ACCESSION: MSBNK-Eawag-EA274405
RECORD_TITLE: Morphine; LC-ESI-ITFT; MS2; CE: 60%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 60 % (nominal)
AC$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$SPLASH: splash10-000i-0690000000-efa51d970eaf96d3b982
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  57.0337 C3H5O+ 1 57.0335 4.19
  58.0652 C3H8N+ 1 58.0651 1.11
  93.0699 C7H9+ 1 93.0699 0.68
  117.0702 C9H9+ 1 117.0699 2.51
  121.065 C8H9O+ 1 121.0648 1.39
  123.0441 C7H7O2+ 1 123.0441 0.2
  132.0807 C9H10N+ 1 132.0808 -0.8
  135.0439 C8H7O2+ 1 135.0441 -1.08
  141.0704 C11H9+ 1 141.0699 4.06
  144.0571 C10H8O+ 1 144.057 0.86
  145.0648 C10H9O+ 1 145.0648 -0.28
  147.044 C9H7O2+ 1 147.0441 -0.18
  149.0602 C9H9O2+ 1 149.0597 3.38
  153.07 C12H9+ 1 153.0699 0.74
  155.0858 C12H11+ 1 155.0855 1.5
  157.0649 C11H9O+ 1 157.0648 0.69
  161.0598 C10H9O2+ 1 161.0597 0.83
  164.1062 C10H14NO+ 1 164.107 -4.51
  165.0701 C13H9+ 1 165.0699 1.47
  167.0855 C13H11+ 1 167.0855 -0.4
  169.0647 C12H9O+ 1 169.0648 -0.3
  171.0445 C11H7O2+ 1 171.0441 2.54
  171.0808 C12H11O+ 1 171.0804 2.15
  173.0598 C11H9O2+ 1 173.0597 0.66
  173.0962 C12H13O+ 1 173.0961 0.68
  178.0863 C10H12NO2+ 1 178.0863 0.14
  179.0864 C14H11+ 1 179.0855 4.99
  181.065 C13H9O+ 1 181.0648 1.26
  181.1013 C14H13+ 1 181.1012 0.96
  183.0806 C13H11O+ 1 183.0804 0.76
  184.052 C12H8O2+ 1 184.0519 0.65
  185.0598 C12H9O2+ 1 185.0597 0.67
  186.0669 C12H10O2+ 1 186.0675 -3.44
  187.0756 C12H11O2+ 1 187.0754 1.25
  191.0856 C15H11+ 1 191.0855 0.44
  193.0652 C14H9O+ 1 193.0648 2.06
  193.1009 C15H13+ 1 193.1012 -1.23
  197.0588 C13H9O2+ 1 197.0597 -4.5
  198.0683 C13H10O2+ 1 198.0675 3.93
  199.0754 C13H11O2+ 1 199.0754 0.42
  201.0912 C13H13O2+ 1 201.091 0.77
  207.0814 C15H11O+ 1 207.0804 4.53
  209.0598 C14H9O2+ 1 209.0597 0.64
  209.0962 C15H13O+ 1 209.0961 0.33
  211.0754 C14H11O2+ 1 211.0754 0.02
  213.0919 C14H13O2+ 1 213.091 4.29
  219.0806 C16H11O+ 1 219.0804 0.95
  221.0966 C16H13O+ 1 221.0961 2.3
  225.0915 C15H13O2+ 1 225.091 2.15
  227.0703 C14H11O3+ 1 227.0703 0
  229.0861 C14H13O3+ 1 229.0859 0.96
  237.0908 C16H13O2+ 1 237.091 -0.87
  239.1071 C16H15O2+ 1 239.1067 2.02
  268.1331 C17H18NO2+ 1 268.1332 -0.24
  286.1437 C17H20NO3+ 1 286.1438 -0.14
PK$NUM_PEAK: 55
PK$PEAK: m/z int. rel.int.
  57.0337 4204.6 7
  58.0652 39525.4 66
  93.0699 4256.5 7
  117.0702 3682.3 6
  121.065 12368.5 20
  123.0441 15708.4 26
  132.0807 3496 5
  135.0439 4027.9 6
  141.0704 5988.4 10
  144.0571 5387.2 9
  145.0648 35014.1 59
  147.044 42989 72
  149.0602 3595 6
  153.07 27562.5 46
  155.0858 59652 100
  157.0649 35020 59
  161.0598 11069.4 18
  164.1062 2974.5 5
  165.0701 64296.4 108
  167.0855 5028.6 8
  169.0647 8051.2 13
  171.0445 10454 17
  171.0808 13455.1 22
  173.0598 63023.3 106
  173.0962 19561.4 33
  178.0863 12595.3 21
  179.0864 6435.3 10
  181.065 70402.7 118
  181.1013 16958.1 28
  183.0806 115521.9 195
  184.052 7163.3 12
  185.0598 123393.4 208
  186.0669 7896.4 13
  187.0756 16921 28
  191.0856 42317.7 71
  193.0652 36255.5 61
  193.1009 10133.2 17
  197.0588 5660.7 9
  198.0683 12184.2 20
  199.0754 47732.4 80
  201.0912 230443.3 389
  207.0814 8478.8 14
  209.0598 71688.6 121
  209.0962 25349.9 42
  211.0754 112498.8 189
  213.0919 3736.3 6
  219.0806 27348.1 46
  221.0966 13235.5 22
  225.0915 10125.2 17
  227.0703 67335.9 113
  229.0861 102549.8 173
  237.0908 26581.7 44
  239.1071 14571 24
  268.1331 42518.3 71
  286.1437 591718.1 999
//