ACCESSION: MSBNK-Athens_Univ-AU283702
RECORD_TITLE: Clobetasol propionate; 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 2837
CH$NAME: Clobetasol propionate
CH$NAME: [(8S,9R,10S,11S,13S,14S,16S,17R)-17-(2-chloroacetyl)-9-fluoro-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: C25H32ClFO5
CH$EXACT_MASS: 466.1922300
CH$SMILES: CCC(=O)O[C@@]1([C@@H](C)C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O)C[C@]12C)C(=O)CCl
CH$IUPAC: InChI=1S/C25H32ClFO5/c1-5-21(31)32-25(20(30)13-26)14(2)10-18-17-7-6-15-11-16(28)8-9-22(15,3)24(17,27)19(29)12-23(18,25)4/h8-9,11,14,17-19,29H,5-7,10,12-13H2,1-4H3/t14-,17-,18-,19-,22-,23-,24-,25-/m0/s1
CH$LINK: CAS
25122-41-2
CH$LINK: CHEBI
31414
CH$LINK: KEGG
D01272
CH$LINK: PUBCHEM
CID:32798
CH$LINK: INCHIKEY
CBGUOGMQLZIXBE-XGQKBEPLSA-N
CH$LINK: CHEMSPIDER
30399
CH$LINK: COMPTOX
DTXSID6045907
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 10.647 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$FOCUSED_ION: BASE_PEAK 467.1992
MS$FOCUSED_ION: PRECURSOR_M/Z 467.1995
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: splash10-0a6r-0479000000-d518a04d8e518aa39c47
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
119.0856 C9H11+ 4 119.0855 0.24
121.064 C8H9O+ 3 121.0648 -6.26
121.1008 C9H13+ 4 121.1012 -3.43
133.0401 C6H10ClO+ 2 133.0415 -10.36
133.0631 C3H14ClO3+ 4 133.0626 3.55
133.1003 CH19ClFO3+ 4 133.1001 1.21
135.0384 C6H10[37]ClO+ 1 135.0391 -4.98
135.0795 ClFH17O4+ 4 135.0794 0.79
137.0951 ClFH19O4+ 4 137.095 0.76
143.0613 C8H12Cl+ 2 143.0622 -6.13
143.0848 C2H17ClFO3+ 4 143.0845 2.17
145.0395 C7H10ClO+ 2 145.0415 -13.84
145.062 C4H14ClO3+ 3 145.0626 -4.42
145.0995 C5H18ClO2+ 4 145.099 3.22
147.0795 C10H11O+ 4 147.0804 -6.65
148.0827 C9[13]CH11O+ 1 148.0843 -10.95
149.0946 CH19ClFO4+ 4 149.095 -2.75
157.0765 C9H14Cl+ 2 157.0779 -8.88
157.1012 C12H13+ 4 157.1012 -0.03
159.0564 C8H12ClO+ 2 159.0571 -4.62
159.0793 C11H11O+ 4 159.0804 -7.05
160.0832 C10[13]CH11O+ 1 160.0843 -6.99
161.058 C4H14ClO4+ 4 161.0575 3.24
161.0954 C11H13O+ 4 161.0961 -4.36
162.0982 C10[13]CH13O+ 1 162.1 -10.85
163.0742 CH17ClFO5+ 4 163.0743 -0.47
167.0611 C10H12Cl+ 2 167.0622 -6.53
169.0408 C9H10ClO+ 3 169.0415 -4.12
169.0602 C10H12[37]Cl+ 1 169.0598 2.33
169.0774 C10H14Cl+ 2 169.0779 -2.77
171.056 C9H12ClO+ 2 171.0571 -6.3
171.079 C12H11O+ 4 171.0804 -8.55
171.1159 C4H21ClFO3+ 4 171.1158 0.53
172.0591 C8[13]CH12ClO+ 1 172.061 -11.09
172.0827 C11[13]CH11O+ 1 172.0843 -9.74
173.0534 C9H12[37]ClO+ 1 173.0547 -7.9
173.0947 C12H13O+ 4 173.0961 -8.12
174.0989 C11[13]CH13O+ 1 174.1 -6.33
175.0917 C12H12F+ 3 175.0918 -0.43
