ACCESSION: MSBNK-UFZ-WANA022225AF82PH
RECORD_TITLE: Norgestimate; LC-ESI-ITFT; MS2; CE: 90%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 90 % (nominal)
AC$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$SPLASH: splash10-00bc-4900000000-7cf213d6763258a784c8
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
69.0696 C5H9+ 1 69.0699 -3.62
77.0383 C6H5+ 1 77.0386 -3.48
79.054 C6H7+ 1 79.0542 -3.35
80.0492 C5H6N+ 1 80.0495 -3.44
81.057 C5H7N+ 1 81.0573 -3.86
81.0696 C6H9+ 1 81.0699 -2.95
82.0648 C5H8N+ 1 82.0651 -3.52
91.054 C7H7+ 1 91.0542 -2.83
92.0492 C6H6N+ 1 92.0495 -3.2
92.0618 C7H8+ 1 92.0621 -2.48
93.0569 C6H7N+ 1 93.0573 -4.48
93.0696 C7H9+ 1 93.0699 -2.7
94.0649 C6H8N+ 1 94.0651 -2.41
95.0489 C6H7O+ 1 95.0491 -2.33
95.0727 C6H9N+ 1 95.073 -2.8
95.0853 C7H11+ 1 95.0855 -2.83
96.0442 C5H6NO+ 1 96.0444 -2.05
96.0806 C6H10N+ 1 96.0808 -1.75
98.0598 C5H8NO+ 1 98.06 -2.73
103.0539 C8H7+ 1 103.0542 -2.89
104.0492 C7H6N+ 1 104.0495 -2.18
105.0696 C8H9+ 1 105.0699 -2.84
106.0648 C7H8N+ 1 106.0651 -2.86
107.0726 C7H9N+ 1 107.073 -3.26
107.0852 C8H11+ 1 107.0855 -2.72
108.0804 C7H10N+ 1 108.0808 -3.09
109.0646 C7H9O+ 1 109.0648 -1.41
109.0883 C7H11N+ 1 109.0886 -2.58
110.0597 C6H8NO+ 1 110.06 -3.17
111.0674 C6H9NO+ 1 111.0679 -3.76
115.054 C9H7+ 1 115.0542 -2.33
116.0617 C9H8+ 1 116.0621 -2.89
117.0569 C8H7N+ 1 117.0573 -3.56
117.0696 C9H9+ 1 117.0699 -2.67
118.0649 C8H8N+ 1 118.0651 -1.85
118.0774 C9H10+ 1 118.0777 -2.85
119.0727 C8H9N+ 1 119.073 -2.48
119.0852 C9H11+ 1 119.0855 -2.83
120.0804 C8H10N+ 1 120.0808 -3.04
121.0888 C8H11N+ 1 121.0886 1.27
121.1006 C9H13+ 1 121.1012 -4.36
122.0596 C7H8NO+ 1 122.06 -3.79
122.096 C8H12N+ 1 122.0964 -3.68
124.0754 C7H10NO+ 1 124.0757 -2.69
128.0617 C10H8+ 1 128.0621 -2.71
129.0695 C10H9+ 1 129.0699 -2.92
130.0647 C9H8N+ 1 130.0651 -3.46
130.0772 C10H10+ 1 130.0777 -3.49
131.0851 C10H11+ 1 131.0855 -3.11
132.0804 C9H10N+ 1 132.0808 -3.17
133.1007 C10H13+ 1 133.1012 -3.28
134.0961 C9H12N+ 1 134.0964 -2.66
135.0801 C9H11O+ 1 135.0804 -2.82
138.0914 C8H12NO+ 1 138.0913 0.12
141.0695 C11H9+ 1 141.0699 -3.02
142.0773 C11H10+ 1 142.0777 -2.58
143.0725 C10H9N+ 1 143.073 -2.97
143.0851 C11H11+ 1 143.0855 -2.78
144.0804 C10H10N+ 1 144.0808 -2.85
145.1008 C11H13+ 1 145.1012 -2.75
146.0961 C10H12N+ 1 146.0964 -1.98
148.1114 C10H14N+ 1 148.1121 -4.73
150.0911 C9H12NO+ 1 150.0913 -1.88
153.0695 C12H9+ 1 153.0699 -2.45
154.0772 C12H10+ 1 154.0777 -3.54
155.0851 C12H11+ 1 155.0855 -2.93
157.0883 C11H11N+ 1 157.0886 -2.21
157.1007 C12H13+ 1 157.1012 -2.91
158.0959 C11H12N+ 1 158.0964 -3.26
159.1037 C11H13N+ 1 159.1043 -3.53
159.1165 C12H15+ 1 159.1168 -2.3
160.1118 C11H14N+ 1 160.1121 -1.89
161.1197 C11H15N+ 1 161.1199 -1.03
165.0695 C13H9+ 1 165.0699 -2.03
166.0772 C13H10+ 1 166.0777 -3.2
167.0849 C13H11+ 1 167.0855 -3.91
168.0927 C13H12+ 1 168.0934 -3.97
