ACCESSION: MSBNK-Athens_Univ-AU279806
RECORD_TITLE: Norethindrone; LC-ESI-QTOF; MS2; CE: Ramp 21.6-32.4 eV; R=35000; [M+H]+
DATE: 2019.05.31
AUTHORS: Nikiforos Alygizakis, Katerina Galani, Nikolaos Thomaidis, University of Athens
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2019 Department of Chemistry, University of Athens
COMMENT: CONFIDENCE standard compound
COMMENT: INTERNAL_ID 2798
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$EXACT_MASS: 298.1932801
CH$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: Bruker maXis Impact
AC$INSTRUMENT_TYPE: LC-ESI-QTOF
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE CID
AC$MASS_SPECTROMETRY: COLLISION_ENERGY Ramp 21.6-32.4 eV
AC$MASS_SPECTROMETRY: RESOLUTION 35000
AC$CHROMATOGRAPHY: COLUMN_NAME Acclaim RSLC C18 2.2um, 2.1x100mm, Thermo
AC$CHROMATOGRAPHY: FLOW_GRADIENT 99/1 at 0-1 min, 61/39 at 3 min, 0.1/99.9 at 14-16 min, 99/1 at 16.1-20 min
AC$CHROMATOGRAPHY: FLOW_RATE 200 uL/min at 0-3 min, 400 uL/min at 14 min, 480 uL/min at 16-19 min, 200 uL/min at 19.1-20 min
AC$CHROMATOGRAPHY: RETENTION_TIME 9.348 min
AC$CHROMATOGRAPHY: SOLVENT A 90:10 water:methanol with 0.01% formic acid and 5mM ammonium formate
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.01% formic acid and 5mM ammonium formate
MS$FOCUSED_ION: BASE_PEAK 299.2002
MS$FOCUSED_ION: PRECURSOR_M/Z 299.2006
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$DATA_PROCESSING: RECALIBRATE identity on assigned fragments and MS1
MS$DATA_PROCESSING: WHOLE RMassBank 2.10.1
PK$SPLASH: splash10-000t-2960000000-837d7bd5551fa035dd14
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
55.0175 C3H3O+ 1 55.0178 -6.71
55.0535 C4H7+ 1 55.0542 -12.43
67.0534 C5H7+ 1 67.0542 -12.03
69.0693 C5H9+ 1 69.0699 -8.27
71.0483 C4H7O+ 1 71.0491 -12.48
79.0538 C6H7+ 1 79.0542 -5.95
80.0572 C5[13]CH7+ 1 80.0581 -11.04
81.0331 C5H5O+ 1 81.0335 -4.3
81.0693 C6H9+ 1 81.0699 -7.72
82.0731 C5[13]CH9+ 1 82.0738 -8.48
83.0487 C5H7O+ 1 83.0491 -4.96
84.0522 C4[13]CH7O+ 1 84.053 -10.28
91.0543 C7H7+ 1 91.0542 0.41
92.0581 C6[13]CH7+ 1 92.0581 -0.61
93.0701 C7H9+ 1 93.0699 2.2
94.0732 C6[13]CH9+ 1 94.0738 -6.27
95.0491 C6H7O+ 1 95.0491 -0.11
95.0855 C7H11+ 1 95.0855 -0.35
96.0894 C6[13]CH11+ 1 96.0894 -0.8
97.0651 C6H9O+ 1 97.0648 3.42
103.0542 C8H7+ 1 103.0542 0.1
105.0707 C8H9+ 1 105.0699 7.64
106.0747 C7[13]CH9+ 1 106.0738 8.34
107.05 C7H7O+ 1 107.0491 8.11
107.0867 C8H11+ 1 107.0855 10.9
108.0549 C6[13]CH7O+ 1 108.053 17.04
108.0896 C7[13]CH11+ 1 108.0894 1.21
109.0662 C7H9O+ 1 109.0648 12.66
109.1023 C8H13+ 1 109.1012 10.09
110.0696 C6[13]CH9O+ 1 110.0687 7.9
