ACCESSION: MSBNK-Athens_Univ-AU280704
RECORD_TITLE: Gestoden; LC-ESI-QTOF; MS2; CE: 40 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 2807
CH$NAME: Gestoden
CH$NAME: Gestodene
CH$NAME: (8R,9S,10R,13S,14S,17R)-13-ethyl-17-ethynyl-17-hydroxy-1,2,6,7,8,9,10,11,12,14-decahydrocyclopenta[a]phenanthren-3-one
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C21H26O2
CH$EXACT_MASS: 310.1932801
CH$SMILES: [H][C@@]12C=C[C@@](O)(C#C)[C@@]1(CC)CC[C@]1([H])[C@@]3([H])CCC(=O)C=C3CC[C@@]21[H]
CH$IUPAC: InChI=1S/C21H26O2/c1-3-20-11-9-17-16-8-6-15(22)13-14(16)5-7-18(17)19(20)10-12-21(20,23)4-2/h2,10,12-13,16-19,23H,3,5-9,11H2,1H3/t16-,17+,18+,19-,20-,21-/m0/s1
CH$LINK: CAS
60282-87-3
CH$LINK: CHEBI
135323
CH$LINK: KEGG
D04316
CH$LINK: PUBCHEM
CID:3033968
CH$LINK: INCHIKEY
SIGSPDASOTUPFS-XUDSTZEESA-N
CH$LINK: CHEMSPIDER
2298532
CH$LINK: COMPTOX
DTXSID6046478
AC$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 40 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$CHROMATOGRAPHY: RETENTION_TIME 9.442 min
AC$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 311.1999
MS$FOCUSED_ION: PRECURSOR_M/Z 311.2006
MS$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$SPLASH: splash10-0fbc-0910000000-5b7d9604090cb22f21ab
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
109.0635 C7H9O+ 1 109.0648 -11.55
115.0535 C9H7+ 1 115.0542 -6.31
116.0598 C9H8+ 1 116.0621 -19.54
117.0692 C9H9+ 1 117.0699 -6.12
118.0731 C8[13]CH9+ 1 118.0738 -6.05
119.0484 C8H7O+ 1 119.0491 -6.06
119.0845 C9H11+ 1 119.0855 -8.41
120.0876 C8[13]CH11+ 1 120.0894 -15.39
121.0632 C8H9O+ 1 121.0648 -13
121.0993 C9H13+ 1 121.1012 -15.42
123.0795 C8H11O+ 1 123.0804 -7.42
123.1159 C9H15+ 1 123.1168 -7.58
127.0531 C10H7+ 1 127.0542 -8.61
128.0607 C10H8+ 1 128.0621 -10.83
129.0685 C10H9+ 1 129.0699 -10.42
130.0752 C10H10+ 1 130.0777 -19.55
131.0482 C9H7O+ 1 131.0491 -7.11
131.0842 C10H11+ 1 131.0855 -10
132.0547 C9H8O+ 1 132.057 -17.2
132.0879 C9[13]CH11+ 1 132.0894 -11.33
133.0635 C9H9O+ 1 133.0648 -9.43
133.0997 C10H13+ 1 133.1012 -11.1
134.0691 C8[13]CH9O+ 1 134.0687 2.83
134.1034 C9[13]CH13+ 1 134.1051 -12.2
135.0792 C9H11O+ 1 135.0804 -9.07
135.1152 C10H15+ 1 135.1168 -12.38
136.0834 C8[13]CH11O+ 1 136.0843 -6.92
137.0942 C9H13O+ 1 137.0961 -14.15
139.0523 C11H7+ 1 139.0542 -13.83
141.0686 C11H9+ 1 141.0699 -9.25
142.0753 C11H10+ 1 142.0777 -16.56
143.0839 C11H11+ 1 143.0855 -11.62
144.0556 C10H8O+ 1 144.057 -9.56
144.089 C10[13]CH11+ 1 144.0894 -2.98
145.0633 C10H9O+ 1 145.0648 -10.26
145.0999 C11H13+ 1 145.1012 -9.12
146.07 C10H10O+ 1 146.0726 -17.58
146.1042 C10[13]CH13+ 1 146.1051 -6.29
147.0792 C10H11O+ 1 147.0804 -8.53
147.1159 C11H15+ 1 147.1168 -6.24
148.1185 C10[13]CH15+ 1 148.1207 -14.98
