ACCESSION: MSBNK-Eawag-EQ280709
RECORD_TITLE: FK-506; LC-ESI-QFT; MS2; CE: 180; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 180 (nominal)
AC$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$SPLASH: splash10-00mo-9800000000-53ccaa4b55737df1b997
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
56.0495 C3H6N+ 1 56.0495 0.61
57.0335 C3H5O+ 1 57.0335 0.86
57.0699 C4H9+ 1 57.0699 0.41
59.0492 C3H7O+ 1 59.0491 0.49
63.0229 C5H3+ 1 63.0229 -0.58
65.0386 C5H5+ 1 65.0386 0.51
66.0464 C5H6+ 1 66.0464 0.28
67.0179 C4H3O+ 1 67.0178 0.28
67.0542 C5H7+ 1 67.0542 0.35
68.0257 C4H4O+ 1 68.0257 0.79
68.0496 C4H6N+ 1 68.0495 1.24
68.9971 C3HO2+ 1 68.9971 -0.08
69.0335 C4H5O+ 1 69.0335 0.13
69.0573 C4H7N+ 1 69.0573 0.57
69.0699 C5H9+ 1 69.0699 0.05
71.0127 C3H3O2+ 1 71.0128 -0.36
71.0491 C4H7O+ 1 71.0491 -0.3
77.0386 C6H5+ 1 77.0386 -0.35
78.0464 C6H6+ 1 78.0464 0.49
79.0542 C6H7+ 1 79.0542 0.17
80.0494 C5H6N+ 1 80.0495 -0.44
80.0621 C6H8+ 1 80.0621 0.35
81.0335 C5H5O+ 1 81.0335 0.48
81.0699 C6H9+ 1 81.0699 0.41
82.0289 C4H4NO+ 1 82.0287 1.34
82.0414 C5H6O+ 1 82.0413 0.78
82.0652 C5H8N+ 1 82.0651 0.78
83.0491 C5H7O+ 1 83.0491 -0.38
84.0808 C5H10N+ 1 84.0808 0.65
85.0284 C4H5O2+ 1 85.0284 -0.19
85.0649 C5H9O+ 1 85.0648 1.16
89.0386 C7H5+ 1 89.0386 -0.07
91.0543 C7H7+ 1 91.0542 0.7
92.0621 C7H8+ 1 92.0621 0.52
93.0699 C7H9+ 1 93.0699 0.68
94.0414 C6H6O+ 1 94.0413 1.1
94.0653 C6H8N+ 1 94.0651 2.38
95.0492 C6H7O+ 1 95.0491 0.62
96.057 C6H8O+ 1 96.057 -0.07
97.0284 C5H5O2+ 1 97.0284 0.04
97.0649 C6H9O+ 1 97.0648 1.53
101.0596 C5H9O2+ 1 101.0597 -1.05
102.0464 C8H6+ 1 102.0464 0.18
103.0543 C8H7+ 1 103.0542 0.32
104.062 C8H8+ 1 104.0621 -0.02
105.0448 C6H5N2+ 1 105.0447 0.72
105.07 C8H9+ 1 105.0699 0.79
106.0416 C7H6O+ 1 106.0413 2.68
107.0492 C7H7O+ 1 107.0491 0.55
107.0856 C8H11+ 1 107.0855 0.4
108.0569 C7H8O+ 1 108.057 -0.71
109.0285 C6H5O2+ 1 109.0284 0.86
109.0649 C7H9O+ 1 109.0648 0.54
111.0441 C6H7O2+ 1 111.0441 0.67
115.0543 C9H7+ 1 115.0542 0.72
116.0621 C9H8+ 1 116.0621 0.76
117.0699 C9H9+ 1 117.0699 0.54
118.0777 C9H10+ 1 118.0777 -0.18
119.0491 C8H7O+ 1 119.0491 -0.01
119.0606 C7H7N2+ 1 119.0604 1.47
119.0856 C9H11+ 1 119.0855 0.87
121.0649 C8H9O+ 1 121.0648 0.48
126.0465 C10H6+ 1 126.0464 0.62
127.0542 C10H7+ 1 127.0542 0.11
128.0621 C10H8+ 1 128.0621 0.38
129.0699 C10H9+ 1 129.0699 0.34
130.0778 C10H10+ 1 130.0777 0.83
131.0492 C9H7O+ 1 131.0491 0.75
131.0855 C10H11+ 1 131.0855 0.1
132.057 C9H8O+ 1 132.057 0.48
133.0649 C9H9O+ 1 133.0648 1.12
135.0443 C8H7O2+ 1 135.0441 1.44
135.0807 C9H11O+ 1 135.0804 1.77
139.0544 C11H7+ 1 139.0542 1.46
140.0618 C11H8+ 1 140.0621 -1.65
141.0699 C11H9+ 1 141.0699 0.45
142.0778 C11H10+ 1 142.0777 0.76
143.0857 C11H11+ 1 143.0855 1.35
144.057 C10H8O+ 1 144.057 0.16
144.0934 C11H12+ 1 144.0934 0.2
145.0649 C10H9O+ 1 145.0648 0.61
145.1015 C11H13+ 1 145.1012 2.02
147.0804 C10H11O+ 1 147.0804 -0.01
152.0621 C12H8+ 1 152.0621 0.58
153.07 C12H9+ 1 153.0699 0.48
154.0778 C12H10+ 1 154.0777 0.57
155.0604 C10H7N2+ 1 155.0604 0.36
155.0856 C12H11+ 1 155.0855 0.15
156.0936 C12H12+ 1 156.0934 1.65
157.0647 C11H9O+ 1 157.0648 -0.9
157.1012 C12H13+ 1 157.1012 0.27
158.0723 C11H10O+ 1 158.0726 -2.13
159.0806 C11H11O+ 1 159.0804 0.75
165.07 C13H9+ 1 165.0699 0.87
166.0779 C13H10+ 1 166.0777 0.89
167.0855 C13H11+ 1 167.0855 0.08
168.057 C12H8O+ 1 168.057 -0.04
