ACCESSION: MSBNK-UFZ-WANA0222237762PH
RECORD_TITLE: Norgestimate; LC-ESI-ITFT; MS2; CE: 80%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 80 % (nominal)
AC$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$SPLASH: splash10-00fv-3900000000-0b2aedf5c22fca28602e
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
69.0696 C5H9+ 1 69.0699 -4.72
77.0384 C6H5+ 1 77.0386 -2.69
79.054 C6H7+ 1 79.0542 -2.87
80.0492 C5H6N+ 1 80.0495 -4.02
81.0573 C5H7N+ 1 81.0573 0.47
81.0696 C6H9+ 1 81.0699 -3.23
82.0648 C5H8N+ 1 82.0651 -4.26
91.054 C7H7+ 1 91.0542 -2.58
92.0493 C6H6N+ 1 92.0495 -1.95
92.0616 C7H8+ 1 92.0621 -4.72
93.057 C6H7N+ 1 93.0573 -3.08
93.0696 C7H9+ 1 93.0699 -2.62
94.065 C6H8N+ 1 94.0651 -0.87
95.0489 C6H7O+ 1 95.0491 -2.41
95.0725 C6H9N+ 1 95.073 -4.72
95.0853 C7H11+ 1 95.0855 -1.94
96.0442 C5H6NO+ 1 96.0444 -2.13
96.0806 C6H10N+ 1 96.0808 -2.22
98.0598 C5H8NO+ 1 98.06 -2.57
103.054 C8H7+ 1 103.0542 -2.52
104.0491 C7H6N+ 1 104.0495 -4.08
105.0696 C8H9+ 1 105.0699 -2.62
106.0648 C7H8N+ 1 106.0651 -2.86
107.0727 C7H9N+ 1 107.073 -2.76
107.0852 C8H11+ 1 107.0855 -2.79
108.0805 C7H10N+ 1 108.0808 -2.53
109.0644 C7H9O+ 1 109.0648 -4
109.0883 C7H11N+ 1 109.0886 -2.44
110.0598 C6H8NO+ 1 110.06 -1.79
111.0677 C6H9NO+ 1 111.0679 -1.42
115.0539 C9H7+ 1 115.0542 -2.79
116.0618 C9H8+ 1 116.0621 -2.04
117.0569 C8H7N+ 1 117.0573 -3.04
117.0696 C9H9+ 1 117.0699 -2.28
118.0647 C8H8N+ 1 118.0651 -3.4
118.0775 C9H10+ 1 118.0777 -1.36
119.0726 C8H9N+ 1 119.073 -3.32
119.0852 C9H11+ 1 119.0855 -2.38
120.0804 C8H10N+ 1 120.0808 -3.1
121.0642 C8H9O+ 1 121.0648 -4.92
121.0885 C8H11N+ 1 121.0886 -0.43
121.101 C9H13+ 1 121.1012 -1.59
122.0599 C7H8NO+ 1 122.06 -1.42
122.0965 C8H12N+ 1 122.0964 0.76
124.0754 C7H10NO+ 1 124.0757 -2.38
128.0617 C10H8+ 1 128.0621 -2.83
129.0695 C10H9+ 1 129.0699 -2.68
130.0649 C9H8N+ 1 130.0651 -1.59
130.0773 C10H10+ 1 130.0777 -3.25
131.0852 C10H11+ 1 131.0855 -2.76
132.0806 C9H10N+ 1 132.0808 -0.98
133.1008 C10H13+ 1 133.1012 -3.17
134.0961 C9H12N+ 1 134.0964 -2.54
135.08 C9H11O+ 1 135.0804 -3.5
136.0751 C8H10NO+ 1 136.0757 -4.24
138.0911 C8H12NO+ 1 138.0913 -1.86
141.0695 C11H9+ 1 141.0699 -2.7
142.0774 C11H10+ 1 142.0777 -2.15
143.0726 C10H9N+ 1 143.073 -2.12
143.0852 C11H11+ 1 143.0855 -2.25
144.093 C11H12+ 1 144.0934 -2.55
145.1008 C11H13+ 1 145.1012 -2.43
146.0962 C10H12N+ 1 146.0964 -1.56
148.1115 C10H14N+ 1 148.1121 -4.01
149.0956 C10H13O+ 1 149.0961 -3.03
150.0908 C9H12NO+ 1 150.0913 -3.4
153.0696 C12H9+ 1 153.0699 -1.95
154.0774 C12H10+ 1 154.0777 -1.75
155.0851 C12H11+ 1 155.0855 -2.93
156.0807 C11H10N+ 1 156.0808 -0.46
156.0929 C12H12+ 1 156.0934 -2.72
157.1009 C12H13+ 1 157.1012 -1.94
158.0957 C11H12N+ 1 158.0964 -4.42
159.1163 C12H15+ 1 159.1168 -3.07
160.1118 C11H14N+ 1 160.1121 -1.89
165.0692 C13H9+ 1 165.0699 -4.06
