ACCESSION: MSBNK-UFZ-WANA221311C9CFPH
RECORD_TITLE: Norgestrel; LC-ESI-ITFT; MS2; CE: 40%; 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$NAME: Norgestrel
CH$NAME: (8R,9S,10R,13S,14S)-13-ethyl-17-ethynyl-17-hydroxy-1,2,6,7,8,9,10,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-3-one
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C21H28O2
CH$EXACT_MASS: 312.208930136
CH$SMILES: [H][C@@]12CCC(O)(C#C)[C@@]1(CC)CC[C@]1([H])[C@@]3([H])CCC(=O)C=C3CC[C@@]21[H]
CH$IUPAC: InChI=1S/C21H28O2/c1-3-20-11-9-17-16-8-6-15(22)13-14(16)5-7-18(17)19(20)10-12-21(20,23)4-2/h2,13,16-19,23H,3,5-12H2,1H3/t16-,17+,18+,19-,20-,21?/m0/s1
CH$LINK: PUBCHEM
CID:16051930
CH$LINK: INCHIKEY
WWYNJERNGUHSAO-CULCCENASA-N
CH$LINK: CHEMSPIDER
10481953
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$MASS_SPECTROMETRY: COLLISION_ENERGY 40 % (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 15000
AC$MASS_SPECTROMETRY: MASS_RANGE_M/Z 50-325
AC$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$CHROMATOGRAPHY: RETENTION_TIME 11.688 min
MS$FOCUSED_ION: BASE_PEAK 313.2164
MS$FOCUSED_ION: PRECURSOR_M/Z 313.2162
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$FOCUSED_ION: PRECURSOR_INTENSITY 20372462
MS$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$SPLASH: splash10-06rt-1931000000-ffda8c4795cbc25ac935
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
67.0539 C5H7+ 1 67.0542 -4.3
69.0696 C5H9+ 1 69.0699 -4.61
79.054 C6H7+ 1 79.0542 -3.02
81.0332 C5H5O+ 1 81.0335 -3.65
81.0697 C6H9+ 1 81.0699 -2.72
83.0489 C5H7O+ 1 83.0491 -2.61
91.0541 C7H7+ 1 91.0542 -1.89
93.0697 C7H9+ 1 93.0699 -1.79
95.0853 C7H11+ 1 95.0855 -2.02
97.0646 C6H9O+ 1 97.0648 -1.92
105.0696 C8H9+ 1 105.0699 -2.39
107.0489 C7H7O+ 1 107.0491 -2.2
107.0853 C8H11+ 1 107.0855 -2.07
109.0645 C7H9O+ 1 109.0648 -2.24
109.1009 C8H13+ 1 109.1012 -2.11
111.0804 C7H11O+ 1 111.0804 -0.55
117.0697 C9H9+ 1 117.0699 -1.64
119.0853 C9H11+ 1 119.0855 -1.8
121.0646 C8H9O+ 1 121.0648 -1.9
121.1009 C9H13+ 1 121.1012 -2.53
123.0802 C8H11O+ 1 123.0804 -2.31
123.1165 C9H15+ 1 123.1168 -2.5
125.0958 C8H13O+ 1 125.0961 -2.1
129.0696 C10H9+ 1 129.0699 -2.46
131.0852 C10H11+ 1 131.0855 -2.3
133.0645 C9H9O+ 1 133.0648 -1.97
133.1009 C10H13+ 1 133.1012 -2.04
135.0801 C9H11O+ 1 135.0804 -2.4
135.1165 C10H15+ 1 135.1168 -2.46
137.0957 C9H13O+ 1 137.0961 -2.82
137.1321 C10H17+ 1 137.1325 -2.88
141.0698 C11H9+ 1 141.0699 -0.46
143.0853 C11H11+ 1 143.0855 -1.84
144.093 C11H12+ 1 144.0934 -2.78
145.1009 C11H13+ 1 145.1012 -2.03
147.08 C10H11O+ 1 147.0804 -2.67
