ACCESSION: MSBNK-AAFC-AC000752
RECORD_TITLE: Verruculogen; LC-ESI-ITFT; MS2; CE: 10; R=17500; [M+H]+
DATE: 2017.07.07
AUTHORS: Megan J. Kelman, Justin B. Renaud, Mark W. Sumarah, Agriculture and Agri-Food Canada
LICENSE: CC BY-SA
COPYRIGHT: Copyright (C) 2017
COMMENT: CONFIDENCE Penicillium amphipolaria

CH$NAME: Verruculogen
CH$NAME: TR toxin
CH$NAME: (5R,10S,10aR,14aS,15bS)-10,10a-dihydroxy-6-methoxy-2,2-dimethyl-5-(2-methylprop-1-en-1-yl)-1,10,10a,14,14a,15b-hexahydro-12H-3,4-dioxa-5a,11a,15a-triazacycloocta[1,2,3-lm]indeno[5,6-b]fluorene-11,15(2H,13H)-dione
CH$COMPOUND_CLASS: Natural Product; Fungal metabolite
CH$FORMULA: C₂₇H₃₃N₃O₇
CH$EXACT_MASS: 511.23184
CH$SMILES: CC(=C[C@@H]1N2C3=C(C=CC(=C3)OC)C4=C2[C@H](CC(OO1)(C)C)N5C(=O)[C@@H]6CCCN6C(=O)[C@@]5([C@H]4O)O)C
CH$IUPAC: InChI=1S/C27H33N3O7/c1-14(2)11-20-29-18-12-15(35-5)8-9-16(18)21-22(29)19(13-26(3,4)37-36-20)30-24(32)17-7-6-10-28(17)25(33)27(30,34)23(21)31/h8-9,11-12,17,19-20,23,31,34H,6-7,10,13H2,1-5H3/t17-,19-,20+,23-,27+/m0/s1
CH$LINK: INCHIKEY LRXYHMMJJCTUMY-GWXUGYLUSA-N
CH$LINK: PUBCHEM CID:13887805
CH$LINK: CHEMSPIDER 10405461
CH$LINK: KNAPSACK C00011299
CH$LINK: COMPTOX DTXSID30894030

AC$INSTRUMENT: Q-Exactive Orbitrap Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-ITFT
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: IONIZATION_VOLTAGE 3.9 kV
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 10(NCE)
AC$MASS_SPECTROMETRY: RESOLUTION 17500
AC$CHROMATOGRAPHY: COLUMN_NAME Agilent RRHD Eclipse 50 x 2 mm, 1.8 uM
AC$CHROMATOGRAPHY: FLOW_GRADIENT 100:0 at 0 min, 100:0 at 0.5 min, 0:100 at 3.5 min, 0:100 at 5.5 min, 100:0 at 7 min
AC$CHROMATOGRAPHY: FLOW_RATE 0.3 mL min-1
AC$CHROMATOGRAPHY: RETENTION_TIME 3.77
AC$CHROMATOGRAPHY: NAPS_RTI 1288
AC$CHROMATOGRAPHY: SOLVENT A H2O 0.1% FA
AC$CHROMATOGRAPHY: SOLVENT B ACN 0.1% FA

MS$FOCUSED_ION: BASE_PEAK 370.1392
MS$FOCUSED_ION: PRECURSOR_M/Z 512.2386
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$DATA_PROCESSING: DEPROFILE Proteowizard
MS$DATA_PROCESSING: RECALIBRATE based on Fragment ion formula determination
MS$DATA_PROCESSING: INTENSITY CUTOFF 0.05 Base Peak

PK$SPLASH: splash10-03k9-0119440000-88646b22ef42136c3a80
PK$ANNOTATION: m/z tentative_formula mass_error(ppm)
  198.091 C13H12N1O1+ -1.75
  230.1172 C14H16N1O2+ -1.56
  240.1014 C15H14N1O2+ -2.12
  313.1177 C17H17N2O4+ -1.84
  314.1744 C19H24N1O3+ -2.16
  324.1329 C15H20N2O6+ 4.09
  331.1274 C17H19N2O5+ -4.34
  338.1126 C18H16N3O4+ -2.72
  352.1285 C19H18N3O4+ -1.91
  356.1233 C18H18N3O5+ -2.2
  364.1653 C21H22N3O3+ -0.73
  370.1392 C19H20N3O5+ -1.44
  378.1431 C18H22N2O7+ 2.55
  382.1746 C18H26N2O7+ 3.04
  392.1597 C22H22N3O4+ -1.98
  394.1761 C22H24N3O4+ -0.07
  396.1549 C21H22N3O5+ -1.23
  410.1691 C22H24N3O5+ -4.72
  428.181 C22H26N3O6+ -1.4
  429.1884 C22H27N3O6+ -2.39
  436.1845 C24H26N3O5+ -5.02
  448.221 C23H32N2O7+ 1.35
  476.217 C27H30N3O5+ -2.09
  494.2268 C27H32N3O6+ -3.55
  512.2352 C27H34N3O7+ -7.65
PK$NUM_PEAK: 26
PK$PEAK: m/z int. rel.int.
  198.0913 618416.3125 458
  230.1176 225861.6875 166
  240.1019 103098.78125 75
  313.1183 135154.859375 99
  314.1751 74170.8671875 54
  324.1316 58232.39453125 42
  331.1288 48357.1796875 34
  338.1135 70309.2890625 51
  352.1292 503928.28125 373
  356.1241 77615.1015625 56
  364.1656 92395.546875 67
  370.1397 1346987.25 999
  378.1421 47885.328125 34
  382.1734 184905.015625 136
  392.1605 128006.3671875 94
  394.1761 53997.87890625 39
  396.1554 121024.84375 88
  410.171 206433.125 152
  428.1816 343114.4375 253
  429.1894 91447.9765625 66
  436.1867 47087.79296875 33
  448.2204 44400.73828125 31
  476.218 136057.4375 100
  494.1472 58099.98046875 42
  494.2286 522825.78125 387
  512.2391 1336812.25 991
//