ACCESSION: MSBNK-Athens_Univ-AU280604
RECORD_TITLE: Norgestrel; LC-ESI-QTOF; MS2; CE: 40 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$MASS_SPECTROMETRY: COLLISION_ENERGY 40 eV
AC$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 10.145 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$FOCUSED_ION: BASE_PEAK 313.2159
MS$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: splash10-057v-0910000000-a4a17c05d8cbb8badb3a
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
109.0644 C7H9O+ 1 109.0648 -3.46
115.0537 C9H7+ 1 115.0542 -4.77
116.0603 C9H8+ 1 116.0621 -15.1
117.0692 C9H9+ 1 117.0699 -5.98
118.0721 C8[13]CH9+ 1 118.0738 -14.39
119.0845 C9H11+ 1 119.0855 -8.41
120.0876 C8[13]CH11+ 1 120.0894 -14.85
121.0635 C8H9O+ 1 121.0648 -10.73
121.1001 C9H13+ 1 121.1012 -8.93
122.0697 C7[13]CH9O+ 1 122.0687 8.04
122.1041 C8[13]CH13+ 1 122.1051 -8.4
123.0796 C8H11O+ 1 123.0804 -7.15
123.1163 C9H15+ 1 123.1168 -4.16
124.1188 C8[13]CH15+ 1 124.1207 -15.36
125.0952 C8H13O+ 1 125.0961 -7.32
127.053 C10H7+ 1 127.0542 -9.66
128.0609 C10H8+ 1 128.0621 -8.8
129.0686 C10H9+ 1 129.0699 -10.2
130.0748 C10H10+ 1 130.0777 -22.25
131.0845 C10H11+ 1 131.0855 -7.68
132.0559 C9H8O+ 1 132.057 -7.74
132.0887 C9[13]CH11+ 1 132.0894 -5.29
133.0636 C9H9O+ 1 133.0648 -8.95
133.1001 C10H13+ 1 133.1012 -8.25
134.0694 C9H10O+ 1 134.0726 -24.1
134.1036 C9[13]CH13+ 1 134.1051 -11.12
135.0794 C9H11O+ 1 135.0804 -7.67
135.116 C10H15+ 1 135.1168 -6.42
136.0829 C8[13]CH11O+ 1 136.0843 -10.95
136.1187 C9[13]CH15+ 1 136.1207 -14.55
137.0944 C9H13O+ 1 137.0961 -12.12
137.1316 C10H17+ 1 137.1325 -6.11
141.0689 C11H9+ 1 141.0699 -7.08
142.076 C11H10+ 1 142.0777 -12.03
143.0841 C11H11+ 1 143.0855 -10.05
144.0558 C10H8O+ 1 144.057 -8.17
144.0905 C10[13]CH11+ 1 144.0894 7.77
145.0635 C10H9O+ 1 145.0648 -8.84
145.1 C11H13+ 1 145.1012 -8.14
146.0698 C10H10O+ 1 146.0726 -19.49
146.1046 C10[13]CH13+ 1 146.1051 -3.22
147.0795 C10H11O+ 1 147.0804 -6.69
147.1155 C11H15+ 1 147.1168 -9.29
148.0855 C10H12O+ 1 148.0883 -18.77
148.119 C10[13]CH15+ 1 148.1207 -11.67
149.0946 C10H13O+ 1 149.0961 -10.19
149.1308 C11H17+ 1 149.1325 -11.36
150.0985 C9[13]CH13O+ 1 150.1 -9.81
151.111 C10H15O+ 1 151.1117 -5.03
152.0618 C12H8+ 1 152.0621 -1.68
153.0685 C12H9+ 1 153.0699 -8.94
154.076 C12H10+ 1 154.0777 -11.26
155.0844 C12H11+ 1 155.0855 -7.49
156.0914 C12H12+ 1 156.0934 -12.23
157.0632 C11H9O+ 1 157.0648 -9.98
157.0999 C12H13+ 1 157.1012 -8.27
158.0714 C11H10O+ 1 158.0726 -8.01
