ACCESSION: MSBNK-Eawag-EQ333303
RECORD_TITLE: Dihydrocodeine; LC-ESI-QFT; MS2; CE: 45; R=35000; [M+H]+
DATE: 2015.08.25
AUTHORS: Otto J, Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2015 Eawag, Duebendorf, Switzerland
COMMENT: CONFIDENCE standard compound
COMMENT: EAWAG_UCHEM_ID 3333
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$EXACT_MASS: 301.16779
CH$SMILES: CN1CC[C@]23[C@@H]4[C@H]1CC5=C2C(=C(C=C5)OC)O[C@H]3[C@H](CC4)O
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: KEGG
D07831
CH$LINK: PUBCHEM
CID:5284543
CH$LINK: INCHIKEY
RBOXVHNMENFORY-DNJOTXNNSA-N
CH$LINK: CHEMSPIDER
4447600
CH$LINK: COMPTOX
DTXSID5022936
AC$INSTRUMENT: Q Exactive Orbitrap Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-QFT
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 45 (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 35000
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 2.6 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 302.1753
MS$FOCUSED_ION: PRECURSOR_M/Z 302.1751
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$DATA_PROCESSING: DEPROFILE vendor picking in Proteowizard
MS$DATA_PROCESSING: RECALIBRATE loess on assigned fragments and MS1
MS$DATA_PROCESSING: REANALYZE Peaks with additional N2/O included
MS$DATA_PROCESSING: WHOLE RMassBank 1.9.6
PK$SPLASH: splash10-0udi-0359000000-b1a87ac83b5ead5b10ba
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
58.0652 C3H8N+ 1 58.0651 0.76
67.0543 C5H7+ 1 67.0542 0.65
83.0493 C5H7O+ 1 83.0491 1.43
137.0598 C8H9O2+ 1 137.0597 0.47
143.0493 C10H7O+ 1 143.0491 1.04
151.0756 C9H11O2+ 1 151.0754 1.55
157.0649 C11H9O+ 1 157.0648 0.44
157.1012 C12H13+ 1 157.1012 0.08
158.0727 C11H10O+ 1 158.0726 0.28
161.0596 C10H9O2+ 1 161.0597 -0.47
163.0754 C10H11O2+ 1 163.0754 0.21
165.0698 C13H9+ 1 165.0699 -0.71
167.0856 C13H11+ 1 167.0855 0.26
169.0647 C12H9O+ 1 169.0648 -0.3
171.0805 C12H11O+ 1 171.0804 0.11
173.0963 C12H13O+ 1 173.0961 1.2
175.0756 C11H11O2+ 1 175.0754 1.17
177.0911 C11H13O2+ 1 177.091 0.3
179.0705 C10H11O3+ 1 179.0703 1.06
181.0649 C13H9O+ 1 181.0648 0.49
183.0806 C13H11O+ 1 183.0804 1.08
184.0885 C13H12O+ 1 184.0883 1.16
185.06 C12H9O2+ 1 185.0597 1.37
185.0962 C13H13O+ 1 185.0961 0.75
186.0678 C12H10O2+ 1 186.0675 1.39
187.0753 C12H11O2+ 1 187.0754 -0.41
189.0912 C12H13O2+ 1 189.091 0.81
192.1022 C11H14NO2+ 1 192.1019 1.33
193.0647 C14H9O+ 1 193.0648 -0.42
194.0725 C14H10O+ 1 194.0726 -0.65
195.0805 C14H11O+ 1 195.0804 0.56
196.0884 C14H12O+ 1 196.0883 0.53
197.0961 C14H13O+ 1 197.0961 -0.06
198.0677 C13H10O2+ 1 198.0675 0.95
199.0754 C13H11O2+ 1 199.0754 0.27
199.1117 C14H15O+ 1 199.1117 -0.06
201.091 C13H13O2+ 1 201.091 -0.08
203.1065 C13H15O2+ 1 203.1067 -0.97
209.0963 C15H13O+ 1 209.0961 0.81
211.0755 C14H11O2+ 1 211.0754 0.87
212.0828 C14H12O2+ 1 212.0832 -1.7
213.0911 C14H13O2+ 1 213.091 0.58
215.1069 C14H15O2+ 1 215.1067 1.32
217.1105 C13H15NO2+ 1 217.1097 3.59
217.1225 C14H17O2+ 1 217.1223 0.85
221.0964 C16H13O+ 1 221.0961 1.35
225.0911 C15H13O2+ 1 225.091 0.51
227.1068 C15H15O2+ 1 227.1067 0.46
229.0863 C14H13O3+ 1 229.0859 1.66
241.1225 C16H17O2+ 1 241.1223 1.01
243.1018 C15H15O3+ 1 243.1016 0.98
245.1174 C15H17O3+ 1 245.1172 0.81
253.1228 C17H17O2+ 1 253.1223 1.83
256.1095 C16H16O3+ 1 256.1094 0.25
269.1413 C17H19NO2+ 1 269.141 0.97
271.1328 C17H19O3+ 1 271.1329 -0.11
274.1435 C16H20NO3+ 1 274.1438 -1.02
284.1647 C18H22NO2+ 1 284.1645 0.65
287.1519 C17H21NO3+ 1 287.1516 0.89
302.1752 C18H24NO3+ 1 302.1751 0.4
PK$NUM_PEAK: 60
PK$PEAK: m/z int. rel.int.
58.0652 1016455.7 3
67.0543 590236.2 2
83.0493 462114.2 1
137.0598 3400626 12
143.0493 1302187 4
151.0756 413701.5 1
157.0649 1346416 5
157.1012 538698 2
158.0727 509000.8 1
161.0596 1956698.1 7
163.0754 1994304 7
165.0698 469664.7 1
167.0856 2041706.2 7
169.0647 916409.6 3
171.0805 3081027 11
173.0963 2650141.5 10
175.0756 1685876.9 6
177.0911 1039884.6 3
179.0705 551230.1 2
181.0649 1536698.4 5
183.0806 7254338.5 27
184.0885 609310.9 2
185.06 617637.8 2
185.0962 4915133 18
186.0678 819662.7 3
187.0753 2748788.5 10
189.0912 7422627.5 28
192.1022 663591.9 2
193.0647 551531.4 2
194.0725 481737.2 1
195.0805 13575843 51
196.0884 1453346.8 5
197.0961 1097327.8 4
198.0677 433738.5 1
199.0754 39960224 150
199.1117 5708688.5 21
201.091 36745596 138
203.1065 888449.4 3
209.0963 2097337.2 7
211.0755 2775002.8 10
212.0828 1034400.1 3
213.0911 8839321 33
215.1069 1792364.2 6
217.1105 465656.6 1
217.1225 8943573 33
221.0964 1219753.8 4
225.0911 2980711.2 11
227.1068 29734278 112
229.0863 525611.9 1
241.1225 1361455.1 5
243.1018 12975110 49
245.1174 40750252 153
253.1228 1998379.2 7
256.1095 410874.5 1
269.1413 1822441.4 6
271.1328 702875.7 2
274.1435 835702.5 3
284.1647 4431666 16
287.1519 759473.6 2
302.1752 264480032 999
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