ACCESSION: MSBNK-UFZ-WANA223605070APH
RECORD_TITLE: Cyproterone; LC-ESI-ITFT; MS2; CE: 30%; R=15000; [M+H]+
DATE: 2023.08.12
AUTHORS: Tobias Schulze, Martin Krauss, Department of Effect-Directed Analysis, Helmholtz Centre for Environmental Research - UFZ, Leipzig, Germany
LICENSE: CC0
COPYRIGHT: Copyright (C) 2023
COMMENT: CONFIDENCE Reference Standard (Level 1)
CH$NAME: Cyproterone
CH$NAME: (1S,2S,3S,5R,11R,12S,15R,16S)-15-acetyl-9-chloro-15-hydroxy-2,16-dimethylpentacyclo[9.7.0.02,8.03,5.012,16]octadeca-7,9-dien-6-one
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C22H27ClO3
CH$EXACT_MASS: 374.164872404
CH$SMILES: CC(=O)[C@@]1(O)CC[C@H]2[C@@H]3C=C(Cl)C4=CC(=O)[C@@H]5C[C@@H]5[C@]4(C)[C@H]3CC[C@]12C
CH$IUPAC: InChI=1S/C22H27ClO3/c1-11(24)22(26)7-5-14-12-9-18(23)17-10-19(25)13-8-16(13)21(17,3)15(12)4-6-20(14,22)2/h9-10,12-16,26H,4-8H2,1-3H3/t12-,13+,14-,15-,16-,20-,21-,22-/m0/s1
CH$LINK: CAS
2098-66-0
CH$LINK: CHEBI
50742
CH$LINK: KEGG
D07766
CH$LINK: PUBCHEM
CID:5284537
CH$LINK: INCHIKEY
DUSHUSLJJMDGTE-ZJPMUUANSA-N
CH$LINK: CHEMSPIDER
4447594
CH$LINK: COMPTOX
DTXSID3022873
AC$INSTRUMENT: LTQ Orbitrap XL Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-ITFT
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 30 % (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 15000
AC$MASS_SPECTROMETRY: MASS_RANGE_M/Z 50-390
AC$CHROMATOGRAPHY: COLUMN_NAME Kinetex Evo C18 2.6 um 50 x 2.1 mm
AC$CHROMATOGRAPHY: FLOW_GRADIENT 95/5 at 0 min, 95/5 at 1 min, 0/100 at 13 min, 0/100 at 24 min, 95/5 at 24.3 min, 95/5 at 32 min
AC$CHROMATOGRAPHY: FLOW_RATE 300 uL/min
AC$CHROMATOGRAPHY: RETENTION_TIME 11.716 min
MS$FOCUSED_ION: BASE_PEAK 303.2319
MS$FOCUSED_ION: PRECURSOR_M/Z 375.1721
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$FOCUSED_ION: PRECURSOR_INTENSITY 9591165
MS$DATA_PROCESSING: RECALIBRATE loess on assigned fragments and MS1
MS$DATA_PROCESSING: REANALYZE Peaks with additional N2/O included
MS$DATA_PROCESSING: WHOLE RMassBank 3.11.2
PK$SPLASH: splash10-004i-0129000000-c1b4ad328e49d988c397
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
119.0851 C9H11+ 1 119.0855 -3.25
131.0855 C10H11+ 1 131.0855 -0.21
133.1012 C10H13+ 1 133.1012 0.25
137.0958 C9H13O+ 1 137.0961 -2.27
145.1013 C11H13+ 1 145.1012 0.93
147.0805 C10H11O+ 1 147.0804 0.43
147.1168 C11H15+ 1 147.1168 -0.25
151.1114 C10H15O+ 1 151.1117 -2.46
155.086 C12H11+ 1 155.0855 3.12
159.0805 C11H11O+ 1 159.0804 0.12
159.117 C12H15+ 1 159.1168 0.84
163.1122 C11H15O+ 1 163.1117 2.74
175.1117 C12H15O+ 1 175.1117 -0.22
181.0409 C10H10ClO+ 1 181.0415 -3.19
183.0569 C10H12ClO+ 1 183.0571 -1.47
185.096 C13H13O+ 1 185.0961 -0.64
189.1274 C13H17O+ 1 189.1274 -0.19
193.0414 C11H10ClO+ 1 193.0415 -0.52
