ACCESSION: MSBNK-AAFC-AC000613
RECORD_TITLE: Stachybocin B; 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 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 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$CHROMATOGRAPHY: RETENTION_TIME 4.07
AC$CHROMATOGRAPHY: NAPS_RTI 1456
AC$CHROMATOGRAPHY: SOLVENT A H2O 0.1% FA
AC$CHROMATOGRAPHY: SOLVENT B ACN 0.1% FA
MS$FOCUSED_ION: BASE_PEAK 817.475
MS$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$SPLASH: splash10-0159-0024504190-9082e05765da042386f0
PK$ANNOTATION: m/z tentative_formula mass_error(ppm)
178.0491 C9H8N1O3+ -4.28
189.1631 C14H21+ -3.7
244.0959 C14H14N1O3+ -3.76
246.1117 C14H16N1O3+ -3.13
368.2208 C23H30N1O3+ -3.35
380.2208 C24H30N1O3+ -3.25
384.2155 C20H32O7+ 3.24
396.2157 C24H30N1O4+ -3.14
421.138 C20H23N1O9+ 3.06
432.2518 C25H36O6+ 2.66
434.2675 C25H38O6+ 2.76
450.2622 C25H38O7+ 2.19
468.2732 C28H38N1O5+ -2.7
609.2937 C34H43N1O9+ 0.77
611.3094 C34H45N1O9+ 0.84
627.3041 C34H45N1O10+ 0.49
645.3146 C34H47N1O11+ 0.38
799.4649 C48H65N1O9+ -0.63
817.475 C48H67N1O10+ -1.18
818.4784 C52H66O8+ 3.85
835.4857 C48H69N1O11+ -0.99
PK$NUM_PEAK: 21
PK$PEAK: m/z int. rel.int.
178.0499 7165585.5 46
189.1638 5294766.0 34
244.0968 36567364.0 243
246.1125 5292900.0 34
368.222 15607138.0 103
380.222 12598364.0 83
384.2143 41947852.0 279
396.2169 12926549.0 85
421.1367 11127922.0 73
432.2507 6737790.0 44
434.2663 48121664.0 320
450.2612 34136704.0 227
468.2745 6947393.0 45
609.2932 8841597.0 58
611.3089 19085090.0 126
627.3038 49505120.0 329
645.3144 7204422.0 47
799.4654 21586360.0 143
817.476 149694704.0 999
818.4753 6168371.5 40
835.4865 22357722.0 148
//
