ACCESSION: MSBNK-Athens_Univ-AU273006
RECORD_TITLE: Methotrexate; LC-ESI-QTOF; MS2; CE: Ramp 24.7-37.1 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 2730

CH$NAME: Methotrexate
CH$NAME: (2S)-2-[[4-[(2,4-diaminopteridin-6-yl)methyl-methylamino]benzoyl]amino]pentanedioic acid
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₂₀H₂₂N₈O₅
CH$EXACT_MASS: 454.1713158
CH$SMILES: CN(CC1=NC2=C(N=C1)N=C(N)N=C2N)C1=CC=C(C=C1)C(=O)N[C@@H](CCC(O)=O)C(O)=O
CH$IUPAC: InChI=1S/C20H22N8O5/c1-28(9-11-8-23-17-15(24-11)16(21)26-20(22)27-17)12-4-2-10(3-5-12)18(31)25-13(19(32)33)6-7-14(29)30/h2-5,8,13H,6-7,9H2,1H3,(H,25,31)(H,29,30)(H,32,33)(H4,21,22,23,26,27)/t13-/m0/s1
CH$LINK: CAS 59-05-2
CH$LINK: CHEBI 44185
CH$LINK: KEGG C01937
CH$LINK: PUBCHEM CID:126941
CH$LINK: INCHIKEY FBOZXECLQNJBKD-ZDUSSCGKSA-N
CH$LINK: CHEMSPIDER 112728
CH$LINK: COMPTOX DTXSID4020822

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$MASS_SPECTROMETRY: COLLISION_ENERGY Ramp 24.7-37.1 eV
AC$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 3.905 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$FOCUSED_ION: BASE_PEAK 407.2203
MS$FOCUSED_ION: PRECURSOR_M/Z 455.1786
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$SPLASH: splash10-0a4i-0309000000-8a8c8026c96e26fe40c8
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  134.059 C6H6N4+ 4 134.0587 1.99
  135.0629 C5[13]CH6N4+ 1 135.0626 2.16
  175.0716 C11H11O2+ 6 175.0754 -21.59
  176.0769 C10[13]CH11O2+ 1 176.0793 -13.13
  177.0867 C6H13N2O4+ 6 177.087 -1.46
  308.1252 C15H14N7O+ 5 308.1254 -0.77
  309.1277 C14[13]CH14N7O+ 1 309.1293 -5.22
  310.1327 C13[13]C2H14N7O+ 1 310.1327 0.12
  455.1785 C20H23N8O5+ 1 455.1786 -0.1
  456.1722 C19[13]CH23N8O5+ 1 456.1825 -22.52
PK$NUM_PEAK: 10
PK$PEAK: m/z int. rel.int.
  134.059 20712 189
  135.0629 1688 15
  175.0716 27952 255
  176.0769 4608 42
  177.0867 2088 19
  308.1252 109212 999
  309.1277 20436 186
  310.1327 2088 19
  455.1785 2276 20
  456.1722 772 7
//