ACCESSION: MSBNK-CASMI_2016-SM873701
RECORD_TITLE: Norgestrel; LC-ESI-QFT; MS2; CE: 35 NCE; R=35000; [M+H]+
DATE: 2016.12.12
AUTHORS: Krauss M, Schymanski EL, Weidauer C, Schupke H, UFZ and Eawag
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2016 UFZ/Eawag
PUBLICATION: Schymanski, E. L.; Ruttkies, C.; Krauss, M.; Brouard, C.; Kind, T.; Dührkop, K.; Allen, F.; Vaniya, A.; Verdegem, D.; Böcker, S.; et al. Critical Assessment of Small Molecule Identification 2016: Automated Methods. Journal of Cheminformatics 2017, 9 (1). DOI:10.1186/s13321-017-0207-1
COMMENT: CONFIDENCE standard compound
COMMENT: INTERNAL_ID 8737
CH$NAME: Norgestrel
CH$NAME: 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$EXACT_MASS: 312.20893
CH$SMILES: CCC12CCC3C(CCC4=CC(=O)CCC34)C1CCC2(O)C#C
CH$IUPAC: InChI=1S/C21H28O2/c1-3-20-11-9-17-16-8-6-15(22)13-14(16)5-7-18(17)19(20)10-12-21(20,23)4-2/h2,13,16-19,23H,3,5-12H2,1H3
CH$LINK: CAS
797-63-7
CH$LINK: CHEBI
7630
CH$LINK: PUBCHEM
CID:4542
CH$LINK: INCHIKEY
WWYNJERNGUHSAO-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER
4383
AC$INSTRUMENT: Q Exactive Plus Orbitrap Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-QFT
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 35 (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 35000
AC$CHROMATOGRAPHY: COLUMN_NAME Kinetex C18 EVO 2.6 um, 2.1x50 mm, precolumn 2.1x5 mm, Phenomenex
AC$CHROMATOGRAPHY: FLOW_GRADIENT 95/5 at 0 min, 95/5 at 1 min, 0/100 at 13 min, 0/100 at 24 min
AC$CHROMATOGRAPHY: FLOW_RATE 300 uL/min
AC$CHROMATOGRAPHY: RETENTION_TIME 11.804 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 313.2158
MS$FOCUSED_ION: PRECURSOR_M/Z 313.2162
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$DATA_PROCESSING: RECALIBRATE loess on assigned fragments and MS1
MS$DATA_PROCESSING: REANALYZE Peaks with additional N2/O included
MS$DATA_PROCESSING: WHOLE RMassBank 2.3.1
PK$SPLASH: splash10-03di-2924000000-eb357f64cb0652555ccb
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
53.0388 C4H5+ 1 53.0386 4.2
55.0544 C4H7+ 1 55.0542 3.4
57.0337 C3H5O+ 1 57.0335 3.63
57.0701 C4H9+ 1 57.0699 3.68
65.0387 C5H5+ 1 65.0386 1.8
67.0543 C5H7+ 1 67.0542 1.29
69.0336 C4H5O+ 1 69.0335 1.85
69.07 C5H9+ 1 69.0699 1.17
71.0493 C4H7O+ 1 71.0491 2.16
77.0387 C6H5+ 1 77.0386 1.31
79.0542 C6H7+ 1 79.0542 0.24
81.0336 C5H5O+ 1 81.0335 1.13
81.0699 C6H9+ 1 81.0699 0.18
83.0491 C5H7O+ 1 83.0491 0.06
91.0542 C7H7+ 1 91.0542 -0.09
