ACCESSION: MSBNK-Eawag-EA299204
RECORD_TITLE: Microcystin-LR; LC-ESI-ITFT; MS2; CE: 45%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 45 % (nominal)
AC$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: splash10-000i-1920000000-642aae3c4184db2bc4e5
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
70.0651 C4H8N+ 1 70.0651 -0.37
84.0443 C4H6NO+ 1 84.0444 -0.84
86.0963 C5H12N+ 1 86.0964 -1
91.0541 C7H7+ 1 91.0542 -1.06
93.0699 C7H9+ 1 93.0699 0.57
97.0757 C5H9N2+ 1 97.076 -3.04
98.0605 C5H8NO+ 1 98.06 4.38
103.0541 C8H7+ 1 103.0542 -0.84
105.0697 C8H9+ 1 105.0699 -1.3
107.0854 C8H11+ 1 107.0855 -1.28
112.0868 C5H10N3+ 1 112.0869 -0.75
113.0709 C5H9N2O+ 1 113.0709 -0.35
114.103 C5H12N3+ 1 114.1026 3.82
115.0865 C5H11N2O+ 1 115.0866 -0.78
117.0697 C9H9+ 1 117.0699 -1.08
120.0808 C8H10N+ 1 120.0808 -0.05
127.0865 C6H11N2O+ 1 127.0866 -1.02
130.0495 C5H8NO3+ 1 130.0499 -3
130.0973 C5H12N3O+ 1 130.0975 -1.22
131.0855 C10H11+ 1 131.0855 -0.2
135.0803 C9H11O+ 1 135.0804 -0.82
135.1166 C10H15+ 1 135.1168 -1.38
138.0544 C7H8NO2+ 1 138.055 -3.73
140.082 C6H10N3O+ 1 140.0818 1.23
141.0662 C6H9N2O2+ 1 141.0659 2.17
153.102 C8H13N2O+ 1 153.1022 -1.63
155.0814 C7H11N2O2+ 1 155.0815 -0.86
156.1246 C6H14N5+ 1 156.1244 1.72
157.1082 C6H13N4O+ 1 157.1084 -1.38
157.1342 C8H17N2O+ 1 157.1335 4.27
163.1116 C11H15O+ 1 163.1117 -0.62
167.0813 C8H11N2O2+ 1 167.0815 -1.4
174.1349 C6H16N5O+ 1 174.1349 -0.04
175.1189 C6H15N4O2+ 1 175.119 -0.18
182.1027 C7H12N5O+ 3 182.1036 -4.87
183.0875 C7H11N4O2+ 1 183.0877 -0.99
195.0763 C9H11N2O3+ 1 195.0764 -0.45
196.0608 C9H10NO4+ 1 196.0604 1.66
198.1236 C9H16N3O2+ 1 198.1237 -0.37
200.1143 C7H14N5O2+ 1 200.1142 0.59
201.0978 C7H13N4O3+ 2 201.0982 -2.17
213.0867 C9H13N2O4+ 1 213.087 -1.09
213.1348 C9H17N4O2+ 1 213.1346 0.88
218.1531 C12H18N4+ 2 218.1526 2.48
223.1188 C10H15N4O2+ 1 223.119 -0.77
225.1352 C10H17N4O2+ 2 225.1346 2.83
226.1182 C10H16N3O3+ 2 226.1186 -1.89
237.1631 C2H21N8O5+ 3 237.1629 0.75
239.0657 C9H5N9+ 3 239.0662 -2.48
240.1442 C8H16N8O+ 2 240.1442 0.01
241.1291 C10H17N4O3+ 3 241.1295 -1.81
244.129 C10H18N3O4+ 2 244.1292 -0.87
246.1495 C15H20NO2+ 3 246.1489 2.5
268.1653 C13H22N3O3+ 2 268.1656 -0.89
269.1255 C11H17N4O4+ 3 269.1244 3.93
285.167 C11H21N6O3+ 4 285.167 0.16
286.1512 C11H20N5O4+ 3 286.151 0.63
303.1774 C11H23N6O4+ 5 303.1775 -0.3
347.1988 C5H29N7O10+ 4 347.197 4.95
PK$NUM_PEAK: 59
PK$PEAK: m/z int. rel.int.
70.0651 50174.8 187
84.0443 18961.4 70
86.0963 45538.3 169
91.0541 6533.9 24
93.0699 11350.6 42
97.0757 2671.6 9
98.0605 2974.2 11
103.0541 8676.3 32
105.0697 28113.3 104
107.0854 81497.3 304
112.0868 34246.9 127
113.0709 7066.4 26
114.103 3916.6 14
115.0865 20478.4 76
117.0697 17493.9 65
120.0808 2861.3 10
127.0865 117702.1 439
130.0495 7054.6 26
130.0973 3461.7 12
131.0855 3577 13
135.0803 267801.3 999
135.1166 101419.4 378
138.0544 12013.1 44
140.082 11402.2 42
141.0662 5613.6 20
153.102 2898 10
155.0814 54160.9 202
156.1246 8792.2 32
157.1082 30718 114
157.1342 4054.2 15
163.1116 42840.9 159
167.0813 12600.2 47
174.1349 32692.9 121
175.1189 5320.8 19
182.1027 5819.2 21
183.0875 7705.4 28
195.0763 14465.4 53
196.0608 2958.6 11
198.1236 5125 19
200.1143 42182.1 157
201.0978 12140.4 45
213.0867 91043.4 339
213.1348 7445.3 27
218.1531 5395 20
223.1188 7007.9 26
225.1352 6177.7 23
226.1182 16223.1 60
237.1631 5120.5 19
239.0657 17984.7 67
240.1442 4618.9 17
241.1291 5867.2 21
244.129 11203.5 41
246.1495 7091.8 26
268.1653 2306 8
269.1255 18137.8 67
285.167 14752.3 55
286.1512 9028.6 33
303.1774 9310.4 34
347.1988 2877.2 10
//
