ACCESSION: MSBNK-Eawag-EQ435602
RECORD_TITLE: Anabaenopeptin A; LC-ESI-QFT; MS2; CE: 30%; 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 4356
COMMENT: NaToxAq - Natural Toxins and Drinking Water Quality - From Source to Tap (https://natoxaq.ku.dk)
CH$NAME: Anabaenopeptin A
CH$NAME: 2-[[3-benzyl-9-[2-(4-hydroxyphenyl)ethyl]-6,7-dimethyl-2,5,8,11,14-pentaoxo-12-propan-2-yl-1,4,7,10,13-pentazacyclononadec-15-yl]carbamoylamino]-3-(4-hydroxyphenyl)propanoic acid
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C44H57N7O10
CH$EXACT_MASS: 843.4167
CH$SMILES: CC1C(=O)NC(C(=O)NCCCCC(C(=O)NC(C(=O)NC(C(=O)N1C)CCC2=CC=C(C=C2)O)C(C)C)NC(=O)NC(CC3=CC=C(C=C3)O)C(=O)O)CC4=CC=CC=C4
CH$IUPAC: InChI=1S/C44H57N7O10/c1-26(2)37-41(57)46-34(22-17-28-13-18-31(52)19-14-28)42(58)51(4)27(3)38(54)47-35(24-29-10-6-5-7-11-29)39(55)45-23-9-8-12-33(40(56)50-37)48-44(61)49-36(43(59)60)25-30-15-20-32(53)21-16-30/h5-7,10-11,13-16,18-21,26-27,33-37,52-53H,8-9,12,17,22-25H2,1-4H3,(H,45,55)(H,46,57)(H,47,54)(H,50,56)(H,59,60)(H2,48,49,61)
CH$LINK: CAS
161897-73-0
CH$LINK: INCHIKEY
JWVKNHDSRADFFA-UHFFFAOYSA-N
AC$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 30 % (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$CHROMATOGRAPHY: RETENTION_TIME 7.249 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B MeOH with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 164.9844
MS$FOCUSED_ION: PRECURSOR_M/Z 844.424
MS$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: splash10-001i-9463631000-9132f5c4a89d59c7f123
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
72.081 C4H10N+ 1 72.0808 3.03
84.0808 C5H10N+ 1 84.0808 -0.3
86.0599 C4H8NO+ 1 86.06 -1.13
107.049 C7H7O+ 1 107.0491 -0.95
114.0549 C5H8NO2+ 1 114.055 -0.35
120.0806 C8H10N+ 1 120.0808 -1.44
129.102 C6H13N2O+ 1 129.1022 -1.51
136.0753 C8H10NO+ 1 136.0757 -2.9
147.1126 C6H15N2O2+ 1 147.1128 -1.55
150.0912 C9H12NO+ 1 150.0913 -1.14
169.1334 C9H17N2O+ 1 169.1335 -0.57
173.0922 C7H13N2O3+ 1 173.0921 0.97
176.1067 C11H14NO+ 1 176.107 -1.91
182.0811 C9H12NO3+ 1 182.0812 -0.15
183.1494 C10H19N2O+ 1 183.1492 1.1
185.1285 C9H17N2O2+ 1 185.1285 0.13
190.1226 C12H16NO+ 1 190.1226 -0.2
200.1759 C10H22N3O+ 1 200.1757 0.94
204.1386 C13H18NO+ 1 204.1383 1.66
205.1339 C12H17N2O+ 1 205.1335 1.53
210.1614 C13H22O2+ 1 210.1614 -0.02
219.1493 C13H19N2O+ 1 219.1492 0.32
226.1557 C13H22O3+ 2 226.1563 -2.86
231.1498 H21N7O7+ 2 231.1497 0.61
233.1292 C13H17N2O2+ 2 233.1285 3
235.1451 CH23N4O9+ 2 235.146 -3.73
236.1402 C14H20O3+ 3 236.1407 -2.11
243.114 H17N7O8+ 3 243.1133 2.65
246.1134 H18N6O9+ 3 246.113 1.62
247.1092 CH19N4O10+ 2 247.1096 -1.62
249.1245 CH21N4O10+ 2 249.1252 -3.06
249.161 C2H25N4O9+ 3 249.1616 -2.54
252.1392 C3H20N6O7+ 3 252.1388 1.59
254.1504 C12H20N3O3+ 2 254.1499 1.71
258.1444 C11H20N3O4+ 2 258.1448 -1.74
259.1452 CH21N7O8+ 3 259.1446 2.38
261.1606 CH23N7O8+ 3 261.1603 1.16
263.1403 C2H23N4O10+ 3 263.1409 -2.34
271.1777 C14H25NO4+ 3 271.1778 -0.49
272.163 C15H20N4O+ 3 272.1632 -0.74
274.1566 C17H22O3+ 2 274.1563 0.82
275.104 C15H11N6+ 3 275.104 0.26
277.1563 C3H25N4O10+ 3 277.1565 -0.65
283.1471 C7H25NO10+ 3 283.1473 -0.72
289.1937 C7H31NO10+ 3 289.1942 -1.79
