ACCESSION: MSBNK-UFZ-WANA2213155BE0PH
RECORD_TITLE: Norgestrel; LC-ESI-ITFT; MS2; CE: 60%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 60 % (nominal)
AC$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$SPLASH: splash10-0a59-2900000000-1d237dc77f5916dd1cfe
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
67.0539 C5H7+ 1 67.0542 -4.75
69.0696 C5H9+ 1 69.0699 -4.61
79.054 C6H7+ 1 79.0542 -2.73
81.0333 C5H5O+ 1 81.0335 -2.8
81.0697 C6H9+ 1 81.0699 -2.62
83.0489 C5H7O+ 1 83.0491 -2.79
91.054 C7H7+ 1 91.0542 -2.23
93.0697 C7H9+ 1 93.0699 -2.04
95.049 C6H7O+ 1 95.0491 -1.69
95.0853 C7H11+ 1 95.0855 -2.34
97.0646 C6H9O+ 1 97.0648 -1.53
103.054 C8H7+ 1 103.0542 -2.05
105.0697 C8H9+ 1 105.0699 -2.1
107.0489 C7H7O+ 1 107.0491 -2.2
107.0853 C8H11+ 1 107.0855 -2.28
109.0645 C7H9O+ 1 109.0648 -2.38
109.1009 C8H13+ 1 109.1012 -2.53
111.0802 C7H11O+ 1 111.0804 -1.85
115.054 C9H7+ 1 115.0542 -1.74
116.062 C9H8+ 1 116.0621 -0.21
117.0696 C9H9+ 1 117.0699 -2.23
119.0853 C9H11+ 1 119.0855 -2.25
121.0644 C8H9O+ 1 121.0648 -2.9
121.1009 C9H13+ 1 121.1012 -2.47
123.0801 C8H11O+ 1 123.0804 -2.43
123.1166 C9H15+ 1 123.1168 -2.13
125.0958 C8H13O+ 1 125.0961 -2.22
128.0617 C10H8+ 1 128.0621 -2.37
129.0695 C10H9+ 1 129.0699 -2.58
130.0774 C10H10+ 1 130.0777 -2.21
131.0852 C10H11+ 1 131.0855 -2.3
133.0646 C9H9O+ 1 133.0648 -1.51
133.1009 C10H13+ 1 133.1012 -2.38
135.0801 C9H11O+ 1 135.0804 -2.51
135.1166 C10H15+ 1 135.1168 -2.01
137.0956 C9H13O+ 1 137.0961 -3.37
137.1323 C10H17+ 1 137.1325 -1.65
141.0695 C11H9+ 1 141.0699 -2.62
142.0773 C11H10+ 1 142.0777 -2.5
143.0852 C11H11+ 1 143.0855 -2.27
144.0926 C11H12+ 1 144.0934 -4.9
145.1008 C11H13+ 1 145.1012 -2.34
147.08 C10H11O+ 1 147.0804 -2.78
147.1165 C11H15+ 1 147.1168 -2.42
149.0958 C10H13O+ 1 149.0961 -2.13
149.132 C11H17+ 1 149.1325 -3.11
151.1114 C10H15O+ 1 151.1117 -2.11
155.0852 C12H11+ 1 155.0855 -2.35
156.0927 C12H12+ 1 156.0934 -4.3
157.0644 C11H9O+ 1 157.0648 -2.18
157.1008 C12H13+ 1 157.1012 -2.14
159.0801 C11H11O+ 1 159.0804 -2.46
159.1165 C12H15+ 1 159.1168 -2.13
161.0958 C11H13O+ 1 161.0961 -2.06
161.1322 C12H17+ 1 161.1325 -1.92
163.1114 C11H15O+ 1 163.1117 -1.86
163.1476 C12H19+ 1 163.1481 -3.22
165.0696 C13H9+ 1 165.0699 -1.63
167.0852 C13H11+ 1 167.0855 -1.98
168.0932 C13H12+ 1 168.0934 -1.15
169.1008 C13H13+ 1 169.1012 -2.4
170.1086 C13H14+ 1 170.109 -2.2
171.1165 C13H15+ 1 171.1168 -2.18
173.0955 C12H13O+ 1 173.0961 -3.33
173.1321 C13H17+ 1 173.1325 -1.97
175.1114 C12H15O+ 1 175.1117 -2.14
175.1477 C13H19+ 1 175.1481 -2.19
179.0856 C14H11+ 1 179.0855 0.43
181.1009 C14H13+ 1 181.1012 -1.67
183.1164 C14H15+ 1 183.1168 -2.29
185.0958 C13H13O+ 1 185.0961 -1.46
185.1321 C14H17+ 1 185.1325 -2.16
187.1113 C13H15O+ 1 187.1117 -2.32
187.1478 C14H19+ 1 187.1481 -1.79
188.119 C13H16O+ 1 188.1196 -2.78
189.127 C13H17O+ 1 189.1274 -2.27
193.1007 C15H13+ 1 193.1012 -2.55
195.1165 C15H15+ 1 195.1168 -1.56
197.1323 C15H17+ 1 197.1325 -1.13
