 -15.72
247.1121 C18H15O+ 1 247.1117 1.28
247.1472 C19H19+ 1 247.1481 -3.75
248.1191 C18H16O+ 1 248.1196 -1.78
249.1258 C18H17O+ 1 249.1274 -6.52
250.1311 C17[13]CH17O+ 1 250.1313 -0.63
251.1431 C18H19O+ 1 251.143 0.04
252.1482 C18H20O+ 1 252.1509 -10.52
253.1215 C17H17O2+ 1 253.1223 -3.17
253.1579 C18H21O+ 1 253.1587 -3.08
254.1245 C16[13]CH17O2+ 1 254.1262 -6.91
254.1593 C17[13]CH21O+ 1 254.1626 -12.77
255.1367 C17H19O2+ 1 255.138 -4.82
255.1731 C18H23O+ 1 255.1743 -4.74
256.1403 C16[13]CH19O2+ 1 256.1419 -6.24
257.1455 C15[13]C2H19O2+ 1 257.1452 1.17
259.1124 C19H15O+ 1 259.1117 2.64
261.1262 C19H17O+ 1 261.1274 -4.38
262.1332 C19H18O+ 1 262.1352 -7.64
263.1418 C19H19O+ 1 263.143 -4.53
264.1483 C19H20O+ 1 264.1509 -9.6
265.1215 C18H17O2+ 1 265.1223 -3.2
265.1577 C19H21O+ 1 265.1587 -3.7
266.1227 C17[13]CH17O2+ 1 266.1262 -13.18
266.1625 C18[13]CH21O+ 1 266.1626 -0.36
267.1367 C18H19O2+ 1 267.138 -4.66
267.1729 C19H23O+ 1 267.1743 -5.56
268.1401 C17[13]CH19O2+ 1 268.1419 -6.47
268.1766 C18[13]CH23O+ 1 268.1782 -6.16
269.1534 C18H21O2+ 1 269.1536 -0.8
272.1184 C20H16O+ 1 272.1196 -4.19
275.1425 C20H19O+ 1 275.143 -2.03
276.1452 C19[13]CH19O+ 1 276.1469 -6.26
277.1199 C19H17O2+ 1 277.1223 -8.8
277.1579 C20H21O+ 1 277.1587 -2.98
278.1619 C19[13]CH21O+ 1 278.1626 -2.37
279.1363 C19H19O2+ 1 279.138 -6.05
279.1653 C16H23O4+ 1 279.1591 22.29
280.1447 C18[13]CH19O2+ 1 280.1419 10.04
281.1527 C19H21O2+ 1 281.1536 -3.13
282.1575 C18[13]CH21O2+ 1 282.1575 0.13
283.1351 C18H19O3+ 1 283.1329 7.99
283.1669 C19H23O2+ 1 283.1693 -8.41
284.1695 C18[13]CH23O2+ 1 284.1732 -12.88
285.1459 C18H21O3+ 1 285.1485 -9.07
285.1859 C19H25O2+ 1 285.1849 3.44
287.143 C21H19O+ 1 287.143 -0.3
288.1484 C20[13]CH19O+ 1 288.1469 5.09
289.1481 C17H21O4+ 1 289.1434 16.3
290.1305 C20H18O2+ 1 290.1301 1.25
292.145 C20H20O2+ 1 292.1458 -2.58
293.1522 C20H21O2+ 1 293.1536 -4.9
294.1569 C19[13]CH21O2+ 1 294.1575 -1.98
295.1684 C20H23O2+ 1 295.1693 -2.97
296.1716 C19[13]CH23O2+ 1 296.1732 -5.2
297.1471 C19H21O3+ 1 297.1485 -4.81
297.1773 C18[13]C2H23O2+ 1 297.1765 2.67
298.1535 C18[13]CH21O3+ 1 298.1524 3.62
299.1636 C19H23O3+ 1 299.1642 -1.89
305.1524 C21H21O2+ 1 305.1536 -3.98
306.1558 C20[13]CH21O2+ 1 306.1575 -5.49
307.1569 C19[13]C2H21O2+ 1 307.1609 -13.04
311.1624 C20H23O3+ 1 311.1642 -5.85
312.1657 C19[13]CH23O3+ 1 312.1681 -7.74
313.179 C20H25O3+ 1 313.1798 -2.69
314.1813 C19[13]CH25O3+ 1 314.1837 -7.85
315.1925 C20H27O3+ 1 315.1955 -9.5
323.1639 C21H23O3+ 1 323.1642 -0.75
324.1669 C20[13]CH23O3+ 1 324.1681 -3.76
325.174 C19[13]C2H23O3+ 1 325.1714 7.77
341.174 C21H25O4+ 1 341.1747 -2.23
342.177 C20[13]CH25O4+ 1 342.1786 -4.64
343.1876 C21H27O4+ 1 343.1904 -8.25
344.1951 C20[13]CH27O4+ 1 344.1943 2.33
359.1843 C21H27O5+ 1 359.1853 -2.7
360.1883 C20[13]CH27O5+ 1 360.1892 -2.64
PK$NUM_PEAK: 174
PK$PEAK: m/z int. rel.int.
