ACCESSION: MSBNK-UFZ-WANA0220155BE0PH
RECORD_TITLE: Norethindrone; 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$NAME: Norethindrone
CH$NAME: (8R,9S,10R,13S,14S,17R)-17-ethynyl-17-hydroxy-13-methyl-1,2,6,7,8,9,10,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-3-one
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C20H26O2
CH$EXACT_MASS: 298.193280072
CH$SMILES: C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[C@H]34)[C@@H]1CC[C@@]2(O)C#C
CH$IUPAC: InChI=1S/C20H26O2/c1-3-20(22)11-9-18-17-6-4-13-12-14(21)5-7-15(13)16(17)8-10-19(18,20)2/h1,12,15-18,22H,4-11H2,2H3/t15-,16+,17+,18-,19-,20-/m0/s1
CH$LINK: CAS
68-22-4
CH$LINK: CHEBI
7627
CH$LINK: KEGG
C05028
CH$LINK: LIPIDMAPS
LMST02030097
CH$LINK: PUBCHEM
CID:6230
CH$LINK: INCHIKEY
VIKNJXKGJWUCNN-XGXHKTLJSA-N
CH$LINK: CHEMSPIDER
5994
CH$LINK: COMPTOX
DTXSID9023380
AC$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 50-310
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 11.161 min
MS$FOCUSED_ION: BASE_PEAK 299.2009
MS$FOCUSED_ION: PRECURSOR_M/Z 299.2006
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$FOCUSED_ION: PRECURSOR_INTENSITY 27607700
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: splash10-0a4i-2900000000-821f6cc7ed044445b1d0
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
67.054 C5H7+ 1 67.0542 -4.07
69.0696 C5H9+ 1 69.0699 -4.05
79.054 C6H7+ 1 79.0542 -2.63
81.0333 C5H5O+ 1 81.0335 -1.86
81.0697 C6H9+ 1 81.0699 -2.15
83.049 C5H7O+ 1 83.0491 -2.24
91.054 C7H7+ 1 91.0542 -1.98
93.0697 C7H9+ 1 93.0699 -1.54
95.049 C6H7O+ 1 95.0491 -1.53
95.0854 C7H11+ 1 95.0855 -1.38
97.0646 C6H9O+ 1 97.0648 -2.08
103.0541 C8H7+ 1 103.0542 -1.01
105.0697 C8H9+ 1 105.0699 -1.81
107.049 C7H7O+ 1 107.0491 -1.49
107.0854 C8H11+ 1 107.0855 -1.64
109.0646 C7H9O+ 1 109.0648 -1.89
109.101 C8H13+ 1 109.1012 -1.97
111.0804 C7H11O+ 1 111.0804 -0.48
115.054 C9H7+ 1 115.0542 -1.94
117.0697 C9H9+ 1 117.0699 -1.71
119.0853 C9H11+ 1 119.0855 -1.55
121.0646 C8H9O+ 1 121.0648 -1.45
121.1009 C9H13+ 1 121.1012 -1.97
123.0803 C8H11O+ 1 123.0804 -1.38
123.1166 C9H15+ 1 123.1168 -1.88
128.0619 C10H8+ 1 128.0621 -1.54
129.0696 C10H9+ 1 129.0699 -1.87
130.0773 C10H10+ 1 130.0777 -2.79
131.0853 C10H11+ 1 131.0855 -1.84
133.0645 C9H9O+ 1 133.0648 -1.97
133.1009 C10H13+ 1 133.1012 -1.81
135.0802 C9H11O+ 1 135.0804 -1.94
135.1165 C10H15+ 1 135.1168 -2.46
137.0957 C9H13O+ 1 137.0961 -2.7
141.0697 C11H9+ 1 141.0699 -1.43
142.0773 C11H10+ 1 142.0777 -2.71
143.0852 C11H11+ 1 143.0855 -1.95
144.0929 C11H12+ 1 144.0934 -3.42
145.101 C11H13+ 1 145.1012 -1.5
147.0801 C10H11O+ 1 147.0804 -2.26
147.1166 C11H15+ 1 147.1168 -1.38
149.0958 C10H13O+ 1 149.0961 -1.72
149.1323 C11H17+ 1 149.1325 -1.47
154.0777 C12H10+ 1 154.0777 -0.28
155.0852 C12H11+ 1 155.0855 -2.26
156.093 C12H12+ 1 156.0934 -2.54
157.0642 C11H9O+ 1 157.0648 -3.54
157.1009 C12H13+ 1 157.1012 -1.56
158.109 C12H14+ 1 158.109 -0.3
159.0801 C11H11O+ 1 159.0804 -2.17
159.1166 C12H15+ 1 159.1168 -1.27
161.0958 C11H13O+ 1 161.0961 -1.68
161.1323 C12H17+ 1 161.1325 -1.26
163.1114 C11H15O+ 1 163.1117 -2.23
165.0698 C13H9+ 1 165.0699 -0.33
167.0853 C13H11+ 1 167.0855 -1.25
169.101 C13H13+ 1 169.1012 -1.22
