ACCESSION: MSBNK-AAFC-AC000582
RECORD_TITLE: Beauvericin; LC-ESI-ITFT; MS2; CE: 50; R=17500; [M+Na]+
DATE: 2017.07.07
AUTHORS: Justin B. Renaud, Mark W. Sumarah, Agriculture and Agri-Food Canada
LICENSE: CC BY-SA
COPYRIGHT: Copyright (C) 2017
PUBLICATION: Renaud, J. B.; Sumarah, M. W. Data Independent Acquisition-Digital Archiving Mass Spectrometry: Application to Single Kernel Mycotoxin Analysis of Fusarium Graminearum Infected Maize. Analytical and Bioanalytical Chemistry 2016, 408 (12), 3083–91. DOI:10.1007/s00216-016-9391-5
COMMENT: CONFIDENCE Reference Standard (Level 1)

CH$NAME: Beauvericin
CH$NAME: (3S,6R,9S,12R,15S,18R)-3,9,15-tribenzyl-4,10,16-trimethyl-6,12,18-tri(propan-2-yl)-1,7,13-trioxa-4,10,16-triazacyclooctadecane-2,5,8,11,14,17-hexone
CH$COMPOUND_CLASS: Natural Product; Fungal metabolite
CH$FORMULA: C₄₅H₅₇N₃O₉
CH$EXACT_MASS: 783.40948
CH$SMILES: CC(C)[C@@H]1C(=O)N([C@H](C(=O)O[C@@H](C(=O)N([C@H](C(=O)O[C@@H](C(=O)N([C@H](C(=O)O1)CC2=CC=CC=C2)C)C(C)C)CC3=CC=CC=C3)C)C(C)C)CC4=CC=CC=C4)C
CH$IUPAC: InChI=1S/C45H57N3O9/c1-28(2)37-40(49)46(7)35(26-32-21-15-11-16-22-32)44(53)56-39(30(5)6)42(51)48(9)36(27-33-23-17-12-18-24-33)45(54)57-38(29(3)4)41(50)47(8)34(43(52)55-37)25-31-19-13-10-14-20-31/h10-24,28-30,34-39H,25-27H2,1-9H3/t34-,35-,36-,37+,38+,39+/m0/s1
CH$LINK: INCHIKEY GYSCAQFHASJXRS-FFCOJMSVSA-N
CH$LINK: CAS 26048-05-5
CH$LINK: PUBCHEM CID:3007984
CH$LINK: CHEMSPIDER 2277520
CH$LINK: KNAPSACK C00027924
CH$LINK: COMPTOX DTXSID00891834

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 50(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$CHROMATOGRAPHY: RETENTION_TIME 4.65
AC$CHROMATOGRAPHY: NAPS_RTI 1780
AC$CHROMATOGRAPHY: SOLVENT A H2O 0.1% FA
AC$CHROMATOGRAPHY: SOLVENT B ACN 0.1% FA

MS$FOCUSED_ION: BASE_PEAK 134.096
MS$FOCUSED_ION: PRECURSOR_M/Z 806.3982
MS$FOCUSED_ION: PRECURSOR_TYPE [M+Na]+
MS$DATA_PROCESSING: DEPROFILE Proteowizard
MS$DATA_PROCESSING: RECALIBRATE based on Fragment ion formula determination
MS$DATA_PROCESSING: INTENSITY CUTOFF 0.05 Base Peak

PK$SPLASH: splash10-001i-0792000000-9e21e6b605e16f006e31
PK$ANNOTATION: m/z tentative_formula mass_error(ppm)
  83.0496 C5H7O1+ 5.47
  123.0414 C5H8O2Na1+ -2.05
  134.096 C9H12N1+ -3.25
  141.0515 C3H8N3O2Na1+ 4.52
  156.0779 C8H12O3+ -1.26
  202.0835 C9H14O5+ -0.34
  216.1378 C14H18N1O1+ -2.32
  244.1316 C13H19N1O2Na1+ 3.24
  266.1141 C12H16N3O4+ 2.18
  284.1248 C14H20O6+ -2.23
  302.1359 C14H22O7+ -0.32
  384.1771 C17H26N3O7+ 1.54
PK$NUM_PEAK: 12
PK$PEAK: m/z int. rel.int.
  83.0491 66209.4296875 162
  123.0417 19384.15234375 47
  134.0964 403805.03125 999
  141.0509 17834.279296875 43
  156.0781 82653.46875 203
  202.0836 123328.0078125 304
  216.1383 82520.5625 203
  244.1308 48646.609375 119
  266.1135 252861.53125 625
  284.1254 112725.0546875 278
  302.136 19221.314453125 46
  384.1765 164497.296875 406
//