ACCESSION: MSBNK-CASMI_2016-SM874501
RECORD_TITLE: Cyproterone; LC-ESI-QFT; MS2; CE: 35 NCE; R=35000; [M+H]+
DATE: 2016.12.12
AUTHORS: Krauss M, Schymanski EL, Weidauer C, Schupke H, UFZ and Eawag
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2016 UFZ/Eawag
PUBLICATION: Schymanski, E. L.; Ruttkies, C.; Krauss, M.; Brouard, C.; Kind, T.; Dührkop, K.; Allen, F.; Vaniya, A.; Verdegem, D.; Böcker, S.; et al. Critical Assessment of Small Molecule Identification 2016: Automated Methods. Journal of Cheminformatics 2017, 9 (1). DOI:10.1186/s13321-017-0207-1
COMMENT: CONFIDENCE standard compound
COMMENT: INTERNAL_ID 8745
CH$NAME: Cyproterone
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C22H27ClO3
CH$EXACT_MASS: 374.16487
CH$SMILES: CC(=O)C1(O)CCC2C3C=C(Cl)C4=CC(=O)C5CC5C4(C)C3CCC12C
CH$IUPAC: InChI=1S/C22H27ClO3/c1-11(24)22(26)7-5-14-12-9-18(23)17-10-19(25)13-8-16(13)21(17,3)15(12)4-6-20(14,22)2/h9-10,12-16,26H,4-8H2,1-3H3
CH$LINK: CAS
2098-66-0
CH$LINK: PUBCHEM
CID:3015
CH$LINK: INCHIKEY
DUSHUSLJJMDGTE-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER
2907
AC$INSTRUMENT: Q Exactive Plus Orbitrap Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-QFT
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 35 (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 35000
AC$CHROMATOGRAPHY: COLUMN_NAME Kinetex C18 EVO 2.6 um, 2.1x50 mm, precolumn 2.1x5 mm, Phenomenex
AC$CHROMATOGRAPHY: FLOW_GRADIENT 95/5 at 0 min, 95/5 at 1 min, 0/100 at 13 min, 0/100 at 24 min
AC$CHROMATOGRAPHY: FLOW_RATE 300 uL/min
AC$CHROMATOGRAPHY: RETENTION_TIME 11.842 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 313.2158
MS$FOCUSED_ION: PRECURSOR_M/Z 375.1721
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$DATA_PROCESSING: RECALIBRATE loess on assigned fragments and MS1
MS$DATA_PROCESSING: REANALYZE Peaks with additional N2/O included
MS$DATA_PROCESSING: WHOLE RMassBank 2.3.1
PK$SPLASH: splash10-004i-1569000000-a0ff13be629506ff86a3
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
55.0181 C3H3O+ 1 55.0178 4.6
55.0545 C4H7+ 1 55.0542 4.3
59.0493 C3H7O+ 1 59.0491 2.44
61.0285 C2H5O2+ 1 61.0284 1.81
67.0543 C5H7+ 1 67.0542 1.29