158.1055 C11[13]CH13+ 1 158.1051 2.72
159.0788 C11H11O+ 1 159.0804 -10.21
159.1154 C12H15+ 1 159.1168 -9.21
160.1203 C11[13]CH15+ 1 160.1207 -2.42
161.0947 C11H13O+ 1 161.0961 -8.61
161.1311 C12H17+ 1 161.1325 -8.54
162.1353 C11[13]CH17+ 1 162.1364 -6.39
163.1102 C11H15O+ 1 163.1117 -9.71
163.1474 C12H19+ 1 163.1481 -4.15
164.1127 C10[13]CH15O+ 1 164.1156 -17.92
165.0686 C13H9+ 1 165.0699 -7.89
166.075 C13H10+ 1 166.0777 -16.39
167.0845 C13H11+ 1 167.0855 -6.4
168.0911 C13H12+ 1 168.0934 -13.48
169.0995 C13H13+ 1 169.1012 -9.87
170.0722 C12H10O+ 1 170.0726 -2.55
170.106 C13H14+ 1 170.109 -17.89
171.0781 C12H11O+ 1 171.0804 -13.44
171.1153 C13H15+ 1 171.1168 -8.65
172.0859 C12H12O+ 1 172.0883 -13.49
172.1195 C12[13]CH15+ 1 172.1207 -6.91
173.0946 C12H13O+ 1 173.0961 -8.66
173.1313 C13H17+ 1 173.1325 -6.67
174.1014 C12H14O+ 1 174.1039 -14.29
174.1358 C12[13]CH17+ 1 174.1364 -3.43
175.1109 C12H15O+ 1 175.1117 -4.53
175.147 C13H19+ 1 175.1481 -6.39
176.1146 C11[13]CH15O+ 1 176.1156 -6.06
176.1502 C12[13]CH19+ 1 176.152 -10.5
177.1236 C12H17O+ 1 177.1274 -21.36
178.0769 C14H10+ 1 178.0777 -4.24
179.0842 C14H11+ 1 179.0855 -7.24
180.0911 C14H12+ 1 180.0934 -12.62
181.0606 C13H9O+ 1 181.0648 -23.02
181.0997 C14H13+ 1 181.1012 -8.31
182.1061 C14H14+ 1 182.109 -15.85
183.0789 C13H11O+ 1 183.0804 -8.56
183.1156 C14H15+ 1 183.1168 -6.91
184.0863 C13H12O+ 1 184.0883 -10.43
184.1202 C14H16+ 1 184.1247 -24.08
185.0959 C13H13O+ 1 185.0961 -0.92
185.1313 C14H17+ 1 185.1325 -6.26
186.101 C13H14O+ 1 186.1039 -15.7
186.1356 C13[13]CH17+ 1 186.1364 -3.99
187.1098 C13H15O+ 1 187.1117 -10.33
187.1463 C14H19+ 1 187.1481 -9.97
188.118 C13H16O+ 1 188.1196 -8.15
188.1502 C13[13]CH19+ 1 188.152 -9.69
189.1254 C13H17O+ 1 189.1274 -10.73
189.1625 C14H21+ 1 189.1638 -6.55
191.0848 C15H11+ 1 191.0855 -4.06
191.1397 C13H19O+ 1 191.143 -17.49
192.0911 C15H12+ 1 192.0934 -11.47
193.1 C15H13+ 1 193.1012 -6.02
194.1067 C15H14+ 1 194.109 -11.81
195.1153 C15H15+ 1 195.1168 -7.81
196.0884 C14H12O+ 1 196.0883 0.79
196.1224 C15H16+ 1 196.1247 -11.68
197.0943 C14H13O+ 1 197.0961 -8.88
197.1312 C15H17+ 1 197.1325 -6.55
198.1045 C13[13]CH13O+ 1 198.1 22.7
198.1375 C14[13]CH17+ 1 198.1364 5.69
199.1103 C14H15O+ 1 199.1117 -7.45
199.1463 C15H19+ 1 199.1481 -9.15
200.117 C14H16O+ 1 200.1196 -12.97
201.126 C14H17O+ 1 201.1274 -6.99
201.1629 C15H21+ 1 201.1638 -4.24
202.1332 C14H18O+ 1 202.1352 -9.92
202.1649 C14[13]CH21+ 1 202.1677 -13.54
203.0862 C16H11+ 1 203.0855 3.5
