ACCESSION: MSBNK-Eawag-EQ01073705
RECORD_TITLE: Naloxone; LC-ESI-QFT; MS2; CE: 75%; R=15000; [M+H]+
DATE: 2024.06.14
AUTHORS: E. Ceppi [dtc], K. Fenner [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: Normorphinone, N-allyl-dihydro-14-hydroxy-
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$INSTRUMENT: Q Exactive
AC$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$MASS_SPECTROMETRY: COLLISION_ENERGY 75 % (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 15000
AC$MASS_SPECTROMETRY: MASS_RANGE_M/Z 50-355
AC$CHROMATOGRAPHY: COLUMN_NAME XBridge C18 3.5um, 2.1x50mm, Waters
AC$CHROMATOGRAPHY: FLOW_GRADIENT 90/10 at 0 min, 50/50 at 4 min, 5/95 at 17 min, 5/95 at 25 min, 90/10 at 25.1 min, 100/0 at 29.5 min
AC$CHROMATOGRAPHY: FLOW_RATE 200 uL/min
AC$CHROMATOGRAPHY: RETENTION_TIME 2.392 min
MS$FOCUSED_ION: BASE_PEAK 328.1544
MS$FOCUSED_ION: PRECURSOR_M/Z 328.1543
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$FOCUSED_ION: PRECURSOR_INTENSITY 187894299.49
MS$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$SPLASH: splash10-03di-0970000000-5acfdb533fa8e3db949f
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  67.0542 C5H7+ 1 67.0542 0.03
  68.0493 C4H6N+ 1 68.0495 -1.95
  79.0544 C6H7+ 1 79.0542 1.7
  80.0493 C5H6N+ 1 80.0495 -1.98
  103.0542 C8H7+ 1 103.0542 -0.14
  105.0699 C8H9+ 1 105.0699 0.52
  115.0543 C9H7+ 1 115.0542 0.54
  117.0697 C9H9+ 1 117.0699 -1.23
  118.0651 C8H8N+ 1 118.0651 0.2
  129.0697 C10H9+ 1 129.0699 -1.16
  130.0653 C9H8N+ 1 130.0651 1.11
  131.0492 C9H7O+ 1 131.0491 0.46
  131.0851 C10H11+ 1 131.0855 -2.98
  143.0493 C10H7O+ 1 143.0491 0.78
  144.0565 C10H8O+ 1 144.057 -3.33
  144.0808 C10H10N+ 1 144.0808 0.02
  145.0649 C10H9O+ 1 145.0648 1.03
  146.0602 C9H8NO+ 1 146.06 0.97
  147.0441 C9H7O2+ 1 147.0441 0.31
  152.0621 C12H8+ 1 152.0621 0.11
  153.0697 C12H9+ 1 153.0699 -1.06
  156.0808 C11H10N+ 1 156.0808 0.05
  157.0651 C11H9O+ 1 157.0648 2.06
  158.0964 C11H12N+ 1 158.0964 -0.37
  161.0598 C10H9O2+ 1 161.0597 0.86
  165.07 C13H9+ 1 165.0699 1
  166.0652 C12H8N+ 1 166.0651 0.57
  167.0724 C12H9N+ 1 167.073 -3.35
  167.086 C13H11+ 1 167.0855 2.57
  168.0805 C12H10N+ 1 168.0808 -1.77
  170.0596 C11H8NO+ 1 170.06 -2.83
  171.0803 C12H11O+ 1 171.0804 -1.03
  173.0597 C11H9O2+ 1 173.0597 -0.06
  178.0781 C14H10+ 1 178.0777 2.36
  179.0852 C14H11+ 1 179.0855 -1.83
  180.0811 C13H10N+ 1 180.0808 1.76
  181.0647 C13H9O+ 1 181.0648 -0.74
  183.0674 C12H9NO+ 1 183.0679 -2.7
  184.0521 C12H8O2+ 1 184.0519 1.17
  184.0756 C12H10NO+ 1 184.0757 -0.6
  185.0599 C12H9O2+ 1 185.0597 1.17