69.0335 C4H5O+ 1 69.0335 0.74
69.07 C5H9+ 1 69.0699 1.06
71.0492 C4H7O+ 1 71.0491 0.66
79.0542 C6H7+ 1 79.0542 0.24
81.0699 C6H9+ 1 81.0699 0.28
83.0491 C5H7O+ 1 83.0491 -0.21
85.0648 C5H9O+ 1 85.0648 -0.13
87.044 C4H7O2+ 1 87.0441 -0.11
91.0542 C7H7+ 1 91.0542 -0.67
93.0699 C7H9+ 1 93.0699 -0.28
95.0492 C6H7O+ 1 95.0491 0.36
95.0855 C7H11+ 1 95.0855 -0.05
97.0648 C6H9O+ 1 97.0648 0.18
99.0441 C5H7O2+ 1 99.0441 0.1
99.0804 C6H11O+ 1 99.0804 -0.9
105.0699 C8H9+ 1 105.0699 -0.17
107.0491 C7H7O+ 1 107.0491 -0.15
107.0855 C8H11+ 1 107.0855 0.13
109.0648 C7H9O+ 1 109.0648 -0.35
109.1012 C8H13+ 1 109.1012 -0.07
111.0805 C7H11O+ 1 111.0804 0.5
113.0597 C6H9O2+ 1 113.0597 0.17
115.0544 C9H7+ 1 115.0542 1.66
117.0699 C9H9+ 1 117.0699 0.21
119.0855 C9H11+ 1 119.0855 -0.16
121.0648 C8H9O+ 1 121.0648 0.11
121.1012 C9H13+ 1 121.1012 0.23
123.0805 C8H11O+ 1 123.0804 0.31
127.031 C7H8Cl+ 1 127.0309 0.82
129.0699 C10H9+ 1 129.0699 0.16
130.0776 C10H10+ 1 130.0777 -0.91
131.0855 C10H11+ 1 131.0855 -0.21
133.0649 C9H9O+ 1 133.0648 0.51
133.1011 C10H13+ 1 133.1012 -0.24
135.0805 C9H11O+ 1 135.0804 0.14
135.1167 C10H15+ 1 135.1168 -1.05
137.0961 C9H13O+ 1 137.0961 -0.03
139.0308 C8H8Cl+ 1 139.0309 -0.67
141.0465 C8H10Cl+ 1 141.0466 -0.33
141.0699 C11H9+ 1 141.0699 0.38
142.0775 C11H10+ 1 142.0777 -1.17
143.0855 C11H11+ 1 143.0855 -0.26
144.0568 C10H8O+ 1 144.057 -1
144.0932 C11H12+ 1 144.0934 -1.27
145.0648 C10H9O+ 1 145.0648 0.01
145.1011 C11H13+ 1 145.1012 -0.47
146.0724 C10H10O+ 1 146.0726 -1.19
147.0803 C10H11O+ 1 147.0804 -0.94
147.1168 C11H15+ 1 147.1168 -0.48
149.0963 C10H13O+ 1 149.0961 1.2
151.1118 C10H15O+ 1 151.1117 0.45
154.0777 C12H10+ 1 154.0777 0.05
155.0261 C8H8ClO+ 1 155.0258 1.56
155.0854 C12H11+ 1 155.0855 -0.81
156.0934 C12H12+ 1 156.0934 0.1
157.0413 C8H10ClO+ 1 157.0415 -0.85
157.0647 C11H9O+ 1 157.0648 -0.5
157.1012 C12H13+ 1 157.1012 -0.07
158.0725 C11H10O+ 1 158.0726 -0.86
159.0805 C11H11O+ 1 159.0804 0.22
159.1169 C12H15+ 1 159.1168 0.36
161.0961 C11H13O+ 1 161.0961 0.36
161.1323 C12H17+ 1 161.1325 -1.02
163.0308 C10H8Cl+ 1 163.0309 -0.66
163.1117 C11H15O+ 1 163.1117 -0.26
165.0466 C10H10Cl+ 1 165.0466 0.23
