ACCESSION: MSBNK-Athens_Univ-AU274105
RECORD_TITLE: Hydroxychloroquine; LC-ESI-QTOF; MS2; CE: 50 eV; R=35000; [M+H]+
DATE: 2019.05.30
AUTHORS: Nikiforos Alygizakis, Katerina Galani, Nikolaos Thomaidis, University of Athens
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2019 Department of Chemistry, University of Athens
COMMENT: CONFIDENCE standard compound
COMMENT: INTERNAL_ID 2741

CH$NAME: Hydroxychloroquine
CH$NAME: 2-[4-[(7-chloroquinolin-4-yl)amino]pentyl-ethylamino]ethanol
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₁₈H₂₆ClN₃O
CH$EXACT_MASS: 335.1764401
CH$SMILES: CCN(CCO)CCCC(C)NC1=C2C=CC(Cl)=CC2=NC=C1
CH$IUPAC: InChI=1S/C18H26ClN3O/c1-3-22(11-12-23)10-4-5-14(2)21-17-8-9-20-18-13-15(19)6-7-16(17)18/h6-9,13-14,23H,3-5,10-12H2,1-2H3,(H,20,21)
CH$LINK: CAS 747-36-4
CH$LINK: CHEBI 5801
CH$LINK: KEGG D08050
CH$LINK: PUBCHEM CID:3652
CH$LINK: INCHIKEY XXSMGPRMXLTPCZ-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER 3526
CH$LINK: COMPTOX DTXSID8023135

AC$INSTRUMENT: Bruker maXis Impact
AC$INSTRUMENT_TYPE: LC-ESI-QTOF
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE CID
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 50 eV
AC$MASS_SPECTROMETRY: RESOLUTION 35000
AC$CHROMATOGRAPHY: COLUMN_NAME Acclaim RSLC C18 2.2um, 2.1x100mm, Thermo
AC$CHROMATOGRAPHY: FLOW_GRADIENT 99/1 at 0-1 min, 61/39 at 3 min, 0.1/99.9 at 14-16 min, 99/1 at 16.1-20 min
AC$CHROMATOGRAPHY: FLOW_RATE 200 uL/min at 0-3 min, 400 uL/min at 14 min, 480 uL/min at 16-19 min, 200 uL/min at 19.1-20 min
AC$CHROMATOGRAPHY: RETENTION_TIME 3.780 min
AC$CHROMATOGRAPHY: SOLVENT A 90:10 water:methanol with 0.01% formic acid and 5mM ammonium formate
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.01% formic acid and 5mM ammonium formate

MS$FOCUSED_ION: BASE_PEAK 336.1838
MS$FOCUSED_ION: PRECURSOR_M/Z 336.1837
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$DATA_PROCESSING: RECALIBRATE identity on assigned fragments and MS1
MS$DATA_PROCESSING: WHOLE RMassBank 2.10.1

