ACCESSION: MSBNK-NaToxAq-NA003584
RECORD_TITLE: 8-Prenylnaringenin; LC-ESI-ITFT; MS2; CE: 85%; R=15000; [M+H]+
DATE: 2020.02.22
AUTHORS: Tobias Schulze, Martin Krauss, Helmholtz Centre for Environmental Research GmbH - UFZ, Leipzig, Germany
LICENSE: CC0
COPYRIGHT: Copyright (C) 2020 by Helmholtz Centre for Environmental Research GmbH - UFZ, Leipzig, Germany
COMMENT: CONFIDENCE Reference Standard (Level 1)
COMMENT: INTERNAL_ID 2299

CH$NAME: 8-Prenylnaringenin
CH$NAME: (2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₂₀H₂₀O₅
CH$EXACT_MASS: 340.1311
CH$SMILES: CC(=CCC1=C(C=C(C2=C1O[C@@H](CC2=O)C3=CC=C(C=C3)O)O)O)C
CH$IUPAC: InChI=1S/C20H20O5/c1-11(2)3-8-14-15(22)9-16(23)19-17(24)10-18(25-20(14)19)12-4-6-13(21)7-5-12/h3-7,9,18,21-23H,8,10H2,1-2H3/t18-/m0/s1
CH$LINK: CAS 53846-50-7
CH$LINK: CHEBI 50207
CH$LINK: KEGG C18023
CH$LINK: PUBCHEM CID:480764
CH$LINK: INCHIKEY LPEPZZAVFJPLNZ-SFHVURJKSA-N
CH$LINK: CHEMSPIDER 421848
CH$LINK: COMPTOX DTXSID60333083

AC$INSTRUMENT: LTQ Orbitrap XL Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-ITFT
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 85% (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 15000
AC$CHROMATOGRAPHY: COLUMN_NAME Kinetex Evo C18 2.6 um 50x2.1 mm, Phenomenex
AC$CHROMATOGRAPHY: FLOW_GRADIENT 95/5 at 0 min, 95/5 at 1 min, 0/100 at 13 min, 0/100 at 24 min, 95/5 at 24.3 min, 95/5/0 at 32 min
AC$CHROMATOGRAPHY: FLOW_RATE 300 uL/min
AC$CHROMATOGRAPHY: RETENTION_TIME 11.913 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 116.9859
MS$FOCUSED_ION: PRECURSOR_M/Z 341.1384
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$DATA_PROCESSING: RECALIBRATE loess on assigned fragments and MS1
MS$DATA_PROCESSING: REANALYZE Peaks with additional N2/O included
MS$DATA_PROCESSING: WHOLE RMassBank 2.14.1

PK$SPLASH: splash10-014i-2900000000-85317cf0b803013909b7
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  55.0177 C3H3O+ 1 55.0178 -1.7
  59.0492 C3H7O+ 1 59.0491 0.37
  65.0385 C5H5+ 1 65.0386 -1.79
  67.0178 C4H3O+ 1 67.0178 0
  68.9971 C3HO2+ 1 68.9971 0.02
  69.0335 C4H5O+ 1 69.0335 -0.22
  79.0179 C5H3O+ 1 79.0178 0.83
  81.0335 C5H5O+ 1 81.0335 0.52
  91.0543 C7H7+ 1 91.0542 0.88
  92.9971 C5HO2+ 1 92.9971 0.28
  97.0285 C5H5O2+ 1 97.0284 0.58
  99.0077 C4H3O3+ 1 99.0077 0.29
  107.0491 C7H7O+ 1 107.0491 -0.07
  109.0284 C6H5O2+ 1 109.0284 0.31
  111.0076 C5H3O3+ 1 111.0077 -0.63
  119.0491 C8H7O+ 1 119.0491 -0.23
  121.0284 C7H5O2+ 1 121.0284 0.3
  121.0649 C8H9O+ 1 121.0648 1.05
  123.0077 C6H3O3+ 1 123.0077 0.33
  137.0234 C7H5O3+ 1 137.0233 0.39
  141.0183 C6H5O4+ 1 141.0182 0.42
  141.0696 C11H9+ 1 141.0699 -1.68
  147.0076 C8H3O3+ 1 147.0077 -0.23
  147.0441 C9H7O2+ 1 147.0441 0.23
  157.0648 C11H9O+ 1 157.0648 -0.02
  165.0183 C8H5O4+ 1 165.0182 0.56
  169.0649 C12H9O+ 1 169.0648 0.54
  179.0337 C9H7O4+ 1 179.0339 -1.08
  183.0289 C8H7O5+ 1 183.0288 0.81
  185.0602 C12H9O2+ 1 185.0597 2.54
  197.0445 C9H9O5+ 1 197.0444 0.45
  197.0598 C13H9O2+ 1 197.0597 0.31
PK$NUM_PEAK: 32
PK$PEAK: m/z int. rel.int.
  55.0177 9802.3 28
  59.0492 1092.6 3
  65.0385 2271 6
  67.0178 1575.7 4
  68.9971 25409.2 74
  69.0335 7122.1 20
  79.0179 12808.7 37
  81.0335 32678 96
  91.0543 5433.7 16
  92.9971 25203.3 74
  97.0285 8516.9 25
  99.0077 23549 69
  107.0491 19553 57
  109.0284 15031.2 44
  111.0076 3019.9 8
  119.0491 7320.4 21
  121.0284 2252.1 6
  121.0649 3442.3 10
  123.0077 27103.5 79
  137.0234 35237.7 103
  141.0183 10610.8 31
  141.0696 1695 4
  147.0076 3185.3 9
  147.0441 6851.3 20
  157.0648 4138.3 12
  165.0183 339185 999
  169.0649 3129 9
  179.0337 4285.7 12
  183.0289 12059.9 35
  185.0602 1748.9 5
  197.0445 2123.3 6
  197.0598 2036.4 5
//