ACCESSION: MSBNK-HBM4EU-HB003115
RECORD_TITLE: Tentotoxin; LC-ESI-ITFT; MS2; CE: 50%; R=7500; [M-H]-
DATE: 2021.10.11
AUTHORS: Laurent Debrauwer, Emilien L. Jamin, Research Centre in Food Toxicology (TOXALIM), INRAE, MetaboHUB-Metatoul platform, Toulouse, France
LICENSE: CC0
COPYRIGHT: Copyright (c) 2021 by Research Centre in Food Toxicology (TOXALIM), INRAE, MetaboHUB-Metatoul platform, Toulouse, France
COMMENT: HBM4EU - science and policy for a healthy future (https://www.hbm4eu.eu)
COMMENT: CONFIDENCE Reference Standard (Level 1)
COMMENT: INTERNAL_ID 49

CH$NAME: Tentotoxin
CH$NAME: 12-benzylidene-1,6,7-trimethyl-3-(2-methylpropyl)-1,4,7,10-tetrazacyclododecane-2,5,8,11-tetrone
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₂₂H₃₀N₄O₄
CH$EXACT_MASS: 414.22671
CH$SMILES: CC1C(=O)NC(C(=O)N(C(=CC2=CC=CC=C2)C(=O)NCC(=O)N1C)C)CC(C)C
CH$IUPAC: InChI=1S/C22H30N4O4/c1-14(2)11-17-22(30)26(5)18(12-16-9-7-6-8-10-16)21(29)23-13-19(27)25(4)15(3)20(28)24-17/h6-10,12,14-15,17H,11,13H2,1-5H3,(H,23,29)(H,24,28)
CH$LINK: CAS 28540-82-1
CH$LINK: PUBCHEM CID:5398
CH$LINK: INCHIKEY SIIRBDOFKDACOK-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER 5205

AC$INSTRUMENT: LTQ Orbitrap XL Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-ITFT
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE NEGATIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 50 % (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 7500
AC$CHROMATOGRAPHY: COLUMN_NAME Hypersil GOLD C18 1.9 um 100 x 2.1 mm Thermo Fisher Scientific
AC$CHROMATOGRAPHY: FLOW_GRADIENT 100/0 at 0 min, 0/100 at 30 min, 0/100 at 35 min
AC$CHROMATOGRAPHY: FLOW_RATE 300 uL/min
AC$CHROMATOGRAPHY: RETENTION_TIME 18.863 min
AC$CHROMATOGRAPHY: SOLVENT A water with 5% methanol and 0.1% acetic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% acetic acid

MS$FOCUSED_ION: BASE_PEAK 413.2183
MS$FOCUSED_ION: PRECURSOR_M/Z 413.2194
MS$FOCUSED_ION: PRECURSOR_TYPE [M-H]-
MS$FOCUSED_ION: PRECURSOR_INTENSITY 34299889.53418
MS$DATA_PROCESSING: RECALIBRATE loess on assigned fragments and MS1
MS$DATA_PROCESSING: REANALYZE Peaks with additional N2/O included
MS$DATA_PROCESSING: WHOLE RMassBank 3.2.0

PK$SPLASH: splash10-01ox-0971200000-14d58a540f7f66914018
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  84.0454 C4H6NO- 1 84.0455 -1.6
  101.0717 C4H9N2O- 1 101.072 -3.37
  102.0558 C4H8NO2- 1 102.0561 -2.32
  110.0245 C5H4NO2- 1 110.0248 -1.96
  111.0559 C5H7N2O- 1 111.0564 -4.75
  113.0353 C4H5N2O2- 1 113.0357 -2.94
  113.0718 C5H9N2O- 1 113.072 -2.41
  123.056 C6H7N2O- 1 123.0564 -2.87
  126.043 C5H6N2O2- 1 126.0435 -3.54
  127.0514 C5H7N2O2- 1 127.0513 1.17
  128.0501 C9H6N- 1 128.0506 -3.36
  132.0817 C9H10N- 1 132.0819 -1.44
  141.0665 C6H9N2O2- 1 141.067 -3.46
  153.1028 C8H13N2O- 1 153.1033 -3.26
  154.0617 C6H8N3O2- 1 154.0622 -3.03
  167.0455 C7H7N2O3- 1 167.0462 -4
  185.0712 C11H9N2O- 1 185.072 -4.51
  186.0807 C11H10N2O- 1 186.0799 4.62
  189.1036 C11H13N2O- 1 189.1033 1.33
  201.0671 C11H9N2O2- 1 201.067 0.74
  214.0738 C12H10N2O2- 1 214.0748 -4.35
  215.0818 C12H11N2O2- 1 215.0826 -3.94
  225.1233 C11H17N2O3- 1 225.1245 -4.99
  236.1398 C12H18N3O2- 1 236.1405 -2.9
  243.1492 C15H19N2O- 1 243.1503 -4.29
  246.1239 C13H16N3O2- 1 246.1248 -3.67
  254.1517 C12H20N3O3- 2 254.151 2.53
  256.1207 C15H16N2O2- 1 256.1217 -4.18
  259.1081 C14H15N2O3- 1 259.1088 -2.69
  271.1442 C16H19N2O2- 1 271.1452 -3.78
  284.1762 C17H22N3O- 1 284.1768 -2.28
  295.1312 C17H17N3O2- 1 295.1326 -4.95
  310.1554 C18H20N3O2- 1 310.1561 -2.22
  338.1879 C20H24N3O2- 2 338.1874 1.45
  354.2051 C20H26N4O2- 1 354.2061 -2.88
  356.1964 C20H26N3O3- 1 356.198 -4.49
  369.2283 C21H29N4O2- 1 369.2296 -3.4
  382.1765 C21H24N3O4- 1 382.1772 -1.84
  395.2075 C22H27N4O3- 1 395.2089 -3.45
  413.2185 C22H29N4O4- 1 413.2194 -2.3
PK$NUM_PEAK: 40
PK$PEAK: m/z int. rel.int.
  84.0454 26719 7
  101.0717 12395.3 3
  102.0558 85183.8 25
  110.0245 14255.8 4
  111.0559 30903.5 9
  113.0353 70954.6 20
  113.0718 8384.9 2
  123.056 47639.8 14
  126.043 13745.3 4
  127.0514 12347.7 3
  128.0501 33372.4 9
  132.0817 18079.2 5
  141.0665 3397122.2 999
  153.1028 118235.1 34
  154.0617 116206.5 34
  167.0455 151529.2 44
  185.0712 42466.1 12
  186.0807 7577.6 2
  189.1036 10117 2
  201.0671 10338.9 3
  214.0738 761632.5 223
  215.0818 520733.2 153
  225.1233 18667.3 5
  236.1398 15074.2 4
  243.1492 243095.8 71
  246.1239 348065.2 102
  254.1517 9112.2 2
  256.1207 19794.8 5
  259.1081 110340.5 32
  271.1442 1595006.4 469
  284.1762 13908.9 4
  295.1312 54476 16
  310.1554 48493.3 14
  338.1879 29850 8
  354.2051 60259 17
  356.1964 68985.1 20
  369.2283 329968.1 97
  382.1765 27394 8
  395.2075 19184.9 5
  413.2185 943275.8 277
//