ACCESSION: MSBNK-NaToxAq-NA003054
RECORD_TITLE: (+)-Chelidonine; LC-ESI-ITFT; MS2; CE: 60%; 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 2255

CH$NAME: (+)-Chelidonine
CH$NAME: Chelidonine
CH$NAME: (1S,12S,13R)-24-methyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.02,10.04,8.014,22.017,21]tetracosa-2,4(8),9,14(22),15,17(21)-hexaen-12-ol
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₂₀H₁₉NO₅
CH$EXACT_MASS: 353.1263
CH$SMILES: CN1Cc2c(ccc3c2OCO3)[C@@H]4[C@H]1c5cc6c(cc5C[C@@H]4O)OCO6
CH$IUPAC: InChI=1S/C20H19NO5/c1-21-7-13-11(2-3-15-20(13)26-9-23-15)18-14(22)4-10-5-16-17(25-8-24-16)6-12(10)19(18)21/h2-3,5-6,14,18-19,22H,4,7-9H2,1H3/t14-,18-,19+/m0/s1
CH$LINK: CAS 476-32-4
CH$LINK: CHEBI 31389
CH$LINK: KEGG C12242
CH$LINK: PUBCHEM CID:197810
CH$LINK: INCHIKEY GHKISGDRQRSCII-ZOCIIQOWSA-N
CH$LINK: CHEMSPIDER 171216
CH$LINK: COMPTOX DTXSID10878474

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$MASS_SPECTROMETRY: COLLISION_ENERGY 60% (nominal)
AC$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 7.015 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 354.1337
MS$FOCUSED_ION: PRECURSOR_M/Z 354.1336
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$SPLASH: splash10-004j-0290000000-dfa021494e5b785fb625
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  79.0544 C6H7+ 1 79.0542 1.57
  103.0541 C8H7+ 1 103.0542 -1.43
  115.0548 C9H7+ 1 115.0542 4.7
  118.0651 C8H8N+ 1 118.0651 -0.14
  131.0493 C9H7O+ 1 131.0491 0.95
  135.0441 C8H7O2+ 1 135.0441 0.54
  143.0493 C10H7O+ 1 143.0491 1.03
  146.0603 C9H8NO+ 1 146.06 1.63
  148.0519 C9H8O2+ 1 148.0519 0.29
  149.0233 C8H5O3+ 1 149.0233 -0.17
  149.0598 C9H9O2+ 1 149.0597 0.8
  159.0442 C10H7O2+ 1 159.0441 0.96
  161.0598 C10H9O2+ 1 161.0597 0.85
  163.0391 C9H7O3+ 1 163.039 0.51
  173.0599 C11H9O2+ 1 173.0597 1.22
  175.0393 C10H7O3+ 1 175.039 1.61
  175.0628 C10H9NO2+ 1 175.0628 0.36
  176.0708 C10H10NO2+ 1 176.0706 0.88
  179.0859 C14H11+ 1 179.0855 2.2
  187.0389 C11H7O3+ 1 187.039 -0.56
  188.0707 C11H10NO2+ 1 188.0706 0.39
  189.07 C15H9+ 1 189.0699 0.44
  191.0857 C15H11+ 1 191.0855 1.16
  205.0645 C15H9O+ 1 205.0648 -1.49
  207.0805 C15H11O+ 1 207.0804 0.5
  209.0592 C14H9O2+ 1 209.0597 -2.61
  217.0649 C16H9O+ 1 217.0648 0.44
  219.0806 C16H11O+ 1 219.0804 0.5
  222.0684 C15H10O2+ 1 222.0675 3.82
  223.0751 C15H11O2+ 1 223.0754 -1.26
  233.0604 C16H9O2+ 1 233.0597 3.1
  235.0754 C16H11O2+ 1 235.0754 0.16
  237.0911 C16H13O2+ 1 237.091 0.23
  245.0599 C17H9O2+ 1 245.0597 0.95
  246.0687 C17H10O2+ 1 246.0675 4.68
  247.0755 C17H11O2+ 1 247.0754 0.41
  249.0911 C17H13O2+ 1 249.091 0.36
  263.0704 C17H11O3+ 1 263.0703 0.66
  265.0861 C17H13O3+ 1 265.0859 0.56
  275.0704 C18H11O3+ 1 275.0703 0.39
  277.0858 C18H13O3+ 1 277.0859 -0.58
  278.0574 C17H10O4+ 1 278.0574 0.06
  279.0647 C17H11O4+ 1 279.0652 -1.63
  280.0729 C17H12O4+ 1 280.073 -0.36
  293.0811 C18H13O4+ 1 293.0808 1.06
  295.0967 C18H15O4+ 1 295.0965 0.66
  305.081 C19H13O4+ 1 305.0808 0.61
  334.1086 C20H16NO4+ 1 334.1074 3.75
  336.1232 C20H18NO4+ 1 336.123 0.47
PK$NUM_PEAK: 49
PK$PEAK: m/z int. rel.int.
  79.0544 1433.3 2
  103.0541 1826.3 2
  115.0548 1516.5 2
  118.0651 1433.3 2
  131.0493 8882.6 12
  135.0441 92196.9 130
  143.0493 9401.9 13
  146.0603 7145 10
  148.0519 3906.1 5
  149.0233 3727.2 5
  149.0598 8644.4 12
  159.0442 15860.3 22
  161.0598 38270.6 54
  163.0391 95181.6 135
  173.0599 10444.5 14
  175.0393 4775.8 6
  175.0628 2972.8 4
  176.0708 21153.1 30
  179.0859 8552.1 12
  187.0389 5676.8 8
  188.0707 63194.8 89
  189.07 52968 75
  191.0857 5874.5 8
  205.0645 3983.5 5
  207.0805 28660.3 40
  209.0592 2234 3
  217.0649 124664.4 176
  219.0806 14949.5 21
  222.0684 2944.4 4
  223.0751 1427.2 2
  233.0604 2188.7 3
  235.0754 43816.8 62
  237.0911 57004.7 80
  245.0599 37676.9 53
  246.0687 2148.4 3
  247.0755 513199.2 728
  249.0911 5944.2 8
  263.0704 13088.1 18
  265.0861 60175.5 85
  275.0704 704207.1 999
  277.0858 3696.7 5
  278.0574 1590.3 2
  279.0647 1666.8 2
  280.0729 1298.9 1
  293.0811 16766.3 23
  295.0967 17911.6 25
  305.081 10333.3 14
  334.1086 2034.6 2
  336.1232 7385.3 10
//