MassBank Record: AU153311

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Diacetylmorphine (Heroin); LC-ESI-QTOF; MS2; HILIC; CE: 50 eV; R=35000; [M+H]+
Mass Spectrum
Chemical Structure
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ACCESSION: AU153311
RECORD_TITLE: Diacetylmorphine (Heroin); LC-ESI-QTOF; MS2; HILIC; CE: 50 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$MASS_SPECTROMETRY: COLLISION_ENERGY 50 eV AC$MASS_SPECTROMETRY: RESOLUTION 35000 AC$CHROMATOGRAPHY: COLUMN_NAME ACQUITY UPLC BEH Amide 1.7 um 2.1x100mm, Water AC$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 5.993 min AC$CHROMATOGRAPHY: SOLVENT A Water with 0.01% formic acid and 1mM ammonium formate AC$CHROMATOGRAPHY: SOLVENT B Acetonitrile:Water with 0.01% formic acid and 1mM ammonium formate
MS$FOCUSED_ION: BASE_PEAK 370.1652 MS$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: splash10-015c-0960000000-4efe45d17d1e3c8bd7ff PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm) 115.0531 C9H7+ 1 115.0542 -9.4 117.0684 C9H9+ 1 117.0699 -12.86 121.0638 C8H9O+ 1 121.0648 -8.56 123.0438 C7H7O2+ 1 123.0441 -1.95 128.0627 C10H8+ 1 128.0621 5.4 131.0478 C9H7O+ 1 131.0491 -10.27 131.0716 C9H9N+ 2 131.073 -9.99 132.0791 C6H12O3+ 2 132.0781 7.86 135.0436 C8H7O2+ 1 135.0441 -3.05 141.0695 C11H9+ 1 141.0699 -2.61 144.0581 C10H8O+ 1 144.057 7.98 144.0798 C10H10N+ 2 144.0808 -6.59 145.0632 C10H9O+ 1 145.0648 -10.83 146.0591 C9H8NO+ 2 146.06 -6.55 146.0695 C10H10O+ 1 146.0726 -21.67 146.0952 C10H12N+ 2 146.0964 -8.69 147.0438 C9H7O2+ 1 147.0441 -1.59 152.0614 C12H8+ 1 152.0621 -4.17 153.0688 C12H9+ 1 153.0699 -6.82 154.0748 C12H10+ 2 154.0777 -18.77 155.0847 C12H11+ 1 155.0855 -5.37 156.0885 C4H14NO5+ 1 156.0866 11.72 157.0631 C11H9O+ 1 157.0648 -10.94 158.0691 C11H10O+ 1 158.0726 -22.25 158.0968 C11H12N+ 2 158.0964 2.2 159.1031 C11H13N+ 2 159.1043 -7.37 160.075 C10H10NO+ 2 160.0757 -4.11 161.0591 C10H9O2+ 1 161.0597 -3.6 164.0682 C6H12O5+ 2 164.0679 1.4 165.0691 C13H9+ 1 165.0699 -4.85 166.0733 C12[13]CH9+ 1 166.0738 -2.65 167.0832 C13H11+ 1 167.0855 -13.88 168.0564 C12H8O+ 1 168.057 -3.46 169.0638 C12H9O+ 1 169.0648 -6.11 171.0444 C11H7O2+ 1 171.0441 1.75 171.0776 C12H11O+ 1 171.0804 -16.33 173.0585 C11H9O2+ 1 173.0597 -7 173.0956 C12H13O+ 1 173.0961 -2.67 176.0711 C10H10NO2+ 2 176.0706 2.93 178.0778 C14H10+ 1 178.0777 0.67 179.0852 C14H11+ 1 179.0855 -1.94 180.0882 C6H14NO5+ 1 180.0866 8.65 181.0642 C13H9O+ 1 181.0648 -3.48 181.101 C14H13+ 1 181.1012 -0.81 182.0674 C12[13]CH9O+ 1 182.0687 -6.86 183.0797 C13H11O+ 1 183.0804 -3.88 184.0824 C12[13]CH11O+ 1 184.0843 -10.8 185.0591 C12H9O2+ 1 185.0597 -3.35 186.0667 C12H10O2+ 1 186.0675 -4.62 187.0752 C12H11O2+ 1 187.0754 -0.85 189.0699 C15H9+ 1 189.0699 0.02 190.0763 C15H10+ 1 190.0777 -7.25 191.0848 C15H11+ 1 191.0855 -3.61 192.0888 C14[13]CH11+ 1 192.0894 -3.52 193.0636 C14H9O+ 1 193.0648 -5.95 193.1001 C15H13+ 1 193.1012 -5.48 194.0688 C14H10O+ 1 194.0726 -19.64 195.0788 C14H11O+ 1 195.0804 -8.32 196.0485 C13H8O2+ 1 196.0519 -17.45 197.0584 C13H9O2+ 1 197.0597 -6.78 197.0945 C14H13O+ 1 197.0961 -8.28 198.0657 C13H10O2+ 1 198.0675 -9.46 198.0926 C13H12NO+ 2 198.0913 6.29 199.0751 C13H11O2+ 1 199.0754 -1.22 201.0711 C16H9+ 2 201.0699 6.12 201.0908 C13H13O2+ 1 201.091 -0.91 202.0769 C16H10+ 1 202.0777 -3.89 203.0826 C16H11+ 2 203.0855 -14.63 203.0881 C16H11+ 2 203.0855 12.64 205.0667 C15H9O+ 1 205.0648 9.44 207.0802 C15H11O+ 1 207.0804 -1.32 208.0848 C15H12O+ 1 208.0883 -16.77 209.0593 C14H9O2+ 1 209.0597 -1.86 209.0945 C15H13O+ 1 209.0961 -7.6 210.0635 C13[13]CH9O2+ 1 210.0636 -0.29 