ACCESSION: MSBNK-UFZ-WANA022211C9CFPH
RECORD_TITLE: Norgestimate; LC-ESI-ITFT; MS2; CE: 40%; R=15000; [M+H]+
DATE: 2023.08.12
AUTHORS: Tobias Schulze, Martin Krauss, Department of Effect-Directed Analysis, Helmholtz Centre for Environmental Research - UFZ, Leipzig, Germany
LICENSE: CC0
COPYRIGHT: Copyright (C) 2023
COMMENT: CONFIDENCE Reference Standard (Level 1)
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$EXACT_MASS: 369.230393852
CH$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$INSTRUMENT: LTQ Orbitrap XL Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-ITFT
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 40 % (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 15000
AC$MASS_SPECTROMETRY: MASS_RANGE_M/Z 50-385
AC$CHROMATOGRAPHY: COLUMN_NAME Kinetex Evo C18 2.6 um 50 x 2.1 mm
AC$CHROMATOGRAPHY: FLOW_GRADIENT 95/5 at 0 min, 95/5 at 1 min, 0/100 at 13 min, 0/100 at 24 min, 95/5 at 24.3 min, 95/5 at 32 min
AC$CHROMATOGRAPHY: FLOW_RATE 300 uL/min
AC$CHROMATOGRAPHY: RETENTION_TIME 12.979 min
MS$FOCUSED_ION: BASE_PEAK 65.0595
MS$FOCUSED_ION: PRECURSOR_M/Z 370.2377
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$FOCUSED_ION: PRECURSOR_INTENSITY 2002075.88
MS$DATA_PROCESSING: RECALIBRATE loess on assigned fragments and MS1
MS$DATA_PROCESSING: REANALYZE Peaks with additional N2/O included
MS$DATA_PROCESSING: WHOLE RMassBank 3.11.2
PK$SPLASH: splash10-00di-1819000000-1d14fe3f5780e5cb7b42
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
67.054 C5H7+ 1 67.0542 -3.04
69.0696 C5H9+ 1 69.0699 -4.61
70.065 C4H8N+ 1 70.0651 -1.29
79.054 C6H7+ 1 79.0542 -2.63
81.0697 C6H9+ 1 81.0699 -2.24
82.0649 C5H8N+ 1 82.0651 -2.72
91.0541 C7H7+ 1 91.0542 -1.81
93.0697 C7H9+ 1 93.0699 -1.46
94.065 C6H8N+ 1 94.0651 -1.43
95.073 C6H9N+ 1 95.073 0.74
95.0853 C7H11+ 1 95.0855 -2.26
96.0806 C6H10N+ 1 96.0808 -1.99
98.0598 C5H8NO+ 1 98.06 -1.96
103.0541 C8H7+ 1 103.0542 -1.01
105.0697 C8H9+ 1 105.0699 -2.02
106.0649 C7H8N+ 1 106.0651 -1.99
107.0853 C8H11+ 1 107.0855 -2.28
108.0806 C7H10N+ 1 108.0808 -1.95
109.0886 C7H11N+ 1 109.0886 -0.33
109.1009 C8H13+ 1 109.1012 -2.25
110.0598 C6H8NO+ 1 110.06 -1.84
112.0757 C6H10NO+ 1 112.0757 -0.18
115.0541 C9H7+ 1 115.0542 -0.88
