ACCESSION: MSBNK-AAFC-AC000756
RECORD_TITLE: Verruculogen; 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
COMMENT: CONFIDENCE Penicillium amphipolaria

CH$NAME: Verruculogen
CH$NAME: TR toxin
CH$NAME: (5R,10S,10aR,14aS,15bS)-10,10a-dihydroxy-6-methoxy-2,2-dimethyl-5-(2-methylprop-1-en-1-yl)-1,10,10a,14,14a,15b-hexahydro-12H-3,4-dioxa-5a,11a,15a-triazacycloocta[1,2,3-lm]indeno[5,6-b]fluorene-11,15(2H,13H)-dione
CH$COMPOUND_CLASS: Natural Product; Fungal metabolite
CH$FORMULA: C₂₇H₃₃N₃O₇
CH$EXACT_MASS: 511.23184
CH$SMILES: CC(=C[C@@H]1N2C3=C(C=CC(=C3)OC)C4=C2[C@H](CC(OO1)(C)C)N5C(=O)[C@@H]6CCCN6C(=O)[C@@]5([C@H]4O)O)C
CH$IUPAC: InChI=1S/C27H33N3O7/c1-14(2)11-20-29-18-12-15(35-5)8-9-16(18)21-22(29)19(13-26(3,4)37-36-20)30-24(32)17-7-6-10-28(17)25(33)27(30,34)23(21)31/h8-9,11-12,17,19-20,23,31,34H,6-7,10,13H2,1-5H3/t17-,19-,20+,23-,27+/m0/s1
CH$LINK: INCHIKEY LRXYHMMJJCTUMY-GWXUGYLUSA-N
CH$LINK: PUBCHEM CID:13887805
CH$LINK: CHEMSPIDER 10405461
CH$LINK: KNAPSACK C00011299
CH$LINK: COMPTOX DTXSID30894030

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$CHROMATOGRAPHY: RETENTION_TIME 3.77
AC$CHROMATOGRAPHY: NAPS_RTI 1288
AC$CHROMATOGRAPHY: SOLVENT A H2O 0.1% FA
AC$CHROMATOGRAPHY: SOLVENT B ACN 0.1% FA

MS$FOCUSED_ION: BASE_PEAK 70.0658
MS$FOCUSED_ION: PRECURSOR_M/Z 512.2386
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$SPLASH: splash10-007k-3940000000-5aa6ab8a18b0f5007721
PK$ANNOTATION: m/z tentative_formula mass_error(ppm)
  70.0658 C4H8N1+ 9.53
  98.0604 C5H8N1O1+ 3.65
  125.0709 C6H9N2O1+ -0.3
  141.066 C6H9N2O2+ 1.08
  146.0594 C9H8N1O1+ -4.4
  147.0677 C9H9N1O1+ -1.14
  148.0754 C9H10N1O1+ -1.99
  153.0657 C7H9N2O2+ -0.97
  156.0679 C10H8N2+ -1.94
  158.0597 C10H8N1O1+ -2.16
  159.0674 C10H9N1O1+ -2.94
  160.0755 C10H10N1O1+ -1.21
  167.072 C12H9N1+ -5.73
  172.0754 C11H10N1O1+ -1.71
  173.0833 C11H11N1O1+ -1.27
  174.0913 C11H12N1O1+ -0.26
  176.0705 C10H10N1O2+ -0.59
  182.0597 C12H8N1O1+ -1.88
  183.0678 C12H9N1O1+ -0.37
  184.0626 C11H8N2O1+ -2.78
  184.076 C12H10N1O1+ 1.66
  185.0697 C11H9N2O1+ -6.69
  186.0548 C11H8N1O2+ -0.82
  187.1003 C12H13N1O1+ 6.03
  188.0704 C11H10N1O2+ -1.08
  197.0843 C13H11N1O1+ 3.96
  198.0918 C13H12N1O1+ 2.29
  199.0861 C12H11N2O1+ -2.46
  200.0705 C12H10N1O2+ -0.52
  202.1223 C13H16N1O1+ -1.73
  209.0697 C13H9N2O1+ -5.92
  210.0933 C14H12N1O1+ 9.3
  211.0845 C10H13N1O4+ 2.83
  212.0556 C9H10N1O5+ 1.25
  213.0649 C12H9N2O2+ -4.45
  215.0794 C9H13N1O5+ 2.73
  227.0807 C13H11N2O2+ -3.52
  230.0664 C9H12N1O6+ 2.19
  231.0759 C12H11N2O3+ -2.21
  235.086 C15H11N2O1+ -2.51
  240.1018 C15H14N1O2+ -0.45
  252.0878 C12H14N1O5+ 4.61
  253.0963 C15H13N2O2+ -3.37
  255.0738 C11H13N1O6+ 0.31
  259.0712 C13H11N2O4+ -0.46
PK$NUM_PEAK: 45
PK$PEAK: m/z int. rel.int.
  70.0651 1549316.75 999
  98.06 56467.3125 35
  125.0709 53316.3984375 33
  141.0658 69407.46875 43
  146.06 51474.55078125 32
  147.0679 97156.8203125 61
  148.0757 140947.546875 89
  153.0658 53930.94921875 33
  156.0682 59586.88671875 37
  158.06 128692.0078125 82
  159.0679 102948.9921875 65
  160.0757 235870.84375 151
  167.073 67102.0234375 42
  172.0757 227750.28125 146
  173.0835 53367.52734375 33
  174.0913 160870.734375 102
  176.0706 72986.3515625 46
  182.06 58027.1015625 36
  183.0679 334282.46875 214
  184.0631 336625.40625 216
  184.0757 139240.546875 88
  185.0709 133159.953125 84
  186.055 94124.109375 59
  187.0992 63494.16796875 39
  188.0706 103305.9296875 65
  197.0835 129605.1328125 82
  198.0913 613319.125 394
  199.0866 991950.6875 639
  200.0706 229080.71875 146
  202.1226 87582.2890625 55
  209.0709 86317.5390625 54
  210.0913 79752.3203125 50
  211.0839 80228.3203125 50
  212.0553 87977.0859375 55
  213.0658 348531.59375 223
  215.0788 93457.703125 59
  227.0815 485344.46875 312
  230.0659 61421.81640625 38
  231.0764 270956.46875 173
  235.0866 55685.74609375 34
  240.1019 93689.9609375 59
  252.0866 101055.5234375 64
  253.0972 62962.109375 39
  255.0737 70162.6015625 44
  259.0713 88286.5546875 55
//