ACCESSION: MSBNK-Athens_Univ-AU280603
RECORD_TITLE: Norgestrel; LC-ESI-QTOF; MS2; CE: 30 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$MASS_SPECTROMETRY: COLLISION_ENERGY 30 eV
AC$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$FOCUSED_ION: BASE_PEAK 313.2163
MS$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: splash10-053b-0930000000-bb6f2a77d948f2a70b6e
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
109.065 C7H9O+ 1 109.0648 2.13
115.0538 C9H7+ 1 115.0542 -3.43
116.0613 C9H8+ 1 116.0621 -6.48
117.0691 C9H9+ 1 117.0699 -6.34
118.0717 C8[13]CH9+ 1 118.0738 -18.03
119.0847 C9H11+ 1 119.0855 -6.98
120.0881 C8[13]CH11+ 1 120.0894 -10.92
121.0638 C8H9O+ 1 121.0648 -8.18
121.1005 C9H13+ 1 121.1012 -5.98
122.0676 C7[13]CH9O+ 1 122.0687 -8.8
122.1055 C8[13]CH13+ 1 122.1051 3.06
123.0794 C8H11O+ 1 123.0804 -8.55
123.1156 C9H15+ 1 123.1168 -10.23
124.1194 C8[13]CH15+ 1 124.1207 -10.51
125.0951 C8H13O+ 1 125.0961 -7.53
127.0527 C10H7+ 1 127.0542 -12.09
128.0611 C10H8+ 1 128.0621 -7.22
129.0686 C10H9+ 1 129.0699 -9.64
130.0749 C10H10+ 1 130.0777 -21.2
131.0846 C10H11+ 1 131.0855 -6.93
132.0578 C9H8O+ 1 132.057 6.68
132.0882 C9[13]CH11+ 1 132.0894 -9.32
133.0636 C9H9O+ 1 133.0648 -8.78
133.1004 C10H13+ 1 133.1012 -5.69
134.0691 C8[13]CH9O+ 1 134.0687 2.72
134.1037 C9[13]CH13+ 1 134.1051 -10.66
135.0795 C9H11O+ 1 135.0804 -7.04
135.1158 C10H15+ 1 135.1168 -7.42
136.0827 C8[13]CH11O+ 1 136.0843 -12.07
136.1187 C9[13]CH15+ 1 136.1207 -14.83
137.095 C9H13O+ 1 137.0961 -8.05
137.1311 C10H17+ 1 137.1325 -9.82
138.0998 C8[13]CH13O+ 1 138.1 -1.6
138.134 C9[13]CH17+ 1 138.1364 -16.93
141.0688 C11H9+ 1 141.0699 -7.97
142.0764 C11H10+ 1 142.0777 -8.9
143.0844 C11H11+ 1 143.0855 -8.18
144.0549 C10H8O+ 1 144.057 -14.57
144.0906 C11H12+ 1 144.0934 -19.04
145.0636 C10H9O+ 1 145.0648 -8.01
145.1001 C11H13+ 1 145.1012 -7.21
146.1038 C10[13]CH13+ 1 146.1051 -8.85
147.0796 C10H11O+ 1 147.0804 -6.06
147.1155 C11H15+ 1 147.1168 -9.03
148.0852 C10H12O+ 1 148.0883 -20.75
148.1189 C10[13]CH15+ 1 148.1207 -12.19
149.0948 C10H13O+ 1 149.0961 -8.41
149.1307 C11H17+ 1 149.1325 -12.05
150.0984 C9[13]CH13O+ 1 150.1 -10.47
150.1335 C10[13]CH17+ 1 150.1364 -19.43
151.1116 C10H15O+ 1 151.1117 -0.7
152.0609 C12H8+ 1 152.0621 -7.47
153.0683 C12H9+ 1 153.0699 -10.12
154.0758 C12H10+ 1 154.0777 -12.05
155.0843 C12H11+ 1 155.0855 -8.1
156.0901 C12H12+ 1 156.0934 -20.8
157.0634 C11H9O+ 1 157.0648 -8.7
157.1 C12H13+ 1 157.1012 -7.31
