ACCESSION: MSBNK-AAFC-AC000502
RECORD_TITLE: Penitrem A; LC-ESI-ITFT; MS2; CE: 35; R=17500; [M+H]+
DATE: 2017.07.07
AUTHORS: Justin B. Renaud, Mark W. Sumarah, Agriculture and Agri-Food Canada
LICENSE: CC BY-SA
COPYRIGHT: Copyright (C) 2017
PUBLICATION: Renaud, J. B.; Sumarah, M. W. Data Independent Acquisition-Digital Archiving Mass Spectrometry: Application to Single Kernel Mycotoxin Analysis of Fusarium Graminearum Infected Maize. Analytical and Bioanalytical Chemistry 2016, 408 (12), 3083–91. DOI:10.1007/s00216-016-9391-5
COMMENT: CONFIDENCE Reference Standard (Level 1)
CH$NAME: Penitrem A
CH$COMPOUND_CLASS: Natural Product; Fungal metabolite
CH$FORMULA: C37H44ClNO6
CH$EXACT_MASS: 633.28572
CH$SMILES: CC(=C)[C@@H]1[C@@H]([C@@H]2[C@@]3(O2)[C@@H](O1)CC[C@]4([C@]3(CC[C@@H]5[C@@]4(C6=C7[C@H]5OC([C@H]8C[C@H]9[C@@]8(C1=C7C(=CC(=C1CC9=C)Cl)N6)O)(C)C)C)O)C)O
CH$IUPAC: InChI=1S/C37H44ClNO6/c1-15(2)28-27(40)31-37(45-31)23(43-28)9-10-33(6)34(7)18(8-11-35(33,37)41)29-25-24-21(39-30(25)34)14-20(38)17-12-16(3)19-13-22(32(4,5)44-29)36(19,42)26(17)24/h14,18-19,22-23,27-29,31,39-42H,1,3,8-13H2,2,4-7H3/t18-,19+,22+,23-,27-,28+,29-,31+,33+,34+,35-,36+,37-/m0/s1
CH$LINK: INCHIKEY
JDUWHZOLEDOQSR-JKPSMKLGSA-N
CH$LINK: CAS
12627-35-9
CH$LINK: PUBCHEM
CID:6610243
CH$LINK: CHEMSPIDER
10202291
CH$LINK: KNAPSACK
C00023567
CH$LINK: COMPTOX
DTXSID00320093
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 35(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$CHROMATOGRAPHY: RETENTION_TIME 4.21
AC$CHROMATOGRAPHY: NAPS_RTI 1533
AC$CHROMATOGRAPHY: SOLVENT A H2O 0.1% FA
AC$CHROMATOGRAPHY: SOLVENT B ACN 0.1% FA
MS$FOCUSED_ION: BASE_PEAK 332.1184
MS$FOCUSED_ION: PRECURSOR_M/Z 634.2925
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$SPLASH: splash10-053u-1139220000-8354ca0a2e9c3838074a
PK$ANNOTATION: m/z tentative_formula mass_error(ppm)
67.0548 C5H7+ 8.41
69.034 C4H5O1+ 7.33
69.0704 C5H9+ 7.41
79.0546 C6H7+ 4.6
