ACCESSION: MSBNK-Athens_Univ-AU160204
RECORD_TITLE: Oxycodone; LC-ESI-QTOF; MS2; CE: 40 eV; R=35000; [M+H]+
DATE: 2016.02.22
AUTHORS: Nikiforos Alygizakis, Reza Aalizadeh, Nikolaos Thomaidis, University of Athens
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2016 Department of Chemistry, University of Athens
COMMENT: CONFIDENCE standard compound
COMMENT: INTERNAL_ID 1602
CH$NAME: Oxycodone
CH$NAME: (4R,4aS,7aR,12bS)-4a-hydroxy-9-methoxy-3-methyl-2,4,5,6,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline-7-one
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C18H21NO4
CH$EXACT_MASS: 315.1470582
CH$SMILES: CN1CC[C@]23c4c5ccc(c4O[C@H]2C(=O)CC[C@]3([C@H]1C5)O)OC
CH$IUPAC: InChI=1S/C18H21NO4/c1-19-8-7-17-14-10-3-4-12(22-2)15(14)23-16(17)11(20)5-6-18(17,21)13(19)9-10/h3-4,13,16,21H,5-9H2,1-2H3/t13-,16+,17+,18-/m1/s1
CH$LINK: CAS
76-42-6
CH$LINK: CHEBI
7852
CH$LINK: KEGG
D05312
CH$LINK: PUBCHEM
CID:5284603
CH$LINK: INCHIKEY
BRUQQQPBMZOVGD-XFKAJCMBSA-N
CH$LINK: CHEMSPIDER
4447649
CH$LINK: COMPTOX
DTXSID5023407
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 3.699 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$FOCUSED_ION: BASE_PEAK 316.1567
MS$FOCUSED_ION: PRECURSOR_M/Z 316.1543
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$DATA_PROCESSING: RECALIBRATE identity on assigned fragments and MS1
MS$DATA_PROCESSING: WHOLE RMassBank 1.99.10
PK$SPLASH: splash10-0006-0390000000-88d302b8770cb7121937
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
115.0548 C9H7+ 1 115.0542 4.61
128.0625 C10H8+ 1 128.0621 3.57
129.0704 C10H9+ 1 129.0699 4.02
131.0495 C9H7O+ 1 131.0491 2.75
131.0855 C10H11+ 1 131.0855 -0.23
132.0574 C9H8O+ 1 132.057 3.34
132.0809 C9H10N+ 2 132.0808 0.7
133.0656 C9H9O+ 1 133.0648 5.92
133.0881 C9H11N+ 2 133.0886 -3.54
137.0606 C8H9O2+ 1 137.0597 6.82
141.0701 C11H9+ 1 141.0699 1.44
143.0495 C10H7O+ 1 143.0491 2.68
144.0579 C10H8O+ 1 144.057 6.41
145.0652 C10H9O+ 1 145.0648 2.94
148.0754 C9H10NO+ 2 148.0757 -1.64
151.0761 C9H11O2+ 1 151.0754 4.67
152.0625 C12H8+ 1 152.0621 3.2
153.0701 C12H9+ 1 153.0699 1.66
154.0758 C11[13]CH9+ 1 154.0738 13.34
155.0861 C12H11+ 1 155.0855 3.82
157.0654 C11H9O+ 1 157.0648 3.94
158.073 C11H10O+ 1 158.0726 2.36
159.0448 C10H7O2+ 1 159.0441 4.46
159.0808 C11H11O+ 1 159.0804 2.31
160.0517 C10H8O2+ 1 160.0519 -1.27