199.1111 C14H15O+ 1 199.1117 -3.35
199.1478 C15H19+ 1 199.1481 -1.63
201.127 C14H17O+ 1 201.1274 -2.01
201.1632 C15H21+ 1 201.1638 -2.66
203.1427 C14H19O+ 1 203.143 -1.66
207.1163 C16H15+ 1 207.1168 -2.44
208.1253 C16H16+ 1 208.1247 3.16
209.1321 C16H17+ 1 209.1325 -2.03
211.1115 C15H15O+ 1 211.1117 -1.37
211.1473 C16H19+ 1 211.1481 -3.86
215.143 C15H19O+ 1 215.143 -0.23
219.1176 C17H15+ 1 219.1168 3.59
220.1245 C17H16+ 1 220.1247 -0.85
221.132 C17H17+ 1 221.1325 -2.29
223.1475 C17H19+ 1 223.1481 -2.73
225.1269 C16H17O+ 1 225.1274 -1.97
225.1635 C17H21+ 1 225.1638 -1.4
227.1789 C17H23+ 1 227.1794 -2.31
235.1479 C18H19+ 1 235.1481 -1.01
237.1635 C18H21+ 1 237.1638 -1.31
241.1585 C17H21O+ 1 241.1587 -0.77
245.1896 C17H25O+ 1 245.19 -1.53
248.1549 C19H20+ 1 248.156 -4.18
313.2159 C21H29O2+ 1 313.2162 -0.97
PK$NUM_PEAK: 103
PK$PEAK: m/z int. rel.int.
67.0539 51591.7 126
69.0696 15690 38
79.054 80660.1 197
81.0333 9676.8 23
81.0697 90391 220
83.0489 145545 355
91.054 133434.6 326
93.0697 116676.3 285
95.049 11705.1 28
95.0853 78239.4 191
97.0646 16578.2 40
103.054 6490.8 15
105.0697 129367.3 316
107.0489 74935.8 183
107.0853 73707.8 180
109.0645 408704.2 999
109.1009 37399.5 91
111.0802 3623.1 8
115.054 9301.9 22
116.062 9639.3 23
117.0696 91315.8 223
119.0853 113569.9 277
121.0644 17737.1 43
121.1009 40196 98
123.0801 57114.7 139
123.1166 42855.3 104
125.0958 10516.3 25
128.0617 10395.2 25
129.0695 68693.3 167
130.0774 11664.4 28
131.0852 125348.8 306
133.0646 19747.7 48
133.1009 102735.6 251
135.0801 103043.2 251
135.1166 41740.5 102
137.0956 10346 25
137.1323 7627.3 18
141.0695 16621.4 40
142.0773 19719.9 48
143.0852 81803.2 199
144.0926 12280.4 30
145.1008 116708.4 285
147.08 23901.4 58
147.1165 31083.4 75
149.0958 60861.6 148
149.132 14146.7 34
151.1114 5252.2 12
155.0852 32282.3 78
156.0927 10767.1 26
157.0644 4220.7 10
157.1008 81892.2 200
159.0801 17703.3 43
159.1165 60533.3 147
161.0958 47307.7 115
161.1322 14096 34
163.1114 31758.7 77
163.1476 4226.4 10
165.0696 4441.5 10
167.0852 17146.9 41
168.0932 6183.3 15
169.1008 36227.3 88
170.1086 8265 20
171.1165 51779.5 126
173.0955 8235.3 20
173.1321 24059.7 58
175.1114 23257.8 56
175.1477 26625.6 65
179.0856 6294.4 15
181.1009 19363.4 47
183.1164 32785.7 80
185.0958 7367.6 18
185.1321 55276 135
187.1113 7221.5 17
187.1478 23288.5 56
188.119 6810.3 16
189.127 14310.8 34
193.1007 10114.5 24
195.1165 15520.9 37
197.1323 16686.1 40
199.1111 4765.9 11
199.1478 17930.6 43
201.127 11661 28
201.1632 5616.2 13
203.1427 5301.2 12
207.1163 9455 23
208.1253 3353.2 8
209.1321 11104.5 27
211.1115 3838.2 9
211.1473 5358 13
215.143 4432.5 10
219.1176 3425.5 8
220.1245 4523.3 11
221.132 7281.9 17
223.1475 4651.4 11
225.1269 4490.8 10
225.1635 8031.8 19
227.1789 25805.7 63
235.1479 3563 8
237.1635 8876 21
241.1585 2666.8 6
245.1896 46100.5 112
248.1549 4382 10
313.2159 2908.9 7
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