ACCESSION: MSBNK-Athens_Univ-AU280004
RECORD_TITLE: Norgestimate; 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 2800
CH$NAME: Norgestimate
CH$NAME: [(3E,8R,9S,10R,13S,14S,17R)-13-ethyl-17-ethynyl-3-hydroxyimino-1,2,6,7,8,9,10,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-yl] acetate
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C23H31NO3
CH$EXACT_MASS: 369.2303939
CH$SMILES: CC[C@]12CC[C@H]3[C@@H](CCC4=C\C(CC[C@H]34)=N\O)[C@@H]1CC[C@@]2(OC(C)=O)C#C
CH$IUPAC: InChI=1S/C23H31NO3/c1-4-22-12-10-19-18-9-7-17(24-26)14-16(18)6-8-20(19)21(22)11-13-23(22,5-2)27-15(3)25/h2,14,18-21,26H,4,6-13H2,1,3H3/b24-17+/t18-,19+,20+,21-,22-,23-/m0/s1
CH$LINK: CAS
20799-27-3
CH$LINK: CHEBI
50815
CH$LINK: KEGG
D05209
CH$LINK: PUBCHEM
CID:6540478
CH$LINK: INCHIKEY
KIQQMECNKUGGKA-NMYWJIRASA-N
CH$LINK: CHEMSPIDER
5022837
CH$LINK: COMPTOX
DTXSID1046922
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 11.951 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$FOCUSED_ION: BASE_PEAK 370.237
MS$FOCUSED_ION: PRECURSOR_M/Z 370.2377
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: splash10-00di-0921000000-d54e72c20ea5b0f4822c
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
115.0535 C9H7+ 1 115.0542 -6.71
116.0607 C9H8+ 1 116.0621 -11.52
117.0688 C9H9+ 1 117.0699 -8.84
118.065 C8H8N+ 2 118.0651 -1.42
118.0724 C8[13]CH9+ 1 118.0738 -11.27
119.0845 C9H11+ 1 119.0855 -8.47
120.0809 C8H10N+ 2 120.0808 0.95
120.0895 C8[13]CH11+ 1 120.0894 0.88
121.0858 C5H13O3+ 2 121.0859 -1.08
121.0993 C9H13+ 1 121.1012 -15.85
122.0589 C7H8NO+ 1 122.06 -9.68
122.0955 C8H12N+ 2 122.0964 -7.68
124.0747 C7H10NO+ 1 124.0757 -8.05
125.0777 C6[13]CH10NO+ 1 125.0796 -14.94
127.0534 C10H7+ 1 127.0542 -6.61
128.0614 C10H8+ 1 128.0621 -5.22
129.0686 C10H9+ 1 129.0699 -9.54
130.0645 C9H8N+ 2 130.0651 -4.75
130.075 C10H10+ 1 130.0777 -21.06
131.0724 C9H9N+ 2 131.073 -4.49
131.0842 C10H11+ 1 131.0855 -10.39
132.0798 C9H10N+ 2 132.0808 -7.18
133.063 C9H9O+ 1 133.0648 -13.54
133.0859 C6H13O3+ 2 133.0859 0.11
133.1003 C10H13+ 1 133.1012 -6.69
134.0952 C9H12N+ 2 134.0964 -8.82
135.0784 C9H11O+ 1 135.0804 -15.09
135.1013 C6H15O3+ 2 135.1016 -2.19
135.1151 C10H15+ 1 135.1168 -12.9
136.0746 C8H10NO+ 1 136.0757 -7.7
