ACCESSION: MSBNK-Eawag-EQ436303
RECORD_TITLE: Aerucyclamide A; LC-ESI-QFT; MS2; CE: 45%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 45 % (nominal)
AC$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$SPLASH: splash10-0kai-3931100000-8e548730ba4b13e67eb2
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
56.0495 C3H6N+ 1 56.0495 0.84
58.0652 C3H8N+ 1 58.0651 0.61
58.9951 C2H3S+ 1 58.995 1.63
68.0496 C4H6N+ 1 68.0495 1.62
69.0336 C4H5O+ 1 69.0335 1.8
69.0698 C5H9+ 1 69.0699 -0.97
84.0444 C4H6NO+ 1 84.0444 -0.47
84.0808 C5H10N+ 1 84.0808 -0.11
86.0058 C3H4NS+ 1 86.0059 -1.16
86.0964 C5H12N+ 1 86.0964 -0.71
96.0441 C5H6NO+ 1 96.0444 -3.25
96.0809 C6H10N+ 1 96.0808 1.51
97.0395 C4H5N2O+ 1 97.0396 -1.17
97.0648 C6H9O+ 1 97.0648 -0.13
98.0057 C4H4NS+ 1 98.0059 -1.54
104.0165 C3H6NOS+ 1 104.0165 0.03
110.0964 C7H12N+ 1 110.0964 0.1
112.0216 C5H6NS+ 1 112.0215 0.75
113.0418 C6H9S+ 1 113.0419 -1.68
114.0007 C4H4NOS+ 1 114.0008 -0.69
116.0165 C4H6NOS+ 1 116.0165 0.61
124.0754 C7H10NO+ 1 124.0757 -2.67
125.1074 C7H13N2+ 2 125.1073 0.82
128.0531 C6H10NS+ 2 128.0528 1.7
130.069 H18O3S2+ 2 130.0692 -1.57
131.0272 C4H7N2OS+ 1 131.0274 -0.95
138.091 H16N3O3S+ 2 138.0907 2.36
141.0115 C5H5N2OS+ 1 141.0117 -1.27
141.1022 C7H13N2O+ 2 141.1022 0.03
143.0271 C5H7N2OS+ 1 143.0274 -2.07
144.0117 C5H6NO2S+ 1 144.0114 2.57
152.0956 C2H18NO4S+ 1 152.0951 2.98
152.1069 C9H14NO+ 2 152.107 -0.52
153.1025 C8H13N2O+ 2 153.1022 1.63
154.0683 C8H12NS+ 2 154.0685 -1
155.0276 C6H7N2OS+ 2 155.0274 1.48
156.0226 C5H6N3OS+ 1 156.0226 0.26
157.0059 C3H3N5OS+ 2 157.0053 4.22
158.0383 C5H8N3OS+ 1 158.0383 0.04
159.0223 C5H7N2O2S+ 2 159.0223 0.22
165.1021 C9H13N2O+ 3 165.1022 -0.74
172.0792 C8H14NOS+ 3 172.0791 1.09
181.0795 C9H13N2S+ 3 181.0794 0.82
181.0949 C7H19NS2+ 2 181.0953 -2.39
182.0634 C9H12NOS+ 3 182.0634 -0.18
184.0179 C14H2N+ 2 184.0182 -1.46
184.0541 C7H10N3OS+ 2 184.0539 0.8
185.0019 C14HO+ 2 185.0022 -1.44
185.0379 C7H9N2O2S+ 2 185.0379 -0.11
191.0635 C10H11N2S+ 3 191.0637 -1.07
196.0538 C8H10N3OS+ 3 196.0539 -0.47
199.0898 C9H15N2OS+ 3 199.09 -0.85
200.074 C9H14NO2S+ 2 200.074 0.08
207.022 C9H7N2O2S+ 3 207.0223 -1.11
207.1134 C11H15N2O2+ 1 207.1128 2.73
208.0906 C10H14N3S+ 4 208.0903 1.29
209.0745 C10H13N2OS+ 3 209.0743 0.85
220.1441 C4H22N5O3S+ 4 220.1438 1.39
224.0487 C9H10N3O2S+ 3 224.0488 -0.73
225.0459 C10H11NO3S+ 1 225.0454 2.02
226.0284 C16H4NO+ 4 226.0287 -1.36
226.101 C10H16N3OS+ 3 226.1009 0.5
227.0855 C18H11+ 2 227.0855 -0.04
236.0861 C5H20N2O4S2+ 4 236.0859 0.68
241.0756 C9H13N4O2S+ 4 241.0754 0.98
251.0601 C18H7N2+ 4 251.0604 -1.13
252.0812 C13H16O3S+ 4 252.0815 -1.2
264.1169 C7H24N2O4S2+ 4 264.1172 -1.25
265.1023 C8H19N5OS2+ 2 265.1026 -0.89
266.0966 C20H12N+ 4 266.0964 0.81
267.1527 C14H23N2OS+ 3 267.1526 0.43
269.0709 C18H9N2O+ 4 269.0709 -0.06
270.0547 C18H8NO2+ 3 270.055 -0.99
293.0831 C13H15N3O3S+ 4 293.0829 0.79
