ACCESSION: MSBNK-AAFC-AC000763
RECORD_TITLE: Viridicatumtoxin; LC-ESI-ITFT; MS2; CE: 20; 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 20(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$FOCUSED_ION: BASE_PEAK 502.1866
MS$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$SPLASH: splash10-0udi-0000590000-8043216d27697f15763e
PK$ANNOTATION: m/z tentative_formula mass_error(ppm)
  184.0239 C7H6N1O5- -6.64
  379.1553 C23H23O5- 0.54
  405.1724 C28H23N1O2- -2.55
  417.1695 C26H25O5- -2.99
  419.1491 C25H23O6- -2.16
  441.1699 C28H25O5- -1.92
  459.1827 C28H27O6- 3.03
  461.1599 C27H25O7- -1.44
  484.1757 C29H26N1O6- -1.76
  485.16 C29H25O7- -1.17
  502.1866 C29H28N1O7- -1.02
  503.1699 C29H27O8- -2.44
  529.1497 C30H25O9- -1.3
  546.1763 C30H28N1O9- -1.16
  547.1604 C30H27O10- -1.0
PK$NUM_PEAK: 18
PK$PEAK: m/z int. rel.int.
  184.0251 533377.5 109
  379.1551 363320.875 74
  405.1261 333392.21875 68
  405.1734 168826.34375 33
  417.1707 228635.484375 46
  419.15 361591.625 73
  441.1707 449786.53125 92
  459.1813 873206.75 179
  461.1606 987008.1875 203
  484.1766 347692.4375 70
  485.1606 1765968.25 364
  502.1871 4830670.5 999
  503.1711 414713.34375 84
  520.1967 557495.3125 114
  529.1504 1034088.75 213
  546.1769 514810.65625 105
  547.1609 1522150.25 314
  564.187 892064.125 183
//