ACCESSION: MSBNK-Eawag-EQ436307
RECORD_TITLE: Aerucyclamide A; LC-ESI-QFT; MS2; CE: 120%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 120 % (nominal)
AC$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$SPLASH: splash10-0a4i-9200000000-77041b11d246dc3ea709
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
53.0022 C3HO+ 1 53.0022 1.04
53.0387 C4H5+ 1 53.0386 2.04
54.0339 C3H4N+ 1 54.0338 1.32
56.0132 C2H2NO+ 1 56.0131 1.73
56.0495 C3H6N+ 1 56.0495 0.97
56.9794 C2HS+ 1 56.9793 0.47
57.0575 C3H7N+ 1 57.0573 2.76
57.9872 C2H2S+ 1 57.9872 0.4
58.0652 C3H8N+ 1 58.0651 1.86
58.995 C2H3S+ 1 58.995 0.4
65.0385 C5H5+ 1 65.0386 -1.04
67.0415 C4H5N+ 1 67.0417 -2.57
67.0542 C5H7+ 1 67.0542 -0.11
68.0495 C4H6N+ 1 68.0495 0.38
68.9795 C3HS+ 1 68.9793 1.65
69.0447 C3H5N2+ 1 69.0447 -0.45
69.0698 C5H9+ 1 69.0699 -1.19
69.9872 C3H2S+ 1 69.9872 1.1
70.995 C3H3S+ 1 70.995 -0.28
71.9902 C2H2NS+ 1 71.9902 -1.05
72.998 C2H3NS+ 1 72.9981 -0.91
79.0542 C6H7+ 1 79.0542 -0.59
80.0494 C5H6N+ 1 80.0495 -0.96
81.0573 C5H7N+ 1 81.0573 -0.28
84.0445 C4H6NO+ 1 84.0444 0.71
84.9744 C3HOS+ 1 84.9743 1.3
86.0058 C3H4NS+ 1 86.0059 -1.25
86.0965 C5H12N+ 1 86.0964 0.36
91.0542 C7H7+ 1 91.0542 0.18
94.0651 C6H8N+ 1 94.0651 -0.64
95.0492 C6H7O+ 1 95.0491 0.5
95.0603 C5H7N2+ 1 95.0604 -0.49
95.9904 C4H2NS+ 1 95.9902 1.73
96.0442 C5H6NO+ 1 96.0444 -2.45
97.0107 C5H5S+ 1 97.0106 0.32
98.0059 C4H4NS+ 1 98.0059 -0.45
99.0137 C4H5NS+ 1 99.0137 0.15
99.9852 C3H2NOS+ 1 99.9852 -0.08
106.0651 C7H8N+ 1 106.0651 -0.29
110.0059 C5H4NS+ 1 110.0059 -0.39
111.0011 C4H3N2S+ 1 111.0011 0.01
111.9964 C3H2N3S+ 1 111.9964 0.4
112.0213 C5H6NS+ 1 112.0215 -2.04
113.0168 C4H5N2S+ 1 113.0168 -0.01
116.0164 C4H6NOS+ 1 116.0165 -0.24
120.0804 H14N3O2S+ 2 120.0801 2.46
123.0137 C6H5NS+ 1 123.0137 -0.03
124.0214 C6H6NS+ 1 124.0215 -1.09
129.9956 C4H4NO2S+ 1 129.9957 -0.7
141.0115 C5H5N2OS+ 1 141.0117 -1.17
144.0113 C5H6NO2S+ 1 144.0114 -0.5
157.0064 C5H5N2O2S+ 1 157.0066 -1.52
167.0022 C5H3N4OS+ 1 167.0022 0.05
185.0014 C6H5N2O3S+ 2 185.0015 -0.72
PK$NUM_PEAK: 54
PK$PEAK: m/z int. rel.int.
53.0022 9141.6 79
53.0387 6395 55
54.0339 29742.4 259
56.0132 31121.6 271
56.0495 65649.1 573
56.9794 26691.4 233
57.0575 5086.4 44
57.9872 22645.7 197
58.0652 3144.4 27
58.995 114348.2 999
65.0385 7093.5 61
67.0415 7057.1 61
67.0542 3736.2 32
68.0495 8773.9 76
68.9795 5202.5 45
69.0447 9070.8 79
69.0698 19919.7 174
69.9872 8263.2 72
70.995 15412.8 134
71.9902 19716.7 172
72.998 8551.1 74
79.0542 7288 63
80.0494 15380.7 134
81.0573 4253.6 37
84.0445 8217.1 71
84.9744 4749.2 41
86.0058 71543.9 625
86.0965 6961.3 60
91.0542 5316.4 46
94.0651 6890 60
95.0492 7373.6 64
95.0603 8659.3 75
95.9904 3444.3 30
96.0442 9006.2 78
97.0107 9195.7 80
98.0059 39570.3 345
99.0137 23843.2 208
99.9852 9963.4 87
106.0651 7085.2 61
110.0059 8430.1 73
111.0011 4802.4 41
111.9964 7231.3 63
112.0213 18878.6 164
113.0168 3656 31
116.0164 11008.1 96
120.0804 4380 38
123.0137 5357.7 46
124.0214 14966.8 130
129.9956 79374.9 693
141.0115 3674.7 32
144.0113 13333.3 116
157.0064 8986.4 78
167.0022 6786.1 59
185.0014 8992 78
//
