ACCESSION: MSBNK-Eawag-EA274407
RECORD_TITLE: Morphine; LC-ESI-ITFT; MS2; CE: 90%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 90 % (nominal)
AC$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$SPLASH: splash10-100r-0900000000-49174c3db4b1c1847080
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  55.0176 C3H3O+ 1 55.0178 -4.38
  58.0652 C3H8N+ 1 58.0651 0.94
  67.0543 C5H7+ 1 67.0542 1.69
  91.0542 C7H7+ 1 91.0542 -0.07
  103.0545 C8H7+ 1 103.0542 2.36
  105.0703 C8H9+ 1 105.0699 4.03
  107.049 C7H7O+ 1 107.0491 -1.79
  115.0543 C9H7+ 1 115.0542 0.9
  117.0699 C9H9+ 1 117.0699 0.03
  123.0441 C7H7O2+ 1 123.0441 0.28
  128.0621 C10H8+ 1 128.0621 0.38
  129.07 C10H9+ 1 129.0699 0.88
  131.0493 C9H7O+ 1 131.0491 1.36
  139.0537 C11H7+ 1 139.0542 -4
  141.0699 C11H9+ 1 141.0699 -0.05
  143.0858 C11H11+ 1 143.0855 1.77
  144.0568 C10H8O+ 1 144.057 -1.15
  145.0649 C10H9O+ 1 145.0648 0.4
  147.0442 C9H7O2+ 1 147.0441 0.91
  151.0544 C12H7+ 1 151.0542 1.21
  152.0621 C12H8+ 1 152.0621 0.45
  153.0699 C12H9+ 1 153.0699 0.35
  154.0777 C12H10+ 1 154.0777 0.12
  155.0604 C10H7N2+ 1 155.0604 -0.09
  155.0857 C12H11+ 1 155.0855 1.18
  157.0649 C11H9O+ 1 157.0648 0.63
  158.072 C11H10O+ 1 158.0726 -3.71
  159.0806 C11H11O+ 1 159.0804 1.06
  160.0522 C10H8O2+ 1 160.0519 2.31
  161.06 C10H9O2+ 1 161.0597 1.83
  165.07 C13H9+ 1 165.0699 0.75
  166.0777 C13H10+ 1 166.0777 -0.25
  168.0572 C12H8O+ 1 168.057 1.27
  169.0653 C12H9O+ 1 169.0648 3.13
  170.0724 C12H10O+ 1 170.0726 -1.04
  171.0442 C11H7O2+ 1 171.0441 0.96
  171.0808 C12H11O+ 1 171.0804 2.04
  172.0524 C11H8O2+ 1 172.0519 2.9
  173.0597 C11H9O2+ 1 173.0597 -0.21
  178.0777 C14H10+ 1 178.0777 0.16
  179.0861 C14H11+ 1 179.0855 3.03
  181.065 C13H9O+ 1 181.0648 1.37
  183.0808 C13H11O+ 1 183.0804 2.01
  184.0516 C12H8O2+ 1 184.0519 -1.42
  185.06 C12H9O2+ 1 185.0597 1.53
  186.0678 C12H10O2+ 1 186.0675 1.34
  189.0693 C15H9+ 1 189.0699 -2.89
  190.0772 C15H10+ 1 190.0777 -2.43
  191.0855 C15H11+ 1 191.0855 -0.4
  194.0729 C14H10O+ 1 194.0726 1.72
  197.0597 C13H9O2+ 1 197.0597 -0.18
  198.0679 C13H10O2+ 1 198.0675 2.07
  199.076 C13H11O2+ 1 199.0754 3.08
  201.0908 C13H13O2+ 1 201.091 -0.78
  209.0601 C14H9O2+ 1 209.0597 1.79
  211.0752 C14H11O2+ 1 211.0754 -0.69
  219.0811 C16H11O+ 1 219.0804 3.14
  222.0668 C15H10O2+ 1 222.0675 -3.16
  227.0705 C14H11O3+ 1 227.0703 0.88
PK$NUM_PEAK: 59
PK$PEAK: m/z int. rel.int.
  55.0176 5226 24
  58.0652 16839.8 79
  67.0543 4260.4 20
  91.0542 19333.3 91
  103.0545 10639.6 50
  105.0703 7311.8 34
  107.049 5344.4 25
  115.0543 37633.1 177
  117.0699 24173.6 114
  123.0441 19820.5 93
  128.0621 39913.9 188
  129.07 41159 194
  131.0493 15547.5 73
  139.0537 6030.1 28
  141.0699 27444.6 129
  143.0858 8992.2 42
  144.0568 22901.6 108
  145.0649 45033.9 212
  147.0442 50594.1 238
  151.0544 7391.9 34
  152.0621 68620.8 323
  153.0699 211786.7 999
  154.0777 15586.4 73
  155.0604 42575 200
  155.0857 105071.7 495
  157.0649 172961.3 815
  158.072 9392.3 44
  159.0806 5241.2 24
  160.0522 19321.6 91
  161.06 6740.8 31
  165.07 177801 838
  166.0777 31468.9 148
  168.0572 24026.5 113
  169.0653 18166.5 85
  170.0724 7660.4 36
  171.0442 31859.1 150
  171.0808 24996.6 117
  172.0524 6224.9 29
  173.0597 30887.2 145
  178.0777 20281.6 95
  179.0861 13493.1 63
  181.065 177436 836
  183.0808 42575.8 200
  184.0516 48126.7 227
  185.06 64356.4 303
  186.0678 11411.9 53
  189.0693 12765.8 60
  190.0772 20938.5 98
  191.0855 28514.9 134
  194.0729 18067.2 85
  197.0597 13833.8 65
  198.0679 16577.4 78
  199.076 14183.3 66
  201.0908 18404.4 86
  209.0601 30171.3 142
  211.0752 18970.3 89
  219.0811 4934 23
  222.0668 6358.7 29
  227.0705 12901.2 60
//