ACCESSION: MSBNK-Athens_Univ-AU160210
RECORD_TITLE: Oxycodone; LC-ESI-QTOF; MS2; HILIC; CE: 40 eV; R=35000; [M+H]+
DATE: 2016.02.26
AUTHORS: Nikiforos Alygizakis, 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$CHROMATOGRAPHY: COLUMN_NAME ACQUITY UPLC BEH Amide 1.7 um 2.1x100mm, Waters
AC$CHROMATOGRAPHY: FLOW_GRADIENT 0/100 at 0-2 min, 95/5 at 12 min, 95/5 at 17 min, 0/100 at 17.1, 0/100 at 25 min
AC$CHROMATOGRAPHY: FLOW_RATE 200 uL/min
AC$CHROMATOGRAPHY: RETENTION_TIME 6.231 min
AC$CHROMATOGRAPHY: SOLVENT A Water with 0.01% formic acid and 1mM ammonium formate
AC$CHROMATOGRAPHY: SOLVENT B Acetonitrile:Water 95:5 with 0.01% formic acid and 1mM ammonium formate
MS$FOCUSED_ION: BASE_PEAK 427.214
MS$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-b9616fabaabc708cd1f6
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
115.0545 C9H7+ 1 115.0542 2.43
128.0613 C10H8+ 1 128.0621 -6.14
129.0694 C10H9+ 1 129.0699 -3.49
131.0486 C9H7O+ 1 131.0491 -4.32
131.0847 C10H11+ 1 131.0855 -6.56
132.056 C9H8O+ 1 132.057 -7.68
132.0801 C9H10N+ 2 132.0808 -4.99
133.0646 C9H9O+ 1 133.0648 -1.66
133.0878 C9H11N+ 2 133.0886 -5.69
137.0591 C8H9O2+ 1 137.0597 -4.68
141.069 C11H9+ 1 141.0699 -6.12
143.0489 C10H7O+ 1 143.0491 -1.86
144.0558 C10H8O+ 1 144.057 -8.39
145.0626 C10H9O+ 1 145.0648 -14.87
146.0357 C9H6O2+ 1 146.0362 -3.7
148.0747 C9H10NO+ 2 148.0757 -6.58
152.0614 C12H8+ 1 152.0621 -4.16
153.0685 C12H9+ 1 153.0699 -8.77
154.0747 C11[13]CH9+ 1 154.0738 5.94
155.0844 C12H11+ 1 155.0855 -7.07
157.0643 C11H9O+ 1 157.0648 -3.2
158.0711 C11H10O+ 1 158.0726 -9.66
159.043 C10H7O2+ 1 159.0441 -6.66
159.0668 C10H9NO+ 2 159.0679 -6.48
159.0794 C11H11O+ 1 159.0804 -6.34
160.0504 C10H8O2+ 1 160.0519 -9.06
160.0744 C10H10NO+ 2 160.0757 -8.29
161.0588 C10H9O2+ 1 161.0597 -5.74
161.0823 C10H11NO+ 2 161.0835 -7.3
162.065 C10H10O2+ 1 162.0675 -15.92
162.0892 C7H14O4+ 2 162.0887 3.14
163.0743 C10H11O2+ 1 163.0754 -6.25
165.0688 C13H9+ 1 165.0699 -6.64
166.0755 C13H10+ 1 166.0777 -13.54
167.084 C13H11+ 1 167.0855 -9.41
168.0557 C12H8O+ 1 168.057 -7.65
168.0805 C12H10N+ 2 168.0808 -1.59
169.0635 C12H9O+ 1 169.0648 -7.44
170.0704 C12H10O+ 1 170.0726 -12.79
170.0954 C12H12N+ 2 170.0964 -6.08
171.0794 C12H11O+ 1 171.0804 -5.96
