ACCESSION: MSBNK-AAFC-AC000790
RECORD_TITLE: Neoxaline; 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$NAME: Neoxaline
CH$NAME: (3E,7aS,12aR)-6-Hydroxy-3-(1H-imidazol-4-ylmethylene)-12-methoxy-7a-(2-methyl-3-buten-2-yl)-6,7,7a,12-tetrahydro-1H,5H-imidazo[1',2':1,2]pyrido[2,3-b]indole-2,5(3H)-dione
CH$COMPOUND_CLASS: Natural Product; Fungal metabolite
CH$FORMULA: C₂₃H₂₅N₅O₄
CH$EXACT_MASS: 435.19064
CH$SMILES: C=CC(C)(C)[C@]12C[C@@H](C(=O)N3/C(=C/c4cnc[nH]4)/C(=N[C@@]23N(c2ccccc12)OC)O)O
CH$IUPAC: InChI=1S/C23H25N5O4/c1-5-21(2,3)22-11-18(29)20(31)27-17(10-14-12-24-13-25-14)19(30)26-23(22,27)28(32-4)16-9-7-6-8-15(16)22/h5-10,12-13,18,29H,1,11H2,2-4H3,(H,24,25)(H,26,30)/b17-10+/t18-,22-,23-/m0/s1
CH$LINK: INCHIKEY HHLNXXASUKFCCX-FUNOPTADSA-N
CH$LINK: CAS 909900-78-3
CH$LINK: PUBCHEM CID:72546916
CH$LINK: CHEMSPIDER 10276693
CH$LINK: KNAPSACK C00011265
CH$LINK: COMPTOX DTXSID80893992

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$CHROMATOGRAPHY: RETENTION_TIME 2.68
AC$CHROMATOGRAPHY: NAPS_RTI 684
AC$CHROMATOGRAPHY: SOLVENT A H2O 0.1% FA
AC$CHROMATOGRAPHY: SOLVENT B ACN 0.1% FA

MS$FOCUSED_ION: BASE_PEAK 262.0808
MS$FOCUSED_ION: PRECURSOR_M/Z 436.1974
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$SPLASH: splash10-03di-0190000000-d64f11e24dc4976f9cbf
PK$ANNOTATION: m/z tentative_formula mass_error(ppm)
  81.0454 C4H5N2+ 8.34
  106.0406 C5H4N3+ 5.96
  107.0487 C7H7O1+ -4.17
  108.057 C7H8O1+ 0.26
  119.0246 C6H3N2O1+ 5.19
  162.03 C7H4N3O2+ 1.31
  163.0341 C2H5N5O4+ 3.23
  163.062 C7H7N4O1+ 3.52
  166.0978 C8H12N3O1+ 1.89
  207.0759 C10H11N2O3+ -2.46
  233.0819 C14H9N4+ -1.15
  234.0652 C14H8N3O1+ -4.2
  234.0884 C13H14O4+ -1.1
  235.07 C9H9N5O3+ 0.14
  235.0942 C11H13N3O3+ -3.96
  237.1046 C15H13N2O1+ 9.95
  261.0774 C15H9N4O1+ 1.23
  262.0808 C12H12N3O4+ -5.4
  263.0836 C21H11+ -7.37
  264.0944 C21H12+ 3.92
  265.0993 C21H13+ -7.14
  278.0748 C21H10O1+ 7.83
  278.1038 C15H12N5O1+ 0.63
  279.0784 C19H9N3+ -2.5
  279.1072 C12H15N4O4+ -5.6
  280.1096 C18H16O3+ 0.71
  289.0704 C16H9N4O2+ -5.49
  290.0752 C22H10O1+ 8.88
  291.078 C20H9N3+ -3.77
  294.0746 C15H10N4O3+ -0.42
  295.0782 C21H11O2+ 9.62
  296.0814 C19H10N3O1+ -1.47
PK$NUM_PEAK: 35
PK$PEAK: m/z int. rel.int.
  81.0447 50032.32421875 77
  106.04 27680.865234375 42
  107.0491 67066.921875 104
  108.057 70711.109375 110
  109.0595 33197.34765625 51
  119.024 24079.837890625 36
  162.0298 23685.77734375 36
  163.0336 21710.43359375 33
  163.0614 32338.07421875 49
  166.0975 56569.50390625 88
  207.0764 20859.1015625 31
  233.0822 22318.6484375 34
  234.0662 23640.021484375 36
  234.0887 64791.5390625 100
  235.07 44501.62890625 69
  235.0951 74069.8515625 115
  236.0747 30471.953125 46
  236.0992 72143.3671875 112
  237.1022 23578.65234375 36
  261.0771 375970.96875 590
  262.0822 635588.875 999
  263.0855 597222.1875 938
  264.0934 92409.46875 144
  265.1012 58851.55859375 91
  278.0726 25992.16796875 39
  278.1036 21371.6171875 32
  279.0791 28624.294921875 44
  279.1088 37858.56640625 58
  280.1094 36008.48828125 55
  289.072 35857.375 55
  290.0726 82069.875 128
  291.0791 122682.3515625 192
  294.0747 29121.05859375 44
  295.0754 54200.2421875 84
  296.0818 52181.27734375 81
//