199.1113 C14H15O+ 1 199.1117 -2.11
201.1272 C14H17O+ 1 201.1274 -1.08
203.062 C13H12Cl+ 1 203.0622 -1.14
205.0416 C12H10ClO+ 1 205.0415 0.88
207.0573 C12H12ClO+ 1 207.0571 0.97
219.057 C13H12ClO+ 1 219.0571 -0.53
221.0727 C13H14ClO+ 1 221.0728 -0.24
235.1482 C18H19+ 1 235.1481 0.43
237.1273 C17H17O+ 1 237.1274 -0.57
237.1639 C18H21+ 1 237.1638 0.36
239.1426 C17H19O+ 1 239.143 -2.02
245.073 C15H14ClO+ 1 245.0728 0.75
247.1478 C19H19+ 1 247.1481 -1.34
249.1262 C18H17O+ 2 249.1274 -4.96
249.1644 C19H21+ 1 249.1638 2.47
251.1433 C18H19O+ 1 251.143 0.99
251.1792 C19H23+ 1 251.1794 -0.75
253.1587 C18H21O+ 1 253.1587 -0.03
259.0877 C16H16ClO+ 1 259.0884 -2.97
261.164 C20H21+ 1 261.1638 0.75
263.1433 C19H19O+ 1 263.143 0.8
265.1588 C19H21O+ 1 265.1587 0.23
273.1036 C17H18ClO+ 1 273.1041 -1.61
275.1788 C21H23+ 1 275.1794 -2.1
277.1578 C20H21O+ 2 277.1587 -3.04
278.166 C20H22O+ 1 278.1665 -1.76
279.174 C20H23O+ 1 279.1743 -1.15
287.1199 C18H20ClO+ 1 287.1197 0.62
291.1753 C21H23O+ 1 291.1743 3.22
293.1532 C20H21O2+ 1 293.1536 -1.56
293.1898 C21H25O+ 1 293.19 -0.65
297.1412 C20H22Cl+ 1 297.1405 2.34
297.1858 C20H25O2+ 1 297.1849 3.1
303.1739 C22H23O+ 1 303.1743 -1.4
306.1622 C21H22O2+ 1 306.1614 2.49
313.1351 C20H22ClO+ 1 313.1354 -0.99
314.1424 C20H23ClO+ 1 314.1432 -2.39
315.1507 C20H24ClO+ 1 315.151 -1.16
321.1846 C22H25O2+ 1 321.1849 -0.99
329.1661 C21H26ClO+ 1 329.1667 -1.84
339.1511 C22H24ClO+ 1 339.151 0.09
339.1949 C22H27O3+ 1 339.1955 -1.76
357.161 C22H26ClO2+ 1 357.1616 -1.54
375.1716 C22H28ClO3+ 1 375.1721 -1.58
PK$NUM_PEAK: 62
PK$PEAK: m/z int. rel.int.
119.0851 2032.1 8
131.0855 1575.4 6
133.1012 4834.2 20
137.0958 1140.3 4
145.1013 2917.6 12
147.0805 1850.3 7
147.1168 10758.9 45
151.1114 1122.9 4
155.086 1201.4 5
159.0805 1214.6 5
159.117 1064.5 4
163.1122 2221.4 9
175.1117 5225.8 22
181.0409 2604 11
183.0569 1424.8 6
185.096 2971 12
189.1274 2076.7 8
193.0414 1274.3 5
199.1113 1504.1 6
201.1272 2564.3 10
203.062 1612.8 6
205.0416 2982.6 12
207.0573 1451 6
219.057 16319 69
221.0727 2632.3 11
235.1482 2840.2 12
237.1273 1378.6 5
237.1639 1193.9 5
239.1426 2175.8 9
245.073 3594.8 15
247.1478 2658.5 11
249.1262 1158.8 4
249.1644 2419.7 10
251.1433 4192.1 17
251.1792 1326.2 5
253.1587 2155.4 9
259.0877 2963.3 12
261.164 4812.3 20
263.1433 2638.1 11
265.1588 1289.8 5
273.1036 4758.8 20
275.1788 2207.3 9
277.1578 5002.4 21
278.166 3560.3 15
279.174 19735.4 83
287.1199 1705.8 7
291.1753 1184 5
293.1532 5125.7 21
293.1898 4850.5 20
297.1412 1716.5 7
297.1858 1883.8 7
303.1739 8683.1 36
306.1622 1999.7 8
313.1351 9041 38
314.1424 6103 25
315.1507 11058.9 46
321.1846 74740.3 316
329.1661 3463.8 14
339.1511 3935.1 16
339.1949 3622.7 15
357.161 32060.4 135
375.1716 235549.6 999
//
