ACCESSION: MSBNK-Eawag-EA274406
RECORD_TITLE: Morphine; LC-ESI-ITFT; MS2; CE: 75%; 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 HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 75 % (nominal)
AC$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$SPLASH: splash10-0pc9-0920000000-64a693f2f51c03129c94
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  55.018 C3H3O+ 1 55.0178 2.52
  58.0652 C3H8N+ 1 58.0651 0.76
  91.0543 C7H7+ 1 91.0542 0.48
  105.0702 C8H9+ 1 105.0699 3.08
  107.0491 C7H7O+ 1 107.0491 -0.01
  115.0542 C9H7+ 1 115.0542 -0.23
  117.0694 C9H9+ 1 117.0699 -4.07
  121.0648 C8H9O+ 1 121.0648 -0.18
  123.0441 C7H7O2+ 1 123.0441 0.6
  128.0618 C10H8+ 1 128.0621 -2.2
  129.0699 C10H9+ 1 129.0699 -0.05
  131.0491 C9H7O+ 1 131.0491 -0.62
  131.0857 C10H11+ 1 131.0855 1.25
  141.0701 C11H9+ 1 141.0699 1.65
  143.0488 C10H7O+ 1 143.0491 -2.53
  143.0858 C11H11+ 1 143.0855 1.7
  145.0647 C10H9O+ 1 145.0648 -0.42
  147.044 C9H7O2+ 1 147.0441 -0.24
  152.0615 C12H8+ 1 152.0621 -3.76
  153.0699 C12H9+ 1 153.0699 0.09
  155.0603 C10H7N2+ 1 155.0604 -0.42
  155.0856 C12H11+ 1 155.0855 0.79
  157.0648 C11H9O+ 1 157.0648 0.25
  159.0808 C11H11O+ 1 159.0804 2.25
  160.0515 C10H8O2+ 1 160.0519 -2.25
  161.0599 C10H9O2+ 1 161.0597 1.2
  162.0908 C10H12NO+ 1 162.0913 -3.27
  165.0699 C13H9+ 1 165.0699 0.02
  166.078 C13H10+ 1 166.0777 1.68
  167.0863 C13H11+ 1 167.0855 4.57
  168.0569 C12H8O+ 1 168.057 -0.22
  169.0648 C12H9O+ 1 169.0648 0.29
  171.0446 C11H7O2+ 1 171.0441 3.47
  171.0805 C12H11O+ 1 171.0804 0.11
  173.0598 C11H9O2+ 1 173.0597 0.31
  173.0965 C12H13O+ 1 173.0961 2.07
  178.0785 C14H10+ 1 178.0777 4.65
  179.0855 C14H11+ 1 179.0855 0.02
  181.0648 C13H9O+ 1 181.0648 0.21
  182.0724 C13H10O+ 1 182.0726 -0.97
  183.0806 C13H11O+ 1 183.0804 1.03
  184.0518 C12H8O2+ 1 184.0519 -0.33
  185.0598 C12H9O2+ 1 185.0597 0.45
  186.0677 C12H10O2+ 1 186.0675 0.91
  187.0752 C12H11O2+ 1 187.0754 -0.78
  190.0778 C15H10+ 1 190.0777 0.73
  191.0855 C15H11+ 1 191.0855 -0.19
  193.065 C14H9O+ 1 193.0648 1.03
  193.1014 C15H13+ 1 193.1012 1.36
  194.073 C14H10O+ 1 194.0726 2.08
  195.0805 C14H11O+ 1 195.0804 0.4
  197.0594 C13H9O2+ 1 197.0597 -1.5
  198.0674 C13H10O2+ 1 198.0675 -0.91
  199.0756 C13H11O2+ 1 199.0754 1.28
  201.0912 C13H13O2+ 1 201.091 1.01
  209.0599 C14H9O2+ 1 209.0597 0.93
  209.0966 C15H13O+ 1 209.0961 2.29
  211.0752 C14H11O2+ 1 211.0754 -0.6
  219.0801 C16H11O+ 1 219.0804 -1.65
  222.0674 C15H10O2+ 1 222.0675 -0.81
  227.0702 C14H11O3+ 1 227.0703 -0.27
  229.0865 C14H13O3+ 1 229.0859 2.57
  252.1018 C16H14NO2+ 1 252.1019 -0.5
  268.1328 C17H18NO2+ 1 268.1332 -1.44
  286.1434 C17H20NO3+ 1 286.1438 -1.22
PK$NUM_PEAK: 65
PK$PEAK: m/z int. rel.int.
  55.018 6938.8 41
  58.0652 37302.7 224
  91.0543 13621 81
  105.0702 4641.9 27
  107.0491 8467.6 50
  115.0542 13227.2 79
  117.0694 15630.8 94
  121.0648 7773 46
  123.0441 32781 197
  128.0618 9166.7 55
  129.0699 19516.9 117
  131.0491 7895.3 47
  131.0857 5794.9 34
  141.0701 22369.1 134
  143.0488 5615.3 33
  143.0858 5388.8 32
  145.0647 52074.4 313
  147.044 59400.2 357
  152.0615 11358 68
  153.0699 134080.5 806
  155.0603 15853.5 95
  155.0856 125634.7 755
  157.0648 125671.1 755
  159.0808 6584.6 39
  160.0515 17079.5 102
  161.0599 14492.3 87
  162.0908 5958 35
  165.0699 141399.7 850
  166.078 19865.3 119
  167.0863 7024 42
  168.0569 13558.7 81
  169.0648 10876.6 65
  171.0446 24149.8 145
  171.0805 27234.1 163
  173.0598 51483.2 309
  173.0965 20580.5 123
  178.0785 8875.5 53
  179.0855 12429.8 74
  181.0648 166077.1 999
  182.0724 9818.3 59
  183.0806 102501.6 616
  184.0518 27414 164
  185.0598 132204.4 795
  186.0677 18428.1 110
  187.0752 11155.8 67
  190.0778 15545.3 93
  191.0855 47983.7 288
  193.065 22576.6 135
  193.1014 7502.5 45
  194.073 19497.2 117
  195.0805 6019.2 36
  197.0594 7911.9 47
  198.0674 23108.5 139
  199.0756 38451 231
  201.0912 111935.8 673
  209.0599 72608.3 436
  209.0966 15301.8 92
  211.0752 70534.9 424
  219.0801 10148.9 61
  222.0674 6851.6 41
  227.0702 49523.7 297
  229.0865 31684.7 190
  252.1018 6495.4 39
  268.1328 8878.1 53
  286.1434 81365.2 489
//