PK$SPLASH: splash10-004l-0920000000-c8ead71471820fd0b342
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  117.056 C8H7N+ 1 117.0573 -11.04
  128.0486 C9H6N+ 1 128.0495 -6.96
  129.0559 C9H7N+ 1 129.0573 -10.9
  133.0515 C8H7NO+ 2 133.0522 -5.26
  138.01 C10H2O+ 3 138.01 0.04
  143.0584 C9H7N2+ 1 143.0604 -13.52
  144.0668 C9H8N2+ 2 144.0682 -9.67
  145.0708 C8[13]CH8N2+ 1 145.0721 -9.32
  151.0162 C9HN3+ 3 151.0165 -2.09
  155.0592 C10H7N2+ 2 155.0604 -7.53
  156.0669 C10H8N2+ 2 156.0682 -8.4
  157.0699 C9[13]CH8N2+ 1 157.0721 -14.22
  158.1526 C9H20NO+ 2 158.1539 -8.54
  159.1555 C8[13]CH20NO+ 1 159.1578 -14.79
  162.0089 C9H5ClN+ 3 162.0105 -9.67
  163.0165 C9H6ClN+ 3 163.0183 -11.03
  164.0067 C9H5[37]ClN+ 1 164.0081 -8.37
  164.025 C9H7ClN+ 3 164.0262 -6.92
  165.0138 C9H6[37]ClN+ 1 165.0159 -13.02
  165.028 C8[13]CH7ClN+ 1 165.0301 -12.68
  166.0226 C9H7[37]ClN+ 1 166.0238 -6.71
  169.0743 C11H9N2+ 2 169.076 -10.19
  176.0544 C6H11ClN3O+ 1 176.0585 -23.37
  177.033 C13H5O+ 3 177.0335 -2.51
  178.0284 C12H4NO+ 2 178.0287 -1.89
  179.036 C9H8ClN2+ 2 179.0371 -6.1
  180.0383 C8[13]CH8ClN2+ 1 180.041 -14.59
  181.0329 C9H8[37]ClN2+ 1 181.0347 -9.88
  182.0361 C9H9ClNO+ 2 182.0367 -3.22
  190.0293 C10H7ClN2+ 2 190.0292 0.15
  191.0362 C10H8ClN2+ 2 191.0371 -4.66
  192.0397 C9[13]CH8ClN2+ 1 192.041 -6.44
  193.033 C10H8[37]ClN2+ 1 193.0347 -8.8
  194.0376 C10H9ClNO+ 2 194.0367 4.48
  195.0066 C15HN+ 1 195.0104 -19.44
  203.0364 C11H8ClN2+ 2 203.0371 -3.35
  204.0419 C14H6NO+ 2 204.0444 -12.17
  205.0334 C11H8[37]ClN2+ 1 205.0347 -5.89
  205.0518 C11H10ClN2+ 2 205.0527 -4.43
  206.0557 C10[13]CH10ClN2+ 1 206.0566 -4.5
  207.0493 C11H10[37]ClN2+ 1 207.0503 -4.97
  208.0514 C12H6N3O+ 2 208.0505 4.01
  217.0515 C15H7NO+ 2 217.0522 -3.4
  219.0666 C15H9NO+ 2 219.0679 -5.86
  247.0991 C14H16ClN2+ 2 247.0997 -2.14
  248.1006 C13[13]CH16ClN2+ 1 248.1036 -11.83
  249.0964 C14H16[37]ClN2+ 1 249.0973 -3.43
  250.1003 C14H17ClNO+ 2 250.0993 3.86
PK$NUM_PEAK: 48
PK$PEAK: m/z int. rel.int.
  117.056 1200 9
  128.0486 960 7
  129.0559 1688 13
  133.0515 696 5
  138.01 816 6
  143.0584 2600 20
  144.0668 11608 92
  145.0708 1008 8
  151.0162 956 7
  155.0592 4932 39
  156.0669 17964 143
  157.0699 2564 20
  158.1526 8232 65
  159.1555 768 6
  162.0089 3144 25
  163.0165 5944 47
  164.0067 816 6
  164.025 8264 65
  165.0138 1276 10
  165.028 724 5
  166.0226 2848 22
  169.0743 1008 8
  176.0544 752 5
  177.033 3576 28
  178.0284 6716 53
  179.036 125432 999
  180.0383 12372 98
  181.0329 34164 272
  182.0361 2036 16
  190.0293 2156 17
  191.0362 60744 483
  192.0397 8264 65
  193.033 18428 146
  194.0376 1740 13
  195.0066 1512 12
  203.0364 4640 36
  204.0419 1876 14
  205.0334 1712 13
  205.0518 18508 147
  206.0557 2760 21
  207.0493 5704 45
  208.0514 920 7
  217.0515 748 5
  219.0666 732 5
  247.0991 29964 238
  248.1006 5984 47
  249.0964 9968 79
  250.1003 944 7
//