ACCESSION: MSBNK-HBM4EU-HB003496
RECORD_TITLE: Pyranonigrin A; LC-ESI-ITFT; MS2; CE: 15%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 15 % (nominal)
AC$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$SPLASH: splash10-00di-0390000000-cdeaeec13355a3a49bd2
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  83.0138 C4H3O2- 1 83.0139 -0.96
  104.0508 C7H6N- 1 104.0506 2.13
  107.0499 C7H7O- 1 107.0502 -2.98
  120.0451 C7H6NO- 1 120.0455 -3.01
  123.0083 C6H3O3- 1 123.0088 -4.14
  123.0448 C7H7O2- 1 123.0452 -2.91
  124.0043 C5H2NO3- 1 124.004 2
  125.0238 C6H5O3- 1 125.0244 -4.94
  132.0451 C8H6NO- 1 132.0455 -2.88
  135.0446 C8H7O2- 1 135.0452 -4.19
  138.0554 C7H8NO2- 1 138.0561 -4.48
  148.0401 C8H6NO2- 1 148.0404 -2.2
  149.0479 C8H7NO2- 1 149.0482 -2.04
  150.0555 C8H8NO2- 1 150.0561 -3.62
  151.0396 C8H7O3- 1 151.0401 -3.42
  152.0355 C7H6NO3- 1 152.0353 0.98
  166.0507 C8H8NO3- 1 166.051 -1.48
  176.0345 C9H6NO3- 1 176.0353 -4.38
  178.0509 C9H8NO3- 1 178.051 -0.13
  179.0343 C9H7O4- 1 179.035 -3.93
  194.0452 C9H8NO4- 1 194.0459 -3.73
  222.0397 C10H8NO5- 1 222.0408 -4.93
PK$NUM_PEAK: 22
PK$PEAK: m/z int. rel.int.
  83.0138 5100.9 4
  104.0508 3382.9 3
  107.0499 3410.3 3
  120.0451 3780.8 3
  123.0083 4048.3 3
  123.0448 36017.4 32
  124.0043 2517.4 2
  125.0238 4194.8 3
  132.0451 20836.3 18
  135.0446 7331.3 6
  138.0554 3415.8 3
  148.0401 3217.4 2
  149.0479 6270.1 5
  150.0555 85399.9 75
  151.0396 110971.7 98
  152.0355 2901.8 2
  166.0507 9837.3 8
  176.0345 5797.5 5
  178.0509 2173.7 1
  179.0343 30512 27
  194.0452 55144.2 49
  222.0397 1123911.2 999
//