ACCESSION: MSBNK-Eawag-EQ280706
RECORD_TITLE: FK-506; LC-ESI-QFT; MS2; CE: 90; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 90 (nominal)
AC$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$SPLASH: splash10-055f-7900000000-547d41e7a49da8f20713
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
56.0495 C3H6N+ 1 56.0495 0.44
57.0335 C3H5O+ 1 57.0335 0.68
57.0699 C4H9+ 1 57.0699 1.11
59.0492 C3H7O+ 1 59.0491 1.67
63.0228 C5H3+ 1 63.0229 -1.69
65.0386 C5H5+ 1 65.0386 0.36
66.0464 C5H6+ 1 66.0464 0.28
67.0542 C5H7+ 1 67.0542 0.35
68.0495 C4H6N+ 1 68.0495 0.51
68.9972 C3HO2+ 1 68.9971 0.93
69.0335 C4H5O+ 1 69.0335 0.13
69.0699 C5H9+ 1 69.0699 -0.1
71.0128 C3H3O2+ 1 71.0128 0.34
71.0491 C4H7O+ 1 71.0491 -0.02
73.0649 C4H9O+ 1 73.0648 2.03
74.0965 C4H12N+ 1 74.0964 0.33
77.0385 C6H5+ 1 77.0386 -0.6
78.0464 C6H6+ 1 78.0464 -0.66
79.0542 C6H7+ 1 79.0542 0.17
80.0621 C6H8+ 1 80.0621 0.23
81.0335 C5H5O+ 1 81.0335 0.48
81.0699 C6H9+ 1 81.0699 0.53
82.0288 C4H4NO+ 1 82.0287 0.49
82.0414 C5H6O+ 1 82.0413 1.14
82.0652 C5H8N+ 1 82.0651 0.66
83.0491 C5H7O+ 1 83.0491 0.11
83.0857 C6H11+ 1 83.0855 1.6
84.0808 C5H10N+ 1 84.0808 0.65
85.0285 C4H5O2+ 1 85.0284 0.87
85.0648 C5H9O+ 1 85.0648 0.34
89.0386 C7H5+ 1 89.0386 -0.19
91.0543 C7H7+ 1 91.0542 0.59
92.0621 C7H8+ 1 92.0621 0.09
93.07 C7H9+ 1 93.0699 0.89
94.0414 C6H6O+ 1 94.0413 1.32
94.0653 C6H8N+ 1 94.0651 1.32
94.0776 C7H10+ 1 94.0777 -0.66
95.0492 C6H7O+ 1 95.0491 0.62
95.0855 C7H11+ 1 95.0855 0.14
96.0569 C6H8O+ 1 96.057 -0.69
97.0286 C5H5O2+ 1 97.0284 2.21
97.0649 C6H9O+ 1 97.0648 1.12
99.0804 C6H11O+ 1 99.0804 -0.22
101.0598 C5H9O2+ 1 101.0597 0.93
103.0543 C8H7+ 1 103.0542 0.52
104.0621 C8H8+ 1 104.0621 0.37
105.0448 C6H5N2+ 1 105.0447 0.72
105.07 C8H9+ 1 105.0699 0.7
106.0415 C7H6O+ 1 106.0413 1.92
106.0777 C8H10+ 1 106.0777 -0.11
107.0492 C7H7O+ 1 107.0491 0.74
107.0856 C8H11+ 1 107.0855 0.5
108.0571 C7H8O+ 1 108.057 1.14
108.0808 C7H10N+ 1 108.0808 0.32
109.0285 C6H5O2+ 1 109.0284 0.77
109.0649 C7H9O+ 1 109.0648 0.72
110.06 C6H8NO+ 1 110.06 -0.18
110.0727 C7H10O+ 1 110.0726 0.4
110.0965 C7H12N+ 1 110.0964 0.76
111.0441 C6H7O2+ 1 111.0441 0.49
111.0805 C7H11O+ 1 111.0804 0.17