81.0703 C6H9+ 5.08
83.0495 C2H10N1Cl1+ -1.61
85.0651 C2H12N1Cl1+ -2.19
91.0543 C7H7+ 0.7
93.07 C7H9+ 1.2
95.0493 C6H7O1+ 1.62
95.0857 C7H11+ 1.68
97.0649 C6H9O1+ 1.05
105.0699 C8H9+ 0.11
107.0856 C8H11+ 0.56
109.0647 C7H9O1+ -0.9
119.0854 C9H11+ -1.18
121.0644 C8H9O1+ -3.29
123.0802 C8H11O1+ -2.03
131.0851 C10H11+ -3.36
133.0647 C9H9O1+ -0.74
133.1007 C10H13+ -3.7
135.08 C9H11O1+ -3.33
137.0593 C8H9O2+ -2.98
143.085 C11H11+ -3.77
145.1006 C11H13+ -4.08
147.0798 C10H11O1+ -4.42
157.1008 C12H13+ -2.5
159.0797 C11H11O1+ -4.71
161.0954 C11H13O1+ -4.36
165.0542 C9H9O3+ -2.53
173.0955 C12H13O1+ -3.48
175.1113 C12H15O1+ -2.59
185.0955 C13H13O1+ -3.25
187.111 C13H15O1+ -4.03
199.1108 C14H15O1+ -4.79
213.1265 C15H17O1+ -4.25
216.0564 C16H8O1+ -2.65
228.0562 C17H8O1+ -3.39
242.0357 C17H6O2+ -2.19
244.0512 C17H8O2+ -2.79
252.0561 C19H8O1+ -3.46
253.0639 C19H9O1+ -3.55
254.0719 C19H10O1+ -2.85
256.0512 C18H8O2+ -2.66
258.0667 C18H10O2+ -3.23
266.0718 C20H10O1+ -3.1
268.0864 C14H17O3Cl1+ 1.21
270.0668 C19H10O2+ -2.72
271.1344 C14H22N1O2Cl1+ 3.81
280.0873 C21H12O1+ -3.48
282.0666 C20H10O2+ -3.31
282.1023 C15H19O3Cl1+ 2.03
283.0738 C14H16O4Cl1+ 2.26
284.0459 C19H8O3+ -3.14
284.0811 C14H17O4Cl1+ 0.4
286.0616 C19H10O3+ -2.95
291.0795 C22H11O1+ -3.26
292.0868 C16H17O3Cl1+ 2.48
293.0949 C16H18O3Cl1+ 3.41
294.0667 C21H10O2+ -2.84
294.1025 C16H19O3Cl1+ 2.62
295.0751 C21H11O2+ -0.88
296.0824 C21H12O2+ -2.65
304.0872 C23H12O1+ -3.54
306.1023 C17H19O3Cl1+ 1.87
308.0829 C22H12O2+ -0.93
309.0904 C22H13O2+ -1.98
309.149 C17H24N1O2Cl1+ -0.06
310.097 C16H19O4Cl1+ 1.17
312.1138 C22H16O2+ -2.21
318.1022 C18H19O3Cl1+ 1.48
320.1175 C18H21O3Cl1+ 0.37
320.1437 C24H18N1+ 0.96
321.0918 C20H16N1O1Cl1+ 0.93
321.1512 C24H19N1+ -0.06
322.0975 C17H19O4Cl1+ 2.68
330.1031 C25H14O1+ -2.51
331.1098 C19H20O3Cl1+ 0.74
332.0872 C14H19N1O6Cl1+ -7.01
332.1184 C19H21O3Cl1+ 3.07
334.099 C24H14O2+ 0.48
334.159 C25H20N1+ -0.13
335.1653 C19H26N1O2Cl1+ 1.88
