MassBank Record: AC000080

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Brevianamide A; LC-ESI-ITFT; MS2; CE: 50; R=17500; [M+H]+

Mass Spectrum
Chemical Structure
Generated by the Chemistry Development Kit (http://github.com/cdk)

ACCESSION: AC000080
RECORD_TITLE: Brevianamide A; LC-ESI-ITFT; MS2; CE: 50; 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 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$CHROMATOGRAPHY: RETENTION_TIME 2.92
AC$CHROMATOGRAPHY: NAPS_RTI 816
AC$CHROMATOGRAPHY: SOLVENT A H2O 0.1% FA
AC$CHROMATOGRAPHY: SOLVENT B ACN 0.1% FA

MS$FOCUSED_ION: BASE_PEAK 176.1061
MS$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$SPLASH: splash10-00p0-0910000000-7dda2cd3b75efb6de07b
PK$ANNOTATION: m/z tentative_formula mass_error(ppm)
  111.0915 C6H11N2+ -1.62
  114.0547 C5H8N1O2+ -2.21
  120.0441 C7H6N1O1+ -2.42
  132.0439 C8H6N1O1+ -3.71
  134.0959 C9H12N1+ -4.0
  137.0704 C7H9N2O1+ -3.92
  138.1271 C9H16N1+ -4.63
  139.0859 C7H11N2O1+ -4.96
  146.0594 C9H8N1O1+ -4.4
  148.075 C9H10N1O1+ -4.69
  148.1113 C10H14N1+ -5.32
  152.0573 C7H8N2O2+ -4.75
  160.1113 C11H14N1+ -4.92
  165.0651 C8H9N2O2+ -4.53
  166.0729 C8H10N2O2+ -4.66
  167.0807 C8H11N2O2+ -4.79
  176.1061 C11H14N1O1+ -5.1
  177.1377 C11H17N2+ -5.28
  179.1533 C11H19N2+ -5.51
  186.0904 C12H12N1O1+ -5.08
  188.106 C12H14N1O1+ -5.31
  190.1216 C12H16N1O1+ -5.52
  207.1482 C12H19N2O1+ -4.82
  235.1429 C13H19N2O2+ -5.14
  252.1118 C15H14N3O1+ -5.31
  275.1163 C18H15N2O1+ -5.79
  280.1067 C16H14N3O2+ -4.81
  293.1634 C19H21N2O1+ -4.95
  303.1476 C20H19N2O1+ -5.27
  310.1899 C19H24N3O1+ -4.83
  321.1582 C20H21N2O2+ -4.86
PK$NUM_PEAK: 31
PK$PEAK: m/z int. rel.int.
  111.0917 3572204.25 55
  114.055 2275127.5 34
  120.0444 5494346.5 85
  132.0444 13346074.0 208
  134.0964 2897728.5 44
  137.0709 4758875.5 73
  138.1277 15292205.0 239
  139.0866 14459609.0 226
  146.06 6685254.0 103
  148.0757 3419167.5 52
  148.1121 7302801.0 113
  152.058 2902054.25 44
  160.1121 7550056.0 117
  165.0658 22034884.0 345
  166.0737 4940932.0 76
  167.0815 56190104.0 881
  176.107 63672100.0 999
  177.1386 7737006.0 120
  179.1543 14690306.0 229
  186.0913 2652933.25 40
  188.107 16147438.0 252
  190.1226 2671287.75 40
  207.1492 5365536.5 83
  235.1441 4768326.5 73
  252.1131 7894259.0 122
  275.1179 3923237.75 60
  280.108 8945049.0 139
  293.1649 2711717.25 41
  303.1492 3185528.25 49
  310.1914 3284387.5 50
  321.1598 14367732.0 224
//