ACCESSION: EA283011
RECORD_TITLE: Naltrexone; LC-ESI-ITFT; MS2; 60%; R=15000; [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 15000
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 -0.3
  56.0495 1 C3H6N+ 56.0495 0.79
  80.0495 1 C5H6N+ 80.0495 0.43
  82.0653 1 C5H8N+ 82.0651 1.76
  134.0962 1 C9H12N+ 134.0964 -1.39
  137.0597 1 C8H9O2+ 137.0597 0.1
  146.0601 1 C9H8NO+ 146.06 0.61
  147.0444 1 C9H7O2+ 147.0441 2.48
  147.0678 1 C9H9NO+ 147.0679 -0.44
  148.0757 1 C9H10NO+ 148.0757 0.4
  153.0696 1 C12H9+ 153.0699 -1.94
  157.0646 1 C11H9O+ 157.0648 -1.15
  160.0757 1 C10H10NO+ 160.0757 0
  161.0598 1 C10H9O2+ 161.0597 0.27
  171.0805 1 C12H11O+ 171.0804 0.52
  173.0598 1 C11H9O2+ 173.0597 0.25
  174.0551 1 C10H8NO2+ 174.055 0.83
  181.0648 1 C13H9O+ 181.0648 -0.06
  181.1015 1 C14H13+ 181.1012 1.73
  185.0597 1 C12H9O2+ 185.0597 -0.25
  187.0749 1 C12H11O2+ 187.0754 -2.44
  195.0805 1 C14H11O+ 195.0804 0.1
  197.0598 1 C13H9O2+ 197.0597 0.58
  199.0753 1 C13H11O2+ 199.0754 -0.53
  200.1071 1 C13H14NO+ 200.107 0.55
  201.0916 1 C13H13O2+ 201.091 2.85
  201.1147 1 C13H15NO+ 201.1148 -0.52
  207.0808 1 C15H11O+ 207.0804 1.64
  209.0965 1 C15H13O+ 209.0961 2
  210.0914 1 C14H12NO+ 210.0913 0.05
  211.0753 1 C14H11O2+ 211.0754 -0.17
  212.0705 1 C13H10NO2+ 212.0706 -0.45
  213.0786 1 C13H11NO2+ 213.0784 0.7
  213.0911 1 C14H13O2+ 213.091 0.3
  214.0864 1 C13H12NO2+ 214.0863 0.86
  215.0703 1 C13H11O3+ 215.0703 0.32
  225.0913 1 C15H13O2+ 225.091 1.44
  226.0862 1 C14H12NO2+ 226.0863 -0.07
  227.0703 1 C14H11O3+ 227.0703 0
  227.1057 1 C15H15O2+ 227.1067 -4.17
  228.1019 1 C14H14NO2+ 228.1019 0.2
  238.1233 1 C16H16NO+ 238.1226 2.69
  239.1311 1 C16H17NO+ 239.1305 2.74
  240.102 1 C15H14NO2+ 240.1019 0.4
  241.0861 1 C15H13O3+ 241.0859 0.7
  241.1095 1 C15H15NO2+ 241.1097 -0.95
  242.1175 1 C15H16NO2+ 242.1176 -0.27
  252.1019 1 C16H14NO2+ 252.1019 -0.1
  253.1211 1 C17H17O2+ 253.1223 -4.8
  254.1176 1 C16H16NO2+ 254.1176 0.26
  264.1027 1 C17H14NO2+ 264.1019 2.86
  264.1381 1 C18H18NO+ 264.1383 -0.72
  266.1182 1 C17H16NO2+ 266.1176 2.46
  267.1254 1 C17H17NO2+ 267.1254 -0.08
  269.1045 1 C16H15NO3+ 269.1046 -0.61
  270.1123 1 C16H16NO3+ 270.1125 -0.44
  282.1131 1 C17H16NO3+ 282.1125 2.2
  282.1487 1 C18H20NO2+ 282.1489 -0.51
  296.1641 1 C19H22NO2+ 296.1645 -1.5
  324.1592 1 C20H22NO3+ 324.1594 -0.62
PK$NUM_PEAK: 60
PK$PEAK: m/z int. rel.int.
  55.0542 39730.8 221
  56.0495 2370.5 13
  80.0495 2746.9 15
  82.0653 3729 20
  134.0962 5387.2 30
  137.0597 2227.2 12
  146.0601 4882.7 27
  147.0444 2967.2 16
  147.0678 6622 36
  148.0757 8283.1 46
  153.0696 3754.8 20
  157.0646 3222.5 17
  160.0757 5832.3 32
  161.0598 21712.4 120
  171.0805 2932.5 16
  173.0598 17171.6 95
  174.0551 3231.8 18
  181.0648 11381.4 63
  181.1015 2312.8 12
  185.0597 8461.9 47
  187.0749 3626.1 20
  195.0805 5566.8 31
  197.0598 3808.3 21
  199.0753 16071.3 89
  200.1071 7596.6 42
  201.0916 3600.9 20
  201.1147 4367.4 24
  207.0808 2439.3 13
  209.0965 2451.2 13
  210.0914 12609.9 70
  211.0753 16162.8 90
  212.0705 38072.2 212
  213.0786 10724.4 59
  213.0911 8896.2 49
  214.0864 5382.4 29
  215.0703 4998.5 27
  225.0913 6515 36
  226.0862 27836 155
  227.0703 11615.1 64
  227.1057 3361.1 18
  228.1019 71996.2 401
  238.1233 3000.4 16
  239.1311 4309.6 24
  240.102 13737.9 76
  241.0861 6176.5 34
  241.1095 8193.8 45
  242.1175 6496.5 36
  252.1019 11422.6 63
  253.1211 2942.1 16
  254.1176 12348.6 68
  264.1027 2020.5 11
  264.1381 3017.2 16
  266.1182 4627.7 25
  267.1254 179336.3 999
  269.1045 4203.9 23
  270.1123 133433.2 743
  282.1131 11614.6 64
  282.1487 89802.6 500
  296.1641 6806.6 37
  324.1592 148701.3 828
