ACCESSION: MSBNK-Athens_Univ-AU279804
RECORD_TITLE: Norethindrone; 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 2798
CH$NAME: Norethindrone
CH$NAME: (8R,9S,10R,13S,14S,17R)-17-ethynyl-17-hydroxy-13-methyl-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: C20H26O2
CH$EXACT_MASS: 298.1932801
CH$SMILES: C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[C@H]34)[C@@H]1CC[C@@]2(O)C#C
CH$IUPAC: InChI=1S/C20H26O2/c1-3-20(22)11-9-18-17-6-4-13-12-14(21)5-7-15(13)16(17)8-10-19(18,20)2/h1,12,15-18,22H,4-11H2,2H3/t15-,16+,17+,18-,19-,20-/m0/s1
CH$LINK: CAS
68-22-4
CH$LINK: CHEBI
7627
CH$LINK: KEGG
C05028
CH$LINK: LIPIDMAPS
LMST02030097
CH$LINK: PUBCHEM
CID:6230
CH$LINK: INCHIKEY
VIKNJXKGJWUCNN-XGXHKTLJSA-N
CH$LINK: CHEMSPIDER
5994
CH$LINK: COMPTOX
DTXSID9023380
AC$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$CHROMATOGRAPHY: RETENTION_TIME 9.392 min
AC$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 299.2001
MS$FOCUSED_ION: PRECURSOR_M/Z 299.2006
MS$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$SPLASH: splash10-005c-0910000000-516f3444dac7824fadf3
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
109.0637 C7H9O+ 1 109.0648 -10.1
115.0535 C9H7+ 1 115.0542 -6.65
116.0599 C9H8+ 1 116.0621 -18.34
117.0691 C9H9+ 1 117.0699 -6.25
118.0721 C8[13]CH9+ 1 118.0738 -14.45
119.0843 C9H11+ 1 119.0855 -10.54
120.0879 C8[13]CH11+ 1 120.0894 -12.79
121.0633 C8H9O+ 1 121.0648 -12.66
121.1001 C9H13+ 1 121.1012 -8.76
122.1048 C8[13]CH13+ 1 122.1051 -2.54
123.0789 C8H11O+ 1 123.0804 -12.18
123.1159 C9H15+ 1 123.1168 -7.86
127.0529 C10H7+ 1 127.0542 -10.32
128.0608 C10H8+ 1 128.0621 -9.86
129.0683 C10H9+ 1 129.0699 -12.17
130.0756 C10H10+ 1 130.0777 -16.28
131.0843 C10H11+ 1 131.0855 -9.46
132.0556 C9H8O+ 1 132.057 -10.18
132.0888 C9[13]CH11+ 1 132.0894 -4.64
133.0636 C9H9O+ 1 133.0648 -8.71
133.0996 C10H13+ 1 133.1012 -11.5
134.1024 C9[13]CH13+ 1 134.1051 -19.79
135.0791 C9H11O+ 1 135.0804 -9.95
135.1153 C10H15+ 1 135.1168 -10.98
136.0826 C8[13]CH11O+ 1 136.0843 -12.74
136.1201 C9[13]CH15+ 1 136.1207 -4.84
137.0942 C9H13O+ 1 137.0961 -14.02
141.0684 C11H9+ 1 141.0699 -10.63
142.0758 C11H10+ 1 142.0777 -13.17
143.0839 C11H11+ 1 143.0855 -11.64
144.0548 C10H8O+ 1 144.057 -15.32
144.0897 C10[13]CH11+ 1 144.0894 1.82
145.063 C10H9O+ 1 145.0648 -12.36
145.0996 C11H13+ 1 145.1012 -10.73
146.0698 C10H10O+ 1 146.0726 -18.97
