ACCESSION: MSBNK-Athens_Univ-AU217809
RECORD_TITLE: Dihydrocodeine; 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 2178

CH$NAME: Dihydrocodeine
CH$NAME: (4R,4aR,7S,7aR,12bS)-9-methoxy-3-methyl-2,4,4a,5,6,7,7a,13-octahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline-7-ol
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₁₈H₂₃NO₃
CH$EXACT_MASS: 301.1677936
CH$SMILES: CN1CC[C@]23c4c5ccc(c4O[C@H]2[C@H](CC[C@H]3[C@H]1C5)O)OC
CH$IUPAC: InChI=1S/C18H23NO3/c1-19-8-7-18-11-4-5-13(20)17(18)22-16-14(21-2)6-3-10(15(16)18)9-12(11)19/h3,6,11-13,17,20H,4-5,7-9H2,1-2H3/t11-,12+,13-,17-,18-/m0/s1
CH$LINK: CAS 125-28-0
CH$LINK: PUBCHEM CID:5284543
CH$LINK: INCHIKEY RBOXVHNMENFORY-DNJOTXNNSA-N
CH$LINK: CHEMSPIDER 4447600
CH$LINK: COMPTOX DTXSID5022936

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 6.582 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$FOCUSED_ION: BASE_PEAK 302.1789
MS$FOCUSED_ION: PRECURSOR_M/Z 302.1751
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$SPLASH: splash10-0udi-0459000000-875fc497c14e3d4ec455
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  137.0602 C8H9O2+ 1 137.0597 3.25
  157.0656 C11H9O+ 1 157.0648 5.43
  158.0729 C11H10O+ 1 158.0726 2.06
  161.0603 C10H9O2+ 1 161.0597 3.77
  163.0757 C10H11O2+ 1 163.0754 2.32
  165.0703 C13H9+ 1 165.0699 2.31
  167.0864 C13H11+ 1 167.0855 4.99
  169.0654 C12H9O+ 1 169.0648 3.32
  171.0811 C12H11O+ 1 171.0804 4.13
  173.0968 C12H13O+ 1 173.0961 4.16
  175.0761 C11H11O2+ 1 175.0754 4.48
  181.0656 C13H9O+ 1 181.0648 4.65
  183.0815 C13H11O+ 1 183.0804 5.72
  184.0868 C12[13]CH11O+ 1 184.0843 13.32
  185.097 C13H13O+ 1 185.0961 4.93
  187.0762 C12H11O2+ 1 187.0754 4.45
  189.0922 C12H13O2+ 1 189.091 6.16
  195.0816 C14H11O+ 1 195.0804 6.16
  196.0868 C13[13]CH11O+ 1 196.0843 12.63
  197.0959 C14H13O+ 1 197.0961 -0.75
  199.0767 C13H11O2+ 1 199.0754 6.77
  199.1132 C14H15O+ 1 199.1117 7.18
  200.0799 C12[13]CH11O2+ 1 200.0793 3.36
  201.0923 C13H13O2+ 1 201.091 6.47
  202.0955 C12[13]CH13O2+ 1 202.0949 2.78
  209.0973 C15H13O+ 1 209.0961 5.69
  211.0764 C14H11O2+ 1 211.0754 5.03
  212.0829 C14H12O2+ 1 212.0832 -1.2
  213.0924 C14H13O2+ 1 213.091 6.41
  214.0961 C13[13]CH13O2+ 1 214.0949 5.48
  215.1075 C14H15O2+ 1 215.1067 3.98
  217.1235 C14H17O2+ 1 217.1223 5.48
  218.1261 C13[13]CH17O2+ 1 218.1262 -0.71
  225.092 C15H13O2+ 1 225.091 4.49
  227.1083 C15H15O2+ 1 227.1067 7.34
  228.1112 C14[13]CH15O2+ 1 228.1106 2.89
  241.1233 C16H17O2+ 1 241.1223 4.14
  243.1034 C18H13N+ 2 243.1043 -3.56
  244.1065 C17[13]CH13N+ 1 244.1082 -6.74
  245.1192 C18H15N+ 2 245.1199 -2.91
  246.1224 C17[13]CH15N+ 1 246.1238 -5.58
  253.1237 C17H17O2+ 1 253.1223 5.64
  269.1429 C17H19NO2+ 1 269.141 6.77
  274.1454 C16H20NO3+ 1 274.1438 6.09
  284.1663 C18H22NO2+ 1 284.1645 6.39
  302.1783 C18H24NO3+ 1 302.1751 10.74
  303.1808 C17[13]CH24NO3+ 1 303.179 6.18
  304.1837 C16[13]C2H24NO3+ 1 304.1823 4.43
PK$NUM_PEAK: 48
PK$PEAK: m/z int. rel.int.
  137.0602 37344 14
  157.0656 15624 6
  158.0729 15384 6
  161.0603 28604 11
  163.0757 18696 7
  165.0703 13816 5
  167.0864 30420 12
  169.0654 12652 5
  171.0811 54920 22
  173.0968 40560 16
  175.0761 21484 8
  181.0656 17712 7
  183.0815 93676 37
  184.0868 17400 6
  185.097 47772 19
  187.0762 38044 15
  189.0922 87212 34
  195.0816 137596 55
  196.0868 30868 12
  197.0959 13216 5
  199.0767 677208 271
  199.1132 44316 17
  200.0799 68644 27
  201.0923 450752 180
  202.0955 51176 20
  209.0973 23272 9
  211.0764 32608 13
  212.0829 16940 6
  213.0924 72244 28
  214.0961 12608 5
  215.1075 22384 8
  217.1235 81016 32
  218.1261 12868 5
  225.092 41856 16
  227.1083 314276 126
  228.1112 45596 18
  241.1233 16916 6
  243.1034 150464 60
  244.1065 21552 8
  245.1192 486116 195
  246.1224 60228 24
  253.1237 21256 8
  269.1429 17232 6
  274.1454 14524 5
  284.1663 52892 21
  302.1783 2489316 999
  303.1808 638056 256
  304.1837 46196 18
//