ACCESSION: EA283007
RECORD_TITLE: Naltrexone; 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: 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$MASS_SPECTROMETRY: COLLISION_ENERGY 90 % (nominal)
AC$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 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$ANNOTATION: m/z num {formula mass error(ppm)}
  53.0384 1 C4H5+ 53.0386 -2.39
  55.0542 1 C4H7+ 55.0542 -0.67
  80.0492 1 C5H6N+ 80.0495 -3.57
  115.0541 1 C9H7+ 115.0542 -0.93
  118.0647 1 C8H8N+ 118.0651 -3.86
  128.0623 1 C10H8+ 128.0621 2.1
  129.0698 1 C10H9+ 129.0699 -0.52
  141.07 1 C11H9+ 141.0699 0.8
  145.0645 1 C10H9O+ 145.0648 -2.08
  146.0599 1 C9H8NO+ 146.06 -0.76
  147.0444 1 C9H7O2+ 147.0441 2.14
  152.0619 1 C12H8+ 152.0621 -1.19
  153.0699 1 C12H9+ 153.0699 0.15
  155.0855 1 C12H11+ 155.0855 0.02
  156.0814 1 C11H10N+ 156.0808 3.81
  157.0651 1 C11H9O+ 157.0648 2.03
  160.0764 1 C10H10NO+ 160.0757 4.43
  161.0594 1 C10H9O2+ 161.0597 -1.59
  165.0698 1 C13H9+ 165.0699 -0.22
  167.0729 1 C12H9N+ 167.073 0
  168.0803 1 C12H10N+ 168.0808 -2.95
  169.0647 1 C12H9O+ 169.0648 -0.6
  171.0436 1 C11H7O2+ 171.0441 -2.9
  171.0812 1 C12H11O+ 171.0804 4.43
  173.0602 1 C11H9O2+ 173.0597 2.8
  179.0856 1 C14H11+ 179.0855 0.46
  180.081 1 C13H10N+ 180.0808 1.47
  181.0644 1 C13H9O+ 181.0648 -1.89
  184.0522 1 C12H8O2+ 184.0519 1.52
  184.0755 1 C12H10NO+ 184.0757 -1.2
  185.06 1 C12H9O2+ 185.0597 1.43
  185.0835 1 C12H11NO+ 185.0835 -0.3
  194.0964 1 C14H12N+ 194.0964 -0.39
  195.0807 1 C14H11O+ 195.0804 1.27
  196.0748 1 C13H10NO+ 196.0757 -4.74
  198.0914 1 C13H12NO+ 198.0913 0.1
  200.071 1 C12H10NO2+ 200.0706 1.77
  200.1069 1 C13H14NO+ 200.107 -0.4
  210.092 1 C14H12NO+ 210.0913 3.09
  211.0636 1 C13H9NO2+ 211.0628 3.7
  212.0705 1 C13H10NO2+ 212.0706 -0.31
  213.0784 1 C13H11NO2+ 213.0784 -0.28
  226.0859 1 C14H12NO2+ 226.0863 -1.7
  228.1027 1 C14H14NO2+ 228.1019 3.7
  238.1231 1 C16H16NO+ 238.1226 2.01
  240.1019 1 C15H14NO2+ 240.1019 0.19
  252.1012 1 C16H14NO2+ 252.1019 -2.88
  267.1248 1 C17H17NO2+ 267.1254 -2.25
  270.1118 1 C16H16NO3+ 270.1125 -2.55
PK$NUM_PEAK: 49
PK$PEAK: m/z int. rel.int.
  53.0384 6149.9 29
  55.0542 56322.3 272
  80.0492 4329.9 20
  115.0541 9844.5 47
  118.0647 6253.7 30
  128.0623 5586.8 27
  129.0698 4870.9 23
  141.07 8730.9 42
  145.0645 9833.1 47
  146.0599 6533.6 31
  147.0444 8116.3 39
  152.0619 10156.4 49
  153.0699 22828.7 110
  155.0855 9787.6 47
  156.0814 5889.4 28
  157.0651 11441.5 55
  160.0764 4467 21
  161.0594 35604.5 172
  165.0698 16354.1 79
  167.0729 5542 26
  168.0803 6581.1 31
  169.0647 7163.1 34
  171.0436 4610.9 22
  171.0812 5498.8 26
  173.0602 12810.7 61
  179.0856 6249.5 30
  180.081 7882.6 38
  181.0644 12879.1 62
  184.0522 9159.9 44
  184.0755 32694.7 158
  185.06 25676.3 124
  185.0835 5420.4 26
  194.0964 6001.9 29
  195.0807 5019.2 24
  196.0748 6826.4 33
  198.0914 8503.6 41
  200.071 7210.7 34
  200.1069 7977.1 38
  210.092 11584.9 56
  211.0636 26510.5 128
  212.0705 206561.8 999
  213.0784 25723.5 124
  226.0859 30736.9 148
  228.1027 15475.5 74
  238.1231 4634 22
  240.1019 8360.3 40
  252.1012 8249.7 39
  267.1248 13454.7 65
  270.1118 3899 18
