ACCESSION: MSBNK-Eawag-EQ280708
RECORD_TITLE: FK-506; LC-ESI-QFT; MS2; CE: 150; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 150 (nominal)
AC$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$SPLASH: splash10-00mo-8900000000-2948338bf7a701173fc9
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
56.0495 C3H6N+ 1 56.0495 0.79
57.0336 C3H5O+ 1 57.0335 1.56
57.0699 C4H9+ 1 57.0699 -0.47
59.0492 C3H7O+ 1 59.0491 0.83
63.0228 C5H3+ 1 63.0229 -1.69
65.0386 C5H5+ 1 65.0386 0.51
66.0464 C5H6+ 1 66.0464 0.13
67.0179 C4H3O+ 1 67.0178 0.43
67.0542 C5H7+ 1 67.0542 0.35
68.0257 C4H4O+ 1 68.0257 1.09
68.0494 C4H6N+ 1 68.0495 -0.67
68.9971 C3HO2+ 1 68.9971 0.06
69.0335 C4H5O+ 1 69.0335 0.56
69.0573 C4H7N+ 1 69.0573 0.14
69.0699 C5H9+ 1 69.0699 0.19
71.0128 C3H3O2+ 1 71.0128 0.48
71.0491 C4H7O+ 1 71.0491 0.12
74.0965 C4H12N+ 1 74.0964 0.73
77.0386 C6H5+ 1 77.0386 -0.35
78.0464 C6H6+ 1 78.0464 0.62
79.0542 C6H7+ 1 79.0542 0.3
80.0495 C5H6N+ 1 80.0495 0.93
80.0621 C6H8+ 1 80.0621 0.48
81.0335 C5H5O+ 1 81.0335 0.48
81.0699 C6H9+ 1 81.0699 0.41
82.0289 C4H4NO+ 1 82.0287 1.95
82.0414 C5H6O+ 1 82.0413 0.66
82.0651 C5H8N+ 1 82.0651 0.05
83.0491 C5H7O+ 1 83.0491 -0.62
84.0808 C5H10N+ 1 84.0808 0.76
85.0285 C4H5O2+ 1 85.0284 0.99
85.0649 C5H9O+ 1 85.0648 1.04
89.0386 C7H5+ 1 89.0386 0.26
91.0543 C7H7+ 1 91.0542 0.81
92.062 C7H8+ 1 92.0621 -0.13
93.07 C7H9+ 1 93.0699 0.89
94.0415 C6H6O+ 1 94.0413 1.64
94.0652 C6H8N+ 1 94.0651 0.79
94.0777 C7H10+ 1 94.0777 -0.44
95.0492 C6H7O+ 1 95.0491 0.72
96.0571 C6H8O+ 1 96.057 1.18
97.0285 C5H5O2+ 1 97.0284 1.28
97.0649 C6H9O+ 1 97.0648 1.53
102.0465 C8H6+ 1 102.0464 0.67
103.0543 C8H7+ 1 103.0542 0.61
104.0621 C8H8+ 1 104.0621 0.46
105.0448 C6H5N2+ 1 105.0447 0.81
105.07 C8H9+ 1 105.0699 0.79
106.0417 C7H6O+ 1 106.0413 3.43
107.0493 C7H7O+ 1 107.0491 1.02
107.0854 C8H11+ 1 107.0855 -0.72
108.0571 C7H8O+ 1 108.057 1.24
108.0809 C7H10N+ 1 108.0808 0.87
109.0285 C6H5O2+ 1 109.0284 0.86
109.0649 C7H9O+ 1 109.0648 1.36
111.0807 C7H11O+ 1 111.0804 2.33
115.0543 C9H7+ 1 115.0542 0.72
116.0621 C9H8+ 1 116.0621 0.42
117.0699 C9H9+ 1 117.0699 0.54
118.0779 C9H10+ 1 118.0777 1.59
119.0493 C8H7O+ 1 119.0491 1.17
119.0605 C7H7N2+ 1 119.0604 0.8
119.0856 C9H11+ 1 119.0855 0.95
