ACCESSION: MSBNK-HBM4EU-HB003501
RECORD_TITLE: Pyranonigrin A; LC-ESI-ITFT; MS2; CE: 60%; 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 146

CH$NAME: Pyranonigrin A
CH$NAME: CID 73323900
CH$NAME: 3,7-dihydroxy-2-prop-1-enyl-6,7-dihydropyrano[2,3-c]pyrrole-4,5-dione
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₁₀H₉NO₅
CH$EXACT_MASS: 223.04807
CH$SMILES: CC=CC1=C(C(=O)C2=C(O1)C(NC2=O)O)O
CH$IUPAC: InChI=1S/C10H9NO5/c1-2-3-4-6(12)7(13)5-8(16-4)10(15)11-9(5)14/h2-3,10,12,15H,1H3,(H,11,14)
CH$LINK: CAS 773855-65-5
CH$LINK: PUBCHEM CID:73323900
CH$LINK: INCHIKEY OALBJWDVDNROSF-UHFFFAOYSA-N

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$MASS_SPECTROMETRY: COLLISION_ENERGY 60 % (nominal)
AC$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 8.469 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$FOCUSED_ION: BASE_PEAK 222.0399
MS$FOCUSED_ION: PRECURSOR_M/Z 222.0408
MS$FOCUSED_ION: PRECURSOR_TYPE [M-H]-
MS$FOCUSED_ION: PRECURSOR_INTENSITY 3745201.614014
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$SPLASH: splash10-0fl0-0900000000-eb045d0fd22ea1477db3
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  81.0345 C5H5O- 1 81.0346 -1.11
  83.0135 C4H3O2- 1 83.0139 -4.82
  95.05 C6H7O- 1 95.0502 -2.51
  96.0091 C4H2NO2- 1 96.0091 0.24
  104.0504 C7H6N- 1 104.0506 -2.05
  107.05 C7H7O- 1 107.0502 -1.91
  108.0212 C6H4O2- 1 108.0217 -4.73
  109.0299 C6H5O2- 1 109.0295 3.48
  120.0451 C7H6NO- 1 120.0455 -3.08
  121.0295 C7H5O2- 1 121.0295 -0.17
  123.0449 C7H7O2- 1 123.0452 -1.98
  124.0404 C6H6NO2- 1 124.0404 -0.16
  132.0452 C8H6NO- 1 132.0455 -1.84
  133.0293 C8H5O2- 1 133.0295 -1.15
  134.0245 C7H4NO2- 1 134.0248 -1.98
  135.045 C8H7O2- 1 135.0452 -0.91
  138.0558 C7H8NO2- 1 138.0561 -2.16
  148.04 C8H6NO2- 1 148.0404 -2.72
  149.0479 C8H7NO2- 1 149.0482 -1.94
  150.0556 C8H8NO2- 1 150.0561 -3.01
  151.0397 C8H7O3- 1 151.0401 -2.61
  152.0348 C7H6NO3- 1 152.0353 -3.34
  166.0504 C8H8NO3- 1 166.051 -3.14
  176.0348 C9H6NO3- 1 176.0353 -2.82
  179.0342 C9H7O4- 1 179.035 -4.62
  194.0453 C9H8NO4- 1 194.0459 -3.1
  204.0294 C10H6NO4- 1 204.0302 -4.03
  222.0398 C10H8NO5- 1 222.0408 -4.31
PK$NUM_PEAK: 28
PK$PEAK: m/z int. rel.int.
  81.0345 2637.8 23
  83.0135 3340.3 30
  95.05 13527.3 122
  96.0091 9271.8 83
  104.0504 21897.7 197
  107.05 11307.1 102
  108.0212 9823.5 88
  109.0299 5487.2 49
  120.0451 13996.1 126
  121.0295 11725.4 105
  123.0449 110585.1 999
  124.0404 2893.6 26
  132.0452 55346.3 499
  133.0293 4233.3 38
  134.0245 35331.1 319
  135.045 11847.9 107
  138.0558 13255.6 119
  148.04 17103.7 154
  149.0479 11737.6 106
  150.0556 39152.7 353
  151.0397 90482.8 817
  152.0348 4369.7 39
  166.0504 26332.5 237
  176.0348 15626 141
  179.0342 19823.9 179
  194.0453 42033.3 379
  204.0294 6144.9 55
  222.0398 57478.9 519
//