ACCESSION: EA274407
RECORD_TITLE: Morphine; LC-ESI-ITFT; MS2; 90%; R=7500; [M+H]+
DATE: 2012.11.21
AUTHORS: Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag
LICENSE: http://massbank.ufz.de/MassBank/files/license.html
COPYRIGHT: Copyright (C) 2011 Eawag, Duebendorf, Switzerland
COMMENT: CONFIDENCE standard compound
COMMENT: EAWAG_UCHEM_ID 2744
CH$NAME: Morphine
CH$NAME: (5alpha,6alpha)-17-Methyl-7,8-didehydro-4,5-epoxymorphinan-3,6-diol
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C17H19NO3
CH$EXACT_MASS: 285.1365
CH$SMILES: CN1CC[C@]23c4c5ccc(c4O[C@H]2[C@H](C=C[C@H]3[C@H]1C5)O)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: KEGG C01516
CH$LINK: PUBCHEM CID:5288826
CH$LINK: INCHIKEY BQJCRHHNABKAKU-KBQPJGBKSA-N
CH$LINK: CHEMSPIDER 4450907
AC$INSTRUMENT: LTQ Orbitrap XL Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-ITFT
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
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$DATA_PROCESSING: WHOLE RMassBank
PK$ANNOTATION: m/z num {formula mass error(ppm)}
  55.0176 1 C3H3O+ 55.0178 -4.38
  58.0652 1 C3H8N+ 58.0651 0.94
  67.0543 1 C5H7+ 67.0542 1.69
  91.0542 1 C7H7+ 91.0542 -0.07
  103.0545 1 C8H7+ 103.0542 2.36
  105.0703 1 C8H9+ 105.0699 4.03
  107.049 1 C7H7O+ 107.0491 -1.79
  115.0543 1 C9H7+ 115.0542 0.9
  117.0699 1 C9H9+ 117.0699 0.03
  123.0441 1 C7H7O2+ 123.0441 0.28
  128.0621 1 C10H8+ 128.0621 0.38
  129.07 1 C10H9+ 129.0699 0.88
  131.0493 1 C9H7O+ 131.0491 1.36
  139.0537 1 C11H7+ 139.0542 -4
  141.0699 1 C11H9+ 141.0699 -0.05
  143.0858 1 C11H11+ 143.0855 1.77
  144.0568 1 C10H8O+ 144.057 -1.15
  145.0649 1 C10H9O+ 145.0648 0.4
  147.0442 1 C9H7O2+ 147.0441 0.91
  151.0544 1 C12H7+ 151.0542 1.21
  152.0621 1 C12H8+ 152.0621 0.45
  153.0699 1 C12H9+ 153.0699 0.35
  154.0777 1 C12H10+ 154.0777 0.12
  155.0604 1 C10H7N2+ 155.0604 -0.09
  155.0857 1 C12H11+ 155.0855 1.18
  157.0649 1 C11H9O+ 157.0648 0.63
  158.072 1 C11H10O+ 158.0726 -3.71
  159.0806 1 C11H11O+ 159.0804 1.06
  160.0522 1 C10H8O2+ 160.0519 2.31
  161.06 1 C10H9O2+ 161.0597 1.83
  165.07 1 C13H9+ 165.0699 0.75
  166.0777 1 C13H10+ 166.0777 -0.25
  168.0572 1 C12H8O+ 168.057 1.27
  169.0653 1 C12H9O+ 169.0648 3.13
  170.0724 1 C12H10O+ 170.0726 -1.04
  171.0442 1 C11H7O2+ 171.0441 0.96
  171.0808 1 C12H11O+ 171.0804 2.04
  172.0524 1 C11H8O2+ 172.0519 2.9
  173.0597 1 C11H9O2+ 173.0597 -0.21
  178.0777 1 C14H10+ 178.0777 0.16
  179.0861 1 C14H11+ 179.0855 3.03
  181.065 1 C13H9O+ 181.0648 1.37
  183.0808 1 C13H11O+ 183.0804 2.01
  184.0516 1 C12H8O2+ 184.0519 -1.42
  185.06 1 C12H9O2+ 185.0597 1.53
  186.0678 1 C12H10O2+ 186.0675 1.34
  189.0693 1 C15H9+ 189.0699 -2.89
  190.0772 1 C15H10+ 190.0777 -2.43
  191.0855 1 C15H11+ 191.0855 -0.4
  194.0729 1 C14H10O+ 194.0726 1.72
  197.0597 1 C13H9O2+ 197.0597 -0.18
  198.0679 1 C13H10O2+ 198.0675 2.07
  199.076 1 C13H11O2+ 199.0754 3.08
  201.0908 1 C13H13O2+ 201.091 -0.78
  209.0601 1 C14H9O2+ 209.0597 1.79
  211.0752 1 C14H11O2+ 211.0754 -0.69
  219.0811 1 C16H11O+ 219.0804 3.14
  222.0668 1 C15H10O2+ 222.0675 -3.16
  227.0705 1 C14H11O3+ 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
