ACCESSION: MSBNK-Athens_Univ-AU282904
RECORD_TITLE: 4-Androsten-11beta-ol-3,17-dione; 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 2829
CH$NAME: 4-Androsten-11beta-ol-3,17-dione
CH$NAME: 11beta-Hydroxyandrostenedione
CH$NAME: (8S,9S,10R,11S,13S,14S)-11-hydroxy-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthrene-3,17-dione
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C19H26O3
CH$EXACT_MASS: 302.1881947
CH$SMILES: C[C@]12C[C@H](O)[C@H]3[C@@H](CCC4=CC(=O)CC[C@]34C)[C@@H]1CCC2=O
CH$IUPAC: InChI=1S/C19H26O3/c1-18-8-7-12(20)9-11(18)3-4-13-14-5-6-16(22)19(14,2)10-15(21)17(13)18/h9,13-15,17,21H,3-8,10H2,1-2H3/t13-,14-,15-,17+,18-,19-/m0/s1
CH$LINK: CAS
382-44-5
CH$LINK: CHEBI
27967
CH$LINK: KEGG
C05284
CH$LINK: LIPIDMAPS
LMST02020066
CH$LINK: PUBCHEM
CID:94141
CH$LINK: INCHIKEY
WSCUHXPGYUMQEX-KCZNZURUSA-N
CH$LINK: CHEMSPIDER
84958
CH$LINK: COMPTOX
DTXSID8040931
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 8.222 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$FOCUSED_ION: BASE_PEAK 303.1951
MS$FOCUSED_ION: PRECURSOR_M/Z 303.1955
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: splash10-00ea-0910000000-98778af193a0ac98ba60
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
115.0531 C9H7+ 1 115.0542 -10.19
117.0688 C9H9+ 1 117.0699 -9.37
118.0731 C8[13]CH9+ 1 118.0738 -5.69
119.085 C9H11+ 1 119.0855 -4.43
120.0876 C8[13]CH11+ 1 120.0894 -15.11
121.0637 C8H9O+ 1 121.0648 -8.63
121.1001 C9H13+ 1 121.1012 -8.69
122.0677 C7[13]CH9O+ 1 122.0687 -8.14
123.0794 C8H11O+ 1 123.0804 -8.08
128.0606 C10H8+ 1 128.0621 -11.42
129.0684 C10H9+ 1 129.0699 -11.71
130.0765 C10H10+ 1 130.0777 -8.89
131.0846 C10H11+ 1 131.0855 -7.02
132.0548 C9H8O+ 1 132.057 -16.62
132.0887 C9[13]CH11+ 1 132.0894 -5.78
133.0629 C9H9O+ 1 133.0648 -14.47
133.1001 C10H13+ 1 133.1012 -8.42
134.1034 C9[13]CH13+ 1 134.1051 -12.26
135.0794 C9H11O+ 1 135.0804 -7.95
135.1159 C10H15+ 1 135.1168 -7.07
136.0831 C8[13]CH11O+ 1 136.0843 -9.32
137.095 C9H13O+ 1 137.0961 -8.17
141.0683 C11H9+ 1 141.0699 -10.88
142.0761 C11H10+ 1 142.0777 -11.51
143.0841 C11H11+ 1 143.0855 -10.02
144.0891 C10[13]CH11+ 1 144.0894 -2.58
145.064 C10H9O+ 1 145.0648 -5.48
145.0997 C11H13+ 1 145.1012 -10.32
146.0704 C10H10O+ 1 146.0726 -14.84
146.1036 C10[13]CH13+ 1 146.1051 -9.96
147.0788 C10H11O+ 1 147.0804 -10.97
147.1154 C11H15+ 1 147.1168 -10.02
148.0857 C10H12O+ 1 148.0883 -17.44
148.1197 C10[13]CH15+ 1 148.1207 -6.63
149.0944 C10H13O+ 1 149.0961 -11.47
150.1005 C10H14O+ 1 150.1039 -22.81
151.1105 C10H15O+ 1 151.1117 -8.32
152.0607 C12H8+ 1 152.0621 -8.69
153.0682 C12H9+ 1 153.0699 -10.83
154.0767 C12H10+ 1 154.0777 -6.28
155.084 C12H11+ 1 155.0855 -10.08
156.091 C12H12+ 1 156.0934 -15.01
157.0638 C11H9O+ 1 157.0648 -6.11
157.1 C12H13+ 1 157.1012 -7.4
158.0707 C11H10O+ 1 158.0726 -11.99
159.0794 C11H11O+ 1 159.0804 -6.69
159.1154 C12H15+ 1 159.1168 -8.83
160.0857 C11H12O+ 1 160.0883 -15.87
160.1206 C11[13]CH15+ 1 160.1207 -0.57
161.0941 C11H13O+ 1 161.0961 -12.35
161.1306 C12H17+ 1 161.1325 -11.56
162.1332 C11[13]CH17+ 1 162.1364 -19.64
163.1103 C11H15O+ 1 163.1117 -8.69
164.1132 C10[13]CH15O+ 1 164.1156 -14.74
165.0694 C13H9+ 1 165.0699 -2.97
166.0757 C13H10+ 1 166.0777 -11.95
167.0833 C13H11+ 1 167.0855 -13.43
168.0919 C13H12+ 1 168.0934 -8.76
169.0995 C13H13+ 1 169.1012 -10.01
170.1054 C13H14+ 1 170.109 -21.24
171.0794 C12H11O+ 1 171.0804 -6.36
