ACCESSION: MSBNK-Eawag-EA283013
RECORD_TITLE: Naltrexone; LC-ESI-ITFT; MS2; CE: 90%; R=30000; [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 90 % (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 30000
AC$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$SPLASH: splash10-03di-1980000000-63edda852273619df16c
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
53.0385 C4H5+ 1 53.0386 -0.88
55.0542 C4H7+ 1 55.0542 -0.85
80.0495 C5H6N+ 1 80.0495 0.8
91.0542 C7H7+ 1 91.0542 -0.4
115.0542 C9H7+ 1 115.0542 -0.67
118.0651 C8H8N+ 1 118.0651 -0.05
128.062 C10H8+ 1 128.0621 -0.48
129.0698 C10H9+ 1 129.0699 -0.83
141.0699 C11H9+ 1 141.0699 -0.19
145.0647 C10H9O+ 1 145.0648 -0.49
146.06 C9H8NO+ 1 146.06 -0.07
147.0441 C9H7O2+ 1 147.0441 0.16
147.0678 C9H9NO+ 1 147.0679 -0.72
148.0756 C9H10NO+ 1 148.0757 -0.68
152.0621 C12H8+ 1 152.0621 0.38
153.0698 C12H9+ 1 153.0699 -0.63
155.0852 C12H11+ 1 155.0855 -1.98
156.0807 C11H10N+ 1 156.0808 -0.23
157.0647 C11H9O+ 1 157.0648 -0.39
160.0757 C10H10NO+ 1 160.0757 -0.06
161.0596 C10H9O2+ 1 161.0597 -0.6
165.0698 C13H9+ 1 165.0699 -0.65
167.0729 C12H9N+ 1 167.073 0
167.0854 C13H11+ 1 167.0855 -0.7
168.0806 C12H10N+ 1 168.0808 -1.05
169.0648 C12H9O+ 1 169.0648 -0.13
171.044 C11H7O2+ 1 171.0441 -0.44
171.0806 C12H11O+ 1 171.0804 0.69
173.0596 C11H9O2+ 1 173.0597 -0.55
174.0551 C10H8NO2+ 1 174.055 0.72
179.0855 C14H11+ 1 179.0855 -0.43
180.0807 C13H10N+ 1 180.0808 -0.64
181.0648 C13H9O+ 1 181.0648 0.16
182.0965 C13H12N+ 1 182.0964 0.52
183.0802 C13H11O+ 1 183.0804 -1.32
184.0519 C12H8O2+ 1 184.0519 0.32
184.0756 C12H10NO+ 1 184.0757 -0.33
185.0596 C12H9O2+ 1 185.0597 -0.46
185.0836 C12H11NO+ 1 185.0835 0.51
194.0967 C14H12N+ 1 194.0964 1.36
195.0802 C14H11O+ 1 195.0804 -1.49
196.0755 C13H10NO+ 1 196.0757 -0.82
197.0592 C13H9O2+ 1 197.0597 -2.36
198.0673 C13H10O2+ 1 198.0675 -1.12
198.0911 C13H12NO+ 1 198.0913 -1.42
199.0753 C13H11O2+ 1 199.0754 -0.48
200.0704 C12H10NO2+ 1 200.0706 -1.22
200.1069 C13H14NO+ 1 200.107 -0.65
210.0912 C14H12NO+ 1 210.0913 -0.53
211.0628 C13H9NO2+ 1 211.0628 -0.05
211.0753 C14H11O2+ 1 211.0754 -0.31
212.0705 C13H10NO2+ 1 212.0706 -0.26
213.0784 C13H11NO2+ 1 213.0784 -0.05
213.0906 C14H13O2+ 1 213.091 -1.76
214.0865 C13H12NO2+ 1 214.0863 1.1
226.0863 C14H12NO2+ 1 226.0863 0.02
227.0704 C14H11O3+ 1 227.0703 0.79
228.1019 C14H14NO2+ 1 228.1019 0.07
238.1224 C16H16NO+ 1 238.1226 -1.09
240.1017 C15H14NO2+ 1 240.1019 -1.02
252.1015 C16H14NO2+ 1 252.1019 -1.69
266.1172 C17H16NO2+ 1 266.1176 -1.41
267.125 C17H17NO2+ 1 267.1254 -1.61
PK$NUM_PEAK: 63
PK$PEAK: m/z int. rel.int.
53.0385 1983.8 18
55.0542 27333.8 249
80.0495 2152.6 19
91.0542 2937.5 26
115.0542 5395.5 49
118.0651 6124.7 55
128.062 4218.6 38
129.0698 6592.7 60
141.0699 5393.7 49
145.0647 4742.6 43
146.06 3145.5 28
147.0441 3058.2 27
147.0678 3215 29
148.0756 1511 13
152.0621 4224.1 38
153.0698 9075.9 82
155.0852 2924 26
156.0807 1946.5 17
157.0647 7462.8 68
160.0757 3334.9 30
161.0596 18689.7 170
165.0698 7083.4 64
167.0729 3190.1 29
167.0854 5025.8 45
168.0806 2460.7 22
169.0648 3976.3 36
171.044 3753.2 34
171.0806 3330.2 30
173.0596 5602.7 51
174.0551 1505.8 13
179.0855 3160.6 28
180.0807 1765.8 16
181.0648 8563.6 78
182.0965 5357.1 48
183.0802 3011.5 27
184.0519 2003.9 18
184.0756 12977.6 118
185.0596 11378.5 103
185.0836 3319.8 30
194.0967 1433.3 13
195.0802 2416.6 22
196.0755 5442.7 49
197.0592 3160.7 28
198.0673 2416.9 22
198.0911 4651.6 42
199.0753 7799.3 71
200.0704 3935.6 35
200.1069 2513.3 22
210.0912 5880.8 53
211.0628 11446 104
211.0753 7836.4 71
212.0705 109379.8 999
213.0784 12738.4 116
213.0906 1917.9 17
214.0865 2075.1 18
226.0863 18692.9 170
227.0704 2177.8 19
228.1019 7350.7 67
238.1224 2511.7 22
240.1017 3455 31
252.1015 3446.9 31
266.1172 2558.5 23
267.125 5858 53
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