ACCESSION: MSBNK-Athens_Univ-AU217811
RECORD_TITLE: Dihydrocodeine; 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 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$LINK: PUBCHEM
CID:5284543
CH$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$CHROMATOGRAPHY: COLUMN_NAME ACQUITY UPLC BEH Amide 1.7 um 2.1x100mm, Waters
AC$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 6.555 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$FOCUSED_ION: BASE_PEAK 302.1785
MS$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-0910000000-544f97b5d0b171cdb65d
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
115.055 C9H7+ 1 115.0542 6.37
116.0595 C8[13]CH7+ 1 116.0581 11.4
121.0652 C8H9O+ 1 121.0648 3.01
127.0548 C10H7+ 1 127.0542 4.51
128.0626 C10H8+ 1 128.0621 4.35
129.0698 C10H9+ 1 129.0699 -0.67
130.0762 C9[13]CH9+ 1 130.0738 18.95
131.0493 C9H7O+ 1 131.0491 1.26
131.0851 C10H11+ 1 131.0855 -3.6
137.0601 C8H9O2+ 1 137.0597 3.24
141.0705 C11H9+ 1 141.0699 4.73
142.0756 C10[13]CH9+ 1 142.0738 12.6
143.0494 C10H7O+ 1 143.0491 1.9
143.0857 C11H11+ 1 143.0855 1.29
144.0573 C10H8O+ 1 144.057 1.99
145.065 C10H9O+ 1 145.0648 1.51
146.0366 C9H6O2+ 1 146.0362 2.59
146.0715 C10H10O+ 1 146.0726 -7.73
147.0803 C10H11O+ 1 147.0804 -0.68
152.0626 C12H8+ 1 152.0621 3.62
153.0702 C12H9+ 1 153.0699 1.97
154.0764 C12H10+ 1 154.0777 -8.46
155.0499 C11H7O+ 1 155.0491 4.92
155.0858 C12H11+ 1 155.0855 2.08
156.0575 C11H8O+ 1 156.057 3.31
156.0909 C11[13]CH11+ 1 156.0894 9.42
157.0647 C11H9O+ 1 157.0648 -0.39
157.1014 C12H13+ 1 157.1012 1.55
158.0733 C11H10O+ 1 158.0726 4.42
159.0796 C11H11O+ 1 159.0804 -5.37
160.0515 C10H8O2+ 1 160.0519 -2.17
160.0841 C10[13]CH11O+ 1 160.0843 -1.74
161.0605 C10H9O2+ 1 161.0597 4.67
161.0966 C11H13O+ 1 161.0961 3.3
162.0647 C9[13]CH9O2+ 1 162.0636 6.99
163.0758 C10H11O2+ 1 163.0754 2.88
165.0706 C13H9+ 1 165.0699 4.52
166.0762 C12[13]CH9+ 1 166.0738 14.38
167.0861 C13H11+ 1 167.0855 3.41
168.0576 C12H8O+ 1 168.057 3.66
168.0907 C12[13]CH11+ 1 168.0894 7.8
169.0655 C12H9O+ 1 169.0648 4.11
170.0723 C12H10O+ 1 170.0726 -2.15
171.0812 C12H11O+ 1 171.0804 4.58
172.0521 C11H8O2+ 1 172.0519 1.53
172.0847 C11[13]CH11O+ 1 172.0843 2.07
173.0968 C12H13O+ 1 173.0961 3.87
174.0678 C11H10O2+ 1 174.0675 1.6
174.1 C11[13]CH13O+ 1 174.1 0.31
175.0757 C11H11O2+ 1 175.0754 1.87
176.0627 C14H8+ 1 176.0621 3.48
176.0814 C11H12O2+ 1 176.0832 -9.97
177.0705 C14H9+ 1 177.0699 3.31
178.077 C14H10+ 1 178.0777 -3.75
179.0847 C14H11+ 1 179.0855 -4.64
181.0656 C13H9O+ 1 181.0648 4.37
182.0725 C13H10O+ 1 182.0726 -0.49
183.0446 C12H7O2+ 1 183.0441 2.79
183.0813 C13H11O+ 1 183.0804 4.93
184.0522 C12H8O2+ 1 184.0519 1.65
184.0876 C13H12O+ 1 184.0883 -3.81
185.0602 C12H9O2+ 1 185.0597 2.5
185.0961 C13H13O+ 1 185.0961 -0.12
186.0678 C12H10O2+ 1 186.0675 1.21
187.076 C12H11O2+ 1 187.0754 3.19