93.0699 C7H9+ 1 93.0699 -0.12
95.0491 C6H7O+ 1 95.0491 -0.45
95.0855 C7H11+ 1 95.0855 -0.13
97.0648 C6H9O+ 1 97.0648 0.03
97.1012 C7H13+ 1 97.1012 0.73
103.0542 C8H7+ 1 103.0542 0.2
105.0699 C8H9+ 1 105.0699 -0.03
107.0491 C7H7O+ 1 107.0491 0.06
107.0855 C8H11+ 1 107.0855 -0.02
109.0648 C7H9O+ 1 109.0648 0.07
109.1011 C8H13+ 1 109.1012 -0.35
111.0805 C7H11O+ 1 111.0804 0.08
115.0542 C9H7+ 1 115.0542 -0.13
116.0622 C9H8+ 1 116.0621 1
117.0699 C9H9+ 1 117.0699 0.15
119.0855 C9H11+ 1 119.0855 0.09
121.0648 C8H9O+ 1 121.0648 -0.14
121.1012 C9H13+ 1 121.1012 -0.08
123.0804 C8H11O+ 1 123.0804 -0.13
123.1168 C9H15+ 1 123.1168 -0.25
125.096 C8H13O+ 1 125.0961 -0.41
128.0619 C10H8+ 1 128.0621 -0.9
129.0699 C10H9+ 1 129.0699 0.05
130.0777 C10H10+ 1 130.0777 0.03
131.0855 C10H11+ 1 131.0855 -0.1
133.0648 C9H9O+ 1 133.0648 -0.29
133.1012 C10H13+ 1 133.1012 -0.01
135.0804 C9H11O+ 1 135.0804 -0.09
135.1168 C10H15+ 1 135.1168 -0.15
137.096 C9H13O+ 1 137.0961 -0.69
137.1325 C10H17+ 1 137.1325 -0.09
141.0698 C11H9+ 1 141.0699 -0.37
142.0777 C11H10+ 1 142.0777 0.23
143.0855 C11H11+ 1 143.0855 0.06
144.0571 C10H8O+ 1 144.057 1.23
144.0933 C11H12+ 1 144.0934 -0.1
145.0649 C10H9O+ 1 145.0648 1.06
145.1012 C11H13+ 1 145.1012 -0.05
147.0804 C10H11O+ 1 147.0804 -0.21
147.1168 C11H15+ 1 147.1168 -0.27
148.0882 C10H12O+ 1 148.0883 -0.47
149.0961 C10H13O+ 1 149.0961 0.18
149.1324 C11H17+ 1 149.1325 -0.18
151.1116 C10H15O+ 1 151.1117 -0.86
153.07 C12H9+ 1 153.0699 1.03
154.0777 C12H10+ 1 154.0777 -0.14
155.0855 C12H11+ 1 155.0855 -0.22
156.0935 C12H12+ 1 156.0934 0.69
157.065 C11H9O+ 1 157.0648 1.05
157.1012 C12H13+ 1 157.1012 0.22
158.1089 C12H14+ 1 158.109 -0.92
159.0804 C11H11O+ 1 159.0804 -0.36
159.1168 C12H15+ 1 159.1168 -0.03
161.0961 C11H13O+ 1 161.0961 -0.21
161.1324 C12H17+ 1 161.1325 -0.27
163.1117 C11H15O+ 1 163.1117 -0.35
163.1482 C12H19+ 1 163.1481 0.72
165.07 C13H9+ 1 165.0699 0.65
165.1276 C11H17O+ 1 165.1274 1.45
166.0777 C13H10+ 1 166.0777 0.12
167.0855 C13H11+ 1 167.0855 0.05
168.0931 C13H12+ 1 168.0934 -1.47
169.1012 C13H13+ 1 169.1012 0
170.1089 C13H14+ 1 170.109 -0.43
171.0804 C12H11O+ 1 171.0804 -0.35
171.1168 C13H15+ 1 171.1168 -0.04
173.096 C12H13O+ 1 173.0961 -0.57
173.1325 C13H17+ 1 173.1325 0.09
175.1118 C12H15O+ 1 175.1117 0.35
175.1481 C13H19+ 1 175.1481 -0.31
177.1274 C12H17O+ 1 177.1274 0.21
178.0785 C14H10+ 1 178.0777 4.46
179.0854 C14H11+ 1 179.0855 -0.74
180.0931 C14H12+ 1 180.0934 -1.4
