ACCESSION: MSBNK-Eawag-EA299201
RECORD_TITLE: Microcystin-LR; LC-ESI-ITFT; MS2; CE: 35%; R=7500; [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 7500
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-0000030019-722eaff26fc00ff9108e
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
285.167 C11H21N6O3+ 4 285.167 0.12
286.1504 C11H20N5O4+ 3 286.151 -2.2
382.2085 C16H32NO9+ 7 382.2072 3.46
397.2087 C4H31N9O12+ 6 397.2087 0.1
399.235 C17H31N6O5+ 6 399.235 -0.19
446.2277 C21H30N6O5+ 8 446.2272 1.08
525.3141 C20H43N7O9+ 7 525.3117 4.57
570.3356 C23H48N5O11+ 9 570.3345 2.03
571.3597 C30H47N6O5+ 8 571.3602 -0.94
599.3548 C28H49N5O9+ 8 599.3525 3.89
625.335 C32H45N6O7+ 9 625.3344 0.98
783.4787 C43H61N9O5+ 8 783.479 -0.35
844.4569 C40H62N9O11+ 4 844.4563 0.63
866.5129 C44H68N9O9+ 5 866.5135 -0.65
884.5223 C46H72N6O11+ 2 884.5254 -3.49
910.5033 C45H68N9O11+ 3 910.5033 0.05
915.5481 C48H71N10O8+ 2 915.5451 3.27
916.527 C48H70N9O9+ 2 916.5291 -2.31
923.5717 C47H75N10O9+ 1 923.5713 0.45
933.5551 C48H73N10O9+ 2 933.5557 -0.55
946.504 C48H68N9O11+ 1 946.5033 0.77
949.5511 C48H73N10O10+ 1 949.5506 0.52
950.534 C48H72N9O11+ 1 950.5346 -0.59
951.566 C48H75N10O10+ 1 951.5662 -0.24
963.5292 C48H71N10O11+ 1 963.5298 -0.61
964.5118 C48H70N9O12+ 1 964.5138 -2.09
967.5611 C48H75N10O11+ 1 967.5611 0.01
977.5454 C49H73N10O11+ 1 977.5455 -0.04
978.5302 C49H72N9O12+ 1 978.5295 0.7
PK$NUM_PEAK: 29
PK$PEAK: m/z int. rel.int.
285.167 11543.5 26
286.1504 3713.4 8
382.2085 15106.2 34
397.2087 17980.4 40
399.235 6513.3 14
446.2277 18490.7 41
525.3141 28884.7 65
570.3356 107642.8 243
571.3597 97553.7 220
599.3548 389454.9 880
625.335 17957.2 40
783.4787 31556.6 71
844.4569 85443.4 193
866.5129 152979 345
884.5223 11092.5 25
910.5033 77206.8 174
915.5481 27243.3 61
916.527 8109.9 18
923.5717 127106.3 287
933.5551 58460 132
946.504 76935.3 173
949.5511 30368.7 68
950.534 58420.8 132
951.566 61473.1 139
963.5292 19815.7 44
964.5118 23780.6 53
967.5611 441761 999
977.5454 406849.7 920
978.5302 316472.9 715
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