MassBank Record: AC000775

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Dehydrohistidyl-tryptophanyl-diketopiperazine; LC-ESI-ITFT; MS2; CE: 55; R=17500; [M+H]+

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

ACCESSION: AC000775
RECORD_TITLE: Dehydrohistidyl-tryptophanyl-diketopiperazine; LC-ESI-ITFT; MS2; CE: 55; R=17500; [M+H]+
DATE: 2017.07.07
AUTHORS: Megan J. Kelman, Justin B. Renaud, Mark W. Sumarah, Agriculture and Agri-Food Canada
LICENSE: CC BY-SA
COPYRIGHT: Copyright (C) 2017
PUBLICATION: Visagie, C. M.; Renaud, J. B.; Burgess, K. M. N.; Malloch, D. W.; Clark, D.; Ketch, L.; Urb, M.; Louis-Seize, G.; Assabgui, R.; Sumarah, M. W.; et al. Fifteen New Species of Penicillium. Persoonia - Molecular Phylogeny and Evolution of Fungi 2016, 36 (1), 247–80. DOI:10.3767/003158516x691627
COMMENT: CONFIDENCE Penicillium bissettii

CH$NAME: Dehydrohistidyl-tryptophanyl-diketopiperazine
CH$NAME: (e)-3-(1h-imidazol-4-ylmethylene)-6-(1h-indol-3-ylmethyl)-2,5-piperazinedione
CH$COMPOUND_CLASS: Natural Product; Fungal metabolite
CH$FORMULA: C17H15N5O2
CH$EXACT_MASS: 321.12256
CH$SMILES: C1=CC=C2C(=C1)C(=CN2)CC3C(=O)N/C(=C/C4=CN=CN4)/C(=O)N3
CH$IUPAC: InChI=1S/C17H15N5O2/c23-16-14(5-10-7-19-13-4-2-1-3-12(10)13)21-17(24)15(22-16)6-11-8-18-9-20-11/h1-4,6-9,14,19H,5H2,(H,18,20)(H,21,24)(H,22,23)/b15-6+
CH$LINK: INCHIKEY ITXQTTPWGBFRNK-GIDUJCDVSA-N
CH$LINK: PUBCHEM CID:51136281
CH$LINK: CHEMSPIDER 29215612
CH$LINK: COMPTOX DTXSID00894047

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 55(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$CHROMATOGRAPHY: RETENTION_TIME 2.17
AC$CHROMATOGRAPHY: NAPS_RTI 455
AC$CHROMATOGRAPHY: SOLVENT A H2O 0.1% FA
AC$CHROMATOGRAPHY: SOLVENT B ACN 0.1% FA

MS$FOCUSED_ION: BASE_PEAK 193.0723
MS$FOCUSED_ION: PRECURSOR_M/Z 322.1293
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$SPLASH: splash10-0536-1900000000-b447c7968a4b78fa7172
PK$ANNOTATION: m/z tentative_formula mass_error(ppm)
  81.0454 C4H5N2+ 8.34
  82.0529 C4H6N2+ 4.27
  85.0404 C3H5N2O1+ 9.01
  97.04 C4H5N2O1+ 3.77
  106.0405 C5H4N3+ 5.02
  108.0562 C5H6N3+ 5.37
  109.0639 C5H7N3+ 4.16
  110.0716 C5H8N3+ 2.98
  120.0559 C6H6N3+ 2.33
  130.0655 C9H8N1+ 2.83
  137.0823 C6H9N4+ 0.96
  162.0299 C7H4N3O2+ 0.69
  163.0614 C7H7N4O1+ -0.16
  165.0772 C7H9N4O1+ 0.74
  192.0644 C8H8N4O2+ 1.24
  193.0723 C8H9N4O2+ 1.62
PK$NUM_PEAK: 17
PK$PEAK: m/z int. rel.int.
  69.0455 24933.6171875 186
  81.0447 29982.921875 224
  82.0525 4317.94921875 31
  85.0396 16283.462890625 121
  97.0396 8335.5673828125 61
  106.04 12023.302734375 89
  108.0556 47851.640625 359
  109.0634 47555.94140625 357
  110.0713 11249.0302734375 83
  120.0556 18939.279296875 141
  130.0651 68878.6484375 517
  137.0822 12271.1552734375 91
  162.0298 17107.38671875 127
  163.0614 18420.13671875 137
  165.0771 35565.55078125 266
  192.0642 50678.36328125 380
  193.072 132735.703125 999
//