ACCESSION: MSBNK-Eawag-EQ280705
RECORD_TITLE: FK-506; LC-ESI-QFT; MS2; CE: 75; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 75 (nominal)
AC$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$SPLASH: splash10-0a5c-5900000000-8f2ce03f69d1c7f304fc
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
56.0495 C3H6N+ 1 56.0495 0.44
57.0335 C3H5O+ 1 57.0335 0.33
57.0699 C4H9+ 1 57.0699 0.41
59.0492 C3H7O+ 1 59.0491 0.32
63.0227 C5H3+ 1 63.0229 -3.12
65.0386 C5H5+ 1 65.0386 0.67
66.0464 C5H6+ 1 66.0464 -0.33
67.0542 C5H7+ 1 67.0542 0.35
69.0335 C4H5O+ 1 69.0335 0.27
69.0699 C5H9+ 1 69.0699 0.19
71.0128 C3H3O2+ 1 71.0128 0.2
71.0491 C4H7O+ 1 71.0491 0.12
73.0284 C3H5O2+ 1 73.0284 0.06
73.0648 C4H9O+ 1 73.0648 0.53
74.0965 C4H12N+ 1 74.0964 0.46
77.0384 C6H5+ 1 77.0386 -1.64
78.0464 C6H6+ 1 78.0464 0.11
79.0542 C6H7+ 1 79.0542 0.17
80.0494 C5H6N+ 1 80.0495 -1.07
80.062 C6H8+ 1 80.0621 -0.52
81.0335 C5H5O+ 1 81.0335 0.23
81.0699 C6H9+ 1 81.0699 0.41
82.0288 C4H4NO+ 1 82.0287 0.24
82.0413 C5H6O+ 1 82.0413 0.41
82.0652 C5H8N+ 1 82.0651 0.3
83.0129 C4H3O2+ 1 83.0128 2.1
83.0491 C5H7O+ 1 83.0491 0.11
83.0855 C6H11+ 1 83.0855 0.04
84.0808 C5H10N+ 1 84.0808 0.53
85.0284 C4H5O2+ 1 85.0284 -0.3
85.0648 C5H9O+ 1 85.0648 0.57
87.0441 C4H7O2+ 1 87.0441 0.97
91.0543 C7H7+ 1 91.0542 0.7
92.0621 C7H8+ 1 92.0621 0.31
93.07 C7H9+ 1 93.0699 0.79
94.0414 C6H6O+ 1 94.0413 0.47
94.0654 C6H8N+ 1 94.0651 3.02
94.0778 C7H10+ 1 94.0777 0.62
95.0492 C6H7O+ 1 95.0491 0.62
95.0856 C7H11+ 1 95.0855 0.35
96.0571 C6H8O+ 1 96.057 0.87
96.0808 C6H10N+ 1 96.0808 0.25
97.0649 C6H9O+ 1 97.0648 0.6
99.044 C5H7O2+ 1 99.0441 -0.06
99.0805 C6H11O+ 1 99.0804 0.19
101.0596 C5H9O2+ 1 101.0597 -0.65
103.0543 C8H7+ 1 103.0542 0.32
104.0621 C8H8+ 1 104.0621 0.08
105.0448 C6H5N2+ 1 105.0447 0.62
105.0699 C8H9+ 1 105.0699 0.6
106.0776 C8H10+ 1 106.0777 -0.68
107.0492 C7H7O+ 1 107.0491 0.64
107.0855 C8H11+ 1 107.0855 0.22
108.0569 C7H8O+ 1 108.057 -0.52
108.0809 C7H10N+ 1 108.0808 1.06
109.0285 C6H5O2+ 1 109.0284 0.68
109.0649 C7H9O+ 1 109.0648 0.72
110.06 C6H8NO+ 1 110.06 -0.28
110.0727 C7H10O+ 1 110.0726 0.67
110.0966 C7H12N+ 1 110.0964 1.85
111.0441 C6H7O2+ 1 111.0441 0.58
111.0805 C7H11O+ 1 111.0804 0.26
112.0756 C6H10NO+ 1 112.0757 -0.45
113.0597 C6H9O2+ 1 113.0597 0.3
115.0543 C9H7+ 1 115.0542 0.64
116.0621 C9H8+ 1 116.0621 0.42
117.0699 C9H9+ 1 117.0699 0.37
118.0777 C9H10+ 1 118.0777 0.32
119.0493 C8H7O+ 1 119.0491 1.17
119.0604 C7H7N2+ 1 119.0604 0.04
119.0856 C9H11+ 1 119.0855 0.78
120.0571 C8H8O+ 1 120.057 0.95
120.0809 C8H10N+ 1 120.0808 1.12
120.0937 C9H12+ 1 120.0934 2.82
121.0284 C7H5O2+ 1 121.0284 -0.38
121.0648 C8H9O+ 1 121.0648 0.24
121.1012 C9H13+ 1 121.1012 0.36
122.0728 C8H10O+ 1 122.0726 1.18
122.0965 C8H12N+ 1 122.0964 1.02
123.044 C7H7O2+ 1 123.0441 -0.05
123.0805 C8H11O+ 1 123.0804 0.39