149.0944 C10H13O+ 1 149.0961 -11.33
149.1308 C11H17+ 1 149.1325 -11.47
150.0979 C9[13]CH13O+ 1 150.1 -14.11
152.0602 C12H8+ 1 152.0621 -12.19
153.0683 C12H9+ 1 153.0699 -10.03
154.0755 C12H10+ 1 154.0777 -14.13
155.0837 C12H11+ 1 155.0855 -11.51
156.0901 C12H12+ 1 156.0934 -20.83
157.0632 C11H9O+ 1 157.0648 -10.06
157.0996 C12H13+ 1 157.1012 -10.11
158.0705 C11H10O+ 1 158.0726 -13.24
158.1047 C11[13]CH13+ 1 158.1051 -2.43
159.0785 C11H11O+ 1 159.0804 -12.13
159.1154 C12H15+ 1 159.1168 -9.2
161.0592 C10H9O2+ 1 161.0597 -3.21
161.0946 C11H13O+ 1 161.0961 -9.28
161.1306 C12H17+ 1 161.1325 -11.66
162.1013 C11H14O+ 1 162.1039 -16.15
162.1331 C11[13]CH17+ 1 162.1364 -20.35
163.1102 C11H15O+ 1 163.1117 -9.53
165.0681 C13H9+ 1 165.0699 -10.97
166.0758 C13H10+ 1 166.0777 -11.2
167.0838 C13H11+ 1 167.0855 -10.04
168.0907 C13H12+ 1 168.0934 -15.97
169.0617 C12H9O+ 1 169.0648 -18.23
169.0995 C13H13+ 1 169.1012 -10.16
170.0715 C12H10O+ 1 170.0726 -6.37
170.1055 C13H14+ 1 170.109 -20.86
171.0782 C12H11O+ 1 171.0804 -12.97
171.115 C13H15+ 1 171.1168 -10.57
172.0861 C12H12O+ 1 172.0883 -12.43
172.1207 C12[13]CH15+ 1 172.1207 -0.42
173.0945 C12H13O+ 1 173.0961 -9.24
173.1306 C13H17+ 1 173.1325 -10.99
174.1007 C12H14O+ 1 174.1039 -18.53
175.0732 C11H11O2+ 1 175.0754 -12.19
175.1094 C12H15O+ 1 175.1117 -13.27
175.1474 C13H19+ 1 175.1481 -4.39
176.1151 C11[13]CH15O+ 1 176.1156 -2.96
178.0764 C14H10+ 1 178.0777 -7.08
179.0834 C14H11+ 1 179.0855 -11.98
180.0906 C14H12+ 1 180.0934 -15.04
181.063 C13H9O+ 1 181.0648 -10.04
181.0993 C14H13+ 1 181.1012 -10.3
182.0727 C13H10O+ 1 182.0726 0.25
182.1062 C14H14+ 1 182.109 -15.28
183.0789 C13H11O+ 1 183.0804 -8.48
183.1147 C14H15+ 1 183.1168 -11.69
184.0853 C13H12O+ 1 184.0883 -15.85
184.1204 C13[13]CH15+ 1 184.1207 -1.85
185.094 C13H13O+ 1 185.0961 -11.18
185.1307 C14H17+ 1 185.1325 -9.74
186.1009 C13H14O+ 1 186.1039 -16.34
186.1353 C13[13]CH17+ 1 186.1364 -5.66
187.1105 C13H15O+ 1 187.1117 -6.56
187.147 C14H19+ 1 187.1481 -6.06
188.1167 C13H16O+ 1 188.1196 -15.26
189.0689 C15H9+ 1 189.0699 -5.35
189.0877 C12H13O2+ 1 189.091 -17.75
189.1264 C13H17O+ 1 189.1274 -5.45
189.1628 C14H21+ 1 189.1638 -5.13
190.0764 C15H10+ 1 190.0777 -6.65
191.0833 C15H11+ 1 191.0855 -11.82
192.0904 C15H12+ 1 192.0934 -15.11
193.0992 C15H13+ 1 193.1012 -10.04
194.0704 C14H10O+ 1 194.0726 -11.48
194.1059 C15H14+ 1 194.109 -15.83
195.0791 C14H11O+ 1 195.0804 -6.89
195.1152 C15H15+ 1 195.1168 -8.39
196.086 C14H12O+ 1 196.0883 -11.42
196.1213 C15H16+ 1 196.1247 -16.86
197.0941 C14H13O+ 1 197.0961 -10.04
197.1309 C15H17+ 1 197.1325 -8.22
198.1008 C14H14O+ 1 198.1039 -15.76
198.1377 C14[13]CH17+ 1 198.1364 6.42
199.1108 C14H15O+ 1 199.1117 -4.61
199.1467 C15H19+ 1 199.1481 -7.24
