ACCESSION: MSBNK-Eawag-EQ280701
RECORD_TITLE: FK-506; LC-ESI-QFT; MS2; CE: 15; R=35000; [M+H]+
DATE: 2015.08.25
AUTHORS: Beck B, Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2015 Eawag, Duebendorf, Switzerland
COMMENT: CONFIDENCE standard compound
COMMENT: EAWAG_UCHEM_ID 2807
CH$NAME: FK-506
CH$NAME: Tacrolimus
CH$NAME: (1R,9S,12S,13R,14S,17R,21S,23S,24R,25S,27R)-17-Allyl-1,14-dihydroxy-12-{(1E)-1-[(1R,3R,4R)-4-hydroxy-3-methoxycyclohexyl]-1-propen-2-yl}-23,25-dimethoxy-13,19,21,27-tetramethyl-11,28-dioxa-4-azatricyc lo[22.3.1.0 4,9]octacos-18-ene-2,3,10,16-tetrone
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C44H69NO12
CH$EXACT_MASS: 803.48198
CH$SMILES: CC1CC(C2C(CC(C(O2)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C(CC(=O)C(C=C(C1)C)CC=C)O)C)C(=CC4CCC(C(C4)OC)O)C)O)C)OC)OC
CH$IUPAC: InChI=1S/C44H69NO12/c1-10-13-31-19-25(2)18-26(3)20-37(54-8)40-38(55-9)22-28(5)44(52,57-40)41(49)42(50)45-17-12-11-14-32(45)43(51)56-39(29(6)34(47)24-35(31)48)27(4)21-30-15-16-33(46)36(23-30)53-7/h10,19,21,26,28-34,36-40,46-47,52H,1,11-18,20,22-24H2,2-9H3/b25-19-,27-21+/t26-,28+,29+,30-,31+,32-,33+,34-,36+,37-,38-,39+,40+,44+/m0/s1
CH$LINK: CAS
104987-11-3
CH$LINK: PUBCHEM
CID:6473866
CH$LINK: INCHIKEY
QJJXYPPXXYFBGM-LJIGMGMYSA-N
CH$LINK: CHEMSPIDER
4976056
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$MASS_SPECTROMETRY: COLLISION_ENERGY 15 (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 35000
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 15.3 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 279.159
MS$FOCUSED_ION: PRECURSOR_M/Z 804.4893
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 1.9.6
PK$SPLASH: splash10-014i-0000120900-e563b68ae2b2bb8ed434
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
84.0808 C5H10N+ 1 84.0808 0.05
85.0644 C5H9O+ 1 85.0648 -4.13
111.0805 C7H11O+ 1 111.0804 0.53
128.0707 C6H10NO2+ 1 128.0706 0.35
130.0864 C6H12NO2+ 1 130.0863 0.73
145.1008 C11H13+ 1 145.1012 -2.6
161.1323 C12H17+ 1 161.1325 -0.91
171.1168 C13H15+ 1 171.1168 0.02
173.132 C13H17+ 1 173.1325 -2.64
175.1478 C13H19+ 1 175.1481 -1.7
181.1227 C11H17O2+ 1 181.1223 1.95
185.1323 C14H17+ 1 185.1325 -1.12
187.1481 C14H19+ 1 187.1481 0.12
189.1273 C13H17O+ 1 189.1274 -0.64
199.1478 C15H19+ 1 199.1481 -1.54
203.1433 C14H19O+ 1 203.143 1.32
207.1164 C16H15+ 1 207.1168 -1.87
207.1382 C13H19O2+ 1 207.138 1.18
209.1321 C16H17+ 1 209.1325 -1.56
213.1269 C15H17O+ 1 213.1274 -2.07
215.1428 C15H19O+ 1 215.143 -1.22
217.1584 C15H21O+ 1 217.1587 -1.16
219.1747 C15H23O+ 1 219.1743 1.41
220.0972 C12H14NO3+ 1 220.0968 1.55
221.1538 C14H21O2+ 1 221.1536 0.69
234.1127 C13H16NO3+ 1 234.1125 0.77