293.1077 C15H19NO3S+ 3 293.108 -1
294.1642 C9H30N2O4S2+ 5 294.1642 0.2
304.0575 C14H14N3OS2+ 2 304.0573 0.79
309.1379 C14H21N4O2S+ 4 309.138 -0.34
311.1008 C15H21NO2S2+ 3 311.1008 -0.23
319.0683 C14H15N4OS2+ 2 319.0682 0.51
319.1033 C14H23O4S2+ 4 319.1032 0.08
337.1326 C15H21N4O3S+ 4 337.1329 -0.78
347.0634 C15H15N4O2S2+ 4 347.0631 0.79
360.0966 C18H12N6O3+ 3 360.0965 0.1
361.1145 C17H21N4OS2+ 2 361.1151 -1.61
376.0885 C21H16N2O3S+ 3 376.0876 2.35
377.163 C24H19N5+ 3 377.1635 -1.34
388.0904 C19H20N2O3S2+ 3 388.091 -1.43
404.1206 C18H22N5O2S2+ 3 404.1209 -0.85
405.1058 C20H23NO4S2+ 4 405.1063 -1.24
406.1748 C21H22N6O3+ 4 406.1748 0.1
424.1853 C21H24N6O4+ 3 424.1854 -0.16
432.1109 C22H18N5O3S+ 1 432.1125 -3.62
432.2052 C21H30N5O3S+ 1 432.2064 -2.77
461.1437 C22H27N3O4S2+ 2 461.1437 -0.18
489.2092 C23H33N6O2S2+ 1 489.2101 -1.86
490.1945 C23H32N5O3S2+ 1 490.1941 0.87
PK$NUM_PEAK: 98
PK$PEAK: m/z int. rel.int.
56.0495 17654.2 116
58.0652 7354.5 48
58.9951 3056.6 20
68.0496 2930.9 19
69.0336 7406.3 48
69.0698 65368.2 432
84.0444 78710.9 520
84.0808 11923 78
86.0058 19899.7 131
86.0964 88566.9 585
96.0441 7318.6 48
96.0809 6954.1 45
97.0395 3907.8 25
97.0648 7171.7 47
98.0057 15291 101
104.0165 5089.2 33
110.0964 3038.2 20
112.0216 11952.2 78
113.0418 6442.5 42
114.0007 6145.8 40
116.0165 12785 84
124.0754 3578.6 23
125.1074 12694 83
128.0531 6474.8 42
130.069 3335.4 22
131.0272 99683.5 658
138.091 6968.4 46
141.0115 49217.2 325
141.1022 16263.2 107
143.0271 8478.5 56
144.0117 16402.1 108
152.0956 5569.6 36
152.1069 41242.5 272
153.1025 4040.4 26
154.0683 151146.7 999
154.1223 3968 26
155.0276 6853.4 45
156.0226 13127 86
157.0059 3889.1 25
158.0383 96860 640
159.0223 21844.9 144
165.1021 12190.1 80
172.0792 21384.6 141
181.0795 16624.4 109
181.0949 4988.1 32
182.0634 14003.6 92
184.0179 30415.8 201
184.0541 43163.8 285
185.0019 25138.4 166
185.0379 38077.1 251
191.0635 6755.3 44
196.0538 7375.1 48
199.0898 63176.4 417
200.074 7776.1 51
207.022 4986.9 32
207.1134 12057.4 79
208.0906 9774.5 64
209.0745 44097.8 291
220.1441 5319.7 35
224.0487 12164.6 80
225.0459 36827.4 243
226.0284 8503.6 56
226.101 80372 531
227.0855 3540.2 23
236.0861 15811.4 104
241.0756 10412.4 68
251.0601 12515.9 82
252.0812 7465.8 49
264.1169 5587.3 36
265.1023 10418.8 68
266.0966 23178.9 153
267.1527 11203.1 74
269.0709 10440.3 69
270.0547 13305.2 87
293.0831 4672.9 30
293.1077 11879.2 78
294.1642 8693.4 57
304.0575 14757.9 97
309.1379 11754 77
311.1008 6812.9 45
319.0683 19950.4 131
319.1033 4926.7 32
337.1326 4202.2 27
347.0634 12697.2 83
360.0966 6526.6 43
361.1145 7556.2 49
376.0885 5512.4 36
377.163 4065.7 26
388.0904 7090.3 46
404.1206 11804.4 78
405.1058 16649.1 110
406.1748 18019.8 119
424.1853 10487.8 69
432.1109 11520.4 76
432.2052 12323.8 81
461.1437 4518.1 29
489.2092 8592.3 56
490.1945 7700.3 50
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