ACCESSION: MSBNK-Athens_Univ-AU217805
RECORD_TITLE: Dihydrocodeine; LC-ESI-QTOF; MS2; CE: 50 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 2178
CH$NAME: Dihydrocodeine
CH$NAME: (4R,4aR,7S,7aR,12bS)-9-methoxy-3-methyl-2,4,4a,5,6,7,7a,13-octahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline-7-ol
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C18H23NO3
CH$EXACT_MASS: 301.1677936
CH$SMILES: CN1CC[C@]23c4c5ccc(c4O[C@H]2[C@H](CC[C@H]3[C@H]1C5)O)OC
CH$IUPAC: InChI=1S/C18H23NO3/c1-19-8-7-18-11-4-5-13(20)17(18)22-16-14(21-2)6-3-10(15(16)18)9-12(11)19/h3,6,11-13,17,20H,4-5,7-9H2,1-2H3/t11-,12+,13-,17-,18-/m0/s1
CH$LINK: CAS
125-28-0
CH$LINK: KEGG
D07831
CH$LINK: PUBCHEM
CID:5284543
CH$LINK: INCHIKEY
RBOXVHNMENFORY-DNJOTXNNSA-N
CH$LINK: CHEMSPIDER
4447600
CH$LINK: COMPTOX
DTXSID5022936
AC$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 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$CHROMATOGRAPHY: RETENTION_TIME 3.456 min
AC$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 302.1773
MS$FOCUSED_ION: PRECURSOR_M/Z 302.1751
MS$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$SPLASH: splash10-006t-0910000000-b17807fd1304c69ce71d
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
115.0548 C9H7+ 1 115.0542 4.91
116.0592 C8[13]CH7+ 1 116.0581 8.9
117.0701 C9H9+ 1 117.0699 1.52
121.0651 C8H9O+ 1 121.0648 2.6
127.0545 C10H7+ 1 127.0542 1.88
128.0625 C10H8+ 1 128.0621 3.26
129.0694 C10H9+ 1 129.0699 -3.56
130.0765 C10H10+ 1 130.0777 -9.11
131.0497 C9H7O+ 1 131.0491 4.1
131.0849 C10H11+ 1 131.0855 -4.82
137.0602 C8H9O2+ 1 137.0597 3.86
139.0549 C11H7+ 1 139.0542 4.58
141.0704 C11H9+ 1 141.0699 3.85
142.0753 C10[13]CH9+ 1 142.0738 10.87
143.0495 C10H7O+ 1 143.0491 2.62
143.0858 C11H11+ 1 143.0855 1.85
144.0573 C10H8O+ 1 144.057 2
145.0648 C10H9O+ 1 145.0648 0.05
146.0365 C9H6O2+ 1 146.0362 1.51
146.0717 C10H10O+ 1 146.0726 -6.05
147.0802 C10H11O+ 1 147.0804 -1.52
152.0626 C12H8+ 1 152.0621 3.34
153.07 C12H9+ 1 153.0699 0.51
154.0765 C12H10+ 1 154.0777 -7.64
155.0501 C11H7O+ 1 155.0491 6.05
155.0861 C12H11+ 1 155.0855 3.43
156.0575 C11H8O+ 1 156.057 3.65
156.0906 C11[13]CH11+ 1 156.0894 7.44
157.0648 C11H9O+ 1 157.0648 0.09
157.1014 C12H13+ 1 157.1012 1.27
158.0731 C11H10O+ 1 158.0726 3.25
159.0796 C11H11O+ 1 159.0804 -5.35
160.0519 C10H8O2+ 1 160.0519 0.31
160.0843 C10[13]CH11O+ 1 160.0843 -0.12
161.0603 C10H9O2+ 1 161.0597 3.55
161.0961 C11H13O+ 1 161.0961 -0.15
162.0647 C9[13]CH9O2+ 1 162.0636 6.97
163.0755 C10H11O2+ 1 163.0754 0.87
165.0705 C13H9+ 1 165.0699 3.92
166.0761 C12[13]CH9+ 1 166.0738 13.84
167.0861 C13H11+ 1 167.0855 3.17
168.0574 C12H8O+ 1 168.057 2.79
168.0909 C12[13]CH11+ 1 168.0894 8.78
169.065 C12H9O+ 1 169.0648 0.99
169.1014 C13H13+ 1 169.1012 1.5
170.0722 C12H10O+ 1 170.0726 -2.57
171.0814 C12H11O+ 1 171.0804 5.67
172.0521 C11H8O2+ 1 172.0519 1.21
172.0848 C11[13]CH11O+ 1 172.0843 2.46
173.0587 C11H9O2+ 1 173.0597 -5.57
173.0967 C12H13O+ 1 173.0961 3.74
174.068 C11H10O2+ 1 174.0675 2.66
174.1 C11[13]CH13O+ 1 174.1 -0.17
175.0761 C11H11O2+ 1 175.0754 4.2
176.0633 C14H8+ 1 176.0621 7.36
177.0705 C14H9+ 1 177.0699 3.48
178.0771 C14H10+ 1 178.0777 -3.21
179.0854 C14H11+ 1 179.0855 -0.56
181.0651 C13H9O+ 1 181.0648 1.45
182.0726 C13H10O+ 1 182.0726 -0.36