160.0773 C10H10NO+ 1 160.0757 10.32
161.06 C10H9O2+ 1 161.0597 1.97
161.0841 C10H11NO+ 2 161.0835 3.67
165.0707 C13H9+ 1 165.0699 4.73
166.0774 C13H10+ 1 166.0777 -2.06
167.0854 C13H11+ 1 167.0855 -0.66
168.0574 C12H8O+ 1 168.057 2.76
169.0655 C12H9O+ 1 169.0648 4.11
170.0712 C12H10O+ 1 170.0726 -8.31
171.081 C12H11O+ 1 171.0804 3.19
172.0525 C11H8O2+ 1 172.0519 3.44
172.0855 C12H12O+ 1 172.0883 -15.93
173.0845 C11H11NO+ 2 173.0835 5.66
174.0683 C11H10O2+ 1 174.0675 4.47
174.092 C11H12NO+ 2 174.0913 3.87
175.0761 C11H11O2+ 1 175.0754 4.11
176.0791 C10[13]CH11O2+ 1 176.0793 -0.72
178.078 C14H10+ 1 178.0777 1.53
179.086 C14H11+ 1 179.0855 2.89
181.0656 C13H9O+ 1 181.0648 4.53
181.0892 C13H11N+ 2 181.0886 3.25
182.0709 C12[13]CH9O+ 1 182.0687 12.22
182.0968 C13H12N+ 2 182.0964 1.94
183.0802 C13H11O+ 1 183.0804 -1.13
184.0525 C12H8O2+ 1 184.0519 3.54
184.0866 C13H12O+ 1 184.0883 -8.96
184.1124 C13H14N+ 2 184.1121 1.89
185.0601 C12H9O2+ 1 185.0597 2.09
185.0968 C13H13O+ 1 185.0961 3.85
186.0685 C12H10O2+ 1 186.0675 5.27
187.0761 C12H11O2+ 1 187.0754 3.88
188.0783 C11[13]CH11O2+ 1 188.0793 -5.19
189.0918 C12H13O2+ 1 189.091 4.1
193.0661 C14H9O+ 1 193.0648 6.91
194.0721 C14H10O+ 1 194.0726 -2.49
194.0973 C14H12N+ 2 194.0964 4.7
195.0815 C14H11O+ 1 195.0804 5.41
196.0868 C14H12O+ 1 196.0883 -7.64
196.113 C14H14N+ 2 196.1121 4.87
197.0607 C13H9O2+ 1 197.0597 4.82
197.0934 C14H13O+ 1 197.0961 -13.71
197.1182 C11H17O3+ 2 197.1172 5.13
198.0684 C13H10O2+ 1 198.0675 4.5
198.0922 C13H12NO+ 2 198.0913 4.39
199.0762 C13H11O2+ 1 199.0754 4.33
200.0811 C12[13]CH11O2+ 1 200.0793 9.21
201.0913 C13H13O2+ 1 201.091 1.44
202.0873 C12H12NO2+ 1 202.0863 5.4
203.0942 C12H13NO2+ 1 203.0941 0.63
207.0807 C15H11O+ 1 207.0804 1.36
208.0878 C15H12O+ 1 208.0883 -2.14
209.0603 C14H9O2+ 1 209.0597 2.84
209.0858 C14H11NO+ 2 209.0835 11.15
210.0684 C14H10O2+ 1 210.0675 4.29
210.0921 C14H12NO+ 2 210.0913 3.52
211.0756 C14H11O2+ 1 211.0754 1
211.0984 C14H13NO+ 2 211.0992 -3.5
212.0828 C14H12O2+ 1 212.0832 -1.61
212.1084 C14H14NO+ 2 212.107 6.74
213.0918 C14H13O2+ 1 213.091 3.52
213.1152 C14H15NO+ 2 213.1148 1.72
214.0947 C13[13]CH13O2+ 1 214.0949 -0.81
214.1193 C13[13]CH15NO+ 1 214.1187 2.61
215.1077 C14H15O2+ 1 215.1067 5.06
216.1075 C13[13]CH15O2+ 1 216.1106 -14.18
217.0862 C13H13O3+ 2 217.0859 1.4
