ACCESSION: MSBNK-Athens_Univ-AU279803
RECORD_TITLE: Norethindrone; 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 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 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$CHROMATOGRAPHY: RETENTION_TIME 9.343 min
AC$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 299.2005
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$SPLASH: splash10-001j-0930000000-17cd798b66df93c874d0
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
109.0638 C7H9O+ 1 109.0648 -8.75
115.0536 C9H7+ 1 115.0542 -5.04
116.06 C9H8+ 1 116.0621 -17.28
117.0691 C9H9+ 1 117.0699 -6.24
118.0719 C8[13]CH9+ 1 118.0738 -15.83
119.0848 C9H11+ 1 119.0855 -6.49
120.0878 C8[13]CH11+ 1 120.0894 -13.22
121.064 C8H9O+ 1 121.0648 -6.35
121.1002 C9H13+ 1 121.1012 -7.7
122.0678 C7[13]CH9O+ 1 122.0687 -7.56
122.103 C8[13]CH13+ 1 122.1051 -17.21
123.0797 C8H11O+ 1 123.0804 -6.15
123.1162 C9H15+ 1 123.1168 -4.71
124.0833 C7[13]CH11O+ 1 124.0843 -8.55
124.1187 C8[13]CH15+ 1 124.1207 -15.99
125.0946 C8H13O+ 1 125.0961 -11.95
127.0517 C10H7+ 1 127.0542 -19.52
128.061 C10H8+ 1 128.0621 -8.47
129.0687 C10H9+ 1 129.0699 -9.29
130.0754 C10H10+ 1 130.0777 -17.91
131.0845 C10H11+ 1 131.0855 -7.53
132.0589 C9H8O+ 1 132.057 14.64
132.0876 C9[13]CH11+ 1 132.0894 -13.51
133.0638 C9H9O+ 1 133.0648 -7.45
133.1 C10H13+ 1 133.1012 -8.52
134.069 C8[13]CH9O+ 1 134.0687 2.27
134.1043 C9[13]CH13+ 1 134.1051 -6.19
135.0796 C9H11O+ 1 135.0804 -6.58
135.1162 C10H15+ 1 135.1168 -4.47
136.0829 C8[13]CH11O+ 1 136.0843 -10.5
136.1193 C9[13]CH15+ 1 136.1207 -10.6
137.0954 C9H13O+ 1 137.0961 -4.79
138.1003 C8[13]CH13O+ 1 138.1 1.88
141.0688 C11H9+ 1 141.0699 -7.86
142.0759 C11H10+ 1 142.0777 -12.82
143.0843 C11H11+ 1 143.0855 -8.73
144.0568 C10H8O+ 1 144.057 -1.13
144.0895 C10[13]CH11+ 1 144.0894 0.2
145.064 C10H9O+ 1 145.0648 -5.62
145.1001 C11H13+ 1 145.1012 -7.34
146.0702 C10H10O+ 1 146.0726 -16.58
146.1037 C10[13]CH13+ 1 146.1051 -9.51
147.0793 C10H11O+ 1 147.0804 -7.74
147.1156 C11H15+ 1 147.1168 -8.15
148.1204 C10[13]CH15+ 1 148.1207 -2.33
149.095 C10H13O+ 1 149.0961 -7.52
149.1313 C11H17+ 1 149.1325 -7.98
150.0987 C9[13]CH13O+ 1 150.1 -8.56
151.1116 C10H15O+ 1 151.1117 -1.11
152.0614 C12H8+ 1 152.0621 -4.4
153.0698 C12H9+ 1 153.0699 -0.63
154.0766 C12H10+ 1 154.0777 -6.98
155.0843 C12H11+ 1 155.0855 -7.9
156.0914 C12H12+ 1 156.0934 -12.33
157.0639 C11H9O+ 1 157.0648 -5.84
157.1 C12H13+ 1 157.1012 -7.78
158.1042 C11[13]CH13+ 1 158.1051 -5.4
159.0792 C11H11O+ 1 159.0804 -7.85
159.1157 C12H15+ 1 159.1168 -6.84
160.0838 C10[13]CH11O+ 1 160.0843 -3.38