168.093 C13H12+ 1 168.0934 -1.91
169.0652 C12H9O+ 1 169.0648 2.36
169.1012 C13H13+ 1 169.1012 0.43
171.0802 C12H11O+ 1 171.0804 -1.64
176.0619 C14H8+ 1 176.0621 -0.75
177.0698 C14H9+ 1 177.0699 -0.38
178.0778 C14H10+ 1 178.0777 0.44
179.0856 C14H11+ 1 179.0855 0.58
180.0936 C14H12+ 1 180.0934 1.27
181.0648 C13H9O+ 1 181.0648 0.05
181.1013 C14H13+ 1 181.1012 0.57
182.0726 C13H10O+ 1 182.0726 -0.03
183.0804 C13H11O+ 1 183.0804 -0.34
189.0699 C15H9+ 1 189.0699 0.18
190.0778 C15H10+ 1 190.0777 0.67
191.0857 C15H11+ 1 191.0855 1.12
192.0934 C15H12+ 1 192.0934 0.09
193.1013 C15H13+ 1 193.1012 0.79
194.0732 C14H10O+ 1 194.0726 2.9
195.08 C14H11O+ 1 195.0804 -2.16
202.0779 C16H10+ 1 202.0777 0.73
203.0854 C16H11+ 1 203.0855 -0.48
204.0935 C16H12+ 1 204.0934 0.78
205.0649 C15H9O+ 1 205.0648 0.53
205.1011 C16H13+ 1 205.1012 -0.28
207.0802 C15H11O+ 1 207.0804 -1.02
215.0857 C17H11+ 1 215.0855 0.81
216.0937 C17H12+ 1 216.0934 1.66
229.1017 C18H13+ 1 229.1012 2.2
PK$NUM_PEAK: 126
PK$PEAK: m/z int. rel.int.
56.0495 87203.7 231
57.0335 1050.9 2
57.0699 990.6 2
59.0492 2331.1 6
63.0229 5546.7 14
65.0386 129733.5 344
66.0464 10066.8 26
67.0179 5393.3 14
67.0542 85146 225
68.0257 819.2 2
68.0496 2340.6 6
68.9971 4107.6 10
69.0335 13024.8 34
69.0573 4507.7 11
69.0699 3425.6 9
71.0127 8163.5 21
71.0491 4869.4 12
77.0386 31515.1 83
78.0464 18740.1 49
79.0542 155417.6 412
80.0494 1105.5 2
80.0621 3267.4 8
81.0335 27162.7 72
81.0699 21776.6 57
82.0289 658.4 1
82.0414 3578.8 9
82.0652 6582.9 17
83.0491 5081.5 13
84.0808 155461.9 412
85.0284 668.3 1
85.0649 4970 13
89.0386 3808.8 10
91.0543 376609.4 999
92.0621 5240.4 13
93.0699 23611.6 62
94.0414 8024.6 21
94.0653 695.2 1
95.0492 169360.5 449
96.057 2245.3 5
97.0284 934.9 2
97.0649 1324.8 3
101.0596 564.9 1
102.0464 6438.9 17
103.0543 52028.9 138
104.062 12366.2 32
105.0448 90678.5 240
105.07 95097.6 252
106.0416 648.7 1
107.0492 8058.9 21
107.0856 6105.7 16
108.0569 1069.9 2
109.0285 86460.1 229
109.0649 12143.6 32
111.0441 1257.1 3
115.0543 141029.2 374
116.0621 24746.9 65
117.0699 42135.4 111
118.0777 1171 3
119.0491 2270.3 6
119.0606 1164.3 3
119.0856 19297.5 51
121.0649 6779.6 17
126.0465 2818.7 7
127.0542 10965.4 29
128.0621 168681.5 447
129.0699 67864.6 180
130.0778 10278.5 27
131.0492 8907.2 23
131.0855 10871.1 28
132.057 1395.8 3
133.0649 3484.5 9
135.0443 1210.2 3
135.0807 1244.8 3
139.0544 2726.9 7
140.0618 618 1
141.0699 97355.7 258
142.0778 24408.3 64
143.0857 10530 27
144.057 2358.6 6
144.0934 1227.3 3
145.0649 17456.2 46
145.1015 1278.1 3
147.0804 810.2 2
152.0621 34515.6 91
153.07 42887.3 113
154.0778 11245.1 29
155.0604 22595.8 59
155.0856 23822.8 63
156.0936 2325.9 6
157.0647 4513.4 11
157.1012 1034.9 2
158.0723 622.2 1
159.0806 2174.9 5
165.07 58112.7 154
166.0779 10284.2 27
167.0855 11760.3 31
168.057 3157.4 8
168.093 2132 5
169.0652 4894.6 12
169.1012 1307.7 3
171.0802 851.6 2
176.0619 1004.1 2
177.0698 2801.8 7
178.0778 29436.8 78
179.0856 9920.1 26
180.0936 925.3 2
181.0648 5711.5 15
181.1013 1037.9 2
182.0726 874 2
183.0804 986.7 2
189.0699 9663.4 25
190.0778 4209.6 11
191.0857 7177 19
192.0934 3381.8 8
193.1013 672.8 1
194.0732 840.3 2
195.08 822.8 2
202.0779 6847.6 18
203.0854 5747.9 15
204.0935 963.7 2
205.0649 722.3 1
205.1011 1417.8 3
207.0802 879.6 2
215.0857 3929.9 10
216.0937 1081.1 2
229.1017 880.8 2
//
