ACCESSION: MSBNK-UFZ-WANA0222213166PH
RECORD_TITLE: Norgestimate; LC-ESI-ITFT; MS2; CE: 70%; R=15000; [M+H]+
DATE: 2023.08.13
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$MASS_SPECTROMETRY: COLLISION_ENERGY 70 % (nominal)
AC$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$CHROMATOGRAPHY: RETENTION_TIME 13.044 min
MS$FOCUSED_ION: BASE_PEAK 370.2374
MS$FOCUSED_ION: PRECURSOR_M/Z 370.2377
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$FOCUSED_ION: PRECURSOR_INTENSITY 42908068
MS$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$SPLASH: splash10-00fv-3900000000-1c9b235724edcccd42fe
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
77.0383 C6H5+ 1 77.0386 -3.28
79.054 C6H7+ 1 79.0542 -3.25
80.0492 C5H6N+ 1 80.0495 -3.35
81.0696 C6H9+ 1 81.0699 -2.95
82.0649 C5H8N+ 1 82.0651 -2.87
91.054 C7H7+ 1 91.0542 -2.83
92.0492 C6H6N+ 1 92.0495 -2.78
93.0696 C7H9+ 1 93.0699 -2.79
94.0649 C6H8N+ 1 94.0651 -2.01
95.0491 C6H7O+ 1 95.0491 -0.57
95.0729 C6H9N+ 1 95.073 -0.95
95.0853 C7H11+ 1 95.0855 -2.58
96.0442 C5H6NO+ 1 96.0444 -2.21
96.0806 C6H10N+ 1 96.0808 -1.59
98.0598 C5H8NO+ 1 98.06 -2.65
103.054 C8H7+ 1 103.0542 -1.85
105.0696 C8H9+ 1 105.0699 -2.77
106.0648 C7H8N+ 1 106.0651 -3.29
107.0726 C7H9N+ 1 107.073 -2.84
107.0853 C8H11+ 1 107.0855 -2.29
108.0804 C7H10N+ 1 108.0808 -3.02
109.0884 C7H11N+ 1 109.0886 -1.95
110.0597 C6H8NO+ 1 110.06 -3.52
115.054 C9H7+ 1 115.0542 -2.06
116.0618 C9H8+ 1 116.0621 -2.17
117.057 C8H7N+ 1 117.0573 -2.65
117.0696 C9H9+ 1 117.0699 -2.54
118.0647 C8H8N+ 1 118.0651 -3.21
119.0725 C8H9N+ 1 119.073 -3.38
119.0852 C9H11+ 1 119.0855 -2.96
120.0803 C8H10N+ 1 120.0808 -3.74
121.0647 C8H9O+ 1 121.0648 -0.95
121.0884 C8H11N+ 1 121.0886 -2
121.1008 C9H13+ 1 121.1012 -2.78
122.0596 C7H8NO+ 1 122.06 -3.67
122.0959 C8H12N+ 1 122.0964 -3.99
124.0754 C7H10NO+ 1 124.0757 -2.63
128.0617 C10H8+ 1 128.0621 -2.95
129.0695 C10H9+ 1 129.0699 -2.8
130.0648 C9H8N+ 1 130.0651 -2.76
130.0773 C10H10+ 1 130.0777 -2.9
131.0852 C10H11+ 1 131.0855 -2.76
132.0806 C9H10N+ 1 132.0808 -1.67
133.1008 C10H13+ 1 133.1012 -2.71
134.0961 C9H12N+ 1 134.0964 -2.32
135.08 C9H11O+ 1 135.0804 -3.27
135.1037 C9H13N+ 1 135.1043 -3.99
136.0752 C8H10NO+ 1 136.0757 -3.34
138.091 C8H12NO+ 1 138.0913 -2.75
141.0696 C11H9+ 1 141.0699 -1.83
142.0774 C11H10+ 1 142.0777 -2.36
143.0726 C10H9N+ 1 143.073 -2.44
143.0851 C11H11+ 1 143.0855 -2.67
144.0803 C10H10N+ 1 144.0808 -3.17
144.093 C11H12+ 1 144.0934 -2.34
145.1008 C11H13+ 1 145.1012 -2.54
146.0963 C10H12N+ 1 146.0964 -1.14
147.1164 C11H15+ 1 147.1168 -3.02
148.0756 C9H10NO+ 1 148.0757 -0.35
148.1117 C10H14N+ 1 148.1121 -2.78
149.0955 C10H13O+ 1 149.0961 -3.75
150.091 C9H12NO+ 1 150.0913 -2.29
154.0773 C12H10+ 1 154.0777 -2.35
155.0852 C12H11+ 1 155.0855 -2.24
156.0809 C11H10N+ 1 156.0808 1.11
156.0932 C12H12+ 1 156.0934 -1.16
157.1008 C12H13+ 1 157.1012 -2.42
158.0961 C11H12N+ 1 158.0964 -1.91
158.1085 C12H14+ 1 158.109 -3.38
159.1037 C11H13N+ 1 159.1043 -3.63
159.1164 C12H15+ 1 159.1168 -2.69
160.1116 C11H14N+ 1 160.1121 -2.75
161.1198 C11H15N+ 1 161.1199 -0.93
162.0913 C10H12NO+ 1 162.0913 -0.12
162.1273 C11H16N+ 1 162.1277 -2.71
164.1064 C10H14NO+ 1 164.107 -3.36
165.0694 C13H9+ 1 165.0699 -2.77
167.085 C13H11+ 1 167.0855 -3
168.0936 C13H12+ 1 168.0934 1.38
169.1007 C13H13+ 1 169.1012 -2.95
170.097 C12H12N+ 1 170.0964 3.46
170.1087 C13H14+ 1 170.109 -1.94
171.1166 C13H15+ 1 171.1168 -1.48
172.1117 C12H14N+ 1 172.1121 -2.07
