ACCESSION: MSBNK-AAFC-AC000765
RECORD_TITLE: Viridicatumtoxin; 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
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$MASS_SPECTROMETRY: COLLISION_ENERGY 40(NCE)
AC$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 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 461.1599
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: splash10-02tl-0106900000-f53f3c06b81dd97a8bb4
PK$ANNOTATION: m/z tentative_formula mass_error(ppm)
149.9944 C7H2O4- -9.59
150.0181 C4H6O6- 7.59
163.0025 C8H3O4- -7.14
166.9971 C7H3O5- -8.83
168.0291 C7H6N1O4- -6.62
184.0233 C4H8O8- 4.71
308.0682 C18H12O5- -2.62
317.0453 C19H9O5- -0.73
320.1426 C21H20O3- 2.51
333.0406 C19H9O6- 0.48
335.1642 C22H23O3- -3.2
342.0898 C22H14O4- 0.15
345.0781 C21H13O5- 3.67
346.0841 C21H14O5- -1.62
348.0644 C20H12O6- 1.38
351.0502 C19H11O7- -2.28
351.1612 C22H23O4- 2.89
357.0764 C22H13O5- -1.22
357.113 C23H17O4- -0.64
359.0916 C22H15O5- -2.47
361.1073 C22H17O5- -2.32
363.0864 C21H15O6- -2.74
363.16 C23H23O4- -0.51
364.1319 C22H20O5- 0.78
370.0838 C23H14O5- -2.32
372.0624 C22H12O6- -4.08
373.0712 C22H13O6- -1.46
373.1817 C25H25O3- 2.07
375.1597 C24H23O4- -1.29
376.0566 C21H12O7- -5.92
377.1393 C23H21O5- -0.38
379.1544 C23H23O5- -1.83
385.1072 C24H17O5- -2.44
386.0777 C23H14O6- -4.84
387.0864 C23H15O6- -2.57
388.0951 C23H16O6- -0.31
389.1745 C25H25O4- -3.43
390.074 C22H14O7- -1.23
390.1471 C24H22O5- -0.43
401.1034 C24H17O6- 0.88
402.1474 C25H22O5- 0.33
403.1223 C27H17N1O3- 2.26
405.1731 C28H23N1O2- -0.82
413.1746 C27H25O4- -2.99
414.0742 C24H14O7- -0.68
417.1703 C26H25O5- -1.07
419.1492 C25H23O6- -1.92
426.1476 C27H22O5- 0.78
429.0943 C25H17O7- -8.52
433.1642 C26H25O6- -3.36
441.1697 C28H25O5- -2.37
442.1426 C27H22O6- 0.95
443.1493 C27H23O6- -1.59
444.1573 C27H24O6- -1.19
446.1342 C26H22O7- -6.47
455.1167 C30H17N1O4- 0.88
456.1818 C28H26N1O5- 0.35
457.1642 C28H25O6- -3.18
459.1838 C28H27O6- 5.43
461.1599 C27H25O7- -1.44
467.1484 C29H23O6- -3.43
484.175 C26H28O9- 2.35
485.1594 C29H25O7- -2.4
502.1843 C29H28N1O7- -5.6
PK$NUM_PEAK: 72
PK$PEAK: m/z int. rel.int.
99.0071 68847.140625 48
114.0182 70985.2890625 49
123.0069 131531.71875 93
136.9862 71730.734375 50
139.002 87350.375 61
141.0179 59051.63671875 41
149.9958 150716.328125 107
150.017 67460.46875 47
163.0037 63691.8671875 44
166.9986 408012.625 292
168.0302 85441.859375 60
184.0224 111202.015625 78
279.232 55144.23828125 38
308.069 67387.4375 47
317.0455 81823.078125 57
320.1418 63517.43359375 44
333.0404 56550.59375 39
335.1653 358528.3125 256
342.0897 54906.09765625 38
345.0768 74214.1953125 52
346.0847 253941.796875 181
348.0639 80954.421875 57
351.051 57501.17578125 40
351.1602 210506.328125 150
357.0768 59564.23828125 41
357.1132 70654.5 49
359.0925 57660.24609375 40
361.1081 472675.0 338
363.0874 206011.34375 146
363.1602 57235.73828125 40
364.1316 85375.25 60
370.0847 454816.75 325
372.0639 67029.6015625 47
373.0717 131911.734375 93
373.1809 71182.640625 50
375.1602 58860.78515625 41
376.0588 57104.15234375 40
377.1394 516939.28125 370
379.1551 379690.34375 271
385.1081 895640.125 642
386.0796 153394.28125 109
387.0874 249296.90625 178
388.0952 336937.4375 241
389.1758 104340.0625 73
390.0745 183737.625 130
390.1473 57536.19921875 40
401.103 83684.2421875 59
402.1473 180804.890625 128
403.1214 168884.09375 120
405.1292 214122.71875 152
405.1734 74961.8359375 52
413.1758 168809.234375 120
414.0745 154564.296875 110
417.1707 841289.0 603
419.15 1068534.125 766
426.1473 154575.0625 110
429.098 392796.96875 281
433.1657 116166.359375 82
441.1707 1318135.375 945
442.1422 83804.84375 59
443.15 419465.1875 300
444.1578 96822.21875 68
446.1371 120531.4375 85
455.1163 54566.28125 38
456.1816 148999.828125 106
457.1657 218996.40625 156
459.1813 356087.09375 254
461.1606 1391997.625 999
467.15 94229.9140625 66
484.1739 85350.90625 60
485.1606 613663.875 439
502.1871 95707.421875 67
//
