ACCESSION: MSBNK-AAFC-AC000789
RECORD_TITLE: Neoxaline; LC-ESI-ITFT; MS2; CE: 40; 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 40(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$FOCUSED_ION: BASE_PEAK 291.0786
MS$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$SPLASH: splash10-01p6-0093000000-eebb36bef8aa61aef9e1
PK$ANNOTATION: m/z tentative_formula mass_error(ppm)
  108.0567 C7H8O1+ -2.52
  162.031 C9H6O3+ -0.86
  163.0617 C7H7N4O1+ 1.68
  164.0661 C4H10N3O4+ -2.83
  166.0978 C8H12N3O1+ 1.89
  214.1227 C14H16N1O1+ 0.23
  215.1262 C9H17N3O3+ -1.1
  235.0943 C11H13N3O3+ -3.54
  261.0775 C15H9N4O1+ 1.62
  262.0811 C12H12N3O4+ -4.26
  263.0844 C21H11+ -4.33
  264.0951 C21H12+ 6.57
  265.0999 C21H13+ -4.87
  277.0721 C15H9N4O2+ 0.4
  278.075 C21H10O1+ 8.54
  278.1042 C15H12N5O1+ 2.06
  279.0787 C19H9N3+ -1.43
  279.1078 C12H15N4O4+ -3.45
  280.1105 C18H16O3+ 3.93
  282.0905 C18H10N4+ 1.79
  289.0723 C16H9N4O2+ 1.08
  291.0786 C20H9N3+ -1.71
  292.084 C17H12N2O3+ -0.81
  306.0981 C16H12N5O2+ -1.42
  307.1046 C16H13N5O2+ -5.74
  308.1088 C22H14N1O1+ 5.85
  318.0732 C17H10N4O3+ -4.79
  319.0782 C23H11O2+ 8.9
  320.0806 C21H10N3O1+ -3.86
  334.0937 C17H12N5O3+ 0.76
  335.0966 C23H13N1O2+ 7.51
  336.0995 C21H12N4O1+ -3.14
  337.1078 C21H13N4O1+ -1.73
  376.2055 C23H26N3O2+ 9.41
  388.1683 C23H22N3O3+ 7.04
PK$NUM_PEAK: 39
PK$PEAK: m/z int. rel.int.
  108.057 24590.6015625 36
  162.0311 22524.18359375 33
  163.0614 46874.5390625 69
  164.0666 24783.017578125 36
  166.0975 62732.203125 93
  214.1226 23166.064453125 33
  215.1264 35384.8515625 52
  216.13 24031.25390625 35
  235.0951 27325.4375 40
  236.0973 23632.220703125 34
  261.0771 127825.78125 191
  262.0822 220149.484375 331
  263.0855 231404.796875 348
  264.0934 105599.6875 158
  265.1012 84689.96875 126
  277.072 24080.642578125 35
  278.0726 37402.078125 55
  278.1036 24796.244140625 36
  279.0791 31457.578125 46
  279.1088 57973.8671875 86
  280.1094 51791.0625 77
  281.0872 24950.345703125 36
  282.09 23722.876953125 34
  289.072 201036.5 302
  290.0756 473434.0625 713
  291.0791 662470.875 999
  292.0842 77275.59375 115
  306.0985 22458.08203125 32
  307.1064 45400.8359375 67
  308.107 60927.54296875 90
  318.0747 28595.17578125 42
  319.0754 80373.6875 120
  320.0818 137059.59375 205
  334.0934 49695.69921875 74
  335.0941 162414.6875 244
  336.1006 314432.125 473
  337.1084 43616.08984375 64
  376.202 21835.830078125 31
  388.1656 38606.5390625 57
//