ACCESSION: MSBNK-Athens_Univ-AU153309
RECORD_TITLE: Diacetylmorphine (Heroin); LC-ESI-QTOF; MS2; HILIC; CE: 30 eV; R=35000; [M+H]+
DATE: 2016.02.26
AUTHORS: Nikiforos Alygizakis, 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$LINK: CAS 209-217-7
CH$LINK: CHEBI 27808
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$CHROMATOGRAPHY: COLUMN_NAME ACQUITY UPLC BEH Amide 1.7 um 2.1x100mm, Waters
AC$CHROMATOGRAPHY: FLOW_GRADIENT 0/100 at 0-2 min, 95/5 at 12 min, 95/5 at 17 min, 0/100 at 17.1, 0/100 at 25 min
AC$CHROMATOGRAPHY: FLOW_RATE 200 uL/min
AC$CHROMATOGRAPHY: RETENTION_TIME 5.980 min
AC$CHROMATOGRAPHY: SOLVENT A Water with 0.01% formic acid and 1mM ammonium formate
AC$CHROMATOGRAPHY: SOLVENT B Acetonitrile:Water 95:5 with 0.01% formic acid and 1mM ammonium formate

MS$FOCUSED_ION: BASE_PEAK 370.1663
MS$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$SPLASH: splash10-00di-0029000000-ca0a11c8099760ff299e
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  165.0696 C13H9+ 1 165.0699 -1.58
  183.0818 C13H11O+ 1 183.0804 7.58
  187.0732 C12H11O2+ 1 187.0754 -11.64
  191.0847 C15H11+ 1 191.0855 -4.37
  193.0644 C14H9O+ 1 193.0648 -2.12
  194.0688 C13[13]CH9O+ 1 194.0687 0.39
  201.0913 C13H13O2+ 1 201.091 1.24
  203.0702 C12H11O3+ 2 203.0703 -0.12
  207.0809 C15H11O+ 1 207.0804 2.06
  209.0591 C14H9O2+ 1 209.0597 -2.98
  209.0953 C15H13O+ 1 209.0961 -3.75
  211.0751 C14H11O2+ 1 211.0754 -1.42
  212.0799 C13[13]CH11O2+ 1 212.0793 2.92
  219.08 C16H11O+ 1 219.0804 -2.14
  221.0986 C16H13O+ 1 221.0961 11.12
  225.0919 C15H13O2+ 1 225.091 4.06
  229.0849 C14H13O3+ 2 229.0859 -4.27
  237.0907 C16H13O2+ 1 237.091 -1.24
  238.0965 C15[13]CH13O2+ 1 238.0949 6.74
  239.1085 C16H15O2+ 1 239.1067 7.58
  240.1026 C15H14NO2+ 2 240.1019 2.72
  250.1228 C17H16NO+ 2 250.1226 0.78
  253.0864 C16H13O3+ 2 253.0859 1.7
  255.1036 C19H13N+ 2 255.1043 -2.37
  267.1254 C17H17NO2+ 2 267.1254 0.19
  268.1342 C17H18NO2+ 2 268.1332 3.6
  269.1379 C16[13]CH18NO2+ 1 269.1371 2.97
  286.1442 C17H20NO3+ 1 286.1438 1.47
  287.1464 C21H19O+ 2 287.143 11.61
  310.145 C19H20NO3+ 1 310.1438 4.1
  311.1462 C18[13]CH20NO3+ 1 311.1477 -4.67
  328.1548 C19H22NO4+ 1 328.1543 1.45
  329.1592 C18[13]CH22NO4+ 1 329.1582 2.89
  370.1667 C21H24NO5+ 1 370.1649 4.74
  371.1696 C20[13]CH24NO5+ 1 371.1688 2.18
  372.171 C19[13]C2H24NO5+ 1 372.1722 -3
PK$NUM_PEAK: 36
PK$PEAK: m/z int. rel.int.
  165.0696 1316 10
  183.0818 1304 10
  187.0732 672 5
  191.0847 1824 14
  193.0644 5104 41
  194.0688 1140 9
  201.0913 776 6
  203.0702 1444 11
  207.0809 1260 10
  209.0591 2484 20
  209.0953 628 5
  211.0751 12404 101
  212.0799 1712 14
  219.08 3436 28
  221.0986 644 5
  225.0919 800 6
  229.0849 2144 17
  237.0907 5028 41
  238.0965 1076 8
  239.1085 1104 9
  240.1026 1192 9
  250.1228 640 5
  253.0864 680 5
  255.1036 920 7
  267.1254 944 7
  268.1342 17428 142
  269.1379 3584 29
  286.1442 2664 21
  287.1464 632 5
  310.145 9464 77
  311.1462 1996 16
  328.1548 19152 156
  329.1592 3904 31
  370.1667 122088 999
  371.1696 31848 260
  372.171 4452 36
//