ACCESSION: MSBNK-UFZ-WANA221305070APH
RECORD_TITLE: Norgestrel; 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$NAME: Norgestrel
CH$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$MASS_SPECTROMETRY: COLLISION_ENERGY 30 % (nominal)
AC$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$CHROMATOGRAPHY: RETENTION_TIME 11.655 min
MS$FOCUSED_ION: BASE_PEAK 313.2161
MS$FOCUSED_ION: PRECURSOR_M/Z 313.2162
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$FOCUSED_ION: PRECURSOR_INTENSITY 5937474.5
MS$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$SPLASH: splash10-03di-0968000000-3b607dcc01db43848e80
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
79.054 C6H7+ 1 79.0542 -3.32
81.0695 C6H9+ 1 81.0699 -4.57
91.0539 C7H7+ 1 91.0542 -3.96
93.0696 C7H9+ 1 93.0699 -3.18
95.0852 C7H11+ 1 95.0855 -3.48
97.0648 C6H9O+ 1 97.0648 -0.08
105.0696 C8H9+ 1 105.0699 -2.33
107.0488 C7H7O+ 1 107.0491 -2.99
107.0852 C8H11+ 1 107.0855 -3.07
109.0644 C7H9O+ 1 109.0648 -3.14
109.1009 C8H13+ 1 109.1012 -2.66
117.0695 C9H9+ 1 117.0699 -3.25
119.0852 C9H11+ 1 119.0855 -3.12
121.0646 C8H9O+ 1 121.0648 -1.22
121.1009 C9H13+ 1 121.1012 -2.62
123.08 C8H11O+ 1 123.0804 -3.43
123.1163 C9H15+ 1 123.1168 -4.18
125.0957 C8H13O+ 1 125.0961 -2.76
129.0695 C10H9+ 1 129.0699 -2.93
131.0852 C10H11+ 1 131.0855 -2.19
133.1008 C10H13+ 1 133.1012 -2.84
135.08 C9H11O+ 1 135.0804 -2.97
135.1163 C10H15+ 1 135.1168 -3.6
137.0955 C9H13O+ 1 137.0961 -4.39
143.085 C11H11+ 1 143.0855 -3.5
145.1007 C11H13+ 1 145.1012 -2.96
147.0801 C10H11O+ 1 147.0804 -2.16
147.1164 C11H15+ 1 147.1168 -2.64
149.0956 C10H13O+ 1 149.0961 -2.97
149.1321 C11H17+ 1 149.1325 -2.52
151.1112 C10H15O+ 1 151.1117 -3.47
155.0852 C12H11+ 1 155.0855 -2.29
157.0642 C11H9O+ 1 157.0648 -3.76
157.1008 C12H13+ 1 157.1012 -2.16
159.08 C11H11O+ 1 159.0804 -3.04
159.1163 C12H15+ 1 159.1168 -3
161.1319 C12H17+ 1 161.1325 -3.81
163.1112 C11H15O+ 1 163.1117 -3.43
167.0853 C13H11+ 1 167.0855 -1.1
169.1009 C13H13+ 1 169.1012 -1.42
171.1164 C13H15+ 1 171.1168 -2.54
173.0958 C12H13O+ 1 173.0961 -1.56
173.1319 C13H17+ 1 173.1325 -3.55
175.1112 C12H15O+ 1 175.1117 -3.1
175.1479 C13H19+ 1 175.1481 -1.23
177.1267 C12H17O+ 1 177.1274 -4
181.1006 C14H13+ 1 181.1012 -3.1
183.1162 C14H15+ 1 183.1168 -3.55
185.0953 C13H13O+ 1 185.0961 -4.18
185.132 C14H17+ 1 185.1325 -2.66
187.111 C13H15O+ 1 187.1117 -4.04
187.1477 C14H19+ 1 187.1481 -2.37
189.1268 C13H17O+ 1 189.1274 -2.93
189.1631 C14H21+ 1 189.1638 -3.54
192.0932 C15H12+ 1 192.0934 -0.53
195.1164 C15H15+ 1 195.1168 -2.15
197.132 C15H17+ 1 197.1325 -2.34
199.1113 C14H15O+ 1 199.1117 -2.41
199.1475 C15H19+ 1 199.1481 -3.15
201.1269 C14H17O+ 1 201.1274 -2.3
201.163 C15H21+ 1 201.1638 -3.7
203.1424 C14H19O+ 1 203.143 -3
205.159 C14H21O+ 1 205.1587 1.74
207.1162 C16H15+ 1 207.1168 -2.93
209.1314 C16H17+ 1 209.1325 -4.99
211.1476 C16H19+ 1 211.1481 -2.46