165.0701 C13H9+ 1 165.0699 1.57
166.0778 C13H10+ 1 166.0777 0.48
167.0258 C9H8ClO+ 1 167.0258 -0.32
167.0855 C13H11+ 1 167.0855 0.05
168.0934 C13H12+ 1 168.0934 0.25
169.0413 C9H10ClO+ 1 169.0415 -0.72
169.0648 C12H9O+ 1 169.0648 -0.13
169.1011 C13H13+ 1 169.1012 -0.27
171.0804 C12H11O+ 1 171.0804 -0.08
171.117 C13H15+ 1 171.1168 0.94
172.088 C12H12O+ 1 172.0883 -1.3
173.0962 C12H13O+ 1 173.0961 0.49
175.1118 C12H15O+ 1 175.1117 0.35
177.0465 C11H10Cl+ 1 177.0466 -0.07
177.1274 C12H17O+ 1 177.1274 -0.13
178.0776 C14H10+ 1 178.0777 -0.34
179.0256 C10H8ClO+ 1 179.0258 -1.09
179.0622 C11H12Cl+ 1 179.0622 -0.2
179.0853 C14H11+ 1 179.0855 -1.17
180.0933 C14H12+ 1 180.0934 -0.55
181.0414 C10H10ClO+ 1 181.0415 -0.61
181.0778 C11H14Cl+ 1 181.0779 -0.24
181.1012 C14H13+ 1 181.1012 -0.11
182.1091 C14H14+ 1 182.109 0.42
183.0572 C10H12ClO+ 1 183.0571 0.6
183.0804 C13H11O+ 1 183.0804 -0.44
183.1168 C14H15+ 1 183.1168 0.1
184.0884 C13H12O+ 1 184.0883 0.75
184.125 C14H16+ 1 184.1247 1.78
185.0962 C13H13O+ 1 185.0961 0.51
185.1323 C14H17+ 1 185.1325 -1.1
187.1119 C13H15O+ 1 187.1117 0.79
189.0466 C12H10Cl+ 1 189.0466 0.4
189.1271 C13H17O+ 1 189.1274 -1.6
191.0257 C11H8ClO+ 1 191.0258 -0.64
191.0621 C12H12Cl+ 1 191.0622 -0.68
191.0854 C15H11+ 1 191.0855 -0.56
192.0934 C15H12+ 1 192.0934 0.02
193.0414 C11H10ClO+ 1 193.0415 -0.2
193.078 C12H14Cl+ 1 193.0779 0.95
193.1012 C15H13+ 1 193.1012 0.04
194.1088 C15H14+ 1 194.109 -0.8
195.0572 C11H12ClO+ 1 195.0571 0.55
195.0804 C14H11O+ 1 195.0804 -0.42
195.1169 C15H15+ 1 195.1168 0.16
196.1246 C15H16+ 1 196.1247 -0.29
197.0963 C14H13O+ 1 197.0961 1.17
197.1326 C15H17+ 1 197.1325 0.59
199.1121 C14H15O+ 1 199.1117 1.89
201.0464 C13H10Cl+ 1 201.0466 -0.68
201.127 C14H17O+ 1 201.1274 -2.18
203.0621 C13H12Cl+ 1 203.0622 -0.33
203.0855 C16H11+ 1 203.0855 -0.14
204.0932 C16H12+ 1 204.0934 -0.56
205.0414 C12H10ClO+ 1 205.0415 -0.46
205.0778 C13H14Cl+ 1 205.0779 -0.28
205.1011 C16H13+ 1 205.1012 -0.16
206.109 C16H14+ 1 206.109 0.08
207.0571 C12H12ClO+ 1 207.0571 -0.19
207.1168 C16H15+ 1 207.1168 -0.34
208.0883 C15H12O+ 1 208.0883 -0.05
208.1245 C16H16+ 1 208.1247 -0.61
209.0963 C15H13O+ 1 209.0961 0.99