170.1087 C13H14+ 1 170.109 -1.84
171.0802 C12H11O+ 1 171.0804 -1.33
171.1165 C13H15+ 1 171.1168 -1.74
173.096 C12H13O+ 1 173.0961 -0.77
173.1322 C13H17+ 1 173.1325 -1.35
175.1116 C12H15O+ 1 175.1117 -0.66
179.085 C14H11+ 1 179.0855 -2.81
180.0937 C14H12+ 1 180.0934 1.7
181.1008 C14H13+ 1 181.1012 -2
183.1165 C14H15+ 1 183.1168 -1.96
185.0955 C13H13O+ 1 185.0961 -3.02
185.1321 C14H17+ 1 185.1325 -2
187.1114 C13H15O+ 1 187.1117 -1.91
187.1475 C14H19+ 1 187.1481 -3.18
188.1192 C13H16O+ 1 188.1196 -1.72
189.127 C13H17O+ 1 189.1274 -1.95
192.0938 C15H12+ 1 192.0934 2.51
193.1009 C15H13+ 1 193.1012 -1.68
195.1163 C15H15+ 1 195.1168 -2.49
197.1324 C15H17+ 1 197.1325 -0.43
199.1111 C14H15O+ 1 199.1117 -3.12
199.1481 C15H19+ 1 199.1481 -0.26
201.1281 C14H17O+ 1 201.1274 3.38
207.1164 C16H15+ 1 207.1168 -1.85
208.1247 C16H16+ 1 208.1247 0
209.132 C16H17+ 1 209.1325 -2.17
211.1478 C16H19+ 1 211.1481 -1.62
213.1635 C16H21+ 1 213.1638 -1.37
221.1324 C17H17+ 1 221.1325 -0.56
223.1475 C17H19+ 1 223.1481 -2.66
225.1268 C16H17O+ 1 225.1274 -2.78
231.1739 C16H23O+ 1 231.1743 -2
235.1476 C18H19+ 1 235.1481 -2.31
237.1635 C18H21+ 1 237.1638 -1.37
263.1798 C20H23+ 1 263.1794 1.55
281.1906 C20H25O+ 1 281.19 2.02
299.2005 C20H27O2+ 1 299.2006 -0.05
PK$NUM_PEAK: 94
PK$PEAK: m/z int. rel.int.
67.054 17498.3 64
69.0696 4380 16
79.054 37856.3 139
81.0333 2961.6 10
81.0697 42529.3 156
83.049 99942.6 367
91.054 52987 194
93.0697 48858.2 179
95.049 4700.5 17
95.0854 29409 108
97.0646 8914.5 32
103.0541 4594.9 16
105.0697 69524.5 255
107.049 35735.8 131
107.0854 36035.7 132
109.0646 271467.2 999
109.101 26018.6 95
111.0804 5855.2 21
115.054 8791.7 32
117.0697 46411.4 170
119.0853 78148.7 287
121.0646 7761 28
121.1009 29431.7 108
123.0803 18744.8 68
123.1166 5996.9 22
128.0619 5756.9 21
129.0696 27938.4 102
130.0773 6775.8 24
131.0853 65033.9 239
133.0645 7260.2 26
133.1009 24438.3 89
135.0802 45688.3 168
135.1165 8622.5 31
137.0957 3541.9 13
141.0697 8707.3 32
142.0773 4766.8 17
143.0852 51359.5 189
144.0929 3678.9 13
145.101 62307.7 229
147.0801 10127.4 37
147.1166 12786.7 47
149.0958 24104 88
149.1323 1919.9 7
154.0777 4136 15
155.0852 13719.5 50
156.093 9939.6 36
157.0642 2330.9 8
157.1009 33064.5 121
158.109 2131.8 7
159.0801 7336.2 26
159.1166 20726.4 76
161.0958 25802.3 94
161.1323 18085.9 66
163.1114 16969.4 62
165.0698 3917.7 14
167.0853 8269.5 30
169.101 21326.7 78
170.1087 3264.6 12
171.0802 2669.1 9
171.1165 44755.2 164
173.096 4161.5 15
173.1322 20880.6 76
175.1116 12440.4 45
179.085 4036.8 14
180.0937 1925.7 7
181.1008 11923.3 43
183.1165 12003.7 44
185.0955 1992.4 7
185.1321 16228.2 59
187.1114 4555.7 16
187.1475 4151.9 15
188.1192 2310.7 8
189.127 3160.6 11
192.0938 1844.8 6
193.1009 7519 27
195.1163 7878 28
197.1324 6804.1 25
199.1111 2118.2 7
199.1481 4439.2 16
201.1281 3263.8 12
207.1164 5303.8 19
208.1247 2711.2 9
209.132 4762.2 17
211.1478 10521.5 38
213.1635 21540.5 79
221.1324 4488.1 16
223.1475 6158.2 22
225.1268 3495.8 12
231.1739 31698 116
235.1476 3851.4 14
237.1635 2693.4 9
263.1798 2494.6 9
281.1906 3543.7 13
299.2005 3382.5 12
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