146.1037 C10[13]CH13+ 1 146.1051 -9.23
147.0786 C10H11O+ 1 147.0804 -12.31
147.1153 C11H15+ 1 147.1168 -10.07
148.0856 C10H12O+ 1 148.0883 -18.02
148.1189 C10[13]CH15+ 1 148.1207 -12.42
149.0944 C10H13O+ 1 149.0961 -11.4
149.1306 C11H17+ 1 149.1325 -12.51
150.0976 C9[13]CH13O+ 1 150.1 -15.93
151.1101 C10H15O+ 1 151.1117 -10.82
152.0593 C12H8+ 1 152.0621 -18.16
153.0683 C12H9+ 1 153.0699 -10.5
154.0757 C12H10+ 1 154.0777 -12.75
155.084 C12H11+ 1 155.0855 -9.53
156.091 C12H12+ 1 156.0934 -15.25
157.0633 C11H9O+ 1 157.0648 -9.56
157.0994 C12H13+ 1 157.1012 -11.37
158.0704 C11H10O+ 1 158.0726 -14.16
158.1054 C11[13]CH13+ 1 158.1051 1.86
159.0788 C11H11O+ 1 159.0804 -10.21
159.1149 C12H15+ 1 159.1168 -11.81
160.0843 C11H12O+ 1 160.0883 -24.51
160.1203 C11[13]CH15+ 1 160.1207 -2.61
161.0943 C11H13O+ 1 161.0961 -10.87
161.1309 C12H17+ 1 161.1325 -9.82
162.1009 C10[13]CH13O+ 1 162.1 5.65
162.1353 C11[13]CH17+ 1 162.1364 -6.62
163.11 C11H15O+ 1 163.1117 -10.55
164.1126 C10[13]CH15O+ 1 164.1156 -18.31
165.0684 C13H9+ 1 165.0699 -9.03
166.0749 C13H10+ 1 166.0777 -16.78
167.0836 C13H11+ 1 167.0855 -11.47
168.0906 C13H12+ 1 168.0934 -16.26
169.0994 C13H13+ 1 169.1012 -10.57
170.1061 C13H14+ 1 170.109 -17.23
171.115 C13H15+ 1 171.1168 -10.64
172.1193 C12[13]CH15+ 1 172.1207 -8.39
173.0942 C12H13O+ 1 173.0961 -10.74
173.1306 C13H17+ 1 173.1325 -10.65
174.0996 C12H14O+ 1 174.1039 -24.66
174.1348 C12[13]CH17+ 1 174.1364 -8.92
175.1101 C12H15O+ 1 175.1117 -9.6
176.1145 C11[13]CH15O+ 1 176.1156 -6.68
177.1244 C12H17O+ 1 177.1274 -16.74
178.0762 C14H10+ 1 178.0777 -8.64
179.084 C14H11+ 1 179.0855 -8.75
180.0913 C14H12+ 1 180.0934 -11.41
181.0993 C14H13+ 1 181.1012 -10.43
182.106 C14H14+ 1 182.109 -16.26
183.0792 C13H11O+ 1 183.0804 -6.76
183.1153 C14H15+ 1 183.1168 -8.15
184.087 C13H12O+ 1 184.0883 -6.74
184.121 C14H16+ 1 184.1247 -20.01
185.0952 C13H13O+ 1 185.0961 -4.72
185.1309 C14H17+ 1 185.1325 -8.33
186.1357 C13[13]CH17+ 1 186.1364 -3.75
187.1103 C13H15O+ 1 187.1117 -7.89
187.1471 C14H19+ 1 187.1481 -5.63
188.1179 C13H16O+ 1 188.1196 -9.01
188.1524 C13[13]CH19+ 1 188.152 1.98
189.1259 C13H17O+ 1 189.1274 -7.92
189.1624 C14H21+ 1 189.1638 -7.11
190.0758 C15H10+ 1 190.0777 -10.12
190.133 C13H18O+ 1 190.1352 -11.76
191.0845 C15H11+ 1 191.0855 -5.55
192.0904 C15H12+ 1 192.0934 -15.27
193.0995 C15H13+ 1 193.1012 -8.58
194.1071 C15H14+ 1 194.109 -9.71
195.0809 C14H11O+ 1 195.0804 2.56