209.1323 C16H17+ 1 209.1325 -0.87
210.104 C15H14O+ 1 210.1039 0.5
210.1398 C16H18+ 1 210.1403 -2.3
211.1116 C15H15O+ 1 211.1117 -0.63
211.148 C16H19+ 1 211.1481 -0.53
213.1275 C15H17O+ 1 213.1274 0.28
215.0625 C14H12Cl+ 1 215.0622 1.52
217.0781 C14H14Cl+ 1 217.0779 1.06
217.1011 C17H13+ 1 217.1012 -0.24
218.109 C17H14+ 1 218.109 -0.21
219.0572 C13H12ClO+ 1 219.0571 0.16
219.1168 C17H15+ 1 219.1168 -0.32
220.1246 C17H16+ 1 220.1247 -0.44
221.0728 C13H14ClO+ 1 221.0728 0
221.0961 C16H13O+ 1 221.0961 -0.17
221.1326 C17H17+ 1 221.1325 0.76
222.1038 C16H14O+ 1 222.1039 -0.41
222.1406 C17H18+ 1 222.1403 1.26
223.1117 C16H15O+ 1 223.1117 -0.32
223.1483 C17H19+ 1 223.1481 0.6
224.1197 C16H16O+ 1 224.1196 0.59
225.1275 C16H17O+ 1 225.1274 0.27
226.1354 C16H18O+ 1 226.1352 0.77
227.1427 C16H19O+ 1 227.143 -1.7
229.0778 C15H14Cl+ 1 229.0779 -0.32
229.1011 C18H13+ 1 229.1012 -0.42
230.1092 C18H14+ 1 230.109 0.8
231.0575 C14H12ClO+ 1 231.0571 1.82
231.0934 C15H16Cl+ 1 231.0935 -0.66
231.1169 C18H15+ 1 231.1168 0.43
232.1246 C18H16+ 1 232.1247 -0.4
233.0727 C14H14ClO+ 1 233.0728 -0.51
233.1326 C18H17+ 1 233.1325 0.74
234.104 C17H14O+ 1 234.1039 0.47
234.1403 C18H18+ 1 234.1403 -0.09
235.0884 C14H16ClO+ 1 235.0884 0.07
235.1118 C17H15O+ 1 235.1117 0.43
235.1481 C18H19+ 1 235.1481 -0.13
236.1194 C17H16O+ 1 236.1196 -0.91
236.1559 C18H20+ 1 236.156 -0.3
237.1276 C17H17O+ 1 237.1274 0.86
237.1635 C18H21+ 1 237.1638 -1.11
238.1351 C17H18O+ 1 238.1352 -0.47
239.143 C17H19O+ 1 239.143 -0.12
241.0778 C16H14Cl+ 1 241.0779 -0.03
243.0937 C16H16Cl+ 1 243.0935 0.71
243.1164 C19H15+ 1 243.1168 -1.64
244.1247 C19H16+ 1 244.1247 0.21
245.0731 C15H14ClO+ 1 245.0728 1.22
245.1093 C16H18Cl+ 1 245.1092 0.57
245.1324 C19H17+ 1 245.1325 -0.27
246.14 C19H18+ 1 246.1403 -1.3
247.0889 C15H16ClO+ 1 247.0884 1.94
247.1117 C18H15O+ 1 247.1117 0
247.148 C19H19+ 1 247.1481 -0.65
248.1198 C18H16O+ 1 248.1196 1.01
248.1557 C19H20+ 1 248.156 -0.99
249.1272 C18H17O+ 1 249.1274 -0.69
249.1637 C19H21+ 1 249.1638 -0.42
250.1353 C18H18O+ 1 250.1352 0.37
250.1713 C19H22+ 1 250.1716 -1.18
251.1432 C18H19O+ 1 251.143 0.52
251.1792 C19H23+ 1 251.1794 -0.85
252.1507 C18H20O+ 1 252.1509 -0.61