160.1191 C11[13]CH15+ 1 160.1207 -10.11
161.0949 C11H13O+ 1 161.0961 -7.69
161.1311 C12H17+ 1 161.1325 -8.7
162.0996 C10[13]CH13O+ 1 162.1 -2.41
162.1342 C11[13]CH17+ 1 162.1364 -13.18
163.1107 C11H15O+ 1 163.1117 -6.49
164.1138 C10[13]CH15O+ 1 164.1156 -11.01
165.0685 C13H9+ 1 165.0699 -8.2
166.076 C13H10+ 1 166.0777 -10.02
167.0841 C13H11+ 1 167.0855 -8.57
168.0915 C13H12+ 1 168.0934 -11.2
169.0999 C13H13+ 1 169.1012 -7.77
170.1058 C12[13]CH13+ 1 170.1051 4.24
171.1156 C13H15+ 1 171.1168 -7.25
172.0863 C12H12O+ 1 172.0883 -11.15
172.1198 C12[13]CH15+ 1 172.1207 -5.44
173.0954 C12H13O+ 1 173.0961 -3.72
173.1313 C13H17+ 1 173.1325 -6.75
174.0994 C11[13]CH13O+ 1 174.1 -3.33
174.1344 C12[13]CH17+ 1 174.1364 -11.39
175.1104 C12H15O+ 1 175.1117 -7.63
175.1453 C13H19+ 1 175.1481 -16.17
176.1147 C11[13]CH15O+ 1 176.1156 -5.22
177.1273 C12H17O+ 1 177.1274 -0.54
178.0774 C14H10+ 1 178.0777 -1.56
179.0841 C14H11+ 1 179.0855 -8.06
180.0907 C14H12+ 1 180.0934 -14.45
181.0999 C14H13+ 1 181.1012 -6.85
182.1058 C14H14+ 1 182.109 -17.39
183.0789 C13H11O+ 1 183.0804 -8.45
183.1157 C14H15+ 1 183.1168 -6.41
184.0863 C13H12O+ 1 184.0883 -10.51
184.1211 C13[13]CH15+ 1 184.1207 1.75
185.095 C13H13O+ 1 185.0961 -6.02
185.1313 C14H17+ 1 185.1325 -6.38
186.0995 C13H14O+ 1 186.1039 -23.9
186.1361 C13[13]CH17+ 1 186.1364 -1.69
187.1106 C13H15O+ 1 187.1117 -6.31
187.148 C14H19+ 1 187.1481 -0.83
188.1179 C13H16O+ 1 188.1196 -8.8
188.1504 C13[13]CH19+ 1 188.152 -8.48
189.126 C13H17O+ 1 189.1274 -7.45
189.1638 C14H21+ 1 189.1638 0.07
190.0781 C15H10+ 1 190.0777 1.94
190.1306 C12[13]CH17O+ 1 190.1313 -3.74
191.085 C15H11+ 1 191.0855 -2.8
191.1404 C13H19O+ 1 191.143 -13.83
192.0923 C15H12+ 1 192.0934 -5.45
193.1005 C15H13+ 1 193.1012 -3.58
194.1066 C15H14+ 1 194.109 -12.56
195.1157 C15H15+ 1 195.1168 -5.76
196.0882 C14H12O+ 1 196.0883 -0.15
196.121 C15H16+ 1 196.1247 -18.83
197.0942 C14H13O+ 1 197.0961 -9.49
197.131 C15H17+ 1 197.1325 -7.57
198.101 C14H14O+ 1 198.1039 -14.76
198.1373 C14[13]CH17+ 1 198.1364 4.82
199.1101 C14H15O+ 1 199.1117 -8.38
199.1469 C15H19+ 1 199.1481 -5.95
200.1156 C14H16O+ 1 200.1196 -19.79
200.1515 C14[13]CH19+ 1 200.152 -2.75
201.1264 C14H17O+ 1 201.1274 -4.87
201.1628 C15H21+ 1 201.1638 -4.65
202.1322 C13[13]CH17O+ 1 202.1313 4.4
203.1038 C13H15O2+ 1 203.1067 -13.91
203.1414 C14H19O+ 1 203.143 -8.17
203.1757 C15H23+ 1 203.1794 -18.23
205.1 C16H13+ 1 205.1012 -5.93
206.1074 C16H14+ 1 206.109 -7.56
207.1158 C16H15+ 1 207.1168 -4.99
208.1222 C16H16+ 1 208.1247 -11.69
209.0931 C15H13O+ 1 209.0961 -14.51
209.1311 C16H17+ 1 209.1325 -6.4
