ACCESSION: MSBNK-UFZ-WANA221313D9F1PH
RECORD_TITLE: Norgestrel; LC-ESI-ITFT; MS2; CE: 50%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 50 % (nominal)
AC$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$SPLASH: splash10-0a5a-1910000000-2abf368fda484af24f7f
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
67.0539 C5H7+ 1 67.0542 -4.52
69.0697 C5H9+ 1 69.0699 -3.17
79.054 C6H7+ 1 79.0542 -2.44
81.0333 C5H5O+ 1 81.0335 -2.7
81.0697 C6H9+ 1 81.0699 -2.34
83.0489 C5H7O+ 1 83.0491 -2.42
91.054 C7H7+ 1 91.0542 -2.06
93.0697 C7H9+ 1 93.0699 -1.71
95.0492 C6H7O+ 1 95.0491 0.56
95.0854 C7H11+ 1 95.0855 -1.78
97.0646 C6H9O+ 1 97.0648 -2.08
105.0697 C8H9+ 1 105.0699 -1.95
107.0489 C7H7O+ 1 107.0491 -1.85
107.0853 C8H11+ 1 107.0855 -1.93
109.0646 C7H9O+ 1 109.0648 -2.1
109.1009 C8H13+ 1 109.1012 -2.11
111.0801 C7H11O+ 1 111.0804 -2.88
116.0619 C9H8+ 1 116.0621 -1.66
117.0697 C9H9+ 1 117.0699 -1.84
119.0853 C9H11+ 1 119.0855 -2.12
121.0645 C8H9O+ 1 121.0648 -2.4
121.101 C9H13+ 1 121.1012 -1.71
123.0801 C8H11O+ 1 123.0804 -2.37
123.1166 C9H15+ 1 123.1168 -2.13
125.0959 C8H13O+ 1 125.0961 -1.85
128.0619 C10H8+ 1 128.0621 -1.06
129.0696 C10H9+ 1 129.0699 -2.23
130.0773 C10H10+ 1 130.0777 -3.15
131.0853 C10H11+ 1 131.0855 -1.84
133.0645 C9H9O+ 1 133.0648 -2.43
133.101 C10H13+ 1 133.1012 -1.69
135.0802 C9H11O+ 1 135.0804 -2.06
135.1166 C10H15+ 1 135.1168 -2.01
137.0959 C9H13O+ 1 137.0961 -1.48
137.1324 C10H17+ 1 137.1325 -0.54
141.0696 C11H9+ 1 141.0699 -1.65
142.0776 C11H10+ 1 142.0777 -0.46
143.0853 C11H11+ 1 143.0855 -1.84
144.0927 C11H12+ 1 144.0934 -4.37
145.1009 C11H13+ 1 145.1012 -1.92
147.0801 C10H11O+ 1 147.0804 -2.15
147.1166 C11H15+ 1 147.1168 -1.8
149.0958 C10H13O+ 1 149.0961 -1.72
149.1322 C11H17+ 1 149.1325 -1.57
151.1114 C10H15O+ 1 151.1117 -2.51
155.0853 C12H11+ 1 155.0855 -1.47
156.093 C12H12+ 1 156.0934 -2.25
157.1009 C12H13+ 1 157.1012 -1.46
159.0802 C11H11O+ 1 159.0804 -1.31
159.1165 C12H15+ 1 159.1168 -2.03
161.0958 C11H13O+ 1 161.0961 -1.78
161.132 C12H17+ 1 161.1325 -2.87
163.1114 C11H15O+ 1 163.1117 -2.14
167.0853 C13H11+ 1 167.0855 -1.43
168.0933 C13H12+ 1 168.0934 -0.15
169.101 C13H13+ 1 169.1012 -1.31
170.1088 C13H14+ 1 170.109 -1.21
171.1165 C13H15+ 1 171.1168 -2
173.0956 C12H13O+ 1 173.0961 -2.8
173.1322 C13H17+ 1 173.1325 -1.44
175.1115 C12H15O+ 1 175.1117 -1.45
175.1479 C13H19+ 1 175.1481 -1.32
177.1269 C12H17O+ 1 177.1274 -2.54
179.0849 C14H11+ 1 179.0855 -3.66
181.101 C14H13+ 1 181.1012 -1.24
183.1165 C14H15+ 1 183.1168 -1.71
185.0962 C13H13O+ 1 185.0961 0.44
185.1322 C14H17+ 1 185.1325 -1.5
187.1112 C13H15O+ 1 187.1117 -2.97
187.1478 C14H19+ 1 187.1481 -1.71
188.1194 C13H16O+ 1 188.1196 -0.99
189.1271 C13H17O+ 1 189.1274 -1.7
193.101 C15H13+ 1 193.1012 -0.73
195.1167 C15H15+ 1 195.1168 -0.77
197.0964 C14H13O+ 1 197.0961 1.39
197.1322 C15H17+ 1 197.1325 -1.52
199.1115 C14H15O+ 1 199.1117 -1.44
199.1477 C15H19+ 1 199.1481 -2.02
201.1273 C14H17O+ 1 201.1274 -0.57
201.164 C15H21+ 1 201.1638 1.13
203.1425 C14H19O+ 1 203.143 -2.56
205.1008 C16H13+ 1 205.1012 -1.67
207.1166 C16H15+ 1 207.1168 -0.89
208.1247 C16H16+ 1 208.1247 0.3
209.1321 C16H17+ 1 209.1325 -1.88
211.1109 C15H15O+ 1 211.1117 -3.9
211.148 C16H19+ 1 211.1481 -0.47