188.0808 C11[13]CH11O2+ 1 188.0793 8.37
189.0917 C12H13O2+ 1 189.091 3.92
190.0947 C11[13]CH13O2+ 1 190.0949 -1.12
193.0662 C14H9O+ 1 193.0648 7.39
193.1023 C15H13+ 1 193.1012 5.96
194.0734 C14H10O+ 1 194.0726 4.1
195.0813 C14H11O+ 1 195.0804 4.15
196.0882 C14H12O+ 1 196.0883 -0.5
197.0602 C13H9O2+ 1 197.0597 2.43
197.0959 C14H13O+ 1 197.0961 -0.79
198.0683 C13H10O2+ 1 198.0675 4.08
199.0764 C13H11O2+ 1 199.0754 5.4
200.0802 C12[13]CH11O2+ 1 200.0793 4.59
201.092 C13H13O2+ 1 201.091 5.13
202.0952 C12[13]CH13O2+ 1 202.0949 1.2
209.0969 C15H13O+ 1 209.0961 4.04
210.0687 C14H10O2+ 1 210.0675 5.37
211.0758 C14H11O2+ 1 211.0754 2.25
212.0841 C14H12O2+ 1 212.0832 4.15
213.0911 C14H13O2+ 1 213.091 0.3
214.0633 C13H10O3+ 2 214.0624 4.12
214.0965 C14H14O2+ 1 214.0988 -10.76
215.1073 C14H15O2+ 1 215.1067 3.05
217.1223 C14H17O2+ 1 217.1223 0.07
225.0921 C15H13O2+ 1 225.091 5.08
226.0958 C14[13]CH13O2+ 1 226.0949 3.96
227.1079 C15H15O2+ 1 227.1067 5.3
228.1099 C14[13]CH15O2+ 1 228.1106 -2.77
243.1024 C15H15O3+ 2 243.1016 3.29
245.1187 C18H15N+ 2 245.1199 -4.86
302.1771 C18H24NO3+ 1 302.1751 6.56
PK$NUM_PEAK: 96
PK$PEAK: m/z int. rel.int.
115.055 55044 54
116.0595 5860 5
121.0652 7544 7
127.0548 10916 10
128.0626 166840 165
129.0698 64532 63
130.0762 10116 10
131.0493 19988 19
131.0851 5556 5
137.0601 36156 35
141.0705 223088 220
142.0756 31768 31
143.0494 25844 25
143.0857 22808 22
144.0573 37960 37
145.065 28972 28
146.0366 9088 8
146.0715 7488 7
147.0803 10444 10
152.0626 57380 56
153.0702 73824 73
154.0764 18392 18
155.0499 17140 16
155.0858 48904 48
156.0575 80472 79
156.0909 6676 6
157.0647 56052 55
157.1014 10620 10
158.0733 228132 225
159.0796 54552 53
160.0515 6344 6
160.0841 6428 6
161.0605 110864 109
161.0966 16872 16
162.0647 12384 12
163.0758 10084 9
165.0706 214576 212
166.0762 43204 42
167.0861 100120 99
168.0576 30776 30
168.0907 16164 15
169.0655 47672 47
170.0723 17680 17
171.0812 710696 702
172.0521 24076 23
172.0847 65848 65
173.0968 138844 137
174.0678 11668 11
174.1 14092 13
175.0757 22428 22
176.0627 9308 9
176.0814 5052 4
177.0705 36528 36
178.077 18580 18
179.0847 7068 6
181.0656 41620 41
182.0725 30464 30
183.0446 21004 20
183.0813 145036 143
184.0522 34952 34
184.0876 41908 41
185.0602 39264 38
185.0961 31752 31
186.0678 45772 45
187.076 47684 47
188.0808 8832 8
189.0917 39752 39
190.0947 5700 5
193.0662 24004 23
193.1023 6036 5
194.0734 34720 34
195.0813 77836 76
196.0882 40416 39
197.0602 28556 28
197.0959 19232 19
198.0683 44840 44
199.0764 1009984 999
200.0802 111056 109
201.092 164076 162
202.0952 20740 20
209.0969 8728 8
210.0687 9120 9
211.0758 23764 23
212.0841 28828 28
213.0911 19848 19
214.0633 10656 10
214.0965 5524 5
215.1073 9332 9
217.1223 6640 6
225.0921 32288 31
226.0958 8212 8
227.1079 61156 60
228.1099 12828 12
243.1024 16092 15
245.1187 13848 13
302.1771 19820 19
//