220.1145 C16H14N+ 2 220.1121 11.12
221.0856 C15H11NO+ 2 221.0835 9.32
222.0921 C15H12NO+ 2 222.0913 3.41
223.0768 C15H11O2+ 1 223.0754 6.4
223.0992 C15H13NO+ 2 223.0992 0.37
224.0828 C15H12O2+ 1 224.0832 -1.9
224.108 C15H14NO+ 2 224.107 4.36
225.0917 C15H13O2+ 1 225.091 2.94
225.1146 C15H15NO+ 2 225.1148 -0.82
226.0626 C14H10O3+ 2 226.0624 0.66
226.0878 C14H12NO2+ 1 226.0863 6.7
226.122 C15H16NO+ 2 226.1226 -2.76
227.0946 C14H13NO2+ 1 227.0941 2.42
227.1051 C15H15O2+ 1 227.1067 -6.99
227.1296 C15H17NO+ 2 227.1305 -3.87
228.1033 C14H14NO2+ 1 228.1019 5.99
228.1398 C15H18NO+ 2 228.1383 6.66
229.0868 C14H13O3+ 2 229.0859 4
229.1057 C13[13]CH14NO2+ 1 229.1058 -0.32
229.1413 C14[13]CH18NO+ 1 229.1422 -3.85
230.1181 C14H16NO2+ 1 230.1176 2.5
235.0766 C16H11O2+ 1 235.0754 5.46
237.0932 C16H13O2+ 1 237.091 9.06
238.0888 C15H12NO2+ 1 238.0863 10.55
238.1238 C16H16NO+ 2 238.1226 4.84
239.0722 C18H9N+ 2 239.073 -3.15
239.106 C16H15O2+ 1 239.1067 -2.72
239.1266 C13H19O4+ 2 239.1278 -4.9
240.1035 C15H14NO2+ 1 240.1019 6.54
241.0864 C15H13O3+ 2 241.0859 2.16
241.1111 C15H15NO2+ 1 241.1097 5.86
242.1156 C15H16NO2+ 1 242.1176 -8.28
243.1223 C14[13]CH16NO2+ 1 243.1215 3.27
248.1077 C17H14NO+ 2 248.107 2.86
249.1148 C17H15NO+ 2 249.1148 0.01
250.0861 C16H12NO2+ 1 250.0863 -0.44
251.097 C16H13NO2+ 1 251.0941 11.64
252.0794 C16H12O3+ 1 252.0781 4.99
252.1031 C16H14NO2+ 1 252.1019 4.78
254.0832 C15H12NO3+ 1 254.0812 8
254.1194 C16H16NO2+ 1 254.1176 7.09
255.1012 C16H15O3+ 1 255.1016 -1.29
255.1259 C16H17NO2+ 1 255.1254 2.1
256.1347 C16H18NO2+ 1 256.1332 5.87
257.1376 C15[13]CH18NO2+ 1 257.1371 1.96
258.1392 C15[13]CH19NO2+ 1 258.1449 -22.08
264.103 C17H14NO2+ 1 264.1019 4
265.1112 C17H15NO2+ 1 265.1097 5.43
266.1186 C17H16NO2+ 1 266.1176 4.09
267.103 C17H15O3+ 1 267.1016 5.46
267.1223 C17H17NO2+ 1 267.1254 -11.64
268.0989 C16H14NO3+ 1 268.0968 7.64
269.1052 C16H15NO3+ 1 269.1046 2.16
270.1138 C16H16NO3+ 1 270.1125 4.81
270.15 C17H20NO2+ 1 270.1489 4.39
271.1165 C15[13]CH16NO3+ 1 271.1164 0.46
280.1355 C18H18NO2+ 1 280.1332 8.29
281.1368 C17[13]CH18NO2+ 1 281.1371 -0.97
282.1139 C17H16NO3+ 1 282.1125 5.21
283.1214 C17H17NO3+ 1 283.1203 3.98
298.1454 C18H20NO3+ 1 298.1438 5.6
299.1487 C17[13]CH20NO3+ 1 299.1477 3.35
316.1565 C18H22NO4+ 1 316.1543 6.7
PK$NUM_PEAK: 154
PK$PEAK: m/z int. rel.int.