117.0571 C8H7N+ 1 117.0573 -1.68
117.0697 C9H9+ 1 117.0699 -1.77
118.0651 C8H8N+ 1 118.0651 -0.18
119.0853 C9H11+ 1 119.0855 -1.74
120.0805 C8H10N+ 1 120.0808 -2.02
121.0885 C8H11N+ 1 121.0886 -1
121.101 C9H13+ 1 121.1012 -1.59
122.0597 C7H8NO+ 1 122.06 -2.74
122.0961 C8H12N+ 1 122.0964 -2.43
123.0802 C8H11O+ 1 123.0804 -1.87
123.1169 C9H15+ 1 123.1168 0.47
124.0754 C7H10NO+ 1 124.0757 -1.96
129.0696 C10H9+ 1 129.0699 -2.23
130.065 C9H8N+ 1 130.0651 -1.01
131.0853 C10H11+ 1 131.0855 -2.07
132.0808 C9H10N+ 1 132.0808 -0.18
133.1009 C10H13+ 1 133.1012 -1.81
134.0963 C9H12N+ 1 134.0964 -1.2
135.1038 C9H13N+ 1 135.1043 -3.12
135.1165 C10H15+ 1 135.1168 -2.35
136.0756 C8H10NO+ 1 136.0757 -0.9
137.0955 C9H13O+ 1 137.0961 -4.48
138.0913 C8H12NO+ 1 138.0913 -0.35
141.0697 C11H9+ 1 141.0699 -1.1
143.0852 C11H11+ 1 143.0855 -1.95
144.0803 C10H10N+ 1 144.0808 -3.18
145.1009 C11H13+ 1 145.1012 -1.82
146.0963 C10H12N+ 1 146.0964 -1.16
147.1036 C10H13N+ 1 147.1043 -4.37
147.1165 C11H15+ 1 147.1168 -2.32
148.0758 C9H10NO+ 1 148.0757 0.56
148.1115 C10H14N+ 1 148.1121 -3.83
149.0958 C10H13O+ 1 149.0961 -2.23
149.1322 C11H17+ 1 149.1325 -1.98
150.0911 C9H12NO+ 1 150.0913 -1.59
152.1066 C9H14NO+ 1 152.107 -2.79
153.0698 C12H9+ 1 153.0699 -0.77
155.0853 C12H11+ 1 155.0855 -1.47
156.0806 C11H10N+ 1 156.0808 -1.15
157.1009 C12H13+ 1 157.1012 -1.46
158.096 C11H12N+ 1 158.0964 -2.7
159.1037 C11H13N+ 1 159.1043 -3.45
159.1165 C12H15+ 1 159.1168 -1.84
160.1119 C11H14N+ 1 160.1121 -1.06
161.1196 C11H15N+ 1 161.1199 -1.91
161.1322 C12H17+ 1 161.1325 -1.64
162.0909 C10H12NO+ 1 162.0913 -2.6
162.1271 C11H16N+ 1 162.1277 -3.88
164.1067 C10H14NO+ 1 164.107 -1.83
167.085 C13H11+ 1 167.0855 -2.89
169.1008 C13H13+ 1 169.1012 -2.13
170.0965 C12H12N+ 1 170.0964 0.24
170.1084 C13H14+ 1 170.109 -3.81
171.1165 C13H15+ 1 171.1168 -1.65
172.1121 C12H14N+ 1 172.1121 -0.11
173.1192 C12H15N+ 1 173.1199 -4.33
173.1322 C13H17+ 1 173.1325 -1.7
174.091 C11H12NO+ 1 174.0913 -2.06
174.1271 C12H16N+ 1 174.1277 -3.69
175.1477 C13H19+ 1 175.1481 -2.45
176.1066 C11H14NO+ 1 176.107 -1.94
178.1224 C11H16NO+ 1 178.1226 -1.56
179.0858 C14H11+ 1 179.0855 1.45
181.1008 C14H13+ 1 181.1012 -1.92
182.0962 C13H12N+ 1 182.0964 -1.13