247.1478 C19H19+ 1 247.1481 -1.4
249.1639 C19H21+ 1 249.1638 0.61
254.1025 C12H16NO5+ 1 254.1023 0.95
255.1739 C18H23O+ 1 255.1743 -1.89
263.1639 C16H23O3+ 1 263.1642 -1.14
265.1584 C19H21O+ 1 265.1587 -1.06
266.1024 C13H16NO5+ 1 266.1023 0.42
267.1746 C19H23O+ 1 267.1743 1.15
280.118 C14H18NO5+ 1 280.1179 0.29
281.1899 C20H25O+ 1 281.19 -0.33
283.1691 C19H23O2+ 1 283.1693 -0.59
289.195 C22H25+ 1 289.1951 -0.13
291.2107 C22H27+ 1 291.2107 -0.2
292.118 C15H18NO5+ 1 292.1179 0.35
293.1531 C20H21O2+ 1 293.1536 -1.66
299.2009 C20H27O2+ 1 299.2006 1.01
303.2105 C23H27+ 1 303.2107 -0.82
304.1179 C16H18NO5+ 1 304.1179 -0.29
306.1334 C16H20NO5+ 1 306.1336 -0.75
307.2066 C22H27O+ 1 307.2056 3.05
310.1288 C15H20NO6+ 1 310.1285 0.79
311.1641 C20H23O3+ 1 311.1642 -0.2
317.2114 C20H29O3+ 1 317.2111 0.94
321.2216 C23H29O+ 1 321.2213 1.02
322.1287 C16H20NO6+ 1 322.1285 0.58
331.2421 C25H31+ 1 331.242 0.19
332.1493 C18H22NO5+ 1 332.1492 0.18
346.1652 C19H24NO5+ 1 346.1649 0.98
349.2532 C25H33O+ 1 349.2526 1.83
362.1591 C19H24NO6+ 1 362.1598 -1.94
386.1973 C22H28NO5+ 1 386.1962 2.88
394.2378 C25H32NO3+ 1 394.2377 0.23
407.2953 C28H39O2+ 1 407.2945 2.12
413.2665 C24H35N3O3+ 2 413.2673 -1.87
414.27 C18H40NO9+ 1 414.2698 0.58
422.2325 C26H32NO4+ 1 422.2326 -0.11
440.2435 C26H34NO5+ 1 440.2431 0.89
450.227 C27H32NO5+ 2 450.2275 -1.2
458.2906 C27H40NO5+ 1 458.2901 1.05
465.2497 C25H37O8+ 2 465.2483 3.02
466.2603 C28H36NO5+ 1 466.2588 3.13
468.2387 C27H34NO6+ 1 468.2381 1.34
472.2694 C27H38NO6+ 1 472.2694 0.08
476.2992 C24H44O9+ 2 476.298 2.62
479.2943 C34H39O2+ 1 479.2945 -0.29
482.2543 C28H36NO6+ 1 482.2537 1.19
484.2701 C28H38NO6+ 1 484.2694 1.52
486.2856 C28H40NO6+ 1 486.285 1.1
488.3006 C28H42NO6+ 1 488.3007 -0.19
494.2537 C29H36NO6+ 1 494.2537 -0.01
498.2864 C29H40NO6+ 1 498.285 2.72
500.2649 C28H38NO7+ 1 500.2643 1.22
502.3151 C29H44NO6+ 2 502.3163 -2.48
504.296 C28H42NO7+ 1 504.2956 0.83
512.2647 C29H38NO7+ 1 512.2643 0.76
512.3013 C30H42NO6+ 1 512.3007 1.34
514.2803 C29H40NO7+ 1 514.2799 0.72
514.3171 C30H44NO6+ 1 514.3163 1.53
516.297 C29H42NO7+ 1 516.2956 2.81
526.2807 C30H40NO7+ 1 526.2799 1.45
530.3116 C30H44NO7+ 1 530.3112 0.77
532.2909 C29H42NO8+ 1 532.2905 0.86
544.291 C30H42NO8+ 1 544.2905 0.99
548.3223 C30H46NO8+ 1 548.3218 0.9
558.3067 C31H44NO8+ 1 558.3061 0.96
561.3574 C36H49O5+ 2 561.3575 -0.07
576.3173 C31H46NO9+ 1 576.3167 0.99
658.4117 C41H56NO6+ 1 658.4102 2.23
672.4323 C35H62NO11+ 1 672.4317 0.79
700.4215 C43H58NO7+ 2 700.4208 0.99
706.4673 C43H64NO7+ 2 706.4677 -0.67
736.4429 C43H62NO9+ 2 736.4419 1.36
768.4691 C44H66NO10+ 1 768.4681 1.27
PK$NUM_PEAK: 102
PK$PEAK: m/z int. rel.int.
