ACCESSION: MSBNK-HBM4EU-HB003497
RECORD_TITLE: Pyranonigrin A; LC-ESI-ITFT; MS2; CE: 20%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 20 % (nominal)
AC$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$SPLASH: splash10-00di-0390000000-dba64ea4a4f99e587c96
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  83.0138 C4H3O2- 1 83.0139 -0.69
  95.0502 C6H7O- 1 95.0502 -0.75
  98.0244 C4H4NO2- 1 98.0248 -3.77
  104.0501 C7H6N- 1 104.0506 -4.1
  120.0451 C7H6NO- 1 120.0455 -2.95
  123.0086 C6H3O3- 1 123.0088 -1.1
  123.0449 C7H7O2- 1 123.0452 -1.98
  124.0039 C5H2NO3- 1 124.004 -0.83
  125.0241 C6H5O3- 1 125.0244 -2.32
  132.0453 C8H6NO- 1 132.0455 -1.38
  135.0447 C8H7O2- 1 135.0452 -3.63
  138.0558 C7H8NO2- 1 138.0561 -1.83
  148.0402 C8H6NO2- 1 148.0404 -1.38
  149.0478 C8H7NO2- 1 149.0482 -2.76
  150.0555 C8H8NO2- 1 150.0561 -3.41
  151.0396 C8H7O3- 1 151.0401 -3.31
  166.0503 C8H8NO3- 1 166.051 -3.87
  176.0345 C9H6NO3- 1 176.0353 -4.64
  179.0343 C9H7O4- 1 179.035 -3.59
  194.0452 C9H8NO4- 1 194.0459 -3.49
  204.0305 C10H6NO4- 1 204.0302 1.13
  222.0398 C10H8NO5- 1 222.0408 -4.52
PK$NUM_PEAK: 22
PK$PEAK: m/z int. rel.int.
  83.0138 3200 3
  95.0502 2041.1 2
  98.0244 4376.9 4
  104.0501 3308 3
  120.0451 5714.8 5
  123.0086 3326.5 3
  123.0449 36549.9 36
  124.0039 4164.4 4
  125.0241 3089.9 3
  132.0453 22087.2 21
  135.0447 6261.3 6
  138.0558 4257.8 4
  148.0402 5301.9 5
  149.0478 6370 6
  150.0555 84410.4 83
  151.0396 103530.8 102
  166.0503 13417.1 13
  176.0345 4735.2 4
  179.0343 36795.5 36
  194.0452 54138.1 53
  204.0305 3043.6 3
  222.0398 1008110.4 999
//