111.0808 C7H11O+ 1 111.0804 2.95
115.053 C9H7+ 1 115.0542 -10.85
116.0609 C9H8+ 1 116.0621 -9.76
117.0696 C9H9+ 1 117.0699 -1.98
118.0727 C8[13]CH9+ 1 118.0738 -9.12
119.0851 C9H11+ 1 119.0855 -3.62
120.0883 C8[13]CH11+ 1 120.0894 -9.56
121.0644 C8H9O+ 1 121.0648 -3.18
121.1008 C9H13+ 1 121.1012 -3
122.1037 C8[13]CH13+ 1 122.1051 -11.05
123.0801 C8H11O+ 1 123.0804 -2.76
123.117 C9H15+ 1 123.1168 1.29
128.0612 C10H8+ 1 128.0621 -6.65
129.0686 C10H9+ 1 129.0699 -10.07
130.075 C10H10+ 1 130.0777 -21.1
131.0846 C10H11+ 1 131.0855 -7.28
132.088 C9[13]CH11+ 1 132.0894 -11.13
133.0633 C9H9O+ 1 133.0648 -10.94
133.1001 C10H13+ 1 133.1012 -7.84
134.1035 C9[13]CH13+ 1 134.1051 -11.61
135.0794 C9H11O+ 1 135.0804 -8.01
135.1157 C10H15+ 1 135.1168 -8.3
136.0829 C8[13]CH11O+ 1 136.0843 -10.55
137.0945 C9H13O+ 1 137.0961 -11.58
141.0689 C11H9+ 1 141.0699 -6.94
142.0758 C11H10+ 1 142.0777 -13.61
143.0843 C11H11+ 1 143.0855 -8.91
144.0893 C10[13]CH11+ 1 144.0894 -1.18
145.0644 C10H9O+ 1 145.0648 -2.45
145.0999 C11H13+ 1 145.1012 -8.55
146.1026 C10[13]CH13+ 1 146.1051 -16.69
147.0793 C10H11O+ 1 147.0804 -8.08
147.1152 C11H15+ 1 147.1168 -11.35
148.1192 C10[13]CH15+ 1 148.1207 -10.1
149.0949 C10H13O+ 1 149.0961 -7.89
149.1317 C11H17+ 1 149.1325 -5.09
150.0979 C9[13]CH13O+ 1 150.1 -14.08
151.1103 C10H15O+ 1 151.1117 -9.78
153.0687 C12H9+ 1 153.0699 -7.71
154.076 C12H10+ 1 154.0777 -11.36
155.0841 C12H11+ 1 155.0855 -9.37
156.0915 C12H12+ 1 156.0934 -11.96
157.0635 C11H9O+ 1 157.0648 -8.53
157.0997 C12H13+ 1 157.1012 -9.29
158.105 C11[13]CH13+ 1 158.1051 -0.65
159.0795 C11H11O+ 1 159.0804 -5.88
159.1153 C12H15+ 1 159.1168 -9.48
160.1194 C11[13]CH15+ 1 160.1207 -8.45
161.0949 C11H13O+ 1 161.0961 -7.63
161.131 C12H17+ 1 161.1325 -9.46
162.0995 C10[13]CH13O+ 1 162.1 -2.85
163.1104 C11H15O+ 1 163.1117 -8
164.1145 C10[13]CH15O+ 1 164.1156 -6.76
165.0693 C13H9+ 1 165.0699 -3.37
166.0751 C13H10+ 1 166.0777 -15.81
167.084 C13H11+ 1 167.0855 -9.15
168.0904 C13H12+ 1 168.0934 -17.64
169.0999 C13H13+ 1 169.1012 -7.76
170.1047 C12[13]CH13+ 1 170.1051 -2.25
171.1154 C13H15+ 1 171.1168 -8.38
172.1197 C12[13]CH15+ 1 172.1207 -5.97
173.0947 C12H13O+ 1 173.0961 -8.08
173.1309 C13H17+ 1 173.1325 -8.92
174.1344 C12[13]CH17+ 1 174.1364 -11.34
175.1099 C12H15O+ 1 175.1117 -10.34
176.1136 C11[13]CH15O+ 1 176.1156 -11.58
177.1264 C12H17O+ 1 177.1274 -5.54
179.0844 C14H11+ 1 179.0855 -6.48
180.0911 C14H12+ 1 180.0934 -12.41
181.0996 C14H13+ 1 181.1012 -8.65
183.1152 C14H15+ 1 183.1168 -8.68
184.1201 C13[13]CH15+ 1 184.1207 -3.51
185.0948 C13H13O+ 1 185.0961 -6.91
185.1312 C14H17+ 1 185.1325 -7.12
