ACCESSION: MSBNK-Athens_Univ-AU217810
RECORD_TITLE: Dihydrocodeine; 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 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$MASS_SPECTROMETRY: COLLISION_ENERGY 40 eV
AC$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 6.545 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$FOCUSED_ION: BASE_PEAK 302.179
MS$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: splash10-0f6t-0931000000-ef458a30f0637c85abeb
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
115.0549 C9H7+ 1 115.0542 5.42
128.0625 C10H8+ 1 128.0621 3.47
129.0701 C10H9+ 1 129.0699 1.51
131.0497 C9H7O+ 1 131.0491 4.41
137.0603 C8H9O2+ 1 137.0597 4.06
141.0705 C11H9+ 1 141.0699 4.32
142.0759 C10[13]CH9+ 1 142.0738 14.58
143.0498 C10H7O+ 1 143.0491 4.26
143.0855 C11H11+ 1 143.0855 0.16
144.0571 C10H8O+ 1 144.057 1.07
145.0651 C10H9O+ 1 145.0648 2.42
152.0625 C12H8+ 1 152.0621 3.21
153.0703 C12H9+ 1 153.0699 2.46
155.0859 C12H11+ 1 155.0855 2.67
156.0575 C11H8O+ 1 156.057 3.22
157.0653 C11H9O+ 1 157.0648 3.27
157.1021 C12H13+ 1 157.1012 5.56
158.0732 C11H10O+ 1 158.0726 3.96
159.0801 C11H11O+ 1 159.0804 -1.93
161.0603 C10H9O2+ 1 161.0597 3.91
161.0966 C11H13O+ 1 161.0961 3.38
162.0647 C9[13]CH9O2+ 1 162.0636 6.85
163.0759 C10H11O2+ 1 163.0754 3.15
165.0709 C13H9+ 1 165.0699 5.95
166.0764 C12[13]CH9+ 1 166.0738 15.63
167.0864 C13H11+ 1 167.0855 5.44
168.057 C12H8O+ 1 168.057 0.41
168.0904 C12[13]CH11+ 1 168.0894 5.61
169.0655 C12H9O+ 1 169.0648 4.21
170.0722 C12H10O+ 1 170.0726 -2.2
171.0814 C12H11O+ 1 171.0804 5.81
172.0523 C11H8O2+ 1 172.0519 2.46
172.0848 C11[13]CH11O+ 1 172.0843 2.86
173.0969 C12H13O+ 1 173.0961 4.56
174.1 C11[13]CH13O+ 1 174.1 -0.09
175.0759 C11H11O2+ 1 175.0754 3.26
177.0707 C14H9+ 1 177.0699 4.89
178.0771 C14H10+ 1 178.0777 -3.34
181.0653 C13H9O+ 1 181.0648 2.55
182.0725 C13H10O+ 1 182.0726 -0.62
183.0815 C13H11O+ 1 183.0804 5.77
184.0874 C12[13]CH11O+ 1 184.0843 16.6
185.0605 C12H9O2+ 1 185.0597 4.47
185.0968 C13H13O+ 1 185.0961 3.92
186.0683 C12H10O2+ 1 186.0675 3.96
186.1001 C12[13]CH13O+ 1 186.1 0.79
187.0762 C12H11O2+ 1 187.0754 4.37
188.0807 C11[13]CH11O2+ 1 188.0793 7.82
189.0922 C12H13O2+ 1 189.091 6.29
190.0949 C11[13]CH13O2+ 1 190.0949 0.2
193.0659 C14H9O+ 1 193.0648 5.55
193.1026 C15H13+ 1 193.1012 7.61
194.073 C14H10O+ 1 194.0726 2.07
195.0816 C14H11O+ 1 195.0804 6.02
196.0878 C14H12O+ 1 196.0883 -2.19
197.0605 C13H9O2+ 1 197.0597 3.79
197.0961 C14H13O+ 1 197.0961 -0.04
198.0685 C13H10O2+ 1 198.0675 4.9
199.0766 C13H11O2+ 1 199.0754 6.33
200.0804 C12[13]CH11O2+ 1 200.0793 5.66
200.1165 C14H16O+ 1 200.1196 -15.4