136.1125 C9H14N+ 2 136.1121 3.38
137.0974 C9H13O+ 1 137.0961 9.87
137.1296 C10H17+ 1 137.1325 -20.76
138.091 C8H12NO+ 1 138.0913 -2.15
141.0685 C11H9+ 1 141.0699 -9.82
142.0762 C11H10+ 1 142.0777 -10.72
143.0843 C11H11+ 1 143.0855 -8.3
144.0901 C11H12+ 1 144.0934 -22.67
145.0618 C10H9O+ 1 145.0648 -20.56
145.0875 C10H11N+ 2 145.0886 -7.28
145.1 C11H13+ 1 145.1012 -8.45
146.0952 C10H12N+ 2 146.0964 -8.31
147.0807 C10H11O+ 1 147.0804 1.52
147.1011 C7H15O3+ 2 147.1016 -3.39
147.1153 C11H15+ 1 147.1168 -10.68
148.0736 C9H10NO+ 1 148.0757 -14.03
148.1104 C7H16O3+ 2 148.1094 6.77
149.0206 C8H5O3+ 1 149.0233 -18.48
149.0944 C10H13O+ 1 149.0961 -11.35
149.1152 C7H17O3+ 1 149.1172 -13.56
149.1295 C11H17+ 1 149.1325 -20.06
150.0893 C9H12NO+ 1 150.0913 -13.53
152.0611 C12H8+ 1 152.0621 -6.33
152.1058 C9H14NO+ 1 152.107 -7.62
153.0678 C12H9+ 1 153.0699 -13.31
154.076 C12H10+ 1 154.0777 -11.29
155.0594 C7H9NO3+ 1 155.0577 11.3
155.0843 C12H11+ 1 155.0855 -7.89
156.0907 C12H12+ 1 156.0934 -16.87
157.0997 C12H13+ 1 157.1012 -9.42
158.0973 C11H12N+ 2 158.0964 5.33
159.0807 C11H11O+ 1 159.0804 1.31
159.115 C12H15+ 1 159.1168 -11.37
160.111 C11H14N+ 2 160.1121 -6.46
161.0967 C11H13O+ 1 161.0961 3.97
161.1174 C8H17O3+ 2 161.1172 0.98
161.1297 C12H17+ 1 161.1325 -17.02
162.0896 C10H12NO+ 1 162.0913 -10.91
162.1267 C11H16N+ 2 162.1277 -6.07
163.097 C10H13NO+ 1 163.0992 -13.07
164.1057 C10H14NO+ 1 164.107 -7.81
165.0691 C13H9+ 1 165.0699 -4.76
166.0772 C13H10+ 1 166.0777 -2.73
166.1224 C10H16NO+ 1 166.1226 -1.59
167.0835 C13H11+ 1 167.0855 -12.06
168.0908 C13H12+ 1 168.0934 -15.31
169.0999 C13H13+ 1 169.1012 -7.56
170.0977 C12H12N+ 2 170.0964 7.34
170.1055 C13H14+ 1 170.109 -20.31
171.1154 C13H15+ 1 171.1168 -8.59
172.1161 C12H14N+ 1 172.1121 23.53
173.0939 C12H13O+ 1 173.0961 -12.71
173.131 C13H17+ 1 173.1325 -8.39
174.0885 C11H12NO+ 1 174.0913 -16.56
174.1267 C12H16N+ 2 174.1277 -5.63
175.1098 C12H15O+ 1 175.1117 -11.37
175.1338 C9H19O3+ 2 175.1329 5.58
175.146 C13H19+ 1 175.1481 -12.08
176.1059 C11H14NO+ 1 176.107 -5.92
176.1433 C12H18N+ 2 176.1434 -0.29
177.1119 C10[13]CH14NO+ 1 177.1109 5.95
178.0765 C14H10+ 1 178.0777 -6.66
178.1215 C11H16NO+ 1 178.1226 -6.15
179.0837 C14H11+ 1 179.0855 -10.48