210.1032 C15H14O+ 1 210.1039 -3.22
210.1351 C15[13]CH17+ 1 210.1364 -6.1
211.1113 C15H15O+ 1 211.1117 -2.06
211.1475 C16H19+ 1 211.1481 -2.89
212.1176 C15H16O+ 1 212.1196 -9.35
212.1498 C15[13]CH19+ 1 212.152 -10.43
213.1261 C15H17O+ 1 213.1274 -5.94
213.1629 C16H21+ 1 213.1638 -3.91
214.1324 C15H18O+ 1 214.1352 -13.05
214.1658 C15[13]CH21+ 1 214.1677 -8.75
215.1415 C15H19O+ 1 215.143 -7.02
215.1732 C14[13]C2H21+ 1 215.171 9.93
216.1479 C15H20O+ 1 216.1509 -13.9
217.1587 C15H21O+ 1 217.1587 0.05
219.1162 C17H15+ 1 219.1168 -2.98
220.1242 C17H16+ 1 220.1247 -1.87
221.1318 C17H17+ 1 221.1325 -2.94
222.1375 C17H18+ 1 222.1403 -12.51
223.147 C17H19+ 1 223.1481 -4.91
224.119 C16H16O+ 1 224.1196 -2.52
224.1502 C16[13]CH19+ 1 224.152 -7.99
225.1264 C16H17O+ 1 225.1274 -4.41
225.1628 C17H21+ 1 225.1638 -4.17
226.0421 C17H6O+ 1 226.0413 3.37
226.1319 C16H18O+ 1 226.1352 -14.65
226.1701 C16[13]CH21+ 1 226.1677 10.79
227.0169 C16H3O2+ 1 227.0128 18.37
227.1421 C16H19O+ 1 227.143 -4.05
228.1481 C15[13]CH19O+ 1 228.1469 4.85
229.1578 C16H21O+ 1 229.1587 -3.75
230.1587 C15[13]CH21O+ 1 230.1626 -16.9
231.1736 C16H23O+ 1 231.1743 -3.03
232.1773 C15[13]CH23O+ 1 232.1782 -4.22
233.1317 C18H17+ 1 233.1325 -3.17
233.1812 C14[13]C2H23O+ 1 233.1816 -1.83
234.1387 C18H18+ 1 234.1403 -6.73
235.1471 C18H19+ 1 235.1481 -4.17
236.1506 C17[13]CH19+ 1 236.152 -5.98
237.127 C17H17O+ 1 237.1274 -1.69
237.1637 C18H21+ 1 237.1638 -0.52
238.1337 C17H18O+ 1 238.1352 -6.25
238.1662 C18H22+ 1 238.1716 -22.62
239.1422 C17H19O+ 1 239.143 -3.44
239.1787 C18H23+ 1 239.1794 -2.93
240.1478 C17H20O+ 1 240.1509 -12.93
240.1821 C17[13]CH23+ 1 240.1833 -4.94
241.1572 C17H21O+ 1 241.1587 -6.1
242.1611 C16[13]CH21O+ 1 242.1626 -6.15
247.1482 C19H19+ 1 247.1481 0.28
248.1552 C19H20+ 1 248.156 -3.23
249.1592 C18[13]CH20+ 1 249.1599 -2.51
251.142 C18H19O+ 1 251.143 -4.31
252.1513 C18H20O+ 1 252.1509 1.58
253.1582 C18H21O+ 1 253.1587 -1.86
253.1934 C19H25+ 1 253.1951 -6.48
254.1623 C17[13]CH21O+ 1 254.1626 -1.16
255.1741 C18H23O+ 1 255.1743 -1.1
257.1901 C18H25O+ 1 257.19 0.47
258.1903 C17[13]CH25O+ 1 258.1939 -13.96
261.161 C20H21+ 1 261.1638 -10.82
263.1789 C20H23+ 1 263.1794 -1.96
264.1828 C19[13]CH23+ 1 264.1833 -2.09
266.1653 C19H22O+ 1 266.1665 -4.46
267.1694 C18[13]CH22O+ 1 267.1704 -3.78
281.1893 C20H25O+ 1 281.19 -2.63
282.1943 C19[13]CH25O+ 1 282.1939 1.35
283.1986 C18[13]C2H25O+ 1 283.1973 4.71
299.2003 C20H27O2+ 1 299.2006 -0.93
300.2032 C19[13]CH27O2+ 1 300.2045 -4.12
301.2094 C18[13]C2H27O2+ 1 301.2078 5.1
PK$NUM_PEAK: 203
PK$PEAK: m/z int. rel.int.
