ACCESSION: MSBNK-Athens_Univ-AU158010
RECORD_TITLE: Morphine; 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 1580
CH$NAME: Morphine
CH$NAME: (4R,4aR,7S,7aR,12bS)-3-methyl-2,4,4a,7,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline-7,9-diol
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C17H19NO3
CH$EXACT_MASS: 285.1364935
CH$SMILES: CN1CC[C@]23[C@@H]4[C@H]1CC5=C2C(=C(C=C5)O)O[C@H]3[C@H](C=C4)O
CH$IUPAC: InChI=1S/C17H19NO3/c1-18-7-6-17-10-3-5-13(20)16(17)21-15-12(19)4-2-9(14(15)17)8-11(10)18/h2-5,10-11,13,16,19-20H,6-8H2,1H3/t10-,11+,13-,16-,17-/m0/s1
CH$LINK: CAS
57-27-2
CH$LINK: CHEBI
17303
CH$LINK: CHEMSPIDER
4450907
CH$LINK: COMPTOX
DTXSID9023336
CH$LINK: INCHIKEY
BQJCRHHNABKAKU-KBQPJGBKSA-N
CH$LINK: KEGG
C01516
CH$LINK: PUBCHEM
CID:5288826
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 6.632 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$FOCUSED_ION: BASE_PEAK 286.1431
MS$FOCUSED_ION: PRECURSOR_M/Z 286.1438
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: splash10-0kui-0930000000-dfbbf6bc878996a13cb2
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
115.054 C9H7+ 1 115.0542 -2.4
116.0599 C9H8+ 1 116.0621 -18.38
117.0687 C9H9+ 1 117.0699 -10.19
120.0802 C8H10N+ 2 120.0808 -4.93
121.0646 C8H9O+ 1 121.0648 -1.34
123.0431 C7H7O2+ 1 123.0441 -7.94
127.0534 C10H7+ 1 127.0542 -6.23
128.061 C10H8+ 1 128.0621 -8.16
129.0688 C10H9+ 1 129.0699 -8.27
131.0479 C9H7O+ 1 131.0491 -9.09
131.0843 C10H11+ 1 131.0855 -9.29
132.0542 C9H8O+ 1 132.057 -21.05
132.0794 C6H12O3+ 2 132.0781 9.59
133.0636 C9H9O+ 1 133.0648 -8.6
137.0581 C8H9O2+ 1 137.0597 -11.48
139.0532 C11H7+ 1 139.0542 -7.07
141.0691 C11H9+ 1 141.0699 -5.32
143.0472 C10H7O+ 1 143.0491 -13.53
143.0838 C11H11+ 1 143.0855 -12.28
144.0559 C10H8O+ 1 144.057 -7.22
144.0808 C10H10N+ 2 144.0808 0.24
145.0639 C10H9O+ 1 145.0648 -6.17
145.0997 C11H13+ 1 145.1012 -10.21
146.0671 C9[13]CH9O+ 1 146.0687 -11
146.0955 C10H12N+ 2 146.0964 -6.28
147.0429 C9H7O2+ 1 147.0441 -7.92
148.0466 C8[13]CH7O2+ 1 148.048 -9.5
149.058 C9H9O2+ 1 149.0597 -11.44
151.0538 C12H7+ 1 151.0542 -3.01
152.0609 C12H8+ 1 152.0621 -7.59
153.0689 C12H9+ 1 153.0699 -6.07
154.074 C11[13]CH9+ 1 154.0738 1.44
155.0589 C7H9NO3+ 1 155.0577 7.78
155.0843 C12H11+ 1 155.0855 -7.73