179.1232 C10[13]CH16NO+ 1 179.1265 -18.44
180.0906 C14H12+ 1 180.0934 -15.54
181.0991 C14H13+ 1 181.1012 -11.58
182.1052 C14H14+ 1 182.109 -20.93
183.1151 C14H15+ 1 183.1168 -9.22
184.1127 C13H14N+ 2 184.1121 3.12
185.095 C13H13O+ 1 185.0961 -5.68
185.1312 C14H17+ 1 185.1325 -6.63
186.0889 C12H12NO+ 1 186.0913 -13.03
186.1344 C13[13]CH17+ 1 186.1364 -10.57
187.1105 C13H15O+ 1 187.1117 -6.46
187.1286 C10H19O3+ 1 187.1329 -22.99
187.1466 C14H19+ 1 187.1481 -8.21
188.1056 C12H14NO+ 1 188.107 -7.25
188.1456 C13H18N+ 1 188.1434 11.92
190.0768 C15H10+ 1 190.0777 -4.79
190.121 C12H16NO+ 1 190.1226 -8.78
191.0838 C15H11+ 1 191.0855 -9.2
191.1077 C12H15O2+ 1 191.1067 5.66
191.1286 C12H17NO+ 1 191.1305 -9.69
192.0922 C15H12+ 1 192.0934 -5.79
192.1363 C12H18NO+ 1 192.1383 -10.38
193.1002 C15H13+ 1 193.1012 -4.87
194.1059 C15H14+ 1 194.109 -15.77
195.1147 C15H15+ 1 195.1168 -10.88
196.1207 C15H16+ 1 196.1247 -19.97
197.1309 C15H17+ 1 197.1325 -8.22
198.1322 C14H16N+ 1 198.1277 22.55
199.1471 C15H19+ 1 199.1481 -5.29
200.1092 C13H14NO+ 1 200.107 10.88
200.1435 C14H18N+ 2 200.1434 0.67
201.1126 C13H15NO+ 1 201.1148 -10.9
201.1484 C11H21O3+ 2 201.1485 -0.39
201.1633 C15H21+ 1 201.1638 -2.53
202.1221 C13H16NO+ 1 202.1226 -2.49
203.085 C16H11+ 1 203.0855 -2.84
203.1447 C14H19O+ 1 203.143 8.25
204.0901 C16H12+ 1 204.0934 -16.08
204.1369 C13H18NO+ 1 204.1383 -6.79
205.0992 C16H13+ 1 205.1012 -9.79
207.1164 C16H15+ 1 207.1168 -2.14
208.1207 C16H16+ 1 208.1247 -19.14
209.1308 C16H17+ 1 209.1325 -8.17
210.1325 C15H16N+ 1 210.1277 22.59
211.1338 C12H19O3+ 2 211.1329 4.34
211.1462 C16H19+ 1 211.1481 -9.01
212.1435 C15H18N+ 2 212.1434 0.54
213.1254 C15H17O+ 1 213.1274 -9.28
213.1468 C12H21O3+ 2 213.1485 -8.16
213.1606 C16H21+ 1 213.1638 -14.92
214.122 C14H16NO+ 1 214.1226 -3.17
214.1559 C12H22O3+ 2 214.1563 -2.02
216.1382 C14H18NO+ 1 216.1383 -0.22
218.1083 C17H14+ 1 218.109 -3.34
219.1154 C17H15+ 1 219.1168 -6.51
220.1223 C17H16+ 1 220.1247 -10.46
221.1299 C17H17+ 1 221.1325 -11.52
222.1295 C16H16N+ 2 222.1277 7.78
223.1453 C17H19+ 1 223.1481 -12.7
224.1458 C16H18N+ 2 224.1434 10.72
225.1625 C17H21+ 1 225.1638 -5.51
226.163 C16H20N+ 1 226.159 17.51
227.175 C17H23+ 1 227.1794 -19.51
