ACCESSION: MSBNK-Eawag-EQ436302
RECORD_TITLE: Aerucyclamide A; LC-ESI-QFT; MS2; CE: 30%; 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 4363
COMMENT: NaToxAq - Natural Toxins and Drinking Water Quality - From Source to Tap (https://natoxaq.ku.dk)
CH$NAME: Aerucyclamide A
CH$NAME: (1S,4S,7R,8S,18R)-4,18-bis[(2S)-butan-2-yl]-7-methyl-6-oxa-13,20-dithia-3,10,17,22,23,24-hexazatetracyclo[17.2.1.15,8.112,15]tetracosa-5(24),12(23),14,19(22)-tetraene-2,9,16-trione
CH$COMPOUND_CLASS: NA
CH$FORMULA: C24H34N6O4S2
CH$EXACT_MASS: 534.2083
CH$SMILES: CC[C@H](C)[C@@H]1NC(=O)[C@H]2CSC(=N2)[C@H](NC(=O)c3csc(CNC(=O)[C@H]4N=C1O[C@@H]4C)n3)[C@@H](C)CC
CH$IUPAC: InChI=1S/C24H34N6O4S2/c1-6-11(3)17-23-30-19(13(5)34-23)22(33)25-8-16-26-14(9-35-16)20(31)29-18(12(4)7-2)24-27-15(10-36-24)21(32)28-17/h9,11-13,15,17-19H,6-8,10H2,1-5H3,(H,25,33)(H,28,32)(H,29,31)/t11-,12-,13+,15+,17-,18+,19-/m0/s1
CH$LINK: PUBCHEM
CID:24970830
CH$LINK: INCHIKEY
VJFRQMMMXJJUSM-VZGZUROSSA-N
CH$LINK: CHEMSPIDER
23342203
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 POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 30 % (nominal)
AC$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 10.697 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B MeOH with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 164.9845
MS$FOCUSED_ION: PRECURSOR_M/Z 535.2156
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$SPLASH: splash10-00kr-0111490000-421e125d092436285ee5
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
84.0444 C4H6NO+ 1 84.0444 0.35
86.0964 C5H12N+ 1 86.0964 -0.71
130.0685 C6H12NS+ 2 130.0685 0.34
131.0269 C4H7N2OS+ 1 131.0274 -3.62
135.0803 C9H11O+ 2 135.0804 -0.68
152.107 C9H14NO+ 3 152.107 -0.02
154.0684 C8H12NS+ 3 154.0685 -0.51
158.0384 C5H8N3OS+ 1 158.0383 0.82
172.0791 C8H14NOS+ 3 172.0791 0.11
181.0796 C9H13N2S+ 3 181.0794 0.91
182.0633 C9H12NOS+ 3 182.0634 -0.35
184.0172 C6H6N3O2S+ 1 184.0175 -1.81
184.0536 C7H10N3OS+ 1 184.0539 -1.94
199.0903 C3H21NO4S2+ 2 199.0907 -1.56
208.0904 C10H14N3S+ 3 208.0903 0.34
209.0742 C10H13N2OS+ 3 209.0743 -0.39
220.1449 C6H24N2O4S+ 3 220.1451 -0.83
225.0446 C16H5N2+ 3 225.0447 -0.74
226.1012 C10H16N3OS+ 4 226.1009 1.31
241.0753 C9H13N4O2S+ 3 241.0754 -0.22
252.1171 C6H24N2O4S2+ 3 252.1172 -0.28
266.095 C4H20N5O4S2+ 4 266.0951 -0.48
267.154 C9H25N5S2+ 2 267.1546 -2.14
269.0705 C10H13N4O3S+ 4 269.0703 0.88
282.1286 C15H22O3S+ 3 282.1284 0.61
292.1132 C9H20N6OS2+ 3 292.1135 -0.82
293.1084 C15H19NO3S+ 2 293.108 1.18
309.1378 C14H21N4O2S+ 4 309.138 -0.44
321.083 C14H17N4OS2+ 2 321.0838 -2.46
337.1336 C23H17N2O+ 4 337.1335 0.09
339.0964 C16H13N5O4+ 3 339.0962 0.47