195.1156 C15H15+ 1 195.1168 -6.05
196.0861 C14H12O+ 1 196.0883 -11.1
196.1227 C15H16+ 1 196.1247 -9.96
197.0939 C14H13O+ 1 197.0961 -11.29
197.1317 C15H17+ 1 197.1325 -3.89
198.1011 C14H14O+ 1 198.1039 -14.3
198.1377 C15H18+ 1 198.1403 -13.36
199.1088 C14H15O+ 1 199.1117 -14.91
199.1465 C15H19+ 1 199.1481 -8.26
200.1156 C14H16O+ 1 200.1196 -19.65
200.1523 C15H20+ 1 200.156 -18.16
201.1262 C14H17O+ 1 201.1274 -5.77
202.133 C14H18O+ 1 202.1352 -11.01
203.0853 C16H11+ 1 203.0855 -1.08
203.1406 C14H19O+ 1 203.143 -12.17
204.0921 C16H12+ 1 204.0934 -5.98
205.1002 C16H13+ 1 205.1012 -4.84
206.1071 C16H14+ 1 206.109 -9.07
207.1151 C16H15+ 1 207.1168 -8.29
208.1219 C16H16+ 1 208.1247 -13.4
209.13 C16H17+ 1 209.1325 -11.75
210.1367 C15[13]CH17+ 1 210.1364 1.74
211.1124 C15H15O+ 1 211.1117 3.13
211.1456 C16H19+ 1 211.1481 -12.18
212.1497 C15[13]CH19+ 1 212.152 -11.19
213.1261 C15H17O+ 1 213.1274 -6.13
213.1622 C16H21+ 1 213.1638 -7.48
214.1311 C15H18O+ 1 214.1352 -19.43
214.166 C15[13]CH21+ 1 214.1677 -8.07
215.1396 C15H19O+ 1 215.143 -15.92
216.1474 C15H20O+ 1 216.1509 -15.89
218.1069 C17H14+ 1 218.109 -9.75
219.1163 C17H15+ 1 219.1168 -2.31
220.122 C17H16+ 1 220.1247 -12
221.1311 C17H17+ 1 221.1325 -6.33
222.1375 C17H18+ 1 222.1403 -12.61
223.1117 C16H15O+ 1 223.1117 -0.19
223.1459 C17H19+ 1 223.1481 -9.83
224.1162 C16H16O+ 1 224.1196 -15.16
224.123 C16H16O+ 1 224.1196 15.25
224.1536 C16[13]CH19+ 1 224.152 6.81
225.1246 C16H17O+ 1 225.1274 -12.47
225.1641 C17H21+ 1 225.1638 1.21
226.1326 C16H18O+ 1 226.1352 -11.64
227.1405 C16H19O+ 1 227.143 -11.08
229.1557 C16H21O+ 1 229.1587 -13.09
231.1723 C16H23O+ 1 231.1743 -8.66
232.1761 C15[13]CH23O+ 1 232.1782 -9.16
233.1318 C18H17+ 1 233.1325 -3.09
234.1351 C18H18+ 1 234.1403 -22.1
235.1476 C18H19+ 1 235.1481 -2.03
236.1521 C18H20+ 1 236.156 -16.31
237.163 C18H21+ 1 237.1638 -3.13
238.1335 C17H18O+ 1 238.1352 -7.31
238.1658 C17[13]CH21+ 1 238.1677 -7.75
239.1415 C17H19O+ 1 239.143 -6.28
239.1767 C18H23+ 1 239.1794 -11.31
241.1592 C17H21O+ 1 241.1587 1.96
247.1486 C19H19+ 1 247.1481 1.97
248.1571 C19H20+ 1 248.156 4.43
252.1458 C18H20O+ 1 252.1509 -20.14
253.1576 C18H21O+ 1 253.1587 -4.22
263.1809 C20H23+ 1 263.1794 5.44
265.1579 C19H21O+ 1 265.1587 -2.85
266.1651 C19H22O+ 1 266.1665 -5.51
281.1901 C20H25O+ 1 281.19 0.55
299.2022 C20H27O2+ 1 299.2006 5.4
PK$NUM_PEAK: 170
PK$PEAK: m/z int. rel.int.