201.0921 C13H13O2+ 1 201.091 5.59
202.0955 C13H14O2+ 1 202.0988 -16.48
203.1057 C12[13]CH14O2+ 1 203.1027 14.66
209.0971 C15H13O+ 1 209.0961 4.97
211.0763 C14H11O2+ 1 211.0754 4.31
212.0839 C14H12O2+ 1 212.0832 3.2
213.0918 C14H13O2+ 1 213.091 3.49
214.0631 C13H10O3+ 2 214.0624 2.9
214.0974 C13[13]CH13O2+ 1 214.0949 11.84
215.1075 C14H15O2+ 1 215.1067 4.09
217.1231 C14H17O2+ 1 217.1223 3.67
221.097 C16H13O+ 1 221.0961 3.96
222.1043 C16H14O+ 1 222.1039 1.85
225.0925 C15H13O2+ 1 225.091 6.62
226.0968 C14[13]CH13O2+ 1 226.0949 8.27
227.1082 C15H15O2+ 1 227.1067 6.87
228.111 C14[13]CH15O2+ 1 228.1106 2.1
241.1225 C16H17O2+ 1 241.1223 0.99
243.1031 C18H13N+ 2 243.1043 -4.59
244.1061 C17[13]CH13N+ 1 244.1082 -8.26
245.1189 C18H15N+ 2 245.1199 -3.99
246.1219 C17[13]CH15N+ 1 246.1238 -7.55
253.1237 C17H17O2+ 1 253.1223 5.53
269.1422 C17H19NO2+ 1 269.141 4.49
274.146 C16H20NO3+ 1 274.1438 8.08
284.1663 C18H22NO2+ 1 284.1645 6.27
302.1775 C18H24NO3+ 1 302.1751 7.99
303.1807 C17[13]CH24NO3+ 1 303.179 5.53
PK$NUM_PEAK: 89
PK$PEAK: m/z int. rel.int.
115.0549 18696 10
128.0625 44504 23
129.0701 30244 16
131.0497 14280 7
137.0603 60568 32
141.0705 71252 38
142.0759 11452 6
143.0498 27040 14
143.0855 12596 6
144.0571 17752 9
145.0651 16308 8
152.0625 21516 11
153.0703 30272 16
155.0859 28784 15
156.0575 21460 11
157.0653 56048 30
157.1021 14404 7
158.0732 116544 62
159.0801 34532 18
161.0603 99584 53
161.0966 17288 9
162.0647 12192 6
163.0759 29588 15
165.0709 84384 45
166.0764 18764 10
167.0864 110900 59
168.057 10728 5
168.0904 15724 8
169.0655 39448 21
170.0722 10828 5
171.0814 353364 189
172.0523 9712 5
172.0848 36664 19
173.0969 161692 86
174.1 20144 10
175.0759 40948 21
177.0707 32120 17
178.0771 12196 6
181.0653 42856 22
182.0725 18572 9
183.0815 239148 128
184.0874 54912 29
185.0605 28820 15
185.0968 83864 44
186.0683 49344 26
186.1001 9572 5
187.0762 78224 41
188.0807 12028 6
189.0922 132540 71
190.0949 18052 9
193.0659 26292 14
193.1026 11832 6
194.073 23848 12
195.0816 209924 112
196.0878 71468 38
197.0605 16140 8
197.0961 32460 17
198.0685 35976 19
199.0766 1863788 999
200.0804 186012 99
200.1165 11056 5
201.0921 622808 333
202.0955 63920 34
203.1057 12044 6
209.0971 26988 14
211.0763 53360 28
212.0839 42396 22
213.0918 69184 37
214.0631 11180 5
214.0974 14664 7
215.1075 27112 14
217.1231 48852 26
221.097 15704 8
222.1043 9508 5
225.0925 71772 38
226.0968 14296 7
227.1082 306368 164
228.111 44496 23
241.1225 9940 5
243.1031 102404 54
244.1061 16540 8
245.1189 173944 93
246.1219 27112 14
253.1237 14680 7
269.1422 17204 9
274.146 13404 7
284.1663 27104 14
302.1775 551792 295
303.1807 86596 46
//
