ACCESSION: MSBNK-HBM4EU-HB003498
RECORD_TITLE: Pyranonigrin A; LC-ESI-ITFT; MS2; CE: 30%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 30 % (nominal)
AC$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$SPLASH: splash10-0udi-0900000000-e5f38bdc42ab8caa1575
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  83.0139 C4H3O2- 1 83.0139 0.79
  95.014 C5H3O2- 1 95.0139 1.83
  95.05 C6H7O- 1 95.0502 -2.43
  96.0088 C4H2NO2- 1 96.0091 -3.42
  98.0244 C4H4NO2- 1 98.0248 -3.84
  104.0503 C7H6N- 1 104.0506 -2.93
  107.0499 C7H7O- 1 107.0502 -2.7
  120.0451 C7H6NO- 1 120.0455 -3.14
  121.0292 C7H5O2- 1 121.0295 -2.44
  123.0084 C6H3O3- 1 123.0088 -2.71
  123.0448 C7H7O2- 1 123.0452 -2.72
  124.004 C5H2NO3- 1 124.004 -0.15
  124.0407 C6H6NO2- 1 124.0404 2.12
  125.0243 C6H5O3- 1 125.0244 -0.73
  132.0451 C8H6NO- 1 132.0455 -2.76
  134.0242 C7H4NO2- 1 134.0248 -4.26
  135.0451 C8H7O2- 1 135.0452 -0.58
  148.0397 C8H6NO2- 1 148.0404 -4.57
  149.0477 C8H7NO2- 1 149.0482 -3.27
  150.0555 C8H8NO2- 1 150.0561 -3.92
  151.0395 C8H7O3- 1 151.0401 -3.62
  152.0352 C7H6NO3- 1 152.0353 -0.83
  166.0503 C8H8NO3- 1 166.051 -4.15
  179.0342 C9H7O4- 1 179.035 -4.28
  194.0451 C9H8NO4- 1 194.0459 -4.12
PK$NUM_PEAK: 25
PK$PEAK: m/z int. rel.int.
  83.0139 3035.7 22
  95.014 3090.1 22
  95.05 4754.2 34
  96.0088 3747.8 27
  98.0244 3293.7 23
  104.0503 7026.8 50
  107.0499 4930.9 35
  120.0451 9485.2 68
  121.0292 4684 33
  123.0084 5790 41
  123.0448 59873.9 434
  124.004 4049.2 29
  124.0407 2693.3 19
  125.0243 4237.5 30
  132.0451 33843.3 245
  134.0242 8417.4 61
  135.0451 9886.3 71
  148.0397 6576.3 47
  149.0477 12168.6 88
  150.0555 98943.3 717
  151.0395 137745.3 999
  152.0352 3380.7 24
  166.0503 17788.6 129
  179.0342 40162.5 291
  194.0451 77689.9 563
//