200.1161 C14H16O+ 1 200.1196 -17.24
200.1507 C14[13]CH19+ 1 200.152 -6.9
201.126 C14H17O+ 1 201.1274 -7.04
201.1606 C15H21+ 1 201.1638 -15.98
202.0755 C16H10+ 1 202.0777 -10.67
202.1297 C13[13]CH17O+ 1 202.1313 -7.77
203.0839 C16H11+ 1 203.0855 -7.79
203.1411 C14H19O+ 1 203.143 -9.75
204.0913 C16H12+ 1 204.0934 -9.97
205.0988 C16H13+ 1 205.1012 -11.39
206.1058 C16H14+ 1 206.109 -15.66
207.0804 C15H11O+ 1 207.0804 -0.27
207.115 C16H15+ 1 207.1168 -8.87
208.0854 C15H12O+ 1 208.0883 -13.82
208.1218 C16H16+ 1 208.1247 -13.54
209.0948 C15H13O+ 1 209.0961 -6.01
209.1309 C16H17+ 1 209.1325 -7.32
210.1006 C15H14O+ 1 210.1039 -15.99
210.1346 C15[13]CH17+ 1 210.1364 -8.64
211.1116 C15H15O+ 1 211.1117 -0.44
211.146 C16H19+ 1 211.1481 -9.92
212.1162 C15H16O+ 1 212.1196 -15.66
212.1516 C15[13]CH19+ 1 212.152 -1.9
213.1257 C15H17O+ 1 213.1274 -7.95
213.1626 C16H21+ 1 213.1638 -5.5
214.1327 C15H18O+ 1 214.1352 -11.65
214.1663 C15[13]CH21+ 1 214.1677 -6.66
215.0855 C17H11+ 1 215.0855 -0.12
215.141 C15H19O+ 1 215.143 -9.38
216.0912 C17H12+ 1 216.0934 -9.8
216.1496 C14[13]CH19O+ 1 216.1469 12.25
217.0997 C17H13+ 1 217.1012 -6.99
217.1574 C15H21O+ 1 217.1587 -6.14
218.1079 C17H14+ 1 218.109 -5.26
219.1157 C17H15+ 1 219.1168 -4.96
219.1767 C15H23O+ 1 219.1743 10.85
220.1222 C17H16+ 1 220.1247 -11.33
221.0937 C16H13O+ 1 221.0961 -11
221.1302 C17H17+ 1 221.1325 -10.08
222.1027 C16H14O+ 1 222.1039 -5.51
222.1363 C16[13]CH17+ 1 222.1364 -0.52
223.1086 C16H15O+ 1 223.1117 -14.26
223.1463 C17H19+ 1 223.1481 -8.07
224.1168 C16H16O+ 1 224.1196 -12.2
224.1505 C16[13]CH19+ 1 224.152 -6.73
225.1268 C16H17O+ 1 225.1274 -2.49
225.1639 C17H21+ 1 225.1638 0.39
226.1322 C16H18O+ 1 226.1352 -13.12
226.168 C16[13]CH21+ 1 226.1677 1.25
227.1431 C16H19O+ 1 227.143 0.06
228.1514 C16H20O+ 1 228.1509 2.49
229.1569 C16H21O+ 1 229.1587 -7.74
230.1646 C16H22O+ 1 230.1665 -8.54
231.1152 C18H15+ 1 231.1168 -7.03
231.1729 C16H23O+ 1 231.1743 -6.45
232.1218 C18H16+ 1 232.1247 -12.21
233.1308 C18H17+ 1 233.1325 -7.33
234.1042 C17H14O+ 1 234.1039 1.29
234.137 C18H18+ 1 234.1403 -14.09
235.1099 C17H15O+ 1 235.1117 -7.64
235.1464 C18H19+ 1 235.1481 -7.36
236.1164 C17H16O+ 1 236.1196 -13.57
236.154 C18H20+ 1 236.156 -8.12
237.1262 C17H17O+ 1 237.1274 -4.86
239.1425 C17H19O+ 1 239.143 -2.39
241.1581 C17H21O+ 1 241.1587 -2.51
243.1734 C17H23O+ 1 243.1743 -3.9
245.1318 C19H17+ 1 245.1325 -2.71
247.1425 C19H19+ 1 247.1481 -22.95
249.1242 C18H17O+ 1 249.1274 -12.68
249.1639 C19H21+ 1 249.1638 0.32
250.131 C18H18O+ 1 250.1352 -16.91
253.157 C18H21O+ 1 253.1587 -6.53
263.1417 C19H19O+ 1 263.143 -4.98
264.1479 C19H20O+ 1 264.1509 -11.2
311.1965 C21H27O2+ 1 311.2006 -13.13
PK$NUM_PEAK: 194
PK$PEAK: m/z int. rel.int.