203.1406 C14H19O+ 1 203.143 -12.16
203.1773 C15H23+ 1 203.1794 -10.62
204.0931 C16H12+ 1 204.0934 -1.38
204.1471 C14H20O+ 1 204.1509 -18.62
205.1005 C16H13+ 1 205.1012 -3.41
206.1076 C16H14+ 1 206.109 -6.97
207.115 C16H15+ 1 207.1168 -8.91
208.1211 C16H16+ 1 208.1247 -16.83
209.1306 C16H17+ 1 209.1325 -8.8
210.1366 C16H18+ 1 210.1403 -17.79
211.1119 C15H15O+ 1 211.1117 0.54
211.1476 C16H19+ 1 211.1481 -2.41
212.1171 C15H16O+ 1 212.1196 -11.42
212.1536 C16H20+ 1 212.156 -11.24
213.1254 C15H17O+ 1 213.1274 -9.37
213.1615 C16H21+ 1 213.1638 -10.66
214.1333 C14[13]CH17O+ 1 214.1313 9.53
215.1393 C15H19O+ 1 215.143 -17.53
215.1767 C16H23+ 1 215.1794 -12.45
216.1472 C15H20O+ 1 216.1509 -17.09
217.1561 C15H21O+ 1 217.1587 -11.87
218.1074 C17H14+ 1 218.109 -7.54
219.1153 C17H15+ 1 219.1168 -6.98
220.1234 C17H16+ 1 220.1247 -5.63
221.1317 C17H17+ 1 221.1325 -3.42
222.1393 C17H18+ 1 222.1403 -4.35
223.1108 C16H15O+ 1 223.1117 -4.4
223.1469 C17H19+ 1 223.1481 -5.28
224.116 C16H16O+ 1 224.1196 -16.07
224.1512 C16[13]CH19+ 1 224.152 -3.66
225.127 C16H17O+ 1 225.1274 -1.55
225.1618 C17H21+ 1 225.1638 -8.82
226.1328 C16H18O+ 1 226.1352 -10.9
226.1677 C16[13]CH21+ 1 226.1677 0.29
227.1408 C16H19O+ 1 227.143 -9.85
227.1784 C17H23+ 1 227.1794 -4.36
228.15 C16H20O+ 1 228.1509 -3.92
228.1802 C16[13]CH23+ 1 228.1833 -13.52
229.1575 C16H21O+ 1 229.1587 -5.06
230.1649 C16H22O+ 1 230.1665 -7.04
233.1322 C18H17+ 1 233.1325 -1.21
234.1401 C18H18+ 1 234.1403 -0.72
235.146 C18H19+ 1 235.1481 -9.17
236.1561 C18H20+ 1 236.156 0.79
237.1243 C17H17O+ 1 237.1274 -13.1
237.162 C18H21+ 1 237.1638 -7.44
238.1341 C17H18O+ 1 238.1352 -4.79
239.14 C17H19O+ 1 239.143 -12.62
239.1764 C18H23+ 1 239.1794 -12.58
241.1597 C17H21O+ 1 241.1587 4.31
242.1652 C17H22O+ 1 242.1665 -5.49
243.1729 C17H23O+ 1 243.1743 -5.95
245.1888 C17H25O+ 1 245.19 -4.91
246.1924 C16[13]CH25O+ 1 246.1939 -6.15
247.1463 C19H19+ 1 247.1481 -7.52
248.1534 C19H20+ 1 248.156 -10.43
249.1623 C19H21+ 1 249.1638 -5.83
251.1436 C18H19O+ 1 251.143 2.34
251.1785 C19H23+ 1 251.1794 -3.62
252.1497 C18H20O+ 1 252.1509 -4.81
253.1575 C18H21O+ 1 253.1587 -4.75
253.1948 C19H25+ 1 253.1951 -0.91
254.161 C18H22O+ 1 254.1665 -21.59
262.1694 C20H22+ 1 262.1716 -8.26
265.1586 C19H21O+ 1 265.1587 -0.41
266.1669 C19H22O+ 1 266.1665 1.53
267.1715 C19H23O+ 1 267.1743 -10.8
277.1948 C21H25+ 1 277.1951 -0.92
295.2025 C21H27O+ 1 295.2056 -10.75
313.2147 C21H29O2+ 1 313.2162 -4.87
PK$NUM_PEAK: 197
PK$PEAK: m/z int. rel.int.
