ACCESSION: MSBNK-Eawag-EA278010
RECORD_TITLE: Codeine; LC-ESI-ITFT; MS2; CE: 45%; R=15000; [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$MASS_SPECTROMETRY: RESOLUTION 15000
AC$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$SPLASH: splash10-0udi-0139000000-be0f9b6eaa028b54ad6c
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
58.0651 C3H8N+ 1 58.0651 -0.61
121.0649 C8H9O+ 1 121.0648 0.82
137.0597 C8H9O2+ 1 137.0597 -0.41
155.0855 C12H11+ 1 155.0855 -0.04
159.0804 C11H11O+ 1 159.0804 -0.57
161.0597 C10H9O2+ 1 161.0597 -0.35
162.091 C10H12NO+ 1 162.0913 -1.98
165.07 C13H9+ 1 165.0699 0.75
171.0802 C12H11O+ 1 171.0804 -1.64
174.0675 C11H10O2+ 1 174.0675 -0.01
175.0753 C11H11O2+ 1 175.0754 -0.21
179.0942 C10H13NO2+ 1 179.0941 0.61
181.0648 C13H9O+ 1 181.0648 0.16
181.1014 C14H13+ 1 181.1012 1.07
183.0804 C13H11O+ 1 183.0804 -0.12
185.0601 C12H9O2+ 1 185.0597 1.91
187.0753 C12H11O2+ 1 187.0754 -0.14
187.1117 C13H15O+ 1 187.1117 -0.06
191.0854 C15H11+ 1 191.0855 -0.45
192.1019 C11H14NO2+ 1 192.1019 0.08
193.0646 C14H9O+ 1 193.0648 -0.78
193.1014 C15H13+ 1 193.1012 1.31
194.0728 C14H10O+ 1 194.0726 0.79
195.0801 C14H11O+ 1 195.0804 -1.65
197.096 C14H13O+ 1 197.0961 -0.31
198.0677 C13H10O2+ 1 198.0675 1.11
199.0754 C13H11O2+ 1 199.0754 0.02
200.0832 C13H12O2+ 1 200.0832 0.09
201.0909 C13H13O2+ 1 201.091 -0.58
207.0802 C15H11O+ 1 207.0804 -1.36
209.0597 C14H9O2+ 1 209.0597 -0.27
209.0958 C15H13O+ 1 209.0961 -1.35
211.0752 C14H11O2+ 1 211.0754 -0.69
212.0832 C14H12O2+ 1 212.0832 -0.1
213.091 C14H13O2+ 1 213.091 -0.22
215.1066 C14H15O2+ 1 215.1067 -0.31
219.0803 C16H11O+ 1 219.0804 -0.69
220.0889 C16H12O+ 1 220.0883 2.83
221.096 C16H13O+ 1 221.0961 -0.37
223.0753 C15H11O2+ 1 223.0754 -0.03
225.0909 C15H13O2+ 1 225.091 -0.25
236.0834 C16H12O2+ 1 236.0832 0.84
237.0911 C16H13O2+ 1 237.091 0.44
238.099 C16H14O2+ 1 238.0988 0.54
239.1068 C16H15O2+ 1 239.1067 0.48
241.0859 C15H13O3+ 1 241.0859 -0.13
241.1224 C16H17O2+ 1 241.1223 0.22
243.1015 C15H15O3+ 1 243.1016 -0.33
250.123 C17H16NO+ 1 250.1226 1.28
251.1066 C17H15O2+ 1 251.1067 -0.18
253.1224 C17H17O2+ 1 253.1223 0.21
266.1172 C17H16NO2+ 1 266.1176 -1.45
267.1252 C17H17NO2+ 1 267.1254 -0.64
269.1171 C17H17O3+ 1 269.1172 -0.37
282.1488 C18H20NO2+ 1 282.1489 -0.3
285.1357 C17H19NO3+ 1 285.1359 -0.72
300.1593 C18H22NO3+ 1 300.1594 -0.4
PK$NUM_PEAK: 57
PK$PEAK: m/z int. rel.int.
58.0651 278389.3 9
121.0649 37424.4 1
137.0597 132331.8 4
155.0855 61096.8 2
159.0804 113480.5 3
161.0597 336735 11
162.091 29576.9 1
165.07 121923.7 4
171.0802 71003.3 2
174.0675 32375.3 1
175.0753 123559.1 4
179.0942 43245.4 1
181.0648 173759.9 5
181.1014 29590.9 1
183.0804 666341.6 22
185.0601 57513.8 1
187.0753 475309.7 16
187.1117 130737.2 4
191.0854 116209.2 4
192.1019 111904.8 3
193.0646 355202.4 12
193.1014 52288.3 1
194.0728 84900.4 2
195.0801 43057.2 1
197.096 129875.5 4
198.0677 37669 1
199.0754 841112.9 29
200.0832 93170.7 3
201.0909 98899.8 3
207.0802 69432.1 2
209.0597 201265.9 6
209.0958 109114.1 3
211.0752 173683 5
212.0832 74181.6 2
213.091 240742.9 8
215.1066 2799302.1 96
219.0803 116448.8 4
220.0889 34319.3 1
221.096 148327.5 5
223.0753 123711.4 4
225.0909 1223083.8 42
236.0834 70123.9 2
237.0911 60328.8 2
238.099 51130.6 1
239.1068 61532.6 2
241.0859 531321.7 18
241.1224 100870.9 3
243.1015 2308063.1 79
250.123 39968.1 1
251.1066 241514.8 8
253.1224 234075.1 8
266.1172 107008.5 3
267.1252 182169.9 6
269.1171 103437.9 3
282.1488 899911.6 31
285.1357 45358 1
300.1593 28955677.1 999
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