ACCESSION: MSBNK-Eawag-EQ436306
RECORD_TITLE: Aerucyclamide A; LC-ESI-QFT; MS2; CE: 90%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 90 % (nominal)
AC$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$SPLASH: splash10-0a70-9600000000-906fbc3c2d4edfb1a1e9
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
53.0023 C3HO+ 1 53.0022 2.12
54.0339 C3H4N+ 1 54.0338 0.54
56.0132 C2H2NO+ 1 56.0131 1.6
56.0495 C3H6N+ 1 56.0495 0.91
56.9794 C2HS+ 1 56.9793 0.94
57.0335 C3H5O+ 1 57.0335 -0.56
57.0699 C4H9+ 1 57.0699 -0.1
57.9872 C2H2S+ 1 57.9872 1.06
58.995 C2H3S+ 1 58.995 0.33
67.0541 C5H7+ 1 67.0542 -1.48
68.0494 C4H6N+ 1 68.0495 -1.52
69.0335 C4H5O+ 1 69.0335 -0.52
69.0446 C3H5N2+ 1 69.0447 -1.23
69.0698 C5H9+ 1 69.0699 -0.75
70.065 C4H8N+ 1 70.0651 -2.2
70.9949 C3H3S+ 1 70.995 -1.46
71.9901 C2H2NS+ 1 71.9902 -1.9
75.0441 C3H7O2+ 1 75.0441 0.71
80.0494 C5H6N+ 1 80.0495 -1.53
81.0447 C4H5N2+ 1 81.0447 0.13
81.0572 C5H7N+ 1 81.0573 -1.03
82.0285 C4H4NO+ 1 82.0287 -2.61
82.0653 C5H8N+ 1 82.0651 2.03
83.0599 C4H7N2+ NA 83.0604 -5.61
84.0443 C4H6NO+ 1 84.0444 -1.28
84.0807 C5H10N+ 1 84.0808 -0.75
85.0107 C4H5S+ 1 85.0106 0.31
85.0396 C3H5N2O+ 1 85.0396 -0.23
86.0058 C3H4NS+ 1 86.0059 -0.9
86.0964 C5H12N+ 1 86.0964 -0.53
86.9898 C3H3OS+ 1 86.9899 -1.17
91.054 C7H7+ 1 91.0542 -3.01
94.0651 C6H8N+ 1 94.0651 0.09
95.0603 C5H7N2+ 1 95.0604 -1.3
96.0442 C5H6NO+ 1 96.0444 -2.14
96.0808 C6H10N+ 1 96.0808 0.16
97.0397 C4H5N2O+ 1 97.0396 0.17
98.0059 C4H4NS+ 1 98.0059 -0.38
99.0137 C4H5NS+ 1 99.0137 -0.54
99.985 C3H2NOS+ 1 99.9852 -1.53
106.0648 C7H8N+ 1 106.0651 -3.16
108.0806 C7H10N+ 1 108.0808 -1.36
110.0601 C6H8NO+ 1 110.06 0.6
111.0007 C4H3N2S+ 1 111.0011 -4.05
111.9851 C4H2NOS+ 1 111.9852 -0.19
112.0214 C5H6NS+ 1 112.0215 -1.43
113.0165 C4H5N2S+ 1 113.0168 -2.38
113.0293 C5H7NS+ 1 113.0294 -0.65
114.0007 C4H4NOS+ 1 114.0008 -1.02
116.0166 C4H6NOS+ 1 116.0165 1.21
121.0879 H15N3O2S+ 1 121.0879 -0.06
124.0215 C6H6NS+ 1 124.0215 -0.17
124.0758 C7H10NO+ 2 124.0757 0.59
125.0167 C5H5N2S+ 1 125.0168 -0.6
125.0295 C6H7NS+ 2 125.0294 1.15
125.1071 C7H13N2+ 1 125.1073 -1.62
126.0007 C5H4NOS+ 1 126.0008 -0.92
129.9956 C4H4NO2S+ 1 129.9957 -0.59
131.0274 C4H7N2OS+ 1 131.0274 0.57
139.045 C7H9NS+ 1 139.045 -0.2
141.0117 C5H5N2OS+ 1 141.0117 0.02
143.0034 C5H5NO2S+ 1 143.0036 -1.17
144.0112 C5H6NO2S+ 1 144.0114 -1.25
150.037 C8H8NS+ 2 150.0372 -1.08
151.0327 C7H7N2S+ 2 151.0324 1.81
153.0119 C6H5N2OS+ 2 153.0117 0.92
154.0682 H16N3O2S2+ 2 154.0678 2.04
157.0062 C5H5N2O2S+ 1 157.0066 -2.78
159.0221 C5H7N2O2S+ 1 159.0223 -1.13
167.0019 C5H3N4OS+ 1 167.0022 -1.87
171.0219 C6H7N2O2S+ 1 171.0223 -1.93
179.9815 C7H4N2S2+ 2 179.981 2.45
180.0351 C8H8N2OS+ 3 180.0352 -0.71
185.0015 C6H5N2O3S+ 2 185.0015 -0.31
185.0375 C7H9N2O2S+ 1 185.0379 -2.17
207.0052 C3H5N5O4S+ 2 207.0057 -2.38
PK$NUM_PEAK: 77
PK$PEAK: m/z int. rel.int.
53.0023 7438 76
54.0339 15970.1 164
56.0132 12885.5 133
56.0495 65844.4 680
56.9794 7057.2 72
57.0335 5188.2 53
57.0699 4234.6 43
57.9872 11415.6 117
58.995 57783.6 597
66.8032 7529.1 77
67.0541 5664.5 58
68.0494 11619.4 120
69.0335 13072.4 135
69.0446 11413.2 117
69.0698 64435.6 665
70.065 4948.9 51
70.9949 11402.7 117
71.9901 11373.6 117
75.0441 3854.8 39
80.0494 9455 97
81.0447 4313.7 44
81.0572 3914.7 40
82.0285 4398.5 45
82.0653 4663.1 48
83.0599 3883.6 40
84.0443 33506.1 346
84.0807 12499.2 129
85.0107 3623.2 37
85.0396 5787.1 59
86.0058 96692.1 999
86.0964 24156.3 249
86.9898 4068.8 42
91.054 4573.5 47
94.0651 13414.2 138
95.0603 6387 65
96.0442 19456.2 201
96.0808 4417.4 45
97.0397 4963.6 51
98.0059 68340.8 706
99.0137 21462.3 221
99.985 18442.2 190
106.0648 4594.3 47
108.0806 4427.8 45
110.0601 8683.4 89
111.0007 5752.3 59
111.9851 7033.7 72
112.0214 36851.3 380
113.0165 14468.5 149
113.0293 7410.8 76
114.0007 8248 85
116.0166 15944.3 164
121.0879 3568.4 36
124.0215 27516.7 284
124.0758 3669 37
125.0167 5089.4 52
125.0295 3316.6 34
125.1071 3852.1 39
126.0007 4919.3 50
129.9956 81479.1 841
131.0274 6552 67
139.045 5979.2 61
141.0117 31677.1 327
143.0034 9454.3 97
144.0112 32061.7 331
150.037 4222.4 43
151.0327 4639.4 47
153.0119 6332.3 65
154.0682 7475.4 77
157.0062 16307.8 168
159.0221 35204.6 363
167.0019 17302.1 178
171.0219 4625.2 47
179.9815 6984.2 72
180.0351 6319.1 65
185.0015 60249.7 622
185.0375 14039.8 145
207.0052 6178.8 63
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