172.0508 C11H8O2+ 1 172.0519 -6.03
172.0849 C12H12O+ 1 172.0883 -19.61
173.0829 C11H11NO+ 2 173.0835 -3.55
174.0662 C11H10O2+ 1 174.0675 -7.65
174.0909 C11H12NO+ 2 174.0913 -2.45
175.0745 C11H11O2+ 1 175.0754 -4.67
176.0779 C10[13]CH11O2+ 1 176.0793 -7.65
178.0793 C14H10+ 1 178.0777 9.23
179.0843 C14H11+ 1 179.0855 -7.04
181.064 C13H9O+ 1 181.0648 -4.6
181.0877 C13H11N+ 2 181.0886 -5.08
182.0691 C12[13]CH9O+ 1 182.0687 1.95
182.0946 C10H14O3+ 2 182.0937 4.73
183.0789 C13H11O+ 1 183.0804 -8.32
184.0502 C12H8O2+ 1 184.0519 -9.06
184.1109 C13H14N+ 2 184.1121 -6.36
185.0577 C12H9O2+ 1 185.0597 -11.06
185.0948 C13H13O+ 1 185.0961 -6.72
186.0662 C12H10O2+ 1 186.0675 -7.41
187.0746 C12H11O2+ 1 187.0754 -4.14
188.0763 C11[13]CH11O2+ 1 188.0793 -15.79
189.0897 C12H13O2+ 1 189.091 -6.89
193.0646 C14H9O+ 1 193.0648 -1.25
194.0964 C14H12N+ 2 194.0964 -0.15
195.0797 C14H11O+ 1 195.0804 -3.95
195.1043 C14H13N+ 2 195.1043 0.21
196.0855 C14H12O+ 1 196.0883 -14.29
196.1116 C14H14N+ 2 196.1121 -2.59
197.0586 C13H9O2+ 1 197.0597 -5.66
197.0932 C14H13O+ 1 197.0961 -14.91
198.0668 C13H10O2+ 1 198.0675 -3.76
198.0905 C13H12NO+ 2 198.0913 -4.3
199.0743 C13H11O2+ 1 199.0754 -5.17
200.079 C12[13]CH11O2+ 1 200.0793 -1.5
201.0904 C13H13O2+ 1 201.091 -2.84
202.0857 C12H12NO2+ 1 202.0863 -2.56
203.0915 C12H13NO2+ 1 203.0941 -12.51
207.0796 C15H11O+ 1 207.0804 -4.24
208.0864 C15H12O+ 1 208.0883 -8.99
209.0595 C14H9O2+ 1 209.0597 -1.15
209.0833 C14H11NO+ 2 209.0835 -1.18
209.0933 C15H13O+ 1 209.0961 -13.19
210.0662 C14H10O2+ 1 210.0675 -6.21
210.0898 C11H14O4+ 2 210.0887 5.42
211.0736 C14H11O2+ 1 211.0754 -8.12
211.0973 C11H15O4+ 2 211.0965 4.06
212.0817 C14H12O2+ 1 212.0832 -7.06
212.1062 C14H14NO+ 2 212.107 -3.82
213.0899 C14H13O2+ 1 213.091 -5.07
213.1134 C11H17O4+ 2 213.1121 5.77
214.093 C13[13]CH13O2+ 1 214.0949 -8.82
214.1173 C10[13]CH17O4+ 1 214.116 6.12
215.1057 C14H15O2+ 1 215.1067 -4.3
216.1072 C13[13]CH15O2+ 1 216.1106 -15.57
220.1096 C13H16O3+ 2 220.1094 1.02
221.0825 C15H11NO+ 2 221.0835 -4.61
222.0897 C12H14O4+ 2 222.0887 4.64
223.0739 C15H11O2+ 1 223.0754 -6.63
223.0977 C12H15O4+ 2 223.0965 5.39
224.0822 C15H12O2+ 1 224.0832 -4.43
224.106 C15H14NO+ 2 224.107 -4.55
225.0899 C15H13O2+ 1 225.091 -5.04