109.0635 492 18
115.0535 12304 450
116.0598 2940 107
117.0692 12268 449
118.0731 1680 61
119.0484 1812 66
119.0845 9780 358
120.0876 1140 41
121.0632 3280 120
121.0993 2296 84
123.0795 2144 78
123.1159 680 24
127.0531 1684 61
128.0607 24460 895
129.0685 27276 999
130.0752 6508 238
131.0482 3676 134
131.0842 23796 871
132.0547 1592 58
132.0879 2896 106
133.0635 12040 440
133.0997 8976 328
134.0691 1620 59
134.1034 1076 39
135.0792 12196 446
135.1152 1668 61
136.0834 1312 48
137.0942 1424 52
139.0523 488 17
141.0686 23416 857
142.0753 12012 439
143.0839 23232 850
144.0556 3320 121
144.089 3904 142
145.0633 10244 375
145.0999 14924 546
146.07 3600 131
146.1042 2276 83
147.0792 11396 417
147.1159 5248 192
148.1185 624 22
149.0944 8068 295
149.1308 1092 39
150.0979 1504 55
152.0602 4416 161
153.0683 14820 542
154.0755 8492 311
155.0837 18296 670
156.0901 5712 209
157.0632 4816 176
157.0996 11604 425
158.0705 3360 123
158.1047 2180 79
159.0785 10736 393
159.1154 6944 254
161.0592 480 17
161.0946 7364 269
161.1306 4716 172
162.1013 1832 67
162.1331 564 20
163.1102 3140 115
165.0681 10136 371
166.0758 6240 228
167.0838 12168 445
168.0907 9456 346
169.0617 1260 46
169.0995 10696 391
170.0715 1400 51
170.1055 2660 97
171.0782 5920 216
171.115 8336 305
172.0861 3656 133
172.1207 1084 39
173.0945 5748 210
173.1306 4772 174
174.1007 2096 76
175.0732 496 18
175.1094 3576 130
175.1474 1028 37
176.1151 692 25
178.0764 4212 154
179.0834 6892 252
180.0906 4296 157
181.063 1560 57
181.0993 8496 311
182.0727 1192 43
182.1062 3140 115
183.0789 2300 84
183.1147 9104 333
184.0853 1544 56
184.1204 2176 79
185.094 3264 119
185.1307 2996 109
186.1009 1764 64
186.1353 700 25
187.1105 3380 123
187.147 868 31
188.1167 1840 67
189.0689 996 36
189.0877 456 16
189.1264 732 26
189.1628 372 13
190.0764 1356 49
191.0833 3644 133
192.0904 2852 104
193.0992 4892 179
194.0704 1056 38
194.1059 2864 104
195.0791 1728 63
195.1152 4184 153
196.086 1056 38
196.1213 1912 70
197.0941 2148 78
197.1309 3012 110
198.1008 920 33
198.1377 644 23
199.1108 2908 106
199.1467 2400 87
200.1161 988 36
200.1507 512 18
201.126 14348 525
201.1606 1280 46
202.0755 1084 39
202.1297 2236 81
203.0839 2900 106
203.1411 464 16
204.0913 1876 68
205.0988 4240 155
206.1058 2172 79
207.0804 624 22
207.115 3608 132
208.0854 740 27
208.1218 1352 49
209.0948 2256 82
209.1309 2756 100
210.1006 688 25
210.1346 696 25
211.1116 1468 53
211.146 1036 37
212.1162 720 26
212.1516 320 11
213.1257 1644 60
213.1626 1592 58
214.1327 1432 52
214.1663 452 16
215.0855 400 14
215.141 1564 57
216.0912 736 26
216.1496 408 14
217.0997 1796 65
217.1574 488 17
218.1079 1224 44
219.1157 2008 73
219.1767 328 12
220.1222 968 35
221.0937 964 35
221.1302 1836 67
222.1027 956 35
222.1363 492 18
223.1086 1332 48
223.1463 1972 72
224.1168 1072 39
224.1505 460 16
225.1268 724 26
225.1639 1536 56
226.1322 444 16
226.168 352 12
227.1431 432 15
228.1514 508 18
229.1569 516 18
230.1646 732 26
231.1152 1524 55
231.1729 812 29
232.1218 720 26
233.1308 828 30
234.1042 460 16
234.137 356 13
235.1099 780 28
235.1464 640 23
236.1164 1136 41
236.154 440 16
237.1262 500 18
239.1425 680 24
241.1581 376 13
243.1734 1320 48
245.1318 680 24
247.1425 420 15
249.1242 616 22
249.1639 500 18
250.131 488 17
253.157 560 20
263.1417 448 16
264.1479 588 21
311.1965 352 12
//