ACCESSION: MSBNK-Eawag-EQ01081701
RECORD_TITLE: Bimatoprost; LC-ESI-QFT; MS2; CE: 15%; R=15000; [M+H]+
DATE: 2024.06.14
AUTHORS: B. Beck [dtc], J. Bosshard [dtc], H. Singer [dtc], A. Dax [com]
LICENSE: CC BY-SA
COPYRIGHT: Copyright (C) Eawag 2024
COMMENT: CONFIDENCE standard compound
COMMENT: UCHEM_ID 10817

CH$NAME: Bimatoprost
CH$NAME: (Z)-7-((1R,2R,3R,5S)-3,5-dihydroxy-2-((S,E)-3-hydroxy-5-phenylpent-1-en-1-yl)cyclopentyl)-N-ethylhept-5-enamide
CH$NAME: 7-[3,5-dihydroxy-2-(3-hydroxy-5-phenylpent-1-enyl)cyclopentyl]-N-ethylhept-5-enamide
CH$COMPOUND_CLASS: N/A
CH$FORMULA: C₂₅H₃₇NO₄
CH$EXACT_MASS: 415.2722587
CH$SMILES: CCNC(=O)CCCC=CCC1C(CC(C1C=CC(CCC2=CC=CC=C2)O)O)O
CH$IUPAC: InChI=1S/C25H37NO4/c1-2-26-25(30)13-9-4-3-8-12-21-22(24(29)18-23(21)28)17-16-20(27)15-14-19-10-6-5-7-11-19/h3,5-8,10-11,16-17,20-24,27-29H,2,4,9,12-15,18H2,1H3,(H,26,30)
CH$LINK: CAS 155206-00-1
CH$LINK: PUBCHEM CID:5311027
CH$LINK: INCHIKEY AQOKCDNYWBIDND-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER 21240410

AC$INSTRUMENT: Exploris 240 Thermo Scientific
AC$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$MASS_SPECTROMETRY: COLLISION_ENERGY 15 % (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 15000
AC$MASS_SPECTROMETRY: MASS_RANGE_M/Z 50-446
AC$CHROMATOGRAPHY: COLUMN_NAME XBridge C18 3.5um, 2.1x50mm, Waters
AC$CHROMATOGRAPHY: FLOW_GRADIENT 90/10 at 0 min, 50/50 at 4 min, 5/95 at 17 min, 5/95 at 25 min, 90/10 at 25.1 min, 90/10 at 30 min
AC$CHROMATOGRAPHY: FLOW_RATE 200 uL/min
AC$CHROMATOGRAPHY: RETENTION_TIME 8.236 min

MS$FOCUSED_ION: BASE_PEAK 398.2686
MS$FOCUSED_ION: PRECURSOR_M/Z 416.2795
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$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$SPLASH: splash10-0ik9-0029000000-3dced181859fac479733
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  158.1175 C8H16NO2+ 1 158.1176 -0.11
  196.1694 C12H22NO+ 1 196.1696 -1.21
  202.0776 C16H10+ 1 202.0777 -0.54
  232.1696 C15H22NO+ 1 232.1696 0.09
  299.1802 C23H23+ 1 299.1794 2.42
  317.1895 C23H25O+ 1 317.19 -1.54
  326.2474 C22H32NO+ 1 326.2478 -1.39
  354.2436 C23H32NO2+ 1 354.2428 2.41
  362.2479 C25H32NO+ 1 362.2478 0.08
  380.2589 C25H34NO2+ 1 380.2584 1.3
PK$NUM_PEAK: 10
PK$PEAK: m/z int. rel.int.
  158.1175 12386.9 31
  196.1694 36935.9 93
  202.0776 172076.8 434
  232.1696 19107.4 48
  299.1802 6457.5 16
  317.1895 47731.3 120
  326.2474 41328.6 104
  354.2436 55754.4 140
  362.2479 396004.5 999
  380.2589 163638.2 412
//