ACCESSION: MSBNK-AAFC-AC000614
RECORD_TITLE: Stachybocin B; LC-ESI-ITFT; MS2; CE: 50; 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 isolated standard
CH$NAME: Stachybocin B
CH$NAME: (2S)-6-[(3R,7R,8R,8aS)-3,4'-dihydroxy-4,4,7,8a-tetramethyl-6'-oxospiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-3,8-dihydrofuro[2,3-e]isoindole]-7'-yl]-2-[(2R,3S,7R,8R,8aS)-2,3,4'-trihydroxy-4,4,7,8a-tetramethyl-6'-oxospiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-3,8-dihydrofuro[2,3-e]isoindole]-7'-yl]hexanoic acid
CH$COMPOUND_CLASS: Natural Product; Fungal metabolite
CH$FORMULA: C52H70N2O11
CH$EXACT_MASS: 898.49797
CH$SMILES: C[C@@H]1CCC2[C@@]([C@@]13CC4=C(C=C5C(=C4O3)CN(C5=O)CCCC[C@@H](C(=O)O)N6CC7=C8C(=C(C=C7C6=O)O)C[C@@]9(O8)[C@@H](CCC1[C@@]9(C[C@H]([C@H](C1(C)C)O)O)C)C)O)(CC[C@H](C2(C)C)O)C
CH$IUPAC: InChI=1S/C52H70N2O11/c1-26-12-14-38-47(3,4)40(58)16-17-49(38,7)51(26)21-30-35(55)19-28-32(41(30)64-51)24-53(44(28)60)18-10-9-11-34(46(62)63)54-25-33-29(45(54)61)20-36(56)31-22-52(65-42(31)33)27(2)13-15-39-48(5,6)43(59)37(57)23-50(39,52)8/h19-20,26-27,34,37-40,43,55-59H,9-18,21-25H2,1-8H3,(H,62,63)/t26-,27-,34+,37-,38?,39?,40-,43-,49+,50+,51-,52-/m1/s1
CH$LINK: INCHIKEY
ZRTGPZGAMCJZNA-CRDDFVEESA-N
CH$LINK: PUBCHEM
CID:10509958
CH$LINK: KNAPSACK
C00016148
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 50(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$CHROMATOGRAPHY: RETENTION_TIME 4.07
AC$CHROMATOGRAPHY: NAPS_RTI 1456
AC$CHROMATOGRAPHY: SOLVENT A H2O 0.1% FA
AC$CHROMATOGRAPHY: SOLVENT B ACN 0.1% FA
MS$FOCUSED_ION: BASE_PEAK 244.0958
MS$FOCUSED_ION: PRECURSOR_M/Z 899.5047
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$SPLASH: splash10-0006-1894200000-f68ec12cd8e8fb273b87
PK$ANNOTATION: m/z tentative_formula mass_error(ppm)
67.0548 C5H7+ 8.41
81.0702 C6H9+ 3.85
82.0655 C5H8N1+ 4.48
84.0811 C5H10N1+ 3.76
93.0701 C7H9+ 2.28
95.0857 C7H11+ 1.68
107.0855 C8H11+ -0.37
109.1011 C8H13+ -0.84
119.0853 C9H11+ -2.02
121.1009 C9H13+ -2.41
133.1007 C10H13+ -3.7
135.1163 C10H15+ -4.03
147.1162 C11H15+ -4.38
149.1319 C11H17+ -4.0
175.1474 C13H19+ -4.27
178.0491 C9H8N1O3+ -4.28
180.0647 C9H10N1O3+ -4.52
187.1473 C14H19+ -4.53
189.163 C14H21+ -4.23
190.049 C10H8N1O3+ -4.54
191.0566 C10H9N1O3+ -5.69
192.0647 C10H10N1O3+ -4.24
205.158 C14H21O1+ -3.46
216.065 C12H10N1O3+ -2.38
216.1006 C13H14N1O2+ -6.05
218.0803 C12H12N1O3+ -3.97
226.0851 C14H12N1O2+ -5.11
228.1005 C11H16O5+ 5.61
230.0802 C13H12N1O3+ -4.2
232.0958 C13H14N1O3+ -4.39
242.0801 C14H12N1O3+ -4.4
243.0878 C14H13N1O3+ -4.9
244.0958 C14H14N1O3+ -4.17
245.1033 C14H15N1O3+ -5.48
246.1114 C14H16N1O3+ -4.35
256.0956 C15H14N1O3+ -4.76
296.1271 C18H18N1O3+ -3.45
366.205 C20H30O6+ 3.57
368.2206 C20H32O6+ 3.41
380.2205 C21H32O6+ 3.04
384.2153 C20H32O7+ 2.72
396.2154 C21H32O7+ 2.89
398.231 C21H34O7+ 2.74
408.2516 C23H36O6+ 2.33
414.2259 C21H34O8+ 2.61
421.1377 C20H23N1O9+ 2.35
432.2516 C25H36O6+ 2.2
434.2674 C25H38O6+ 2.53
448.2462 C25H36O7+ 1.43
450.2618 C25H38O7+ 1.31
PK$NUM_PEAK: 50
PK$PEAK: m/z int. rel.int.
67.0542 3768648.0 31
81.0699 5941154.0 49
82.0651 5380232.5 44
84.0808 6080476.0 50
93.0699 5135854.0 42
95.0855 12044770.0 101
107.0855 10665694.0 89
109.1012 9599806.0 80
119.0855 8187858.0 68
121.1012 11107904.0 93
133.1012 16289749.0 137
135.1168 6369132.0 53
147.1168 5327778.0 44
149.1325 7366982.0 61
175.1481 4020769.0 33
178.0499 41133724.0 349
180.0655 8011427.0 67
187.1481 5853049.0 48
189.1638 19736216.0 167
190.0499 27209298.0 231
191.0577 6680614.0 55
192.0655 39870584.0 339
205.1587 4048057.5 33
216.0655 8627505.0 72
216.1019 8658150.0 72
218.0812 9605906.0 80
226.0863 7235711.5 60
228.0992 4661979.0 38
230.0812 14208228.0 120
232.0968 8339492.5 70
242.0812 10325720.0 87
243.089 13203778.0 111
244.0968 117219944.0 999
245.1046 11094426.0 93
246.1125 13930764.0 117
256.0968 4351348.5 36
296.1281 4701770.0 39
366.2037 4600609.0 38
368.2193 25687192.0 218
380.2193 32922998.0 279
384.2143 14510384.0 122
396.2143 41581928.0 353
398.2299 5391848.5 44
408.2507 4804210.5 39
414.2248 7066194.5 59
421.1367 14954639.0 126
432.2507 6480468.5 54
434.2663 15961921.0 135
448.2456 4213237.5 34
450.2612 7239214.5 60
//
