ACCESSION: MSBNK-AAFC-AC000622
RECORD_TITLE: Stachybocin C; 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$NAME: Stachybocin C
CH$NAME: (2S)-2-[(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]-6-[(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)[C@@H](CCCCN6CC7=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)C(=O)O)O)(CC[C@H](C2(C)C)O)C
CH$IUPAC: InChI=1S/C52H70N2O11/c1-26-12-14-38-47(3,4)40(58)16-17-49(38,7)51(26)21-30-36(56)20-29-33(42(30)64-51)25-54(45(29)61)34(46(62)63)11-9-10-18-53-24-32-28(44(53)60)19-35(55)31-22-52(65-41(31)32)27(2)13-15-39-48(5,6)43(59)37(57)23-50(39,52)8/h19-20,26-27,34,37-40,43,55-59H,9-18,21-25H2,1-8H3,(H,62,63)/t26-,27-,34+,37-,38?,39?,40-,43-,49+,50+,51-,52-/m1/s1
CH$LINK: INCHIKEY
GBUQOBUNFQDAQG-CRDDFVEESA-N
CH$LINK: PUBCHEM
CID:10677176
CH$LINK: KNAPSACK
C00016149
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$FOCUSED_ION: BASE_PEAK 244.0955
MS$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$SPLASH: splash10-0006-1794200000-8a14ebf664994c0bf1f7
PK$ANNOTATION: m/z tentative_formula mass_error(ppm)
81.0702 C6H9+ 3.85
82.0654 C5H8N1+ 3.27
84.081 C5H10N1+ 2.57
93.07 C7H9+ 1.2
95.0856 C7H11+ 0.63
107.0854 C8H11+ -1.31
109.101 C8H13+ -1.76
119.0852 C9H11+ -2.86
121.1008 C9H13+ -3.24
133.1006 C10H13+ -4.45
135.1162 C10H15+ -4.77
147.1161 C11H15+ -5.06
149.1317 C11H17+ -5.34
175.1474 C13H19+ -4.27
178.049 C9H8N1O3+ -4.84
180.0645 C9H10N1O3+ -5.63
187.1472 C14H19+ -5.07
189.1628 C14H21+ -5.29
190.0489 C10H8N1O3+ -5.06
191.0565 C10H9N1O3+ -6.22
192.0645 C10H10N1O3+ -5.28
205.158 C14H21O1+ -3.46
216.0647 C12H10N1O3+ -3.77
216.1005 C10H16O5+ 5.92
218.0802 C12H12N1O3+ -4.43
226.0847 C11H14O5+ 5.01
228.1004 C11H16O5+ 5.17
230.0801 C13H12N1O3+ -4.63
232.0956 C13H14N1O3+ -5.25
242.0799 C14H12N1O3+ -5.23
243.0876 C11H15O6+ 5.33
244.0955 C14H14N1O3+ -5.4
245.1029 C11H17O6+ 3.85
246.1111 C11H18O6+ 5.36
256.0956 C15H14N1O3+ -4.76
282.1113 C17H16N1O3+ -4.15
296.1265 C15H20O6+ 3.6
366.2051 C23H28N1O3+ -3.5
368.2202 C20H32O6+ 2.32
380.2201 C21H32O6+ 1.98
384.2149 C20H32O7+ 1.68
396.215 C21H32O7+ 1.88
398.231 C21H34O7+ 2.74
408.251 C23H36O6+ 0.86
414.2256 C21H34O8+ 1.89
421.1372 C20H23N1O9+ 1.16
432.2514 C25H36O6+ 1.74
434.2673 C25H38O6+ 2.3
448.2459 C25H36O7+ 0.76
450.2614 C25H38O7+ 0.42
PK$NUM_PEAK: 50
PK$PEAK: m/z int. rel.int.
81.0699 454592.96875 50
82.0651 364130.125 40
84.0808 432223.03125 47
93.0699 346585.6875 38
95.0855 836223.125 93
107.0855 729736.75 81
109.1012 677496.3125 75
119.0855 562681.125 62
121.1012 802062.875 89
133.1012 1180926.0 132
135.1168 441212.46875 48
147.1168 378036.8125 41
149.1325 519543.375 57
175.1481 289392.875 31
178.0499 2890030.5 326
180.0655 547243.6875 60
187.1481 370222.5625 40
189.1638 1345373.875 151
190.0499 1998501.375 225
191.0577 520432.84375 57
192.0655 2883582.0 325
205.1587 321347.59375 35
216.0655 587270.625 65
216.0992 650771.0 72
218.0812 662309.8125 73
226.0836 562961.5625 62
228.0992 380088.28125 42
230.0812 960995.0 107
232.0968 636497.75 71
242.0812 798725.5625 89
243.0863 950914.0625 106
244.0968 8835382.0 999
245.102 756746.1875 84
246.1098 1020580.9375 114
256.0968 397428.875 43
282.1125 283004.21875 31
296.1254 356814.4375 39
366.2064 311346.84375 34
368.2193 2179722.75 245
380.2193 2362297.0 266
384.2143 1018331.375 114
396.2143 3267903.25 368
398.2299 310055.75 34
408.2507 336502.96875 37
414.2248 672535.6875 75
421.1367 1125579.625 126
432.2507 499587.0625 55
434.2663 1230422.125 138
448.2456 296575.875 32
450.2612 601642.8125 67
//
