ACCESSION: MSBNK-Eawag-EA274401
RECORD_TITLE: Morphine; LC-ESI-ITFT; MS2; CE: 35%; 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 2744

CH$NAME: Morphine
CH$NAME: (4R,4aR,7S,7aR,12bS)-3-methyl-2,4,4a,7,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline-7,9-diol
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₁₇H₁₉NO₃
CH$EXACT_MASS: 285.1364935
CH$SMILES: CN1CC[C@]23[C@@H]4[C@H]1CC5=C2C(=C(C=C5)O)O[C@H]3[C@H](C=C4)O
CH$IUPAC: InChI=1S/C17H19NO3/c1-18-7-6-17-10-3-5-13(20)16(17)21-15-12(19)4-2-9(14(15)17)8-11(10)18/h2-5,10-11,13,16,19-20H,6-8H2,1H3/t10-,11+,13-,16-,17-/m0/s1
CH$LINK: CAS 57-27-2
CH$LINK: CHEBI 17303
CH$LINK: CHEMSPIDER 4450907
CH$LINK: COMPTOX DTXSID9023336
CH$LINK: INCHIKEY BQJCRHHNABKAKU-KBQPJGBKSA-N
CH$LINK: KEGG C01516
CH$LINK: PUBCHEM CID:5288826

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 CID
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 35 % (nominal)
AC$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 1.1 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 286.1448
MS$FOCUSED_ION: PRECURSOR_M/Z 286.1438
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$SPLASH: splash10-0ufr-0390000000-660ff44516f98e346016
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  121.0648 C8H9O+ 1 121.0648 -0.01
  123.0441 C7H7O2+ 1 123.0441 0.36
  141.0698 C11H9+ 1 141.0699 -0.69
  145.0648 C10H9O+ 1 145.0648 -0.01
  146.0965 C10H12N+ 1 146.0964 0.44
  147.044 C9H7O2+ 1 147.0441 -0.11
  153.0704 C12H9+ 1 153.0699 3.61
  155.0856 C12H11+ 1 155.0855 0.67
  157.0641 C11H9O+ 1 157.0648 -4.66
  158.0969 C11H12N+ 1 158.0964 3.06
  161.0597 C10H9O2+ 1 161.0597 -0.16
  162.0914 C10H12NO+ 1 162.0913 0.61
  164.1065 C10H14NO+ 1 164.107 -2.81
  165.0707 C13H9+ 1 165.0699 4.99
  166.0864 C9H12NO2+ 1 166.0863 1.11
  171.0442 C11H7O2+ 1 171.0441 0.67
  173.0598 C11H9O2+ 1 173.0597 0.43
  173.0962 C12H13O+ 1 173.0961 0.4
  178.0863 C10H12NO2+ 1 178.0863 0.03
  179.086 C14H11+ 1 179.0855 2.81
  181.0648 C13H9O+ 1 181.0648 0.1
  181.1012 C14H13+ 1 181.1012 -0.09
  183.0805 C13H11O+ 1 183.0804 0.48
  185.0598 C12H9O2+ 1 185.0597 0.56
  187.0753 C12H11O2+ 1 187.0754 -0.51
  191.0855 C15H11+ 1 191.0855 0.02
  193.0648 C14H9O+ 1 193.0648 -0.11
  193.1009 C15H13+ 1 193.1012 -1.28
  195.0805 C14H11O+ 1 195.0804 0.51
  199.0753 C13H11O2+ 1 199.0754 -0.13
  201.0912 C13H13O2+ 1 201.091 0.96
  203.0846 C16H11+ 1 203.0855 -4.71
  205.1003 C16H13+ 1 205.1012 -4.18
  207.0809 C15H11O+ 1 207.0804 2.02
  208.0888 C15H12O+ 1 208.0883 2.66
  209.0599 C14H9O2+ 1 209.0597 0.69
  209.0958 C15H13O+ 1 209.0961 -1.49
  211.0754 C14H11O2+ 1 211.0754 0.02
  219.0805 C16H11O+ 1 219.0804 0.22
  221.0961 C16H13O+ 1 221.0961 0.13
  223.112 C16H15O+ 1 223.1117 1.02
  225.0909 C15H13O2+ 1 225.091 -0.38
  227.0704 C14H11O3+ 1 227.0703 0.61
  227.1066 C15H15O2+ 1 227.1067 -0.25
  229.0861 C14H13O3+ 1 229.0859 0.65
  237.0909 C16H13O2+ 1 237.091 -0.62
  239.1066 C16H15O2+ 1 239.1067 -0.28
  240.1394 C16H18NO+ 1 240.1383 4.45
  243.1007 C15H15O3+ 1 243.1016 -3.42
  250.1218 C17H16NO+ 1 250.1226 -3.44
  255.1013 C16H15O3+ 1 255.1016 -1.14
  268.1332 C17H18NO2+ 1 268.1332 0.06
PK$NUM_PEAK: 52
PK$PEAK: m/z int. rel.int.
  121.0648 18679.6 21
  123.0441 14071.4 16
  141.0698 3534.2 4
  145.0648 17209.7 20
  146.0965 4395.1 5
  147.044 51174.8 59
  153.0704 8388.1 9
  155.0856 61768.3 72
  157.0641 6616.8 7
  158.0969 4366.4 5
  161.0597 15710.4 18
  162.0914 21520.5 25
  164.1065 5684.6 6
  165.0707 41107 47
  166.0864 29655.7 34
  171.0442 4838.4 5
  173.0598 107624.3 125
  173.0962 27530.6 32
  178.0863 40030.7 46
  179.086 5130.8 5
  181.0648 21638.7 25
  181.1012 7306.8 8
  183.0805 172761.8 201
  185.0598 96008.6 112
  187.0753 15641.8 18
  191.0855 36657.3 42
  193.0648 72744.6 84
  193.1009 16272.7 18
  195.0805 8035.5 9
  199.0753 28773.1 33
  201.0912 855728.5 999
  203.0846 8917 10
  205.1003 6333.3 7
  207.0809 16923.9 19
  208.0888 6089 7
  209.0599 47728.7 55
  209.0958 29407.6 34
  211.0754 275521 321
  219.0805 69167.9 80
  221.0961 53306.6 62
  223.112 11968.6 13
  225.0909 19566.8 22
  227.0704 27091.8 31
  227.1066 12737.9 14
  229.0861 446032.9 520
  237.0909 63220.7 73
  239.1066 71199.8 83
  240.1394 7231.6 8
  243.1007 6020 7
  250.1218 6905.3 8
  255.1013 12480.7 14
  268.1332 277245.3 323
//