182.1086 C14H14+ 1 182.109 -2.07
183.1165 C14H15+ 1 183.1168 -1.54
184.1114 C13H14N+ 1 184.1121 -3.42
185.1322 C14H17+ 1 185.1325 -1.59
186.1274 C13H16N+ 1 186.1277 -1.72
187.1478 C14H19+ 1 187.1481 -1.63
190.1225 C12H16NO+ 1 190.1226 -0.7
193.101 C15H13+ 1 193.1012 -0.96
195.1167 C15H15+ 1 195.1168 -0.85
196.1119 C14H14N+ 1 196.1121 -0.98
196.1244 C15H16+ 1 196.1247 -1.15
197.1321 C15H17+ 1 197.1325 -1.9
198.1274 C14H16N+ 1 198.1277 -1.49
198.1401 C15H18+ 1 198.1403 -0.81
199.1478 C15H19+ 1 199.1481 -1.71
200.1068 C13H14NO+ 1 200.107 -0.95
200.1556 C15H20+ 1 200.156 -1.92
201.127 C14H17O+ 1 201.1274 -2.01
202.1226 C13H16NO+ 1 202.1226 -0.31
203.1432 C14H19O+ 1 203.143 0.89
204.1383 C13H18NO+ 1 204.1383 0.09
206.1089 C16H14+ 1 206.109 -0.62
207.1171 C16H15+ 1 207.1168 1.24
208.1124 C15H14N+ 1 208.1121 1.41
208.1255 C16H16+ 1 208.1247 4.18
209.1321 C16H17+ 1 209.1325 -2.03
211.148 C16H19+ 1 211.1481 -0.68
213.1635 C16H21+ 1 213.1638 -1.37
214.1225 C14H16NO+ 1 214.1226 -0.45
216.1381 C14H18NO+ 1 216.1383 -0.7
219.1161 C17H15+ 1 219.1168 -3.3
221.132 C17H17+ 1 221.1325 -1.94
222.1282 C16H16N+ 1 222.1277 2.28
222.1413 C17H18+ 1 222.1403 4.53
223.148 C17H19+ 1 223.1481 -0.61
224.1439 C16H18N+ 1 224.1434 2.55
225.1634 C17H21+ 1 225.1638 -1.6
235.1473 C18H19+ 1 235.1481 -3.61
236.1434 C17H18N+ 1 236.1434 0.24
237.1517 C17H19N+ 1 237.1512 2.18
237.1638 C18H21+ 1 237.1638 0.3
238.1597 C17H20N+ 1 238.159 2.63
240.1383 C16H18NO+ 1 240.1383 -0.14
240.175 C17H22N+ 1 240.1747 1.29
247.1481 C19H19+ 1 247.1481 0
248.1435 C18H18N+ 1 248.1434 0.44
249.1638 C19H21+ 1 249.1638 0.19
250.1596 C18H20N+ 1 250.159 2.41
251.1787 C19H23+ 1 251.1794 -3.01
252.1744 C18H22N+ 1 252.1747 -1.29
260.2004 C17H26NO+ 1 260.2009 -1.74
263.167 C19H21N+ 1 263.1669 0.52
264.1743 C19H22N+ 1 264.1747 -1.5
266.1909 C19H24N+ 1 266.1903 2.08
268.2058 C19H26N+ 1 268.206 -0.54
277.1949 C21H25+ 1 277.1951 -0.76
278.1907 C20H24N+ 1 278.1903 1.18
282.1846 C19H24NO+ 1 282.1852 -2.35
286.218 C19H28NO+ 1 286.2165 4.95
292.2051 C21H26N+ 1 292.206 -2.89
293.213 C21H27N+ 1 293.2138 -2.82
310.2159 C21H28NO+ 1 310.2165 -2.05
328.2264 C21H30NO2+ 1 328.2271 -2.22
370.2368 C23H32NO3+ 1 370.2377 -2.3
PK$NUM_PEAK: 152
PK$PEAK: m/z int. rel.int.
