ACCESSION: MSBNK-HBM4EU-HB003500
RECORD_TITLE: Pyranonigrin A; 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 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$MASS_SPECTROMETRY: COLLISION_ENERGY 50 % (nominal)
AC$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 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$SPLASH: splash10-0fk9-0920000000-a61196f4987bf66591d2
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  81.0343 C5H5O- 1 81.0346 -3.94
  83.0136 C4H3O2- 1 83.0139 -2.98
  95.05 C6H7O- 1 95.0502 -2.27
  104.0503 C7H6N- 1 104.0506 -2.93
  107.0498 C7H7O- 1 107.0502 -3.77
  108.0214 C6H4O2- 1 108.0217 -2.97
  109.0292 C6H5O2- 1 109.0295 -2.33
  120.0452 C7H6NO- 1 120.0455 -2.76
  121.0294 C7H5O2- 1 121.0295 -0.74
  123.0449 C7H7O2- 1 123.0452 -2.1
  124.0399 C6H6NO2- 1 124.0404 -4.34
  132.0452 C8H6NO- 1 132.0455 -2.53
  134.0243 C7H4NO2- 1 134.0248 -3.57
  135.0446 C8H7O2- 1 135.0452 -3.85
  138.0556 C7H8NO2- 1 138.0561 -3.6
  148.04 C8H6NO2- 1 148.0404 -2.51
  149.0476 C8H7NO2- 1 149.0482 -3.89
  150.0555 C8H8NO2- 1 150.0561 -3.72
  151.0396 C8H7O3- 1 151.0401 -3.11
  152.0347 C7H6NO3- 1 152.0353 -4.04
  166.0504 C8H8NO3- 1 166.051 -3.6
  176.0348 C9H6NO3- 1 176.0353 -2.9
  178.051 C9H8NO3- 1 178.051 0.21
  179.0343 C9H7O4- 1 179.035 -4.02
  194.0452 C9H8NO4- 1 194.0459 -3.73
  222.0398 C10H8NO5- 1 222.0408 -4.45
PK$NUM_PEAK: 26
PK$PEAK: m/z int. rel.int.
  81.0343 2087.1 13
  83.0136 3953.6 25
  95.05 11063.2 71
  104.0503 15558.8 100
  107.0498 8034 51
  108.0214 9964.1 64
  109.0292 5565.1 35
  120.0452 19931.9 128
  121.0294 9744.4 62
  123.0449 111364.4 718
  124.0399 4918.2 31
  132.0452 53891.8 347
  134.0243 28405.2 183
  135.0446 11183.3 72
  138.0556 12262.9 79
  148.04 15929.9 102
  149.0476 14240.7 91
  150.0555 65084.9 419
  151.0396 130520.5 841
  152.0347 3649.6 23
  166.0504 29520 190
  176.0348 11382.6 73
  178.051 3481.8 22
  179.0343 35727.2 230
  194.0452 66582.7 429
  222.0398 154862.1 999
//