171.1153 C13H15+ 1 171.1168 -9.06
172.0863 C12H12O+ 1 172.0883 -11.56
172.1191 C12[13]CH15+ 1 172.1207 -9.61
173.0945 C12H13O+ 1 173.0961 -9.22
173.1313 C13H17+ 1 173.1325 -6.72
174.1007 C12H14O+ 1 174.1039 -18.74
175.1101 C12H15O+ 1 175.1117 -9.48
176.1163 C12H16O+ 1 176.1196 -18.39
177.1268 C12H17O+ 1 177.1274 -3.25
178.0781 C14H10+ 1 178.0777 2.49
179.0843 C14H11+ 1 179.0855 -6.75
180.0909 C14H12+ 1 180.0934 -13.6
181.1005 C14H13+ 1 181.1012 -3.62
182.1065 C14H14+ 1 182.109 -13.65
183.0795 C13H11O+ 1 183.0804 -5.21
183.1146 C14H15+ 1 183.1168 -12.19
184.1203 C14H16+ 1 184.1247 -23.45
185.094 C13H13O+ 1 185.0961 -11.29
185.1313 C14H17+ 1 185.1325 -6.2
186.1004 C13H14O+ 1 186.1039 -18.65
186.1361 C13[13]CH17+ 1 186.1364 -1.62
187.1106 C13H15O+ 1 187.1117 -6.28
187.1461 C14H19+ 1 187.1481 -10.89
188.1168 C13H16O+ 1 188.1196 -14.94
189.1263 C13H17O+ 1 189.1274 -5.98
190.1311 C12[13]CH17O+ 1 190.1313 -1.05
191.0849 C15H11+ 1 191.0855 -3.04
192.0921 C15H12+ 1 192.0934 -6.61
193.1001 C15H13+ 1 193.1012 -5.59
194.1074 C15H14+ 1 194.109 -8.22
195.0775 C14H11O+ 1 195.0804 -15.29
195.1157 C15H15+ 1 195.1168 -5.85
196.1241 C15H16+ 1 196.1247 -2.69
197.0948 C14H13O+ 1 197.0961 -6.69
197.1304 C15H17+ 1 197.1325 -10.66
198.0998 C14H14O+ 1 198.1039 -20.6
198.1361 C14[13]CH17+ 1 198.1364 -1.42
199.111 C14H15O+ 1 199.1117 -3.51
199.1475 C15H19+ 1 199.1481 -3.18
200.1165 C14H16O+ 1 200.1196 -15.56
200.1521 C14[13]CH19+ 1 200.152 0.35
201.1265 C14H17O+ 1 201.1274 -4.67
201.1627 C15H21+ 1 201.1638 -5.55
202.1339 C14H18O+ 1 202.1352 -6.69
203.1432 C14H19O+ 1 203.143 0.63
205.1007 C16H13+ 1 205.1012 -2.2
206.1069 C16H14+ 1 206.109 -10.01
207.1169 C16H15+ 1 207.1168 0.56
208.1222 C16H16+ 1 208.1247 -11.96
209.0921 C15H13O+ 1 209.0961 -18.89
209.1304 C16H17+ 1 209.1325 -10.1
210.1019 C15H14O+ 1 210.1039 -9.54
210.1369 C15[13]CH17+ 1 210.1364 2.69
211.1124 C15H15O+ 1 211.1117 3.02
211.1459 C16H19+ 1 211.1481 -10.31
212.1165 C15H16O+ 1 212.1196 -14.23
213.126 C15H17O+ 1 213.1274 -6.64
213.1627 C16H21+ 1 213.1638 -4.88
214.1321 C15H18O+ 1 214.1352 -14.44
215.1422 C15H19O+ 1 215.143 -4.09
217.1589 C15H21O+ 1 217.1587 0.82
219.1161 C17H15+ 1 219.1168 -3.49
220.1216 C17H16+ 1 220.1247 -14.02
221.1313 C17H17+ 1 221.1325 -5.38
223.1141 C16H15O+ 1 223.1117 10.5
223.1474 C17H19+ 1 223.1481 -3.13
224.1167 C16H16O+ 1 224.1196 -12.96
224.1527 C17H20+ 1 224.156 -14.72
225.1272 C16H17O+ 1 225.1274 -0.8
225.1638 C17H21+ 1 225.1638 0.11
226.1328 C16H18O+ 1 226.1352 -10.59
227.1427 C16H19O+ 1 227.143 -1.62
228.1481 C16H20O+ 1 228.1509 -12.32
229.154 C15[13]CH20O+ 1 229.1548 -3.14
234.1419 C18H18+ 1 234.1403 6.99
237.1265 C17H17O+ 1 237.1274 -3.77
238.1304 C17H18O+ 1 238.1352 -20.28
239.1422 C17H19O+ 1 239.143 -3.57
239.1801 C18H23+ 1 239.1794 2.91
240.1468 C17H20O+ 1 240.1509 -17.03
241.1568 C17H21O+ 1 241.1587 -7.77
242.1649 C17H22O+ 1 242.1665 -6.53
243.1737 C17H23O+ 1 243.1743 -2.63
249.1651 C19H21+ 1 249.1638 5.51
252.1501 C18H20O+ 1 252.1509 -3.07
253.1532 C17[13]CH20O+ 1 253.1548 -6.15
255.1372 C17H19O2+ 1 255.138 -2.94
257.1552 C17H21O2+ 1 257.1536 6.38
258.1613 C17H22O2+ 1 258.1614 -0.33
259.1699 C17H23O2+ 1 259.1693 2.35
267.1751 C19H23O+ 1 267.1743 2.67
268.1772 C18[13]CH23O+ 1 268.1782 -3.95
270.162 C18H22O2+ 1 270.1614 2.17
271.1635 C17[13]CH22O2+ 1 271.1653 -6.85
285.1841 C19H25O2+ 1 285.1849 -2.68
PK$NUM_PEAK: 156
PK$PEAK: m/z int. rel.int.
