ACCESSION: EA283005
RECORD_TITLE: Naltrexone; LC-ESI-ITFT; MS2; 60%; R=7500; [M+H]+
DATE: 2012.11.21
AUTHORS: Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag
LICENSE: CC BY-SA
COPYRIGHT: Copyright (C) 2011 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
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$MASS_SPECTROMETRY: COLLISION_ENERGY 60 % (nominal)
AC$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: WHOLE RMassBank
PK$ANNOTATION: m/z num {formula mass error(ppm)}
  55.0542 1 C4H7+ 55.0542 -0.85
  147.0674 1 C9H9NO+ 147.0679 -3.37
  148.0756 1 C9H10NO+ 148.0757 -0.41
  160.0763 1 C10H10NO+ 160.0757 3.56
  161.0597 1 C10H9O2+ 161.0597 0.21
  173.0596 1 C11H9O2+ 173.0597 -0.61
  174.0547 1 C10H8NO2+ 174.055 -1.29
  181.0647 1 C13H9O+ 181.0648 -0.5
  185.0592 1 C12H9O2+ 185.0597 -2.9
  187.0753 1 C12H11O2+ 187.0754 -0.19
  195.0813 1 C14H11O+ 195.0804 4.61
  199.0755 1 C13H11O2+ 199.0754 0.87
  200.1069 1 C13H14NO+ 200.107 -0.5
  201.1141 1 C13H15NO+ 201.1148 -3.56
  207.0795 1 C15H11O+ 207.0804 -4.69
  209.0963 1 C15H13O+ 209.0961 0.85
  210.0915 1 C14H12NO+ 210.0913 0.76
  211.0749 1 C14H11O2+ 211.0754 -2.02
  212.0708 1 C13H10NO2+ 212.0706 1.11
  225.0921 1 C15H13O2+ 225.091 4.77
  226.0864 1 C14H12NO2+ 226.0863 0.51
  227.07 1 C14H11O3+ 227.0703 -1.41
  227.095 1 C14H13NO2+ 227.0941 4.01
  228.1017 1 C14H14NO2+ 228.1019 -0.72
  240.102 1 C15H14NO2+ 240.1019 0.31
  241.0863 1 C15H13O3+ 241.0859 1.61
  241.1101 1 C15H15NO2+ 241.1097 1.49
  242.1171 1 C15H16NO2+ 242.1176 -2.09
  252.1016 1 C16H14NO2+ 252.1019 -1.37
  253.1213 1 C17H17O2+ 253.1223 -3.82
  254.1173 1 C16H16NO2+ 254.1176 -0.96
  264.1015 1 C17H14NO2+ 264.1019 -1.61
  267.1253 1 C17H17NO2+ 267.1254 -0.34
  270.1123 1 C16H16NO3+ 270.1125 -0.52
  282.1133 1 C17H16NO3+ 282.1125 2.8
  282.1488 1 C18H20NO2+ 282.1489 -0.3
  324.159 1 C20H22NO3+ 324.1594 -1.36
PK$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