228.1742 C16H22N+ 2 228.1747 -2.18
232.1206 C18H16+ 1 232.1247 -17.49
233.1303 C18H17+ 1 233.1325 -9.44
234.1305 C17H16N+ 2 234.1277 11.78
234.1383 C18H18+ 1 234.1403 -8.49
235.1463 C18H19+ 1 235.1481 -7.76
236.1422 C17H18N+ 2 236.1434 -4.8
237.163 C18H21+ 1 237.1638 -3.17
238.1596 C17H20N+ 2 238.159 2.62
239.1634 C14H23O3+ 2 239.1642 -3.14
239.1753 C18H23+ 1 239.1794 -17.09
240.1707 C14H24O3+ 2 240.172 -5.37
241.1571 C17H21O+ 1 241.1587 -6.79
243.1749 C17H23O+ 1 243.1743 2.3
243.1971 C17H25N+ 2 243.1982 -4.53
244.2075 C17H26N+ 2 244.206 6.38
247.1466 C19H19+ 1 247.1481 -6.33
248.1431 C18H18N+ 2 248.1434 -1.23
249.1619 C19H21+ 1 249.1638 -7.56
250.1587 C18H20N+ 2 250.159 -1.19
251.1775 C19H23+ 1 251.1794 -7.51
252.1739 C18H22N+ 2 252.1747 -2.96
253.1827 C18H23N+ 2 253.1825 0.63
254.1522 C17H20NO+ 1 254.1539 -6.95
255.1934 C15H27O3+ 2 255.1955 -7.92
260.1997 C17H26NO+ 1 260.2009 -4.51
261.1601 C20H21+ 1 261.1638 -14.04
261.202 C16[13]CH26NO+ 1 261.2048 -10.81
262.159 C19H20N+ 2 262.159 -0.23
263.1727 C19H21N+ 1 263.1669 22.13
264.173 C19H22N+ 2 264.1747 -6.23
265.1605 C19H21O+ 1 265.1587 6.84
265.1793 C18[13]CH22N+ 1 265.1786 2.84
266.1649 C19H22O+ 1 266.1665 -5.9
266.1916 C19H24N+ 2 266.1903 4.6
268.1676 C18H22NO+ 1 268.1696 -7.52
268.2041 C16H28O3+ 2 268.2033 2.88
275.1789 C21H23+ 1 275.1794 -1.87
276.1837 C21H24+ 1 276.1873 -12.73
277.1917 C21H25+ 1 277.1951 -12.21
278.1905 C20H24N+ 2 278.1903 0.67
279.1939 C17H27O3+ 2 279.1955 -5.72
281.1753 C19H23NO+ 1 281.1774 -7.41
282.1844 C19H24NO+ 1 282.1852 -2.89
282.2216 C20H28N+ 2 282.2216 -0.09
283.1903 C18[13]CH24NO+ 1 283.1891 4.22
284.2032 C19H26NO+ 1 284.2009 7.95
292.2055 C21H26N+ 2 292.206 -1.6
293.2116 C18H29O3+ 2 293.2111 1.5
294.2153 C18H30O3+ 2 294.2189 -12.48
296.1957 C20H26NO+ 1 296.2009 -17.66
310.2155 C21H28NO+ 1 310.2165 -3.45
311.2198 C20[13]CH28NO+ 1 311.2204 -1.98
312.2237 C19[13]C2H28NO+ 1 312.2238 -0.34
324.1925 C21H26NO2+ 1 324.1958 -10.28
326.2145 C21H28NO2+ 1 326.2115 9.21
328.2271 C21H30NO2+ 1 328.2271 -0.06
329.2302 C20[13]CH30NO2+ 1 329.231 -2.36
370.2368 C23H32NO3+ 1 370.2377 -2.34
371.2401 C22[13]CH32NO3+ 1 371.2416 -3.94
372.2422 C21[13]C2H32NO3+ 1 372.2449 -7.24
PK$NUM_PEAK: 218
PK$PEAK: m/z int. rel.int.
