ACCESSION: EA283012
RECORD_TITLE: Naltrexone; LC-ESI-ITFT; MS2; 75%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 75 % (nominal)
AC$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)}
  53.0385 1 C4H5+ 53.0386 -1.82
  55.0542 1 C4H7+ 55.0542 -0.67
  80.0495 1 C5H6N+ 80.0495 0.68
  82.065 1 C5H8N+ 82.0651 -1.04
  91.0542 1 C7H7+ 91.0542 -0.29
  118.065 1 C8H8N+ 118.0651 -1.15
  134.0968 1 C9H12N+ 134.0964 3.09
  137.0598 1 C8H9O2+ 137.0597 0.32
  146.0601 1 C9H8NO+ 146.06 0.55
  147.0439 1 C9H7O2+ 147.0441 -0.99
  147.0678 1 C9H9NO+ 147.0679 -0.65
  148.0756 1 C9H10NO+ 148.0757 -0.41
  153.0698 1 C12H9+ 153.0699 -0.57
  155.0858 1 C12H11+ 155.0855 1.5
  157.0647 1 C11H9O+ 157.0648 -0.65
  160.0756 1 C10H10NO+ 160.0757 -0.25
  161.0598 1 C10H9O2+ 161.0597 0.34
  165.0697 1 C13H9+ 165.0699 -1.07
  167.0852 1 C13H11+ 167.0855 -1.78
  169.0643 1 C12H9O+ 169.0648 -3.14
  171.0802 1 C12H11O+ 171.0804 -1.18
  173.0597 1 C11H9O2+ 173.0597 -0.32
  174.055 1 C10H8NO2+ 174.055 0.03
  179.0857 1 C14H11+ 179.0855 0.8
  181.0648 1 C13H9O+ 181.0648 0.27
  181.101 1 C14H13+ 181.1012 -0.87
  182.097 1 C13H12N+ 182.0964 3.21
  183.0801 1 C13H11O+ 183.0804 -1.81
  184.0517 1 C12H8O2+ 184.0519 -1.04
  184.0758 1 C12H10NO+ 184.0757 0.43
  185.0595 1 C12H9O2+ 185.0597 -0.9
  187.0754 1 C12H11O2+ 187.0754 0.24
  195.0803 1 C14H11O+ 195.0804 -0.62
  196.0756 1 C13H10NO+ 196.0757 -0.36
  198.0676 1 C13H10O2+ 198.0675 0.4
  198.0911 1 C13H12NO+ 198.0913 -1.06
  199.0755 1 C13H11O2+ 199.0754 0.72
  200.0704 1 C12H10NO2+ 200.0706 -1.17
  200.1071 1 C13H14NO+ 200.107 0.8
  201.0916 1 C13H13O2+ 201.091 3.15
  207.08 1 C15H11O+ 207.0804 -2.32
  210.0914 1 C14H12NO+ 210.0913 0.24
  211.0753 1 C14H11O2+ 211.0754 -0.08
  212.0706 1 C13H10NO2+ 212.0706 -0.07
  213.0784 1 C13H11NO2+ 213.0784 -0.28
  213.0911 1 C14H13O2+ 213.091 0.49
  225.0913 1 C15H13O2+ 225.091 1.26
  226.0862 1 C14H12NO2+ 226.0863 -0.16
  227.0706 1 C14H11O3+ 227.0703 1.36
  227.0939 1 C14H13NO2+ 227.0941 -0.97
  228.1019 1 C14H14NO2+ 228.1019 -0.24
  238.1226 1 C16H16NO+ 238.1226 -0.17
  239.1307 1 C16H17NO+ 239.1305 1.06
  240.1017 1 C15H14NO2+ 240.1019 -0.77
  241.1105 1 C15H15NO2+ 241.1097 3.11
  242.1175 1 C15H16NO2+ 242.1176 -0.02
  252.1019 1 C16H14NO2+ 252.1019 -0.22
  254.1179 1 C16H16NO2+ 254.1176 1.32
  266.1171 1 C17H16NO2+ 266.1176 -1.79
  267.1252 1 C17H17NO2+ 267.1254 -0.67
  270.1123 1 C16H16NO3+ 270.1125 -0.63
  282.1488 1 C18H20NO2+ 282.1489 -0.05
  324.1594 1 C20H22NO3+ 324.1594 -0.06
PK$NUM_PEAK: 63
PK$PEAK: m/z int. rel.int.
  53.0385 4326.7 37
  55.0542 39488.5 338
  80.0495 4315.5 37
  82.065 2025.3 17
  91.0542 2469.2 21
  118.065 3155.7 27
  134.0968 2297.2 19
  137.0598 2431.6 20
  146.0601 4439.2 38
  147.0439 7943.3 68
  147.0678 7649.3 65
  148.0756 6761.6 58
  153.0698 7402.4 63
  155.0858 3108.5 26
  157.0647 7403.5 63
  160.0756 7151.9 61
  161.0598 24915.7 213
  165.0697 5511.3 47
  167.0852 6427.6 55
  169.0643 3346.7 28
  171.0802 4795.2 41
  173.0597 14323.2 122
  174.055 2888.1 24
  179.0857 2891.4 24
  181.0648 10751.2 92
  181.101 3372.1 28
  182.097 6109.8 52
  183.0801 6200.2 53
  184.0517 2680.3 23
  184.0758 8534.1 73
  185.0595 11830.5 101
  187.0754 4910.7 42
  195.0803 7005.7 60
  196.0756 2693.1 23
  198.0676 4096.8 35
  198.0911 8286.1 71
  199.0755 14081.3 120
  200.0704 6882.6 59
  200.1071 9397.9 80
  201.0916 4546.4 39
  207.08 3688.5 31
  210.0914 12208.5 104
  211.0753 13504.8 115
  212.0706 116392.1 999
  213.0784 15688.1 134
  213.0911 7284.3 62
  225.0913 2804.6 24
  226.0862 29539.9 253
  227.0706 8170.2 70
  227.0939 5064.5 43
  228.1019 45882.6 393
  238.1226 6078.7 52
  239.1307 3345.1 28
  240.1017 15149 130
  241.1105 2352.9 20
  242.1175 5546.1 47
  252.1019 10235 87
  254.1179 5493.5 47
  266.1171 3602.9 30
  267.1252 64129 550
  270.1123 20492.3 175
  282.1488 8745.3 75
  324.1594 4150.2 35
