ACCESSION: MSBNK-UFZ-WANA0222155BE0PH
RECORD_TITLE: Norgestimate; LC-ESI-ITFT; MS2; CE: 60%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 60 % (nominal)
AC$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$SPLASH: splash10-00dj-2900000000-8e39f6b056dbbc7282c9
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
65.0383 C5H5+ 1 65.0386 -4.92
67.0539 C5H7+ 1 67.0542 -4.41
69.0696 C5H9+ 1 69.0699 -4.05
77.0383 C6H5+ 1 77.0386 -3.75
79.054 C6H7+ 1 79.0542 -2.63
80.0493 C5H6N+ 1 80.0495 -2.73
81.0697 C6H9+ 1 81.0699 -2.34
82.0649 C5H8N+ 1 82.0651 -2.72
91.054 C7H7+ 1 91.0542 -2.15
92.0493 C6H6N+ 1 92.0495 -1.69
93.0697 C7H9+ 1 93.0699 -2.04
94.0649 C6H8N+ 1 94.0651 -2.32
95.0728 C6H9N+ 1 95.073 -1.43
95.0853 C7H11+ 1 95.0855 -1.94
96.0444 C5H6NO+ 1 96.0444 0.25
96.0807 C6H10N+ 1 96.0808 -1.2
98.0598 C5H8NO+ 1 98.06 -2.12
103.0538 C8H7+ 1 103.0542 -4.2
105.0696 C8H9+ 1 105.0699 -2.31
106.0649 C7H8N+ 1 106.0651 -2.2
107.0727 C7H9N+ 1 107.073 -2.11
107.0853 C8H11+ 1 107.0855 -2.28
108.0805 C7H10N+ 1 108.0808 -2.16
109.0644 C7H9O+ 1 109.0648 -3.15
109.0883 C7H11N+ 1 109.0886 -2.5
109.1009 C8H13+ 1 109.1012 -2.39
110.0598 C6H8NO+ 1 110.06 -1.98
111.0674 C6H9NO+ 1 111.0679 -4.58
112.0761 C6H10NO+ 1 112.0757 3.43
115.0541 C9H7+ 1 115.0542 -1.28
116.062 C9H8+ 1 116.0621 -0.81
117.0567 C8H7N+ 1 117.0573 -4.81
117.0696 C9H9+ 1 117.0699 -1.97
118.065 C8H8N+ 1 118.0651 -1.34
119.0853 C9H11+ 1 119.0855 -2.25
120.0806 C8H10N+ 1 120.0808 -1.64
121.0882 C8H11N+ 1 121.0886 -3.52
121.1009 C9H13+ 1 121.1012 -2.34
122.0599 C7H8NO+ 1 122.06 -1.42
122.0961 C8H12N+ 1 122.0964 -2.37
124.0754 C7H10NO+ 1 124.0757 -2.15
128.0616 C10H8+ 1 128.0621 -3.32
129.0696 C10H9+ 1 129.0699 -2.23
130.0648 C9H8N+ 1 130.0651 -2.3
130.0773 C10H10+ 1 130.0777 -3.03
131.0852 C10H11+ 1 131.0855 -2.19
132.0805 C9H10N+ 1 132.0808 -2.38
133.0881 C9H11N+ 1 133.0886 -3.62
133.1009 C10H13+ 1 133.1012 -2.15
134.0961 C9H12N+ 1 134.0964 -2.34
135.0805 C9H11O+ 1 135.0804 0.65
135.1168 C10H15+ 1 135.1168 -0.54
136.0753 C8H10NO+ 1 136.0757 -3.15
137.0959 C9H13O+ 1 137.0961 -1.7
138.0911 C8H12NO+ 1 138.0913 -1.68
141.0696 C11H9+ 1 141.0699 -2.29
142.0774 C11H10+ 1 142.0777 -2.07
143.0723 C10H9N+ 1 143.073 -4.59
143.0852 C11H11+ 1 143.0855 -2.05
144.0804 C10H10N+ 1 144.0808 -2.66
144.093 C11H12+ 1 144.0934 -2.67
145.0882 C10H11N+ 1 145.0886 -2.64
145.1009 C11H13+ 1 145.1012 -2.24
146.0959 C10H12N+ 1 146.0964 -3.35
147.0809 C10H11O+ 1 147.0804 3.14
147.1165 C11H15+ 1 147.1168 -2.32
148.0753 C9H10NO+ 1 148.0757 -2.43
148.1116 C10H14N+ 1 148.1121 -3
149.0958 C10H13O+ 1 149.0961 -1.92
150.091 C9H12NO+ 1 150.0913 -2.51
153.07 C12H9+ 1 153.0699 0.92
154.0783 C12H10+ 1 154.0777 3.68
155.0852 C12H11+ 1 155.0855 -2.35
156.0805 C11H10N+ 1 156.0808 -1.54
156.0929 C12H12+ 1 156.0934 -2.74
157.0888 C11H11N+ 1 157.0886 0.98