225.1126 C12H17O4+ 2 225.1121 2.16
226.062 C14H10O3+ 2 226.0624 -1.84
226.0862 C14H12NO2+ 1 226.0863 -0.33
226.1201 C12H18O4+ 2 226.12 0.79
227.0922 C14H13NO2+ 1 227.0941 -8.47
227.1036 C15H15O2+ 1 227.1067 -13.36
227.1286 C12H19O4+ 2 227.1278 3.63
228.1006 C14H14NO2+ 1 228.1019 -5.54
228.1373 C15H18NO+ 2 228.1383 -4.55
229.0853 C14H13O3+ 2 229.0859 -2.93
229.1057 C13[13]CH14NO2+ 1 229.1058 -0.27
229.1417 C14[13]CH18NO+ 1 229.1422 -2.21
230.1165 C14H16NO2+ 1 230.1176 -4.66
234.0895 C13H14O4+ 2 234.0887 3.69
235.0735 C16H11O2+ 1 235.0754 -8.01
236.1053 C13H16O4+ 2 236.1043 4
237.0891 C16H13O2+ 1 237.091 -7.93
237.1129 C13H17O4+ 2 237.1121 3.2
238.1215 C16H16NO+ 2 238.1226 -4.98
239.1037 C16H15O2+ 1 239.1067 -12.56
239.1212 C12H17NO4+ 1 239.1152 24.85
240.1011 C15H14NO2+ 1 240.1019 -3.52
241.0846 C15H13O3+ 2 241.0859 -5.32
241.1092 C15H15NO2+ 1 241.1097 -2.07
242.0905 C14[13]CH13O3+ 1 242.0898 2.92
242.113 C15H16NO2+ 1 242.1176 -18.68
243.1215 C14[13]CH16NO2+ 1 243.1215 0.34
248.1056 C14H16O4+ 2 248.1043 5.33
249.1129 C14H17O4+ 2 249.1121 3.13
250.0864 C16H12NO2+ 1 250.0863 0.75
251.0916 C16H13NO2+ 1 251.0941 -9.97
252.1005 C16H14NO2+ 1 252.1019 -5.54
254.0809 C15H12NO3+ 1 254.0812 -1.22
254.1164 C16H16NO2+ 1 254.1176 -4.46
255.1006 C16H15O3+ 1 255.1016 -3.63
255.1235 C16H17NO2+ 1 255.1254 -7.52
256.1327 C16H18NO2+ 1 256.1332 -1.94
257.1157 C16H17O3+ 1 257.1172 -5.96
257.1353 C15[13]CH18NO2+ 1 257.1371 -7.12
258.1384 C14[13]C2H18NO2+ 1 258.1405 -8.12
264.1003 C17H14NO2+ 1 264.1019 -6.01
265.1087 C17H15NO2+ 1 265.1097 -3.9
266.1166 C17H16NO2+ 1 266.1176 -3.67
267.1008 C17H15O3+ 1 267.1016 -2.9
267.1215 C17H17NO2+ 1 267.1254 -14.56
268.0968 C16H14NO3+ 1 268.0968 -0.09
269.1029 C16H15NO3+ 1 269.1046 -6.66
270.1115 C16H16NO3+ 1 270.1125 -3.46
270.1479 C17H20NO2+ 1 270.1489 -3.54
271.1136 C15[13]CH16NO3+ 1 271.1164 -10.05
271.1502 C16[13]CH20NO2+ 1 271.1528 -9.48
280.132 C18H18NO2+ 1 280.1332 -4.45
281.1379 C17[13]CH18NO2+ 1 281.1371 2.68
282.1116 C17H16NO3+ 1 282.1125 -3.21
283.1192 C17H17NO3+ 1 283.1203 -3.99
284.1224 C16[13]CH17NO3+ 1 284.1242 -6.49
298.1434 C18H20NO3+ 1 298.1438 -1.23
299.1463 C17[13]CH20NO3+ 1 299.1477 -4.63
316.154 C18H22NO4+ 1 316.1543 -0.97
PK$NUM_PEAK: 162
PK$PEAK: m/z int. rel.int.