  186.0917 C12H12NO+ 1 186.0913 1.89
  194.0961 C14H12N+ 1 194.0964 -1.84
  195.0806 C14H11O+ 1 195.0804 0.64
  196.0756 C13H10NO+ 1 196.0757 -0.59
  197.0598 C13H9O2+ 1 197.0597 0.62
  198.068 C13H10O2+ 1 198.0675 2.49
  198.0913 C13H12NO+ 1 198.0913 -0.24
  199.0759 C13H11O2+ 1 199.0754 2.49
  208.0752 C14H10NO+ 1 208.0757 -2.32
  212.0706 C13H10NO2+ 1 212.0706 -0.19
  214.0863 C13H12NO2+ 1 214.0863 0.15
  222.0916 C15H12NO+ 1 222.0913 1.14
  224.1064 C15H14NO+ 1 224.107 -2.77
  226.0646 C17H8N+ 1 226.0651 -2.21
  226.086 C14H12NO2+ 1 226.0863 -1.17
  226.1216 C15H16NO+ 1 226.1226 -4.79
  227.0946 C14H13NO2+ 1 227.0941 2.21
  238.0868 C15H12NO2+ 1 238.0863 2.13
  238.1227 C16H16NO+ 1 238.1226 0.43
  240.1015 C15H14NO2+ 1 240.1019 -1.6
  241.1096 C15H15NO2+ 1 241.1097 -0.5
  250.0859 C16H12NO2+ 1 250.0863 -1.31
  252.1013 C16H14NO2+ 1 252.1019 -2.29
  253.1093 C16H15NO2+ 1 253.1097 -1.6
  268.097 C16H14NO3+ 1 268.0968 0.52
  268.1335 C17H18NO2+ 1 268.1332 1.17
PK$NUM_PEAK: 67
PK$PEAK: m/z int. rel.int.
  67.0542 179596.5 22
  68.0493 114484.9 14
  79.0544 146959.7 18
  80.0493 244437.7 30
  103.0542 137424.5 17
  105.0699 167440.4 21
  115.0543 327289.2 41
  117.0697 175243.7 22
  118.0651 337021.2 42
  129.0697 520426.1 65
  130.0653 150947.2 19
  131.0492 238286.8 30
  131.0851 121459.7 15
  143.0493 120899.7 15
  144.0565 175207 22
  144.0808 143845.7 18
  145.0649 478444.8 60
  146.0602 480011.2 60
  147.0441 208106.4 26
  152.0621 378429.7 47
  153.0697 1032869.4 130
  156.0808 247244.4 31
  157.0651 649274.4 81
  158.0964 433470.6 54
  161.0598 1384799.2 174
  165.07 304353.5 38
  166.0652 154270.9 19
  167.0724 172630.4 21
  167.086 195692.1 24
  168.0805 206779.1 26
  170.0596 138298.7 17
  171.0803 194503.2 24
  173.0597 283996.6 35
  178.0781 133849.5 16
  179.0852 162414.8 20
  180.0811 401275.9 50
  181.0647 875660.7 110
  183.0674 445641.4 56
  184.0521 973722.4 122
  184.0756 895469 112
  185.0599 954251.5 120
  186.0917 206223.9 25
  194.0961 212406.8 26
  195.0806 173828.6 21
  196.0756 178737.9 22
  197.0598 260359 32
  198.068 296849.8 37
  198.0913 363701.5 45
  199.0759 705364.5 88
  208.0752 396504.3 49
  212.0706 7929026.5 999
  214.0863 264363 33
  222.0916 392049.4 49
  224.1064 468789.6 59
  226.0646 105220.7 13
  226.086 1590772.5 200
  226.1216 134767.9 16
  227.0946 328799.4 41
  238.0868 148360.1 18
  238.1227 295464.4 37
  240.1015 646903.1 81
  241.1096 113873.4 14
  250.0859 316369.4 39
  252.1013 667213.9 84
  253.1093 407897.3 51
  268.097 290747.8 36
  268.1335 219978.7 27
//
