ACCESSION: MSBNK-AAFC-AC000764
RECORD_TITLE: Viridicatumtoxin; LC-ESI-ITFT; MS2; CE: 30; 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$NAME: Viridicatumtoxin
CH$NAME: (1S,7a'S,11a'R)-5',6',7a',10',11a'-Pentahydroxy-3'-methoxy-2,6,6-trimethyl-7',8',12'-trioxo-7',7a',8',11',11a',12'-hexahydro-1'H-spiro[cyclohex-2-ene-1,2'-cyclopenta[de]tetracene]-9'-carboxamide
CH$COMPOUND_CLASS: Natural Product; Fungal metabolite
CH$FORMULA: C₃₀H₃₁NO₁₀
CH$EXACT_MASS: 565.19478
CH$SMILES: CC1=CCCC([C@@]12CC3=C4[C@@H]([C@]5(CC(=O)C(=C([C@]5(C(=O)C4=C(C6=C3C2=C(C=C6O)OC)O)O)O)C(=O)N)O)O)(C)C
CH$IUPAC: InChI=1S/C30H31NO10/c1-11-6-5-7-27(2,3)28(11)9-12-16-18(13(32)8-15(41-4)21(16)28)22(34)20-17(12)23(35)29(39)10-14(33)19(26(31)38)24(36)30(29,40)25(20)37/h6,8,23,32,34-36,39-40H,5,7,9-10H2,1-4H3,(H2,31,38)/t23-,28-,29-,30+/m0/s1
CH$LINK: INCHIKEY FNSQKFOXORBCCC-WBWZXODPSA-N
CH$LINK: CAS 39277-41-3
CH$LINK: PUBCHEM CID:54686377
CH$LINK: CHEMSPIDER 29355821

AC$INSTRUMENT: Q-Exactive Orbitrap Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-ITFT
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE NEGATIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: IONIZATION_VOLTAGE 3.9 kV
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 30(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$CHROMATOGRAPHY: RETENTION_TIME 3.95
AC$CHROMATOGRAPHY: NAPS_RTI 1400
AC$CHROMATOGRAPHY: SOLVENT A H2O 0.1% FA
AC$CHROMATOGRAPHY: SOLVENT B ACN 0.1% FA

MS$FOCUSED_ION: BASE_PEAK 485.1597
MS$FOCUSED_ION: PRECURSOR_M/Z 564.188
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$SPLASH: splash10-0mil-0000910000-da05ec3ed983573b442c
PK$ANNOTATION: m/z tentative_formula mass_error(ppm)
  166.9973 C7H3O5- -7.63
  184.0236 C4H8O8- 6.34
  335.1641 C22H23O3- -3.5
  351.1589 C22H23O4- -3.66
  377.1385 C23H21O5- -2.5
  379.1542 C23H23O5- -2.36
  385.1071 C24H17O5- -2.7
  403.1185 C24H19O6- -0.5
  405.173 C28H23N1O2- -1.07
  413.1745 C27H25O4- -3.23
  417.1704 C26H25O5- -0.83
  419.1492 C25H23O6- -1.92
  429.0963 C25H17O7- -3.86
  437.1588 C25H25O7- -4.04
  441.1697 C28H25O5- -2.37
  443.1489 C27H23O6- -2.49
  444.1566 C27H24O6- -2.77
  456.18 C25H28O8- 2.29
  457.1649 C28H25O6- -1.65
  459.1828 C28H27O6- 3.25
  461.1599 C27H25O7- -1.44
  467.1501 C29H23O6- 0.21
  484.1761 C29H26N1O6- -0.93
  485.1597 C29H25O7- -1.78
  502.1864 C29H28N1O7- -1.42
  503.1697 C29H27O8- -2.84
  529.1494 C30H25O9- -1.86
  547.1614 C30H27O10- 0.83
PK$NUM_PEAK: 31
PK$PEAK: m/z int. rel.int.
  114.018 118982.1484375 37
  166.9986 340777.625 109
  184.0224 254126.828125 81
  335.1653 165219.09375 52
  351.1602 180394.84375 57
  377.1394 184625.3125 58
  379.1551 473539.78125 152
  385.1081 212723.5625 67
  403.1187 229186.84375 73
  405.1283 530964.375 171
  405.1734 149621.59375 47
  413.1758 176008.9375 56
  417.1707 882441.8125 285
  419.15 757565.5 244
  429.098 424832.0 136
  433.1606 151226.765625 48
  437.1606 147289.15625 46
  441.1707 2146021.75 694
  443.15 488973.09375 157
  444.1578 191576.390625 61
  456.179 230760.234375 73
  457.1657 411132.875 132
  459.1813 1431648.0 463
  461.1606 2627589.25 850
  467.15 190333.78125 60
  484.1766 459515.4375 147
  485.1606 3085229.5 999
  502.1871 1773043.75 573
  503.1711 230046.9375 73
  529.1504 508837.75 163
  547.1609 142454.796875 45
//