109.0644 536 14
115.0537 13792 365
116.0603 3764 99
117.0692 15548 412
118.0721 2220 58
119.0845 13044 345
120.0876 1548 41
121.0635 4176 110
121.1001 3540 93
122.0697 424 11
122.1041 436 11
123.0796 5868 155
123.1163 4716 125
124.1188 376 9
125.0952 1148 30
127.053 1636 43
128.0609 24660 653
129.0686 36108 957
130.0748 9476 251
131.0845 37672 999
132.0559 912 24
132.0887 4012 106
133.0636 6976 184
133.1001 22616 599
134.0694 1244 32
134.1036 2552 67
135.0794 30408 806
135.116 7824 207
136.0829 3648 96
136.1187 976 25
137.0944 1656 43
137.1316 1104 29
141.0689 15712 416
142.076 15056 399
143.0841 36316 963
144.0558 1132 30
144.0905 7216 191
145.0635 3848 102
145.1 30828 817
146.0698 1772 46
146.1046 3684 97
147.0795 8104 214
147.1155 6892 182
148.0855 2528 67
148.119 1264 33
149.0946 12548 332
149.1308 2484 65
150.0985 1604 42
151.111 688 18
152.0618 1748 46
153.0685 5116 135
154.076 5236 138
155.0844 16072 426
156.0914 8880 235
157.0632 1320 35
157.0999 23036 610
158.0714 460 12
158.1055 4176 110
159.0788 5860 155
159.1154 15000 397
160.1203 1768 46
161.0947 15720 416
161.1311 3276 86
162.1353 348 9
163.1102 6776 179
163.1474 860 22
164.1127 880 23
165.0686 5724 151
166.075 3960 105
167.0845 8320 220
168.0911 5140 136
169.0995 12368 327
170.0722 332 8
170.106 4924 130
171.0781 972 25
171.1153 16940 449
172.0859 568 15
172.1195 3572 94
173.0946 3172 84
173.1313 5968 158
174.1014 764 20
174.1358 1036 27
175.1109 7912 209
175.147 7288 193
176.1146 1332 35
176.1502 1196 31
177.1236 884 23
178.0769 2728 72
179.0842 5400 143
180.0911 3364 89
181.0606 436 11
181.0997 8044 213
182.1061 4060 107
183.0789 932 24
183.1156 10712 284
184.0863 916 24
184.1202 2992 79
185.0959 1692 44
185.1313 13640 361
186.101 964 25
186.1356 2660 70
187.1098 3088 81
187.1463 6172 163
188.118 3632 96
188.1502 900 23
189.1254 5408 143
189.1625 372 9
191.0848 2508 66
191.1397 440 11
192.0911 2504 66
193.1 5164 136
194.1067 3188 84
195.1153 5948 157
196.0884 360 9
196.1224 2580 68
197.0943 1760 46
197.1312 6636 175
198.1045 488 12
198.1375 1580 41
199.1103 1404 37
199.1463 4532 120
200.117 620 16
201.126 3580 94
201.1629 2332 61
202.1332 876 23
202.1649 560 14
203.0862 304 8
203.1406 1332 35
203.1773 628 16
204.0931 508 13
204.1471 408 10
205.1005 2612 69
206.1076 2796 74
207.115 4576 121
208.1211 2184 57
209.1306 4000 106
210.1366 1276 33
211.1119 1872 49
211.1476 1896 50
212.1171 680 18
212.1536 756 20
213.1254 1624 43
213.1615 500 13
214.1333 464 12
215.1393 608 16
215.1767 324 8
216.1472 988 26
217.1561 672 17
218.1074 624 16
219.1153 1848 49
220.1234 1548 41
221.1317 2452 65
222.1393 1460 38
223.1108 300 7
223.1469 2040 54
224.116 456 12
224.1512 648 17
225.127 1032 27
225.1618 3064 81
226.1328 984 26
226.1677 616 16
227.1408 984 26
227.1784 6132 162
228.15 540 14
228.1802 1212 32
229.1575 568 15
230.1649 328 8
233.1322 2032 53
234.1401 784 20
235.146 888 23
236.1561 800 21
237.1243 952 25
237.162 1776 47
238.1341 996 26
239.14 732 19
239.1764 416 11
241.1597 436 11
242.1652 360 9
243.1729 604 16
245.1888 7976 211
246.1924 1488 39
247.1463 840 22
248.1534 816 21
249.1623 928 24
251.1436 692 18
251.1785 1020 27
252.1497 368 9
253.1575 344 9
253.1948 340 9
254.161 328 8
262.1694 368 9
265.1586 644 17
266.1669 864 22
267.1715 652 17
277.1948 488 12
295.2025 692 18
313.2147 660 17
//
