ACCESSION: MSBNK-Eawag-EQ436304
RECORD_TITLE: Aerucyclamide A; LC-ESI-QFT; MS2; CE: 60%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 60 % (nominal)
AC$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$SPLASH: splash10-0019-5910000000-ea4e08192ba6a607ad26
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
56.0496 C3H6N+ 1 56.0495 1.52
58.0651 C3H8N+ 1 58.0651 -0.38
58.995 C2H3S+ 1 58.995 0.01
68.0495 C4H6N+ 1 68.0495 0.16
69.0334 C4H5O+ 1 69.0335 -1.52
69.0445 C3H5N2+ 1 69.0447 -3.66
69.0698 C5H9+ 1 69.0699 -0.64
72.0682 C3H8N2+ 1 72.0682 -0.35
79.0542 C6H7+ 1 79.0542 -0.49
84.0444 C4H6NO+ 1 84.0444 -0.1
84.0807 C5H10N+ 1 84.0808 -1.48
86.0058 C3H4NS+ 1 86.0059 -1.07
86.0963 C5H12N+ 1 86.0964 -1.06
86.9899 C3H3OS+ 1 86.9899 -0.2
93.0696 C7H9+ 1 93.0699 -2.91
94.0649 C6H8N+ 1 94.0651 -1.94
95.0725 C6H9N+ NA 95.073 -5.26
96.0445 C5H6NO+ 1 96.0444 0.96
96.0804 C6H10N+ 1 96.0808 -3.65
97.0393 C4H5N2O+ 1 97.0396 -3.21
97.0646 C6H9O+ 1 97.0648 -1.46
98.0058 C4H4NS+ 1 98.0059 -0.92
98.0965 C6H12N+ 1 98.0964 1.12
99.0136 C4H5NS+ 1 99.0137 -1.16
99.985 C3H2NOS+ 1 99.9852 -2.07
104.0164 C3H6NOS+ 1 104.0165 -0.78
108.0808 C7H10N+ 1 108.0808 0.2
110.0599 C6H8NO+ 1 110.06 -1.62
110.0966 C7H12N+ 2 110.0964 1.28
112.0215 C5H6NS+ 1 112.0215 -0.74
113.0167 C4H5N2S+ 1 113.0168 -0.49
113.0291 C5H7NS+ 1 113.0294 -2
113.0418 C6H9S+ 1 113.0419 -1.48
114.0007 C4H4NOS+ 1 114.0008 -0.89
116.0163 C4H6NOS+ 1 116.0165 -1.49
121.0884 C8H11N+ 2 121.0886 -1.35
124.0759 C7H10NO+ 2 124.0757 1.57
125.0165 C5H5N2S+ 1 125.0168 -2.12
125.1071 C7H13N2+ 1 125.1073 -1.75
126.0009 C5H4NOS+ 1 126.0008 0.96
126.037 C6H8NS+ 1 126.0372 -1.53
128.0525 C6H10NS+ 1 128.0528 -2.59
129.0113 C4H5N2OS+ 1 129.0117 -2.92
129.9957 C4H4NO2S+ 1 129.9957 -0.12
131.0273 C4H7N2OS+ 1 131.0274 -0.36
138.0908 H16N3O3S+ 2 138.0907 0.48
141.0115 C5H5N2OS+ 1 141.0117 -1.49
141.1021 C7H13N2O+ 1 141.1022 -0.72
142.0196 C5H6N2OS+ 1 142.0195 0.69
143.0272 C5H7N2OS+ 1 143.0274 -1.21
144.0112 C5H6NO2S+ 1 144.0114 -0.93
149.1069 CH17N4O2S+ 2 149.1067 1.44
152.1067 C9H14NO+ 2 152.107 -2.13
154.0684 C8H12NS+ 3 154.0685 -0.41
155.0272 C6H7N2OS+ 1 155.0274 -1.18
156.022 C5H6N3OS+ 2 156.0226 -3.75
157.0064 C5H5N2O2S+ 1 157.0066 -1.71
158.0382 C5H8N3OS+ 1 158.0383 -0.34
159.0222 C5H7N2O2S+ 2 159.0223 -0.36
160.0066 C5H6NO3S+ 1 160.0063 1.92
166.0687 C9H12NS+ 3 166.0685 0.99
168.0227 C6H6N3OS+ 2 168.0226 0.36
169.0068 C6H5N2O2S+ 2 169.0066 0.91
172.0792 C8H14NOS+ 3 172.0791 0.82
180.0218 C5H4N6S+ 2 180.0213 3.12
181.0791 C9H13N2S+ 2 181.0794 -1.79
184.0177 C6H6N3O2S+ 2 184.0175 1.01
184.0538 C7H10N3OS+ 2 184.0539 -0.86
185.0016 C6H5N2O3S+ 2 185.0015 0.18
