ACCESSION: MSBNK-Athens_Univ-AU280605
RECORD_TITLE: Norgestrel; LC-ESI-QTOF; MS2; CE: 50 eV; R=35000; [M+H]+
DATE: 2019.05.31
AUTHORS: Nikiforos Alygizakis, Katerina Galani, Nikolaos Thomaidis, University of Athens
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2019 Department of Chemistry, University of Athens
COMMENT: CONFIDENCE standard compound
COMMENT: INTERNAL_ID 2806
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$EXACT_MASS: 312.2089301
CH$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$INSTRUMENT: Bruker maXis Impact
AC$INSTRUMENT_TYPE: LC-ESI-QTOF
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE CID
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 50 eV
AC$MASS_SPECTROMETRY: RESOLUTION 35000
AC$CHROMATOGRAPHY: COLUMN_NAME Acclaim RSLC C18 2.2um, 2.1x100mm, Thermo
AC$CHROMATOGRAPHY: FLOW_GRADIENT 99/1 at 0-1 min, 61/39 at 3 min, 0.1/99.9 at 14-16 min, 99/1 at 16.1-20 min
AC$CHROMATOGRAPHY: FLOW_RATE 200 uL/min at 0-3 min, 400 uL/min at 14 min, 480 uL/min at 16-19 min, 200 uL/min at 19.1-20 min
AC$CHROMATOGRAPHY: RETENTION_TIME 10.140 min
AC$CHROMATOGRAPHY: SOLVENT A 90:10 water:methanol with 0.01% formic acid and 5mM ammonium formate
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.01% formic acid and 5mM ammonium formate
MS$FOCUSED_ION: BASE_PEAK 313.2164
MS$FOCUSED_ION: PRECURSOR_M/Z 313.2162
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$DATA_PROCESSING: RECALIBRATE identity on assigned fragments and MS1
MS$DATA_PROCESSING: WHOLE RMassBank 2.10.1
PK$SPLASH: splash10-004l-0900000000-8593a339396a416040d9
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
115.0535 C9H7+ 1 115.0542 -6.36
116.0599 C9H8+ 1 116.0621 -18.73
117.069 C9H9+ 1 117.0699 -7.49
119.0845 C9H11+ 1 119.0855 -8.79
120.0882 C8[13]CH11+ 1 120.0894 -10.64
121.0642 C8H9O+ 1 121.0648 -4.71
121.1003 C9H13+ 1 121.1012 -6.96
123.0792 C8H11O+ 1 123.0804 -10.14
123.116 C9H15+ 1 123.1168 -6.7
127.0535 C10H7+ 1 127.0542 -5.85
128.061 C10H8+ 1 128.0621 -8.08
129.0685 C10H9+ 1 129.0699 -10.98
130.0752 C10H10+ 1 130.0777 -19.17
131.0478 C9H7O+ 1 131.0491 -10.5
131.0842 C10H11+ 1 131.0855 -10.23
132.0558 C9H8O+ 1 132.057 -8.62
132.0886 C9[13]CH11+ 1 132.0894 -6.08
133.0636 C9H9O+ 1 133.0648 -8.76
133.0998 C10H13+ 1 133.1012 -10.19
134.0694 C9H10O+ 1 134.0726 -24.29
134.1031 C9[13]CH13+ 1 134.1051 -14.92
135.0791 C9H11O+ 1 135.0804 -9.69
135.1157 C10H15+ 1 135.1168 -8.66
136.083 C8[13]CH11O+ 1 136.0843 -9.58
137.0956 C9H13O+ 1 137.0961 -3.8
139.0527 C11H7+ 1 139.0542 -11.16
141.0687 C11H9+ 1 141.0699 -8.24
142.0761 C11H10+ 1 142.0777 -11.06
143.0838 C11H11+ 1 143.0855 -11.83
144.0555 C10H8O+ 1 144.057 -10.5
144.0905 C11H12+ 1 144.0934 -20.05
145.0636 C10H9O+ 1 145.0648 -8.55
145.0999 C11H13+ 1 145.1012 -8.92
146.0707 C10H10O+ 1 146.0726 -12.79
146.1036 C10[13]CH13+ 1 146.1051 -10.45
147.0786 C10H11O+ 1 147.0804 -12.55
147.1153 C11H15+ 1 147.1168 -10.16
148.0854 C10H12O+ 1 148.0883 -19.16
148.1179 C10[13]CH15+ 1 148.1207 -19.21
149.0945 C10H13O+ 1 149.0961 -10.95
149.1313 C11H17+ 1 149.1325 -8.16
150.098 C9[13]CH13O+ 1 150.1 -13.02
152.0609 C12H8+ 1 152.0621 -7.86
153.0687 C12H9+ 1 153.0699 -7.97
154.0759 C12H10+ 1 154.0777 -11.65
155.0841 C12H11+ 1 155.0855 -9.13
156.0907 C12H12+ 1 156.0934 -17.08
157.0646 C11H9O+ 1 157.0648 -1.41
157.0995 C12H13+ 1 157.1012 -10.66
158.07 C11H10O+ 1 158.0726 -16.31
158.1062 C11[13]CH13+ 1 158.1051 6.81
159.0788 C11H11O+ 1 159.0804 -10.52
159.1154 C12H15+ 1 159.1168 -8.97
160.0864 C11H12O+ 1 160.0883 -11.43
