ACCESSION: MSBNK-AAFC-AC000636
RECORD_TITLE: Tentoxin; LC-ESI-ITFT; MS2; CE: 55; 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 55(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$FOCUSED_ION: BASE_PEAK 132.0813
MS$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$SPLASH: splash10-0a59-2950000000-af1ca9fe3816beecf7cf
PK$ANNOTATION: m/z tentative_formula mass_error(ppm)
  86.0972 C5H12N1+ 8.87
  91.055 C7H7+ 8.39
  97.0766 C5H9N2+ 5.89
  98.0971 C6H12N1+ 6.77
  108.0812 C7H10N1+ 3.85
  113.0716 C5H9N2O1+ 5.85
  115.0549 C9H7+ 5.77
  117.0576 C8H7N1+ 2.51
  125.0714 C6H9N2O1+ 3.69
  126.0793 C6H10N2O1+ 4.25
  129.0704 C10H9+ 3.97
  130.0657 C9H8N1+ 4.37
  132.0813 C9H10N1+ 3.91
  144.0812 C10H10N1+ 2.89
  146.0967 C10H12N1+ 1.81
  157.0766 C10H9N2+ 3.64
  159.0918 C10H11N2+ 0.75
  171.0921 C11H11N2+ 2.45
  173.1077 C11H13N2+ 2.13
  183.0915 C12H11N2+ -0.98
  186.1025 C11H12N3+ -0.41
  188.1189 C11H14N3+ 3.57
  196.0999 C13H12N2+ 2.01
  198.1035 C14H14O1+ -2.16
  200.1189 C12H14N3+ 3.36
  210.1606 C11H20N3O1+ 2.41
  213.1249 C13H15N3+ -5.41
  214.1342 C13H16N3+ 1.49
  227.1547 C15H19N2+ 1.81
  239.1551 C16H19N2+ 3.4
  256.1815 C16H22N3+ 2.59
  284.1765 C19H24O2+ -2.1
  312.1719 C20H24O3+ -0.35
PK$NUM_PEAK: 35
PK$PEAK: m/z int. rel.int.
  56.0505 620392.375 35
  58.0662 2255165.75 131
  86.0964 824410.9375 47
  91.0542 6661340.5 390
  97.076 836500.625 48
  98.0964 1199763.0 69
  108.0808 596271.25 34
  113.0709 4498133.5 263
  115.0542 581285.375 33
  117.0573 562381.75 32
  125.0709 971711.4375 56
  126.0788 1218551.625 70
  129.0699 1141620.875 66
  130.0651 1814042.75 105
  132.0808 16994160.0 999
  144.0808 2055621.625 119
  146.0964 1315704.875 76
  157.076 696121.4375 39
  159.0917 972056.625 56
  171.0917 3361280.5 196
  173.1073 1199715.375 69
  183.0917 676327.625 38
  186.1026 714401.6875 41
  188.1182 4161962.5 243
  196.0995 590372.0 33
  198.1039 812009.625 46
  200.1182 3338502.25 195
  210.1601 1338433.75 77
  213.1261 724992.0 41
  214.1339 1116840.125 64
  227.1543 1084541.75 62
  239.1543 2645188.5 154
  256.1808 16516112.0 970
  284.1771 725805.9375 41
  312.172 803585.25 46
//