213.127 C15H17O+ 1 213.1274 -1.76
213.1637 C16H21+ 1 213.1638 -0.44
215.1799 C16H23+ 1 215.1794 2.21
220.1246 C17H16+ 1 220.1247 -0.3
221.1323 C17H17+ 1 221.1325 -0.84
223.1478 C17H19+ 1 223.1481 -1.63
225.1271 C16H17O+ 1 225.1274 -1.29
225.1634 C17H21+ 1 225.1638 -1.67
227.1434 C16H19O+ 1 227.143 1.62
227.1791 C17H23+ 1 227.1794 -1.57
235.1479 C18H19+ 1 235.1481 -0.88
237.1634 C18H21+ 1 237.1638 -1.76
239.1424 C17H19O+ 1 239.143 -2.77
241.1585 C17H21O+ 1 241.1587 -0.71
243.1746 C17H23O+ 1 243.1743 0.88
245.1896 C17H25O+ 1 245.19 -1.53
247.1472 C19H19+ 1 247.1481 -3.89
248.1555 C19H20+ 1 248.156 -1.72
249.1641 C19H21+ 1 249.1638 1.3
251.1787 C19H23+ 1 251.1794 -2.71
253.1951 C19H25+ 1 253.1951 0.16
266.1658 C19H22O+ 1 266.1665 -2.83
267.1741 C19H23O+ 1 267.1743 -0.92
277.1945 C21H25+ 1 277.1951 -2.19
295.2056 C21H27O+ 1 295.2056 0.01
313.2156 C21H29O2+ 1 313.2162 -2.05
PK$NUM_PEAK: 113
PK$PEAK: m/z int. rel.int.
67.0539 62995.6 101
69.0697 17631.3 28
79.054 87574.5 141
81.0333 12761.8 20
81.0697 124536.4 201
83.0489 234246.5 379
91.054 148104.5 239
93.0697 150683.8 243
95.0492 13972.8 22
95.0854 137294.3 222
97.0646 36528.8 59
105.0697 162058.3 262
107.0489 121662.6 196
107.0853 124721 201
109.0646 617397.2 999
109.1009 83333.5 134
111.0801 9536.6 15
116.0619 9096 14
117.0697 117817 190
119.0853 185700.2 300
121.0645 34171.2 55
121.101 74090.6 119
123.0801 112851.4 182
123.1166 75101.2 121
125.0959 22024.2 35
128.0619 5196.4 8
129.0696 82731.9 133
130.0773 9203.7 14
131.0853 219170.4 354
133.0645 32897.8 53
133.101 224741.8 363
135.0802 196127.6 317
135.1166 89467.2 144
137.0959 25666 41
137.1324 17852.6 28
141.0696 21977.3 35
142.0776 9705.4 15
143.0853 130415.7 211
144.0927 11625.3 18
145.1009 225120.3 364
147.0801 47937.6 77
147.1166 75133.7 121
149.0958 133548.7 216
149.1322 25752.6 41
151.1114 12925.8 20
155.0853 49224.1 79
156.093 10954.1 17
157.1009 168672.8 272
159.0802 39084.2 63
159.1165 168858.6 273
161.0958 101386 164
161.132 30485.1 49
163.1114 75952.5 122
167.0853 25199 40
168.0933 6917.3 11
169.101 59327.5 95
170.1088 11209.3 18
171.1165 119571.2 193
173.0956 16549 26
173.1322 66943.9 108
175.1115 64831 104
175.1479 60508.6 97
177.1269 10468.6 16
179.0849 12096.2 19
181.101 33306.2 53
183.1165 75117.8 121
185.0962 22349.5 36
185.1322 159025.1 257
187.1112 22201.5 35
187.1478 82567.2 133
188.1194 9540.5 15
189.1271 39010 63
193.101 21192.2 34
195.1167 37961.2 61
197.0964 7225.4 11
197.1322 51684.1 83
199.1115 9342.8 15
199.1477 68927.7 111
201.1273 25368.4 41
201.164 13848 22
203.1425 16198.4 26
205.1008 7358.5 11
207.1166 24577.8 39
208.1247 9195.9 14
209.1321 28948.1 46
211.1109 8998.1 14
211.148 16687.5 27
213.127 13520.7 21
213.1637 12603.6 20
215.1799 8298.6 13
220.1246 6359.2 10
221.1323 25277.7 40
223.1478 21740.4 35
225.1271 17554.8 28
225.1634 42053.4 68
227.1434 8098.4 13
227.1791 114394.3 185
235.1479 21333.6 34
237.1634 41096.6 66
239.1424 10804 17
241.1585 7597.8 12
243.1746 10942 17
245.1896 285940.2 462
247.1472 6558.4 10
248.1555 12769.9 20
249.1641 13919.8 22
251.1787 8471.1 13
253.1951 7565.6 12
266.1658 8759.1 14
267.1741 13525.1 21
277.1945 22002.1 35
295.2056 38657.6 62
313.2156 48154.5 77
//
