ACCESSION: MSBNK-AAFC-AC000079
RECORD_TITLE: Brevianamide A; LC-ESI-ITFT; MS2; CE: 35; 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 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$CHROMATOGRAPHY: RETENTION_TIME 2.92
AC$CHROMATOGRAPHY: NAPS_RTI 816
AC$CHROMATOGRAPHY: SOLVENT A H2O 0.1% FA
AC$CHROMATOGRAPHY: SOLVENT B ACN 0.1% FA

MS$FOCUSED_ION: BASE_PEAK 176.106
MS$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$SPLASH: splash10-00vr-0946000000-974bd673aecf83c14e7c
PK$ANNOTATION: m/z tentative_formula mass_error(ppm)
  120.044 C7H6N1O1+ -3.25
  132.0438 C8H6N1O1+ -4.47
  138.127 C9H16N1+ -5.36
  139.0859 C7H11N2O1+ -4.96
  146.0593 C9H8N1O1+ -5.08
  165.0651 C8H9N2O2+ -4.53
  167.0806 C8H11N2O2+ -5.39
  176.106 C11H14N1O1+ -5.67
  177.1377 C11H17N2+ -5.28
  179.1533 C11H19N2+ -5.51
  188.106 C12H14N1O1+ -5.31
  207.1482 C12H19N2O1+ -4.82
  235.1428 C13H19N2O2+ -5.56
  252.112 C15H14N3O1+ -4.51
  280.1066 C16H14N3O2+ -5.17
  297.1093 C16H15N3O3+ -4.99
  298.1172 C16H16N3O3+ -4.73
  303.1476 C20H19N2O1+ -5.27
  310.1898 C19H24N3O1+ -5.15
  320.1742 C20H22N3O1+ -4.83
  321.1581 C20H21N2O2+ -5.17
  338.1845 C20H24N3O2+ -5.35
  348.1688 C21H22N3O2+ -5.33
  366.1794 C21H24N3O3+ -4.96
PK$NUM_PEAK: 24
PK$PEAK: m/z int. rel.int.
  120.0444 3143403.5 54
  132.0444 4747993.0 82
  138.1277 2260534.25 38
  139.0866 2751148.0 47
  146.06 3968779.0 68
  165.0658 11846756.0 206
  167.0815 31487014.0 550
  176.107 57126620.0 999
  177.1386 3565579.5 61
  179.1543 6446597.5 111
  188.107 5117441.5 88
  207.1492 7726696.0 134
  235.1441 33832000.0 591
  252.1131 2010149.75 34
  280.108 15436851.0 269
  297.1108 3432305.75 59
  298.1186 4080463.25 70
  303.1492 8119798.0 141
  310.1914 14748973.0 257
  320.1757 5053329.5 87
  321.1598 48066088.0 840
  338.1863 4323145.5 74
  348.1707 5169533.0 89
  366.1812 4023538.75 69
//