213.1267 C15H17O+ 1 213.1274 -3.1
213.1633 C16H21+ 1 213.1638 -2.28
215.1423 C15H19O+ 1 215.143 -3.27
217.158 C15H21O+ 1 217.1587 -3.38
221.1318 C17H17+ 1 221.1325 -3
223.1473 C17H19+ 1 223.1481 -3.51
225.1266 C16H17O+ 1 225.1274 -3.63
225.1632 C17H21+ 1 225.1638 -2.59
227.1429 C16H19O+ 1 227.143 -0.7
227.1788 C17H23+ 1 227.1794 -2.55
229.158 C16H21O+ 1 229.1587 -3.08
235.1473 C18H19+ 1 235.1481 -3.34
237.1631 C18H21+ 1 237.1638 -2.85
239.1427 C17H19O+ 1 239.143 -1.39
239.1784 C18H23+ 1 239.1794 -4.16
243.1733 C17H23O+ 1 243.1743 -4.3
245.1893 C17H25O+ 1 245.19 -2.88
249.1627 C19H21+ 1 249.1638 -4.26
251.1785 C19H23+ 1 251.1794 -3.54
253.1589 C18H21O+ 1 253.1587 0.93
253.1951 C19H25+ 1 253.1951 -0.01
255.1742 C18H23O+ 1 255.1743 -0.43
266.1656 C19H22O+ 1 266.1665 -3.49
267.1738 C19H23O+ 1 267.1743 -1.92
267.2106 C20H27+ 1 267.2107 -0.47
277.1944 C21H25+ 1 277.1951 -2.41
295.2048 C21H27O+ 1 295.2056 -2.91
313.2152 C21H29O2+ 1 313.2162 -3.32
PK$NUM_PEAK: 94
PK$PEAK: m/z int. rel.int.
79.054 16102.4 8
81.0695 33974.4 17
91.0539 25129.4 12
93.0696 31049.9 15
95.0852 34443.9 17
97.0648 11703.7 6
105.0696 31403.5 16
107.0488 34653.3 17
107.0852 35304.8 18
109.0644 161446.7 83
109.1009 32361.6 16
117.0695 22233.4 11
119.0852 45270.5 23
121.0646 15476.2 7
121.1009 33365.3 17
123.08 61554.5 31
123.1163 13883.5 7
125.0957 33847.7 17
129.0695 14876.5 7
131.0852 56210.1 28
133.1008 102449.7 52
135.08 48441.4 24
135.1163 25000 12
137.0955 11546.4 5
143.085 27428.8 14
145.1007 77008.4 39
147.0801 17154 8
147.1164 51437.6 26
149.0956 76011.6 39
149.1321 18047.7 9
151.1112 11964.7 6
155.0852 8952.8 4
157.0642 7684.4 3
157.1008 56423.9 29
159.08 21268.3 10
159.1163 108617.3 55
161.1319 15831.6 8
163.1112 46296.8 23
167.0853 9510.3 4
169.1009 24130.7 12
171.1164 49352.9 25
173.0958 11882.2 6
173.1319 39676.9 20
175.1112 41456.4 21
175.1479 10218.4 5
177.1267 14426.2 7
181.1006 15131.8 7
183.1162 54777.7 28
185.0953 21983.6 11
185.132 102254.8 52
187.111 30927.5 15
187.1477 68943.9 35
189.1268 37417 19
189.1631 6114 3
192.0932 4681.6 2
195.1164 26113.5 13
197.132 31944.2 16
199.1113 18114.7 9
199.1475 53709.3 27
201.1269 26496.4 13
201.163 6710.1 3
203.1424 18889.9 9
205.159 9691.1 4
207.1162 22916.1 11
209.1314 20603 10
211.1476 17957.8 9
213.1267 17311.2 8
213.1633 16774.7 8
215.1423 19500.1 10
217.158 7900 4
221.1318 30727.6 15
223.1473 21321.1 10
225.1266 20724.4 10
225.1632 36824.6 18
227.1429 9374.8 4
227.1788 73556.1 37
229.158 8680.5 4
235.1473 25606.3 13
237.1631 62648.1 32
239.1427 12726.9 6
239.1784 16641.5 8
243.1733 19581.1 10
245.1893 489797 252
249.1627 24311.4 12
251.1785 14088.3 7
253.1589 17165.2 8
253.1951 22404.5 11
255.1742 10910.6 5
266.1656 8523.9 4
267.1738 25428.4 13
267.2106 6865.9 3
277.1944 88041.9 45
295.2048 237265.9 122
313.2152 1940626.8 999
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