158.0709 C11H10O+ 1 158.0726 -10.72
158.1046 C11[13]CH13+ 1 158.1051 -2.74
159.079 C11H11O+ 1 159.0804 -8.94
159.1157 C12H15+ 1 159.1168 -7.14
160.0844 C10[13]CH11O+ 1 160.0843 0.37
160.1193 C11[13]CH15+ 1 160.1207 -8.79
161.0948 C11H13O+ 1 161.0961 -8.21
161.131 C12H17+ 1 161.1325 -9.16
162.0994 C10[13]CH13O+ 1 162.1 -3.8
162.1348 C11[13]CH17+ 1 162.1364 -9.74
163.1106 C11H15O+ 1 163.1117 -7.26
163.1479 C12H19+ 1 163.1481 -1.65
164.1134 C10[13]CH15O+ 1 164.1156 -13.75
164.1512 C11[13]CH19+ 1 164.152 -4.9
165.0685 C13H9+ 1 165.0699 -8.22
165.1266 C11H17O+ 1 165.1274 -5.02
166.076 C13H10+ 1 166.0777 -10.07
167.0841 C13H11+ 1 167.0855 -8.48
168.0914 C13H12+ 1 168.0934 -11.44
169.0997 C13H13+ 1 169.1012 -8.92
170.1061 C13H14+ 1 170.109 -16.91
171.1154 C13H15+ 1 171.1168 -8.58
172.084 C12H12O+ 1 172.0883 -24.94
172.1195 C12[13]CH15+ 1 172.1207 -7.17
173.0945 C12H13O+ 1 173.0961 -9.44
173.1314 C13H17+ 1 173.1325 -5.93
174.1008 C12H14O+ 1 174.1039 -17.97
174.1349 C12[13]CH17+ 1 174.1364 -8.76
175.1106 C12H15O+ 1 175.1117 -6.57
175.1467 C13H19+ 1 175.1481 -7.93
176.1143 C11[13]CH15O+ 1 176.1156 -7.41
176.1497 C12[13]CH19+ 1 176.152 -13.4
177.1263 C12H17O+ 1 177.1274 -6.13
178.0766 C14H10+ 1 178.0777 -6.19
179.0842 C14H11+ 1 179.0855 -7.41
180.0904 C14H12+ 1 180.0934 -16.61
181.1001 C14H13+ 1 181.1012 -5.97
182.1057 C14H14+ 1 182.109 -17.88
183.08 C13H11O+ 1 183.0804 -2.27
183.1159 C14H15+ 1 183.1168 -5.29
184.0886 C13H12O+ 1 184.0883 1.92
184.1201 C14H16+ 1 184.1247 -24.84
185.0947 C13H13O+ 1 185.0961 -7.39
185.1314 C14H17+ 1 185.1325 -5.6
186.1003 C12[13]CH13O+ 1 186.1 1.4
186.1353 C13[13]CH17+ 1 186.1364 -6.04
187.1104 C13H15O+ 1 187.1117 -7.38
187.1469 C14H19+ 1 187.1481 -6.58
188.1182 C13H16O+ 1 188.1196 -7.31
188.1504 C13[13]CH19+ 1 188.152 -8.92
189.1262 C13H17O+ 1 189.1274 -6.45
189.1624 C14H21+ 1 189.1638 -7.26
190.1294 C12[13]CH17O+ 1 190.1313 -9.81
191.0848 C15H11+ 1 191.0855 -3.7
191.1425 C13H19O+ 1 191.143 -2.75
192.0911 C15H12+ 1 192.0934 -11.94
192.1468 C13H20O+ 1 192.1509 -21.29
193.0997 C15H13+ 1 193.1012 -7.68
194.1076 C15H14+ 1 194.109 -6.97
195.1162 C15H15+ 1 195.1168 -3.02
196.1218 C15H16+ 1 196.1247 -14.67
197.0951 C14H13O+ 1 197.0961 -4.81
197.1315 C15H17+ 1 197.1325 -5.09
198.1004 C14H14O+ 1 198.1039 -17.82
198.1366 C14[13]CH17+ 1 198.1364 0.96
199.1104 C14H15O+ 1 199.1117 -6.56
199.1466 C15H19+ 1 199.1481 -7.8
200.1161 C14H16O+ 1 200.1196 -17.18
200.1527 C14[13]CH19+ 1 200.152 3.36
201.126 C14H17O+ 1 201.1274 -6.73
