ACCESSION: MSBNK-Athens_Univ-AU158011
RECORD_TITLE: Morphine; LC-ESI-QTOF; MS2; HILIC; CE: 50 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$MASS_SPECTROMETRY: COLLISION_ENERGY 50 eV
AC$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 6.581 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$FOCUSED_ION: BASE_PEAK 286.1432
MS$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: splash10-100r-0900000000-11bd1d649ba43e1b31f9
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
115.0535 C9H7+ 1 115.0542 -6.57
117.0695 C9H9+ 1 117.0699 -3.62
119.0475 C8H7O+ 1 119.0491 -14.12
121.0628 C8H9O+ 1 121.0648 -16.18
123.0431 C7H7O2+ 1 123.0441 -7.86
126.0452 C10H6+ 1 126.0464 -9.45
127.0538 C10H7+ 1 127.0542 -3.33
128.0614 C10H8+ 1 128.0621 -5.33
129.0691 C10H9+ 1 129.0699 -6.12
131.0487 C9H7O+ 1 131.0491 -3.7
131.0849 C10H11+ 1 131.0855 -4.75
132.0564 C9H8O+ 1 132.057 -4.58
132.08 C9H10N+ 2 132.0808 -5.72
133.0636 C9H9O+ 1 133.0648 -9.01
134.0588 C8H8NO+ 1 134.06 -8.95
134.0959 C9H12N+ 2 134.0964 -3.7
135.0445 C8H7O2+ 1 135.0441 3.34
137.0586 C8H9O2+ 1 137.0597 -7.85
139.0532 C11H7+ 1 139.0542 -7.63
140.061 C11H8+ 1 140.0621 -7.5
141.0685 C11H9+ 1 141.0699 -9.99
143.0492 C10H7O+ 1 143.0491 0.63
143.0839 C11H11+ 1 143.0855 -11.15
144.0561 C10H8O+ 1 144.057 -5.68
144.0782 C7H12O3+ 2 144.0781 0.49
145.0635 C10H9O+ 1 145.0648 -8.88
145.1003 C11H13+ 1 145.1012 -5.72
146.0973 C10H12N+ 2 146.0964 5.89
147.0433 C9H7O2+ 1 147.0441 -5.12
148.0726 C9H10NO+ 1 148.0757 -20.67
151.0531 C12H7+ 1 151.0542 -7.56
152.0611 C12H8+ 1 152.0621 -6.05
153.0688 C12H9+ 1 153.0699 -6.91
154.0744 C12H10+ 1 154.0777 -21.68
155.0589 C7H9NO3+ 1 155.0577 8
155.0846 C12H11+ 1 155.0855 -5.94
156.0591 C11H8O+ 1 156.057 13.93
157.0639 C11H9O+ 1 157.0648 -5.42
158.07 C11H10O+ 1 158.0726 -16.5
159.0419 C10H7O2+ 1 159.0441 -13.51
159.0784 C11H11O+ 1 159.0804 -12.84
160.0511 C10H8O2+ 1 160.0519 -4.73
160.0747 C10H10NO+ 1 160.0757 -6.05
161.058 C10H9O2+ 1 161.0597 -10.76
162.056 C9H8NO2+ 1 162.055 6.75
162.0919 C10H12NO+ 1 162.0913 3.19
163.0535 C13H7+ 1 163.0542 -4.56
164.0609 C13H8+ 1 164.0621 -7.31
165.0691 C13H9+ 1 165.0699 -4.84
166.0746 C13H10+ 1 166.0777 -18.38
167.0469 C12H7O+ 1 167.0491 -13.14
167.082 C13H11+ 1 167.0855 -21.39
168.056 C12H8O+ 1 168.057 -5.69
168.0811 C12H10N+ 2 168.0808 1.85
169.0631 C12H9O+ 1 169.0648 -9.81
170.0699 C12H10O+ 1 170.0726 -15.99
170.0946 C9H14O3+ 2 170.0937 4.86
171.0429 C11H7O2+ 1 171.0441 -6.84
171.0798 C12H11O+ 1 171.0804 -3.87
172.049 C11H8O2+ 1 172.0519 -16.92
173.0583 C11H9O2+ 1 173.0597 -7.89
173.0947 C12H13O+ 1 173.0961 -8.06
175.0723 C11H11O2+ 1 175.0754 -17.6
176.064 C14H8+ 1 176.0621 10.84
177.0696 C14H9+ 1 177.0699 -1.62
178.0768 C14H10+ 1 178.0777 -5.15
