ACCESSION: MSBNK-Eawag-EQ361305
RECORD_TITLE: 3,4-Methylenedioxy-N-methylamphetamine (MDMA); LC-ESI-QFT; MS2; CE: 75; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 75 (nominal)
AC$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$SPLASH: splash10-0a4r-1900000000-a75796025d8746c75458
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  50.015 C4H2+ 1 50.0151 -2.03
  51.0228 C4H3+ 1 51.0229 -1.5
  53.0385 C4H5+ 1 53.0386 -0.69
  55.0178 C3H3O+ 1 55.0178 -0.75
  56.0494 C3H6N+ 1 56.0495 -0.99
  58.0651 C3H8N+ 1 58.0651 -0.79
  65.0385 C5H5+ 1 65.0386 -1.33
  77.0384 C6H5+ 1 77.0386 -2.16
  79.0541 C6H7+ 1 79.0542 -1.35
  81.0334 C5H5O+ 1 81.0335 -0.76
  91.0541 C7H7+ 1 91.0542 -0.95
  93.0334 C6H5O+ 1 93.0335 -0.55
  95.0491 C6H7O+ 1 95.0491 -0.85
  103.0542 C8H7+ 1 103.0542 -0.74
  105.0698 C8H9+ 1 105.0699 -0.92
  107.049 C7H7O+ 1 107.0491 -1.79
  111.044 C6H7O2+ 1 111.0441 -0.59
  115.0542 C9H7+ 1 115.0542 -0.58
  121.0282 C7H5O2+ 1 121.0284 -1.95
  122.0361 C7H6O2+ 1 122.0362 -0.91
  131.0491 C9H7O+ 1 131.0491 0.07
  133.0647 C9H9O+ 1 133.0648 -0.69
  135.0439 C8H7O2+ 1 135.0441 -1.3
  145.0646 C10H9O+ 1 145.0648 -1.59
  147.0442 C9H7O2+ 1 147.0441 1.18
  148.0517 C9H8O2+ 1 148.0519 -1.49
  151.0751 C9H11O2+ 1 151.0754 -1.63
  163.0752 C10H11O2+ 1 163.0754 -0.96
PK$NUM_PEAK: 28
PK$PEAK: m/z int. rel.int.
  50.015 508797.7 1
  51.0228 910048.4 3
  53.0385 2642805 8
  55.0178 11766726 39
  56.0494 481692.2 1
  58.0651 26071246 88
  65.0385 2912897.8 9
  77.0384 10059192 34
  79.0541 69753664 236
  81.0334 440113.2 1
  91.0541 2829008.8 9
  93.0334 4355978 14
  95.0491 10312966 35
  103.0542 41046388 139
  105.0698 294062976 999
  107.049 896112.6 3
  111.044 1388880 4
  115.0542 3775482.5 12
  121.0282 1930125.9 6
  122.0361 6212084.5 21
  131.0491 732789.1 2
  133.0647 102207984 347
  135.0439 173919072 590
  145.0646 404288.2 1
  147.0442 717683.5 2
  148.0517 2104080.5 7
  151.0751 1211657.4 4
  163.0752 13688145 46
//