ACCESSION: MSBNK-Eawag-EA274412
RECORD_TITLE: Morphine; LC-ESI-ITFT; MS2; CE: 75%; R=15000; [M+H]+
DATE: 2014.01.14
AUTHORS: Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2012 Eawag, Duebendorf, Switzerland
COMMENT: CONFIDENCE standard compound
COMMENT: EAWAG_UCHEM_ID 2744
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$INSTRUMENT: LTQ Orbitrap XL Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-ITFT
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 75 % (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 15000
AC$CHROMATOGRAPHY: COLUMN_NAME XBridge C18 3.5um, 2.1x50mm, Waters
AC$CHROMATOGRAPHY: FLOW_GRADIENT 90/10 at 0 min, 50/50 at 4 min, 5/95 at 17 min, 5/95 at 25 min, 90/10 at 25.1 min, 90/10 at 30 min
AC$CHROMATOGRAPHY: FLOW_RATE 200 ul/min
AC$CHROMATOGRAPHY: RETENTION_TIME 1.1 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 286.1448
MS$FOCUSED_ION: PRECURSOR_M/Z 286.1438
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$DATA_PROCESSING: DEPROFILE Spline
MS$DATA_PROCESSING: RECALIBRATE loess on assigned fragments and MS1
MS$DATA_PROCESSING: REANALYZE Peaks with additional N2/O included
MS$DATA_PROCESSING: WHOLE RMassBank 1.3.1
PK$SPLASH: splash10-0pc9-0920000000-69393fc6563baf39d91f
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
55.0179 C3H3O+ 1 55.0178 0.71
57.0335 C3H5O+ 1 57.0335 0.86
58.0651 C3H8N+ 1 58.0651 -0.1
67.0542 C5H7+ 1 67.0542 -0.1
69.0334 C4H5O+ 1 69.0335 -0.89
81.0333 C5H5O+ 1 81.0335 -1.74
83.0492 C5H7O+ 1 83.0491 0.59
91.0542 C7H7+ 1 91.0542 0.15
93.07 C7H9+ 1 93.0699 1.32
103.0542 C8H7+ 1 103.0542 -0.06
105.0699 C8H9+ 1 105.0699 -0.25
107.0489 C7H7O+ 1 107.0491 -2.44
115.0543 C9H7+ 1 115.0542 1.07
117.0699 C9H9+ 1 117.0699 0.28
121.0647 C8H9O+ 1 121.0648 -0.51
123.0441 C7H7O2+ 1 123.0441 0.28
128.0618 C10H8+ 1 128.0621 -1.73
129.0699 C10H9+ 1 129.0699 -0.13
131.0492 C9H7O+ 1 131.0491 0.75
135.0445 C8H7O2+ 1 135.0441 3.36
137.06 C8H9O2+ 1 137.0597 2.36
141.0699 C11H9+ 1 141.0699 -0.05
143.0857 C11H11+ 1 143.0855 1.21
144.0568 C10H8O+ 1 144.057 -0.81
145.0648 C10H9O+ 1 145.0648 -0.15
145.1013 C11H13+ 1 145.1012 0.57
146.0968 C10H12N+ 1 146.0964 2.9
147.044 C9H7O2+ 1 147.0441 -0.04
149.0595 C9H9O2+ 1 149.0597 -1.38
151.0543 C12H7+ 1 151.0542 0.68
152.0619 C12H8+ 1 152.0621 -0.93
153.0699 C12H9+ 1 153.0699 0.22
154.0775 C12H10+ 1 154.0777 -1.11
155.0604 C10H7N2+ 1 155.0604 0.16
155.0856 C12H11+ 1 155.0855 0.28
157.0648 C11H9O+ 1 157.0648 0.31
158.0728 C11H10O+ 1 158.0726 1.16
158.0959 C11H12N+ 1 158.0964 -3.33
159.0804 C11H11O+ 1 159.0804 -0.26
160.052 C10H8O2+ 1 160.0519 0.62
160.076 C10H10NO+ 1 160.0757 1.75
161.0598 C10H9O2+ 1 161.0597 0.83
162.0913 C10H12NO+ 1 162.0913 -0.5
165.0699 C13H9+ 1 165.0699 0.2
166.0776 C13H10+ 1 166.0777 -0.49
167.0853 C13H11+ 1 167.0855 -1.12
168.0569 C12H8O+ 1 168.057 -0.51
169.0649 C12H9O+ 1 169.0648 0.58
170.0726 C12H10O+ 1 170.0726 -0.27
171.044 C11H7O2+ 1 171.0441 -0.21
171.0804 C12H11O+ 1 171.0804 -0.07
172.0518 C11H8O2+ 1 172.0519 -0.59
173.0597 C11H9O2+ 1 173.0597 0.2
173.0961 C12H13O+ 1 173.0961 -0.12
178.0776 C14H10+ 1 178.0777 -0.52
178.0865 C10H12NO2+ 1 178.0863 1.54
179.0855 C14H11+ 1 179.0855 0.02
181.0648 C13H9O+ 1 181.0648 -0.01
