ACCESSION: MSBNK-AAFC-AC000581
RECORD_TITLE: Beauvericin; LC-ESI-ITFT; MS2; CE: 35; 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 35(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$FOCUSED_ION: BASE_PEAK 384.1764
MS$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$SPLASH: splash10-053r-0049013050-a05db1c0837e7d59f436
PK$ANNOTATION: m/z tentative_formula mass_error(ppm)
  134.0958 C9H12N1+ -4.74
  202.0829 C9H14O5+ -3.31
  216.1374 C14H18N1O1+ -4.17
  244.1322 C15H18N1O2+ -4.15
  266.1139 C12H16N3O4+ 1.43
  284.1244 C12H18N3O5+ 1.12
  384.1764 C17H26N3O7+ -0.29
  402.187 C17H28N3O8+ -0.18
  545.2601 C27H40N1O9Na1+ 1.06
  645.3116 C45H40N3Na1+ 0.2
  806.3947 C45H57N3O9Na1+ -4.97
PK$NUM_PEAK: 11
PK$PEAK: m/z int. rel.int.
  134.0964 7978047.0 56
  202.0836 5590373.5 39
  216.1383 5161433.5 36
  244.1332 7212874.5 50
  266.1135 28631676.0 204
  284.1241 15606461.0 111
  384.1765 139053216.0 999
  402.1871 8498558.0 60
  545.2595 16789170.0 119
  645.3115 48967876.0 351
  806.3987 87849120.0 630
//