115.0548 2752 8
128.0625 2280 7
129.0704 3584 11
131.0495 5356 16
131.0855 2332 7
132.0574 3080 9
132.0809 5472 17
133.0656 2092 6
133.0881 2552 8
137.0606 2728 8
141.0701 5256 16
143.0495 2500 7
144.0579 3328 10
145.0652 2552 8
148.0754 2212 6
151.0761 1644 5
152.0625 3464 10
153.0701 13272 41
154.0758 1884 5
155.0861 3408 10
157.0654 3996 12
158.073 2244 7
159.0448 4876 15
159.0808 10912 34
160.0517 5336 16
160.0773 4148 13
161.06 8004 25
161.0841 7480 23
165.0707 4756 14
166.0774 1764 5
167.0854 5404 17
168.0574 1952 6
169.0655 6684 21
170.0712 3780 11
171.081 6192 19
172.0525 4860 15
172.0855 2960 9
173.0845 2468 7
174.0683 3676 11
174.092 6088 19
175.0761 60252 189
176.0791 7796 24
178.078 1724 5
179.086 4488 14
181.0656 34704 109
181.0892 4396 13
182.0709 6508 20
182.0968 3304 10
183.0802 6268 19
184.0525 3120 9
184.0866 2000 6
184.1124 2552 8
185.0601 3632 11
185.0968 3180 10
186.0685 3044 9
187.0761 47784 150
188.0783 5784 18
189.0918 5668 17
193.0661 2764 8
194.0721 1824 5
194.0973 1640 5
195.0815 9724 30
196.0868 5080 16
196.113 6180 19
197.0607 7636 24
197.0934 3368 10
197.1182 1744 5
198.0684 6968 21
198.0922 9504 29
199.0762 39924 125
200.0811 7104 22
201.0913 5568 17
202.0873 19100 60
203.0942 7084 22
207.0807 4264 13
208.0878 2804 8
209.0603 2248 7
209.0858 2748 8
210.0684 5196 16
210.0921 7892 24
211.0756 5372 16
211.0984 4312 13
212.0828 4548 14
212.1084 64092 202
213.0918 32972 103
213.1152 38208 120
214.0947 6012 18
214.1193 4500 14
215.1077 10480 33
216.1075 1992 6
217.0862 2368 7
220.1145 1956 6
221.0856 5092 16
222.0921 3176 10
223.0768 2696 8
223.0992 4380 13
224.0828 4548 14
224.108 21384 67
225.0917 22152 69
225.1146 8808 27
226.0626 1940 6
226.0878 34492 108
226.122 3040 9
227.0946 10924 34
227.1051 10700 33
227.1296 2844 8
228.1033 13536 42
228.1398 10944 34
229.0868 3424 10
229.1057 2624 8
229.1413 2360 7
230.1181 1632 5
235.0766 2012 6
237.0932 1676 5
238.0888 1592 5
238.1238 5232 16
239.0722 2392 7
239.106 8368 26
239.1266 1940 6
240.1035 32248 101
241.0864 18292 57
241.1111 316904 999
242.1156 45508 143
243.1223 6744 21
248.1077 3516 11
249.1148 5028 15
250.0861 1716 5
251.097 1604 5
252.0794 1816 5
252.1031 6528 20
254.0832 3304 10
254.1194 15244 48
255.1012 6660 20
255.1259 9252 29
256.1347 138432 436
257.1376 21200 66
258.1392 2052 6
264.103 2500 7
265.1112 6068 19
266.1186 13120 41
267.103 2688 8
267.1223 4132 13
268.0989 6680 21
269.1052 5648 17
270.1138 11272 35
270.15 7208 22
271.1165 2232 7
280.1355 5440 17
281.1368 1816 5
282.1139 7784 24
283.1214 8968 28
298.1454 85988 271
299.1487 15224 47
316.1565 1952 6
//