156.0625 C7H10NO3+ 1 156.0655 -19.2
156.0881 C11[13]CH11+ 1 156.0894 -8.59
157.0639 C11H9O+ 1 157.0648 -5.62
158.0689 C10[13]CH9O+ 1 158.0687 1.53
158.0948 C8H14O3+ 2 158.0937 6.68
159.0439 C10H7O2+ 1 159.0441 -1.25
159.0794 C11H11O+ 1 159.0804 -6.74
160.0512 C10H8O2+ 1 160.0519 -4.3
160.0749 C10H10NO+ 1 160.0757 -5.2
161.0575 C10H9O2+ 1 161.0597 -13.57
162.0541 C9H8NO2+ 1 162.055 -4.97
162.0895 C10H12NO+ 1 162.0913 -11.54
163.0618 C9H9NO2+ 1 163.0628 -5.82
164.0605 C13H8+ 1 164.0621 -9.34
164.1049 C10H14NO+ 1 164.107 -12.51
165.0688 C13H9+ 1 165.0699 -6.8
166.0743 C13H10+ 1 166.0777 -20.39
167.048 C12H7O+ 1 167.0491 -6.67
167.084 C13H11+ 1 167.0855 -9.36
168.0557 C12H8O+ 1 168.057 -7.63
169.0636 C12H9O+ 1 169.0648 -7.27
170.0694 C12H10O+ 1 170.0726 -19.13
171.0431 C11H7O2+ 1 171.0441 -5.8
171.0789 C12H11O+ 1 171.0804 -8.92
172.05 C11H8O2+ 1 172.0519 -11
172.0821 C11[13]CH11O+ 1 172.0843 -13.12
173.0586 C11H9O2+ 1 173.0597 -6.2
173.0944 C12H13O+ 1 173.0961 -9.98
174.0627 C10[13]CH9O2+ 1 174.0636 -5.22
175.0713 C11H11O2+ 1 175.0754 -22.93
176.0681 C10H10NO2+ 1 176.0706 -14.34
177.0706 C14H9+ 1 177.0699 3.97
178.0827 C10H12NO2+ 1 178.0863 -20.2
179.0601 C9H9NO3+ 1 179.0577 13.2
179.0845 C14H11+ 1 179.0855 -5.78
180.0578 C13H8O+ 1 180.057 4.56
180.0897 C14H12+ 1 180.0934 -20.4
181.0635 C13H9O+ 1 181.0648 -7.24
181.0996 C14H13+ 1 181.1012 -8.51
182.0683 C12[13]CH9O+ 1 182.0687 -2.09
182.1045 C14H14+ 1 182.109 -24.78
183.079 C13H11O+ 1 183.0804 -7.69
184.0508 C12H8O2+ 1 184.0519 -5.74
184.0834 C12[13]CH11O+ 1 184.0843 -4.97
185.0587 C12H9O2+ 1 185.0597 -5.46
186.0644 C11[13]CH9O2+ 1 186.0636 4.1
187.0391 C11H7O3+ 2 187.039 0.86
187.0738 C12H11O2+ 1 187.0754 -8.48
188.0751 C11H10NO2+ 1 188.0706 24.01
189.0684 C15H9+ 1 189.0699 -7.91
190.0757 C15H10+ 1 190.0777 -10.54
191.084 C15H11+ 1 191.0855 -7.99
192.0877 C14[13]CH11+ 1 192.0894 -8.86
193.0634 C14H9O+ 1 193.0648 -7.25
193.1003 C15H13+ 1 193.1012 -4.72
194.0712 C14H10O+ 1 194.0726 -7.4
194.1042 C15H14+ 1 194.109 -24.48
195.0797 C14H11O+ 1 195.0804 -3.61
196.0504 C13H8O2+ 1 196.0519 -7.66
196.0742 C13H10NO+ 1 196.0757 -7.85
197.0588 C13H9O2+ 1 197.0597 -4.66
197.0944 C14H13O+ 1 197.0961 -8.75
198.0658 C13H10O2+ 1 198.0675 -8.81
198.09 C13H12NO+ 1 198.0913 -6.79