179.0591 C9H9NO3+ 1 179.0577 7.8
179.084 C14H11+ 1 179.0855 -8.6
180.0575 C13H8O+ 1 180.057 2.73
181.064 C13H9O+ 1 181.0648 -4.38
182.0685 C13H10O+ 1 182.0726 -22.75
183.0421 C12H7O2+ 1 183.0441 -10.42
183.0789 C13H11O+ 1 183.0804 -8.25
184.0513 C12H8O2+ 1 184.0519 -3.29
185.0584 C12H9O2+ 1 185.0597 -6.86
186.0644 C12H10O2+ 1 186.0675 -16.67
186.0919 C12H12NO+ 1 186.0913 2.97
187.038 C11H7O3+ 2 187.039 -4.94
187.0735 C12H11O2+ 1 187.0754 -9.87
188.0743 C11H10NO2+ 1 188.0706 19.65
189.0685 C15H9+ 1 189.0699 -7.14
190.0767 C15H10+ 1 190.0777 -5.19
191.0843 C15H11+ 1 191.0855 -6.66
192.0555 C14H8O+ 1 192.057 -7.77
193.0641 C14H9O+ 1 193.0648 -3.44
193.1015 C15H13+ 1 193.1012 1.78
194.0713 C14H10O+ 1 194.0726 -6.54
195.0769 C14H11O+ 1 195.0804 -18.04
196.0516 C13H8O2+ 1 196.0519 -1.25
196.0788 C13H10NO+ 1 196.0757 15.9
197.059 C13H9O2+ 1 197.0597 -3.73
197.0943 C14H13O+ 1 197.0961 -9.04
198.0663 C13H10O2+ 1 198.0675 -6.11
198.0933 C13H12NO+ 1 198.0913 10.07
199.0382 C12H7O3+ 2 199.039 -3.74
199.0749 C13H11O2+ 1 199.0754 -2.19
200.0461 C12H8O3+ 2 200.0468 -3.61
201.0715 C16H9+ 1 201.0699 8.23
201.0894 C13H13O2+ 1 201.091 -7.84
202.0809 C16H10+ 1 202.0777 15.6
203.0823 C16H11+ 1 203.0855 -15.98
205.0648 C15H9O+ 1 205.0648 -0.11
206.0696 C15H10O+ 1 206.0726 -14.67
206.0946 C12H14O3+ 2 206.0937 3.93
207.0787 C15H11O+ 1 207.0804 -8.21
208.0501 C14H8O2+ 1 208.0519 -8.65
208.085 C15H12O+ 1 208.0883 -15.62
209.0587 C14H9O2+ 1 209.0597 -4.63
209.095 C15H13O+ 1 209.0961 -5.23
210.0632 C14H10O2+ 1 210.0675 -20.77
211.0746 C14H11O2+ 1 211.0754 -3.67
212.0797 C14H12O2+ 1 212.0832 -16.41
213.0535 C13H9O3+ 2 213.0546 -5.08
213.0893 C14H13O2+ 1 213.091 -7.9
214.0627 C13H10O3+ 2 214.0624 1.24
214.0828 C13H12NO2+ 2 214.0863 -16.37
215.0937 C13H13NO2+ 1 215.0941 -1.63
218.0709 C16H10O+ 1 218.0726 -8.02
219.0786 C16H11O+ 1 219.0804 -8.45
220.0832 C16H12O+ 1 220.0883 -22.94
221.0597 C15H9O2+ 1 221.0597 -0.03
221.0939 C16H13O+ 1 221.0961 -9.76
222.0655 C15H10O2+ 1 222.0675 -9.15
223.0722 C15H11O2+ 1 223.0754 -13.98
224.0811 C15H12O2+ 1 224.0832 -9.33
226.0628 C14H10O3+ 2 226.0624 1.53
226.0829 C14H12NO2+ 1 226.0863 -14.87
227.0697 C14H11O3+ 2 227.0703 -2.53
228.0729 C14H12O3+ 1 228.0781 -22.8
228.1044 C14H14NO2+ 1 228.1019 10.94
229.0854 C14H13O3+ 2 229.0859 -2.2
234.0923 C16H12NO+ 1 234.0913 4.23
235.0732 C16H11O2+ 1 235.0754 -9.25
236.1068 C16H14NO+ 1 236.107 -0.96
237.0925 C16H13O2+ 1 237.091 6.16
238.0906 C15H12NO2+ 1 238.0863 18.41
239.1083 C16H15O2+ 1 239.1067 7.01
240.1035 C15H14NO2+ 1 240.1019 6.6
252.0999 C16H14NO2+ 1 252.1019 -7.89
253.1072 C16H15NO2+ 1 253.1097 -9.98
268.1304 C17H18NO2+ 1 268.1332 -10.37
286.1435 C17H20NO3+ 1 286.1438 -1
PK$NUM_PEAK: 142
PK$PEAK: m/z int. rel.int.