186.1359 C13[13]CH17+ 1 186.1364 -2.35
187.1103 C13H15O+ 1 187.1117 -7.57
187.1472 C14H19+ 1 187.1481 -4.98
188.1164 C13H16O+ 1 188.1196 -16.85
189.1258 C13H17O+ 1 189.1274 -8.62
189.1618 C14H21+ 1 189.1638 -10.66
191.1426 C13H19O+ 1 191.143 -2.54
192.0907 C15H12+ 1 192.0934 -14
193.0998 C15H13+ 1 193.1012 -7.19
194.1065 C15H14+ 1 194.109 -12.63
195.1159 C15H15+ 1 195.1168 -4.87
196.1205 C14[13]CH15+ 1 196.1207 -1.04
197.0949 C14H13O+ 1 197.0961 -6.2
197.1314 C15H17+ 1 197.1325 -5.61
198.1352 C14[13]CH17+ 1 198.1364 -5.78
199.1105 C14H15O+ 1 199.1117 -6.23
199.1468 C15H19+ 1 199.1481 -6.56
200.15 C14[13]CH19+ 1 200.152 -10.11
201.1255 C14H17O+ 1 201.1274 -9.28
201.1617 C15H21+ 1 201.1638 -10.57
202.1306 C14H18O+ 1 202.1352 -22.81
203.1423 C14H19O+ 1 203.143 -3.66
205.0994 C16H13+ 1 205.1012 -8.85
206.1068 C16H14+ 1 206.109 -10.64
207.1159 C16H15+ 1 207.1168 -4.51
208.1223 C16H16+ 1 208.1247 -11.1
209.1308 C16H17+ 1 209.1325 -7.87
210.1363 C15[13]CH17+ 1 210.1364 -0.29
211.1106 C15H15O+ 1 211.1117 -5.32
211.1469 C16H19+ 1 211.1481 -5.67
212.1516 C15[13]CH19+ 1 212.152 -1.95
213.1261 C15H17O+ 1 213.1274 -6.07
213.1626 C16H21+ 1 213.1638 -5.56
214.1666 C15[13]CH21+ 1 214.1677 -5.21
215.1409 C15H19O+ 1 215.143 -9.97
219.115 C17H15+ 1 219.1168 -8.15
220.1229 C17H16+ 1 220.1247 -7.84
221.1317 C17H17+ 1 221.1325 -3.69
222.1366 C17H18+ 1 222.1403 -16.52
223.1472 C17H19+ 1 223.1481 -3.95
224.1504 C16[13]CH19+ 1 224.152 -7.11
225.1265 C16H17O+ 1 225.1274 -4.16
225.1628 C17H21+ 1 225.1638 -4.52
226.1315 C16H18O+ 1 226.1352 -16.6
227.142 C16H19O+ 1 227.143 -4.64
229.1574 C16H21O+ 1 229.1587 -5.56
231.1736 C16H23O+ 1 231.1743 -3.25
232.1774 C15[13]CH23O+ 1 232.1782 -3.62
234.1396 C18H18+ 1 234.1403 -2.99
235.1477 C18H19+ 1 235.1481 -1.68
236.1499 C17[13]CH19+ 1 236.152 -8.93
237.1624 C18H21+ 1 237.1638 -5.69
238.167 C17[13]CH21+ 1 238.1677 -2.79
239.1418 C17H19O+ 1 239.143 -5.11
239.1781 C18H23+ 1 239.1794 -5.41
240.1485 C16[13]CH19O+ 1 240.1469 6.62
240.1818 C17[13]CH23+ 1 240.1833 -6.32
241.1566 C17H21O+ 1 241.1587 -8.47
248.1544 C19H20+ 1 248.156 -6.26
253.1582 C18H21O+ 1 253.1587 -2.02
253.1951 C19H25+ 1 253.1951 0.13
254.1612 C17[13]CH21O+ 1 254.1626 -5.44
255.175 C18H23O+ 1 255.1743 2.48
257.188 C18H25O+ 1 257.19 -7.89
263.1785 C20H23+ 1 263.1794 -3.36
264.1818 C19[13]CH23+ 1 264.1833 -5.89
266.166 C19H22O+ 1 266.1665 -1.87
281.1898 C20H25O+ 1 281.19 -0.6
282.1925 C19[13]CH25O+ 1 282.1939 -4.91
299.2006 C20H27O2+ 1 299.2006 0.18
300.2035 C19[13]CH27O2+ 1 300.2045 -3.08
301.2066 C18[13]C2H27O2+ 1 301.2078 -4.19
PK$NUM_PEAK: 176
PK$PEAK: m/z int. rel.int.