199.0745 C13H11O2+ 1 199.0754 -4.15
200.0473 C12H8O3+ 2 200.0468 2.28
200.0791 C12[13]CH11O2+ 1 200.0793 -0.97
201.0902 C13H13O2+ 1 201.091 -3.94
202.076 C16H10+ 1 202.0777 -8.49
202.0932 C12[13]CH13O2+ 1 202.0949 -8.65
203.0845 C16H11+ 1 203.0855 -5.27
205.0657 C15H9O+ 1 205.0648 4.5
206.0724 C15H10O+ 1 206.0726 -1.1
207.0787 C15H11O+ 1 207.0804 -8.38
207.1043 C15H13N+ 2 207.1043 0.28
208.0534 C14H8O2+ 1 208.0519 7.5
208.0867 C15H12O+ 1 208.0883 -7.54
209.0586 C14H9O2+ 1 209.0597 -5.23
209.0948 C15H13O+ 1 209.0961 -6.05
210.0625 C13[13]CH9O2+ 1 210.0636 -5.17
210.0978 C14[13]CH13O+ 1 210.1 -10.44
211.0744 C14H11O2+ 1 211.0754 -4.64
212.0781 C13[13]CH11O2+ 1 212.0793 -5.43
213.0524 C13H9O3+ 2 213.0546 -10.26
214.0627 C13H10O3+ 2 214.0624 1.08
214.0849 C13H12NO2+ 1 214.0863 -6.54
215.0679 C13H11O3+ 2 215.0703 -10.85
215.0895 C17H11+ 2 215.0855 18.58
216.1015 C13H14NO2+ 1 216.1019 -2.1
218.0705 C16H10O+ 1 218.0726 -9.83
219.079 C16H11O+ 1 219.0804 -6.75
220.0839 C15[13]CH11O+ 1 220.0843 -1.8
221.0586 C15H9O2+ 1 221.0597 -4.9
221.0951 C16H13O+ 1 221.0961 -4.71
222.066 C15H10O2+ 1 222.0675 -6.86
222.126 C13H18O3+ 2 222.125 4.52
223.0708 C15H11O2+ 1 223.0754 -20.32
224.0805 C15H12O2+ 1 224.0832 -12.06
225.0884 C15H13O2+ 1 225.091 -11.79
226.061 C14H10O3+ 2 226.0624 -6.39
226.0884 C14H12NO2+ 1 226.0863 9.67
227.0693 C14H11O3+ 2 227.0703 -4.39
227.1046 C15H15O2+ 1 227.1067 -9.07
228.073 C13[13]CH11O3+ 1 228.0742 -5.3
228.1011 C14H14NO2+ 1 228.1019 -3.64
229.0847 C14H13O3+ 2 229.0859 -5.31
230.0883 C13[13]CH13O3+ 1 230.0898 -6.53
232.0949 C13H14NO3+ 1 232.0968 -8.31
235.0743 C16H11O2+ 1 235.0754 -4.32
235.0954 C16H13NO+ 1 235.0992 -16.15
237.0909 C16H13O2+ 1 237.091 -0.56
239.1055 C16H15O2+ 1 239.1067 -4.88
240.0759 C15H12O3+ 1 240.0781 -8.99
240.1012 C15H14NO2+ 1 240.1019 -2.8
240.1089 C16H16O2+ 1 240.1145 -23.26
240.1394 C16H18NO+ 1 240.1383 4.56
252.1022 C16H14NO2+ 1 252.1019 0.98
253.1069 C16H15NO2+ 1 253.1097 -11.01
254.1132 C16H16NO2+ 1 254.1176 -17
258.1117 C15H16NO3+ 1 258.1125 -2.95
266.1171 C17H16NO2+ 1 266.1176 -1.65
268.1317 C17H18NO2+ 1 268.1332 -5.49
269.1358 C17H19NO2+ 1 269.141 -19.58
286.1428 C17H20NO3+ 1 286.1438 -3.45
287.1457 C16[13]CH20NO3+ 1 287.1477 -6.76
PK$NUM_PEAK: 159
PK$PEAK: m/z int. rel.int.