181.101 C14H13+ 1 181.1012 -0.95
182.1092 C14H14+ 1 182.109 0.92
183.1169 C14H15+ 1 183.1168 0.35
184.1249 C14H16+ 1 184.1247 1.2
185.0961 C13H13O+ 1 185.0961 0.18
185.1325 C14H17+ 1 185.1325 0.3
187.1118 C13H15O+ 1 187.1117 0.55
187.1481 C14H19+ 1 187.1481 0.01
188.1195 C13H16O+ 1 188.1196 -0.49
189.1274 C13H17O+ 1 189.1274 -0.07
191.1427 C13H19O+ 1 191.143 -1.78
193.1012 C15H13+ 1 193.1012 0.2
194.109 C15H14+ 1 194.109 -0.1
195.1169 C15H15+ 1 195.1168 0.32
196.1247 C15H16+ 1 196.1247 0.41
197.0961 C14H13O+ 1 197.0961 0.17
197.1326 C15H17+ 1 197.1325 0.51
198.1402 C15H18+ 1 198.1403 -0.7
199.1116 C14H15O+ 1 199.1117 -0.94
199.1482 C15H19+ 1 199.1481 0.32
201.1272 C14H17O+ 1 201.1274 -0.81
201.164 C15H21+ 1 201.1638 1.12
203.1431 C14H19O+ 1 203.143 0.29
205.1015 C16H13+ 1 205.1012 1.47
206.1093 C16H14+ 1 206.109 1.34
207.1167 C16H15+ 1 207.1168 -0.78
208.1247 C16H16+ 1 208.1247 0.42
209.1323 C16H17+ 1 209.1325 -0.73
210.1403 C16H18+ 1 210.1403 -0.12
211.1118 C15H15O+ 1 211.1117 0.24
211.1483 C16H19+ 1 211.1481 0.85
213.1272 C15H17O+ 1 213.1274 -0.79
213.1636 C16H21+ 1 213.1638 -0.83
215.143 C15H19O+ 1 215.143 -0.17
215.1793 C16H23+ 1 215.1794 -0.56
217.1587 C15H21O+ 1 217.1587 0.03
219.1164 C17H15+ 1 219.1168 -2.06
220.1248 C17H16+ 1 220.1247 0.46
221.1324 C17H17+ 1 221.1325 -0.55
222.14 C17H18+ 1 222.1403 -1.48
223.1488 C17H19+ 1 223.1481 2.86
225.1269 C16H17O+ 1 225.1274 -1.96
225.1638 C17H21+ 1 225.1638 -0.1
227.1429 C16H19O+ 1 227.143 -0.76
227.1794 C17H23+ 1 227.1794 -0.26
229.1584 C16H21O+ 1 229.1587 -1.17
233.1325 C18H17+ 1 233.1325 0.08
234.1402 C18H18+ 1 234.1403 -0.61
235.1481 C18H19+ 1 235.1481 -0.32
236.1554 C18H20+ 1 236.156 -2.24
237.1638 C18H21+ 1 237.1638 0.18
238.1355 C17H18O+ 1 238.1352 1.39
239.1434 C17H19O+ 1 239.143 1.41
239.1796 C18H23+ 1 239.1794 0.61
241.1587 C17H21O+ 1 241.1587 -0.14
243.1744 C17H23O+ 1 243.1743 0.35
245.19 C17H25O+ 1 245.19 0.21
247.1481 C19H19+ 1 247.1481 -0.03
248.1559 C19H20+ 1 248.156 -0.07
249.1639 C19H21+ 1 249.1638 0.62
251.1798 C19H23+ 1 251.1794 1.58
253.1586 C18H21O+ 1 253.1587 -0.53
253.1954 C19H25+ 1 253.1951 1.37
255.1745 C18H23O+ 1 255.1743 0.54
266.1664 C19H22O+ 1 266.1665 -0.58
267.1745 C19H23O+ 1 267.1743 0.41
267.2104 C20H27+ 1 267.2107 -1.22
277.1952 C21H25+ 1 277.1951 0.56
284.177 C19H24O2+ 1 284.1771 -0.39
295.2058 C21H27O+ 1 295.2056 0.45
313.2162 C21H29O2+ 1 313.2162 0.03
PK$NUM_PEAK: 160
PK$PEAK: m/z int. rel.int.