211.0745 C14H11O2+ 1 211.0754 -3.91 212.0796 C13[13]CH11O2+ 1 212.0793 1.44 213.0516 C13H9O3+ 1 213.0546 -14.28 214.0608 C13H10O3+ 2 214.0624 -7.59 216.0997 C10H16O5+ 2 216.0992 2.14 218.072 C16H10O+ 1 218.0726 -2.6 219.0797 C16H11O+ 1 219.0804 -3.51 220.0831 C16H12O+ 1 220.0883 -23.35 220.1105 C13H16O3+ 2 220.1094 4.84 221.0586 C15H9O2+ 1 221.0597 -4.99 221.0958 C16H13O+ 1 221.0961 -1.15 222.0684 C15H10O2+ 1 222.0675 4.1 222.0917 C15H12NO+ 2 222.0913 1.61 222.1281 C16H16N+ 3 222.1277 1.77 223.0736 C15H11O2+ 1 223.0754 -8 225.0902 C15H13O2+ 1 225.091 -3.8 227.07 C14H11O3+ 2 227.0703 -1.11 227.1038 C15H15O2+ 1 227.1067 -12.69 228.0762 C14H12O3+ 2 228.0781 -8.48 228.1008 C14H14NO2+ 2 228.1019 -4.92 229.0844 C14H13O3+ 2 229.0859 -6.64 230.0852 C13H12NO3+ 1 230.0812 17.35 234.0909 C16H12NO+ 2 234.0913 -2.07 235.0985 C16H13NO+ 2 235.0992 -2.9 236.1053 C13H16O4+ 2 236.1043 4.24 237.0898 C16H13O2+ 1 237.091 -5.27 238.0937 C16H14O2+ 1 238.0988 -21.48 239.0952 C15H13NO2+ 2 239.0941 4.72 240.1027 C15H14NO2+ 2 240.1019 3.12 240.1385 C16H18NO+ 2 240.1383 0.93 250.1211 C14H18O4+ 2 250.12 4.43 251.1265 C14H19O4+ 2 251.1278 -5.21 252.1043 C16H14NO2+ 2 252.1019 9.69 253.1072 C13H17O5+ 3 253.1071 0.41 255.098 C16H15O3+ 2 255.1016 -13.88 266.117 C17H16NO2+ 2 266.1176 -2.13 267.1231 C14H19O5+ 3 267.1227 1.45 268.1335 C17H18NO2+ 2 268.1332 1.12 269.0815 C16H13O4+ 2 269.0808 2.31 269.1359 C16[13]CH18NO2+ 1 269.1371 -4.54 286.1435 C17H20NO3+ 1 286.1438 -1.02 328.1545 C19H22NO4+ 1 328.1543 0.56 329.1565 C19H23NO4+ 1 329.1622 -17.15 370.1665 C21H24NO5+ 1 370.1649 4.44 PK$NUM_PEAK: 119 PK$PEAK: m/z int. rel.int. 115.0531 644 41 117.0684 408 26 121.0638 528 34 123.0438 376 24 128.0627 408 26 131.0478 496 31 131.0716 392 25 132.0791 316 20 135.0436 308 19 141.0695 1812 116 144.0581 352 22 144.0798 328 21 145.0632 940 60 146.0591 428 27 146.0695 328 21 146.0952 300 19 147.0438 1080 69 152.0614 936 60 153.0688 3152 203 154.0748 516 33 155.0847 2820 181 156.0885 400 25 157.0631 1360 87 158.0691 496 31 158.0968 412 26 159.1031 344 22 160.075 344 22 161.0591 1084 69 164.0682 312 20 165.0691 15500 999 166.0733 2908 187 167.0832 636 40 168.0564 600 38 169.0638 1220 78 171.0444 440 28 171.0776 444 28 173.0585 1016 65 173.0956 484 31 176.0711 436 28 178.0778 1252 80 179.0852 1780 114 180.0882 548 35 181.0642 8396 541 181.101 768 49 182.0674 1732 111 183.0797 4924 317 184.0824 880 56 185.0591 2044 131 186.0667 752 48 187.0752 1300 83 189.0699 876 56 190.0763 1436 92 191.0848 7848 505 192.0888 1420 91 193.0636 7088 456 193.1001 744 47 194.0688 1944 125 195.0788 544 35 196.0485 332 21 197.0584 816 52 197.0945 868 55 198.0657 348 22 198.0926 328 21 199.0751 1036 66 201.0711 676 43 201.0908 2772 178 202.0769 548 35 203.0826 348 22 203.0881 388 25 205.0667 316 20 207.0802 1148 73 208.0848 356 22 209.0593 7620 491 209.0945 2068 133 210.0635 2032 130 211.0745 9136 588 212.0796 2056 132 213.0516 308 19 214.0608 632 40 216.0997 316 20 218.072 832 53 219.0797 3348 215 220.0831 816 52 220.1105 484 31 221.0586 324 20 221.0958 968 62 222.0684 724 46 222.0917 412 26 222.1281 536 34 223.0736 300 19 225.0902 1028 66 227.07 2156 138 227.1038 396 25 228.0762 308 19 228.1008 388 25 229.0844 1652 106 230.0852 520 33 234.0909 552 35 235.0985 432 27 236.1053 300 19 237.0898 3060 197 238.0937 680 43 239.0952 380 24 240.1027 836 53 240.1385 492 31 250.1211 652 42 251.1265 420 27 252.1043 896 57 253.1072 876 56 255.098 580 37 266.117 1188 76 267.1231 556 35 268.1335 5168 333 269.0815 316 20 269.1359 1532 98 286.1435 984 63 328.1545 2104 135 329.1565 464 29 370.1665 904 58 //