ACCESSION: MSBNK-NaToxAq-NA003058
RECORD_TITLE: (+)-Chelidonine; LC-ESI-ITFT; MS2; CE: 80%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 80% (nominal)
AC$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$SPLASH: splash10-00ks-0790000000-de7d9b4a4e78e1b097a7
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  77.0387 C6H5+ 1 77.0386 1.86
  79.0542 C6H7+ 1 79.0542 0.21
  91.0542 C7H7+ 1 91.0542 0.03
  103.0543 C8H7+ 1 103.0542 0.65
  105.0336 C7H5O+ 1 105.0335 1.09
  115.0543 C9H7+ 1 115.0542 0.92
  118.0652 C8H8N+ 1 118.0651 0.24
  131.0492 C9H7O+ 1 131.0491 0.37
  133.0285 C8H5O2+ 1 133.0284 0.78
  135.0442 C8H7O2+ 1 135.0441 0.76
  143.0489 C10H7O+ 1 143.0491 -1.95
  146.0601 C9H8NO+ 1 146.06 0.27
  147.0439 C9H7O2+ 1 147.0441 -1.25
  148.0522 C9H8O2+ 1 148.0519 1.94
  149.0596 C9H9O2+ 1 149.0597 -0.43
  158.0601 C10H8NO+ 1 158.06 0.55
  159.0441 C10H7O2+ 1 159.0441 0.58
  160.0759 C10H10NO+ 1 160.0757 1.01
  161.0599 C10H9O2+ 1 161.0597 1.13
  163.0391 C9H7O3+ 1 163.039 0.79
  173.0596 C11H9O2+ 1 173.0597 -0.72
  175.0392 C10H7O3+ 1 175.039 1.09
  175.063 C10H9NO2+ 1 175.0628 1.14
  176.0709 C10H10NO2+ 1 176.0706 1.57
  177.07 C14H9+ 1 177.0699 0.49
  178.0777 C14H10+ 1 178.0777 0.24
  179.0857 C14H11+ 1 179.0855 0.76
  186.0551 C11H8NO2+ 1 186.055 0.55
  187.0393 C11H7O3+ 1 187.039 1.64
  188.0708 C11H10NO2+ 1 188.0706 0.96
  189.07 C15H9+ 1 189.0699 0.68
  190.0778 C15H10+ 1 190.0777 0.68
  191.0856 C15H11+ 1 191.0855 0.2
  201.0699 C16H9+ 1 201.0699 0.03
  205.0649 C15H9O+ 1 205.0648 0.52
  206.0723 C15H10O+ 1 206.0726 -1.49
  207.0806 C15H11O+ 1 207.0804 0.8
  209.0601 C14H9O2+ 1 209.0597 1.7
  217.0649 C16H9O+ 1 217.0648 0.51
  218.0727 C16H10O+ 1 218.0726 0.5
  219.0805 C16H11O+ 1 219.0804 0.36
  222.0677 C15H10O2+ 1 222.0675 0.73
  233.0598 C16H9O2+ 1 233.0597 0.29
  235.0753 C16H11O2+ 1 235.0754 -0.1
  237.091 C16H13O2+ 1 237.091 0.1
  245.0599 C17H9O2+ 1 245.0597 0.95
  246.0675 C17H10O2+ 1 246.0675 0.03
  247.0755 C17H11O2+ 1 247.0754 0.47
  250.0629 C16H10O3+ 1 250.0624 1.87
  263.0708 C17H11O3+ 1 263.0703 1.93
  265.086 C17H13O3+ 1 265.0859 0.33
  274.063 C18H10O3+ 1 274.0624 2.11
  275.0704 C18H11O3+ 1 275.0703 0.61
PK$NUM_PEAK: 53
PK$PEAK: m/z int. rel.int.
  77.0387 2038.4 5
  79.0542 7199.1 19
  91.0542 1685.3 4
  103.0543 8319.1 22
  105.0336 2406.7 6
  115.0543 3883.8 10
  118.0652 7466.5 20
  131.0492 14722.9 40
  133.0285 1105.2 3
  135.0442 42889 118
  143.0489 3518.8 9
  146.0601 6292.4 17
  147.0439 2451.8 6
  148.0522 3977.2 10
  149.0596 4210.5 11
  158.0601 2830.1 7
  159.0441 9607 26
  160.0759 4951.9 13
  161.0599 10012.2 27
  163.0391 36935 101
  173.0596 2111.8 5
  175.0392 2280.9 6
  175.063 2227.2 6
  176.0709 3934.2 10
  177.07 5943.2 16
  178.0777 7071.2 19
  179.0857 34892.1 96
  186.0551 1452.7 4
  187.0393 1355.2 3
  188.0708 33109.1 91
  189.07 362329.7 999
  190.0778 12031.9 33
  191.0856 24234.1 66
  201.0699 2186.7 6
  205.0649 16324.4 45
  206.0723 1970.5 5
  207.0806 32315.5 89
  209.0601 2551.1 7
  217.0649 206989.4 570
  218.0727 6424.6 17
  219.0805 22904.8 63
  222.0677 5493.4 15
  233.0598 3103.7 8
  235.0753 29148.7 80
  237.091 24056.2 66
  245.0599 12983.7 35
  246.0675 19235.7 53
  247.0755 248305.5 684
  250.0629 1559.6 4
  263.0708 2299 6
  265.086 8710 24
  274.063 1077.1 2
  275.0704 110338.6 304
//