ACCESSION: MSBNK-Athens_Univ-AU274106
RECORD_TITLE: Hydroxychloroquine; LC-ESI-QTOF; MS2; CE: Ramp 22.3-33.5 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$MASS_SPECTROMETRY: COLLISION_ENERGY Ramp 22.3-33.5 eV
AC$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 3.704 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$FOCUSED_ION: BASE_PEAK 336.1839
MS$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$SPLASH: splash10-0002-0393000000-f0d4bb381af0ba48dc36
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  69.0694 C5H9+ 1 69.0699 -6.65
  72.0802 C4H10N+ 1 72.0808 -7.62
  90.0924 CH15ClN2+ 2 90.0918 6.89
  102.0918 C2H15ClN2+ 2 102.0918 -0.61
  156.0666 C10H8N2+ 2 156.0682 -10.51
  158.1531 C9H20NO+ 2 158.1539 -5.35
  159.1559 C8[13]CH20NO+ 1 159.1578 -12.34
  164.0252 C9H7ClN+ 3 164.0262 -5.77
  166.0214 C9H7[37]ClN+ 1 166.0238 -13.99
  179.0358 C9H8ClN2+ 2 179.0371 -7.21
  180.0392 C8[13]CH8ClN2+ 1 180.041 -9.8
  181.0331 C9H8[37]ClN2+ 1 181.0347 -8.39
  191.0362 C10H8ClN2+ 2 191.0371 -4.51
  192.0399 C9[13]CH8ClN2+ 1 192.041 -5.46
  193.0332 C10H8[37]ClN2+ 1 193.0347 -7.67
  205.0526 C11H10ClN2+ 2 205.0527 -0.36
  247.0996 C14H16ClN2+ 2 247.0997 -0.12
  248.1026 C13[13]CH16ClN2+ 1 248.1036 -4.04
  249.0966 C14H16[37]ClN2+ 1 249.0973 -2.8
  250.0995 C14H17ClNO+ 2 250.0993 0.62
  336.1839 C18H27ClN3O+ 1 336.1837 0.47
  337.1869 C17[13]CH27ClN3O+ 1 337.1876 -2
  338.1814 C18H27[37]ClN3O+ 1 338.1813 0.17
PK$NUM_PEAK: 23
PK$PEAK: m/z int. rel.int.
  69.0694 8484 33
  72.0802 1552 6
  90.0924 1872 7
  102.0918 6280 25
  156.0666 2100 8
  158.1531 86028 343
  159.1559 8752 34
  164.0252 5848 23
  166.0214 1348 5
  179.0358 27340 109
  180.0392 2500 9
  181.0331 7428 29
  191.0362 15304 61
  192.0399 2504 9
  193.0332 4216 16
  205.0526 2540 10
  247.0996 250472 999
  248.1026 52428 209
  249.0966 89332 356
  250.0995 10096 40
  336.1839 99860 398
  337.1869 18248 72
  338.1814 29260 116
//