ACCESSION: MSBNK-Eawag-EA260351
RECORD_TITLE: Gemcitabine; LC-ESI-ITFT; MS2; CE: 35%; 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 2603

CH$NAME: Gemcitabine
CH$NAME: 2'-deoxy-2',2'-difluorocytidine
CH$NAME: 4-amino-1-[(2R,4R,5R)-3,3-difluoro-4-hydroxy-5-(hydroxymethyl)-2-oxolanyl]-2-pyrimidinone
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₉H₁₁F₂N₃O₄
CH$EXACT_MASS: 263.0718
CH$SMILES: NC1=NC(=O)N(C=C1)[C@@H]2O[C@H](CO)[C@@H](O)C2(F)F
CH$IUPAC: InChI=1S/C9H11F2N3O4/c10-9(11)6(16)4(3-15)18-7(9)14-2-1-5(12)13-8(14)17/h1-2,4,6-7,15-16H,3H2,(H2,12,13,17)/t4-,6-,7-/m1/s1
CH$LINK: CAS 95058-81-4
CH$LINK: CHEBI 175901
CH$LINK: KEGG C07650
CH$LINK: PUBCHEM CID:60750
CH$LINK: INCHIKEY SDUQYLNIPVEERB-QPPQHZFASA-N
CH$LINK: CHEMSPIDER 54753
CH$LINK: COMPTOX DTXSID3040487

AC$INSTRUMENT: LTQ Orbitrap XL Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-ITFT
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE NEGATIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE CID
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 35 % (nominal)
AC$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 1.0 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 308.0689
MS$FOCUSED_ION: PRECURSOR_M/Z 262.0645
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$SPLASH: splash10-03di-0930000000-e2122f1423d3060097b9
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  110.0361 C4H4N3O- 1 110.036 1.13
  111.0089 C5H3O3- 2 111.0088 1.01
  149.0356 C7H5N2O2- 1 149.0357 -0.34
  179.0464 C8H7N2O3- 1 179.0462 1.2
  192.0415 C8H6N3O3- 1 192.0415 -0.02
  194.0573 C8H8N3O3- 2 194.0571 1.01
  219.0587 C8H9F2N2O3- 1 219.0587 0.04
  222.0522 C9H8N3O4- 1 222.052 0.63
  242.0584 C9H9FN3O4- 1 242.0583 0.46
PK$NUM_PEAK: 9
PK$PEAK: m/z int. rel.int.
  110.0361 1216206.1 999
  111.0089 56074.5 46
  149.0356 8518.2 6
  179.0464 14192.7 11
  192.0415 15256.3 12
  194.0573 25313 20
  219.0587 116078.2 95
  222.0522 144055.6 118
  242.0584 276458.5 227
//