53.0388 281790.6 3
55.0544 952812.9 10
57.0337 473979.6 5
57.0701 256928.9 2
65.0387 160301.3 1
67.0543 4360423.5 46
69.0336 102192.2 1
69.07 1329263.2 14
71.0493 121233.8 1
77.0387 173958.8 1
79.0542 5562418 59
81.0336 550718.1 5
81.0699 6543151 70
83.0491 8931096 95
91.0542 9231650 99
93.0699 6482979.5 69
95.0491 1285031.8 13
95.0855 5243865 56
97.0648 1181638.1 12
97.1012 148681.2 1
103.0542 486586 5
105.0699 8639257 92
107.0491 5119221.5 55
107.0855 4960676 53
109.0648 22461170 241
109.1011 2323873.8 24
111.0805 337523.2 3
115.0542 620174.1 6
116.0622 403484.5 4
117.0699 5152224.5 55
119.0855 6357087.5 68
121.0648 1675478.1 18
121.1012 2512833.8 27
123.0804 3995633.8 42
123.1168 2618534.2 28
125.096 1368002.1 14
128.0619 1049939 11
129.0699 4519408.5 48
130.0777 715052.1 7
131.0855 7988082 85
133.0648 1325127 14
133.1012 7676766.5 82
135.0804 6687394 71
135.1168 2118458 22
137.096 718741.1 7
137.1325 633875.8 6
141.0698 1487219.2 15
142.0777 789875.4 8
143.0855 5126788 55
144.0571 123641.1 1
144.0933 420723.5 4
145.0649 503488.2 5
145.1012 6145683.5 66
147.0804 1898996.1 20
147.1168 2767002.8 29
148.0882 137565.4 1
149.0961 4225430 45
149.1324 752425 8
151.1116 568509.9 6
153.07 401856.1 4
154.0777 153805.7 1
155.0855 1977036.9 21
156.0935 455721.2 4
157.065 423889.1 4
157.1012 5781426.5 62
158.1089 331820.4 3
159.0804 1533453.6 16
159.1168 5149613.5 55
161.0961 2977179 31
161.1324 1065951.4 11
163.1117 2002248.8 21
163.1482 284005.3 3
165.07 457443.7 4
165.1276 133079.4 1
166.0777 141969.5 1
167.0855 1163387.6 12
168.0931 553221.4 5
169.1012 2269154.2 24
170.1089 389378 4
171.0804 292465.2 3
171.1168 3809584.5 40
173.096 812409.7 8
173.1325 2001458.4 21
175.1118 2108933 22
175.1481 1392205.5 14
177.1274 333217.5 3
178.0785 138706.6 1
179.0854 614149.1 6
180.0931 148374.9 1
181.101 1705492.9 18
182.1092 306617.8 3
183.1169 3025186 32
184.1249 142286.4 1
185.0961 844409.2 9
185.1325 4661914 50
187.1118 1279006.1 13
187.1481 2411793.8 25
188.1195 378130.4 4
189.1274 1486725.9 15
191.1427 277021.7 2
193.1012 956470.2 10
194.109 96002.6 1
195.1169 1825134.5 19
196.1247 125353.7 1
197.0961 272374.6 2
197.1326 1936605.2 20
198.1402 113592.6 1
199.1116 768272.1 8
199.1482 2176691.2 23
201.1272 904246.3 9
201.164 536699.4 5
203.1431 648808.6 6
205.1015 149025.1 1
206.1093 380249.1 4
207.1167 1236644.1 13
208.1247 318223.9 3
209.1323 1080411.1 11
210.1403 97312.3 1
211.1118 480661.4 5
211.1483 946255.9 10
213.1272 675958.1 7
213.1636 374904 4
215.143 578447.2 6
215.1793 321936.4 3
217.1587 123240.3 1
219.1164 289693.8 3
220.1248 340074.3 3
221.1324 1335052.5 14
222.14 135298.2 1
223.1488 614319 6
225.1269 620782.4 6
225.1638 1705509.5 18
227.1429 437044.6 4
227.1794 3487520.5 37
229.1584 105750.4 1
233.1325 308886.3 3
234.1402 113188.8 1
235.1481 1276723.8 13
236.1554 113119.7 1
237.1638 2189248 23
238.1355 158291.8 1
239.1434 645442.1 6
239.1796 379839.9 4
241.1587 544160.4 5
243.1744 493882.7 5
245.19 11891885 127
247.1481 118866.7 1
248.1559 557369.4 5
249.1639 907187.4 9
251.1798 521157 5
253.1586 441754.2 4
253.1954 482238.1 5
255.1745 390505.2 4
266.1664 608565.9 6
267.1745 766405.6 8
267.2104 158719.5 1
277.1952 1750235.1 18
284.177 105259.9 1
295.2058 4525055 48
313.2162 92956256 999
//
