ACCESSION: MSBNK-AAFC-AC000635
RECORD_TITLE: Tentoxin; LC-ESI-ITFT; MS2; CE: 40; 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: Kelman, M. J.; Renaud, J. B.; Seifert, K. A.; Mack, J.; Sivagnanam, K.; Yeung, K. K.-C.; Sumarah, M. W. Identification of Six newAlternariasulfoconjugated Metabolites by High-Resolution Neutral Loss Filtering. Rapid Communications in Mass Spectrometry 2015, 29 (19), 1805–10. DOI:10.1002/rcm.7286
COMMENT: CONFIDENCE Reference Standard (Level 1)

CH$NAME: Tentoxin
CH$NAME: cycloleucyl-N-methylalanylglycyl-N-methyl dehydrophenylalanine
CH$NAME: (3S,6S,12Z)-12-benzylidene-1,6,7-trimethyl-3-(2-methylpropyl)-1,4,7,10-tetrazacyclododecane-2,5,8,11-tetrone
CH$COMPOUND_CLASS: Natural Product; Fungal metabolite
CH$FORMULA: C₂₂H₃₀N₄O₄
CH$EXACT_MASS: 414.2267
CH$SMILES: C[C@H]1C(=O)N[C@H](C(=O)N(/C(=C\C2=CC=CC=C2)/C(=O)NCC(=O)N1C)C)CC(C)C
CH$IUPAC: InChI=1S/C22H30N4O4/c1-14(2)11-17-22(30)26(5)18(12-16-9-7-6-8-10-16)21(29)23-13-19(27)25(4)15(3)20(28)24-17/h6-10,12,14-15,17H,11,13H2,1-5H3,(H,23,29)(H,24,28)/b18-12-/t15-,17-/m0/s1
CH$LINK: INCHIKEY SIIRBDOFKDACOK-LFXZBHHUSA-N
CH$LINK: CAS 28540-82-1
CH$LINK: PUBCHEM CID:5281143
CH$LINK: CHEMSPIDER 4444584
CH$LINK: KNAPSACK C00001521
CH$LINK: COMPTOX DTXSID70893264

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 40(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$CHROMATOGRAPHY: RETENTION_TIME 3.15
AC$CHROMATOGRAPHY: NAPS_RTI 936
AC$CHROMATOGRAPHY: SOLVENT A H2O 0.1% FA
AC$CHROMATOGRAPHY: SOLVENT B ACN 0.1% FA

MS$FOCUSED_ION: BASE_PEAK 256.1815
MS$FOCUSED_ION: PRECURSOR_M/Z 415.2334
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$SPLASH: splash10-0bt9-0193000000-bddb7c57a82901185d9f
PK$ANNOTATION: m/z tentative_formula mass_error(ppm)
  98.0971 C6H12N1+ 6.77
  113.0717 C5H9N2O1+ 6.74
  132.0813 C9H10N1+ 3.91
  171.0921 C11H11N2+ 2.45
  188.1189 C11H14N3+ 3.57
  200.119 C14H16O1+ -2.9
  210.1607 C11H20N3O1+ 2.88
  238.1555 C12H20N3O2+ 2.08
  239.1549 C16H19N2+ 2.56
  256.1815 C16H22N3+ 2.59
  284.1765 C19H24O2+ -2.1
  312.1714 C20H24O3+ -1.95
  330.1822 C20H26O4+ -1.12
PK$NUM_PEAK: 14
PK$PEAK: m/z int. rel.int.
  58.0662 1303062.75 33
  98.0964 1553067.875 40
  113.0709 1995639.875 52
  132.0808 4852104.5 128
  171.0917 1574018.0 40
  188.1182 1807591.875 47
  200.1196 1456918.875 37
  210.1601 5733915.5 151
  238.155 3712336.5 98
  239.1543 1960190.875 51
  256.1808 37493300.0 999
  284.1771 4370396.5 115
  312.172 20724858.0 551
  330.1826 2209871.0 57
//