ACCESSION: MSBNK-Athens_Univ-AU280705
RECORD_TITLE: Gestoden; LC-ESI-QTOF; MS2; CE: 50 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 50 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$CHROMATOGRAPHY: RETENTION_TIME 9.437 min
AC$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 311.2005
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$SPLASH: splash10-00ou-0900000000-710ca07709354aaa9819
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
107.0497 C7H7O+ 1 107.0491 5.14
115.0535 C9H7+ 1 115.0542 -5.94
116.0593 C9H8+ 1 116.0621 -23.84
117.0689 C9H9+ 1 117.0699 -8.61
118.0408 C8H6O+ 1 118.0413 -4.58
118.073 C8[13]CH9+ 1 118.0738 -6.99
119.0479 C8H7O+ 1 119.0491 -10.46
119.0845 C9H11+ 1 119.0855 -9.01
120.0547 C8H8O+ 1 120.057 -19.23
120.0884 C8[13]CH11+ 1 120.0894 -8.27
121.0633 C8H9O+ 1 121.0648 -12.27
121.1003 C9H13+ 1 121.1012 -7.18
122.068 C7[13]CH9O+ 1 122.0687 -5.65
123.0797 C8H11O+ 1 123.0804 -6.29
126.0462 C10H6+ 1 126.0464 -1.87
127.0528 C10H7+ 1 127.0542 -11.52
128.0609 C10H8+ 1 128.0621 -9.02
129.0683 C10H9+ 1 129.0699 -12.13
130.075 C10H10+ 1 130.0777 -20.43
131.048 C9H7O+ 1 131.0491 -8.99
131.0841 C10H11+ 1 131.0855 -10.69
132.055 C9H8O+ 1 132.057 -14.73
132.0879 C9[13]CH11+ 1 132.0894 -11.91
133.0634 C9H9O+ 1 133.0648 -10.79
133.0998 C10H13+ 1 133.1012 -10.53
134.1041 C9[13]CH13+ 1 134.1051 -7.33
135.0792 C9H11O+ 1 135.0804 -9.2
136.0825 C8[13]CH11O+ 1 136.0843 -13.77
137.0954 C9H13O+ 1 137.0961 -4.99
139.0528 C11H7+ 1 139.0542 -9.97
141.0685 C11H9+ 1 141.0699 -9.69
142.0757 C11H10+ 1 142.0777 -13.82
143.084 C11H11+ 1 143.0855 -10.82
144.0552 C10H8O+ 1 144.057 -12.33
144.0902 C11H12+ 1 144.0934 -21.56
145.0635 C10H9O+ 1 145.0648 -8.91
145.0996 C11H13+ 1 145.1012 -10.94
146.0696 C10H10O+ 1 146.0726 -20.52
147.0793 C10H11O+ 1 147.0804 -7.61
147.1155 C11H15+ 1 147.1168 -9.11
148.0846 C10H12O+ 1 148.0883 -24.85
148.1212 C11H16+ 1 148.1247 -23.1
149.0948 C10H13O+ 1 149.0961 -8.48
149.1307 C11H17+ 1 149.1325 -11.76
151.0513 C12H7+ 1 151.0542 -19.27
152.0606 C12H8+ 1 152.0621 -9.76
153.0685 C12H9+ 1 153.0699 -9.25
154.0756 C12H10+ 1 154.0777 -13.48
155.0836 C12H11+ 1 155.0855 -12.23
156.0906 C12H12+ 1 156.0934 -17.9
157.0638 C11H9O+ 1 157.0648 -6.42
157.0998 C12H13+ 1 157.1012 -8.54
158.071 C11H10O+ 1 158.0726 -10.05
158.1054 C11[13]CH13+ 1 158.1051 2.11
159.0788 C11H11O+ 1 159.0804 -10.55
159.1154 C12H15+ 1 159.1168 -9.15
160.0856 C11H12O+ 1 160.0883 -16.57
160.1229 C11[13]CH15+ 1 160.1207 13.59
161.0946 C11H13O+ 1 161.0961 -9.55
161.1318 C12H17+ 1 161.1325 -3.92
162.1008 C11H14O+ 1 162.1039 -19.04
163.1117 C11H15O+ 1 163.1117 -0.02
164.0602 C13H8+ 1 164.0621 -11.25
165.0682 C13H9+ 1 165.0699 -9.94
166.0746 C13H10+ 1 166.0777 -18.72
167.0837 C13H11+ 1 167.0855 -11.15
168.0555 C12H8O+ 1 168.057 -8.93
168.0909 C13H12+ 1 168.0934 -14.44
169.0634 C12H9O+ 1 169.0648 -8.38
