ACCESSION: MSBNK-Athens_Univ-AU217804
RECORD_TITLE: Dihydrocodeine; LC-ESI-QTOF; MS2; CE: 40 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 40 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$CHROMATOGRAPHY: RETENTION_TIME 3.487 min
AC$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 302.1775
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$SPLASH: splash10-0f6t-0931000000-8f6a91fec0761febddae
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
115.0544 C9H7+ 1 115.0542 1.64
128.0624 C10H8+ 1 128.0621 2.65
129.07 C10H9+ 1 129.0699 0.8
131.0492 C9H7O+ 1 131.0491 0.77
137.06 C8H9O2+ 1 137.0597 2.45
141.07 C11H9+ 1 141.0699 1.07
142.075 C10[13]CH9+ 1 142.0738 8.56
143.0496 C10H7O+ 1 143.0491 3.26
143.0854 C11H11+ 1 143.0855 -0.88
144.0571 C10H8O+ 1 144.057 0.63
145.0647 C10H9O+ 1 145.0648 -0.71
147.0808 C10H11O+ 1 147.0804 2.31
151.0761 C9H11O2+ 1 151.0754 4.8
152.0622 C12H8+ 1 152.0621 0.98
153.0702 C12H9+ 1 153.0699 2.41
155.0861 C12H11+ 1 155.0855 3.82
156.0573 C11H8O+ 1 156.057 1.88
157.0652 C11H9O+ 1 157.0648 2.8
157.1021 C12H13+ 1 157.1012 5.87
158.073 C11H10O+ 1 158.0726 2.14
159.0797 C11H11O+ 1 159.0804 -4.75
161.0601 C10H9O2+ 1 161.0597 2.5
161.0965 C11H13O+ 1 161.0961 2.42
162.0645 C9[13]CH9O2+ 1 162.0636 5.76
163.0755 C10H11O2+ 1 163.0754 0.99
165.0703 C13H9+ 1 165.0699 2.66
166.0754 C12[13]CH9+ 1 166.0738 9.76
167.0862 C13H11+ 1 167.0855 3.74
168.0573 C12H8O+ 1 168.057 1.97
168.0905 C12[13]CH11+ 1 168.0894 6.53
169.0651 C12H9O+ 1 169.0648 1.94
169.1019 C13H13+ 1 169.1012 4.02
170.0715 C12H10O+ 1 170.0726 -6.8
171.0811 C12H11O+ 1 171.0804 3.94
172.0518 C11H8O2+ 1 172.0519 -0.63
172.0845 C11[13]CH11O+ 1 172.0843 1.13
173.0968 C12H13O+ 1 173.0961 3.99
174.1001 C11[13]CH13O+ 1 174.1 0.65
175.0759 C11H11O2+ 1 175.0754 3.33
176.0819 C11H12O2+ 1 176.0832 -7.55
177.0704 C14H9+ 1 177.0699 2.98
177.0915 C11H13O2+ 1 177.091 3.01
178.0763 C14H10+ 1 178.0777 -7.83
181.0654 C13H9O+ 1 181.0648 3.24
182.0728 C13H10O+ 1 182.0726 0.94
183.0812 C13H11O+ 1 183.0804 4.12
184.0528 C12H8O2+ 1 184.0519 5.16
184.0873 C13H12O+ 1 184.0883 -5.23
185.0604 C12H9O2+ 1 185.0597 3.67
185.0966 C13H13O+ 1 185.0961 2.96
186.0679 C12H10O2+ 1 186.0675 2.14
186.1007 C12[13]CH13O+ 1 186.1 3.57
187.076 C12H11O2+ 1 187.0754 3.6
188.0804 C11[13]CH11O2+ 1 188.0793 6.09
189.0919 C12H13O2+ 1 189.091 4.67
190.0943 C11[13]CH13O2+ 1 190.0949 -3.4
193.0656 C14H9O+ 1 193.0648 4.43
193.1022 C15H13+ 1 193.1012 5.22
194.0729 C14H10O+ 1 194.0726 1.22
195.0814 C14H11O+ 1 195.0804 4.77
196.0875 C14H12O+ 1 196.0883 -4.04
197.0607 C13H9O2+ 1 197.0597 4.92
197.0957 C14H13O+ 1 197.0961 -1.91
198.0683 C13H10O2+ 1 198.0675 4.03
199.0766 C13H11O2+ 1 199.0754 6.09
200.0801 C12[13]CH11O2+ 1 200.0793 4.14
200.1161 C14H16O+ 1 200.1196 -17.52
