ACCESSION: MSBNK-Eawag-EQ436305
RECORD_TITLE: Aerucyclamide A; LC-ESI-QFT; MS2; CE: 75%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 75 % (nominal)
AC$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$SPLASH: splash10-05n3-8900000000-06b7d2f74262708d1d00
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
53.0021 C3HO+ 1 53.0022 -1.4
54.0339 C3H4N+ 1 54.0338 1.53
55.0544 C4H7+ 1 55.0542 3.31
56.0495 C3H6N+ 1 56.0495 0.97
57.9871 C2H2S+ 1 57.9872 -2.04
58.0651 C3H8N+ 1 58.0651 -0.31
58.995 C2H3S+ 1 58.995 0.53
67.0541 C5H7+ 1 67.0542 -2.16
68.0494 C4H6N+ 1 68.0495 -1.19
69.0334 C4H5O+ 1 69.0335 -1.19
69.0447 C3H5N2+ 1 69.0447 0.21
69.0698 C5H9+ 1 69.0699 -0.42
70.065 C4H8N+ 1 70.0651 -1.33
70.9949 C3H3S+ 1 70.995 -2
71.9904 C2H2NS+ 1 71.9902 2.76
72.0682 C3H8N2+ 1 72.0682 -0.66
79.0541 C6H7+ 1 79.0542 -1.84
80.0494 C5H6N+ 1 80.0495 -0.67
81.07 C6H9+ 1 81.0699 1.38
82.0652 C5H8N+ 1 82.0651 0.82
83.0603 C4H7N2+ 1 83.0604 -0.84
84.0444 C4H6NO+ 1 84.0444 -0.47
84.0807 C5H10N+ 1 84.0808 -1.29
85.0395 C3H5N2O+ 1 85.0396 -1.76
86.0058 C3H4NS+ 1 86.0059 -0.81
86.0963 C5H12N+ 1 86.0964 -1.5
86.9898 C3H3OS+ 1 86.9899 -1.34
94.065 C6H8N+ 1 94.0651 -1.21
95.0729 C6H9N+ 1 95.073 -0.44
96.0443 C5H6NO+ 1 96.0444 -0.47
96.0806 C6H10N+ 1 96.0808 -2.14
97.0107 C5H5S+ 1 97.0106 0.4
97.0396 C4H5N2O+ 1 97.0396 -0.15
98.0059 C4H4NS+ 1 98.0059 0.09
99.0137 C4H5NS+ 1 99.0137 0.07
99.9848 C3H2NOS+ 1 99.9852 -3.14
100.0218 C4H6NS+ 1 100.0215 2.2
104.0164 C3H6NOS+ 1 104.0165 -0.34
108.0806 C7H10N+ 1 108.0808 -1.85
110.06 C6H8NO+ 1 110.06 -0.58
111.9853 C4H2NOS+ 1 111.9852 1.24
112.0214 C5H6NS+ 1 112.0215 -0.95
113.0166 C4H5N2S+ 1 113.0168 -1.43
113.0289 C5H7NS+ 1 113.0294 -4.36
113.0415 C6H9S+ 1 113.0419 -3.84
114.0006 C4H4NOS+ 1 114.0008 -2.09
116.0164 C4H6NOS+ 1 116.0165 -0.24
120.0809 C8H10N+ 2 120.0808 0.97
121.0884 C8H11N+ 2 121.0886 -1.35
124.0214 C6H6NS+ 1 124.0215 -1.21
125.0166 C5H5N2S+ 1 125.0168 -1.76
125.1069 C7H13N2+ 1 125.1073 -3.7
126.0008 C5H4NOS+ 1 126.0008 -0.37
126.037 C6H8NS+ 1 126.0372 -1.77
129.0116 C4H5N2OS+ 1 129.0117 -0.91
129.9958 C4H4NO2S+ 1 129.9957 0.35
131.0273 C4H7N2OS+ 1 131.0274 -0.25
137.0176 H11NO3S2+ 2 137.0175 0.98
139.0449 C7H9NS+ 1 139.045 -0.75
141.0116 C5H5N2OS+ 1 141.0117 -0.84
141.1017 C7H13N2O+ 1 141.1022 -3.64
142.0195 C5H6N2OS+ 1 142.0195 -0.06
143.0037 C5H5NO2S+ 1 143.0036 1.07
144.0112 C5H6NO2S+ 1 144.0114 -0.93
150.0372 C8H8NS+ 3 150.0372 0.04
151.0324 C7H7N2S+ 1 151.0324 -0.61
152.107 C9H14NO+ 3 152.107 0.28