169.0994 C13H13+ 1 169.1012 -10.29
170.0708 C12H10O+ 1 170.0726 -10.86
170.1067 C13H14+ 1 170.109 -13.51
171.079 C12H11O+ 1 171.0804 -8.16
171.1156 C13H15+ 1 171.1168 -7.36
172.086 C12H12O+ 1 172.0883 -13.08
173.0947 C12H13O+ 1 173.0961 -7.9
173.1312 C13H17+ 1 173.1325 -7.2
174.1358 C12[13]CH17+ 1 174.1364 -3.34
175.1109 C12H15O+ 1 175.1117 -4.55
176.0619 C14H8+ 1 176.0621 -0.78
177.0684 C14H9+ 1 177.0699 -8.08
178.0762 C14H10+ 1 178.0777 -8.54
179.0837 C14H11+ 1 179.0855 -10.36
180.0906 C14H12+ 1 180.0934 -15.02
181.0649 C13H9O+ 1 181.0648 0.87
181.0995 C14H13+ 1 181.1012 -9.32
182.0727 C13H10O+ 1 182.0726 0.2
182.105 C14H14+ 1 182.109 -22.19
183.0786 C13H11O+ 1 183.0804 -9.97
183.1152 C14H15+ 1 183.1168 -8.98
184.0842 C13H12O+ 1 184.0883 -22.06
184.121 C14H16+ 1 184.1247 -20.1
185.0955 C13H13O+ 1 185.0961 -2.97
185.1316 C14H17+ 1 185.1325 -4.99
186.1015 C13H14O+ 1 186.1039 -12.79
187.1109 C13H15O+ 1 187.1117 -4.33
188.1153 C13H16O+ 1 188.1196 -22.81
189.068 C15H9+ 1 189.0699 -9.87
190.0757 C15H10+ 1 190.0777 -10.52
191.0846 C15H11+ 1 191.0855 -4.66
192.0917 C15H12+ 1 192.0934 -8.79
193.0995 C15H13+ 1 193.1012 -8.65
194.0723 C14H10O+ 1 194.0726 -1.47
194.1053 C15H14+ 1 194.109 -19.09
195.0791 C14H11O+ 1 195.0804 -6.76
195.1151 C15H15+ 1 195.1168 -8.98
196.0848 C14H12O+ 1 196.0883 -17.8
196.1209 C15H16+ 1 196.1247 -19
197.0954 C14H13O+ 1 197.0961 -3.72
197.1308 C15H17+ 1 197.1325 -8.52
198.1024 C14H14O+ 1 198.1039 -7.76
199.1098 C14H15O+ 1 199.1117 -9.88
200.1189 C14H16O+ 1 200.1196 -3.27
201.1263 C14H17O+ 1 201.1274 -5.57
202.076 C16H10+ 1 202.0777 -8.34
202.1299 C13[13]CH17O+ 1 202.1313 -6.7
203.0854 C16H11+ 1 203.0855 -0.74
204.0899 C16H12+ 1 204.0934 -16.95
205.0995 C16H13+ 1 205.1012 -7.94
206.1071 C16H14+ 1 206.109 -9.46
207.0781 C15H11O+ 1 207.0804 -11.27
207.1149 C16H15+ 1 207.1168 -9.42
208.0852 C15H12O+ 1 208.0883 -14.84
208.121 C16H16+ 1 208.1247 -17.47
209.0948 C15H13O+ 1 209.0961 -6.27
209.1305 C16H17+ 1 209.1325 -9.54
210.1027 C15H14O+ 1 210.1039 -5.83
211.1103 C15H15O+ 1 211.1117 -7.03
211.1467 C16H19+ 1 211.1481 -6.74
213.1272 C15H17O+ 1 213.1274 -1.03
214.1316 C15H18O+ 1 214.1352 -16.79
215.0841 C17H11+ 1 215.0855 -6.52
215.1416 C15H19O+ 1 215.143 -6.71
216.0927 C17H12+ 1 216.0934 -2.93
217.1012 C17H13+ 1 217.1012 0.17
218.1064 C17H14+ 1 218.109 -11.73
219.1144 C17H15+ 1 219.1168 -11.04
220.0865 C16H12O+ 1 220.0883 -7.99
220.1205 C17H16+ 1 220.1247 -19.02
221.0967 C16H13O+ 1 221.0961 2.59
221.1311 C17H17+ 1 221.1325 -6.1
223.1099 C16H15O+ 1 223.1117 -8.42
227.1425 C16H19O+ 1 227.143 -2.21
229.0984 C18H13+ 1 229.1012 -12.01
230.106 C18H14+ 1 230.109 -12.98
231.116 C18H15+ 1 231.1168 -3.47
232.124 C18H16+ 1 232.1247 -2.89
233.1299 C18H17+ 1 233.1325 -11.01
235.11 C17H15O+ 1 235.1117 -7.3
249.1277 C18H17O+ 1 249.1274 1.33
263.1381 C19H19O+ 1 263.143 -18.92
PK$NUM_PEAK: 151
PK$PEAK: m/z int. rel.int.
