ACCESSION: MSBNK-Eawag-EQ325054
RECORD_TITLE: MCRR; LC-ESI-QFT; MS2; CE: 60%; 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)
COMMENT: EQ cyanopeptide spectra replaced with more comprehensive acquisition.

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$MASS_SPECTROMETRY: COLLISION_ENERGY 60 % (nominal)
AC$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$SPLASH: splash10-00pi-0910000000-4f6aad8c54f520fbe6a4
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  87.0564 C3H7N2O- 1 87.0564 -0.26
  99.0563 C4H7N2O- 1 99.0564 -1.35
  110.0247 C5H4NO2- 1 110.0248 -0.08
  112.0402 C5H6NO2- 1 112.0404 -1.92
  124.0402 C6H6NO2- 1 124.0404 -1.36
  128.0353 C5H6NO3- 1 128.0353 -0.32
  130.0986 C5H12N3O- 1 130.0986 -0.24
  137.0719 C7H9N2O- 1 137.072 -0.78
  140.0826 C6H10N3O- 1 140.0829 -2.54
  153.0664 C7H9N2O2- 1 153.067 -3.36
  166.098 C8H12N3O- 2 166.0986 -3.52
  180.1138 C9H14N3O- 1 180.1142 -2.39
  181.1091 C8H13N4O- 1 181.1095 -2.16
  183.1244 C7H19O5- 3 183.1238 3.4
  201.1352 C8H17N4O2- 3 201.1357 -2.64
  266.1608 C10H18N8O- 4 266.1609 -0.25
PK$NUM_PEAK: 16
PK$PEAK: m/z int. rel.int.
  87.0564 8890.3 96
  99.0563 16421.7 179
  110.0247 29543.5 322
  112.0402 11198.9 122
  124.0402 14733.6 160
  128.0353 91597.7 999
  130.0986 25958.6 283
  137.0719 21543.1 234
  140.0826 18297 199
  153.0664 13419.7 146
  166.098 51195.5 558
  180.1138 5465.4 59
  181.1091 12721.8 138
  183.1244 37168.5 405
  201.1352 26066 284
  266.1608 21319.3 232
//