201.162 C15H21+ 1 201.1638 -8.88
202.1321 C13[13]CH17O+ 1 202.1313 3.84
202.1675 C14[13]CH21+ 1 202.1677 -1.11
203.1423 C14H19O+ 1 203.143 -3.6
203.1776 C15H23+ 1 203.1794 -8.82
204.1467 C13[13]CH19O+ 1 204.1469 -1.27
204.181 C14[13]CH23+ 1 204.1833 -11.52
205.1008 C16H13+ 1 205.1012 -1.73
205.156 C14H21O+ 1 205.1587 -12.91
206.1074 C16H14+ 1 206.109 -7.9
207.1155 C16H15+ 1 207.1168 -6.62
208.1225 C16H16+ 1 208.1247 -10.17
209.1311 C16H17+ 1 209.1325 -6.6
210.1369 C16H18+ 1 210.1403 -16.23
211.1107 C15H15O+ 1 211.1117 -4.86
211.1473 C16H19+ 1 211.1481 -4.05
212.1151 C15H16O+ 1 212.1196 -21.22
212.153 C15[13]CH19+ 1 212.152 4.77
213.1262 C15H17O+ 1 213.1274 -5.69
213.1617 C16H21+ 1 213.1638 -9.57
214.1313 C15H18O+ 1 214.1352 -18.24
214.1669 C15[13]CH21+ 1 214.1677 -3.84
215.1421 C15H19O+ 1 215.143 -4.33
215.1772 C16H23+ 1 215.1794 -10.43
216.1473 C15H20O+ 1 216.1509 -16.72
217.1576 C15H21O+ 1 217.1587 -5.22
217.1952 C16H25+ 1 217.1951 0.54
219.1151 C17H15+ 1 219.1168 -8.08
220.1241 C17H16+ 1 220.1247 -2.44
221.1318 C17H17+ 1 221.1325 -3.25
222.1384 C17H18+ 1 222.1403 -8.39
223.1132 C16H15O+ 1 223.1117 6.54
223.1476 C17H19+ 1 223.1481 -2.58
224.1201 C16H16O+ 1 224.1196 2.44
224.1516 C17H20+ 1 224.156 -19.44
225.1262 C16H17O+ 1 225.1274 -5.25
225.1628 C17H21+ 1 225.1638 -4.37
226.134 C16H18O+ 1 226.1352 -5.57
226.1664 C16[13]CH21+ 1 226.1677 -5.57
227.1413 C16H19O+ 1 227.143 -7.52
227.1785 C17H23+ 1 227.1794 -4.11
228.1489 C16H20O+ 1 228.1509 -8.8
228.1824 C16[13]CH23+ 1 228.1833 -4
229.1582 C16H21O+ 1 229.1587 -2.19
229.184 C15[13]C2H23+ 1 229.1867 -11.65
230.1648 C15[13]CH21O+ 1 230.1626 9.43
231.1722 C16H23O+ 1 231.1743 -9.21
233.132 C18H17+ 1 233.1325 -2.22
233.1895 C16H25O+ 1 233.19 -2.18
234.1382 C18H18+ 1 234.1403 -9.16
235.1466 C18H19+ 1 235.1481 -6.51
236.1533 C18H20+ 1 236.156 -11.26
237.1284 C17H17O+ 1 237.1274 4.25
237.1627 C18H21+ 1 237.1638 -4.57
238.1363 C17H18O+ 1 238.1352 4.52
238.1668 C17[13]CH21+ 1 238.1677 -3.6
239.1427 C17H19O+ 1 239.143 -1.38
239.179 C18H23+ 1 239.1794 -1.97
240.1455 C16[13]CH19O+ 1 240.1469 -5.88
240.1852 C17[13]CH23+ 1 240.1833 7.92
241.158 C17H21O+ 1 241.1587 -2.82
242.1639 C16[13]CH21O+ 1 242.1626 5.49
243.1739 C17H23O+ 1 243.1743 -1.66
244.1771 C16[13]CH23O+ 1 244.1782 -4.84
245.1894 C17H25O+ 1 245.19 -2.3
246.1929 C16[13]CH25O+ 1 246.1939 -3.97
247.1476 C19H19+ 1 247.1481 -2.03
247.1951 C15[13]C2H25O+ 1 247.1973 -8.64
248.1552 C19H20+ 1 248.156 -3.05
249.1623 C19H21+ 1 249.1638 -5.93