153.0114 C6H5N2OS+ 1 153.0117 -2.17
154.0192 C6H6N2OS+ 1 154.0195 -2.12
154.0686 C8H12NS+ 3 154.0685 0.48
156.0223 C5H6N3OS+ 1 156.0226 -1.9
157.0069 C5H5N2O2S+ 2 157.0066 1.5
158.038 C5H8N3OS+ 1 158.0383 -1.69
159.0222 C5H7N2O2S+ 2 159.0223 -0.65
160.0062 C5H6NO3S+ 2 160.0063 -0.85
169.0064 C6H5N2O2S+ 1 169.0066 -1.53
179.0277 C8H7N2OS+ 2 179.0274 1.78
179.9814 C7H4N2S2+ 2 179.981 2.03
180.0349 C8H8N2OS+ 2 180.0352 -1.64
185.0016 C6H5N2O3S+ 2 185.0015 0.43
185.0379 C7H9N2O2S+ 2 185.0379 -0.36
191.0641 C4H17NO3S2+ 3 191.0644 -1.57
192.047 C2H14N3O3S2+ 3 192.0471 -0.76
207.0043 C9H7N2S2+ 1 207.0045 -0.98
207.0218 CH11N4O4S2+ 3 207.0216 1.01
209.0746 C10H13N2OS+ 3 209.0743 1.28
219.9995 C9H6N3S2+ 1 219.9998 -1.34
226.0288 C16H4NO+ 3 226.0287 0.05
PK$NUM_PEAK: 88
PK$PEAK: m/z int. rel.int.
53.0021 3051.7 29
54.0339 9905.9 96
55.0544 4487.4 43
56.0495 57487.2 561
57.9871 4384.4 42
58.0651 4338 42
58.995 34284.8 334
67.0541 8954.5 87
68.0494 8686.9 84
69.0334 22276.1 217
69.0447 7743.3 75
69.0698 100374.1 980
70.065 3070.7 29
70.9949 4286.3 41
71.9904 3484.7 34
72.0682 5331 52
79.0541 7561.4 73
80.0494 6082.3 59
81.07 4583.7 44
82.0652 4534.7 44
83.0603 5384.9 52
84.0444 58973.5 575
84.0807 19457 190
85.0395 7093.8 69
86.0058 102292.9 999
86.0963 46766.5 456
86.9898 8966.8 87
94.065 7852.5 76
95.0729 3828.2 37
96.0443 25585.9 249
96.0806 7922.1 77
97.0107 3169.9 30
97.0396 5728.1 55
98.0059 68630.9 670
99.0137 20572 200
99.9848 21319.8 208
100.0218 4096.3 40
104.0164 5413.4 52
108.0806 6891.1 67
110.06 7867.1 76
111.9853 7289.2 71
112.0214 43473.1 424
113.0166 14389.8 140
113.0289 9760 95
113.0415 3817.5 37
114.0006 11295.1 110
116.0164 15264.6 149
120.0809 3314.9 32
121.0884 3844.4 37
124.0214 13252 129
125.0166 8451.4 82
125.1069 9932.9 97
126.0008 11555.2 112
126.037 9212.5 89
129.0116 5427.1 53
129.9958 51908.1 506
131.0273 26314.9 256
137.0176 3082.1 30
139.0449 8294.5 81
141.0116 83090.5 811
141.1017 5135.7 50
142.0195 3243.9 31
143.0037 8623.2 84
144.0112 51587.7 503
150.0372 5406.4 52
151.0324 4803.3 46
152.107 5797 56
153.0114 7905 77
154.0192 4129.5 40
154.0686 33397 326
156.0223 4468.5 43
157.0069 24719.1 241
158.038 6022.1 58
159.0222 71111.9 694
160.0062 7918.7 77
169.0064 5777.2 56
179.0277 4661.9 45
179.9814 9147.1 89
180.0349 10602.5 103
185.0016 93408.8 912
185.0379 42462.5 414
191.0641 5521 53
192.047 3424.5 33
207.0043 4758.7 46
207.0218 3552.9 34
209.0746 6650.5 64
219.9995 8458.2 82
226.0288 6085.8 59
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