253.1586 C18H21O+ 1 253.1587 -0.47
255.0938 C17H16Cl+ 1 255.0935 1.12
257.1092 C17H18Cl+ 1 257.1092 0.2
259.0882 C16H16ClO+ 1 259.0884 -0.78
259.1118 C19H15O+ 1 259.1117 0.13
259.1482 C20H19+ 1 259.1481 0.22
260.1557 C20H20+ 1 260.156 -1.11
261.1043 C16H18ClO+ 1 261.1041 1.02
261.1272 C19H17O+ 1 261.1274 -0.88
261.1638 C20H21+ 1 261.1638 -0.09
262.1354 C19H18O+ 1 262.1352 0.6
262.1722 C20H22+ 1 262.1716 2.2
263.143 C19H19O+ 1 263.143 -0.13
264.1513 C19H20O+ 1 264.1509 1.68
265.1228 C18H17O2+ 1 265.1223 1.78
265.1586 C19H21O+ 1 265.1587 -0.43
269.1099 C18H18Cl+ 1 269.1092 2.7
270.1397 C21H18+ 1 270.1403 -2.11
271.0886 C17H16ClO+ 1 271.0884 0.73
271.1248 C18H20Cl+ 1 271.1248 0.02
273.1038 C17H18ClO+ 1 273.1041 -1.02
273.1271 C20H17O+ 1 273.1274 -0.94
273.1632 C21H21+ 1 273.1638 -1.97
274.1121 C17H19ClO+ 1 274.1119 0.61
275.1196 C17H20ClO+ 1 275.1197 -0.31
275.1427 C20H19O+ 1 275.143 -1.33
275.1794 C21H23+ 1 275.1794 -0.14
277.1587 C20H21O+ 1 277.1587 0.04
278.1665 C20H22O+ 1 278.1665 0
279.1744 C20H23O+ 1 279.1743 0.19
281.1087 C19H18Cl+ 1 281.1092 -1.53
283.0887 C18H16ClO+ 1 283.0884 0.92
285.1038 C18H18ClO+ 1 285.1041 -0.87
285.1636 C22H21+ 1 285.1638 -0.49
287.1193 C18H20ClO+ 1 287.1197 -1.36
288.1509 C21H20O+ 1 288.1509 0.28
289.1348 C18H22ClO+ 1 289.1354 -2.05
291.1738 C21H23O+ 1 291.1743 -1.71
293.1536 C20H21O2+ 1 293.1536 0.14
293.1895 C21H25O+ 1 293.19 -1.56
295.1697 C20H23O2+ 1 295.1693 1.41
296.133 C20H21Cl+ 1 296.1326 1.33
297.1402 C20H22Cl+ 1 297.1405 -0.87
297.1853 C20H25O2+ 1 297.1849 1.43
299.1198 C19H20ClO+ 1 299.1197 0.22
301.1346 C19H22ClO+ 1 301.1354 -2.59
303.1745 C22H23O+ 1 303.1743 0.56
306.1612 C21H22O2+ 1 306.1614 -0.72
313.1353 C20H22ClO+ 1 313.1354 -0.08
314.143 C20H23ClO+ 1 314.1432 -0.5
315.151 C20H24ClO+ 1 315.151 -0.05
321.185 C22H25O2+ 1 321.1849 0.23
322.1929 C22H26O2+ 1 322.1927 0.48
329.1668 C21H26ClO+ 1 329.1667 0.33
331.1469 C20H24ClO2+ 1 331.1459 3.05
333.161 C20H26ClO2+ 1 333.1616 -1.89
339.1512 C22H24ClO+ 1 339.151 0.44
339.1955 C22H27O3+ 1 339.1955 0.12
357.1616 C22H26ClO2+ 1 357.1616 0.15
375.1722 C22H28ClO3+ 1 375.1721 0.11
PK$NUM_PEAK: 258
PK$PEAK: m/z int. rel.int.