175.1097 C6H20ClO3+ 4 175.1095 0.95
177.0898 C2H19ClFO5+ 4 177.09 -0.61
179.1058 C2H21ClFO5+ 4 179.1056 1.18
183.0557 C10H12ClO+ 2 183.0571 -7.62
183.078 C7H16ClO3+ 4 183.0782 -1.58
185.0719 C10H14ClO+ 3 185.0728 -4.69
185.0951 C7H18ClO3+ 4 185.0939 6.74
186.0759 C9[13]CH14ClO+ 1 186.0767 -3.94
186.0984 C6[13]CH18ClO3+ 1 186.0978 3.43
187.0737 C12H11O2+ 4 187.0754 -8.85
187.111 C4H21ClFO4+ 4 187.1107 1.44
188.0767 C11[13]CH11O2+ 1 188.0793 -13.63
189.0898 C3H19ClFO5+ 4 189.09 -0.66
193.0764 C9H15ClFO+ 2 193.079 -13.51
195.0562 C11H12ClO+ 3 195.0571 -4.73
195.076 C9H15[37]ClFO+ 1 195.0766 -2.84
197.0714 C11H14ClO+ 3 197.0728 -7.11
197.0948 C5H19ClFO4+ 4 197.095 -1.18
199.0736 C7H16ClO4+ 4 199.0732 2.39
199.1112 C5H21ClFO4+ 4 199.1107 2.53
203.106 C4H21ClFO5+ 4 203.1056 2.02
209.0956 C15H13O+ 4 209.0961 -2.29
211.111 C6H21ClFO4+ 4 211.1107 1.41
213.067 C11H14ClO2+ 4 213.0677 -3.28
213.0889 C8H18ClO4+ 5 213.0888 0.62
213.1268 C15H17O+ 4 213.1274 -2.91
214.1305 C14[13]CH17O+ 1 214.1313 -3.56
215.0636 C11H14[37]ClO2+ 1 215.0653 -8.04
215.1061 C5H21ClFO5+ 4 215.1056 2.37
221.0953 C7H19ClFO4+ 4 221.095 1.21
223.111 C16H15O+ 4 223.1117 -3.33
224.1171 C15[13]CH15O+ 1 224.1156 6.69
225.1254 C10H22ClO3+ 4 225.1252 0.85
227.1068 C15H15O2+ 4 227.1067 0.68
227.1424 C7H25ClFO4+ 4 227.142 1.77
235.1106 C8H21ClFO4+ 4 235.1107 -0.45
237.127 C17H17O+ 4 237.1274 -1.86
239.1064 C16H15O2+ 4 239.1067 -1.24
239.1425 C17H19O+ 4 239.143 -2.35
240.1458 C16[13]CH19O+ 1 240.1469 -4.85
241.1224 C13H18FO3+ 4 241.1234 -4.3
241.158 C17H21O+ 4 241.1587 -2.74
242.1283 C12[13]CH18FO3+ 1 242.1274 4.09
242.1621 C16[13]CH21O+ 1 242.1626 -2.23
247.0876 C15H16ClO+ 3 247.0884 -3.5
248.1189 C9H22ClFO4+ 4 248.1185 1.6
249.1267 C18H17O+ 4 249.1274 -2.94
250.1312 C17[13]CH17O+ 1 250.1313 -0.32
251.0832 C14H16ClO2+ 4 251.0833 -0.61
251.1423 C9H25ClFO4+ 4 251.142 1.2
253.1583 C18H21O+ 4 253.1587 -1.72
254.1615 C17[13]CH21O+ 1 254.1626 -4.4
261.0666 C15H14ClO2+ 4 261.0677 -4.13
261.126 C10H23ClFO4+ 4 261.1263 -1.18
261.1632 C11H27ClFO3+ 5 261.1627 1.68
262.1322 C13H23ClO3+ 4 262.133 -2.98
263.1427 C19H19O+ 4 263.143 -1.32
264.1462 C18[13]CH19O+ 1 264.1469 -2.75
265.1517 C17[13]C2H19O+ 1 265.1503 5.44
267.1371 C18H19O2+ 5 267.138 -3.08
267.1737 C13H28ClO3+ 4 267.1721 5.87
268.1408 C17[13]CH19O2+ 1 268.1419 -3.99
268.1766 C12[13]CH28ClO3+ 1 268.1761 1.9
271.0906 C14H17ClFO2+ 4 271.0896 3.68
273.125 C14H22ClO3+ 4 273.1252 -0.65
273.1636 C21H21+ 5 273.1638 -0.67
275.0833 C16H16ClO2+ 4 275.0833 -0.15
275.1424 C17H20FO2+ 4 275.1442 -6.53
276.1486 C16[13]CH20FO2+ 1 276.1481 1.72
277.1586 C20H21O+ 4 277.1587 -0.38
278.1663 C20H22O+ 4 278.1665 -0.86
