ACCESSION: MSBNK-HBM4EU-HB003493
RECORD_TITLE: Malformin C; LC-ESI-ITFT; MS2; CE: 40%; 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 145

CH$NAME: Malformin C
CH$NAME: Malformin B1b
CH$NAME: (1S,4S,7R,10S,13S)-4,7-bis(2-methylpropyl)-10-propan-2-yl-15,16-dithia-2,5,8,11,19-pentazabicyclo[11.4.2]nonadecane-3,6,9,12,18-pentone
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₂₃H₃₉N₅O₅S₂
CH$EXACT_MASS: 529.23926
CH$SMILES: O=C1[C@H](CC(C)C)NC([C@@H](CC(C)C)NC([C@H](C(C)C)NC([C@@H]2NC([C@@H](CSSC2)N1)=O)=O)=O)=O
CH$IUPAC: InChI=1S/C23H39N5O5S2/c1-11(2)7-14-20(30)26-16-9-34-35-10-17(27-21(16)31)22(32)28-18(13(5)6)23(33)25-15(8-12(3)4)19(29)24-14/h11-18H,7-10H2,1-6H3,(H,24,29)(H,25,33)(H,26,30)(H,27,31)(H,28,32)/t14-,15+,16+,17+,18-/m0/s1
CH$LINK: CAS 59926-78-2
CH$LINK: PUBCHEM CID:21635794
CH$LINK: INCHIKEY TZODYIWCRGWHQB-TZNCUMHOSA-N
CH$LINK: CHEMSPIDER 10269547
CH$LINK: COMPTOX DTXSID40894006

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$MASS_SPECTROMETRY: COLLISION_ENERGY 40 % (nominal)
AC$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 21.909 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$FOCUSED_ION: BASE_PEAK 588.2535
MS$FOCUSED_ION: PRECURSOR_M/Z 528.232
MS$FOCUSED_ION: PRECURSOR_TYPE [M-H]-
MS$FOCUSED_ION: PRECURSOR_INTENSITY 6831499.900391
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$SPLASH: splash10-0006-0502920000-355fccc1dbebe3faaf7c
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  55.9901 C2O2- 1 55.9904 -4.99
  97.0409 C4H5N2O- 1 97.0407 1.5
  100.023 C4H6NS- 1 100.0226 3.12
  109.0409 C5H5N2O- 1 109.0407 1.84
  111.0564 C5H7N2O- 1 111.0564 0.19
  126.0021 C5H4NOS- 1 126.0019 1.75
  139.0878 C7H11N2O- 2 139.0877 0.72
  141.0671 C6H9N2O2- 2 141.067 0.97
  143.0287 C5H7N2OS- 1 143.0285 1.42
  155.0823 C7H11N2O2- 1 155.0826 -1.83
  156.0491 C7H10NOS- 2 156.0489 1.65
  181.0983 C9H13N2O2- 3 181.0983 0.51
  185.0756 C8H13N2OS- 3 185.0754 0.77
  201.0535 C8H13N2S2- 3 201.0526 4.76
  208.1087 C10H14N3O2- 2 208.1092 -2.38
  210.0881 C9H12N3O3- 2 210.0884 -1.5
  233.1663 C8H27NO4S- 3 233.1666 -1.26
  251.1158 C11H15N4O3- 2 251.115 3.5
  253.1308 C11H17N4O3- 3 253.1306 0.73
  269.1846 C12H23N5O2- 3 269.1857 -4.05
  306.2185 C17H28N3O2- 3 306.2187 -0.65
  350.2089 C18H28N3O4- 2 350.2085 1.02
  367.2357 C18H31N4O4- 3 367.2351 1.72
  417.2506 C22H33N4O4- 1 417.2507 -0.41
  425.2253 C22H35NO5S- 3 425.2241 2.8
  436.2584 C18H38N5O5S- 3 436.2599 -3.56
  451.239 C22H35N4O4S- 1 451.2385 1.33
  460.2567 C23H34N5O5- 1 460.2565 0.32
  462.2726 C23H36N5O5- 1 462.2722 0.99
  494.2452 C23H36N5O5S- 1 494.2443 1.95
  528.2325 C23H38N5O5S2- 1 528.232 0.96
PK$NUM_PEAK: 31
PK$PEAK: m/z int. rel.int.
  55.9901 2891.4 18
  97.0409 14597.2 95
  100.023 9540.5 62
  109.0409 25479.8 165
  111.0564 3375.8 21
  126.0021 11073.2 72
  139.0878 2867.2 18
  141.0671 119676.9 779
  143.0287 60481.2 393
  155.0823 12075.5 78
  156.0491 2379.2 15
  181.0983 11286.2 73
  185.0756 4768.8 31
  201.0535 3471 22
  208.1087 4373.2 28
  210.0881 4744.8 30
  233.1663 4870.3 31
  251.1158 4577.7 29
  253.1308 7709.7 50
  269.1846 2095.1 13
  306.2185 3198.1 20
  350.2089 13306.9 86
  367.2357 78575.2 511
  417.2506 3529.6 22
  425.2253 2900.5 18
  436.2584 7414.1 48
  451.239 70496.2 459
  460.2567 51313.8 334
  462.2726 107169.5 697
  494.2452 153394.5 999
  528.2325 115165.1 750
//