147.1165 C11H15+ 1 147.1168 -2.11
149.0958 C10H13O+ 1 149.0961 -1.92
149.1322 C11H17+ 1 149.1325 -1.78
151.1112 C10H15O+ 1 151.1117 -3.83
155.0852 C12H11+ 1 155.0855 -2.06
157.1009 C12H13+ 1 157.1012 -1.75
159.0801 C11H11O+ 1 159.0804 -2.17
159.1165 C12H15+ 1 159.1168 -2.13
161.0958 C11H13O+ 1 161.0961 -2.06
161.1321 C12H17+ 1 161.1325 -2.49
163.1114 C11H15O+ 1 163.1117 -2.04
163.148 C12H19+ 1 163.1481 -0.79
167.0852 C13H11+ 1 167.0855 -2.16
169.101 C13H13+ 1 169.1012 -1.22
171.0797 C12H11O+ 1 171.0804 -4.45
171.1165 C13H15+ 1 171.1168 -1.91
173.0956 C12H13O+ 1 173.0961 -2.98
173.1322 C13H17+ 1 173.1325 -1.35
175.1114 C12H15O+ 1 175.1117 -2.14
175.1478 C13H19+ 1 175.1481 -1.58
177.1269 C12H17O+ 1 177.1274 -2.54
179.0848 C14H11+ 1 179.0855 -4.09
181.1008 C14H13+ 1 181.1012 -2.26
183.1165 C14H15+ 1 183.1168 -1.71
185.0961 C13H13O+ 1 185.0961 -0.14
185.1322 C14H17+ 1 185.1325 -1.5
187.1115 C13H15O+ 1 187.1117 -1.09
187.1479 C14H19+ 1 187.1481 -1.38
189.127 C13H17O+ 1 189.1274 -2.11
191.1429 C13H19O+ 1 191.143 -0.62
193.101 C15H13+ 1 193.1012 -0.81
195.1166 C15H15+ 1 195.1168 -1.4
197.1321 C15H17+ 1 197.1325 -1.9
199.1111 C14H15O+ 1 199.1117 -3.28
199.1477 C15H19+ 1 199.1481 -1.94
201.1271 C14H17O+ 1 201.1274 -1.48
201.1636 C15H21+ 1 201.1638 -0.76
203.1426 C14H19O+ 1 203.143 -2.34
207.1168 C16H15+ 1 207.1168 -0.16
208.1245 C16H16+ 1 208.1247 -0.73
209.1321 C16H17+ 1 209.1325 -2.03
211.1117 C15H15O+ 1 211.1117 -0.43
211.1479 C16H19+ 1 211.1481 -0.9
213.1269 C15H17O+ 1 213.1274 -2.33
213.1634 C16H21+ 1 213.1638 -1.73
215.1426 C15H19O+ 1 215.143 -2.22
215.179 C16H23+ 1 215.1794 -1.9
217.1587 C15H21O+ 1 217.1587 0.07
221.1318 C17H17+ 1 221.1325 -2.84
223.1478 C17H19+ 1 223.1481 -1.36
225.127 C16H17O+ 1 225.1274 -1.9
225.1633 C17H21+ 1 225.1638 -2.01
227.1426 C16H19O+ 1 227.143 -2.14
227.179 C17H23+ 1 227.1794 -1.77
229.1587 C16H21O+ 1 229.1587 0.03
235.1479 C18H19+ 1 235.1481 -0.95
237.1634 C18H21+ 1 237.1638 -1.63
239.1421 C17H19O+ 1 239.143 -3.79
239.1786 C18H23+ 1 239.1794 -3.45
241.1578 C17H21O+ 1 241.1587 -3.74
243.1741 C17H23O+ 1 243.1743 -1.06
245.1896 C17H25O+ 1 245.19 -1.6
248.156 C19H20+ 1 248.156 0.37
249.1632 C19H21+ 1 249.1638 -2.38
251.1787 C19H23+ 1 251.1794 -2.83
253.1581 C18H21O+ 1 253.1587 -2.46
253.195 C19H25+ 1 253.1951 -0.5
266.1666 C19H22O+ 1 266.1665 0.16
267.1741 C19H23O+ 1 267.1743 -0.92
269.1894 C19H25O+ 1 269.19 -2.15
277.1945 C21H25+ 1 277.1951 -2.19
295.2051 C21H27O+ 1 295.2056 -1.74
313.2155 C21H29O2+ 1 313.2162 -2.14
PK$NUM_PEAK: 109
PK$PEAK: m/z int. rel.int.