181.1014 C14H13+ 1 181.1012 1.12
182.0731 C13H10O+ 1 182.0726 2.93
183.0804 C13H11O+ 1 183.0804 -0.06
184.0519 C12H8O2+ 1 184.0519 0.1
185.0597 C12H9O2+ 1 185.0597 0.08
186.0676 C12H10O2+ 1 186.0675 0.21
187.0756 C12H11O2+ 1 187.0754 1.14
189.0704 C15H9+ 1 189.0699 2.71
190.0777 C15H10+ 1 190.0777 -0.01
191.0856 C15H11+ 1 191.0855 0.33
193.0649 C14H9O+ 1 193.0648 0.51
193.0758 C13H9N2+ 1 193.076 -1.01
193.1013 C15H13+ 1 193.1012 0.43
194.0726 C14H10O+ 1 194.0726 -0.14
195.08 C14H11O+ 1 195.0804 -2.26
197.0598 C13H9O2+ 1 197.0597 0.22
198.0676 C13H10O2+ 1 198.0675 0.2
199.0754 C13H11O2+ 1 199.0754 0.07
201.0707 C16H9+ 1 201.0699 4.14
201.0911 C13H13O2+ 1 201.091 0.27
202.0779 C16H10+ 1 202.0777 1.08
203.0855 C16H11+ 1 203.0855 0.02
207.0803 C15H11O+ 1 207.0804 -0.59
209.0598 C14H9O2+ 1 209.0597 0.31
209.0959 C15H13O+ 1 209.0961 -1.11
211.0753 C14H11O2+ 1 211.0754 -0.03
213.0544 C13H9O3+ 1 213.0546 -0.85
218.0732 C16H10O+ 1 218.0726 2.49
219.0805 C16H11O+ 1 219.0804 0.18
221.0956 C16H13O+ 1 221.0961 -2.09
222.067 C15H10O2+ 1 222.0675 -2.44
227.0704 C14H11O3+ 1 227.0703 0.48
229.0859 C14H13O3+ 1 229.0859 -0.05
237.0913 C16H13O2+ 1 237.091 1.16
239.1061 C16H15O2+ 1 239.1067 -2.49
252.1022 C16H14NO2+ 1 252.1019 1.21
268.1342 C17H18NO2+ 1 268.1332 3.67
286.1438 C17H20NO3+ 1 286.1438 0
PK$NUM_PEAK: 96
PK$PEAK: m/z int. rel.int.
55.0179 6385.7 51
57.0335 4486.8 36
58.0651 25355.7 204
67.0542 3459.5 27
69.0334 3085.8 24
81.0333 4222.6 34
83.0492 4955.8 40
91.0542 12607.9 101
93.07 2527.9 20
103.0542 6270.9 50
105.0699 3377.5 27
107.0489 5117.2 41
115.0543 8026.4 64
117.0699 12864.8 103
121.0647 8027.2 64
123.0441 19252.5 155
128.0618 4130 33
129.0699 12092.6 97
131.0492 5957.5 48
135.0445 2961.3 23
137.06 2133.2 17
141.0699 16420.6 132
143.0857 8148.2 65
144.0568 7652.5 61
145.0648 40809.4 329
145.1013 5353.5 43
146.0968 2266.3 18
147.044 36465 294
149.0595 2991.5 24
151.0543 2017.9 16
152.0619 9616.8 77
153.0699 102907.4 831
154.0775 2958.1 23
155.0604 13371.4 108
155.0856 91463.7 738
157.0648 103366 834
158.0728 8826.2 71
158.0959 2473.4 19
159.0804 7985.8 64
160.052 10634.3 85
160.076 2447.6 19
161.0598 10652.2 86
162.0913 3392.5 27
165.0699 118025 953
166.0776 19274.8 155
167.0853 8716 70
168.0569 10522.2 84
169.0649 12898.7 104
170.0726 2979.4 24
171.044 14461.5 116
171.0804 15684.7 126
172.0518 6490.4 52
173.0597 44867.9 362
173.0961 15416.8 124
178.0776 9847.4 79
178.0865 4133.8 33
179.0855 11732.4 94
181.0648 123671.6 999
181.1014 14563.8 117
182.0731 5642.1 45
183.0804 72121.9 582
184.0519 22385.9 180
185.0597 106113.3 857
186.0676 11885.1 96
187.0756 8617.8 69
189.0704 3319.7 26
190.0777 11431.7 92
191.0856 44451.9 359
193.0649 22159.2 178
193.0758 5168.5 41
193.1013 5449.5 44
194.0726 18221 147
195.08 3432.1 27
197.0598 8383.4 67
198.0676 21616.3 174
199.0754 33802.4 273
201.0707 4154.8 33
201.0911 74390 600
202.0779 3002.4 24
203.0855 2946.1 23
207.0803 4879.4 39
209.0598 59530.4 480
209.0959 15615 126
211.0753 56770.6 458
213.0544 3884.1 31
218.0732 6064.5 48
219.0805 13723.4 110
221.0956 7089.8 57
222.067 4756.1 38
227.0704 37421.7 302
229.0859 18641.8 150
237.0913 8857.7 71
239.1061 2804.5 22
252.1022 2111.3 17
268.1342 5877 47
286.1438 67598.4 546
//
