ACCESSION: MSBNK-Eawag-EQ361308
RECORD_TITLE: 3,4-Methylenedioxy-N-methylamphetamine (MDMA); LC-ESI-QFT; MS2; CE: 150; R=35000; [M+H]+
DATE: 2015.08.25
AUTHORS: Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag and Thomaidis N, University of Athens
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2015 Eawag, Duebendorf, Switzerland
COMMENT: CONFIDENCE standard compound
COMMENT: EAWAG_UCHEM_ID 3613

CH$NAME: 3,4-Methylenedioxy-N-methylamphetamine (MDMA)
CH$NAME: N-Methyl-3,4-methylenedioxyamphetamine
CH$NAME: 1-(1,3-benzodioxol-5-yl)-N-methylpropan-2-amine
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₁₁H₁₅NO₂
CH$EXACT_MASS: 193.11028
CH$SMILES: CC(CC1=CC2=C(C=C1)OCO2)NC
CH$IUPAC: InChI=1S/C11H15NO2/c1-8(12-2)5-9-3-4-10-11(6-9)14-7-13-10/h3-4,6,8,12H,5,7H2,1-2H3
CH$LINK: CAS 42542-10-9
CH$LINK: CHEBI 1391
CH$LINK: KEGG C07577
CH$LINK: PUBCHEM CID:1615
CH$LINK: INCHIKEY SHXWCVYOXRDMCX-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER 1556
CH$LINK: COMPTOX DTXSID90860791

AC$INSTRUMENT: Q Exactive Plus Orbitrap Thermo Scientific
AC$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$MASS_SPECTROMETRY: COLLISION_ENERGY 150 (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 35000
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 3.6 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 194.117
MS$FOCUSED_ION: PRECURSOR_M/Z 194.1176
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 1.9.6

PK$SPLASH: splash10-0fba-9200000000-e98cccad079b0b085d33
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  50.0151 C4H2+ 1 50.0151 -0.03
  51.0229 C4H3+ 1 51.0229 -0.13
  53.0386 C4H5+ 1 53.0386 -0.31
  53.9974 C2NO+ 1 53.9974 -1.11
  55.0178 C3H3O+ 1 55.0178 -0.38
  56.0494 C3H6N+ 1 56.0495 -0.99
  58.0651 C3H8N+ 1 58.0651 -0.61
  63.0228 C5H3+ 1 63.0229 -1.21
  64.0307 C5H4+ 1 64.0308 -0.34
  65.0385 C5H5+ 1 65.0386 -0.72
  66.0099 C4H2O+ 1 66.01 -2.06
  66.0463 C5H6+ 1 66.0464 -1.39
  67.0542 C5H7+ 1 67.0542 -0.7
  67.9892 C3O2+ 1 67.9893 -0.75
  68.997 C3HO2+ 1 68.9971 -1.24
  75.0227 C6H3+ 1 75.0229 -2.49
  77.0385 C6H5+ 1 77.0386 -1.51
  78.0463 C6H6+ 1 78.0464 -1.17
  79.0541 C6H7+ 1 79.0542 -1.1
  81.0334 C5H5O+ 1 81.0335 -0.63
  89.0385 C7H5+ 1 89.0386 -0.75
  90.0464 C7H6+ 1 90.0464 -0.24
  91.0542 C7H7+ 1 91.0542 -0.73
  92.0256 C6H4O+ 1 92.0257 -0.83
  93.0335 C6H5O+ 1 93.0335 -0.01
  94.0413 C6H6O+ 1 94.0413 -0.39
  95.0491 C6H7O+ 1 95.0491 -0.75
  102.0463 C8H6+ 1 102.0464 -0.9
  103.0542 C8H7+ 1 103.0542 -0.74
  104.062 C8H8+ 1 104.0621 -0.21
  105.0335 C7H5O+ 1 105.0335 -0.3
  105.0447 C6H5N2+ 1 105.0447 -0.52
  105.0698 C8H9+ 1 105.0699 -0.92
  106.0415 C7H6O+ 1 106.0413 2.11
  107.0491 C7H7O+ 1 107.0491 -0.48
  109.0648 C7H9O+ 1 109.0648 0.26
  111.0439 C6H7O2+ 1 111.0441 -1.58
  115.0542 C9H7+ 1 115.0542 -0.58
  118.0413 C8H6O+ 1 118.0413 0.12
  121.0283 C7H5O2+ 1 121.0284 -0.71
  122.0362 C7H6O2+ 1 122.0362 -0.09
  131.0492 C9H7O+ 1 131.0491 0.6
  135.044 C8H7O2+ 1 135.0441 -0.64
  147.0439 C9H7O2+ 1 147.0441 -0.79
PK$NUM_PEAK: 44
PK$PEAK: m/z int. rel.int.
  50.0151 20641812 261
  51.0229 26819048 339
  53.0386 24764084 313
  53.9974 125434.2 1
  55.0178 4624596 58
  56.0494 1304144.9 16
  58.0651 7719497.5 97
  63.0228 1597572.1 20
  64.0307 134884.5 1
  65.0385 22701230 287
  66.0099 151912.7 1
  66.0463 1135050 14
  67.0542 818939 10
  67.9892 188480.2 2
  68.997 114942.1 1
  75.0227 334961.4 4
  77.0385 70063496 887
  78.0463 2188561.5 27
  79.0541 47674168 603
  81.0334 2824847.2 35
  89.0385 5285190.5 66
  90.0464 585352.1 7
  91.0542 5027505 63
  92.0256 108918.2 1
  93.0335 218183.7 2
  94.0413 919654.2 11
  95.0491 78862000 999
  102.0463 1391534.9 17
  103.0542 25426626 322
  104.062 649961.2 8
  105.0335 3341512.2 42
  105.0447 49578320 628
  105.0698 4960697 62
  106.0415 371518.3 4
  107.0491 401335.7 5
  109.0648 187416.8 2
  111.0439 124395.6 1
  115.0542 1275252.6 16
  118.0413 125202.9 1
  121.0283 6514293.5 82
  122.0362 295019.5 3
  131.0492 86118 1
  135.044 3535399.5 44
  147.0439 5160890 65
//