MassBank Record: AC000054

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alpha-Cyclopiazonic acid; LC-ESI-ITFT; MS2; CE: 50; R=17500; [M+H]+

Mass Spectrum
Chemical Structure
Generated by the Chemistry Development Kit (http://github.com/cdk)

ACCESSION: AC000054
RECORD_TITLE: alpha-Cyclopiazonic acid; LC-ESI-ITFT; MS2; CE: 50; R=17500; [M+H]+
DATE: 2017.07.07
AUTHORS: Justin B. Renaud, J. David Miller, Mark W. Sumarah, Agriculture and Agri-Food Canada
LICENSE: CC BY-SA
COPYRIGHT: Copyright (C) 2017
PUBLICATION: Renaud, J. B.; Sumarah, M. W. Data Independent Acquisition-Digital Archiving Mass Spectrometry: Application to Single Kernel Mycotoxin Analysis of Fusarium Graminearum Infected Maize. Analytical and Bioanalytical Chemistry 2016, 408 (12), 3083–91. DOI:10.1007/s00216-016-9391-5
COMMENT: CONFIDENCE isolated standard

CH$NAME: alpha-Cyclopiazonic acid
CH$NAME: (6aR,11aS,11bR)-10-Acetyl-11-hydroxy-7,7-dimethyl-2,6,6a,7,11a,11b-hexahydro-9H-pyrrolo[1',2':2,3]isoindolo[4,5,6-cd]indol-9-one
CH$COMPOUND_CLASS: Natural Product; Fungal metabolite
CH$FORMULA: C20H20N2O3
CH$EXACT_MASS: 336.14739
CH$SMILES: CC(=O)C1=C([C@@H]2[C@@H]3[C@@H](CC4=C5C3=CNC5=CC=C4)C(N2C1=O)(C)C)O
CH$IUPAC: InChI=1S/C20H20N2O3/c1-9(23)14-18(24)17-16-11-8-21-13-6-4-5-10(15(11)13)7-12(16)20(2,3)22(17)19(14)25/h4-6,8,12,16-17,21,24H,7H2,1-3H3/t12-,16+,17+/m1/s1
CH$LINK: INCHIKEY SZINUGQCTHLQAZ-DQYPLSBCSA-N
CH$LINK: CAS 18172-33-3
CH$LINK: PUBCHEM CID:54682463
CH$LINK: CHEMSPIDER 21106432
CH$LINK: COMPTOX DTXSID00891798

AC$INSTRUMENT: Q-Exactive Orbitrap Thermo Scientific
AC$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: IONIZATION_VOLTAGE 3.9 kV
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 50(NCE)
AC$MASS_SPECTROMETRY: RESOLUTION 17500
AC$CHROMATOGRAPHY: COLUMN_NAME Agilent RRHD Eclipse 50 x 2 mm, 1.8 uM
AC$CHROMATOGRAPHY: FLOW_GRADIENT 100:0 at 0 min, 100:0 at 0.5 min, 0:100 at 3.5 min, 0:100 at 5.5 min, 100:0 at 7 min
AC$CHROMATOGRAPHY: FLOW_RATE 0.3 mL min-1
AC$CHROMATOGRAPHY: RETENTION_TIME 3.87
AC$CHROMATOGRAPHY: NAPS_RTI 1345
AC$CHROMATOGRAPHY: SOLVENT A H2O 0.1% FA
AC$CHROMATOGRAPHY: SOLVENT B ACN 0.1% FA

MS$FOCUSED_ION: BASE_PEAK 196.1111
MS$FOCUSED_ION: PRECURSOR_M/Z 337.1541
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$DATA_PROCESSING: DEPROFILE Proteowizard
MS$DATA_PROCESSING: RECALIBRATE based on Fragment ion formula determination
MS$DATA_PROCESSING: INTENSITY CUTOFF 0.05 Base Peak

PK$SPLASH: splash10-0002-1900000000-53111122e3bf3ce41b16
PK$ANNOTATION: m/z tentative_formula mass_error(ppm)
  70.0656 C4H8N1+ 6.68
  98.0601 C5H8N1O1+ 0.59
  125.0229 C6H5O3+ -3.31
  136.0751 C8H10N1O1+ -4.37
  140.0699 C7H10N1O2+ -5.03
  154.0644 C11H8N1+ -4.75
  164.0698 C9H10N1O2+ -4.9
  167.0721 C12H9N1+ -5.14
  168.0799 C12H10N1+ -5.26
  181.0877 C13H11N1+ -5.03
  182.0803 C9H12N1O3+ -4.76
  196.1111 C14H14N1+ -5.04
PK$NUM_PEAK: 13
PK$PEAK: m/z int. rel.int.
  70.0651 3885586.75 67
  98.06 11351392.0 198
  125.0233 3774716.75 65
  136.0757 2254034.0 38
  140.0706 11552796.0 201
  143.0333 3159451.75 54
  154.0651 3555760.0 61
  164.0706 2135041.0 36
  167.073 3808551.0 65
  168.0808 2515146.0 43
  181.0886 4753244.0 82
  182.0812 15830305.0 276
  196.1121 56967236.0 999
//