ACCESSION: MSBNK-Eawag-EA283011
RECORD_TITLE: Naltrexone; LC-ESI-ITFT; MS2; CE: 60%; 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 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$DATA_PROCESSING: REANALYZE Peaks with additional N2/O included
MS$DATA_PROCESSING: WHOLE RMassBank 1.3.1
PK$SPLASH: splash10-00xr-0191000000-8a66ac92b4a1eadcc405
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
55.0542 C4H7+ 1 55.0542 -0.3
56.0495 C3H6N+ 1 56.0495 0.79
80.0495 C5H6N+ 1 80.0495 0.43
82.0653 C5H8N+ 1 82.0651 1.76
134.0962 C9H12N+ 1 134.0964 -1.39
137.0597 C8H9O2+ 1 137.0597 0.1
146.0601 C9H8NO+ 1 146.06 0.61
147.0444 C9H7O2+ 1 147.0441 2.48
147.0678 C9H9NO+ 1 147.0679 -0.44
148.0757 C9H10NO+ 1 148.0757 0.4
153.0696 C12H9+ 1 153.0699 -1.94
157.0646 C11H9O+ 1 157.0648 -1.15
160.0757 C10H10NO+ 1 160.0757 0
161.0598 C10H9O2+ 1 161.0597 0.27
171.0805 C12H11O+ 1 171.0804 0.52
173.0598 C11H9O2+ 1 173.0597 0.25
174.0551 C10H8NO2+ 1 174.055 0.83
181.0648 C13H9O+ 1 181.0648 -0.06
181.1015 C14H13+ 1 181.1012 1.73
185.0597 C12H9O2+ 1 185.0597 -0.25
187.0749 C12H11O2+ 1 187.0754 -2.44
195.0805 C14H11O+ 1 195.0804 0.1
197.0598 C13H9O2+ 1 197.0597 0.58
199.0753 C13H11O2+ 1 199.0754 -0.53
200.1071 C13H14NO+ 1 200.107 0.55
201.0916 C13H13O2+ 1 201.091 2.85
201.1147 C13H15NO+ 1 201.1148 -0.52
207.0808 C15H11O+ 1 207.0804 1.64
209.0965 C15H13O+ 1 209.0961 2
210.0914 C14H12NO+ 1 210.0913 0.05
211.0753 C14H11O2+ 1 211.0754 -0.17
212.0705 C13H10NO2+ 1 212.0706 -0.45
213.0786 C13H11NO2+ 1 213.0784 0.7
213.0911 C14H13O2+ 1 213.091 0.3
214.0864 C13H12NO2+ 1 214.0863 0.86
215.0703 C13H11O3+ 1 215.0703 0.32
225.0913 C15H13O2+ 1 225.091 1.44
226.0862 C14H12NO2+ 1 226.0863 -0.07
227.0703 C14H11O3+ 1 227.0703 0
227.1057 C15H15O2+ 1 227.1067 -4.17
228.1019 C14H14NO2+ 1 228.1019 0.2
238.1233 C16H16NO+ 1 238.1226 2.69
239.1311 C16H17NO+ 1 239.1305 2.74
240.102 C15H14NO2+ 1 240.1019 0.4
241.0861 C15H13O3+ 1 241.0859 0.7
241.1095 C15H15NO2+ 1 241.1097 -0.95
242.1175 C15H16NO2+ 1 242.1176 -0.27
252.1019 C16H14NO2+ 1 252.1019 -0.1
253.1211 C17H17O2+ 1 253.1223 -4.8
254.1176 C16H16NO2+ 1 254.1176 0.26
264.1027 C17H14NO2+ 1 264.1019 2.86
264.1381 C18H18NO+ 1 264.1383 -0.72
266.1182 C17H16NO2+ 1 266.1176 2.46
267.1254 C17H17NO2+ 1 267.1254 -0.08
269.1045 C16H15NO3+ 1 269.1046 -0.61
270.1123 C16H16NO3+ 1 270.1125 -0.44
282.1131 C17H16NO3+ 1 282.1125 2.2
282.1487 C18H20NO2+ 1 282.1489 -0.51
296.1641 C19H22NO2+ 1 296.1645 -1.5
324.1592 C20H22NO3+ 1 324.1594 -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
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