ACCESSION: MSBNK-Eawag-EA283012
RECORD_TITLE: Naltrexone; LC-ESI-ITFT; MS2; CE: 75%; R=15000; [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 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$DATA_PROCESSING: REANALYZE Peaks with additional N2/O included
MS$DATA_PROCESSING: WHOLE RMassBank 1.3.1
PK$SPLASH: splash10-03di-1490000000-0cfb621f77295ff438f2
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
53.0385 C4H5+ 1 53.0386 -1.82
55.0542 C4H7+ 1 55.0542 -0.67
80.0495 C5H6N+ 1 80.0495 0.68
82.065 C5H8N+ 1 82.0651 -1.04
91.0542 C7H7+ 1 91.0542 -0.29
118.065 C8H8N+ 1 118.0651 -1.15
134.0968 C9H12N+ 1 134.0964 3.09
137.0598 C8H9O2+ 1 137.0597 0.32
146.0601 C9H8NO+ 1 146.06 0.55
147.0439 C9H7O2+ 1 147.0441 -0.99
147.0678 C9H9NO+ 1 147.0679 -0.65
148.0756 C9H10NO+ 1 148.0757 -0.41
153.0698 C12H9+ 1 153.0699 -0.57
155.0858 C12H11+ 1 155.0855 1.5
157.0647 C11H9O+ 1 157.0648 -0.65
160.0756 C10H10NO+ 1 160.0757 -0.25
161.0598 C10H9O2+ 1 161.0597 0.34
165.0697 C13H9+ 1 165.0699 -1.07
167.0852 C13H11+ 1 167.0855 -1.78
169.0643 C12H9O+ 1 169.0648 -3.14
171.0802 C12H11O+ 1 171.0804 -1.18
173.0597 C11H9O2+ 1 173.0597 -0.32
174.055 C10H8NO2+ 1 174.055 0.03
179.0857 C14H11+ 1 179.0855 0.8
181.0648 C13H9O+ 1 181.0648 0.27
181.101 C14H13+ 1 181.1012 -0.87
182.097 C13H12N+ 1 182.0964 3.21
183.0801 C13H11O+ 1 183.0804 -1.81
184.0517 C12H8O2+ 1 184.0519 -1.04
184.0758 C12H10NO+ 1 184.0757 0.43
185.0595 C12H9O2+ 1 185.0597 -0.9
187.0754 C12H11O2+ 1 187.0754 0.24
195.0803 C14H11O+ 1 195.0804 -0.62
196.0756 C13H10NO+ 1 196.0757 -0.36
198.0676 C13H10O2+ 1 198.0675 0.4
198.0911 C13H12NO+ 1 198.0913 -1.06
199.0755 C13H11O2+ 1 199.0754 0.72
200.0704 C12H10NO2+ 1 200.0706 -1.17
200.1071 C13H14NO+ 1 200.107 0.8
201.0916 C13H13O2+ 1 201.091 3.15
207.08 C15H11O+ 1 207.0804 -2.32
210.0914 C14H12NO+ 1 210.0913 0.24
211.0753 C14H11O2+ 1 211.0754 -0.08
212.0706 C13H10NO2+ 1 212.0706 -0.07
213.0784 C13H11NO2+ 1 213.0784 -0.28
213.0911 C14H13O2+ 1 213.091 0.49
225.0913 C15H13O2+ 1 225.091 1.26
226.0862 C14H12NO2+ 1 226.0863 -0.16
227.0706 C14H11O3+ 1 227.0703 1.36
227.0939 C14H13NO2+ 1 227.0941 -0.97
228.1019 C14H14NO2+ 1 228.1019 -0.24
238.1226 C16H16NO+ 1 238.1226 -0.17
239.1307 C16H17NO+ 1 239.1305 1.06
240.1017 C15H14NO2+ 1 240.1019 -0.77
241.1105 C15H15NO2+ 1 241.1097 3.11
242.1175 C15H16NO2+ 1 242.1176 -0.02
252.1019 C16H14NO2+ 1 252.1019 -0.22
254.1179 C16H16NO2+ 1 254.1176 1.32
266.1171 C17H16NO2+ 1 266.1176 -1.79
267.1252 C17H17NO2+ 1 267.1254 -0.67
270.1123 C16H16NO3+ 1 270.1125 -0.63
282.1488 C18H20NO2+ 1 282.1489 -0.05
324.1594 C20H22NO3+ 1 324.1594 -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
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