115.0545 2836 8
128.0613 2080 6
129.0694 3928 12
131.0486 5592 17
131.0847 2068 6
132.056 2424 7
132.0801 6920 21
133.0646 2268 7
133.0878 2596 8
137.0591 3316 10
141.069 4624 14
143.0489 2736 8
144.0558 3400 10
145.0626 2448 7
146.0357 1876 5
148.0747 2144 6
152.0614 2616 8
153.0685 12452 38
154.0747 2564 8
155.0844 2840 8
157.0643 4372 13
158.0711 2252 7
159.043 5268 16
159.0668 1764 5
159.0794 11076 34
160.0504 6136 19
160.0744 4856 15
161.0588 7684 24
161.0823 7996 25
162.065 1696 5
162.0892 1820 5
163.0743 1640 5
165.0688 4780 14
166.0755 2196 6
167.084 5568 17
168.0557 2092 6
168.0805 1952 6
169.0635 6048 18
170.0704 3312 10
170.0954 2080 6
171.0794 7736 24
172.0508 4812 15
172.0849 2756 8
173.0829 3004 9
174.0662 3084 9
174.0909 6344 19
175.0745 69452 217
176.0779 6808 21
178.0793 1632 5
179.0843 4252 13
181.064 31920 99
181.0877 4008 12
182.0691 6784 21
182.0946 2872 8
183.0789 6420 20
184.0502 1956 6
184.1109 3016 9
185.0577 4084 12
185.0948 2556 8
186.0662 3544 11
187.0746 50896 159
188.0763 7220 22
189.0897 4900 15
193.0646 2636 8
194.0964 1608 5
195.0797 10036 31
195.1043 1600 5
196.0855 4304 13
196.1116 6148 19
197.0586 8500 26
197.0932 3792 11
198.0668 6804 21
198.0905 11704 36
199.0743 40320 126
200.079 7208 22
201.0904 5420 16
202.0857 18288 57
203.0915 6416 20
207.0796 4700 14
208.0864 2608 8
209.0595 2468 7
209.0833 2440 7
209.0933 2900 9
210.0662 6844 21
210.0898 6760 21
211.0736 6276 19
211.0973 4548 14
212.0817 4880 15
212.1062 57912 181
213.0899 31880 99
213.1134 37464 117
214.093 6464 20
214.1173 5124 16
215.1057 9480 29
216.1072 1792 5
220.1096 2220 6
221.0825 5708 17
222.0897 3616 11
223.0739 3872 12
223.0977 4296 13
224.0822 4124 12
224.106 22160 69
225.0899 20276 63
225.1126 9508 29
226.062 1928 6
226.0862 35976 112
226.1201 3400 10
227.0922 11584 36
227.1036 10076 31
227.1286 3372 10
228.1006 14244 44
228.1373 12328 38
229.0853 3572 11
229.1057 2788 8
229.1417 1892 5
230.1165 2424 7
234.0895 2216 6
235.0735 1752 5
236.1053 1596 4
237.0891 1860 5
237.1129 2192 6
238.1215 5344 16
239.1037 8364 26
239.1212 1804 5
240.1011 35412 110
241.0846 18236 57
241.1092 318976 999
242.0905 5084 15
242.113 49696 155
243.1215 7820 24
248.1056 4516 14
249.1129 4164 13
250.0864 1880 5
251.0916 1600 5
252.1005 6308 19
254.0809 4184 13
254.1164 14880 46
255.1006 5340 16
255.1235 9428 29
256.1327 131360 411
257.1157 2496 7
257.1353 19104 59
258.1384 1888 5
264.1003 2984 9
265.1087 6040 18
266.1166 13148 41
267.1008 3216 10
267.1215 4536 14
268.0968 8160 25
269.1029 6204 19
270.1115 10496 32
270.1479 8008 25
271.1136 2552 7
271.1502 1748 5
280.132 6796 21
281.1379 1640 5
282.1116 6920 21
283.1192 11332 35
284.1224 1860 5
298.1434 82780 259
299.1463 14572 45
316.154 3020 9
//