ACCESSION: MSBNK-Eawag-EQ01073704
RECORD_TITLE: Naloxone; LC-ESI-QFT; MS2; CE: 60%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 60 % (nominal)
AC$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$SPLASH: splash10-03di-0490000000-142b78dcf7292ebd3000
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  67.0541 C5H7+ 1 67.0542 -2.36
  68.0495 C4H6N+ 1 68.0495 0.96
  80.0494 C5H6N+ 1 80.0495 -0.84
  84.0807 C5H10N+ 1 84.0808 -0.43
  94.0651 C6H8N+ 1 94.0651 -0.63
  96.0808 C6H10N+ 1 96.0808 -0.25
  115.054 C9H7+ 1 115.0542 -1.78
  117.0699 C9H9+ 1 117.0699 0.47
  118.065 C8H8N+ 1 118.0651 -0.77
  120.0808 C8H10N+ 1 120.0808 0.13
  129.0702 C10H9+ 1 129.0699 2.5
  145.0647 C10H9O+ 1 145.0648 -0.86
  146.0601 C9H8NO+ 1 146.06 0.14
  147.0438 C9H7O2+ 1 147.0441 -1.56
  153.0696 C12H9+ 1 153.0699 -1.86
  158.096 C11H12N+ 1 158.0964 -2.59
  161.0596 C10H9O2+ 1 161.0597 -0.37
  167.0854 C13H11+ 1 167.0855 -0.99
  169.0647 C12H9O+ 1 169.0648 -0.44
  170.0964 C12H12N+ 1 170.0964 -0.1
  171.0439 C11H7O2+ 1 171.0441 -1.16
  173.0598 C11H9O2+ 1 173.0597 0.29
  174.0546 C10H8NO2+ 1 174.055 -1.97
  175.0755 C11H11O2+ 1 175.0754 0.57
  181.0648 C13H9O+ 1 181.0648 0.19
  184.052 C12H8O2+ 1 184.0519 0.59
  184.0757 C12H10NO+ 1 184.0757 0.22
  185.0596 C12H9O2+ 1 185.0597 -0.64
  187.0759 C12H11O2+ 1 187.0754 2.9
  188.107 C12H14NO+ 1 188.107 -0.14
  198.0907 C13H12NO+ 1 198.0913 -3.09
  199.0759 C13H11O2+ 1 199.0754 2.56
  212.0705 C13H10NO2+ 1 212.0706 -0.55
  213.0919 C14H13O2+ 1 213.091 4.12
  222.0914 C15H12NO+ 1 222.0913 0.18
  224.1068 C15H14NO+ 1 224.107 -0.79
  226.0862 C14H12NO2+ 1 226.0863 -0.16
  226.1217 C15H16NO+ 1 226.1226 -4.25
  227.07 C14H11O3+ 1 227.0703 -0.99
  227.0941 C14H13NO2+ 1 227.0941 0.13
  234.0912 C16H12NO+ 1 234.0913 -0.62
  236.1068 C16H14NO+ 1 236.107 -0.83
  240.1021 C15H14NO2+ 1 240.1019 0.75
  240.1389 C16H18NO+ 1 240.1383 2.43
  241.1088 C15H15NO2+ 1 241.1097 -3.92
  250.0863 C16H12NO2+ 1 250.0863 0.34
  252.1023 C16H14NO2+ 1 252.1019 1.76
  253.1095 C16H15NO2+ 1 253.1097 -0.76
  268.0973 C16H14NO3+ 1 268.0968 1.89
  268.133 C17H18NO2+ 1 268.1332 -0.65
  269.1048 C16H15NO3+ 1 269.1046 0.71
  282.1495 C18H20NO2+ 1 282.1489 2.18
  292.1326 C19H18NO2+ 1 292.1332 -2.05
  310.144 C19H20NO3+ 1 310.1438 0.65
PK$NUM_PEAK: 54
PK$PEAK: m/z int. rel.int.
  67.0541 178098.9 27
  68.0495 109474.1 16
  80.0494 134587.1 20
  84.0807 184511 28
  94.0651 144673.2 22
  96.0808 225161.9 34
  115.054 139630.8 21
  117.0699 95044.6 14
  118.065 159640.5 24
  120.0808 256006.6 39
  129.0702 154956.1 23
  145.0647 191121 29
  146.0601 170495 26
  147.0438 127854.9 19
  153.0696 551978.8 85
  158.096 419936 64
  161.0596 1357765 209
  167.0854 175015 27
  169.0647 127560 19
  170.0964 81900.7 12
  171.0439 153278.3 23
  173.0598 660517.9 102
  174.0546 327687.7 50
  175.0755 111983.1 17
  181.0648 1026094.8 158
  184.052 382553.7 59
  184.0757 230201.3 35
  185.0596 848698.6 131
  187.0759 176280.9 27
  188.107 187685.8 29
  198.0907 313701 48
  199.0759 949548.6 146
  212.0705 6464355.5 999
  213.0919 314975.3 48
  222.0914 254091.5 39
  224.1068 287074.9 44
  226.0862 1188706.5 183
  226.1217 107452.8 16
  227.07 298989.7 46
  227.0941 591882.9 91
  234.0912 112094.5 17
  236.1068 162269.2 25
  240.1021 958828.2 148
  240.1389 145296.2 22
  241.1088 315014.8 48
  250.0863 247894.5 38
  252.1023 788708.9 121
  253.1095 2685793.2 415
  268.0973 351365 54
  268.133 2053086.8 317
  269.1048 818062.7 126
  282.1495 180208.2 27
  292.1326 136393.8 21
  310.144 1349465.2 208
//
