ACCESSION: MSBNK-AAFC-AC000753
RECORD_TITLE: Verruculogen; LC-ESI-ITFT; MS2; CE: 20; 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 20(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$FOCUSED_ION: BASE_PEAK 370.1391
MS$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$SPLASH: splash10-00dj-0339100000-ca173a5047735842191a
PK$ANNOTATION: m/z tentative_formula mass_error(ppm)
  70.0658 C4H8N1+ 9.53
  153.0655 C7H9N2O2+ -2.27
  169.0603 C7H9N2O3+ -2.71
  172.0757 C11H10N1O1+ 0.03
  181.0603 C8H9N2O3+ -2.53
  188.07 C11H10N1O2+ -3.21
  191.0573 C10H9N1O3+ -2.03
  198.091 C13H12N1O1+ -1.75
  199.0865 C12H11N2O1+ -0.45
  201.0777 C12H11N1O2+ -3.63
  202.0854 C12H12N1O2+ -4.24
  202.122 C13H16N1O1+ -3.22
  210.0907 C14H12N1O1+ -3.07
  227.0802 C13H11N2O2+ -5.72
  228.102 C14H14N1O2+ 0.4
  230.1171 C14H16N1O2+ -2.0
  240.1014 C15H14N1O2+ -2.12
  242.1176 C15H16N1O2+ 0.17
  255.0759 C14H11N2O3+ -2.0
  258.112 C15H16N1O3+ -1.82
  259.1195 C15H17N1O3+ -3.07
  260.124 C10H18N3O5+ -0.32
  295.1067 C17H15N2O3+ -3.44
  296.1377 C14H20N2O5+ 3.5
  310.1174 C17H16N3O3+ -3.9
  313.1177 C17H17N2O4+ -1.84
  322.1125 C22H14N2O1+ 7.55
  323.1256 C18H17N3O3+ -2.59
  324.1333 C18H18N3O3+ -2.97
  331.1271 C17H19N2O5+ -5.25
  336.1333 C19H18N3O3+ -2.86
  338.1126 C18H16N3O4+ -2.72
  342.1433 C15H22N2O7+ 3.4
  350.1485 C17H22N2O6+ 3.64
  352.1284 C19H18N3O4+ -2.19
  356.1232 C18H18N3O5+ -2.48
  364.1638 C18H24N2O6+ 2.53
  370.1391 C19H20N3O5+ -1.71
  372.1181 C18H18N3O6+ -2.4
  378.1438 C21H20N3O4+ -2.71
  392.1586 C19H24N2O7+ 2.07
  410.1695 C22H24N3O5+ -3.75
  428.1808 C22H26N3O6+ -1.87
  448.2211 C23H32N2O7+ 1.57
  476.2178 C27H30N3O5+ -0.41
  494.2262 C27H32N3O6+ -4.77
PK$NUM_PEAK: 47
PK$PEAK: m/z int. rel.int.
  70.0651 250378.75 209
  153.0658 38257.8828125 31
  169.0608 47307.19921875 38
  172.0757 38312.15625 31
  181.0608 41622.0859375 33
  188.0706 46327.12109375 37
  191.0577 38210.2265625 31
  198.0913 914668.625 767
  199.0866 71429.6328125 58
  201.0784 56120.44921875 46
  202.0863 114875.6484375 95
  202.1226 46469.30859375 38
  210.0913 63898.91796875 52
  227.0815 104487.9453125 86
  228.1019 58731.86328125 48
  230.1176 356410.1875 298
  240.1019 189745.34375 158
  242.1176 83774.0625 69
  255.0764 239786.4375 200
  258.1125 38634.7109375 31
  259.1203 46850.94921875 38
  260.1241 64477.0078125 53
  295.1077 115051.125 95
  296.1367 41259.47265625 33
  310.1186 210813.453125 176
  313.1183 204010.34375 170
  322.1101 87122.1953125 72
  323.1264 138309.3125 115
  324.1343 245659.78125 205
  331.1288 59344.56640625 48
  336.1343 40867.84375 33
  338.1135 168888.203125 140
  342.1421 65895.6875 54
  350.1472 45828.6328125 37
  352.1292 812405.4375 681
  356.1241 80025.28125 66
  364.1629 89644.671875 74
  370.1397 1190510.5 999
  372.119 75417.484375 62
  378.1448 64276.86328125 52
  392.1578 91776.3515625 76
  410.171 79548.171875 65
  428.1816 85783.2578125 71
  448.2204 52801.7265625 43
  476.218 58407.453125 48
  477.1171 87690.671875 72
  494.2286 49628.99609375 40
//