115.0543 C9H7+ 1 115.0542 0.72
116.0621 C9H8+ 1 116.0621 0.67
117.0699 C9H9+ 1 117.0699 0.37
118.0778 C9H10+ 1 118.0777 0.66
119.0492 C8H7O+ 1 119.0491 0.24
119.0605 C7H7N2+ 1 119.0604 0.63
119.0856 C9H11+ 1 119.0855 0.78
120.0573 C8H8O+ 1 120.057 3.11
120.0811 C8H10N+ 1 120.0808 2.95
120.0935 C9H12+ 1 120.0934 0.82
121.0648 C8H9O+ 1 121.0648 0.4
121.1013 C9H13+ 1 121.1012 1.18
122.0725 C8H10O+ 1 122.0726 -0.79
122.0966 C8H12N+ 1 122.0964 1.18
123.0442 C7H7O2+ 1 123.0441 1.09
123.0805 C8H11O+ 1 123.0804 0.72
124.1122 C8H14N+ 1 124.1121 0.76
125.0234 C6H5O3+ 1 125.0233 0.72
125.0597 C7H9O2+ 1 125.0597 0.35
127.0541 C10H7+ 1 127.0542 -1.08
128.0621 C10H8+ 1 128.0621 0.53
129.0699 C10H9+ 1 129.0699 0.18
130.0778 C10H10+ 1 130.0777 0.91
130.0863 C6H12NO2+ 1 130.0863 0.5
131.0491 C9H7O+ 1 131.0491 0.07
131.0856 C10H11+ 1 131.0855 0.48
132.0569 C9H8O+ 1 132.057 -0.27
132.0933 C10H12+ 1 132.0934 -0.77
133.0648 C9H9O+ 1 133.0648 0.37
133.1012 C10H13+ 1 133.1012 0.17
135.0442 C8H7O2+ 1 135.0441 0.7
135.0804 C9H11O+ 1 135.0804 -0.53
136.1122 C9H14N+ 1 136.1121 1.13
137.0233 C7H5O3+ 1 137.0233 -0.3
137.0599 C8H9O2+ 1 137.0597 1.71
139.0392 C7H7O3+ 1 139.039 1.94
139.0753 C8H11O2+ 1 139.0754 -0.55
141.0699 C11H9+ 1 141.0699 0.24
142.0778 C11H10+ 1 142.0777 0.9
143.0856 C11H11+ 1 143.0855 0.58
144.057 C10H8O+ 1 144.057 0.16
144.0934 C11H12+ 1 144.0934 0.27
145.0649 C10H9O+ 1 145.0648 0.82
145.1012 C11H13+ 1 145.1012 0.44
146.0727 C10H10O+ 1 146.0726 0.37
147.0804 C10H11O+ 1 147.0804 -0.21
147.1167 C11H15+ 1 147.1168 -0.79
149.0599 C9H9O2+ 1 149.0597 1.03
149.0962 C10H13O+ 1 149.0961 1
150.0916 C9H12NO+ 1 150.0913 1.8
151.039 C8H7O3+ 1 151.039 0
151.075 C9H11O2+ 1 151.0754 -2.16
152.0621 C12H8+ 1 152.0621 0.58
153.0699 C12H9+ 1 153.0699 0.41
154.0778 C12H10+ 1 154.0777 0.31
155.0605 C10H7N2+ 1 155.0604 1.07
155.0856 C12H11+ 1 155.0855 0.54
156.0935 C12H12+ 1 156.0934 0.76
157.065 C11H9O+ 1 157.0648 1.01
157.1013 C12H13+ 1 157.1012 0.66
158.0727 C11H10O+ 1 158.0726 0.34
158.109 C12H14+ 1 158.109 -0.26
159.0806 C11H11O+ 1 159.0804 0.75
159.1171 C12H15+ 1 159.1168 1.4
160.0884 C11H12O+ 1 160.0883 0.9
161.0597 C10H9O2+ 1 161.0597 0.21
161.0961 C11H13O+ 1 161.0961 0.36