250.1669 C18[13]CH21+ 1 250.1677 -3.17
251.1423 C18H19O+ 1 251.143 -2.87
251.1795 C19H23+ 1 251.1794 0.33
252.1494 C18H20O+ 1 252.1509 -5.94
252.1841 C18[13]CH23+ 1 252.1833 3.24
253.1576 C18H21O+ 1 253.1587 -4.26
253.1941 C19H25+ 1 253.1951 -3.86
254.163 C18H22O+ 1 254.1665 -13.69
254.1964 C18[13]CH25+ 1 254.199 -10.16
255.1723 C18H23O+ 1 255.1743 -8.08
256.1789 C18H24O+ 1 256.1822 -12.74
257.1908 C18H25O+ 1 257.19 3.16
262.1724 C20H22+ 1 262.1716 2.98
265.1575 C19H21O+ 1 265.1587 -4.56
266.1659 C19H22O+ 1 266.1665 -2.5
267.1721 C19H23O+ 1 267.1743 -8.33
267.2103 C20H27+ 1 267.2107 -1.73
268.1753 C18[13]CH23O+ 1 268.1782 -10.89
269.1891 C19H25O+ 1 269.19 -3.29
277.1937 C21H25+ 1 277.1951 -5.06
278.1983 C20[13]CH25+ 1 278.199 -2.55
280.18 C20H24O+ 1 280.1822 -7.59
284.1773 C19H24O2+ 1 284.1771 0.82
285.1823 C19H25O2+ 1 285.1849 -9.07
295.2045 C21H27O+ 1 295.2056 -3.89
296.2079 C20[13]CH27O+ 1 296.2095 -5.6
313.2162 C21H29O2+ 1 313.2162 -0.02
314.2193 C20[13]CH29O2+ 1 314.2201 -2.61
315.2222 C19[13]C2H29O2+ 1 315.2235 -3.98
PK$NUM_PEAK: 227
PK$PEAK: m/z int. rel.int.
109.065 692 8
115.0538 6972 85
116.0613 2396 29
117.0691 13652 167
118.0717 1932 23
119.0847 15900 195
120.0881 1780 21
121.0638 5268 64
121.1005 6336 77
122.0676 772 9
122.1055 636 7
123.0794 11856 145
123.1156 8700 106
124.1194 1036 12
125.0951 3040 37
127.0527 720 8
128.0611 10304 126
129.0686 26432 324
130.0749 6212 76
131.0846 45900 563
132.0578 424 5
132.0882 5136 63
133.0636 8508 104
133.1004 39712 487
134.0691 1008 12
134.1037 4580 56
135.0795 38988 478
135.1158 16412 201
136.0827 4152 50
136.1187 1932 23
137.095 3632 44
137.1311 4924 60
138.0998 596 7
138.134 636 7
141.0688 11044 135
142.0764 7392 90
143.0844 31568 387
144.0549 480 5
144.0906 6556 80
145.0636 3164 38
145.1001 46544 571
146.1038 6160 75
147.0796 11368 139
147.1155 14844 182
148.0852 2500 30
148.1189 1896 23
149.0948 28928 354
149.1307 6236 76
150.0984 3396 41
150.1335 1044 12
151.1116 2172 26
152.0609 448 5
153.0683 2148 26
154.0758 2108 25
155.0843 13608 166
156.0901 5840 71
157.0634 2064 25
157.1 35656 437
158.0709 560 6
158.1046 6372 78
159.079 10608 130
159.1157 33752 414
160.0844 1824 22
160.1193 5940 72
161.0948 25552 313
161.131 6760 82
162.0994 4108 50
162.1348 1476 18
163.1106 17952 220
163.1479 2224 27
164.1134 2560 31
164.1512 484 5
165.0685 2900 35
165.1266 692 8
166.076 1844 22
167.0841 7864 96
168.0914 3624 44
169.0997 18532 227
170.1061 5032 61
171.1154 30412 373