67.054 6064 9
69.0696 2116.7 3
70.065 1053.8 1
79.054 10756 16
81.0697 11497.5 18
82.0649 5277.4 8
91.0541 18183.1 28
93.0697 18902.6 29
94.065 2208.3 3
95.073 2452.9 3
95.0853 10562.8 16
96.0806 2661.6 4
98.0598 53922.4 84
103.0541 1169.3 1
105.0697 23992.4 37
106.0649 7878.5 12
107.0853 16867.9 26
108.0806 16496.5 25
109.0886 2652.7 4
109.1009 5267.1 8
110.0598 4100.9 6
112.0757 1333.8 2
115.0541 1071.2 1
117.0571 1125.2 1
117.0697 14563 22
118.0651 1118.2 1
119.0853 22350.8 35
120.0805 2908.9 4
121.0885 1602.8 2
121.101 9234.5 14
122.0597 5364.9 8
122.0961 3265.8 5
123.0802 1709.5 2
123.1169 1496.4 2
124.0754 106763 167
129.0696 11431.1 17
130.065 2203.1 3
131.0853 34091.4 53
132.0808 5796.6 9
133.1009 32830.9 51
134.0963 4544.6 7
135.1038 1377.6 2
135.1165 3741.2 5
136.0756 6279.2 9
137.0955 1461.1 2
138.0913 2959 4
141.0697 4263.7 6
143.0852 18914.3 29
144.0803 3179.2 5
145.1009 28444.6 44
146.0963 5628.9 8
147.1036 1135.6 1
147.1165 12007.5 18
148.0758 2857 4
148.1115 3642.3 5
149.0958 4053.9 6
149.1322 1722.5 2
150.0911 7711.6 12
152.1066 2676.3 4
153.0698 1150.5 1
155.0853 9415.5 14
156.0806 1784 2
157.1009 23423.9 36
158.096 6589.7 10
159.1037 2409 3
159.1165 28819.3 45
160.1119 6348.2 9
161.1196 2121.8 3
161.1322 9721 15
162.0909 5745.6 9
162.1271 4271.6 6
164.1067 6832.1 10
167.085 4675.2 7
169.1008 11187.7 17
170.0965 2279.7 3
170.1084 2599.1 4
171.1165 14266.5 22
172.1121 2585.2 4
173.1192 1259.2 1
173.1322 11763.2 18
174.091 4500.4 7
174.1271 4429.1 6
175.1477 1070.8 1
176.1066 16383.3 25
178.1224 7022.2 11
179.0858 2725.4 4
181.1008 6540.9 10
182.0962 1650 2
182.1086 2094.4 3
183.1165 17736.6 27
184.1114 3451.1 5
185.1322 21703.9 34
186.1274 2213.6 3
187.1478 8487.7 13
190.1225 4531.8 7
193.101 2461.8 3
195.1167 8611.4 13
196.1119 1991.9 3
196.1244 1420.4 2
197.1321 6743.8 10
198.1274 3026.5 4
198.1401 1557.7 2
199.1478 8590.2 13
200.1068 1222 1
200.1556 1556.7 2
201.127 2487 3
202.1226 2325.3 3
203.1432 1155.1 1
204.1383 2053.3 3
206.1089 1620.6 2
207.1171 2943.1 4
208.1124 1206.5 1
208.1255 1543.5 2
209.1321 6694.7 10
211.148 3997.5 6
213.1635 1681.9 2
214.1225 1371.3 2
216.1381 1522.7 2
219.1161 1614.3 2
221.132 4913.4 7
222.1282 1566.8 2
222.1413 1120 1
223.148 5355.8 8
224.1439 1303.2 2
225.1634 6276.1 9
235.1473 2779.7 4
236.1434 2315 3
237.1517 1558.2 2
237.1638 6475.2 10
238.1597 2030 3
240.1383 1569 2
240.175 2243.4 3
247.1481 1608.1 2
248.1435 1404.6 2
249.1638 3026.7 4
250.1596 1496.8 2
251.1787 3286.4 5
252.1744 1204.7 1
260.2004 8101.9 12
263.167 1258.4 1
264.1743 9309 14
266.1909 1837.7 2
268.2058 4038.6 6
277.1949 3500.6 5
278.1907 3841.6 6
282.1846 4261.6 6
286.218 1486.6 2
292.2051 3910.7 6
293.213 2277.2 3
310.2159 136137 214
328.2264 10991.3 17
370.2368 634959.2 999
//