336.1131 C18H21O4Cl1+ 2.41
342.1024 C20H19O3Cl1+ 1.96
343.1095 C20H20O3Cl1+ -0.16
344.118 C20H21O3Cl1+ 1.8
346.0961 C19H19O4Cl1+ -1.55
346.1347 C26H18O1+ -1.54
347.1046 C19H20O4Cl1+ 0.39
348.1116 C19H21O4Cl1+ -1.98
349.1815 C26H23N1+ -2.93
355.1114 C27H15O1+ -1.0
356.1184 C21H21O3Cl1+ 2.86
357.1266 C27H17O1+ -2.26
358.0965 C20H19O4Cl1+ -0.39
358.135 C27H18O1+ -0.65
359.1056 C26H15O2+ -2.96
360.1118 C20H21O4Cl1+ -1.36
364.1436 C20H25O4Cl1+ 0.02
368.1186 C28H16O1+ -2.66
369.1265 C28H17O1+ -2.45
370.1344 C28H18O1+ -2.25
371.1433 C28H19O1+ 0.65
372.1105 C21H21O4Cl1+ -4.81
374.1916 C28H24N1+ 3.35
375.201 C28H25N1+ 7.53
382.1359 C26H21N1Cl1+ 0.47
384.1537 C26H23N1Cl1+ 6.06
385.1193 C22H22O4Cl1+ -2.12
386.1261 C22H23O4Cl1+ -4.77
388.1451 C28H20O2+ -1.79
390.1576 C22H27O4Cl1+ -4.22
393.2074 C22H32N1O3Cl1+ 2.2
394.1358 C27H21N1Cl1+ 0.2
395.1442 C27H22N1Cl1+ 1.66
396.1562 C23H24O6+ -1.36
397.1186 C23H22O4Cl1+ -3.82
398.1285 C23H23O4Cl1+ 1.4
399.1375 C29H19O2+ -1.17
400.1475 C26H23N1O1Cl1+ 3.04
402.1167 C29H19Cl1+ -0.74
409.1608 C28H24N1Cl1+ 3.92
410.1266 C24H23O4Cl1+ -3.27
410.1706 C24H26O6+ -4.36
412.1431 C24H25O4Cl1+ -1.2
414.1145 C28H16N1O3+ 4.9
416.1371 C23H25O5Cl1+ -3.37
417.1459 C23H26O5Cl1+ -1.03
421.203 C29H27N1O2+ -1.53
424.1405 C25H25O4Cl1+ -7.29
426.1687 C21H29N1O6Cl1+ 2.14
427.1777 C27H25N1O4+ -0.27
428.1325 C31H21Cl1+ -0.35
428.1846 C27H26N1O4+ -2.43
430.1578 C27H25N1O2Cl1+ 2.22
438.1606 C32H22O2+ -1.93
440.1839 C22H31N1O6Cl1+ 1.05
444.1324 C24H25O6Cl1+ -2.28
452.177 C33H24O2+ -0.22
456.1703 C26H29O5Cl1+ 1.08
470.1873 C33H26O3+ -0.77
510.1762 C36H27O1Cl1+ 3.3
514.1725 C35H27O2Cl1+ 5.98
522.2186 C37H30O3+ -0.7
528.191 C35H28O5+ -4.04
529.1999 C35H29O5+ -2.0
530.2064 C35H30O5+ -4.5
540.2278 C31H37O6Cl1+ 0.88
546.2016 C35H30O6+ -3.83
547.2097 C35H31O6+ -3.33
548.2153 C36H33O3Cl1+ 7.31
558.2386 C37H34O5+ -2.67
564.2102 C36H33O4Cl1+ 7.09
598.2688 C37H41N1O4Cl1+ -5.15
PK$NUM_PEAK: 156
PK$PEAK: m/z int. rel.int.