115.054 2132 61
116.0599 324 9
117.0687 1704 49
120.0802 536 15
121.0646 1168 33
123.0431 3404 98
127.0534 2096 60
128.061 5056 146
129.0688 3036 88
131.0479 1888 54
131.0843 576 16
132.0542 604 17
132.0794 852 24
133.0636 868 25
137.0581 348 10
139.0532 840 24
141.0691 4320 125
143.0472 808 23
143.0838 1236 35
144.0559 2724 79
144.0808 708 20
145.0639 11052 321
145.0997 1276 37
146.0671 1252 36
146.0955 680 19
147.0429 11820 343
148.0466 1452 42
149.058 860 24
151.0538 560 16
152.0609 7156 208
153.0689 24348 707
154.074 4392 127
155.0589 2384 69
155.0843 19892 578
156.0625 688 19
156.0881 2576 74
157.0639 22624 657
158.0689 3808 110
158.0948 452 13
159.0439 1028 29
159.0794 1808 52
160.0512 3188 92
160.0749 1036 30
161.0575 2704 78
162.0541 596 17
162.0895 1076 31
163.0618 424 12
164.0605 512 14
164.1049 404 11
165.0688 30564 888
166.0743 7456 216
167.048 520 15
167.084 2484 72
168.0557 3420 99
169.0636 4740 137
170.0694 1352 39
171.0431 4768 138
171.0789 4668 135
172.05 2340 68
172.0821 504 14
173.0586 10488 304
173.0944 4060 118
174.0627 1644 47
175.0713 540 15
176.0681 676 19
177.0706 632 18
178.0827 2580 74
179.0601 500 14
179.0845 3224 93
180.0578 596 17
180.0897 552 16
181.0635 34368 999
181.0996 3268 94
182.0683 4980 144
182.1045 544 15
183.079 20424 593
184.0508 5520 160
184.0834 3224 93
185.0587 28012 814
186.0644 5636 163
187.0391 556 16
187.0738 3172 92
188.0751 592 17
189.0684 1372 39
190.0757 3500 101
191.084 9580 278
192.0877 2036 59
193.0634 6320 183
193.1003 1712 49
194.0712 4440 129
194.1042 488 14
195.0797 1440 41
196.0504 596 17
196.0742 308 8
197.0588 2540 73
197.0944 952 27
198.0658 3832 111
198.09 408 11
199.0745 9876 287
200.0473 304 8
200.0791 1868 54
201.0902 23740 690
202.076 1020 29
202.0932 4668 135
203.0845 996 28
205.0657 396 11
206.0724 620 18
207.0787 1916 55
207.1043 316 9
208.0534 392 11
208.0867 576 16
209.0586 15592 453
209.0948 3940 114
210.0625 2568 74
210.0978 432 12
211.0744 16560 481
212.0781 3260 94
213.0524 1108 32
214.0627 1256 36
214.0849 704 20
215.0679 376 10
215.0895 384 11
216.1015 568 16
218.0705 952 27
219.079 3940 114
220.0839 1144 33
221.0586 684 19
221.0951 1880 54
222.066 992 28
222.126 456 13
223.0708 620 18
224.0805 636 18
225.0884 1040 30
226.061 496 14
226.0884 568 16
227.0693 10472 304
227.1046 940 27
228.073 1932 56
228.1011 372 10
229.0847 9220 268
230.0883 1384 40
232.0949 312 9
235.0743 512 14
235.0954 324 9
237.0909 2772 80
239.1055 1020 29
240.0759 312 9
240.1012 540 15
240.1089 504 14
240.1394 584 16
252.1022 684 19
253.1069 876 25
254.1132 304 8
258.1117 352 10
266.1171 300 8
268.1317 2600 75
269.1358 984 28
286.1428 30928 899
287.1457 6060 176
//
