ACCESSION: MSBNK-Eawag-EA299214
RECORD_TITLE: Microcystin-LR; LC-ESI-ITFT; MS2; CE: 35%; R=15000; [M+H]+
DATE: 2014.01.14
AUTHORS: Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2012 Eawag, Duebendorf, Switzerland
COMMENT: CONFIDENCE standard compound
COMMENT: EAWAG_UCHEM_ID 2992

CH$NAME: Microcystin-LR
CH$NAME: (5R,8R,11R,12S,15S,18S,19S,22R)-15-{3-[(Diaminomethylene)amino]propyl}-8-isobutyl-18-[(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenyl-1,3-heptadien-1-yl]-1,5,12,19-tetramethyl-2-methylene-3,6,9,13,16,20 ,25-heptaoxo-1,4,7,10,14,17,21-heptaazacyclopentacosane-11,22-dicarboxylic acid
CH$NAME: (5R,8S,11R,12S,15S,18S,19S,22R)-15-(3-guanidinopropyl)-8-isobutyl-3,6,9,13,16,20,25-heptaketo-18-[(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenyl-hepta-1,3-dienyl]-1,5,12,19-tetramethyl-2-methylene-1,4,7,10,14,17,21-heptazacyclopentacosane-11,22-dicarboxylic acid
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₄₉H₇₄N₁₀O₁₂
CH$EXACT_MASS: 994.5488
CH$SMILES: CC1C(NC(=O)C(NC(=O)C(C(NC(=O)C(NC(=O)C(NC(=O)C(=C)N(C(=O)CCC(NC1=O)C(=O)O)C)C)CC(C)C)C(=O)O)C)CCCN=C(N)N)C=CC(=CC(C)C(CC2=CC=CC=C2)OC)C
CH$IUPAC: InChI=1S/C49H74N10O12/c1-26(2)23-37-46(66)58-40(48(69)70)30(6)42(62)55-35(17-14-22-52-49(50)51)45(65)54-34(19-18-27(3)24-28(4)38(71-10)25-33-15-12-11-13-16-33)29(5)41(61)56-36(47(67)68)20-21-39(60)59(9)32(8)44(64)53-31(7)43(63)57-37/h11-13,15-16,18-19,24,26,28-31,34-38,40H,8,14,17,20-23,25H2,1-7,9-10H3,(H,53,64)(H,54,65)(H,55,62)(H,56,61)(H,57,63)(H,58,66)(H,67,68)(H,69,70)(H4,50,51,52)/b19-18+,27-24+/t28-,29-,30-,31+,34-,35-,36+,37-,38-,40+/m0/s1
CH$LINK: CAS 101043-37-2
CH$LINK: CHEBI 6925
CH$LINK: KEGG C05371
CH$LINK: PUBCHEM CID:445434
CH$LINK: INCHIKEY ZYZCGGRZINLQBL-GWRQVWKTSA-N
CH$LINK: CHEMSPIDER 393078

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 CID
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 35 % (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 15000
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 10.2 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 498.2811
MS$FOCUSED_ION: PRECURSOR_M/Z 995.556
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 1.3.1

PK$SPLASH: splash10-00os-0000030019-78fa0b3041d179e65fc2
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  375.1902 C18H25N5O4+ 7 375.1901 0.22
  446.228 C22H26N10O+ 8 446.2286 -1.32
  525.3091 C20H43N7O9+ 9 525.3117 -4.93
  553.3078 C23H45N4O11+ 9 553.3079 -0.21
  570.3346 C23H48N5O11+ 10 570.3345 0.13
  571.3586 C28H45N9O4+ 7 571.3589 -0.56
  599.3536 C28H49N5O9+ 10 599.3525 1.8
  625.3348 C32H45N6O7+ 10 625.3344 0.58
  783.4788 C43H61N9O5+ 8 783.479 -0.26
  844.4536 C40H62N9O11+ 5 844.4563 -3.19
  866.5124 C44H68N9O9+ 5 866.5135 -1.26
  884.5285 C46H72N6O11+ 5 884.5254 3.51
  910.5011 C45H68N9O11+ 2 910.5033 -2.41
  915.5468 C48H71N10O8+ 3 915.5451 1.85
  916.532 C48H70N9O9+ 1 916.5291 3.11
  923.5709 C47H75N10O9+ 1 923.5713 -0.41
  933.5545 C48H73N10O9+ 2 933.5557 -1.2
  946.5008 C48H68N9O11+ 1 946.5033 -2.66
  949.5488 C48H73N10O10+ 1 949.5506 -1.91
  950.535 C48H72N9O11+ 1 950.5346 0.43
  951.562 C48H75N10O10+ 1 951.5662 -4.48
  963.5261 C48H71N10O11+ 1 963.5298 -3.88
  964.5152 C48H70N9O12+ 1 964.5138 1.42
  967.5593 C48H75N10O11+ 1 967.5611 -1.91
  977.544 C49H73N10O11+ 1 977.5455 -1.53
  978.5283 C49H72N9O12+ 1 978.5295 -1.23
PK$NUM_PEAK: 26
PK$PEAK: m/z int. rel.int.
  375.1902 5601.2 86
  446.228 4021.9 61
  525.3091 2414.4 37
  553.3078 23433.2 360
  570.3346 14359.8 221
  571.3586 13726.5 211
  599.3536 57809.5 889
  625.3348 3007 46
  783.4788 4126.9 63
  844.4536 14500 223
  866.5124 19621.4 301
  884.5285 2666.6 41
  910.5011 8082.5 124
  915.5468 4103.3 63
  916.532 2239.6 34
  923.5709 15465.3 238
  933.5545 9620.4 148
  946.5008 10896.4 167
  949.5488 6281 96
  950.535 9480 145
  951.562 8812.2 135
  963.5261 2661.3 40
  964.5152 3636.5 55
  967.5593 64908.2 999
  977.544 61336.3 944
  978.5283 44618.9 686
//