ACCESSION: MSBNK-Eawag-EA299206
RECORD_TITLE: Microcystin-LR; LC-ESI-ITFT; MS2; CE: 75%; 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 HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 75 % (nominal)
AC$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: splash10-0pdi-2900000000-0aac6add7328a3c3b8cf
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
70.065 C4H8N+ 1 70.0651 -1.65
79.0541 C6H7+ 1 79.0542 -1.98
82.0654 C5H8N+ 1 82.0651 2.98
84.0445 C4H6NO+ 1 84.0444 0.95
86.0963 C5H12N+ 1 86.0964 -1.93
91.0543 C7H7+ 1 91.0542 1.03
93.0697 C7H9+ 1 93.0699 -1.58
97.076 C5H9N2+ 1 97.076 -0.46
99.0915 C5H11N2+ 1 99.0917 -1.66
103.0541 C8H7+ 1 103.0542 -1.23
105.0697 C8H9+ 1 105.0699 -1.59
107.0854 C8H11+ 1 107.0855 -1.18
112.0868 C5H10N3+ 1 112.0869 -1.1
115.0541 C9H7+ 1 115.0542 -1.54
115.0863 C5H11N2O+ 1 115.0866 -2.69
117.0697 C9H9+ 1 117.0699 -1.68
127.0865 C6H11N2O+ 1 127.0866 -0.78
135.0802 C9H11O+ 1 135.0804 -1.49
135.1164 C10H15+ 1 135.1168 -2.94
138.0545 C7H8NO2+ 1 138.055 -3.51
141.0653 C6H9N2O2+ 1 141.0659 -3.86
149.0709 C8H9N2O+ 1 149.0709 -0.2
167.0817 C8H11N2O2+ 1 167.0815 1.05
PK$NUM_PEAK: 23
PK$PEAK: m/z int. rel.int.
70.065 24325.4 333
79.0541 4678.6 64
82.0654 2735.1 37
84.0445 9628.9 131
86.0963 6115.7 83
91.0543 11745.2 160
93.0697 9357.2 128
97.076 3927.4 53
99.0915 4074.8 55
103.0541 72942 999
105.0697 38680.4 529
107.0854 37261 510
112.0868 12915.2 176
115.0541 5545.9 75
115.0863 6873.2 94
117.0697 18137.2 248
127.0865 45329.6 620
135.0802 34472.4 472
135.1164 7496.2 102
138.0545 2639.3 36
141.0653 6419.1 87
149.0709 3754.5 51
167.0817 8614 117
//