292.1325 C17H16N4O+ 3 292.1319 2.08
294.1828 C17H26O4+ 3 294.1826 0.78
297.1945 C17H23N5+ 3 297.1948 -1
303.1722 C5H27N4O10+ 3 303.1722 0.02
308.1627 C18H20N4O+ 3 308.1632 -1.37
311.1412 C6H23N4O10+ 2 311.1409 0.93
311.2089 C17H29NO4+ 4 311.2091 -0.64
316.2051 C8H32N2O10+ 4 316.2051 -0.26
317.1887 C21H23N3+ 3 317.1886 0.27
318.1488 C21H20NO2+ 3 318.1489 -0.12
320.1633 C19H20N4O+ 4 320.1632 0.28
336.1578 C19H20N4O2+ 4 336.1581 -0.69
339.2062 C21H27N2O2+ 3 339.2067 -1.5
345.1844 C24H25O2+ 3 345.1849 -1.39
348.1947 C21H24N4O+ 5 348.1945 0.75
349.1935 C10H29N4O9+ 3 349.1929 1.81
350.174 C20H22N4O2+ 5 350.1737 0.81
359.2118 C24H27N2O+ 3 359.2118 0.14
361.2266 C22H27N5+ 4 361.2261 1.45
362.2114 C24H28NO2+ 3 362.2115 -0.07
365.1895 C27H25O+ 4 365.19 -1.25
367.205 C25H25N3+ 4 367.2043 1.81
373.2278 C11H31N7O7+ 4 373.2279 -0.47
375.2448 C13H35N4O8+ 4 375.2449 -0.49
377.2582 C25H33N2O+ 4 377.2587 -1.51
379.2397 C12H35N4O9+ 4 379.2399 -0.51
381.1832 C25H23N3O+ 4 381.1836 -0.9
389.2229 C11H31N7O8+ 4 389.2229 0.12
395.2017 C14H29N5O8+ 3 395.2011 1.6
396.1971 C15H30N3O9+ 5 396.1977 -1.48
401.2237 C14H33N4O9+ 4 401.2242 -1.24
403.2401 C14H35N4O9+ 4 403.2399 0.73
405.2184 C11H31N7O9+ 4 405.2178 1.42
409.231 C18H35NO9+ 3 409.2306 0.99
410.2134 C16H32N3O9+ 5 410.2133 0.18
412.2296 C16H34N3O9+ 5 412.229 1.59
413.2236 C15H33N4O9+ 4 413.2242 -1.36
417.2206 C31H29O+ 4 417.2213 -1.56
418.2526 C31H32N+ 4 418.2529 -0.68
419.2361 C29H29N3+ 4 419.2356 1.3
421.215 C28H27N3O+ 4 421.2149 0.38
426.2104 C19H30N4O7+ 4 426.2109 -1.12
432.3047 C18H44N2O9+ 4 432.3041 1.38
435.2306 C29H29N3O+ 4 435.2305 0.23
437.2258 C19H35NO10+ 4 437.2255 0.5
438.209 C32H26N2+ 5 438.2091 -0.06
442.2881 C19H42N2O9+ 4 442.2885 -0.85
443.2732 C34H35+ 5 443.2733 -0.22
444.2678 C18H40N2O10+ 5 444.2677 0.15
449.2453 C28H29N6+ 5 449.2448 1.11
455.2367 C34H31O+ 5 455.2369 -0.6
458.2841 C34H36N+ 5 458.2842 -0.36
460.3004 C20H40N6O6+ 4 460.3004 -0.04
465.2176 C16H31N7O9+ 4 465.2178 -0.46
480.2485 C25H32N6O4+ 5 480.248 1.23
483.2229 C24H35O10+ 5 483.2225 0.82
486.271 C25H36N5O5+ 3 486.2711 -0.1
488.287 C25H38N5O5+ 4 488.2867 0.56
497.2754 C27H37N4O5+ 5 497.2758 -0.97
504.28 C24H42NO10+ 5 504.2803 -0.64
516.2817 C26H38N5O6+ 4 516.2817 0.16
520.2797 C28H36N6O4+ 5 520.2793 0.8
522.2694 C27H40NO9+ 4 522.2698 -0.77
529.3125 C26H45N2O9+ 5 529.312 0.94
533.2766 C32H39NO6+ 5 533.2772 -1.16
534.3048 C27H42N4O7+ 5 534.3048 -0.06
536.2869 C29H38N5O5+ 4 536.2867 0.38
537.2707 C29H37N4O6+ 5 537.2708 -0.09
540.2815 C28H38N5O6+ 5 540.2817 -0.26
550.3027 C30H40N5O5+ 4 550.3024 0.57
554.2939 C24H40N7O8+ 5 554.2933 1.15
564.2809 C44H36+ 5 564.2812 -0.49
568.2761 C43H36O+ 5 568.2761 -0.02
578.2985 C33H42N2O7+ 5 578.2987 -0.33
582.2936 C32H42N2O8+ 5 582.2936 0.13
596.3061 C43H38N3+ 5 596.306 0.04
609.376 C33H49N6O5+ 6 609.3759 0.19
619.3613 C36H49N3O6+ 6 619.3616 -0.54
621.3403 C35H47N3O7+ 5 621.3409 -0.95
635.3549 C34H47N6O6+ 6 635.3552 -0.47
637.3699 C33H53N2O10+ 4 637.3695 0.64
639.3494 C33H47N6O7+ 4 639.3501 -1
645.3405 C37H47N3O7+ 6 645.3409 -0.59
649.3368 C37H43N7O4+ 6 649.3371 -0.54
667.3446 C34H47N6O8+ 5 667.345 -0.51
681.3608 C35H49N6O8+ 4 681.3606 0.28
PK$NUM_PEAK: 131
PK$PEAK: m/z int. rel.int.