115.0535 3560 114
116.0607 1056 33
117.0688 4940 158
118.065 1164 37
118.0724 804 25
119.0845 4112 132
120.0809 848 27
120.0895 584 18
121.0858 592 19
121.0993 676 21
122.0589 1588 51
122.0955 1272 40
124.0747 31088 999
125.0777 3132 100
127.0534 504 16
128.0614 4580 147
129.0686 9224 296
130.0645 1584 50
130.075 2576 82
131.0724 1100 35
131.0842 13828 444
132.0798 2752 88
133.063 388 12
133.0859 948 30
133.1003 7308 234
134.0952 1820 58
135.0784 608 19
135.1013 404 12
135.1151 1188 38
136.0746 1256 40
136.1125 348 11
137.0974 560 17
137.1296 332 10
138.091 1208 38
141.0685 3908 125
142.0762 3736 120
143.0843 10292 330
144.0901 2708 87
145.0618 576 18
145.0875 1884 60
145.1 11088 356
146.0952 2912 93
147.0807 580 18
147.1011 848 27
147.1153 3480 111
148.0736 1088 34
148.1104 1424 45
149.0206 316 10
149.0944 2116 67
149.1152 504 16
149.1295 736 23
150.0893 3316 106
152.0611 556 17
152.1058 796 25
153.0678 1148 36
154.076 1280 41
155.0594 996 32
155.0843 5736 184
156.0907 2820 90
157.0997 8432 270
158.0973 3096 99
159.0807 520 16
159.115 7776 249
160.111 3196 102
161.0967 712 22
161.1174 1692 54
161.1297 1880 60
162.0896 1300 41
162.1267 1436 46
163.097 604 19
164.1057 2784 89
165.0691 1624 52
166.0772 884 28
166.1224 356 11
167.0835 3424 110
168.0908 2000 64
169.0999 6052 194
170.0977 1600 51
170.1055 1580 50
171.1154 6996 224
172.1161 1956 62
173.0939 472 15
173.131 2984 95
174.0885 1212 38
174.1267 1372 44
175.1098 1204 38
175.1338 392 12
175.146 464 14
176.1059 4936 158
176.1433 456 14
177.1119 804 25
178.0765 324 10
178.1215 3920 125
179.0837 1796 57
179.1232 432 13
180.0906 1064 34
181.0991 4076 130
182.1052 1396 44
183.1151 5112 164
184.1127 1848 59
185.095 336 10
185.1312 5672 182
186.0889 332 10
186.1344 1276 41
187.1105 480 15
187.1286 340 10
187.1466 1088 34
188.1056 872 28
188.1456 548 17
190.0768 348 11
190.121 1352 43
191.0838 692 22
191.1077 496 15
191.1286 352 11
192.0922 1084 34
192.1363 476 15
193.1002 2020 64
194.1059 1724 55
195.1147 3140 100
196.1207 1688 54
197.1309 2940 94
198.1322 1508 48
199.1471 1796 57
200.1092 436 14
200.1435 972 31
201.1126 320 10
201.1484 320 10
201.1633 648 20
202.1221 652 20
203.085 396 12
203.1447 420 13
204.0901 444 14
204.1369 476 15
205.0992 1412 45
207.1164 2428 78
208.1207 1464 47
209.1308 2356 75
210.1325 1520 48
211.1338 812 26
211.1462 1460 46
212.1435 928 29
213.1254 484 15
213.1468 468 15
213.1606 880 28
214.122 380 12
214.1559 908 29
216.1382 656 21
218.1083 476 15
219.1154 1016 32
220.1223 728 23
221.1299 2232 71
222.1295 1596 51
223.1453 2488 79
224.1458 944 30
225.1625 1760 56
226.163 732 23
227.175 448 14
228.1742 456 14
232.1206 376 12
233.1303 808 25
234.1305 612 19
234.1383 820 26
235.1463 1768 56
236.1422 2116 67
237.163 1712 55
238.1596 1244 39
239.1634 512 16
239.1753 376 12
240.1707 440 14
241.1571 436 14
243.1749 308 9
243.1971 324 10
244.2075 440 14
247.1466 1496 48
248.1431 912 29
249.1619 1864 59
250.1587 1268 40
251.1775 1204 38
252.1739 752 24
253.1827 316 10
254.1522 384 12
255.1934 304 9
260.1997 1960 62
261.1601 752 24
261.202 392 12
262.159 580 18
263.1727 608 19
264.173 4348 139
265.1605 436 14
265.1793 1084 34
266.1649 336 10
266.1916 524 16
268.1676 312 10
268.2041 424 13
275.1789 424 13
276.1837 580 18
277.1917 460 14
278.1905 1592 51
279.1939 552 17
281.1753 424 13
282.1844 4256 136
282.2216 476 15
283.1903 1016 32
284.2032 324 10
292.2055 1488 47
293.2116 944 30
294.2153 352 11
296.1957 428 13
310.2155 21748 698
311.2198 5424 174
312.2237 788 25
324.1925 936 30
326.2145 324 10
328.2271 1868 60
329.2302 612 19
370.2368 22344 718
371.2401 6408 205
372.2422 1152 37
//