124.0521 C7H8O2+ 1 124.0519 2.01
125.0237 C6H5O3+ 1 125.0233 3.12
125.0597 C7H9O2+ 1 125.0597 -0.05
125.0963 C8H13O+ 1 125.0961 1.51
127.0389 C6H7O3+ 1 127.039 -0.63
127.0541 C10H7+ 1 127.0542 -1.31
127.0749 C7H11O2+ 1 127.0754 -3.51
128.0621 C10H8+ 1 128.0621 0.69
128.0705 C6H10NO2+ 1 128.0706 -0.59
129.0699 C10H9+ 1 129.0699 0.18
130.0779 C10H10+ 1 130.0777 1.14
130.0862 C6H12NO2+ 1 130.0863 -0.58
131.0491 C9H7O+ 1 131.0491 -0.01
131.0856 C10H11+ 1 131.0855 0.56
132.057 C9H8O+ 1 132.057 0.48
132.0933 C10H12+ 1 132.0934 -0.54
133.0649 C9H9O+ 1 133.0648 0.67
133.1012 C10H13+ 1 133.1012 0.4
134.0726 C9H10O+ 1 134.0726 -0.42
135.0441 C8H7O2+ 1 135.0441 0.25
135.0804 C9H11O+ 1 135.0804 -0.31
135.1169 C10H15+ 1 135.1168 0.24
136.1122 C9H14N+ 1 136.1121 1.28
137.0236 C7H5O3+ 1 137.0233 1.68
137.0598 C8H9O2+ 1 137.0597 0.47
137.0962 C9H13O+ 1 137.0961 0.65
139.0392 C7H7O3+ 1 139.039 1.79
139.0753 C8H11O2+ 1 139.0754 -0.55
140.0709 C7H10NO2+ 1 140.0706 1.75
141.0699 C11H9+ 1 141.0699 0.24
142.0778 C11H10+ 1 142.0777 0.9
143.0856 C11H11+ 1 143.0855 0.72
144.057 C10H8O+ 1 144.057 0.03
144.0934 C11H12+ 1 144.0934 0.61
145.065 C10H9O+ 1 145.0648 1.23
145.1013 C11H13+ 1 145.1012 0.71
146.0727 C10H10O+ 1 146.0726 0.37
146.1091 C11H14+ 1 146.109 0.47
147.0805 C10H11O+ 1 147.0804 0.4
147.1168 C11H15+ 1 147.1168 0.02
148.0883 C10H12O+ 1 148.0883 0.56
148.1121 C10H14N+ 1 148.1121 0.1
149.0235 C8H5O3+ 1 149.0233 1.47
149.0597 C9H9O2+ 1 149.0597 0.09
149.0961 C10H13O+ 1 149.0961 0.12
150.0914 C9H12NO+ 1 150.0913 0.2
151.0753 C9H11O2+ 1 151.0754 -0.17
151.1117 C10H15O+ 1 151.1117 -0.41
152.0619 C12H8+ 1 152.0621 -1.26
152.107 C9H14NO+ 1 152.107 0.26
153.0547 C8H9O3+ 1 153.0546 0.58
153.07 C12H9+ 1 153.0699 0.61
154.0778 C12H10+ 1 154.0777 0.9
155.0341 C7H7O4+ 1 155.0339 1.13
155.0605 C10H7N2+ 1 155.0604 0.55
155.0856 C12H11+ 1 155.0855 0.34
156.0935 C12H12+ 1 156.0934 0.76
157.065 C11H9O+ 1 157.0648 1.14
157.1013 C12H13+ 1 157.1012 0.66
158.0728 C11H10O+ 1 158.0726 0.85
158.109 C12H14+ 1 158.109 -0.26
159.0806 C11H11O+ 1 159.0804 0.75
159.1169 C12H15+ 1 159.1168 0.65
160.0882 C11H12O+ 1 160.0883 -0.23
160.1244 C12H16+ 1 160.1247 -1.26
161.0599 C10H9O2+ 1 161.0597 0.96
161.0962 C11H13O+ 1 161.0961 0.61
161.1325 C12H17+ 1 161.1325 0.33
162.1032 C11H14O+ 1 162.1039 -4.23
163.0755 C10H11O2+ 1 163.0754 0.76
163.1116 C11H15O+ 1 163.1117 -1.11
164.1071 C10H14NO+ 1 164.107 0.91
165.07 C13H9+ 1 165.0699 0.69
166.0777 C13H10+ 1 166.0777 0.17
167.0856 C13H11+ 1 167.0855 0.38
168.0934 C13H12+ 1 168.0934 0.47
169.0496 C8H9O4+ 1 169.0495 0.62
169.0648 C12H9O+ 1 169.0648 0.29
169.1013 C13H13+ 1 169.1012 0.79
170.0726 C12H10O+ 1 170.0726 -0.39
170.1091 C13H14+ 1 170.109 0.69
171.0805 C12H11O+ 1 171.0804 0.23
171.1169 C13H15+ 1 171.1168 0.19
172.0883 C12H12O+ 1 172.0883 0.02