166.0774 C13H10+ 1 166.0777 -2.1
167.0851 C13H11+ 1 167.0855 -2.63
168.0929 C13H12+ 1 168.0934 -2.43
169.1006 C13H13+ 1 169.1012 -3.13
171.1161 C13H15+ 1 171.1168 -3.98
172.1119 C12H14N+ 1 172.1121 -1.1
176.1066 C11H14NO+ 1 176.107 -2.06
178.122 C11H16NO+ 1 178.1226 -3.32
179.085 C14H11+ 1 179.0855 -2.78
180.0927 C14H12+ 1 180.0934 -3.52
181.1008 C14H13+ 1 181.1012 -2.32
182.0963 C13H12N+ 1 182.0964 -0.78
182.1089 C14H14+ 1 182.109 -0.54
183.1162 C14H15+ 1 183.1168 -3.53
191.0852 C15H11+ 1 191.0855 -1.84
192.0933 C15H12+ 1 192.0934 -0.16
193.101 C15H13+ 1 193.1012 -1.02
195.1166 C15H15+ 1 195.1168 -0.99
196.1112 C14H14N+ 1 196.1121 -4.32
205.1014 C16H13+ 1 205.1012 0.98
207.1163 C16H15+ 1 207.1168 -2.77
282.185 C19H24NO+ 1 282.1852 -0.99
PK$NUM_PEAK: 98
PK$PEAK: m/z int. rel.int.
69.0696 30310.1 13
77.0384 143526.9 66
79.054 1054676.2 486
80.0492 172117.4 79
81.0573 34275.8 15
81.0696 171032.5 78
82.0648 89034.4 41
91.054 1288018.2 593
92.0493 70209.2 32
92.0616 24993.2 11
93.057 50655.2 23
93.0696 390404.1 180
94.065 66812 30
95.0489 40663.3 18
95.0725 52984.1 24
95.0853 80538.1 37
96.0442 28826.2 13
96.0806 38910.4 17
98.0598 1193188.9 550
103.054 153461.4 70
104.0491 33032.6 15
105.0696 934906.2 431
106.0648 271108.8 124
107.0727 103299.1 47
107.0852 155296.1 71
108.0805 229315.8 105
109.0644 27940.8 12
109.0883 79927.1 36
110.0598 88453 40
111.0677 41378 19
115.0539 211558.5 97
116.0618 210592.6 97
117.0569 36626 16
117.0696 599867.5 276
118.0647 76595 35
118.0775 24524.9 11
119.0726 31385.7 14
119.0852 366084.4 168
120.0804 59556.7 27
121.0642 35480.9 16
121.0885 35765.3 16
121.101 39702.3 18
122.0599 59289.2 27
122.0965 42505.4 19
124.0754 2166732.2 999
128.0617 316122.3 145
129.0695 640881 295
130.0649 56518.5 26
130.0773 127983.5 59
131.0852 586992.7 270
132.0806 104811.1 48
133.1008 145595.9 67
134.0961 53971.6 24
135.08 32399.5 14
136.0751 31199.2 14
138.0911 47082.4 21
141.0695 200478.2 92
142.0774 218960.5 100
143.0726 44187.9 20
143.0852 426559.9 196
144.093 72158.3 33
145.1008 226980.3 104
146.0962 89952.6 41
148.1115 58917.8 27
149.0956 24784.1 11
150.0908 43252.1 19
153.0696 61847.1 28
154.0774 70451.6 32
155.0851 227760.7 105
156.0807 28565.1 13
156.0929 78247.2 36
157.1009 211908.9 97
158.0957 68445 31
159.1163 79743.3 36
160.1118 75931.6 35
165.0692 76596.6 35
166.0774 37403.3 17
167.0851 115212 53
168.0929 52427.6 24
169.1006 116044.9 53
171.1161 84464.6 38
172.1119 32958.2 15
176.1066 39496 18
178.122 26268.9 12
179.085 80205.5 36
180.0927 31821.5 14
181.1008 96244.2 44
182.0963 38576.3 17
182.1089 35059.3 16
183.1162 55647.4 25
191.0852 36250.2 16
192.0933 25542.1 11
193.101 66927.8 30
195.1166 69675.1 32
196.1112 23052.5 10
205.1014 48966.9 22
207.1163 52805.7 24
282.185 37453.5 17
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