84.0808 29986.6 17
85.0644 3643 2
111.0805 9385.9 5
128.0707 5829.8 3
130.0864 34223.2 19
145.1008 2820.7 1
161.1323 4873.9 2
171.1168 19497.5 11
173.132 3919.3 2
175.1478 3366.2 1
181.1227 5545.1 3
185.1323 4388.6 2
187.1481 9016.8 5
189.1273 10445.4 6
199.1478 3746.6 2
203.1433 12690.4 7
207.1164 4578.1 2
207.1382 7021.1 4
209.1321 2727.4 1
213.1269 4319.1 2
215.1428 2896.5 1
217.1584 3995.1 2
219.1747 7289.5 4
220.0972 4772.3 2
221.1538 31993.2 18
234.1127 32490.3 18
247.1478 3561.8 2
249.1639 40143 23
254.1025 13937.6 8
255.1739 3231.5 1
263.1639 3548.9 2
265.1584 5348 3
266.1024 36474.1 20
267.1746 13920.3 8
280.118 4812.8 2
281.1899 4299.5 2
283.1691 4057.5 2
289.195 7494.2 4
291.2107 5280.6 3
292.118 2612.8 1
293.1531 5709.3 3
299.2009 10041.8 5
303.2105 2739.8 1
304.1179 4030.7 2
306.1334 3187.9 1
307.2066 2583.6 1
310.1288 2626.2 1
311.1641 3753.4 2
317.2114 8461.2 4
321.2216 3306.4 1
322.1287 3219 1
331.2421 2711.5 1
332.1493 4316.8 2
346.1652 2796.3 1
349.2532 3870.3 2
362.1591 2818.4 1
386.1973 6765.6 3
394.2378 3885.6 2
407.2953 2824.6 1
413.2665 159182.3 91
414.27 162090.8 93
422.2325 19712.2 11
440.2435 41022.6 23
450.227 4325.6 2
458.2906 5372.6 3
465.2497 2680.8 1
466.2603 7526.7 4
468.2387 4369 2
472.2694 9318.4 5
476.2992 3042.6 1
479.2943 4259.6 2
482.2543 5696.2 3
484.2701 8056.5 4
486.2856 27318.4 15
488.3006 3379.4 1
494.2537 5039.3 2
498.2864 4563.5 2
500.2649 29964 17
502.3151 8114.2 4
504.296 37255.9 21
512.2647 6590.8 3
512.3013 3651.6 2
514.2803 16935 9
514.3171 4255.3 2
516.297 10573 6
526.2807 6907.8 3
530.3116 42930.1 24
532.2909 171869.3 98
544.291 7492.1 4
548.3223 144071.4 82
558.3067 102715.4 59
561.3574 2836.6 1
576.3173 305401 175
658.4117 9081.9 5
672.4323 19423.2 11
700.4215 110232.5 63
706.4673 4806.8 2
718.4322 392375.2188 225
736.4429 176773 101
750.4582 227347.7656 130
768.4691 1735371.4 999
786.4794 198871.8281 114
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