160.121 C11[13]CH15+ 1 160.1207 1.38
161.0948 C11H13O+ 1 161.0961 -8.12
161.1309 C12H17+ 1 161.1325 -9.88
162.1004 C11H14O+ 1 162.1039 -21.81
163.1094 C11H15O+ 1 163.1117 -14.39
165.0686 C13H9+ 1 165.0699 -7.8
166.0755 C13H10+ 1 166.0777 -13.27
167.084 C13H11+ 1 167.0855 -8.87
168.0909 C13H12+ 1 168.0934 -14.77
169.065 C12H9O+ 1 169.0648 0.94
169.0997 C13H13+ 1 169.1012 -8.55
170.1056 C13H14+ 1 170.109 -20.27
171.0781 C12H11O+ 1 171.0804 -13.9
171.1158 C13H15+ 1 171.1168 -6.13
172.0886 C12H12O+ 1 172.0883 2.18
172.1211 C13H16+ 1 172.1247 -20.52
173.0945 C12H13O+ 1 173.0961 -9.07
173.1313 C13H17+ 1 173.1325 -6.73
174.1013 C12H14O+ 1 174.1039 -14.85
175.109 C12H15O+ 1 175.1117 -15.52
175.1479 C13H19+ 1 175.1481 -1.15
176.1152 C12H16O+ 1 176.1196 -24.8
176.1504 C12[13]CH19+ 1 176.152 -9.03
177.1262 C12H17O+ 1 177.1274 -6.7
178.0761 C14H10+ 1 178.0777 -9.17
179.0839 C14H11+ 1 179.0855 -8.99
180.0909 C14H12+ 1 180.0934 -13.66
181.063 C13H9O+ 1 181.0648 -10.06
181.0992 C14H13+ 1 181.1012 -11.05
182.1062 C14H14+ 1 182.109 -15.33
183.0792 C13H11O+ 1 183.0804 -6.86
183.1154 C14H15+ 1 183.1168 -7.94
184.0869 C13H12O+ 1 184.0883 -7.36
184.1223 C14H16+ 1 184.1247 -13
185.095 C13H13O+ 1 185.0961 -6.09
185.1313 C14H17+ 1 185.1325 -6.51
186.1011 C13H14O+ 1 186.1039 -14.99
186.1359 C13[13]CH17+ 1 186.1364 -2.46
187.1104 C13H15O+ 1 187.1117 -7.07
187.146 C14H19+ 1 187.1481 -11.34
188.1176 C13H16O+ 1 188.1196 -10.62
189.0683 C15H9+ 1 189.0699 -8.18
189.1263 C13H17O+ 1 189.1274 -5.73
190.076 C15H10+ 1 190.0777 -8.76
190.1299 C12[13]CH17O+ 1 190.1313 -7.37
191.0837 C15H11+ 1 191.0855 -9.7
192.0913 C15H12+ 1 192.0934 -10.83
193.1 C15H13+ 1 193.1012 -6.33
194.1068 C15H14+ 1 194.109 -11.6
195.0797 C14H11O+ 1 195.0804 -3.61
195.116 C15H15+ 1 195.1168 -4.27
196.0846 C14H12O+ 1 196.0883 -18.76
196.1226 C15H16+ 1 196.1247 -10.61
197.0952 C14H13O+ 1 197.0961 -4.29
197.1309 C15H17+ 1 197.1325 -8.08
198.1384 C15H18+ 1 198.1403 -9.69
199.1117 C14H15O+ 1 199.1117 -0.14
199.147 C15H19+ 1 199.1481 -5.41
200.1161 C14H16O+ 1 200.1196 -17.09
201.1265 C14H17O+ 1 201.1274 -4.3
201.161 C15H21+ 1 201.1638 -13.65
202.1319 C14H18O+ 1 202.1352 -16.6
203.0849 C16H11+ 1 203.0855 -3.03
203.1439 C14H19O+ 1 203.143 4.27
204.0924 C16H12+ 1 204.0934 -4.61
205.0996 C16H13+ 1 205.1012 -7.56
206.1079 C16H14+ 1 206.109 -5.51
207.1158 C16H15+ 1 207.1168 -4.77
208.1236 C16H16+ 1 208.1247 -5.17
209.095 C15H13O+ 1 209.0961 -5.09
209.1311 C16H17+ 1 209.1325 -6.54
210.1041 C15H14O+ 1 210.1039 0.96
210.1359 C16H18+ 1 210.1403 -21.06
211.1096 C15H15O+ 1 211.1117 -9.96
211.1455 C16H19+ 1 211.1481 -12.48
213.1264 C15H17O+ 1 213.1274 -4.76
215.1432 C15H19O+ 1 215.143 0.92
216.1483 C15H20O+ 1 216.1509 -11.88
217.0984 C17H13+ 1 217.1012 -12.8
217.158 C15H21O+ 1 217.1587 -3.02
218.1083 C17H14+ 1 218.109 -3.26
219.115 C17H15+ 1 219.1168 -8.42
220.1216 C17H16+ 1 220.1247 -13.82
221.1314 C17H17+ 1 221.1325 -5.06
222.1355 C17H18+ 1 222.1403 -21.59
223.1104 C16H15O+ 1 223.1117 -6.14
223.1474 C17H19+ 1 223.1481 -3.41
225.1259 C16H17O+ 1 225.1274 -6.84
225.1627 C17H21+ 1 225.1638 -4.81
227.1783 C17H23+ 1 227.1794 -4.9
233.1279 C18H17+ 1 233.1325 -19.74
234.1348 C18H18+ 1 234.1403 -23.39
237.1266 C17H17O+ 1 237.1274 -3.47
237.1612 C18H21+ 1 237.1638 -10.78
245.1878 C17H25O+ 1 245.19 -8.8
247.1478 C19H19+ 1 247.1481 -1.48
248.1543 C19H20+ 1 248.156 -6.83
249.161 C19H21+ 1 249.1638 -11.03
251.1406 C18H19O+ 1 251.143 -9.7
265.159 C19H21O+ 1 265.1587 1.04
PK$NUM_PEAK: 154
PK$PEAK: m/z int. rel.int.
