ACCESSION: MSBNK-AAFC-AC000077
RECORD_TITLE: Brevianamide A; LC-ESI-ITFT; MS2; CE: 20; R=17500; [M+H]+
DATE: 2017.07.07
AUTHORS: Justin B. Renaud, J. David Miller, 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 isolated standard

CH$NAME: Brevianamide A
CH$NAME: (1R,3S,5R,7R)-4,4-Dimethyl-13H-spiro[9,14-diazatetracyclo[5.5.2.01,9.03,7]tetradecane-5,2'-indole]-3',8,13(1'H)-trione
CH$COMPOUND_CLASS: Natural Product; Fungal metabolite
CH$FORMULA: C₂₁H₂₃N₃O₃
CH$EXACT_MASS: 365.17394
CH$SMILES: CC1([C@@H]2C[C@@]34CCCN3C(=O)[C@]2(C[C@]15C(=O)C6=CC=CC=C6N5)NC4=O)C
CH$IUPAC: InChI=1S/C21H23N3O3/c1-18(2)14-10-19-8-5-9-24(19)17(27)20(14,23-16(19)26)11-21(18)15(25)12-6-3-4-7-13(12)22-21/h3-4,6-7,14,22H,5,8-11H2,1-2H3,(H,23,26)/t14-,19+,20+,21-/m0/s1
CH$LINK: INCHIKEY MWOFPQAPILIIPR-DJJZHVJBSA-N
CH$LINK: CAS 23402-09-7
CH$LINK: PUBCHEM CID:25163935
CH$LINK: CHEMSPIDER 21447237
CH$LINK: COMPTOX DTXSID90891803

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$CHROMATOGRAPHY: RETENTION_TIME 2.92
AC$CHROMATOGRAPHY: NAPS_RTI 816
AC$CHROMATOGRAPHY: SOLVENT A H2O 0.1% FA
AC$CHROMATOGRAPHY: SOLVENT B ACN 0.1% FA

MS$FOCUSED_ION: BASE_PEAK 366.1789
MS$FOCUSED_ION: PRECURSOR_M/Z 366.1807
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$SPLASH: splash10-00ri-0019000000-b354692443ca1aae5df1
PK$ANNOTATION: m/z tentative_formula mass_error(ppm)
  176.1059 C11H14N1O1+ -6.23
  235.1427 C13H19N2O2+ -5.99
  280.1063 C16H14N3O2+ -6.24
  298.1169 C16H16N3O3+ -5.74
  303.1475 C20H19N2O1+ -5.6
  310.1896 C19H24N3O1+ -5.8
  320.1743 C20H22N3O1+ -4.52
  321.1579 C20H21N2O2+ -5.79
  338.1842 C20H24N3O2+ -6.23
  348.1685 C21H22N3O2+ -6.19
  366.1789 C21H24N3O3+ -6.33
PK$NUM_PEAK: 11
PK$PEAK: m/z int. rel.int.
  176.107 3255351.75 146
  235.1441 8599320.0 389
  280.108 1538242.375 68
  298.1186 1058774.375 47
  303.1492 1144381.25 51
  310.1914 3254479.75 146
  320.1757 963308.5 42
  321.1598 17383842.0 789
  338.1863 15003741.0 681
  348.1707 5761767.5 260
  366.1812 21996946.0 999
//