ACCESSION: MSBNK-Eawag-EA283005
RECORD_TITLE: Naltrexone; 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 2830

CH$NAME: Naltrexone
CH$NAME: (5alpha)-17-(Cyclopropylmethyl)-3,14-dihydroxy-4,5-epoxymorphinan-6-one
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₂₀H₂₃NO₄
CH$EXACT_MASS: 341.1627
CH$SMILES: c12[C@]34[C@@]5([C@H]([N@](CC6CC6)CC4)Cc2ccc(c1O[C@H]3C(=O)CC5)O)O
CH$IUPAC: InChI=1S/C20H23NO4/c22-13-4-3-12-9-15-20(24)6-5-14(23)18-19(20,16(12)17(13)25-18)7-8-21(15)10-11-1-2-11/h3-4,11,15,18,22,24H,1-2,5-10H2/t15-,18+,19+,20-/m1/s1
CH$LINK: CAS 16590-41-3
CH$LINK: KEGG C07253
CH$LINK: PUBCHEM CID:5360515
CH$LINK: INCHIKEY DQCKKXVULJGBQN-XFWGSAIBSA-N
CH$LINK: CHEMSPIDER 4514524
CH$LINK: COMPTOX DTXSID4046313

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 3.1 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 342.1712
MS$FOCUSED_ION: PRECURSOR_M/Z 342.17
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$SPLASH: splash10-00xr-0191000000-d2f2ff1e4eb93db46b5e
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  55.0542 C4H7+ 1 55.0542 -0.85
  147.0674 C9H9NO+ 1 147.0679 -3.37
  148.0756 C9H10NO+ 1 148.0757 -0.41
  160.0763 C10H10NO+ 1 160.0757 3.56
  161.0597 C10H9O2+ 1 161.0597 0.21
  173.0596 C11H9O2+ 1 173.0597 -0.61
  174.0547 C10H8NO2+ 1 174.055 -1.29
  181.0647 C13H9O+ 1 181.0648 -0.5
  185.0592 C12H9O2+ 1 185.0597 -2.9
  187.0753 C12H11O2+ 1 187.0754 -0.19
  195.0813 C14H11O+ 1 195.0804 4.61
  199.0755 C13H11O2+ 1 199.0754 0.87
  200.1069 C13H14NO+ 1 200.107 -0.5
  201.1141 C13H15NO+ 1 201.1148 -3.56
  207.0795 C15H11O+ 1 207.0804 -4.69
  209.0963 C15H13O+ 1 209.0961 0.85
  210.0915 C14H12NO+ 1 210.0913 0.76
  211.0749 C14H11O2+ 1 211.0754 -2.02
  212.0708 C13H10NO2+ 1 212.0706 1.11
  225.0921 C15H13O2+ 1 225.091 4.77
  226.0864 C14H12NO2+ 1 226.0863 0.51
  227.07 C14H11O3+ 1 227.0703 -1.41
  227.095 C14H13NO2+ 1 227.0941 4.01
  228.1017 C14H14NO2+ 1 228.1019 -0.72
  240.102 C15H14NO2+ 1 240.1019 0.31
  241.0863 C15H13O3+ 1 241.0859 1.61
  241.1101 C15H15NO2+ 1 241.1097 1.49
  242.1171 C15H16NO2+ 1 242.1176 -2.09
  252.1016 C16H14NO2+ 1 252.1019 -1.37
  253.1213 C17H17O2+ 1 253.1223 -3.82
  254.1173 C16H16NO2+ 1 254.1176 -0.96
  264.1015 C17H14NO2+ 1 264.1019 -1.61
  267.1253 C17H17NO2+ 1 267.1254 -0.34
  270.1123 C16H16NO3+ 1 270.1125 -0.52
  282.1133 C17H16NO3+ 1 282.1125 2.8
  282.1488 C18H20NO2+ 1 282.1489 -0.3
  324.159 C20H22NO3+ 1 324.1594 -1.36
PK$NUM_PEAK: 37
PK$PEAK: m/z int. rel.int.
  55.0542 64986.3 219
  147.0674 12842.3 43
  148.0756 11295.1 38
  160.0763 8485.6 28
  161.0597 29841.1 100
  173.0596 26420.3 89
  174.0547 6807.5 22
  181.0647 20737.1 69
  185.0592 16959.6 57
  187.0753 9315.4 31
  195.0813 9092.8 30
  199.0755 25716.2 86
  200.1069 16506.8 55
  201.1141 8660.7 29
  207.0795 5798.6 19
  209.0963 9340.7 31
  210.0915 19535.5 65
  211.0749 31263.2 105
  212.0708 60956.5 205
  225.0921 5978.8 20
  226.0864 30646.1 103
  227.07 27796.6 93
  227.095 8747 29
  228.1017 115810.2 390
  240.102 25805.6 87
  241.0863 8176.9 27
  241.1101 8665.5 29
  242.1171 14479 48
  252.1016 16564.4 55
  253.1213 6427.7 21
  254.1173 18381.5 62
  264.1015 6728.6 22
  267.1253 296101.1 999
  270.1123 212968.8 718
  282.1133 14696.4 49
  282.1488 152053 513
  324.159 244816.7 825
//