ACCESSION: MSBNK-AAFC-AC000780
RECORD_TITLE: Glandicoline B; 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$NAME: Glandicoline B
CH$NAME: (3E)-2,6,12-Trihydroxy-3-(1H-imidazol-5-ylmethylene)-7a-(2-methyl-3-buten-2-yl)-7a,12-dihydro-3H,5H-imidazo[1',2':1,2]pyrido[2,3-b]indol-5-one
CH$COMPOUND_CLASS: Natural Product; Fungal metabolite
CH$FORMULA: C22H21N5O4
CH$EXACT_MASS: 419.15934
CH$SMILES: C=CC(C)(C)[C@]12C=C(C(=O)N3/C(=C/c4cnc[nH]4)/C(=N[C@@]23N(c2ccccc12)O)O)O
CH$IUPAC: InChI=1S/C22H21N5O4/c1-4-20(2,3)21-10-17(28)19(30)26-16(9-13-11-23-12-24-13)18(29)25-22(21,26)27(31)15-8-6-5-7-14(15)21/h4-12,28,31H,1H2,2-3H3,(H,23,24)(H,25,29)/b16-9+/t21-,22-/m0/s1
CH$LINK: INCHIKEY
YEVSOYBNHBOQJZ-UNPMEJEESA-N
CH$LINK: PUBCHEM
CID:51136326
CH$LINK: CHEMSPIDER
58837808
CH$LINK: COMPTOX
DTXSID20894029
AC$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 2.6
AC$CHROMATOGRAPHY: NAPS_RTI 643
AC$CHROMATOGRAPHY: SOLVENT A H2O 0.1% FA
AC$CHROMATOGRAPHY: SOLVENT B ACN 0.1% FA
MS$FOCUSED_ION: BASE_PEAK 261.0774
MS$FOCUSED_ION: PRECURSOR_M/Z 420.1661
MS$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: splash10-03di-0090000000-657431e0296d7514dcf1
PK$ANNOTATION: m/z tentative_formula mass_error(ppm)
106.0405 C5H4N3+ 5.02
107.0482 C5H5N3+ 3.79
108.0562 C5H6N3+ 5.37
162.0301 C7H4N3O2+ 1.93
206.0715 C13H8N3+ 1.11
207.0794 C13H9N3+ 1.46
233.0822 C14H9N4+ 0.14
234.0665 C14H8N3O1+ 1.36
234.0904 C14H10N4+ 1.73
235.0741 C14H9N3O1+ 0.39
235.0984 C14H11N4+ 2.47
261.0774 C15H9N4O1+ 1.23
262.0851 C15H10N4O1+ 0.75
263.093 C15H11N4O1+ 1.03
277.0721 C15H9N4O2+ 0.4
289.0722 C16H9N4O2+ 0.73
290.0789 C16H10N4O2+ -3.15
294.0751 C15H10N4O3+ 1.28
PK$NUM_PEAK: 18
PK$PEAK: m/z int. rel.int.
106.04 32882.92578125 34
107.0478 32697.310546875 34
108.0556 46898.828125 49
162.0298 37628.5234375 39
206.0713 99288.875 105
207.0791 79098.65625 84
233.0822 120330.7421875 128
234.0662 89897.5078125 95
234.09 177720.234375 190
235.074 38411.1484375 40
235.0978 35764.37109375 37
261.0771 928190.5 999
262.0849 88581.3125 94
263.0927 113420.4921875 121
277.072 51521.4921875 54
289.072 109446.234375 116
290.0798 32461.25390625 33
294.0747 86294.0 91
//