67.0542 84603.0546875 33
69.0335 83006.3203125 32
69.0699 158883.046875 63
79.0542 82959.03125 32
81.0699 102809.6796875 40
83.0496 322291.46875 129
85.0653 250701.765625 100
91.0542 106651.875 42
93.0699 264919.25 106
95.0491 125085.6015625 49
95.0855 119734.3984375 47
97.0648 127040.484375 50
105.0699 145538.984375 58
107.0855 87290.265625 34
109.0648 120602.0390625 47
119.0855 189556.390625 75
121.0648 150451.421875 60
123.0804 130096.46875 51
131.0855 148802.4375 59
133.0648 84797.625 33
133.1012 115368.9140625 45
135.0804 179198.84375 71
137.0597 103245.28125 40
143.0855 104818.1015625 41
145.1012 169845.5 67
147.0804 119635.4609375 47
157.1012 107934.03125 42
159.0804 106007.484375 42
161.0961 221279.328125 88
165.0546 82230.1171875 32
173.0961 170981.421875 68
175.1118 95236.4296875 37
185.0961 115788.9453125 45
187.1118 129556.28125 51
199.1118 109402.1640625 43
213.1274 80635.265625 31
216.057 87779.8125 34
228.057 82210.6015625 32
242.0362 467563.15625 188
244.0519 286444.6875 115
252.057 129630.859375 51
253.0648 142152.0 56
254.0726 322592.96875 129
256.0519 117671.3359375 46
258.0675 127265.46875 50
266.0726 120075.2421875 47
268.0861 104348.328125 41
270.0675 160400.9375 64
271.1334 112083.3359375 44
280.0883 158456.828125 63
282.0675 207895.96875 83
282.1017 86101.9453125 33
283.0732 86219.640625 33
284.0468 434490.8125 175
284.081 98309.1953125 38
286.0624 146467.640625 58
291.0805 82815.5625 32
292.0861 147182.953125 58
293.0939 89437.0078125 35
294.0675 316308.59375 127
294.1017 130250.3125 51
295.0754 296560.1875 119
296.0832 949827.5625 384
304.0883 255425.515625 102
306.1017 520145.625 210
308.0832 264544.15625 106
309.091 298053.03125 119
309.149 91755.4765625 36
310.0966 198217.046875 79
312.1145 136255.265625 54
318.1017 277873.125 111
320.1174 187266.40625 75
320.1434 173435.953125 69
321.0915 79913.15625 31
321.1512 118223.3125 46
322.0966 131457.25 52
330.1039 119177.2578125 47
331.1096 127451.578125 50
332.0895 88696.4296875 34
332.1174 2463845.0 999
334.0988 80540.4375 31
334.159 338979.875 136
335.1647 820301.9375 331
336.1123 99347.21875 39
342.1017 142796.265625 56
343.1096 98514.1875 38
344.1174 379865.125 153
346.0966 112229.578125 44
346.1352 166979.640625 66
347.1045 87706.828125 34
348.1123 154231.671875 61
349.1825 119801.0546875 47
355.1118 256500.859375 103
356.1174 234195.09375 94
357.1274 121798.71875 48
358.0966 180581.65625 72
358.1352 175398.765625 70
359.1067 133500.53125 53
360.1123 167094.828125 66
364.1436 354725.71875 142
368.1196 578793.5625 233
369.1274 90288.8203125 35
370.1352 1060045.5 429
371.1431 83799.765625 33
372.1123 169509.3125 67
374.1903 105915.0 41
375.1982 84803.4453125 33
382.1357 166354.65625 66
384.1069 113356.3046875 45
384.1514 144483.8125 57
385.1201 99821.8203125 39
386.1279 113488.8515625 45
388.1458 92591.75 36
390.1592 82492.015625 32
393.2065 95625.015625 37
394.1357 145922.0 58
395.1435 106709.671875 42
396.1567 106458.09375 42
397.1201 185424.359375 74
398.1279 224821.125 90
399.138 138595.34375 55
400.1463 149097.5625 59
402.117 87088.7734375 34
409.1592 137233.015625 54
410.1279 79404.453125 31
410.1724 329291.90625 132
412.1436 408905.5 164
414.1125 140188.796875 55
416.1385 208640.859375 83
417.1463 86984.6015625 34
421.2036 120623.5546875 47
424.1436 91335.25 36
426.1678 141751.640625 56
427.1778 84581.96875 33
428.1327 100393.6640625 39
428.1856 268653.09375 108
430.1568 81184.796875 31
438.1614 228928.0625 91
440.1834 243713.875 97
444.1334 153567.5 61
452.1771 154586.8125 61
456.1698 203562.28125 81
470.1877 115701.0234375 45
510.1745 96649.484375 38
514.1694 103847.53125 41
522.219 90939.6328125 35
528.1931 356977.71875 143
529.201 194449.421875 77
530.2088 245129.78125 98
540.2273 1024128.375 414
546.2037 220545.546875 88
547.2115 164177.65625 65
548.2113 79655.703125 31
558.2401 1203472.75 487
564.2062 84929.1484375 33
598.2719 165971.984375 66
//