55.0175 1992 9
55.0535 4308 20
67.0534 12712 60
69.0693 4084 19
71.0483 1516 7
79.0538 23092 110
80.0572 1416 6
81.0331 2680 12
81.0693 29292 140
82.0731 2220 10
83.0487 71984 344
84.0522 4012 19
91.0543 26748 127
92.0581 1912 9
93.0701 23288 111
94.0732 1520 7
95.0491 3644 17
95.0855 15184 72
96.0894 1356 6
97.0651 4928 23
103.0542 1156 5
105.0707 19292 92
106.0747 1508 7
107.05 11596 55
107.0867 9872 47
108.0549 1196 5
108.0896 1160 5
109.0662 82268 393
109.1023 5496 26
110.0696 4872 23
111.0808 3104 14
115.053 4332 20
116.0609 1532 7
117.0696 14196 67
118.0727 1396 6
119.0851 32192 154
120.0883 3552 16
121.0644 4388 20
121.1008 9872 47
122.1037 1228 5
123.0801 8752 41
123.117 2348 11
128.0612 5544 26
129.0686 13720 65
130.075 3740 17
131.0846 30688 146
132.088 2904 13
133.0633 4176 19
133.1001 12712 60
134.1035 1232 5
135.0794 24176 115
135.1157 4596 21
136.0829 1712 8
137.0945 3548 16
141.0689 5744 27
142.0758 3672 17
143.0843 24440 116
144.0893 3628 17
145.0644 1704 8
145.0999 33612 160
146.1026 3116 14
147.0793 5668 27
147.1152 8200 39
148.1192 1408 6
149.0949 17304 82
149.1317 1968 9
150.0979 2020 9
151.1103 1952 9
153.0687 1260 6
154.076 1668 7
155.0841 7824 37
156.0915 4128 19
157.0635 1724 8
157.0997 20488 98
158.105 3120 14
159.0795 6100 29
159.1153 14708 70
160.1194 2296 10
161.0949 15004 71
161.131 9160 43
162.0995 2264 10
163.1104 13820 66
164.1145 1392 6
165.0693 1568 7
166.0751 1332 6
167.084 5244 25
168.0904 2584 12
169.0999 21348 102
170.1047 3520 16
171.1154 35084 167
172.1197 5540 26
173.0947 3536 16
173.1309 18856 90
174.1344 2804 13
175.1099 9740 46
176.1136 1976 9
177.1264 1812 8
179.0844 3048 14
180.0911 1940 9
181.0996 9772 46
183.1152 13732 65
184.1201 2508 11
185.0948 5160 24
185.1312 15632 74
186.1359 3676 17
187.1103 6008 28
187.1472 3656 17
188.1164 2228 10
189.1258 5472 26
189.1618 1368 6
191.1426 1268 6
192.0907 1472 7
193.0998 5000 23
194.1065 2008 9
195.1159 8572 41
196.1205 2088 9
197.0949 1184 5
197.1314 8736 41
198.1352 1876 8
199.1105 3532 16
199.1468 6768 32
200.15 1084 5
201.1255 5928 28
201.1617 1516 7
202.1306 1800 8
203.1423 2096 10
205.0994 1636 7
206.1068 1768 8
207.1159 6896 32
208.1223 2540 12
209.1308 5572 26
210.1363 1496 7
211.1106 2964 14
211.1469 14700 70
212.1516 2792 13
213.1261 3000 14
213.1626 24292 116
214.1666 3996 19
215.1409 2304 11
219.115 1468 7
220.1229 1548 7
221.1317 10528 50
222.1366 3336 15
223.1472 15176 72
224.1504 3456 16
225.1265 3968 18
225.1628 2204 10
226.1315 1308 6
227.142 2864 13
229.1574 4388 20
231.1736 78432 375
232.1774 13608 65
234.1396 1472 7
235.1477 6428 30
236.1499 1440 6
237.1624 4588 21
238.167 1432 6
239.1418 3872 18
239.1781 5736 27
240.1485 1080 5
240.1818 1716 8
241.1566 4776 22
248.1544 2056 9
253.1582 4984 23
253.1951 2140 10
254.1612 1196 5
255.175 1284 6
257.188 2596 12
263.1785 14964 71
264.1818 3364 16
266.166 1440 6
281.1898 33112 158
282.1925 7956 38
299.2006 208792 999
300.2035 50516 241
301.2066 4860 23
//