183.0452 C12H7O2+ 1 183.0441 6.41
183.0813 C13H11O+ 1 183.0804 4.43
184.0525 C12H8O2+ 1 184.0519 3.24
184.0875 C13H12O+ 1 184.0883 -4.25
185.0603 C12H9O2+ 1 185.0597 3.45
185.0963 C13H13O+ 1 185.0961 1.17
186.0679 C12H10O2+ 1 186.0675 1.75
187.0759 C12H11O2+ 1 187.0754 2.8
188.0808 C11[13]CH11O2+ 1 188.0793 8.27
189.0918 C12H13O2+ 1 189.091 4.38
190.0959 C11[13]CH13O2+ 1 190.0949 5.23
193.0664 C14H9O+ 1 193.0648 8.27
193.1017 C15H13+ 1 193.1012 2.86
194.0732 C14H10O+ 1 194.0726 3.26
195.0811 C14H11O+ 1 195.0804 3.63
196.0882 C14H12O+ 1 196.0883 -0.18
197.0605 C13H9O2+ 1 197.0597 4.07
197.0959 C14H13O+ 1 197.0961 -1.18
198.0682 C13H10O2+ 1 198.0675 3.16
199.0766 C13H11O2+ 1 199.0754 6.15
200.0799 C12[13]CH11O2+ 1 200.0793 3.27
201.0918 C13H13O2+ 1 201.091 3.81
202.0951 C12[13]CH13O2+ 1 202.0949 0.97
209.097 C15H13O+ 1 209.0961 4.45
210.0687 C14H10O2+ 1 210.0675 5.66
211.076 C14H11O2+ 1 211.0754 3.18
212.0837 C14H12O2+ 1 212.0832 2.5
213.0915 C14H13O2+ 1 213.091 2.39
214.0628 C13H10O3+ 2 214.0624 1.73
214.0972 C14H14O2+ 1 214.0988 -7.62
215.1073 C14H15O2+ 1 215.1067 3.01
217.1228 C14H17O2+ 1 217.1223 2.14
221.0965 C16H13O+ 1 221.0961 1.69
225.0922 C15H13O2+ 1 225.091 5.12
226.0945 C14[13]CH13O2+ 1 226.0949 -1.69
227.1078 C15H15O2+ 1 227.1067 4.97
228.1106 C14[13]CH15O2+ 1 228.1106 0.26
243.1026 C15H15O3+ 2 243.1016 4.31
245.1189 C18H15N+ 2 245.1199 -4
302.1759 C18H24NO3+ 1 302.1751 2.82
303.18 C17[13]CH24NO3+ 1 303.179 3.29
PK$NUM_PEAK: 101
PK$PEAK: m/z int. rel.int.
115.0548 28200 56
116.0592 3408 6
117.0701 2520 5
121.0651 3840 7
127.0545 5432 10
128.0625 91828 182
129.0694 32084 63
130.0765 6380 12
131.0497 10072 20
131.0849 3000 5
137.0602 16916 33
139.0549 2760 5
141.0704 108396 215
142.0753 17736 35
143.0495 15504 30
143.0858 11480 22
144.0573 19532 38
145.0648 16468 32
146.0365 3824 7
146.0717 4168 8
147.0802 5256 10
152.0626 30960 61
153.07 37376 74
154.0765 10368 20
155.0501 10712 21
155.0861 25164 50
156.0575 37820 75
156.0906 3652 7
157.0648 26984 53
157.1014 5304 10
158.0731 110948 221
159.0796 27484 54
160.0519 2768 5
160.0843 2864 5
161.0603 55732 111
161.0961 8636 17
162.0647 7368 14
163.0755 6672 13
165.0705 103776 206
166.0761 19748 39
167.0861 48304 96
168.0574 15876 31
168.0909 7944 15
169.065 22392 44
169.1014 3192 6
170.0722 8912 17
171.0814 316276 630
172.0521 12244 24
172.0848 33180 66
173.0587 3984 7
173.0967 68712 136
174.068 4924 9
174.1 7820 15
175.0761 10748 21
176.0633 4288 8
177.0705 18408 36
178.0771 10188 20
179.0854 3984 7
181.0651 20388 40
182.0726 16360 32
183.0452 11120 22
183.0813 72740 144
184.0525 18088 36
184.0875 21328 42
185.0603 17868 35
185.0963 17564 34
186.0679 23096 46
187.0759 25816 51
188.0808 3960 7
189.0918 21016 41
190.0959 3032 6
193.0664 10640 21
193.1017 2608 5
194.0732 17040 33
195.0811 35936 71
196.0882 20980 41
197.0605 15916 31
197.0959 9668 19
198.0682 21168 42
199.0766 501488 999
200.0799 55932 111
201.0918 75436 150
202.0951 11116 22
209.097 3832 7
210.0687 6068 12
211.076 11984 23
212.0837 16520 32
213.0915 10260 20
214.0628 4640 9
214.0972 3252 6
215.1073 4628 9
217.1228 3828 7
221.0965 2892 5
225.0922 16908 33
226.0945 4216 8
227.1078 32232 64
228.1106 6048 12
243.1026 9592 19
245.1189 6624 13
302.1759 10480 20
303.18 2712 5
//