354.1605 C17H26N2O4S+ 4 354.1608 -0.69
356.1203 C14H22N5O2S2+ 3 356.1209 -1.85
360.1739 C19H26N3O2S+ 4 360.174 -0.24
361.1691 C18H25N4O2S+ 3 361.1693 -0.52
364.1431 C22H16N6+ 4 364.1431 0.14
366.104 C20H18N2O3S+ 2 366.1033 2.08
377.2024 C21H31NO3S+ 3 377.2019 1.18
378.1059 C24H16N3S+ 4 378.1059 -0.05
379.0882 C22H13N5S+ 4 379.0886 -1.11
390.1588 C24H18N6+ 3 390.1587 0.12
404.1207 C18H22N5O2S2+ 3 404.1209 -0.63
406.099 C23H14N6S+ 3 406.0995 -1.36
406.1659 C19H26N4O4S+ 1 406.1669 -2.56
407.1567 C19H27N4O2S2+ 3 407.157 -0.71
416.1384 C19H22N5O4S+ 1 416.1387 -0.65
422.1293 C23H22N2O4S+ 3 422.1295 -0.46
424.1835 C19H30N5O2S2+ 4 424.1835 0
432.1087 C23H20N4OS2+ 1 432.1073 3.14
432.2045 C24H26N5O3+ 3 432.203 3.55
434.1684 C20H28N5O2S2+ 3 434.1679 1.28
461.1434 C22H27N3O4S2+ 2 461.1437 -0.85
464.1786 C21H30N5O3S2+ 2 464.1785 0.39
467.1519 C19H27N6O4S2+ 1 467.153 -2.21
473.235 C23H33N6O3S+ 1 473.2329 4.26
479.1524 C20H27N6O4S2+ 1 479.153 -1.24
489.2107 C23H33N6O2S2+ 1 489.2101 1.2
490.1936 C23H32N5O3S2+ 1 490.1941 -1.12
491.1861 C22H31N6O3S2+ NA 491.1894 -6.67
501.2273 C24H33N6O4S+ 1 501.2279 -1.18
507.2206 C23H35N6O3S2+ 1 507.2207 -0.14
508.2016 C23H34N5O4S2+ NA 508.2047 -6.04
517.2048 C24H33N6O3S2+ 1 517.205 -0.31
535.2153 C24H35N6O4S2+ 1 535.2156 -0.53
PK$NUM_PEAK: 64
PK$PEAK: m/z int. rel.int.
84.0444 38899 64
86.0964 74627.3 123
130.0685 3516.7 5
131.0269 18516.3 30
135.0803 4222 6
152.107 24017.6 39
154.0684 55759.9 92
158.0384 11155 18
172.0791 13005.8 21
181.0796 5935.3 9
182.0633 14737.4 24
184.0172 7980.1 13
184.0536 13516.4 22
199.0903 51112.8 84
208.0904 10170.7 16
209.0742 6183.3 10
220.1449 4079.3 6
225.0446 29766.5 49
226.1012 39191 64
241.0753 10191.4 16
252.1171 10730.7 17
266.095 10476.3 17
267.154 19040 31
269.0705 35045.2 58
282.1286 3434.1 5
292.1132 5197 8
293.1084 19613.4 32
309.1378 23680.9 39
321.083 6224.1 10
337.1336 28979.8 48
339.0964 5196.1 8
354.1605 11178.5 18
356.1203 12078.8 20
360.1739 4205.9 6
361.1691 10285.1 17
364.1431 9249.2 15
366.104 4350.2 7
377.2024 3650.2 6
378.1059 10003.4 16
379.0882 8869.9 14
390.1588 11909.4 19
404.1207 19914.6 32
406.099 7717.1 12
406.1659 19212.9 31
407.1567 7274 12
416.1384 14139.3 23
422.1293 25283.2 41
424.1835 167470.2 277
432.1087 22601.9 37
432.2045 34333.3 56
434.1684 28420.2 47
461.1434 43642.7 72
464.1786 34041.8 56
467.1519 11993.6 19
473.235 7933.2 13
479.1524 4740.9 7
489.2107 13757.5 22
490.1936 57974.1 96
491.1861 28434.4 47
501.2273 28591.6 47
507.2206 41607.7 68
508.2016 15015 24
517.2048 427901.6 708
535.2153 603066.2 999
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