55.0181 192647.1 2
55.0545 190021.8 2
59.0493 542676.2 8
61.0285 411086.2 6
67.0543 518599.9 8
69.0335 249738.3 3
69.07 256281.4 3
71.0492 258783 4
79.0542 494690.1 7
81.0699 730966.4 11
83.0491 628078.8 9
85.0648 535478.1 8
87.044 1029085.4 16
91.0542 735393.2 11
93.0699 994426.6 15
95.0492 632071.4 9
95.0855 617716.2 9
97.0648 521552.8 8
99.0441 79454.9 1
99.0804 172932 2
105.0699 1612391.1 25
107.0491 301218 4
107.0855 888890.4 13
109.0648 904125.3 14
109.1012 397672.1 6
111.0805 972079.2 15
113.0597 138187.7 2
115.0544 77125.6 1
117.0699 575223.2 8
119.0855 1424519.1 22
121.0648 871066.9 13
121.1012 684927.9 10
123.0805 423348 6
127.031 148091.8 2
129.0699 589816.7 9
130.0776 74261.5 1
131.0855 885858.5 13
133.0649 155676.8 2
133.1011 2356329.5 36
135.0805 350592.8 5
135.1167 299902.4 4
137.0961 233039.2 3
139.0308 154663.2 2
141.0465 85496.7 1
141.0699 355453.7 5
142.0775 445145.3 6
143.0855 772761.6 12
144.0568 88401 1
144.0932 86451.7 1
145.0648 720872 11
145.1011 1332579 20
146.0724 157254.5 2
147.0803 718373.6 11
147.1168 2182265.5 33
149.0963 273409.9 4
151.1118 267338.4 4
154.0777 74214.5 1
155.0261 173554 2
155.0854 984383.3 15
156.0934 229136.5 3
157.0413 78692.5 1
157.0647 245636 3
157.1012 1069628.4 16
158.0725 191556.8 2
159.0805 690789.8 10
159.1169 631413.1 9
161.0961 377316.7 5
161.1323 68010.8 1
163.0308 80529.1 1
163.1117 431921.2 6
165.0466 240133.6 3
165.0701 291826.7 4
166.0778 72069.3 1
167.0258 187263.7 2
167.0855 313367.9 4
168.0934 313040.1 4
169.0413 229001.4 3
169.0648 68032.1 1
169.1011 753806.9 11
171.0804 586837.8 9
171.117 480517 7
172.088 74481.7 1
173.0962 351927.2 5
175.1118 1086644.9 16
177.0465 730370.2 11
177.1274 170225.2 2
178.0776 79773.6 1
179.0256 175446 2
179.0622 202520.1 3
179.0853 327149.6 5
180.0933 234946.5 3
181.0414 777492.4 12
181.0778 239158.4 3
181.1012 841926.9 13
182.1091 238756.4 3
183.0572 288734 4
183.0804 351384.3 5
183.1168 1007493.4 15
184.0884 386790.8 6
184.125 81686.7 1
185.0962 1144822.5 17
185.1323 245785.8 3
187.1119 315384.3 4
189.0466 386512.8 6
189.1271 262585.2 4
191.0257 457736.8 7
191.0621 392843.8 6
191.0854 164863.5 2
192.0934 227398.9 3
193.0414 270079 4
193.078 149164.7 2
193.1012 865996.1 13
194.1088 202837.7 3
195.0572 276302.4 4
195.0804 162753.6 2
195.1169 1392105.4 21
196.1246 365542.5 5
197.0963 322863.9 5
197.1326 386304.6 6
199.1121 277796.3 4
201.0464 196073.4 3
201.127 323294.2 5
203.0621 347663.6 5
203.0855 175848.5 2
204.0932 80018.4 1
205.0414 715097.5 11
205.0778 214679.6 3
205.1011 888888.2 13
206.109 236803.7 3
207.0571 361559.1 5
207.1168 1231500.9 19
208.0883 86803.8 1
208.1245 211587.9 3
209.0963 473381.6 7
209.1323 815210.9 12
210.104 75689.2 1
210.1398 207892.2 3
211.1116 481208.3 7
211.148 158825.2 2
213.1275 220110.1 3
215.0625 278373.1 4
217.0781 274455.5 4
217.1011 382234.4 5
218.109 280256.8 4
219.0572 3506608 54
219.1168 919658.7 14
220.1246 272300.2 4
221.0728 405873.7 6
221.0961 308928.3 4
221.1326 932637.1 14
222.1038 205557.4 3
222.1406 136205.6 2
223.1117 635280.4 9
223.1483 394035.2 6
224.1197 185082.9 2
225.1275 369882.8 5
226.1354 75728.6 1
227.1427 79387.8 1
229.0778 210082.2 3
229.1011 85046.6 1
230.1092 174775 2
231.0575 140847.8 2
231.0934 226848.7 3
231.1169 395033.1 6
232.1246 326519.2 5
233.0727 206907.8 3
233.1326 936646.2 14
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375.1722 64210540 999
//
