ACCESSION: MSBNK-Eawag-EA065905
RECORD_TITLE: Oseltamivir carboxylate; LC-ESI-ITFT; MS2; CE: 60%; R=7500; [M+H]+
DATE: 2014.01.14
AUTHORS: Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2012 Eawag, Duebendorf, Switzerland
COMMENT: CONFIDENCE standard compound
COMMENT: EAWAG_UCHEM_ID 659

CH$NAME: Oseltamivir carboxylate
CH$NAME: (3R,4R,5S)-4-acetamido-5-amino-3-pentan-3-yloxycyclohexene-1-carboxylic acid
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₁₄H₂₄N₂O₄
CH$EXACT_MASS: 284.1736
CH$SMILES: CCC(CC)O[C@@H]1C=C(C[C@@H]([C@H]1NC(=O)C)N)C(=O)O
CH$IUPAC: InChI=1S/C14H24N2O4/c1-4-10(5-2)20-12-7-9(14(18)19)6-11(15)13(12)16-8(3)17/h7,10-13H,4-6,15H2,1-3H3,(H,16,17)(H,18,19)/t11-,12+,13+/m0/s1
CH$LINK: CAS 187227-45-8
CH$LINK: PUBCHEM CID:449381
CH$LINK: INCHIKEY NENPYTRHICXVCS-YNEHKIRRSA-N
CH$LINK: CHEMSPIDER 395929
CH$LINK: COMPTOX DTXSID50171996

AC$INSTRUMENT: LTQ Orbitrap XL Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-ITFT
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 7500
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 5.1 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 285.1822
MS$FOCUSED_ION: PRECURSOR_M/Z 285.1809
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$DATA_PROCESSING: DEPROFILE Spline
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 1.3.1

PK$SPLASH: splash10-000l-4900000000-f9f46847e2babd00df1c
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  60.0445 C2H6NO+ 1 60.0444 1.66
  65.0386 C5H5+ 1 65.0386 0.36
  67.0543 C5H7+ 1 67.0542 1.39
  68.0495 C4H6N+ 1 68.0495 1.09
  77.0387 C6H5+ 1 77.0386 1.21
  80.0496 C5H6N+ 1 80.0495 1.93
  82.0651 C5H8N+ 1 82.0651 -0.43
  83.0492 C5H7O+ 1 83.0491 0.47
  92.0495 C6H6N+ 1 92.0495 0.59
  93.0336 C6H5O+ 1 93.0335 1.6
  93.057 C6H7N+ 1 93.0573 -3.34
  94.0653 C6H8N+ 1 94.0651 1.43
  95.0491 C6H7O+ 1 95.0491 -0.12
  109.0522 C6H7NO+ 1 109.0522 -0.32
  109.076 C6H9N2+ 1 109.076 0.14
  110.0601 C6H8NO+ 1 110.06 0.45
  111.0441 C6H7O2+ 1 111.0441 0.22
  119.0608 C7H7N2+ 1 119.0604 3.57
  120.0446 C7H6NO+ 1 120.0444 1.33
  121.0284 C7H5O2+ 1 121.0284 0.03
  133.076 C8H9N2+ 1 133.076 -0.26
  134.0606 C8H8NO+ 1 134.06 4.1
  136.0756 C8H10NO+ 1 136.0757 -0.88
  137.0711 C7H9N2O+ 1 137.0709 1.17
  138.0551 C7H8NO2+ 1 138.055 1.34
  139.0391 C7H7O3+ 1 139.039 1.08
  155.0813 C7H11N2O2+ 1 155.0815 -1.57
  156.0656 C7H10NO3+ 1 156.0655 0.45
  161.0711 C9H9N2O+ 1 161.0709 1.31
  162.0551 C9H8NO2+ 1 162.055 1.14
  179.0812 C9H11N2O2+ 1 179.0815 -1.92
  180.0658 C9H10NO3+ 1 180.0655 1.56
  198.0759 C9H12NO4+ 1 198.0761 -1.18
PK$NUM_PEAK: 33
PK$PEAK: m/z int. rel.int.
  60.0445 59392 28
  65.0386 124986.8 59
  67.0543 174639.5 83
  68.0495 41238.2 19
  77.0387 40096.5 19
  80.0496 19312.3 9
  82.0651 21911.3 10
  83.0492 47263.4 22
  92.0495 115973.8 55
  93.0336 181962.4 87
  93.057 19499.1 9
  94.0653 1823544.9 873
  95.0491 62167.7 29
  109.0522 15008.6 7
  109.076 173006.8 82
  110.0601 113620.8 54
  111.0441 63780.8 30
  119.0608 38841.7 18
  120.0446 1376354.9 659
  121.0284 24512.2 11
  133.076 24000.2 11
  134.0606 31517.8 15
  136.0756 38916.9 18
  137.0711 743547.5 356
  138.0551 2084868.2 999
  139.0391 26084.9 12
  155.0813 22091.8 10
  156.0656 83478 39
  161.0711 36566.5 17
  162.0551 124779.9 59
  179.0812 14942.6 7
  180.0658 82233.5 39
  198.0759 95169.7 45
//