ACCESSION: MSBNK-Eawag-EQ325252
RECORD_TITLE: Nodularin; LC-ESI-QFT; MS2; CE: 30; R=35000; [M-H]-
DATE: 2015.08.25
AUTHORS: Beck B, Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2015 Eawag, Duebendorf, Switzerland
COMMENT: CONFIDENCE standard compound
COMMENT: EAWAG_UCHEM_ID 3252

CH$NAME: Nodularin
CH$NAME: (2Z,5R,6S,9S,12S,13S,16R)-9-[3-(diaminomethylideneamino)propyl]-2-ethylidene-12-[(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl]-1,6,13-trimethyl-3,7,10,14,19-pentaoxo-1,4,8,11,15-pentazacyclononadecane-5,16-dicarboxylic acid
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₄₁H₆₀N₈O₁₀
CH$EXACT_MASS: 824.44324
CH$SMILES: NC(=N)NCCC[C@@H]2NC(=O)[C@@H](C)[C@@H](NC(=O)C(=C\C)\N(C)C(=O)CC[C@@H](NC(=O)[C@@H](C)[C@H](/C=C/C(/C)=C/[C@H](C)[C@H](Cc1ccccc1)OC)NC2=O)C(=O)O)C(O)=O
CH$IUPAC: InChI=1S/C41H60N8O10/c1-8-31-38(54)48-34(40(57)58)26(5)36(52)46-29(15-12-20-44-41(42)43)37(53)45-28(25(4)35(51)47-30(39(55)56)18-19-33(50)49(31)6)17-16-23(2)21-24(3)32(59-7)22-27-13-10-9-11-14-27/h8-11,13-14,16-17,21,24-26,28-30,32,34H,12,15,18-20,22H2,1-7H3,(H,45,53)(H,46,52)(H,47,51)(H,48,54)(H,55,56)(H,57,58)(H4,42,43,44)/b17-16+,23-21+,31-8-/t24-,25-,26-,28-,29-,30+,32-,34+/m0/s1
CH$LINK: CAS 118399-22-7
CH$LINK: KEGG C15713
CH$LINK: PUBCHEM CID:14217092
CH$LINK: INCHIKEY IXBQSRWSVIBXNC-HSKGSTCASA-N
CH$LINK: CHEMSPIDER 10471625
CH$LINK: COMPTOX DTXSID60880022

AC$INSTRUMENT: Q Exactive Orbitrap Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-QFT
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 35000
AC$CHROMATOGRAPHY: COLUMN_NAME XBridge C18 3.5um, 2.1x50mm, Waters
AC$CHROMATOGRAPHY: FLOW_GRADIENT 90/10 at 0 min, 50/50 at 4 min, 5/95 at 17 min, 5/95 at 25 min, 90/10 at 25.1 min, 90/10 at 30 min
AC$CHROMATOGRAPHY: FLOW_RATE 200 ul/min
AC$CHROMATOGRAPHY: RETENTION_TIME 9.7 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 823.4366
MS$FOCUSED_ION: PRECURSOR_M/Z 823.436
MS$FOCUSED_ION: PRECURSOR_TYPE [M-H]-
MS$DATA_PROCESSING: DEPROFILE Spline
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 1.9.6

