ACCESSION: MSBNK-Eawag-EA278004
RECORD_TITLE: Codeine; LC-ESI-ITFT; MS2; CE: 45%; R=7500; [M+H]+
DATE: 2014.01.14
AUTHORS: Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2012 Eawag, Duebendorf, Switzerland
COMMENT: CONFIDENCE standard compound
COMMENT: EAWAG_UCHEM_ID 2780
CH$NAME: Codeine
CH$NAME: (5,6)-3-Methoxy-17-methyl-7,8-didehydro-4,5-epoxymorphinan-6-ol
CH$NAME: Methylmorphine
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C18H21NO3
CH$EXACT_MASS: 299.1521
CH$SMILES: CN1CC[C@]23[C@@H]4[C@H]1CC5=C2C(=C(C=C5)OC)O[C@H]3[C@H](C=C4)O
CH$IUPAC: InChI=1S/C18H21NO3/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,7-9H2,1-2H3/t11-,12+,13-,17-,18-/m0/s1
CH$LINK: CAS
76-57-3
CH$LINK: PUBCHEM
CID:5284371
CH$LINK: INCHIKEY
OROGSEYTTFOCAN-DNJOTXNNSA-N
CH$LINK: CHEMSPIDER
4447447
CH$LINK: COMPTOX
DTXSID2020341
AC$INSTRUMENT: LTQ Orbitrap XL Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-ITFT
AC$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$MASS_SPECTROMETRY: RESOLUTION 7500
AC$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$CHROMATOGRAPHY: RETENTION_TIME 2.8 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 300.1595
MS$FOCUSED_ION: PRECURSOR_M/Z 300.1594
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$DATA_PROCESSING: DEPROFILE Spline
MS$DATA_PROCESSING: RECALIBRATE loess on assigned fragments and MS1
MS$DATA_PROCESSING: REANALYZE Peaks with additional N2/O included
MS$DATA_PROCESSING: WHOLE RMassBank 1.3.1
PK$SPLASH: splash10-0udi-0139000000-7880499a47dbd2f41229
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
58.0652 C3H8N+ 1 58.0651 0.42
121.0643 C8H9O+ 1 121.0648 -4.31
137.0596 C8H9O2+ 1 137.0597 -0.99
155.0858 C12H11+ 1 155.0855 1.76
159.0804 C11H11O+ 1 159.0804 -0.32
161.0598 C10H9O2+ 1 161.0597 0.71
165.0701 C13H9+ 1 165.0699 1.6
171.0805 C12H11O+ 1 171.0804 0.46
174.0679 C11H10O2+ 1 174.0675 2.01
175.0756 C11H11O2+ 1 175.0754 1.39
179.0934 C10H13NO2+ 1 179.0941 -3.96
181.0648 C13H9O+ 1 181.0648 0.1
181.1017 C14H13+ 1 181.1012 3.11
183.0805 C13H11O+ 1 183.0804 0.59
185.0603 C12H9O2+ 1 185.0597 3.21
186.0684 C12H10O2+ 1 186.0675 4.4
187.0754 C12H11O2+ 1 187.0754 0.07
187.1118 C13H15O+ 1 187.1117 0.53
191.0857 C15H11+ 1 191.0855 0.75
192.1021 C11H14NO2+ 1 192.1019 1.22
193.0648 C14H9O+ 1 193.0648 -0.01
193.1009 C15H13+ 1 193.1012 -1.43
194.0729 C14H10O+ 1 194.0726 1.62
195.081 C14H11O+ 1 195.0804 2.61
197.0961 C14H13O+ 1 197.0961 -0.06
198.0674 C13H10O2+ 1 198.0675 -0.76
199.0754 C13H11O2+ 1 199.0754 0.17
200.0834 C13H12O2+ 1 200.0832 0.89
201.0911 C13H13O2+ 1 201.091 0.57
207.081 C15H11O+ 1 207.0804 2.6
209.0595 C14H9O2+ 1 209.0597 -1.18
209.0958 C15H13O+ 1 209.0961 -1.39
211.0751 C14H11O2+ 1 211.0754 -1.31
212.0834 C14H12O2+ 1 212.0832 1.22
213.0913 C14H13O2+ 1 213.091 1.33
215.1067 C14H15O2+ 1 215.1067 0.11
219.0805 C16H11O+ 1 219.0804 0.22
220.0888 C16H12O+ 1 220.0883 2.42
221.0966 C16H13O+ 1 221.0961 2.21
223.0755 C15H11O2+ 1 223.0754 0.74
225.0909 C15H13O2+ 1 225.091 -0.56
229.1099 C14H15NO2+ 1 229.1097 0.79
230.1174 C14H16NO2+ 1 230.1176 -0.5
236.0831 C16H12O2+ 1 236.0832 -0.43
237.0918 C16H13O2+ 1 237.091 3.43
238.0985 C16H14O2+ 1 238.0988 -1.22
241.0858 C15H13O3+ 1 241.0859 -0.5
241.1223 C16H17O2+ 1 241.1223 -0.03
243.1015 C15H15O3+ 1 243.1016 -0.13
251.1067 C17H15O2+ 1 251.1067 0.29
253.1222 C17H17O2+ 1 253.1223 -0.46
266.1174 C17H16NO2+ 1 266.1176 -0.73
267.1254 C17H17NO2+ 1 267.1254 0.04
269.1168 C17H17O3+ 1 269.1172 -1.56
272.1273 C16H18NO3+ 1 272.1281 -3.09
282.1489 C18H20NO2+ 1 282.1489 0.3
285.1356 C17H19NO3+ 1 285.1359 -1.31
300.1595 C18H22NO3+ 1 300.1594 0.2
PK$NUM_PEAK: 58
PK$PEAK: m/z int. rel.int.
58.0652 371211.6 10
121.0643 50616.5 1
137.0596 178885.3 4
155.0858 109773.5 2
159.0804 157014.6 4
161.0598 428030.9 11
165.0701 164817.1 4
171.0805 57542.4 1
174.0679 42799.7 1
175.0756 202461 5
179.0934 57344 1
181.0648 216363.3 5
181.1017 38076.4 1
183.0805 889708.2 24
185.0603 79856.5 2
186.0684 65701.4 1
187.0754 637273.1 17
187.1118 158515.9 4
191.0857 122865.3 3
192.1021 122459 3
193.0648 465787.3 12
193.1009 55190.4 1
194.0729 81439.7 2
195.081 57492 1
197.0961 165452.8 4
198.0674 41493.2 1
199.0754 1120976.8 30
200.0834 123798.5 3
201.0911 145056.9 3
207.081 61670.6 1
209.0595 293228.9 7
209.0958 161070.3 4
211.0751 220298.2 5
212.0834 88030.4 2
213.0913 303198.5 8
215.1067 3633672.6 98
219.0805 165668 4
220.0888 44497.8 1
221.0966 229368.9 6
223.0755 186217.7 5
225.0909 1502986.2 40
229.1099 39495.9 1
230.1174 52420.6 1
236.0831 84000 2
237.0918 78092.8 2
238.0985 75466.7 2
241.0858 660719.2 17
241.1223 130694.2 3
243.1015 2958149.8 80
251.1067 269269.5 7
253.1222 281185 7
266.1174 105514.6 2
267.1254 270491.4 7
269.1168 152698.9 4
272.1273 43703.1 1
282.1489 1160869.1 31
285.1356 84836 2
300.1595 36801533.4 999
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