ACCESSION: MSBNK-Athens_Univ-AU153303
RECORD_TITLE: Diacetylmorphine (Heroin); LC-ESI-QTOF; MS2; CE: 30 eV; R=35000; [M+H]+
DATE: 2016.02.22
AUTHORS: Nikiforos Alygizakis, Reza Aalizadeh, Nikolaos Thomaidis, University of Athens
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2016 Department of Chemistry, University of Athens
COMMENT: CONFIDENCE standard compound
COMMENT: INTERNAL_ID 1533

CH$NAME: Diacetylmorphine (Heroin)
CH$NAME: Diacetylmorphine
CH$NAME: [(4R,4aR,7S,7aR,12bS)-9-acetyloxy-3-methyl-2,4,4a,7,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline-7-yl] acetate
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₂₁H₂₃NO₅
CH$EXACT_MASS: 369.1576228
CH$SMILES: CC(=O)Oc1ccc2c3c1O[C@@H]4[C@]35CCN([C@H](C2)[C@@H]5C=C[C@@H]4OC(=O)C)C
CH$IUPAC: InChI=1S/C21H23NO5/c1-11(23)25-16-6-4-13-10-15-14-5-7-17(26-12(2)24)20-21(14,8-9-22(15)3)18(13)19(16)27-20/h4-7,14-15,17,20H,8-10H2,1-3H3/t14-,15+,17-,20-,21-/m0/s1
CH$LINK: CAS 561-27-3
CH$LINK: CHEBI 27808
CH$LINK: KEGG D07286
CH$LINK: PUBCHEM CID:5462328
CH$LINK: INCHIKEY GVGLGOZIDCSQPN-PVHGPHFFSA-N
CH$LINK: CHEMSPIDER 4575379
CH$LINK: COMPTOX DTXSID6046761

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$MASS_SPECTROMETRY: COLLISION_ENERGY 30 eV
AC$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 4.803 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$FOCUSED_ION: BASE_PEAK 370.1667
MS$FOCUSED_ION: PRECURSOR_M/Z 370.1649
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$DATA_PROCESSING: RECALIBRATE identity on assigned fragments and MS1
MS$DATA_PROCESSING: WHOLE RMassBank 1.99.10

PK$SPLASH: splash10-00di-0039000000-3824b8beec641e65aced
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  161.0603 C10H9O2+ 1 161.0597 3.61
  165.0704 C13H9+ 1 165.0699 3.19
  181.0645 C13H9O+ 1 181.0648 -1.59
  183.081 C13H11O+ 1 183.0804 3.02
  187.0767 C12H11O2+ 1 187.0754 7.26
  191.0879 C15H11+ 2 191.0855 12.41
  193.0659 C14H9O+ 1 193.0648 5.71
  194.072 C14H10O+ 1 194.0726 -3.03
  203.0718 C15H9N+ 2 203.073 -5.47
  207.0827 C15H11O+ 1 207.0804 10.74
  209.0603 C14H9O2+ 1 209.0597 3.04
  209.0975 C15H13O+ 1 209.0961 6.78
  211.076 C14H11O2+ 1 211.0754 2.89
  212.081 C14H12O2+ 1 212.0832 -10.44
  219.0815 C16H11O+ 1 219.0804 4.98
  220.083 C16H12O+ 1 220.0883 -23.86
  221.0994 C16H13O+ 2 221.0961 14.95
  225.0932 C15H13O2+ 1 225.091 9.93
  227.0731 C17H9N+ 2 227.073 0.59
  229.0862 C14H13O3+ 2 229.0859 1.09
  237.0929 C16H13O2+ 1 237.091 7.91
  238.0964 C16H14O2+ 1 238.0988 -10.31
  239.1043 C16H15O2+ 1 239.1067 -9.87
  253.0848 C16H13O3+ 2 253.0859 -4.54
  255.1025 C16H15O3+ 2 255.1016 3.54
  266.1217 C17H16NO2+ 1 266.1176 15.47
  267.1281 C17H17NO2+ 2 267.1254 10.11
  268.1342 C17H18NO2+ 2 268.1332 3.64
  269.1368 C16[13]CH18NO2+ 1 269.1371 -1.06
  286.1438 C17H20NO3+ 1 286.1438 0.16
  310.1443 C19H20NO3+ 1 310.1438 1.74
  311.1494 C19H21NO3+ 1 311.1516 -7.05
  328.156 C19H22NO4+ 1 328.1543 5.16
  329.1585 C18[13]CH22NO4+ 1 329.1582 0.72
  370.1675 C21H24NO5+ 1 370.1649 7.07
  371.1701 C20[13]CH24NO5+ 1 371.1688 3.5
PK$NUM_PEAK: 36
PK$PEAK: m/z int. rel.int.
  161.0603 384 8
  165.0704 948 19
  181.0645 340 7
  183.081 948 19
  187.0767 356 7
  191.0879 932 19
  193.0659 2912 60
  194.072 372 7
  203.0718 456 9
  207.0827 368 7
  209.0603 1168 24
  209.0975 344 7
  211.076 5204 108
  212.081 1076 22
  219.0815 1208 25
  220.083 360 7
  221.0994 348 7
  225.0932 456 9
  227.0731 364 7
  229.0862 1080 22
  237.0929 2732 57
  238.0964 328 6
  239.1043 444 9
  253.0848 344 7
  255.1025 576 12
  266.1217 696 14
  267.1281 472 9
  268.1342 8008 167
  269.1368 1016 21
  286.1438 572 11
  310.1443 3580 74
  311.1494 912 19
  328.156 7316 152
  329.1585 1248 26
  370.1675 47836 999
  371.1701 13920 290
//