117.0689 372 14
119.085 716 27
121.0634 2224 85
123.0788 1076 41
125.0573 400 15
125.093 440 16
127.0734 320 12
131.0845 564 21
133.0636 512 19
135.0793 5260 201
136.082 528 20
137.0584 408 15
137.0953 2068 79
139.0739 1860 71
141.0529 312 11
145.063 448 17
145.1015 312 11
147.0787 22656 866
148.0827 2328 88
149.0944 516 19
151.0739 724 27
153.0894 3704 141
154.0924 460 17
155.0686 408 15
157.1015 524 20
158.0691 420 16
159.0785 6652 254
160.0819 704 26
161.0946 5228 199
162.0987 724 27
163.0737 3072 117
165.09 1392 53
167.069 736 28
169.1009 332 12
171.0792 12684 484
172.0825 1492 57
173.0944 7132 272
174.0983 1080 41
175.0744 448 17
175.109 536 20
177.0892 612 23
181.0842 2500 95
182.0885 404 15
183.0784 560 21
183.0999 2796 106
184.1023 380 14
185.0596 924 35
185.0948 2180 83
186.0972 480 18
187.0741 4604 176
187.1105 4388 167
188.077 524 20
188.1116 552 21
189.0893 1436 54
195.0786 988 37
195.1019 420 16
196.0845 340 12
197.0944 8688 332
198.0985 1664 63
199.111 5936 226
200.1146 1024 39
201.0891 456 17
201.1253 488 18
203.1047 796 30
208.0856 652 24
209.094 3400 129
210.1021 672 25
211.1106 3176 121
212.1135 556 21
213.0884 1040 39
213.126 4840 185
214.0898 336 12
214.1291 1012 38
215.106 2424 92
215.1419 384 14
216.1086 320 12
221.0968 1928 73
222.101 1040 39
223.1104 3800 145
224.1163 780 29
225.0892 564 21
225.126 4304 164
226.1315 980 37
227.105 1472 56
227.1423 2580 98
228.1455 488 18
234.0998 428 16
235.1101 3376 129
236.1151 732 27
237.126 19384 741
238.0963 372 14
238.1292 4004 153
239.1045 3628 138
239.1413 4592 175
240.1124 512 19
240.1463 996 38
241.1207 1432 54
242.1269 792 30
243.1341 600 22
247.1121 1080 41
247.1472 504 19
248.1191 632 24
249.1258 2376 90
250.1311 660 25
251.1431 1996 76
252.1482 824 31
253.1215 7880 301
253.1579 3512 134
254.1245 1824 69
254.1593 816 31
255.1367 9956 380
255.1731 1368 52
256.1403 1340 51
257.1455 324 12
259.1124 364 13
261.1262 5012 191
262.1332 2144 81
263.1418 11144 426
264.1483 5060 193
265.1215 1368 52
265.1577 18704 715
266.1227 380 14
266.1625 3372 128
267.1367 14760 564
267.1729 3376 129
268.1401 2968 113
268.1766 612 23
269.1534 712 27
272.1184 328 12
275.1425 2432 92
276.1452 576 22
277.1199 644 24
277.1579 10724 409
278.1619 2352 89
279.1363 2008 76
279.1653 476 18
280.1447 636 24
281.1527 6352 242
282.1575 1716 65
283.1351 516 19
283.1669 3964 151
284.1695 680 25
285.1459 420 16
285.1859 372 14
287.143 4092 156
288.1484 984 37
289.1481 324 12
290.1305 404 15
292.145 832 31
293.1522 5572 213
294.1569 1052 40
295.1684 19876 759
296.1716 4592 175
297.1471 4724 180
297.1773 660 25
298.1535 1096 41
299.1636 1080 41
305.1524 12520 478
306.1558 2124 81
307.1569 332 12
311.1624 3584 137
312.1657 1060 40
313.179 17140 655
314.1813 4476 171
315.1925 1772 67
323.1639 18528 708
324.1669 4896 187
325.174 824 31
341.174 26132 999
342.177 6484 247
343.1876 4696 179
344.1951 532 20
359.1843 5968 228
360.1883 1856 70
//
