ACCESSION: MSBNK-AAFC-AC000078
RECORD_TITLE: Brevianamide A; LC-ESI-ITFT; MS2; CE: 30; 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 30(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$FOCUSED_ION: BASE_PEAK 321.1579
MS$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$SPLASH: splash10-00g0-0549000000-cc76cde7cdf9dec80674
PK$ANNOTATION: m/z tentative_formula mass_error(ppm)
  132.0438 C8H6N1O1+ -4.47
  146.0593 C9H8N1O1+ -5.08
  165.065 C8H9N2O2+ -5.14
  167.0806 C8H11N2O2+ -5.39
  176.106 C11H14N1O1+ -5.67
  179.1532 C11H19N2+ -6.07
  188.1059 C12H14N1O1+ -5.84
  207.1481 C12H19N2O1+ -5.3
  235.1427 C13H19N2O2+ -5.99
  280.1064 C16H14N3O2+ -5.88
  297.1092 C16H15N3O3+ -5.33
  298.117 C16H16N3O3+ -5.4
  303.1475 C20H19N2O1+ -5.6
  310.1897 C19H24N3O1+ -5.47
  320.1741 C20H22N3O1+ -5.14
  321.1579 C20H21N2O2+ -5.79
  338.1843 C20H24N3O2+ -5.94
  348.1687 C21H22N3O2+ -5.62
  366.1791 C21H24N3O3+ -5.78
PK$NUM_PEAK: 19
PK$PEAK: m/z int. rel.int.
  132.0444 1955719.375 49
  146.06 1427227.0 36
  165.0658 4434858.5 114
  167.0815 10681341.0 276
  176.107 27407564.0 709
  179.1543 1971337.5 50
  188.107 1576084.0 39
  207.1492 3255511.5 83
  235.1441 26384206.0 683
  280.108 8446473.0 218
  297.1108 2348261.75 59
  298.1186 3087705.25 79
  303.1492 4949204.5 127
  310.1914 10497837.0 271
  320.1757 3560064.0 91
  321.1598 38558524.0 999
  338.1863 7724421.0 199
  348.1707 6625198.5 170
  366.1812 7120067.5 183
//