163.0755 C10H11O2+ 1 163.0754 0.76
164.1072 C10H14NO+ 1 164.107 1.03
165.07 C13H9+ 1 165.0699 0.69
166.0778 C13H10+ 1 166.0777 0.41
167.0856 C13H11+ 1 167.0855 0.56
168.0935 C13H12+ 1 168.0934 1
169.0648 C12H9O+ 1 169.0648 0.29
169.1012 C13H13+ 1 169.1012 0.26
170.0727 C12H10O+ 1 170.0726 0.49
170.1094 C13H14+ 1 170.109 2.16
171.0805 C12H11O+ 1 171.0804 0.58
171.117 C13H15+ 1 171.1168 0.89
172.0881 C12H12O+ 1 172.0883 -0.97
173.0598 C11H9O2+ 1 173.0597 0.77
173.0962 C12H13O+ 1 173.0961 0.92
175.0755 C11H11O2+ 1 175.0754 0.65
178.0779 C14H10+ 1 178.0777 1.23
179.0856 C14H11+ 1 179.0855 0.46
180.0935 C14H12+ 1 180.0934 0.6
181.0649 C13H9O+ 1 181.0648 0.38
181.1012 C14H13+ 1 181.1012 0.35
182.0729 C13H10O+ 1 182.0726 1.56
182.1091 C14H14+ 1 182.109 0.43
182.1171 C10H16NO2+ 1 182.1176 -2.61
183.0804 C13H11O+ 1 183.0804 -0.01
183.1169 C14H15+ 1 183.1168 0.29
184.0883 C13H12O+ 1 184.0883 0.18
185.0963 C13H13O+ 1 185.0961 1.07
187.0754 C12H11O2+ 1 187.0754 0.4
189.07 C15H9+ 1 189.0699 0.49
190.0779 C15H10+ 1 190.0777 0.83
191.0856 C15H11+ 1 191.0855 0.44
192.0936 C15H12+ 1 192.0934 1.19
193.1012 C15H13+ 1 193.1012 0.12
194.1097 C15H14+ 1 194.109 3.8
195.0803 C14H11O+ 1 195.0804 -0.83
195.117 C15H15+ 1 195.1168 0.78
196.0884 C14H12O+ 1 196.0883 0.68
197.0962 C14H13O+ 1 197.0961 0.45
197.1329 C15H17+ 1 197.1325 2.4
198.1037 C14H14O+ 1 198.1039 -0.99
202.0776 C16H10+ 1 202.0777 -0.4
203.0856 C16H11+ 1 203.0855 0.51
204.0936 C16H12+ 1 204.0934 1.07
205.1013 C16H13+ 1 205.1012 0.75
206.1092 C16H14+ 1 206.109 0.77
207.0809 C15H11O+ 1 207.0804 2.41
207.1169 C16H15+ 1 207.1168 0.16
208.088 C15H12O+ 1 208.0883 -1.33
209.0963 C15H13O+ 1 209.0961 1.05
210.104 C15H14O+ 1 210.1039 0.59
211.112 C15H15O+ 1 211.1117 1.13
215.0857 C17H11+ 1 215.0855 0.94
216.0932 C17H12+ 1 216.0934 -0.7
217.1009 C17H13+ 1 217.1012 -1.09
218.1086 C17H14+ 1 218.109 -1.89
219.081 C16H11O+ 1 219.0804 2.55
219.1168 C17H15+ 1 219.1168 -0.08
221.0957 C16H13O+ 1 221.0961 -1.86
223.1117 C16H15O+ 1 223.1117 -0.01
229.1011 C18H13+ 1 229.1012 -0.25
231.1164 C18H15+ 1 231.1168 -1.72
233.1324 C18H17+ 1 233.1325 -0.5
235.1117 C17H15O+ 1 235.1117 -0.09
PK$NUM_PEAK: 192
PK$PEAK: m/z int. rel.int.