185.0379 C7H9N2O2S+ 2 185.0379 -0.27
191.0636 C10H11N2S+ 3 191.0637 -0.51
192.0471 C2H14N3O3S2+ 3 192.0471 0.03
196.0531 H14N5O3S2+ 3 196.0533 -0.89
197.0387 C16H5+ 2 197.0386 0.72
199.0163 C13HN3+ 3 199.0165 -0.9
199.0905 C3H21NO4S2+ 2 199.0907 -0.57
200.0743 C9H14NO2S+ 1 200.074 1.83
207.0223 C9H7N2O2S+ 3 207.0223 0.22
208.018 C16H2N+ 3 208.0182 -0.88
209.0751 C4H19NO4S2+ 2 209.075 0.46
219.9997 C9H6N3S2+ 1 219.9998 -0.3
224.0487 C9H10N3O2S+ 3 224.0488 -0.6
226.0281 C8H8N3O3S+ 3 226.0281 -0.1
226.1012 C10H16N3OS+ 4 226.1009 1.44
236.0439 C11H4N6O+ 3 236.0441 -0.95
236.086 C5H20N2O4S2+ 3 236.0859 0.42
263.0054 C10H7N4OS2+ 1 263.0056 -0.73
266.0965 C20H12N+ 3 266.0964 0.13
276.0624 C13H14N3S2+ 3 276.0624 0.19
304.0575 C14H14N3OS2+ 2 304.0573 0.79
PK$NUM_PEAK: 91
PK$PEAK: m/z int. rel.int.
56.0496 33641 329
58.0651 6995.5 68
58.995 14310.3 140
66.8048 34654.1 339
68.0495 3316.9 32
69.0334 22724 222
69.0445 5534.9 54
69.0698 101026.3 988
72.0682 6275.2 61
79.0542 4563.5 44
84.0444 70191.8 686
84.0807 18686.5 182
86.0058 58148.6 569
86.0963 72509.7 709
86.9899 8645.2 84
93.0696 3654.6 35
94.0649 4406.7 43
95.0725 3257.2 31
96.0445 9744.6 95
96.0804 7397.1 72
97.0393 4782.2 46
97.0646 11595.3 113
98.0058 49006.2 479
98.0965 5177 50
99.0136 8922.9 87
99.985 7588.8 74
104.0164 15148 148
108.0808 3873.9 37
110.0599 9456.3 92
110.0966 3514.6 34
112.0215 36243.1 354
113.0167 8543.8 83
113.0291 6811.1 66
113.0418 4855.8 47
114.0007 8396.1 82
116.0163 18443 180
121.0884 5776.2 56
124.0759 4692.1 45
125.0165 4605.2 45
125.1071 10708 104
126.0009 11246.1 110
126.037 7647.9 74
128.0525 3636.6 35
129.0113 6850 67
129.9957 17928.2 175
131.0273 70683.3 691
138.0908 3172.8 31
141.0115 102082.2 999
141.1021 14171.8 138
142.0196 4569.6 44
143.0272 7130.4 69
144.0112 40423.9 395
149.1069 3389 33
152.1067 19223.8 188
154.0684 89321.5 874
155.0272 4409.6 43
156.022 16751.1 163
157.0064 14051.5 137
158.0382 55389.3 542
159.0222 72315.5 707
160.0066 3599.8 35
166.0687 4284 41
168.0227 5209.9 50
169.0068 5674.6 55
172.0792 7059.1 69
180.0218 7019.3 68
181.0791 7183.6 70
184.0177 8800.5 86
184.0538 13697.8 134
185.0016 73768.8 721
185.0379 62987.7 616
191.0636 13796 135
192.0471 4266.3 41
196.0531 8021.5 78
197.0387 6286.3 61
199.0163 5590.8 54
199.0905 12072.5 118
200.0743 8691.7 85
207.0223 4416.6 43
208.018 7579.1 74
209.0751 27881.5 272
219.9997 10472.2 102
224.0487 6343.7 62
226.0281 11843 115
226.1012 11077.5 108
236.0439 5780.1 56
236.086 7315.2 71
263.0054 5751.3 56
266.0965 7376.1 72
276.0624 17217.7 168
304.0575 10265.7 100
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