157.1008 C12H13+ 1 157.1012 -2.14
158.096 C11H12N+ 1 158.0964 -2.99
159.1045 C11H13N+ 1 159.1043 1.44
159.1165 C12H15+ 1 159.1168 -2.32
160.1118 C11H14N+ 1 160.1121 -1.63
161.0961 C11H13O+ 1 161.0961 -0.17
161.1195 C11H15N+ 1 161.1199 -2.48
161.1322 C12H17+ 1 161.1325 -1.55
162.0909 C10H12NO+ 1 162.0913 -2.79
162.1275 C11H16N+ 1 162.1277 -1.43
163.1126 C11H15O+ 1 163.1117 4.97
164.1067 C10H14NO+ 1 164.107 -2.02
165.0691 C13H9+ 1 165.0699 -4.49
166.0771 C13H10+ 1 166.0777 -3.46
167.0853 C13H11+ 1 167.0855 -1.34
168.0929 C13H12+ 1 168.0934 -2.6
169.0885 C12H11N+ 1 169.0886 -0.85
169.1009 C13H13+ 1 169.1012 -1.49
170.096 C12H12N+ 1 170.0964 -2.63
170.1086 C13H14+ 1 170.109 -2.56
171.1164 C13H15+ 1 171.1168 -2.54
172.1122 C12H14N+ 1 172.1121 0.69
172.1241 C13H16+ 1 172.1247 -3.14
173.1322 C13H17+ 1 173.1325 -1.79
174.0912 C11H12NO+ 1 174.0913 -1.01
174.1278 C12H16N+ 1 174.1277 0.43
175.1476 C13H19+ 1 175.1481 -2.89
176.1067 C11H14NO+ 1 176.107 -1.42
178.1224 C11H16NO+ 1 178.1226 -1.21
179.0849 C14H11+ 1 179.0855 -3.66
180.0933 C14H12+ 1 180.0934 -0.41
181.1008 C14H13+ 1 181.1012 -2.26
182.0972 C13H12N+ 1 182.0964 4.32
183.1164 C14H15+ 1 183.1168 -2.13
184.112 C13H14N+ 1 184.1121 -0.35
185.1321 C14H17+ 1 185.1325 -1.92
186.1271 C13H16N+ 1 186.1277 -3.44
187.1477 C14H19+ 1 187.1481 -2.44
190.1221 C12H16NO+ 1 190.1226 -2.71
191.0858 C15H11+ 1 191.0855 1.48
193.101 C15H13+ 1 193.1012 -1.04
195.1163 C15H15+ 1 195.1168 -2.57
196.1115 C14H14N+ 1 196.1121 -3.16
196.124 C15H16+ 1 196.1247 -3.09
197.1321 C15H17+ 1 197.1325 -2.06
198.1273 C14H16N+ 1 198.1277 -2.33
199.148 C15H19+ 1 199.1481 -0.41
205.1011 C16H13+ 1 205.1012 -0.41
206.1085 C16H14+ 1 206.109 -2.47
207.1165 C16H15+ 1 207.1168 -1.7
208.1114 C15H14N+ 1 208.1121 -3.43
208.1243 C16H16+ 1 208.1247 -1.46
209.1323 C16H17+ 1 209.1325 -1.01
210.127 C15H16N+ 1 210.1277 -3.66
211.1482 C16H19+ 1 211.1481 0.11
212.143 C15H18N+ 1 212.1434 -1.59
219.1159 C17H15+ 1 219.1168 -4.35
220.1252 C17H16+ 1 220.1247 2.27
221.1321 C17H17+ 1 221.1325 -1.66
222.1275 C16H16N+ 1 222.1277 -1.15
223.1478 C17H19+ 1 223.1481 -1.63
224.1435 C16H18N+ 1 224.1434 0.37
225.1637 C17H21+ 1 225.1638 -0.18
233.1326 C18H17+ 1 233.1325 0.34
234.1272 C17H16N+ 1 234.1277 -2.19
235.1485 C18H19+ 1 235.1481 1.78
236.1429 C17H18N+ 1 236.1434 -2.02
237.163 C18H21+ 1 237.1638 -3.24
238.159 C17H20N+ 1 238.159 -0.06
247.1478 C19H19+ 1 247.1481 -1.18
248.1548 C19H20+ 1 248.156 -4.73
249.1639 C19H21+ 1 249.1638 0.68
250.1589 C18H20N+ 1 250.159 -0.4
260.2003 C17H26NO+ 1 260.2009 -2.33
262.1594 C19H20N+ 1 262.159 1.39
264.1744 C19H22N+ 1 264.1747 -1.15
265.1831 C19H23N+ 1 265.1825 2.14
278.1902 C20H24N+ 1 278.1903 -0.35
282.1846 C19H24NO+ 1 282.1852 -2.35
292.2064 C21H26N+ 1 292.206 1.29
310.2159 C21H28NO+ 1 310.2165 -2.14
370.237 C23H32NO3+ 1 370.2377 -1.89
PK$NUM_PEAK: 158
PK$PEAK: m/z int. rel.int.