72.081 11185.7 4
84.0808 2539775.8 999
86.0599 258188.6 101
107.049 24761 9
114.0549 825545.9 324
120.0806 65751.9 25
129.102 94103.9 37
136.0753 27417.1 10
147.1126 16293.8 6
150.0912 50916.3 20
169.1334 28513.7 11
173.0922 24370.5 9
176.1067 13974.4 5
182.0811 28616.1 11
183.1494 19347 7
185.1285 18859.5 7
190.1226 48303.6 18
200.1759 14882.6 5
204.1386 21268.4 8
205.1339 186806.7 73
210.1614 9025.2 3
219.1493 9313.1 3
226.1557 69334.3 27
231.1498 292928.4 115
233.1292 313563.8 123
235.1451 31666.8 12
236.1402 26167.9 10
243.114 9319.5 3
246.1134 8142.5 3
247.1092 5954.3 2
249.1245 108607.4 42
249.161 110783.3 43
252.1392 22289.3 8
254.1504 39038.3 15
258.1444 9717.8 3
259.1452 8251 3
261.1606 25873.3 10
263.1403 256482.3 100
271.1777 16044.3 6
272.163 33809.8 13
274.1566 21029.8 8
275.104 48160.4 18
277.1563 110352.2 43
283.1471 25565.3 10
289.1937 23517.9 9
292.1325 16598.5 6
294.1828 25373.2 9
297.1945 38951.3 15
303.1722 10215.2 4
308.1627 17414.8 6
311.1412 28154.4 11
311.2089 23750.5 9
316.2051 48947.5 19
317.1887 37973.3 14
318.1488 16200.5 6
320.1633 158027 62
336.1578 40996.5 16
339.2062 85324.9 33
345.1844 18054.3 7
348.1947 18258.7 7
349.1935 14296.1 5
350.174 8607.5 3
359.2118 38296.2 15
361.2266 11563.2 4
362.2114 287181.8 112
365.1895 30829.9 12
367.205 33772.7 13
373.2278 126462.7 49
375.2448 17121.6 6
377.2582 7304.2 2
379.2397 69533.3 27
381.1832 9644.1 3
389.2229 19370.1 7
395.2017 26402.3 10
396.1971 12653.3 4
401.2237 61045.1 24
403.2401 213796.2 84
405.2184 519497.7 204
409.231 11229.9 4
410.2134 24631.4 9
412.2296 22125.4 8
413.2236 9528.2 3
417.2206 16456.2 6
418.2526 14355.4 5
419.2361 49296.9 19
421.215 12223.8 4
426.2104 10329.8 4
432.3047 61006.1 23
435.2306 59773.4 23
437.2258 36403.3 14
438.209 12381.1 4
442.2881 32719.5 12
443.2732 18804.2 7
444.2678 62129.7 24
449.2453 42626.8 16
455.2367 83105.7 32
458.2841 149912.8 58
460.3004 50819.2 19
465.2176 17656.3 6
480.2485 25033.7 9
483.2229 81995.7 32
486.271 95738.6 37
488.287 74552.9 29
497.2754 18332 7
504.28 59419.1 23
516.2817 17356.6 6
520.2797 14270.2 5
522.2694 26101.2 10
529.3125 45578.9 17
533.2766 14667.1 5
534.3048 31817.1 12
536.2869 56537.9 22
537.2707 10677.8 4
540.2815 229686.1 90
550.3027 316491.8 124
554.2939 12782.5 5
564.2809 22326.4 8
568.2761 156139.9 61
578.2985 22483.8 8
582.2936 55330.3 21
596.3061 50574.6 19
609.376 16193.4 6
619.3613 18843.4 7
621.3403 34319.3 13
635.3549 233474.1 91
637.3699 77675.1 30
639.3494 14208 5
645.3405 37723.7 14
649.3368 17737.4 6
667.3446 88918.4 34
681.3608 17565.6 6
//