279.1738 C20H23O+ 4 279.1743 -1.92
280.177 C19[13]CH23O+ 1 280.1782 -4.37
281.1532 C13H26ClO4+ 5 281.1514 6.19
281.1861 C18[13]C2H23O+ 1 281.1816 15.91
282.157 C12[13]CH26ClO4+ 1 282.1553 6.02
283.149 C13H26[37]ClO4+ 1 283.149 -0.15
286.1378 C18H19FO2+ 4 286.1364 4.92
287.1193 C18H20ClO+ 3 287.1197 -1.55
288.1508 C21H20O+ 4 288.1509 -0.17
289.1547 C20[13]CH20O+ 1 289.1548 -0.18
291.1743 C21H23O+ 4 291.1743 -0.13
292.1775 C20[13]CH23O+ 1 292.1782 -2.46
293.1556 C17H22FO3+ 4 293.1547 2.88
295.1316 C13H24ClO5+ 5 295.1307 3.09
295.1686 C11H29ClFO5+ 5 295.1682 1.44
296.1749 C14H29ClO4+ 5 296.1749 0.19
297.102 C19H18ClO+ 3 297.1041 -7.02
297.1832 C14H30ClO4+ 5 297.1827 1.73
301.1589 C22H21O+ 4 301.1587 0.82
302.162 C21[13]CH21O+ 1 302.1626 -1.93
306.1616 C15H27ClO4+ 5 306.1592 7.87
307.1634 C14[13]CH27ClO4+ 1 307.1631 0.9
309.1851 C21H25O2+ 5 309.1849 0.64
310.188 C20[13]CH25O2+ 1 310.1888 -2.65
311.12 C20H20ClO+ 3 311.1197 0.86
313.099 C16H19ClFO3+ 4 313.1001 -3.69
313.1348 C20H22ClO+ 3 313.1354 -1.77
314.1386 C19[13]CH22ClO+ 1 314.1393 -2.04
315.1015 C16H19[37]ClFO3+ 1 315.0977 12.08
315.1348 C20H22[37]ClO+ 1 315.133 5.9
319.1691 C22H23O2+ 5 319.1693 -0.52
320.1726 C21[13]CH23O2+ 1 320.1732 -1.69
321.1704 C20[13]C2H23O2+ 1 321.1765 -19.01
327.151 C21H24ClO+ 4 327.151 -0.1
328.1537 C20[13]CH24ClO+ 1 328.1549 -3.69
329.1481 C21H24[37]ClO+ 1 329.1486 -1.42
330.1484 C19H22O5+ 3 330.1462 6.8
331.1298 C16H24ClO5+ 5 331.1307 -2.7
337.135 C19H23ClFO2+ 4 337.1365 -4.38
337.1792 C16H30ClO5+ 5 337.1776 4.67
338.1398 C18[13]CH23ClFO2+ 1 338.1404 -1.78
338.1851 C15[13]CH30ClO5+ 1 338.1815 10.61
339.134 C19H23[37]ClFO2+ 1 339.1341 -0.19
339.1754 C16H30[37]ClO5+ 1 339.1752 0.43
340.1358 C22H22ClF+ 3 340.1389 -9.01
345.1609 C21H26ClO2+ 3 345.1616 -1.84
346.1648 C20[13]CH26ClO2+ 1 346.1655 -1.96
347.1583 C21H26[37]ClO2+ 1 347.1592 -2.51
348.1625 C24H25Cl+ 3 348.1639 -4.18
355.1464 C22H24ClO2+ 4 355.1459 1.21
356.1494 C21[13]CH24ClO2+ 1 356.1498 -1.13
357.1434 C22H24[37]ClO2+ 1 357.1435 -0.4
358.1465 C25H23Cl+ 3 358.1483 -5.02
373.1568 C22H26ClO3+ 3 373.1565 0.81
374.1601 C21[13]CH26ClO3+ 1 374.1604 -0.8
375.1543 C22H26[37]ClO3+ 1 375.1541 0.43
376.1563 C25H25ClO+ 3 376.1588 -6.8
377.1493 C21H26ClO4+ 4 377.1514 -5.58
391.1673 C22H28ClO4+ 3 391.1671 0.52
393.1633 C22H28[37]ClO4+ 1 393.1647 -3.49
429.1824 C25H30ClO4+ 2 429.1827 -0.72
447.1921 C25H32ClO5+ 1 447.1933 -2.55
448.1959 C24[13]CH32ClO5+ 1 448.1972 -2.83
449.1899 C25H32[37]ClO5+ 1 449.1909 -2.14
467.1985 C25H33ClFO5+ 1 467.1995 -2.07
469.1937 C25H33[37]ClFO5+ 1 469.1971 -7.32
PK$NUM_PEAK: 176
PK$PEAK: m/z int. rel.int.