65.0383 18537.5 9
67.0539 122723.4 60
69.0696 36233.4 17
77.0383 35561.2 17
79.054 388585 190
80.0493 48629.6 23
81.0697 163015.3 79
82.0649 89422.8 43
91.054 608916.3 297
92.0493 48114 23
93.0697 311054 152
94.0649 52845.2 25
95.0728 42572.3 20
95.0853 125337.3 61
96.0444 15788.7 7
96.0807 53159.5 26
98.0598 1042691 509
103.0538 40299.3 19
105.0696 603519.8 295
106.0649 125507.8 61
107.0727 42593.2 20
107.0853 204682.6 100
108.0805 207596.9 101
109.0644 15934.8 7
109.0883 56297.3 27
109.1009 43059.3 21
110.0598 92524.9 45
111.0674 17073.5 8
112.0761 26685.9 13
115.0541 65051.5 31
116.062 53604 26
117.0567 18418.9 9
117.0696 348605.9 170
118.065 42882 20
119.0853 364788.2 178
120.0806 60716.1 29
121.0882 39638.7 19
121.1009 102431.6 50
122.0599 66934.7 32
122.0961 53690.9 26
124.0754 2042499.1 999
128.0616 69988.7 34
129.0696 358426.3 175
130.0648 37087.4 18
130.0773 66914.3 32
131.0852 623743.2 305
132.0805 74763.2 36
133.0881 20005.4 9
133.1009 312417.4 152
134.0961 72899.9 35
135.0805 23924.5 11
135.1168 29838 14
136.0753 54531.3 26
137.0959 23177.7 11
138.0911 57282 28
141.0696 87673 42
142.0774 95049.4 46
143.0723 20513.1 10
143.0852 354585.6 173
144.0804 49830.7 24
144.093 57026 27
145.0882 26698.8 13
145.1009 414259.7 202
146.0959 90142.4 44
147.0809 13991.3 6
147.1165 82744.7 40
148.0753 33526.3 16
148.1116 49463.3 24
149.0958 72594.8 35
150.091 86824.6 42
153.07 20360.6 9
154.0783 33075.2 16
155.0852 181177.5 88
156.0805 19646.1 9
156.0929 54375.6 26
157.0888 18723.7 9
157.1008 302031.2 147
158.096 68414.7 33
159.1045 39117.1 19
159.1165 228307.4 111
160.1118 73815.6 36
161.0961 17502.4 8
161.1195 27192.9 13
161.1322 37643.3 18
162.0909 30288.3 14
162.1275 47833.9 23
163.1126 12823.8 6
164.1067 75343.9 36
165.0691 32423 15
166.0771 23248.8 11
167.0853 72147 35
168.0929 57044.5 27
169.0885 11794.2 5
169.1009 162723.1 79
170.096 19737.8 9
170.1086 47325.6 23
171.1164 151073.8 73
172.1122 43606.8 21
172.1241 25196.9 12
173.1322 99695.1 48
174.0912 28509.9 13
174.1278 24190.7 11
175.1476 21338.1 10
176.1067 128619.2 62
178.1224 112787.8 55
179.0849 34383.8 16
180.0933 22692.7 11
181.1008 88663.2 43
182.0972 19285.5 9
183.1164 163337.1 79
184.112 25511.4 12
185.1321 171061.6 83
186.1271 20977.8 10
187.1477 37093.7 18
190.1221 41866.9 20
191.0858 17884.6 8
193.101 57969.4 28
195.1163 83124.4 40
196.1115 21716.2 10
196.124 23943.8 11
197.1321 68348.6 33
198.1273 23059.4 11
199.148 34527.9 16
205.1011 37376.8 18
206.1085 19544.9 9
207.1165 57636.6 28
208.1114 22619.2 11
208.1243 17276.6 8
209.1323 45556.1 22
210.127 19002.4 9
211.1482 21169.7 10
212.143 31416.2 15
219.1159 28256.6 13
220.1252 16741.9 8
221.1321 45635 22
222.1275 25014.4 12
223.1478 34023.3 16
224.1435 22196.6 10
225.1637 34441.2 16
233.1326 23798.9 11
234.1272 15717.3 7
235.1485 30203.5 14
236.1429 38310.7 18
237.163 38001.5 18
238.159 18391.4 8
247.1478 29215 14
248.1548 23427.1 11
249.1639 31783 15
250.1589 20152.9 9
260.2003 44206 21
262.1594 14360.1 7
264.1744 93310.9 45
265.1831 13504.6 6
278.1902 32834.2 16
282.1846 120996 59
292.2064 32107.8 15
310.2159 270909.1 132
370.237 136327.6 66
//
