ACCESSION: MSBNK-AAFC-AC000501
RECORD_TITLE: Penitrem A; LC-ESI-ITFT; MS2; CE: 30; 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 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$CHROMATOGRAPHY: RETENTION_TIME 4.21
AC$CHROMATOGRAPHY: NAPS_RTI 1533
AC$CHROMATOGRAPHY: SOLVENT A H2O 0.1% FA
AC$CHROMATOGRAPHY: SOLVENT B ACN 0.1% FA
MS$FOCUSED_ION: BASE_PEAK 558.2385
MS$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$SPLASH: splash10-0a5c-0028390000-0e707cffefcc01224240
PK$ANNOTATION: m/z tentative_formula mass_error(ppm)
83.0495 C2H10N1Cl1+ -1.61
85.0651 C2H12N1Cl1+ -2.19
93.07 C7H9+ 1.2
121.0644 C8H9O1+ -3.29
135.0801 C9H11O1+ -2.59
147.0799 C10H11O1+ -3.74
161.0954 C11H13O1+ -4.36
173.0954 C12H13O1+ -4.06
175.111 C12H15O1+ -4.31
242.0357 C17H6O2+ -2.19
244.0514 C17H8O2+ -1.97
254.0719 C19H10O1+ -2.85
282.0661 C14H15O4Cl1+ 2.72
284.0458 C19H8O3+ -3.49
294.0665 C21H10O2+ -3.52
295.0752 C21H11O2+ -0.54
296.0825 C21H12O2+ -2.32
304.0876 C23H12O1+ -2.22
306.1028 C17H19O3Cl1+ 3.5
308.0831 C22H12O2+ -0.28
309.0902 C22H13O2+ -2.63
310.0967 C16H19O4Cl1+ 0.2
312.1128 C16H21O4Cl1+ 1.63
318.1035 C24H14O1+ -1.35
320.1184 C18H21O3Cl1+ 3.19
332.1185 C25H16O1+ -3.25
334.1586 C25H20N1+ -1.33
335.1654 C19H26N1O2Cl1+ 2.18
336.1118 C18H21O4Cl1+ -1.46
344.1184 C20H21O3Cl1+ 2.96
346.1346 C26H18O1+ -1.83
348.1121 C19H21O4Cl1+ -0.55
355.1102 C21H20O3Cl1+ 1.82
356.1171 C21H21O3Cl1+ -0.79
358.0964 C20H19O4Cl1+ -0.66
358.1351 C27H18O1+ -0.37
360.1125 C20H21O4Cl1+ 0.58
364.1445 C20H25O4Cl1+ 2.49
368.1183 C22H21O3Cl1+ 2.5
370.1346 C28H18O1+ -1.71
382.1363 C26H21N1Cl1+ 1.52
394.1357 C27H21N1Cl1+ -0.05
397.1191 C23H22O4Cl1+ -2.56
398.1273 C23H23O4Cl1+ -1.61
400.1479 C26H23N1O1Cl1+ 4.04
409.1604 C28H24N1Cl1+ 2.94
410.1706 C24H26O6+ -4.36
412.1429 C24H25O4Cl1+ -1.68
416.1354 C30H21Cl1+ 6.61
427.1738 C21H30N1O6Cl1+ -4.25
428.1826 C21H31N1O6Cl1+ -1.96
438.1607 C32H22O2+ -1.7
440.1848 C28H26N1O4+ -1.91
444.1324 C24H25O6Cl1+ -2.28
452.1758 C27H29O4Cl1+ 1.99
456.1701 C26H29O5Cl1+ 0.64
470.1863 C27H31O5Cl1+ 1.79
510.1713 C34H24N1O4+ 2.57
522.2173 C31H35O5Cl1+ 1.03
528.1908 C35H28O5+ -4.42
529.1993 C35H29O5+ -3.13
530.2073 C35H30O5+ -2.8
540.228 C31H37O6Cl1+ 1.25
546.2024 C35H30O6+ -2.37
547.2101 C35H31O6+ -2.59
548.2161 C35H32O6+ -5.92
558.2385 C37H34O5+ -2.84
580.2571 C34H41O6Cl1+ -2.64
598.2695 C37H41N1O4Cl1+ -3.98
616.281 C37H43N1O5Cl1+ -2.34
PK$NUM_PEAK: 70
PK$PEAK: m/z int. rel.int.
83.0496 297547.3125 66
85.0653 212666.484375 47
93.0699 193964.71875 43
121.0648 156871.96875 34
135.0804 175879.140625 38
147.0804 145358.6875 32
161.0961 226692.390625 50
173.0961 190508.28125 42
175.1118 148874.453125 32
242.0362 445531.34375 100
244.0519 222738.640625 49
254.0726 341805.65625 76
282.0653 174665.765625 38
284.0468 476233.5625 107
294.0675 221469.515625 49
295.0754 207239.203125 46
296.0832 1088299.5 246
304.0883 191270.453125 42
306.1017 478895.5625 107
308.0832 239303.671875 53
309.091 269749.125 60
310.0966 189753.859375 42
312.1123 209983.21875 46
318.1039 231332.09375 51
320.1174 241244.859375 53
332.1196 2512987.5 570
334.159 286443.34375 64
335.1647 639073.75 144
336.1123 155605.15625 34
344.1174 360362.46875 80
346.1352 221336.5625 49
348.1123 147714.90625 32
355.1096 165711.4375 36
356.1174 174804.984375 38
358.0966 162912.21875 36
358.1352 184974.65625 41
360.1123 161426.46875 35
364.1436 497211.3125 112
368.1174 742669.8125 167
370.1352 1179681.375 267
382.1357 147759.953125 32
394.1357 147919.53125 32
397.1201 183727.96875 40
398.1279 217623.96875 48
400.1463 155464.625 34
409.1592 217107.3125 48
410.1724 395875.59375 89
412.1436 471321.34375 106
416.1327 204384.234375 45
427.1756 147626.546875 32
428.1834 423232.0625 95
438.1614 302668.1875 67
440.1856 302300.15625 67
444.1334 176224.640625 39
452.1749 251717.03125 56
456.1698 435064.03125 97
470.1855 210904.3125 46
510.17 158700.65625 35
522.2168 324690.5 72
528.1931 517346.625 116
529.201 315355.0625 70
530.2088 492720.0 111
540.2273 2774650.0 629
546.2037 415030.25 93
547.2115 397631.53125 89
548.2193 331821.40625 74
558.2401 4397593.5 999
580.2586 144177.890625 31
598.2719 615654.1875 138
616.2824 203212.5625 45
//