109.0637 492 17
115.0535 12940 448
116.0599 3072 106
117.0691 9804 339
118.0721 912 31
119.0843 13616 472
120.0879 2136 74
121.0633 2088 72
121.1001 4736 164
122.1048 592 20
123.0789 4256 147
123.1159 1864 64
127.0529 1772 61
128.0608 20488 710
129.0683 26272 910
130.0756 7816 270
131.0843 24320 843
132.0556 576 19
132.0888 2828 98
133.0636 3828 132
133.0996 9092 315
134.1024 1036 35
135.0791 20676 716
135.1153 2184 75
136.0826 2280 79
136.1201 316 10
137.0942 1392 48
141.0684 13840 479
142.0758 11724 406
143.0839 28816 999
144.0548 728 25
144.0897 5328 184
145.063 2740 94
145.0996 22956 795
146.0698 1080 37
146.1037 2616 90
147.0786 4120 142
147.1153 3392 117
148.0856 1644 56
148.1189 456 15
149.0944 8420 291
149.1306 840 29
150.0976 1020 35
151.1101 408 14
152.0593 1608 55
153.0683 3924 136
154.0757 4728 163
155.084 13172 456
156.091 9628 333
157.0633 1236 42
157.0994 16600 575
158.0704 608 21
158.1054 2764 95
159.0788 3092 107
159.1149 7004 242
160.0843 1284 44
160.1203 876 30
161.0943 11944 414
161.1309 6604 228
162.1009 2200 76
162.1353 1080 37
163.11 5284 183
164.1126 948 32
165.0684 4468 154
166.0749 3604 124
167.0836 6660 230
168.0906 4380 151
169.0994 12992 450
170.1061 3688 127
171.115 18200 630
172.1193 3008 104
173.0942 1760 61
173.1306 6440 223
174.0996 800 27
174.1348 944 32
175.1101 5440 188
176.1145 952 33
177.1244 468 16
178.0762 2808 97
179.084 4456 154
180.0913 3232 112
181.0993 6316 218
182.106 3000 104
183.0792 828 28
183.1153 5352 185
184.087 600 20
184.121 1800 62
185.0952 1272 44
185.1309 6540 226
186.1357 940 32
187.1103 1320 45
187.1471 2080 72
188.1179 1904 66
188.1524 300 10
189.1259 1424 49
189.1624 636 22
190.0758 324 11
190.133 428 14
191.0845 1644 56
192.0904 2464 85
193.0995 4256 147
194.1071 2204 76
195.0809 396 13
195.1156 4192 145
196.0861 456 15
196.1227 2140 74
197.0939 1124 38
197.1317 2768 95
198.1011 736 25
198.1377 1164 40
199.1088 1172 40
199.1465 840 29
200.1156 576 19
200.1523 340 11
201.1262 1836 63
202.133 1112 38
203.0853 388 13
203.1406 624 21
204.0921 352 12
205.1002 2228 77
206.1071 1936 67
207.1151 2356 81
208.1219 1972 68
209.13 2436 84
210.1367 664 23
211.1124 836 28
211.1456 3124 108
212.1497 620 21
213.1261 800 27
213.1622 5232 181
214.1311 552 19
214.166 1356 47
215.1396 424 14
216.1474 424 14
218.1069 448 15
219.1163 1408 48
220.122 1172 40
221.1311 2348 81
222.1375 756 26
223.1117 464 16
223.1459 2664 92
224.1162 312 10
224.123 416 14
224.1536 548 18
225.1246 1036 35
225.1641 508 17
226.1326 440 15
227.1405 508 17
229.1557 516 17
231.1723 5668 196
232.1761 1144 39
233.1318 1172 40
234.1351 664 23
235.1476 944 32
236.1521 400 13
237.163 884 30
238.1335 304 10
238.1658 328 11
239.1415 412 14
239.1767 420 14
241.1592 352 12
247.1486 348 12
248.1571 604 20
252.1458 300 10
253.1576 488 16
263.1809 664 23
265.1579 428 14
266.1651 368 12
281.1901 536 18
299.2022 312 10
//