56.0495 56433.9 163
57.0335 3092.8 8
57.0699 3098.4 8
59.0492 4692.1 13
63.0228 1109.9 3
65.0386 52294.8 151
66.0464 5591.6 16
67.0542 125073.7 363
68.0495 1438.2 4
68.9972 2802 8
69.0335 37170.3 107
69.0699 15776.7 45
71.0128 11848.5 34
71.0491 10723 31
73.0649 568.2 1
74.0965 1248.3 3
77.0385 13676.2 39
78.0464 5369.7 15
79.0542 172576.2 501
80.0621 2838.8 8
81.0335 23458 68
81.0699 54577.8 158
82.0288 1420.6 4
82.0414 2589.2 7
82.0652 9207.8 26
83.0491 12654.3 36
83.0857 641.5 1
84.0808 317491.9 922
85.0285 1464.1 4
85.0648 18609.3 54
89.0386 760.8 2
91.0543 343972.7 999
92.0621 3901 11
93.07 79043.1 229
94.0414 5832.5 16
94.0653 684.2 1
94.0776 4567.9 13
95.0492 128728.4 373
95.0855 29602.6 85
96.0569 971.5 2
97.0286 1054 3
97.0649 7639.5 22
99.0804 777.9 2
101.0598 776.5 2
103.0543 35884.3 104
104.0621 8504.8 24
105.0448 50549.5 146
105.07 185276.7 538
106.0415 898.5 2
106.0777 1102.7 3
107.0492 16030.8 46
107.0856 40710.2 118
108.0571 5821.4 16
108.0808 991.1 2
109.0285 218864.4 635
109.0649 37159.8 107
110.06 2285.7 6
110.0727 777.2 2
110.0965 705.1 2
111.0441 5239.9 15
111.0805 10012.4 29
115.0543 57787.1 167
116.0621 24139.7 70
117.0699 68246.9 198
118.0778 3975.4 11
119.0492 5158.4 14
119.0605 7530.8 21
119.0856 79887.5 232
120.0573 1187.9 3
120.0811 837.6 2
120.0935 1141.4 3
121.0648 21854.4 63
121.1013 4108.8 11
122.0725 1416.1 4
122.0966 581.1 1
123.0442 6128.1 17
123.0805 7595.9 22
124.1122 848 2
125.0234 940.9 2
125.0597 2462.9 7
127.0541 3666.5 10
128.0621 112758.5 327
129.0699 87189.9 253
130.0778 27851.2 80
130.0863 4040.7 11
131.0491 7893.6 22
131.0856 42687.1 123
132.0569 4355.1 12
132.0933 2705.8 7
133.0648 12058.9 35
133.1012 17883.7 51
135.0442 7461.1 21
135.0804 7656 22
136.1122 3469.5 10
137.0233 663.4 1
137.0599 3750.4 10
139.0392 951 2
139.0753 1168.1 3
141.0699 82935.2 240
142.0778 59296.8 172
143.0856 45941.8 133
144.057 3871.4 11
144.0934 10353.2 30
145.0649 21373.2 62
145.1012 20248 58
146.0727 5192.6 15
147.0804 9161.9 26
147.1167 1150.7 3
149.0599 3050.1 8
149.0962 3405.6 9
150.0916 786 2
151.039 676.4 1
151.075 1075.1 3
152.0621 9175.5 26
153.0699 33537.1 97
154.0778 14061.6 40
155.0605 13151.1 38
155.0856 42281.1 122
156.0935 28347.5 82
157.065 7544.1 21
157.1013 14979.8 43
158.0727 5695.4 16
158.109 3038.8 8
159.0806 10868 31
159.1171 5564.6 16
160.0884 2756.2 8
161.0597 1031.8 2
161.0961 3603.7 10
163.0755 766.8 2
164.1072 893.1 2
165.07 39215.3 113
166.0778 13371.1 38
167.0856 25154.5 73
168.0935 9662.8 28
169.0648 6991.6 20
169.1012 12177.3 35
170.0727 1364 3
170.1094 3101.4 9
171.0805 9016.5 26
171.117 4970.8 14
172.0881 3490 10
173.0598 649.5 1
173.0962 4901.6 14
175.0755 1185.8 3
178.0779 17472.9 50
179.0856 24042.3 69
180.0935 6449.6 18
181.0649 3731.9 10
181.1012 11211.2 32
182.0729 2396.3 6
182.1091 3713.7 10
182.1171 1039.8 3
183.0804 5916.9 17
183.1169 3990.7 11
184.0883 1139.9 3
185.0963 4690.2 13
187.0754 1264.8 3
189.07 2770.9 8
190.0779 2860.9 8
191.0856 13468.5 39
192.0936 9147 26
193.1012 10964.8 31
194.1097 863.8 2
195.0803 4115.1 11
195.117 4589.1 13
196.0884 3124.6 9
197.0962 3974.3 11
197.1329 734.4 2
198.1037 980.4 2
202.0776 5208.6 15
203.0856 5145.2 14
204.0936 2291 6
205.1013 3944.4 11
206.1092 3228.6 9
207.0809 1149.6 3
207.1169 1342.7 3
208.088 980.9 2
209.0963 4066.8 11
210.104 819.7 2
211.112 1108.9 3
215.0857 4253.9 12
216.0932 1273.8 3
217.1009 1463.8 4
218.1086 771.2 2
219.081 1002.9 2
219.1168 2791.7 8
221.0957 1043.3 3
223.1117 866.9 2
229.1011 1195.7 3
231.1164 661.8 1
233.1324 833.1 2
235.1117 930.2 2
//