121.0649 C8H9O+ 1 121.0648 0.73
123.0444 C7H7O2+ 1 123.0441 3.2
123.0804 C8H11O+ 1 123.0804 -0.34
126.0466 C10H6+ 1 126.0464 1.34
127.0543 C10H7+ 1 127.0542 0.97
128.0621 C10H8+ 1 128.0621 0.69
129.07 C10H9+ 1 129.0699 0.57
130.0779 C10H10+ 1 130.0777 1.6
131.0492 C9H7O+ 1 131.0491 0.75
131.0856 C10H11+ 1 131.0855 0.71
132.0571 C9H8O+ 1 132.057 0.94
133.0649 C9H9O+ 1 133.0648 0.44
133.1013 C10H13+ 1 133.1012 0.85
135.0441 C8H7O2+ 1 135.0441 0.1
135.0805 C9H11O+ 1 135.0804 0.14
136.1125 C9H14N+ 1 136.1121 3.48
139.0542 C11H7+ 1 139.0542 -0.12
140.0623 C11H8+ 1 140.0621 1.63
141.0699 C11H9+ 1 141.0699 0.45
142.0779 C11H10+ 1 142.0777 1.11
143.0857 C11H11+ 1 143.0855 1
144.0569 C10H8O+ 1 144.057 -0.6
144.0936 C11H12+ 1 144.0934 1.44
145.0649 C10H9O+ 1 145.0648 0.89
145.1014 C11H13+ 1 145.1012 1.88
152.0622 C12H8+ 1 152.0621 0.65
153.07 C12H9+ 1 153.0699 0.67
154.0778 C12H10+ 1 154.0777 0.9
155.0604 C10H7N2+ 1 155.0604 0.36
155.0856 C12H11+ 1 155.0855 0.73
156.0934 C12H12+ 1 156.0934 0.18
157.0648 C11H9O+ 1 157.0648 0.25
157.1017 C12H13+ 1 157.1012 3.2
158.0732 C11H10O+ 1 158.0726 3.44
159.0805 C11H11O+ 1 159.0804 0.56
165.07 C13H9+ 1 165.0699 0.75
166.0779 C13H10+ 1 166.0777 1.25
167.0856 C13H11+ 1 167.0855 0.74
168.0569 C12H8O+ 1 168.057 -0.28
168.0936 C13H12+ 1 168.0934 1.36
169.0649 C12H9O+ 1 169.0648 0.64
169.1014 C13H13+ 1 169.1012 1.2
171.0806 C12H11O+ 1 171.0804 1.16
176.0621 C14H8+ 1 176.0621 0.33
177.0701 C14H9+ 1 177.0699 1.09
178.0779 C14H10+ 1 178.0777 0.89
179.0856 C14H11+ 1 179.0855 0.58
181.0653 C13H9O+ 1 181.0648 2.81
181.1016 C14H13+ 1 181.1012 2.56
183.0805 C13H11O+ 1 183.0804 0.1
185.0958 C13H13O+ 1 185.0961 -1.36
189.0699 C15H9+ 1 189.0699 0.23
190.0776 C15H10+ 1 190.0777 -0.69
191.0856 C15H11+ 1 191.0855 0.23
192.0932 C15H12+ 1 192.0934 -0.89
193.1016 C15H13+ 1 193.1012 2.09
194.0728 C14H10O+ 1 194.0726 0.84
195.0807 C14H11O+ 1 195.0804 1.12
202.0778 C16H10+ 1 202.0777 0.34
203.0855 C16H11+ 1 203.0855 -0.18
204.0932 C16H12+ 1 204.0934 -0.99
205.0648 C15H9O+ 1 205.0648 0.14
205.1012 C16H13+ 1 205.1012 -0.03
207.0805 C15H11O+ 1 207.0804 0.09
215.0854 C17H11+ 1 215.0855 -0.4
217.101 C17H13+ 1 217.1012 -1
229.1022 C18H13+ 1 229.1012 4.55
PK$NUM_PEAK: 130
PK$PEAK: m/z int. rel.int.