173.1323 C13H17+ 1 173.1325 -1.28
174.127 C12H16N+ 1 174.1277 -3.97
176.1067 C11H14NO+ 1 176.107 -1.45
178.0772 C14H10+ 1 178.0777 -2.54
178.1223 C11H16NO+ 1 178.1226 -2.03
179.0853 C14H11+ 1 179.0855 -0.99
180.0927 C14H12+ 1 180.0934 -3.69
181.1007 C14H13+ 1 181.1012 -2.4
182.1095 C14H14+ 1 182.109 2.47
183.1164 C14H15+ 1 183.1168 -2.53
184.1118 C13H14N+ 1 184.1121 -1.67
185.132 C14H17+ 1 185.1325 -2.49
186.127 C13H16N+ 1 186.1277 -3.85
192.0931 C15H12+ 1 192.0934 -1.43
193.1008 C15H13+ 1 193.1012 -2.04
194.1089 C15H14+ 1 194.109 -0.38
195.1164 C15H15+ 1 195.1168 -2.25
197.1321 C15H17+ 1 197.1325 -1.82
199.1473 C15H19+ 1 199.1481 -4.4
207.1163 C16H15+ 1 207.1168 -2.7
210.1273 C15H16N+ 1 210.1277 -2.19
211.1477 C16H19+ 1 211.1481 -2.11
219.1163 C17H15+ 1 219.1168 -2.54
221.1316 C17H17+ 1 221.1325 -4.02
224.1433 C16H18N+ 1 224.1434 -0.46
234.1286 C17H16N+ 1 234.1277 3.72
235.1485 C18H19+ 1 235.1481 1.75
236.1424 C17H18N+ 1 236.1434 -4.05
250.1582 C18H20N+ 1 250.159 -3.29
264.1742 C19H22N+ 1 264.1747 -1.98
282.1847 C19H24NO+ 1 282.1852 -1.97
310.2161 C21H28NO+ 1 310.2165 -1.4
PK$NUM_PEAK: 116
PK$PEAK: m/z int. rel.int.
77.0383 78583 27
79.054 886206.6 306
80.0492 119286 41
81.0696 245623.9 84
82.0649 125334.4 43
91.054 1148004.6 396
92.0492 110250.5 38
93.0696 473385.1 163
94.0649 70264.7 24
95.0491 41137.2 14
95.0729 63478.8 21
95.0853 204415.7 70
96.0442 34419.8 11
96.0806 29412.3 10
98.0598 1583997.6 547
103.054 92060.7 31
105.0696 1041084.8 359
106.0648 222115.6 76
107.0726 53299.7 18
107.0853 211727.8 73
108.0804 298817.2 103
109.0884 107642.2 37
110.0597 119375.5 41
115.054 187546.4 64
116.0618 177031 61
117.057 50357 17
117.0696 632403.4 218
118.0647 65766.4 22
119.0725 36549 12
119.0852 570242.8 197
120.0803 50267.2 17
121.0647 24614.6 8
121.0884 49295.9 17
121.1008 99602.1 34
122.0596 87646.7 30
122.0959 66535.5 22
124.0754 2890403.8 999
128.0617 215558.9 74
129.0695 636855 220
130.0648 60106.5 20
130.0773 148562 51
131.0852 871251.7 301
132.0806 128350.2 44
133.1008 293616.8 101
134.0961 100175.2 34
135.08 29707.8 10
135.1037 29557.4 10
136.0752 55460.8 19
138.091 94539.7 32
141.0696 171284.9 59
142.0774 201170.5 69
143.0726 34549.2 11
143.0851 526720.4 182
144.0803 66622.2 23
144.093 101885.1 35
145.1008 434787.5 150
146.0963 95139.6 32
147.1164 83138.5 28
148.0756 31747.8 10
148.1117 56154 19
149.0955 55182.5 19
150.091 75705 26
154.0773 71612 24
155.0852 271603.1 93
156.0809 27225.3 9
156.0932 84432.9 29
157.1008 346987 119
158.0961 115288.2 39
158.1085 32059.4 11
159.1037 34540.2 11
159.1164 170348.7 58
160.1116 117658.3 40
161.1198 39118.5 13
162.0913 38533.5 13
162.1273 44210.4 15
164.1064 82509.6 28
165.0694 55277.7 19
167.085 133239.3 46
168.0936 44974.9 15
169.1007 163777.6 56
170.097 34554.5 11
170.1087 43536.7 15
171.1166 181369 62
172.1117 53048.4 18
173.1323 51122.8 17
174.127 29239.8 10
176.1067 101636.3 35
178.0772 42880.6 14
178.1223 93985.4 32
179.0853 65451 22
180.0927 28567.3 9
181.1007 133786.7 46
182.1095 29798.2 10
183.1164 115417.3 39
184.1118 41380.5 14
185.132 135291.6 46
186.127 34507.7 11
192.0931 25442.3 8
193.1008 62691.2 21
194.1089 38280.1 13
195.1164 107074.9 37
197.1321 72407.3 25
199.1473 36148 12
207.1163 84532.5 29
210.1273 26152.8 9
211.1477 22791.5 7
219.1163 47809 16
221.1316 53924.2 18
224.1433 27409.9 9
234.1286 29728.6 10
235.1485 24746.3 8
236.1424 59901.2 20
250.1582 24930.3 8
264.1742 94557.6 32
282.1847 151450.1 52
310.2161 106204.9 36
//