115.0535 6572 127
117.0695 2516 48
119.0475 356 6
121.0628 492 9
123.0431 3084 59
126.0452 1292 25
127.0538 5044 98
128.0614 17140 333
129.0691 9584 186
131.0487 5328 103
131.0849 828 16
132.0564 1108 21
132.08 1000 19
133.0636 736 14
134.0588 364 7
134.0959 392 7
135.0445 408 7
137.0586 360 6
139.0532 2944 57
140.061 1552 30
141.0685 7372 143
143.0492 1124 21
143.0839 1712 33
144.0561 4824 93
144.0782 472 9
145.0635 12920 251
145.1003 868 16
146.0973 1048 20
147.0433 11652 226
148.0726 416 8
151.0531 1984 38
152.0611 28844 560
153.0688 51388 999
154.0744 8784 170
155.0589 6484 126
155.0846 19272 374
156.0591 1700 33
157.0639 37776 734
158.07 6016 116
159.0419 852 16
159.0784 1668 32
160.0511 3092 60
160.0747 496 9
161.058 2176 42
162.056 424 8
162.0919 552 10
163.0535 936 18
164.0609 1268 24
165.0691 49640 965
166.0746 10536 204
167.0469 532 10
167.082 2432 47
168.056 7124 138
168.0811 508 9
169.0631 7012 136
170.0699 2284 44
170.0946 380 7
171.0429 7372 143
171.0798 5124 99
172.049 2688 52
173.0583 6648 129
173.0947 1524 29
175.0723 564 10
176.064 792 15
177.0696 848 16
178.0768 5120 99
179.0591 1204 23
179.084 4644 90
180.0575 1568 30
181.064 36900 717
182.0685 7360 143
183.0421 588 11
183.0789 9344 181
184.0513 12824 249
185.0584 16344 317
186.0644 3560 69
186.0919 300 5
187.038 708 13
187.0735 1488 28
188.0743 336 6
189.0685 5300 103
190.0767 6024 117
191.0843 8188 159
192.0555 348 6
193.0641 3480 67
193.1015 960 18
194.0713 4568 88
195.0769 1844 35
196.0516 608 11
196.0788 388 7
197.059 3676 71
197.0943 328 6
198.0663 5888 114
198.0933 380 7
199.0382 424 8
199.0749 5884 114
200.0461 492 9
201.0715 1136 22
201.0894 4400 85
202.0809 1672 32
203.0823 360 6
205.0648 984 19
206.0696 388 7
206.0946 324 6
207.0787 1460 28
208.0501 508 9
208.085 584 11
209.0587 8788 170
209.095 1156 22
210.0632 1772 34
211.0746 5636 109
212.0797 1064 20
213.0535 1192 23
213.0893 400 7
214.0627 336 6
214.0828 468 9
215.0937 304 5
218.0709 1660 32
219.0786 2096 40
220.0832 348 6
221.0597 1564 30
221.0939 668 12
222.0655 1260 24
223.0722 1136 22
224.0811 320 6
226.0628 352 6
226.0829 312 6
227.0697 3380 65
228.0729 740 14
228.1044 308 5
229.0854 1376 26
234.0923 568 11
235.0732 300 5
236.1068 340 6
237.0925 516 10
238.0906 384 7
239.1083 348 6
240.1035 336 6
252.0999 356 6
253.1072 308 5
268.1304 416 8
286.1435 1912 37
//