67.0539 39712.7 63
69.0696 14522.2 23
79.054 53858.8 86
81.0332 8230.9 13
81.0697 82073.5 131
83.0489 154286.5 246
91.0541 80129.4 128
93.0697 100337 160
95.0853 97258.6 155
97.0646 27777.6 44
105.0696 97425.7 155
107.0489 88186.3 141
107.0853 88643.4 141
109.0645 442427.9 708
109.1009 62322.7 99
111.0804 8193.5 13
117.0697 66438.6 106
119.0853 112475.5 180
121.0646 34258.3 54
121.1009 71698.7 114
123.0802 100686.4 161
123.1165 48114.1 77
125.0958 39487 63
129.0696 56870.5 91
131.0852 155194.9 248
133.0645 27274.2 43
133.1009 194763.7 311
135.0801 140344 224
135.1165 65588.7 104
137.0957 25547 40
137.1321 23727.9 37
141.0698 17337.1 27
143.0853 88022.1 140
144.093 7045.1 11
145.1009 186462.2 298
147.08 41255.5 66
147.1165 85186.1 136
149.0958 123493.1 197
149.1322 31561.5 50
151.1112 20724 33
155.0852 33235 53
157.1009 134283 214
159.0801 42538.3 68
159.1165 170524.1 272
161.0958 77150.5 123
161.1321 42651.4 68
163.1114 90656 145
163.148 8138.6 13
167.0852 18103.8 28
169.101 54580.9 87
171.0797 6352.3 10
171.1165 115453.7 184
173.0956 24094.7 38
173.1322 64136 102
175.1114 71256.3 114
175.1478 51447 82
177.1269 17056.9 27
179.0848 9802.6 15
181.1008 25837.3 41
183.1165 87685.9 140
185.0961 31541.6 50
185.1322 184552.6 295
187.1115 40425.8 64
187.1479 98787.1 158
189.127 49840.9 79
191.1429 6676.2 10
193.101 13951.5 22
195.1166 42121.4 67
197.1321 58045.9 92
199.1111 19189.9 30
199.1477 88780.4 142
201.1271 44580 71
201.1636 15012.8 24
203.1426 28662 45
207.1168 27773.4 44
208.1245 7183.9 11
209.1321 34399.6 55
211.1117 19048.9 30
211.1479 23831.3 38
213.1269 24376.9 39
213.1634 24291.3 38
215.1426 15910.3 25
215.179 12735.6 20
217.1587 9313.8 14
221.1318 39943.1 63
223.1478 27963.1 44
225.127 23111 36
225.1633 62949.7 100
227.1426 12124.3 19
227.179 139629.7 223
229.1587 9667.5 15
235.1479 41774.1 66
237.1634 68965.6 110
239.1421 23908.9 38
239.1786 10076.7 16
241.1578 19709.9 31
243.1741 22097.4 35
245.1896 624129.9 999
248.156 17268 27
249.1632 24656.5 39
251.1787 20915.7 33
253.1581 13606.6 21
253.195 20213.7 32
266.1666 19507.5 31
267.1741 26232.3 41
269.1894 8308.2 13
277.1945 71413.4 114
295.2051 141810.7 226
313.2155 481428.6 770
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