107.0497 388 10
115.0535 18424 491
116.0593 4180 111
117.0689 8972 239
118.0408 468 12
118.073 1348 35
119.0479 880 23
119.0845 5604 149
120.0547 436 11
120.0884 796 21
121.0633 1824 48
121.1003 960 25
122.068 308 8
123.0797 1624 43
126.0462 836 22
127.0528 3616 96
128.0609 37480 999
129.0683 29448 784
130.075 6636 176
131.048 4768 127
131.0841 14672 391
132.055 2036 54
132.0879 2280 60
133.0634 6432 171
133.0998 4600 122
134.1041 736 19
135.0792 5320 141
136.0825 564 15
137.0954 364 9
139.0528 884 23
141.0685 26272 700
142.0757 13508 360
143.084 13080 348
144.0552 3880 103
144.0902 2920 77
145.0635 9092 242
145.0996 7116 189
146.0696 2452 65
147.0793 4520 120
147.1155 1220 32
148.0846 1016 27
148.1212 324 8
149.0948 3056 81
149.1307 344 9
151.0513 500 13
152.0606 8312 221
153.0685 18624 496
154.0756 9948 265
155.0836 13736 366
156.0906 4476 119
157.0638 4484 119
157.0998 5156 137
158.071 3104 82
158.1054 1068 28
159.0788 6052 161
159.1154 3280 87
160.0856 1208 32
160.1229 524 13
161.0946 2712 72
161.1318 904 24
162.1008 700 18
163.1117 576 15
164.0602 412 10
165.0682 15112 402
166.0746 7488 199
167.0837 12544 334
168.0555 572 15
168.0909 5644 150
169.0634 1812 48
169.0994 5924 157
170.0708 920 24
170.1067 1468 39
171.079 3836 102
171.1156 3056 81
172.086 1536 40
173.0947 2400 63
173.1312 1832 48
174.1358 300 7
175.1109 676 18
176.0619 416 11
177.0684 836 22
178.0762 6624 176
179.0837 8672 231
180.0906 3128 83
181.0649 1380 36
181.0995 4468 119
182.0727 580 15
182.105 1960 52
183.0786 1436 38
183.1152 2980 79
184.0842 696 18
184.121 936 24
185.0955 1120 29
185.1316 700 18
186.1015 824 21
187.1109 1672 44
188.1153 748 19
189.068 2044 54
190.0757 1708 45
191.0846 4432 118
192.0917 2496 66
193.0995 3260 86
194.0723 1172 31
194.1053 1340 35
195.0791 1624 43
195.1151 1836 48
196.0848 392 10
196.1209 580 15
197.0954 788 21
197.1308 960 25
198.1024 412 10
199.1098 1460 38
200.1189 380 10
201.1263 6528 173
202.076 2200 58
202.1299 1392 37
203.0854 2916 77
204.0899 1324 35
205.0995 2600 69
206.1071 1192 31
207.0781 844 22
207.1149 1624 43
208.0852 812 21
208.121 548 14
209.0948 948 25
209.1305 632 16
210.1027 440 11
211.1103 580 15
211.1467 388 10
213.1272 484 12
214.1316 412 10
215.0841 796 21
215.1416 456 12
216.0927 628 16
217.1012 1656 44
218.1064 932 24
219.1144 724 19
220.0865 340 9
220.1205 500 13
221.0967 824 21
221.1311 412 10
223.1099 328 8
227.1425 420 11
229.0984 472 12
230.106 396 10
231.116 612 16
232.124 344 9
233.1299 372 9
235.11 608 16
249.1277 312 8
263.1381 444 11
//
