MassBank Record: AU153304

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Diacetylmorphine (Heroin); LC-ESI-QTOF; MS2; CE: 40 eV; R=35000; [M+H]+
Mass Spectrum
Chemical Structure
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ACCESSION: AU153304
RECORD_TITLE: Diacetylmorphine (Heroin); LC-ESI-QTOF; MS2; CE: 40 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 40 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$CHROMATOGRAPHY: RETENTION_TIME 4.836 min AC$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 370.1671 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$SPLASH: splash10-0303-0593000000-b8c7c4e8760df849eeb2 PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm) 145.0622 C10H9O+ 1 145.0648 -18.15 152.0613 C12H8+ 1 152.0621 -4.9 153.0701 C12H9+ 1 153.0699 1.34 155.0867 C12H11+ 1 155.0855 7.87 157.0645 C11H9O+ 1 157.0648 -2.16 161.06 C10H9O2+ 1 161.0597 1.73 165.0702 C13H9+ 1 165.0699 2.19 166.075 C13H10+ 2 166.0777 -16.07 173.0617 C11H9O2+ 1 173.0597 11.79 178.0839 C7H14O5+ 2 178.0836 1.56 179.0854 C14H11+ 1 179.0855 -0.62 181.0633 C13H9O+ 1 181.0648 -7.96 183.0802 C13H11O+ 1 183.0804 -1.17 184.0846 C13H12O+ 1 184.0883 -19.77 185.0612 C12H9O2+ 1 185.0597 7.96 187.0743 C12H11O2+ 1 187.0754 -5.65 190.0779 C15H10+ 1 190.0777 1.27 191.0854 C15H11+ 1 191.0855 -0.64 192.09 C14[13]CH11+ 1 192.0894 3 193.0644 C14H9O+ 1 193.0648 -2.05 193.1011 C15H13+ 1 193.1012 -0.26 194.07 C13[13]CH9O+ 1 194.0687 6.5 199.0768 C13H11O2+ 1 199.0754 7.19 201.0929 C13H13O2+ 1 201.091 9.26 202.0893 C12H12NO2+ 1 202.0863 15.28 207.08 C15H11O+ 1 207.0804 -1.97 208.091 C15H12O+ 1 208.0883 13.32 209.0604 C14H9O2+ 1 209.0597 3.21 209.0979 C15H13O+ 1 209.0961 8.86 210.0639 C14H10O2+ 1 210.0675 -17.47 211.0758 C14H11O2+ 1 211.0754 2 212.0809 C13[13]CH11O2+ 1 212.0793 7.86 218.0757 C16H10O+ 1 218.0726 14.04 219.0809 C16H11O+ 1 219.0804 2.04 221.0943 C16H13O+ 1 221.0961 -8.06 223.0726 C15H11O2+ 1 223.0754 -12.43 225.0905 C15H13O2+ 1 225.091 -2.17 227.0716 C14H11O3+ 2 227.0703 5.8 227.1079 C15H15O2+ 1 227.1067 5.64 229.0867 C14H13O3+ 2 229.0859 3.24 229.1078 C11H17O5+ 2 229.1071 3.07 230.0889 C14H14O3+ 1 230.0937 -21.13 237.0921 C16H13O2+ 1 237.091 4.57 238.0935 C16H14O2+ 1 238.0988 -22.25 239.1073 C16H15O2+ 1 239.1067 2.66 240.1042 C15H14NO2+ 2 240.1019 9.65 250.1247 C17H16NO+ 2 250.1226 8.29 253.0865 C16H13O3+ 2 253.0859 2.23 253.1094 C16H15NO2+ 2 253.1097 -1.47 255.101 C16H15O3+ 2 255.1016 -2.09 266.1185 C17H16NO2+ 2 266.1176 3.38 267.1292 C17H17NO2+ 2 267.1254 14.19 268.1335 C17H18NO2+ 2 268.1332 1.06 269.1384 C16[13]CH18NO2+ 1 269.1371 4.78 286.1447 C17H20NO3+ 1 286.1438 3.31 310.145 C19H20NO3+ 1 310.1438 4.12 311.1508 C19H21NO3+ 1 311.1516 -2.53 328.1554 C19H22NO4+ 1 328.1543 3.18 329.158 C18[13]CH22NO4+ 1 329.1582 -0.62 370.1673 C21H24NO5+ 1 370.1649 6.58 371.1699 C20[13]CH24NO5+ 1 371.1688 2.86 PK$NUM_PEAK: 61 PK$PEAK: m/z int. rel.int. 145.0622 428 46 152.0613 440 48 153.0701 496 54 155.0867 404 44 157.0645 380 41 161.06 528 57 165.0702 3564 391 166.075 752 82 173.0617 680 74 178.0839 336 36 179.0854 608 66 181.0633 1660 182 183.0802 2744 301 184.0846 344 37 185.0612 796 87 187.0743 1068 117 190.0779 432 47 191.0854 3612 396 192.09 620 68 193.0644 5284 580 193.1011 444 48 194.07 1028 112 199.0768 388 42 201.0929 2076 227 202.0893 376 41 207.08 832 91 208.091 320 35 209.0604 3460 379 209.0979 1068 117 210.0639 596 65 211.0758 9100 999 212.0809 1528 167 218.0757 308 33 219.0809 2820 309 221.0943 700 76 223.0726 444 48 225.0905 732 80 227.0716 704 77 227.1079 300 32 229.0867 2244 246 229.1078 304 33 230.0889 476 52 237.0921 2492 273 238.0935 712 78 239.1073 856 93 240.1042 740 81 250.1247 448 49 253.0865 384 42 253.1094 604 66 255.101 932 102 266.1185 476 52 267.1292 416 45 268.1335 8768 962 269.1384 1732 190 286.1447 1084 119 310.145 1448 158 311.1508 412 45 328.1554 5196 570 329.158 1016 111 370.1673 8156 895 371.1699 2220 243 //