ACCESSION: MSBNK-Eawag-EQ325053
RECORD_TITLE: MCRR; LC-ESI-QFT; MS2; CE: 45%; R=17500; [M-H]-
DATE: 2020.02.03
AUTHORS: E. Janssen [dtc], B. Lauper [com]
LICENSE: CC BY-SA
COPYRIGHT: Copyright (C) Eawag 2019
COMMENT: CONFIDENCE standard compound
COMMENT: UCHEM_ID 3250
COMMENT: NaToxAq - Natural Toxins and Drinking Water Quality - From Source to Tap (https://natoxaq.ku.dk)

CH$NAME: MCRR
CH$NAME: Microcystin RR
CH$NAME: (5R,8S,11R,12S,15S,18S,19S,22R)-8,15-bis[3-(diaminomethylideneamino)propyl]-18-[(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl]-1,5,12,19-tetramethyl-2-methylidene-3,6,9,13,16,20,25-heptaoxo-1,4,7,10,14,17,21-heptazacyclopentacosane-11,22-dicarboxylic acid
CH$COMPOUND_CLASS: Environmental Standard
CH$FORMULA: C₄₉H₇₅N₁₃O₁₂
CH$EXACT_MASS: 1037.5658
CH$SMILES: CO[C@@H](Cc1ccccc1)[C@@H](C)\C=C(C)\C=C\[C@@H]2NC(=O)[C@H](CCCNC(N)=N)NC(=O)[C@@H](C)[C@@H](NC(=O)[C@H](CCCNC(N)=N)NC(=O)[C@@H](C)NC(=O)C(=C)N(C)C(=O)CC[C@@H](NC(=O)[C@H]2C)C(O)=O)C(O)=O
CH$IUPAC: InChI=1S/C49H75N13O12/c1-26(24-27(2)37(74-8)25-32-14-10-9-11-15-32)18-19-33-28(3)40(64)60-36(46(70)71)20-21-38(63)62(7)31(6)43(67)56-30(5)42(66)59-35(17-13-23-55-49(52)53)45(69)61-39(47(72)73)29(4)41(65)58-34(44(68)57-33)16-12-22-54-48(50)51/h9-11,14-15,18-19,24,27-30,33-37,39H,6,12-13,16-17,20-23,25H2,1-5,7-8H3,(H,56,67)(H,57,68)(H,58,65)(H,59,66)(H,60,64)(H,61,69)(H,70,71)(H,72,73)(H4,50,51,54)(H4,52,53,55)/b19-18+,26-24+/t27-,28-,29-,30+,33-,34-,35-,36+,37-,39+/m0/s1
CH$LINK: CAS 111755-37-4
CH$LINK: CHEBI 133296
CH$LINK: KEGG C19995
CH$LINK: PUBCHEM CID:6438357
CH$LINK: INCHIKEY JIGDOBKZMULDHS-UUHBQKJESA-N
CH$LINK: CHEMSPIDER 21258164

AC$INSTRUMENT: Q Exactive Plus Orbitrap Thermo Scientific
AC$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$MASS_SPECTROMETRY: COLLISION_ENERGY 45 % (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 17500
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 7.172 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B MeOH with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 116.9286
MS$FOCUSED_ION: PRECURSOR_M/Z 1036.5585
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 2.99.1

PK$SPLASH: splash10-00or-0930000000-ddc53fc4dada2205219d
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  110.0246 C5H4NO2- 1 110.0248 -1.26
  112.0405 C5H6NO2- 1 112.0404 0.81
  124.0399 C6H6NO2- 1 124.0404 -4.07
  128.0353 C5H6NO3- 1 128.0353 -0.08
  130.0984 C5H12N3O- 1 130.0986 -1.06
  131.0867 C10H11- 1 131.0866 0.27
  137.072 C7H9N2O- 1 137.072 -0.34
  140.0828 C6H10N3O- 1 140.0829 -0.8
  153.0668 C7H9N2O2- 1 153.067 -1.26
  156.0772 C4H8N6O- 2 156.0765 4.22
  166.0981 C8H12N3O- 1 166.0986 -3.06
  167.0827 C8H11N2O2- 1 167.0826 0.32
  170.0933 C7H12N3O2- 1 170.0935 -1.06
  181.0969 C7H11N5O- 1 181.0969 -0.12
  183.1243 C7H19O5- 3 183.1238 2.82
  184.1089 C8H14N3O2- 1 184.1092 -1.33
  191.0937 C9H11N4O- 1 191.0938 -0.64
  201.1344 C7H21O6- 2 201.1344 0.29
  208.1199 C9H14N5O- 3 208.1204 -2.37
  266.1609 C11H24NO6- 3 266.1609 0.08
  284.1716 C11H26NO7- 4 284.1715 0.27
  308.1842 C14H28O7- 5 308.1841 0.42
  326.1933 C12H28N3O7- 6 326.1933 0.09
PK$NUM_PEAK: 23
PK$PEAK: m/z int. rel.int.
  110.0246 35840.6 176
  112.0405 15432.9 76
  124.0399 26062.4 128
  128.0353 202636.8 999
  130.0984 22409.5 110
  131.0867 12624.8 62
  137.072 17835.9 87
  140.0828 15320.4 75
  153.0668 28349.8 139
  156.0772 11658.8 57
  166.0981 49309.2 243
  167.0827 10900.7 53
  170.0933 18728.3 92
  181.0969 14084.8 69
  183.1243 18015.1 88
  184.1089 11438.4 56
  191.0937 10268.7 50
  201.1344 43183.3 212
  208.1199 48645 239
  266.1609 72761.8 358
  284.1716 33484 165
  308.1842 20470.6 100
  326.1933 17005.1 83
//