115.0531 3400 177
117.0688 4296 224
118.0731 420 21
119.085 6260 327
120.0876 832 43
121.0637 14220 742
121.1001 1364 71
122.0677 1624 84
123.0794 10240 535
128.0606 5184 270
129.0684 5992 313
130.0765 2944 153
131.0846 8252 431
132.0548 496 25
132.0887 840 43
133.0629 1604 83
133.1001 6620 345
134.1034 980 51
135.0794 3916 204
135.1159 1960 102
136.0831 672 35
137.095 1008 52
141.0683 3196 166
142.0761 3328 173
143.0841 10672 557
144.0891 2004 104
145.064 1348 70
145.0997 19120 999
146.0704 596 31
146.1036 2404 125
147.0788 5068 264
147.1154 3740 195
148.0857 1564 81
148.1197 492 25
149.0944 3012 157
150.1005 528 27
151.1105 1300 67
152.0607 556 29
153.0682 1616 84
154.0767 1396 72
155.084 5436 284
156.091 1840 96
157.0638 756 39
157.1 7176 374
158.0707 748 39
159.0794 3436 179
159.1154 5580 291
160.0857 892 46
160.1206 784 40
161.0941 4196 219
161.1306 1228 64
162.1332 316 16
163.1103 7500 391
164.1132 1212 63
165.0694 1040 54
166.0757 904 47
167.0833 2260 118
168.0919 1900 99
169.0995 5692 297
170.1054 1404 73
171.0794 1336 69
171.1153 5220 272
172.0863 524 27
172.1191 1112 58
173.0945 3308 172
173.1313 1976 103
174.1007 1772 92
175.1101 3860 201
176.1163 896 46
177.1268 616 32
178.0781 624 32
179.0843 1572 82
180.0909 1108 57
181.1005 3304 172
182.1065 1688 88
183.0795 776 40
183.1146 5952 310
184.1203 1536 80
185.094 1672 87
185.1313 4344 226
186.1004 464 24
186.1361 968 50
187.1106 1608 84
187.1461 652 34
188.1168 576 30
189.1263 3028 158
190.1311 348 18
191.0849 320 16
192.0921 908 47
193.1001 1808 94
194.1074 1468 76
195.0775 432 22
195.1157 2932 153
196.1241 1064 55
197.0948 3412 178
197.1304 3772 197
198.0998 1120 58
198.1361 664 34
199.111 2072 108
199.1475 2604 136
200.1165 536 28
200.1521 536 28
201.1265 1940 101
201.1627 728 38
202.1339 684 35
203.1432 496 25
205.1007 388 20
206.1069 392 20
207.1169 1788 93
208.1222 980 51
209.0921 524 27
209.1304 2884 150
210.1019 368 19
210.1369 660 34
211.1124 1248 65
211.1459 1068 55
212.1165 956 49
213.126 1796 93
213.1627 500 26
214.1321 1016 53
215.1422 780 40
217.1589 448 23
219.1161 668 34
220.1216 308 16
221.1313 756 39
223.1141 312 16
223.1474 1496 78
224.1167 596 31
224.1527 540 28
225.1272 1360 71
225.1638 1828 95
226.1328 868 45
227.1427 2908 151
228.1481 1092 57
229.154 300 15
234.1419 608 31
237.1265 1820 95
238.1304 748 39
239.1422 1192 62
239.1801 776 40
240.1468 688 35
241.1568 1536 80
242.1649 676 35
243.1737 1288 67
249.1651 588 30
252.1501 3176 165
253.1532 652 34
255.1372 332 17
257.1552 432 22
258.1613 696 36
259.1699 392 20
267.1751 1400 73
268.1772 416 21
270.162 1284 67
271.1635 300 15
285.1841 1360 71
//