169.1008 C13H13+ 1 169.1012 -1.96
170.0963 C12H12N+ 1 170.0964 -1.03
171.1161 C13H15+ 1 171.1168 -4.25
178.0776 C14H10+ 1 178.0777 -0.57
178.1222 C11H16NO+ 1 178.1226 -2.29
179.085 C14H11+ 1 179.0855 -2.69
180.0929 C14H12+ 1 180.0934 -2.25
181.1008 C14H13+ 1 181.1012 -1.9
182.0959 C13H12N+ 1 182.0964 -2.87
183.1161 C14H15+ 1 183.1168 -4.2
185.1321 C14H17+ 1 185.1325 -2.08
186.1274 C13H16N+ 1 186.1277 -1.88
191.0854 C15H11+ 1 191.0855 -0.48
192.0929 C15H12+ 1 192.0934 -2.54
193.1006 C15H13+ 1 193.1012 -3.07
194.1091 C15H14+ 1 194.109 0.25
195.1163 C15H15+ 1 195.1168 -2.95
203.0851 C16H11+ 1 203.0855 -2.33
205.1008 C16H13+ 1 205.1012 -1.62
207.116 C16H15+ 1 207.1168 -3.95
208.1125 C15H14N+ 1 208.1121 2.03
221.133 C17H17+ 1 221.1325 2.19
222.1275 C16H16N+ 1 222.1277 -1.24
282.1862 C19H24NO+ 1 282.1852 3.22
PK$NUM_PEAK: 101
PK$PEAK: m/z int. rel.int.
69.0696 12077 13
77.0383 146022.8 164
79.054 777120.6 873
80.0492 130231.2 146
81.057 30562.5 34
81.0696 121721.8 136
82.0648 48271.1 54
91.054 888563.7 999
92.0492 34829.4 39
92.0618 12186.5 13
93.0569 20187.5 22
93.0696 186237.9 209
94.0649 53452.2 60
95.0489 34511.1 38
95.0727 30482.9 34
95.0853 42532.6 47
96.0442 18608.4 20
96.0806 15778.9 17
98.0598 550900.1 619
103.0539 124856.1 140
104.0492 19430.9 21
105.0696 506713.4 569
106.0648 174969.8 196
107.0726 54765.8 61
107.0852 62317.6 70
108.0804 121665.3 136
109.0646 10492.1 11
109.0883 47591 53
110.0597 28241.9 31
111.0674 18866.8 21
115.054 213414 239
116.0617 166651 187
117.0569 24762.9 27
117.0696 316713.5 356
118.0649 38309.5 43
118.0774 18437.4 20
119.0727 12191.4 13
119.0852 181328.4 203
120.0804 43263.2 48
121.0888 11635.3 13
121.1006 10779.1 12
122.0596 23738.4 26
122.096 26715.6 30
124.0754 886738.2 996
128.0617 239154.5 268
129.0695 378553.6 425
130.0647 37952.9 42
130.0772 85321 95
131.0851 228526.4 256
132.0804 66484 74
133.1007 49240.2 55
134.0961 35151.8 39
135.0801 10879.3 12
138.0914 23368.6 26
141.0695 148333 166
142.0773 130085.7 146
143.0725 19423.6 21
143.0851 171525.8 192
144.0804 31023 34
145.1008 88069.2 99
146.0961 51393.5 57
148.1114 21527.3 24
150.0911 13258 14
153.0695 59767.5 67
154.0772 46279.6 52
155.0851 127613.4 143
157.0883 11327.9 12
157.1007 81876.8 92
158.0959 38361.8 43
159.1037 10650.4 11
159.1165 23844.1 26
160.1118 40997.6 46
161.1197 10534.8 11
165.0695 60115.3 67
166.0772 22291.8 25
167.0849 65109.2 73
168.0927 29641.9 33
169.1008 49903 56
170.0963 13537.6 15
171.1161 27426.3 30
178.0776 30953.4 34
178.1222 9208.4 10
179.085 40993.6 46
180.0929 21622.9 24
181.1008 45187.5 50
182.0959 13011.1 14
183.1161 23281.6 26
185.1321 11598.4 13
186.1274 9764 10
191.0854 23894.1 26
192.0929 20502.2 23
193.1006 29419.2 33
194.1091 12514.9 14
195.1163 18169.9 20
203.0851 12865.1 14
205.1008 19984.7 22
207.116 20768.6 23
208.1125 12667.8 14
221.133 7411.3 8
222.1275 8694.5 9
282.1862 9520.1 10
//