115.0535 19416 497
116.0599 5456 139
117.069 14804 379
119.0845 8072 206
120.0882 1092 27
121.0642 1944 49
121.1003 1140 29
123.0792 3008 77
123.116 1580 40
127.0535 2592 66
128.061 38972 999
129.0685 36924 946
130.0752 9580 245
131.0478 1216 31
131.0842 23088 591
132.0558 1624 41
132.0886 2640 67
133.0636 5128 131
133.0998 8376 214
134.0694 1172 30
134.1031 1136 29
135.0791 15712 402
135.1157 1940 49
136.083 1400 35
137.0956 596 15
139.0527 444 11
141.0687 21828 559
142.0761 19268 493
143.0838 21680 555
144.0555 2000 51
144.0905 4748 121
145.0636 4496 115
145.0999 13716 351
146.0707 1616 41
146.1036 1976 50
147.0786 6864 175
147.1153 3704 94
148.0854 2108 54
148.1179 456 11
149.0945 4300 110
149.1313 432 11
150.098 532 13
152.0609 3240 83
153.0687 9548 244
154.0759 7528 192
155.0841 15676 401
156.0907 8128 208
157.0646 1204 30
157.0995 11948 306
158.07 748 19
158.1062 2636 67
159.0788 3400 87
159.1154 5052 129
160.0864 1356 34
160.121 988 25
161.0948 8260 211
161.1309 716 18
162.1004 2364 60
163.1094 1808 46
165.0686 9152 234
166.0755 4208 107
167.084 9492 243
168.0909 5056 129
169.065 648 16
169.0997 9112 233
170.1056 2796 71
171.0781 1012 25
171.1158 6636 170
172.0886 460 11
172.1211 1576 40
173.0945 956 24
173.1313 1620 41
174.1013 1548 39
175.109 2964 75
175.1479 2116 54
176.1152 768 19
176.1504 364 9
177.1262 392 10
178.0761 3936 100
179.0839 5376 137
180.0909 3168 81
181.063 312 7
181.0992 5572 142
182.1062 2324 59
183.0792 596 15
183.1154 3336 85
184.0869 404 10
184.1223 1368 35
185.095 744 19
185.1313 4292 110
186.1011 300 7
186.1359 892 22
187.1104 1748 44
187.146 1404 35
188.1176 2412 61
189.0683 488 12
189.1263 1608 41
190.076 740 18
190.1299 332 8
191.0837 2812 72
192.0913 2300 58
193.1 4192 107
194.1068 1740 44
195.0797 300 7
195.116 2660 68
196.0846 384 9
196.1226 752 19
197.0952 664 17
197.1309 1860 47
198.1384 884 22
199.1117 572 14
199.147 1652 42
200.1161 340 8
201.1265 1652 42
201.161 588 15
202.1319 832 21
203.0849 728 18
203.1439 540 13
204.0924 1056 27
205.0996 2156 55
206.1079 1352 34
207.1158 2404 61
208.1236 1084 27
209.095 440 11
209.1311 1660 42
210.1041 312 7
210.1359 656 16
211.1096 416 10
211.1455 400 10
213.1264 572 14
215.1432 336 8
216.1483 300 7
217.0984 632 16
217.158 456 11
218.1083 376 9
219.115 1572 40
220.1216 684 17
221.1314 844 21
222.1355 512 13
223.1104 496 12
223.1474 764 19
225.1259 612 15
225.1627 444 11
227.1783 760 19
233.1279 560 14
234.1348 456 11
237.1266 480 12
237.1612 388 9
245.1878 760 19
247.1478 380 9
248.1543 348 8
249.161 312 7
251.1406 384 9
265.159 344 8
//