172.084 468 5
172.1195 5716 70
173.0945 4824 59
173.1314 14184 174
174.1008 1156 14
174.1349 2764 33
175.1106 16996 208
175.1467 15312 187
176.1143 2988 36
176.1497 2696 33
177.1263 2688 32
178.0766 1160 14
179.0842 4848 59
180.0904 3176 38
181.1001 10532 129
182.1057 3500 42
183.08 1364 16
183.1159 20916 256
184.0886 632 7
184.1201 5760 70
185.0947 5848 71
185.1314 35872 440
186.1003 1200 14
186.1353 7956 97
187.1104 6732 82
187.1469 21536 264
188.1182 3684 45
188.1504 3352 41
189.1262 10300 126
189.1624 576 7
190.1294 1716 21
191.0848 1084 13
191.1425 1488 18
192.0911 1524 18
192.1468 448 5
193.0997 5656 69
194.1076 2236 27
195.1162 11268 138
196.1218 3616 44
197.0951 2944 36
197.1315 13392 164
198.1004 884 10
198.1366 3496 42
199.1104 4172 51
199.1466 16340 200
200.1161 1108 13
200.1527 3952 48
201.126 8468 103
201.162 5136 63
202.1321 2052 25
202.1675 860 10
203.1423 5980 73
203.1776 1912 23
204.1467 980 12
204.181 444 5
205.1008 1828 22
205.156 520 6
206.1074 2396 29
207.1155 7460 91
208.1225 4348 53
209.1311 7804 95
210.1369 2548 31
211.1107 3408 41
211.1473 5672 69
212.1151 1296 15
212.153 1692 20
213.1262 4068 49
213.1617 3268 40
214.1313 1240 15
214.1669 648 7
215.1421 3628 44
215.1772 2036 24
216.1473 1484 18
217.1576 1384 16
217.1952 792 9
219.1151 1732 21
220.1241 3500 42
221.1318 7172 87
222.1384 2408 29
223.1132 444 5
223.1476 5564 68
224.1201 512 6
224.1516 1876 23
225.1262 3640 44
225.1628 11032 135
226.134 1336 16
226.1664 2048 25
227.1413 2312 28
227.1785 30096 369
228.1489 920 11
228.1824 5536 67
229.1582 1828 22
229.184 480 5
230.1648 500 6
231.1722 560 6
233.132 2328 28
233.1895 544 6
234.1382 1580 19
235.1466 7020 86
236.1533 2688 32
237.1284 828 10
237.1627 10804 132
238.1363 1060 13
238.1668 2944 36
239.1427 3352 41
239.179 2008 24
240.1455 888 10
240.1852 648 7
241.158 3232 39
242.1639 692 8
243.1739 2592 31
244.1771 740 9
245.1894 81424 999
246.1929 15324 188
247.1476 1432 17
247.1951 1928 23
248.1552 4432 54
249.1623 6288 77
250.1669 1208 14
251.1423 844 10
251.1795 3528 43
252.1494 816 10
252.1841 1152 14
253.1576 2304 28
253.1941 2632 32
254.163 928 11
254.1964 708 8
255.1723 1444 17
256.1789 564 6
257.1908 492 6
262.1724 768 9
265.1575 1004 12
266.1659 4164 51
267.1721 4728 58
267.2103 1480 18
268.1753 1052 12
269.1891 956 11
277.1937 6748 82
278.1983 2164 26
280.18 672 8
284.1773 1116 13
285.1823 716 8
295.2045 11704 143
296.2079 3836 47
313.2162 23512 288
314.2193 5780 70
315.2222 616 7
//