119.0856 1880 10
121.064 5340 29
121.1008 6788 37
133.0401 2940 16
133.0631 944 5
133.1003 5472 30
135.0384 1028 5
135.0795 8104 45
137.0951 1692 9
143.0613 2000 11
143.0848 1368 7
145.0395 1068 5
145.062 2288 12
145.0995 1240 6
147.0795 38340 213
148.0827 3224 17
149.0946 3832 21
157.0765 1860 10
157.1012 1096 6
159.0564 896 4
159.0793 10432 58
160.0832 1772 9
161.058 1804 10
161.0954 10904 60
162.0982 1448 8
163.0742 1540 8
167.0611 4916 27
169.0408 1100 6
169.0602 2120 11
169.0774 3288 18
171.056 15320 85
171.079 25572 142
171.1159 2224 12
172.0591 1444 8
172.0827 3324 18
173.0534 4604 25
173.0947 16400 91
174.0989 2120 11
175.0917 1804 10
175.1097 1196 6
177.0898 3212 17
179.1058 1692 9
183.0557 3212 17
183.078 1412 7
185.0719 28868 161
185.0951 29452 164
186.0759 2904 16
186.0984 3472 19
187.0737 32928 183
187.111 2904 16
188.0767 3908 21
189.0898 5076 28
193.0764 5000 27
195.0562 2772 15
195.076 1620 9
197.0714 2752 15
197.0948 2552 14
199.0736 3416 19
199.1112 2488 13
203.106 6496 36
209.0956 2804 15
211.111 4284 23
213.067 6284 35
213.0889 1840 10
213.1268 18524 103
214.1305 2788 15
215.0636 2248 12
215.1061 1208 6
221.0953 2624 14
223.111 9668 53
224.1171 2708 15
225.1254 2028 11
227.1068 1036 5
227.1424 2928 16
235.1106 2108 11
237.127 3920 21
239.1064 1340 7
239.1425 5080 28
240.1458 944 5
241.1224 5036 28
241.158 6860 38
242.1283 916 5
242.1621 968 5
247.0876 1324 7
248.1189 1208 6
249.1267 3952 22
250.1312 968 5
251.0832 2812 15
251.1423 2356 13
253.1583 24660 137
254.1615 5040 28
261.0666 1196 6
261.126 3184 17
261.1632 1504 8
262.1322 1292 7
263.1427 68032 379
264.1462 13304 74
265.1517 1652 9
267.1371 4160 23
267.1737 4680 26
268.1408 900 5
268.1766 1136 6
271.0906 912 5
273.125 1000 5
273.1636 1228 6
275.0833 1776 9
275.1424 11064 61
276.1486 3344 18
277.1586 30840 172
278.1663 82172 458
279.1738 115324 643
280.177 18772 104
281.1532 6620 36
281.1861 2676 14
282.157 1120 6
283.149 1620 9
286.1378 1424 7
287.1193 3336 18
288.1508 6752 37
289.1547 2172 12
291.1743 34200 190
292.1775 6960 38
293.1556 968 5
295.1316 1172 6
295.1686 4220 23
296.1749 5152 28
297.102 944 5
297.1832 3680 20
301.1589 30120 168
302.162 6700 37
306.1616 6876 38
307.1634 1444 8
309.1851 18732 104
310.188 4052 22
311.12 2208 12
313.099 3300 18
313.1348 8164 45
314.1386 1816 10
315.1015 1044 5
315.1348 2584 14
319.1691 38968 217
320.1726 10060 56
321.1704 1804 10
327.151 34324 191
328.1537 8232 45
329.1481 11372 63
330.1484 1672 9
331.1298 1492 8
337.135 30908 172
337.1792 6324 35
338.1398 7096 39
338.1851 1204 6
339.134 8108 45
339.1754 1100 6
340.1358 1548 8
345.1609 22736 126
346.1648 6044 33
347.1583 8140 45
348.1625 1332 7
355.1464 179080 999
356.1494 39096 218
357.1434 51388 286
358.1465 6956 38
373.1568 93800 523
374.1601 21264 118
375.1543 31768 177
376.1563 5140 28
377.1493 1728 9
391.1673 2676 14
393.1633 1420 7
429.1824 1788 9
447.1921 7364 41
448.1959 2124 11
449.1899 2756 15
467.1985 2892 16
469.1937 1056 5
//
