ACCESSION: MSBNK-Eawag-EQ01073706
RECORD_TITLE: Naloxone; LC-ESI-QFT; MS2; CE: 90%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 90 % (nominal)
AC$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$SPLASH: splash10-03di-0930000000-ecb0d6b11d3ec8875728
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  55.018 C3H3O+ 1 55.0178 2.36
  67.0541 C5H7+ 1 67.0542 -2.02
  79.0539 C6H7+ 1 79.0542 -3.6
  91.0542 C7H7+ 1 91.0542 -0.34
  95.0491 C6H7O+ 1 95.0491 -0.22
  103.0545 C8H7+ 1 103.0542 2.67
  105.0701 C8H9+ 1 105.0699 1.83
  115.0542 C9H7+ 1 115.0542 0.08
  117.0573 C8H7N+ 1 117.0573 -0.16
  117.0698 C9H9+ 1 117.0699 -0.84
  118.0649 C8H8N+ 1 118.0651 -2.07
  128.062 C10H8+ 1 128.0621 -0.36
  129.0698 C10H9+ 1 129.0699 -0.57
  130.0651 C9H8N+ 1 130.0651 0.17
  131.0487 C9H7O+ 1 131.0491 -3.26
  139.0537 C11H7+ 1 139.0542 -4.09
  141.0699 C11H9+ 1 141.0699 0.03
  145.065 C10H9O+ 1 145.0648 1.24
  146.0599 C9H8NO+ 1 146.06 -1.12
  152.0621 C12H8+ 1 152.0621 0.31
  153.0699 C12H9+ 1 153.0699 -0.07
  155.0729 C11H9N+ 1 155.073 -0.08
  156.057 C11H8O+ 1 156.057 0.09
  156.081 C11H10N+ 1 156.0808 1.13
  157.065 C11H9O+ 1 157.0648 1.38
  161.0596 C10H9O2+ 1 161.0597 -0.56
  165.0701 C13H9+ 1 165.0699 1.37
  166.0649 C12H8N+ 1 166.0651 -1.64
  167.0727 C12H9N+ 1 167.073 -1.7
  167.0858 C13H11+ 1 167.0855 1.66
  168.0569 C12H8O+ 1 168.057 -0.28
  168.0807 C12H10N+ 1 168.0808 -0.22
  170.0597 C11H8NO+ 1 170.06 -2.21
  170.0726 C12H10O+ 1 170.0726 0.11
  170.0965 C12H12N+ 1 170.0964 0.53
  171.0437 C11H7O2+ 1 171.0441 -1.87
  171.0805 C12H11O+ 1 171.0804 0.57
  173.0599 C11H9O2+ 1 173.0597 0.99
  178.0775 C14H10+ 1 178.0777 -1.16
  179.0859 C14H11+ 1 179.0855 2.01
  180.0805 C13H10N+ 1 180.0808 -1.8
  181.0647 C13H9O+ 1 181.0648 -0.32
  182.0596 C12H8NO+ 1 182.06 -2.56
  183.0679 C12H9NO+ 1 183.0679 0.13
  184.0521 C12H8O2+ 1 184.0519 1.42
  184.0755 C12H10NO+ 1 184.0757 -0.85
  185.0595 C12H9O2+ 1 185.0597 -0.97
  192.0807 C14H10N+ 1 192.0808 -0.14
  194.0599 C13H8NO+ 1 194.06 -0.85
  194.0962 C14H12N+ 1 194.0964 -1.29
  197.0833 C13H11NO+ 1 197.0835 -0.88
  198.0914 C13H12NO+ 1 198.0913 0.07
  199.0755 C13H11O2+ 1 199.0754 0.88
  208.0754 C14H10NO+ 1 208.0757 -1.29
  211.0618 C13H9NO2+ 1 211.0628 -4.7
  212.0706 C13H10NO2+ 1 212.0706 0.17
  222.0911 C15H12NO+ 1 222.0913 -1.2
  226.0862 C14H12NO2+ 1 226.0863 -0.23
  240.1017 C15H14NO2+ 1 240.1019 -0.77
  252.1015 C16H14NO2+ 1 252.1019 -1.57
PK$NUM_PEAK: 60
PK$PEAK: m/z int. rel.int.
  55.018 77753.5 23
  67.0541 105512.7 31
  79.0539 185438.1 54
  91.0542 465486.8 137
  95.0491 158958.3 47
  103.0545 166068 49
  105.0701 76424 22
  115.0542 531832.2 157
  117.0573 186564 55
  117.0698 82661.1 24
  118.0649 236027.3 69
  128.062 687578.4 203
  129.0698 551721.9 163
  130.0651 96159.5 28
  131.0487 131841 39
  139.0537 100805.8 29
  141.0699 308236.7 91
  145.065 419183.9 124
  146.0599 279603.3 82
  152.0621 826821.8 245
  153.0699 816573.7 242
  155.0729 94518.2 28
  156.057 129644.6 38
  156.081 516794.2 153
  157.065 569149.3 168
  161.0596 732791.1 217
  165.0701 347388.4 102
  166.0649 295280.2 87
  167.0727 321753.3 95
  167.0858 112023.2 33
  168.0569 61342.8 18
  168.0807 203785.7 60
  170.0597 175982.1 52
  170.0726 97864.4 29
  170.0965 94317.8 27
  171.0437 232553.5 68
  171.0805 131403.8 38
  173.0599 96310.9 28
  178.0775 243786.7 72
  179.0859 93284.8 27
  180.0805 516464.5 153
  181.0647 517702.7 153
  182.0596 120433.3 35
  183.0679 898873.8 266
  184.0521 640861.2 189
  184.0755 853125.4 252
  185.0595 556048.1 164
  192.0807 143908.5 42
  194.0599 93342.3 27
  194.0962 200340.5 59
  197.0833 169839.6 50
  198.0914 198850 58
  199.0755 257604.8 76
  208.0754 251342.1 74
  211.0618 770265.2 228
  212.0706 3369967.5 999
  222.0911 174283.8 51
  226.0862 886929.5 262
  240.1017 182478.4 54
  252.1015 221405 65
//
