ACCESSION: MSBNK-Eawag-EQ01073707
RECORD_TITLE: Naloxone; LC-ESI-QFT; MS2; CE: 60%; R=15000; [M+H]+
DATE: 2024.06.14
AUTHORS: B. Beck [dtc], J. Bosshard [dtc], H. Singer [dtc], A. Dax [com]
LICENSE: CC BY-SA
COPYRIGHT: Copyright (C) Eawag 2024
COMMENT: CONFIDENCE standard compound
COMMENT: UCHEM_ID 10737
CH$NAME: Naloxone
CH$NAME: (4R,4aS,7aR,12bS)-4a,9-bis(oxidanyl)-3-prop-2-enyl-2,4,5,6,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one
CH$COMPOUND_CLASS: N/A
CH$FORMULA: C19H21NO4
CH$EXACT_MASS: 327.1470582
CH$SMILES: C=CCN1CCC23C4C(=O)CCC2(C1CC5=C3C(=C(C=C5)O)O4)O
CH$IUPAC: InChI=1S/C19H21NO4/c1-2-8-20-9-7-18-15-11-3-4-12(21)16(15)24-17(18)13(22)5-6-19(18,23)14(20)10-11/h2-4,14,17,21,23H,1,5-10H2
CH$LINK: CHEBI 91663
CH$LINK: PUBCHEM CID:5284596
CH$LINK: INCHIKEY UZHSEJADLWPNLE-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER 4272
AC$INSTRUMENT: Exploris 240 Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-QFT
AC$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$MASS_SPECTROMETRY: RESOLUTION 15000
AC$MASS_SPECTROMETRY: MASS_RANGE_M/Z 50-356
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 2.062 min
MS$FOCUSED_ION: BASE_PEAK 328.1539
MS$FOCUSED_ION: PRECURSOR_M/Z 328.1543
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$DATA_PROCESSING: RECALIBRATE loess on assigned fragments and MS1
MS$DATA_PROCESSING: REANALYZE Peaks with additional N2/O included
MS$DATA_PROCESSING: WHOLE RMassBank 3.15.1.1
PK$SPLASH: splash10-0udi-0920000000-96f34614829b899b52b2
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  55.0179 C3H3O+ 1 55.0178 1.78
  79.0543 C6H7+ 1 79.0542 0.6
  80.0497 C5H6N+ 1 80.0495 2.47
  89.0388 C7H5+ 1 89.0386 2.78
  91.054 C7H7+ 1 91.0542 -2.51
  95.0493 C6H7O+ 1 95.0491 2.08
  103.0543 C8H7+ 1 103.0542 0.47
  115.0543 C9H7+ 1 115.0542 0.71
  117.0576 C8H7N+ 1 117.0573 2.87
  118.0417 C8H6O+ 1 118.0413 3.15
  118.065 C8H8N+ 1 118.0651 -1.03
  128.0501 C9H6N+ 1 128.0495 4.64
  128.0621 C10H8+ 1 128.0621 0.09
  131.0497 C9H7O+ 1 131.0491 3.99
  139.0542 C11H7+ 1 139.0542 -0.18
  141.0699 C11H9+ 1 141.0699 0.36
  144.0571 C10H8O+ 1 144.057 1.27
  145.065 C10H9O+ 1 145.0648 1.27
  152.0621 C12H8+ 1 152.0621 0.47
  153.0699 C12H9+ 1 153.0699 0.27
  154.0651 C11H8N+ 1 154.0651 -0.29
  156.0803 C11H10N+ 1 156.0808 -3.3
  157.0653 C11H9O+ 1 157.0648 3.09
  165.0702 C13H9+ 1 165.0699 2.05
  166.0656 C12H8N+ 1 166.0651 3.08
  167.0729 C12H9N+ 1 167.073 -0.12
  168.0808 C12H10N+ 1 168.0808 0.43
  169.0655 C12H9O+ 1 169.0648 4.09
  171.0439 C11H7O2+ 1 171.0441 -0.98
  180.0807 C13H10N+ 1 180.0808 -0.34
  182.0605 C12H8NO+ 1 182.06 2.33
  183.0677 C12H9NO+ 1 183.0679 -0.84
  184.0523 C12H8O2+ 1 184.0519 2.27
  184.0758 C12H10NO+ 1 184.0757 0.75
  185.0599 C12H9O2+ 1 185.0597 1.12
  194.0961 C14H12N+ 1 194.0964 -1.92
  196.0763 C13H10NO+ 1 196.0757 3.21
  202.0778 C16H10+ 1 202.0777 0.37
  212.0704 C13H10NO2+ 1 212.0706 -0.98
PK$NUM_PEAK: 39
PK$PEAK: m/z int. rel.int.
  55.0179 1301826.8 93
  79.0543 1171684.1 84
  80.0497 979146.9 70
  89.0388 1337555 95
  91.054 2514555.8 180
  95.0493 1055225.1 75
  103.0543 1005196.8 72
  115.0543 6558528.5 470
  117.0576 1441443.1 103
  118.0417 979215.6 70
  118.065 886465 63
  128.0501 731295.1 52
  128.0621 9955494 714
  131.0497 1770019.5 126
  139.0542 1735232.2 124
  141.0699 2603486 186
  144.0571 1350829 96
  145.065 1804170.6 129
  152.0621 5744193 412
  153.0699 3918620 281
  154.0651 3173366.2 227
  156.0803 2245410.2 161
  157.0653 2290368.5 164
  165.0702 2335965 167
  166.0656 1722021.8 123
  167.0729 1661196.1 119
  168.0808 969825.9 69
  169.0655 896589.3 64
  171.0439 1264919.6 90
  180.0807 2487371.2 178
  182.0605 1382398.4 99
  183.0677 6657724.5 477
  184.0523 3830757 274
  184.0758 2217690.8 159
  185.0599 3315106.8 237
  194.0961 844539.8 60
  196.0763 812773.5 58
  202.0778 13924784 999
  212.0704 5106984 366
//