201.0919 C13H13O2+ 1 201.091 4.55
202.0955 C13H14O2+ 1 202.0988 -16.72
203.1063 C12[13]CH14O2+ 1 203.1027 17.5
209.0974 C15H13O+ 1 209.0961 6.31
211.0762 C14H11O2+ 1 211.0754 4.01
212.0837 C14H12O2+ 1 212.0832 2.31
213.0918 C14H13O2+ 1 213.091 3.65
214.0637 C13H10O3+ 2 214.0624 5.79
214.0965 C13[13]CH13O2+ 1 214.0949 7.43
215.1074 C14H15O2+ 1 215.1067 3.4
217.1229 C14H17O2+ 1 217.1223 2.56
218.1261 C13[13]CH17O2+ 1 218.1262 -0.3
221.0969 C16H13O+ 1 221.0961 3.83
222.1035 C16H14O+ 1 222.1039 -1.82
225.0924 C15H13O2+ 1 225.091 6.25
226.0963 C14[13]CH13O2+ 1 226.0949 5.97
227.1081 C15H15O2+ 1 227.1067 6.17
228.1107 C14[13]CH15O2+ 1 228.1106 0.78
243.1027 C15H15O3+ 2 243.1016 4.78
244.1055 C14[13]CH15O3+ 1 244.1055 0.27
245.1188 C18H15N+ 2 245.1199 -4.67
246.1216 C17[13]CH15N+ 1 246.1238 -8.79
253.1237 C17H17O2+ 1 253.1223 5.33
269.1418 C17H19NO2+ 1 269.141 2.88
274.1461 C16H20NO3+ 1 274.1438 8.32
284.1658 C18H22NO2+ 1 284.1645 4.54
302.1772 C18H24NO3+ 1 302.1751 6.9
303.1805 C17[13]CH24NO3+ 1 303.179 4.89
304.1831 C16[13]C2H24NO3+ 1 304.1823 2.41
PK$NUM_PEAK: 96
PK$PEAK: m/z int. rel.int.
115.0544 8144 11
128.0624 17824 25
129.07 12692 18
131.0492 5012 7
137.06 26024 37
141.07 28560 40
142.075 5060 7
143.0496 10980 15
143.0854 6488 9
144.0571 8148 11
145.0647 7988 11
147.0808 3712 5
151.0761 3664 5
152.0622 8904 12
153.0702 13876 19
155.0861 10372 14
156.0573 9964 14
157.0652 20460 29
157.1021 6072 8
158.073 50824 72
159.0797 15180 21
161.0601 42036 59
161.0965 8512 12
162.0645 5480 7
163.0755 11400 16
165.0703 36376 51
166.0754 7508 10
167.0862 44108 62
168.0573 5412 7
168.0905 7244 10
169.0651 16352 23
169.1019 3680 5
170.0715 4528 6
171.0811 136080 193
172.0518 4512 6
172.0845 16352 23
173.0968 63992 91
174.1001 7988 11
175.0759 17204 24
176.0819 3700 5
177.0704 13868 19
177.0915 3568 5
178.0763 5536 7
181.0654 16768 23
182.0728 6496 9
183.0812 96908 138
184.0528 4404 6
184.0873 23420 33
185.0604 14784 21
185.0966 34380 48
186.0679 20616 29
186.1007 4072 5
187.076 34852 49
188.0804 5636 8
189.0919 54044 76
190.0943 8080 11
193.0656 9900 14
193.1022 4668 6
194.0729 10560 15
195.0814 82380 117
196.0875 30944 44
197.0607 6668 9
197.0957 13680 19
198.0683 15812 22
199.0766 701244 999
200.0801 76488 108
200.1161 5084 7
201.0919 212252 302
202.0955 26780 38
203.1063 4796 6
209.0974 9128 13
211.0762 20444 29
212.0837 17940 25
213.0918 28600 40
214.0637 3632 5
214.0965 7192 10
215.1074 11572 16
217.1229 23988 34
218.1261 4156 5
221.0969 6112 8
222.1035 3624 5
225.0924 29916 42
226.0963 6064 8
227.1081 114552 163
228.1107 17824 25
243.1027 42032 59
244.1055 8200 11
245.1188 70940 101
246.1216 10544 15
253.1237 6340 9
269.1418 7720 10
274.1461 4592 6
284.1658 8044 11
302.1772 200352 285
303.1805 35476 50
304.1831 4064 5
//