109.0638 1100 19
115.0536 9172 164
116.06 2532 45
117.0691 13776 246
118.0719 1180 21
119.0848 21312 381
120.0878 2276 40
121.064 4388 78
121.1002 10144 181
122.0678 528 9
122.103 820 14
123.0797 8104 145
123.1162 3360 60
124.0833 580 10
124.1187 352 6
125.0946 340 6
127.0517 992 17
128.061 12080 216
129.0687 21648 387
130.0754 6488 116
131.0845 39612 709
132.0589 336 6
132.0876 4772 85
133.0638 5168 92
133.1 16056 287
134.069 500 8
134.1043 1908 34
135.0796 33004 591
135.1162 6084 109
136.0829 4020 72
136.1193 732 13
137.0954 4248 76
138.1003 536 9
141.0688 10980 196
142.0759 8988 161
143.0843 36864 660
144.0568 784 14
144.0895 6804 121
145.064 3224 57
145.1001 47380 849
146.0702 700 12
146.1037 6156 110
147.0793 8076 144
147.1156 9892 177
148.1204 1376 24
149.095 19956 357
149.1313 2388 42
150.0987 1844 33
151.1116 1672 29
152.0614 620 11
153.0698 2200 39
154.0766 2920 52
155.0843 13928 249
156.0914 7880 141
157.0639 1928 34
157.1 29800 534
158.1042 5164 92
159.0792 7344 131
159.1157 17216 308
160.0838 1516 27
160.1191 2660 47
161.0949 20712 371
161.1311 13792 247
162.0996 3448 61
162.1342 1752 31
163.1107 15536 278
164.1138 1936 34
165.0685 3516 63
166.076 1844 33
167.0841 7012 125
168.0915 3732 66
169.0999 23544 421
170.1058 5524 99
171.1156 43928 787
172.0863 432 7
172.1198 6768 121
173.0954 5580 100
173.1313 19788 354
174.0994 892 15
174.1344 4236 75
175.1104 13204 236
175.1453 896 16
176.1147 2260 40
177.1273 1792 32
178.0774 1608 28
179.0841 4956 88
180.0907 2084 37
181.0999 12276 220
182.1058 3868 69
183.0789 808 14
183.1157 16072 288
184.0863 616 11
184.1211 3716 66
185.095 5304 95
185.1313 21220 380
186.0995 1236 22
186.1361 4144 74
187.1106 5664 101
187.148 5172 92
188.1179 2212 39
188.1504 1108 19
189.126 5240 93
189.1638 1808 32
190.0781 308 5
190.1306 880 15
191.085 932 16
191.1404 476 8
192.0923 2096 37
193.1005 7512 134
194.1066 3008 53
195.1157 9888 177
196.0882 324 5
196.121 3052 54
197.0942 2132 38
197.131 9088 162
198.101 632 11
198.1373 2384 42
199.1101 3512 62
199.1469 4800 86
200.1156 1064 19
200.1515 1100 19
201.1264 6184 110
201.1628 1676 30
202.1322 1488 26
203.1038 316 5
203.1414 2432 43
203.1757 656 11
205.1 2036 36
206.1074 2556 45
207.1158 7512 134
208.1222 3988 71
209.0931 396 7
209.1311 5692 102
210.1032 312 5
210.1351 1548 27
211.1113 3504 62
211.1475 13080 234
212.1176 1024 18
212.1498 2516 45
213.1261 2976 53
213.1629 27116 485
214.1324 1168 20
214.1658 5784 103
215.1415 2616 46
215.1732 356 6
216.1479 1160 20
217.1587 624 11
219.1162 2036 36
220.1242 2380 42
221.1318 11152 199
222.1375 3776 67
223.147 14292 256
224.119 640 11
224.1502 4384 78
225.1264 3008 53
225.1628 2588 46
226.0421 456 8
226.1319 1288 23
226.1701 448 8
227.0169 328 5
227.1421 2416 43
228.1481 472 8
229.1578 2784 49
230.1587 316 5
231.1736 55740 999
232.1773 10496 188
233.1317 1644 29
233.1812 580 10
234.1387 1828 32
235.1471 5756 103
236.1506 1348 24
237.127 456 8
237.1637 3928 70
238.1337 912 16
238.1662 1808 32
239.1422 2884 51
239.1787 3344 59
240.1478 1248 22
240.1821 856 15
241.1572 2232 40
242.1611 456 8
247.1482 708 12
248.1552 3128 56
249.1592 604 10
251.142 800 14
252.1513 896 16
253.1582 4208 75
253.1934 1224 21
254.1623 964 17
255.1741 628 11
257.1901 1140 20
258.1903 300 5
261.161 508 9
263.1789 8080 144
264.1828 1360 24
266.1653 2068 37
267.1694 512 9
281.1893 13748 246
282.1943 3244 58
283.1986 364 6
299.2003 25936 464
300.2032 6820 122
301.2094 896 16
//