PK$SPLASH: splash10-004i-0900000000-b9c0e7a1ea42acf18bef
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  66.035 C4H4N- 1 66.0349 0.87
  67.0302 C3H3N2- 1 67.0302 -0.17
  72.0455 C3H6NO- 1 72.0455 0.59
  73.0295 C3H5O2- 1 73.0295 0.51
  74.0247 C2H4NO2- 1 74.0248 -0.3
  80.0504 C5H6N- 1 80.0506 -2.03
  81.0457 C4H5N2- 1 81.0458 -1.26
  82.0299 C4H4NO- 1 82.0298 0.4
  84.0455 C4H6NO- 1 84.0455 0.15
  86.0248 C3H4NO2- 1 86.0248 0.44
  96.0455 C5H6NO- 1 96.0455 0.03
  98.0247 C4H4NO2- 1 98.0248 -0.84
  98.0612 C5H8NO- 1 98.0611 0.23
  100.0039 C3H2NO3- 1 100.004 -0.87
  101.0721 C4H9N2O- 1 101.072 0.43
  110.0248 C5H4NO2- 1 110.0248 0.25
  111.0327 C5H5NO2- 1 111.0326 0.66
  111.0565 C5H7N2O- 1 111.0564 1.11
  112.0404 C5H6NO2- 1 112.0404 -0.29
  112.0771 C6H10NO- 1 112.0768 2.88
  113.0721 C5H9N2O- 1 113.072 0.47
  114.0561 C5H8NO2- 1 114.0561 0.24
  122.0488 C6H6N2O- 1 122.0486 1.79
  122.0611 C7H8NO- 1 122.0611 -0.31
  124.0404 C6H6NO2- 1 124.0404 -0.26
  125.0245 C6H5O3- 1 125.0244 0.9
  126.0563 C6H8NO2- 1 126.0561 2.28
  127.0514 C5H7N2O2- 1 127.0513 0.78
  128.0353 C5H6NO3- 1 128.0353 0.26
  129.0386 H7N3O5- 1 129.0391 -3.71
  130.0509 C5H8NO3- 1 130.051 -0.59
  131.0866 C10H11- 1 131.0866 -0.34
  136.0515 C6H6N3O- 1 136.0516 -0.92
  137.072 C7H9N2O- 1 137.072 -0.34
  138.056 C7H8NO2- 1 138.0561 -0.02
  138.0672 C6H8N3O- 1 138.0673 -0.4
  139.0513 C6H7N2O2- 1 139.0513 -0.22
  140.0719 C7H10NO2- 1 140.0717 1.48
  141.0672 C6H9N2O2- 1 141.067 1.62
  142.0508 C6H8NO3- 1 142.051 -1.46
  145.0614 C5H9N2O3- 1 145.0619 -3.35
  149.072 C8H9N2O- 1 149.072 0.09
  150.0554 C8H8NO2- 2 150.0561 -4.35
  153.1033 C8H13N2O- 1 153.1033 -0.17
  154.0139 C6H4NO4- 2 154.0146 -4.49
  155.0824 C7H11N2O2- 1 155.0826 -0.97
  155.0938 C6H11N4O- 1 155.0938 -0.35
  163.0875 C9H11N2O- 1 163.0877 -1.39
  168.1139 C8H14N3O- 1 168.1142 -2
  178.0986 C9H12N3O- 1 178.0986 0.02
  179.0826 C9H11N2O2- 1 179.0826 -0.12
  180.1142 C9H14N3O- 1 180.1142 0.02
  181.0983 C9H13N2O2- 1 181.0983 0.43
  184.0613 C8H10NO4- 1 184.0615 -1.09
  198.125 C9H16N3O2- 1 198.1248 1.06
  206.094 C10H12N3O2- 2 206.0935 2.38
PK$NUM_PEAK: 56
PK$PEAK: m/z int. rel.int.
  66.035 5984.1 2
  67.0302 8582.1 3
  72.0455 21211.7 8
  73.0295 39505.5 14
  74.0247 37841.7 14
  80.0504 4154.9 1
  81.0457 11370.8 4
  82.0299 75314.4 28
  84.0455 116084.3 43
  86.0248 6571.7 2
  96.0455 9892.4 3
  98.0247 9885.7 3
  98.0612 27045.2 10
  100.0039 19443.6 7
  101.0721 3836.9 1
  110.0248 187353 70
  111.0327 9238.9 3
  111.0565 4986.8 1
  112.0404 124254.8 46
  112.0771 7589.9 2
  113.0721 189761.1 71
  114.0561 19103.2 7
  122.0488 6946.6 2
  122.0611 23468 8
  124.0404 56424.5 21
  125.0245 6060.9 2
  126.0563 3653.6 1
  127.0514 51572.9 19
  128.0353 2646078.7 999
  129.0386 4983.2 1
  130.0509 34420.2 12
  131.0866 47759.9 18
  136.0515 5379.3 2
  137.072 253766.7 95
  138.056 125850.6 47
  138.0672 229419.7 86
  139.0513 67141.2 25
  140.0719 21101.6 7
  141.0672 5711.8 2
  142.0508 8141.1 3
  145.0614 11614.6 4
  149.072 39086.5 14
  150.0554 7506.4 2
  153.1033 3897.5 1
  154.0139 4035.8 1
  155.0824 19962.4 7
  155.0938 17757.3 6
  163.0875 16925.9 6
  168.1139 5393.1 2
  178.0986 6477.3 2
  179.0826 6267.6 2
  180.1142 31044.9 11
  181.0983 74647.3 28
  184.0613 38667.2 14
  198.125 5194 1
  206.094 5397.4 2
//