56.0495 92671.1 252
57.0336 2266.2 6
57.0699 1091.2 2
59.0492 1415.1 3
63.0228 4470.3 12
65.0386 121502.9 331
66.0464 12127.5 33
67.0179 4606.5 12
67.0542 88635.8 241
68.0257 1163 3
68.0494 931.4 2
68.9971 3643.6 9
69.0335 9971.7 27
69.0573 2979.3 8
69.0699 6395.1 17
71.0128 9921.5 27
71.0491 3687.3 10
74.0965 1302.9 3
77.0386 31233.3 85
78.0464 18653.9 50
79.0542 153311.2 417
80.0495 835.4 2
80.0621 3346.7 9
81.0335 26384 71
81.0699 22088.3 60
82.0289 663.3 1
82.0414 3325.5 9
82.0651 6087.1 16
83.0491 4347.9 11
84.0808 149907.9 408
85.0285 966.9 2
85.0649 4279.1 11
89.0386 4115.5 11
91.0543 366589.1 999
92.062 3603.1 9
93.07 23709.4 64
94.0415 6263 17
94.0652 2372.2 6
94.0777 956.2 2
95.0492 165363.3 450
96.0571 942.1 2
97.0285 957 2
97.0649 1090.6 2
102.0465 7045.1 19
103.0543 51593.9 140
104.0621 11866.6 32
105.0448 85835.6 233
105.07 88408.2 240
106.0417 1106.4 3
107.0493 10746.2 29
107.0854 4662.2 12
108.0571 2673.2 7
108.0809 850.9 2
109.0285 81361.8 221
109.0649 12034.5 32
111.0807 810.9 2
115.0543 142192.4 387
116.0621 26024 70
117.0699 44938.1 122
118.0779 2329.5 6
119.0493 2411.3 6
119.0605 3460.2 9
119.0856 18635.9 50
121.0649 4125.9 11
123.0444 818.1 2
123.0804 900.3 2
126.0466 2436.5 6
127.0543 9350.2 25
128.0621 172484.8 470
129.07 69976.4 190
130.0779 9564.8 26
131.0492 8415.3 22
131.0856 9747.1 26
132.0571 1441.8 3
133.0649 2865.3 7
133.1013 839.6 2
135.0441 709.4 1
135.0805 1186 3
136.1125 702 1
139.0542 2633.4 7
140.0623 928.4 2
141.0699 104593.7 285
142.0779 21563.8 58
143.0857 10077.6 27
144.0569 4098.5 11
144.0936 2539.5 6
145.0649 17217.3 46
145.1014 938.8 2
152.0622 37585 102
153.07 44540.1 121
154.0778 9274.9 25
155.0604 19815.4 53
155.0856 22206.9 60
156.0934 2589.9 7
157.0648 4603.1 12
157.1017 1404.6 3
158.0732 2042.9 5
159.0805 1455.9 3
165.07 56986.6 155
166.0779 9377.5 25
167.0856 11423.3 31
168.0569 2451.8 6
168.0936 1053.9 2
169.0649 5863.7 15
169.1014 2538.3 6
171.0806 2644.5 7
176.0621 2370.8 6
177.0701 2957.7 8
178.0779 22487.6 61
179.0856 12234.3 33
181.0653 5799.6 15
181.1016 730.8 1
183.0805 784.1 2
185.0958 607.3 1
189.0699 8964.7 24
190.0776 3794 10
191.0856 8729.6 23
192.0932 2645.8 7
193.1016 2777.1 7
194.0728 682.6 1
195.0807 2492.8 6
202.0778 9204.8 25
203.0855 3483.9 9
204.0932 1029.3 2
205.0648 1092.7 2
205.1012 773.9 2
207.0805 733.1 1
215.0854 3134.6 8
217.101 651.3 1
229.1022 938.8 2
//