173.0596 C11H9O2+ 1 173.0597 -0.79
173.0963 C12H13O+ 1 173.0961 1.09
173.1325 C13H17+ 1 173.1325 0.25
174.0677 C11H10O2+ 1 174.0675 0.97
174.1041 C12H14O+ 1 174.1039 1.23
175.0753 C11H11O2+ 1 175.0754 -0.15
175.112 C12H15O+ 1 175.1117 1.19
177.0915 C11H13O2+ 1 177.091 3.01
178.0778 C14H10+ 1 178.0777 0.44
179.0703 C10H11O3+ 1 179.0703 0.28
179.0856 C14H11+ 1 179.0855 0.3
180.0935 C14H12+ 1 180.0934 0.82
181.0649 C13H9O+ 1 181.0648 0.71
181.1013 C14H13+ 1 181.1012 0.68
182.0726 C13H10O+ 1 182.0726 -0.09
182.1092 C14H14+ 1 182.109 1.03
182.117 C10H16NO2+ 1 182.1176 -3.21
183.0648 C9H11O4+ 1 183.0652 -2
183.0805 C13H11O+ 1 183.0804 0.27
183.1169 C14H15+ 1 183.1168 0.29
184.0884 C13H12O+ 1 184.0883 0.94
184.1247 C14H16+ 1 184.1247 0.15
185.0963 C13H13O+ 1 185.0961 1.23
185.1325 C14H17+ 1 185.1325 -0.09
186.1038 C13H14O+ 1 186.1039 -0.46
187.0599 C8H11O5+ 1 187.0601 -0.85
187.1119 C13H15O+ 1 187.1117 0.74
189.0701 C15H9+ 1 189.0699 1.29
189.0907 C12H13O2+ 1 189.091 -1.41
189.1277 C13H17O+ 1 189.1274 1.84
190.0778 C15H10+ 1 190.0777 0.36
191.0855 C15H11+ 1 191.0855 -0.4
192.0934 C15H12+ 1 192.0934 0.46
192.1015 C11H14NO2+ 1 192.1019 -2.26
193.1013 C15H13+ 1 193.1012 0.9
194.1092 C15H14+ 1 194.109 1.07
195.0804 C14H11O+ 1 195.0804 -0.11
195.1169 C15H15+ 1 195.1168 0.37
196.0884 C14H12O+ 1 196.0883 0.89
196.1248 C15H16+ 1 196.1247 0.6
197.096 C14H13O+ 1 197.0961 -0.41
197.1326 C15H17+ 1 197.1325 0.57
198.1039 C14H14O+ 1 198.1039 0.07
199.0755 C13H11O2+ 1 199.0754 0.62
199.1119 C14H15O+ 1 199.1117 0.9
200.1193 C14H16O+ 1 200.1196 -1.38
201.1274 C14H17O+ 1 201.1274 0.24
202.0778 C16H10+ 1 202.0777 0.59
203.0857 C16H11+ 1 203.0855 0.66
204.0936 C16H12+ 1 204.0934 1.36
205.1014 C16H13+ 1 205.1012 1.28
206.1091 C16H14+ 1 206.109 0.72
207.0802 C15H11O+ 1 207.0804 -1.21
207.1169 C16H15+ 1 207.1168 0.35
208.0882 C15H12O+ 1 208.0883 -0.18
208.1251 C16H16+ 1 208.1247 2.35
209.0963 C15H13O+ 1 209.0961 1.19
209.1329 C16H17+ 1 209.1325 2.02
210.1041 C15H14O+ 1 210.1039 0.73
210.1131 C11H16NO3+ 1 210.1125 3.19
211.1119 C15H15O+ 1 211.1117 0.85
212.1198 C15H16O+ 1 212.1196 1.19
213.0905 C14H13O2+ 1 213.091 -2.33
213.1274 C15H17O+ 1 213.1274 0.23
215.0861 C17H11+ 1 215.0855 2.62
216.0937 C17H12+ 1 216.0934 1.8
217.1011 C17H13+ 1 217.1012 -0.22
218.1091 C17H14+ 1 218.109 0.68
219.0803 C16H11O+ 1 219.0804 -0.65
219.1175 C17H15+ 1 219.1168 2.93
220.088 C16H12O+ 1 220.0883 -1.39
220.1237 C17H16+ 1 220.1247 -4.46
221.0958 C16H13O+ 1 221.0961 -1.27
221.1323 C17H17+ 1 221.1325 -0.89
222.1046 C16H14O+ 1 222.1039 2.94
223.0748 C15H11O2+ 1 223.0754 -2.63
223.112 C16H15O+ 1 223.1117 1.02
224.12 C16H16O+ 1 224.1196 2.11
225.0901 C15H13O2+ 1 225.091 -4.11
225.1276 C16H17O+ 1 225.1274 0.79
229.1019 C18H13+ 1 229.1012 2.94
231.1173 C18H15+ 1 231.1168 1.96
232.1251 C18H16+ 1 232.1247 1.76
233.0962 C17H13O+ 1 233.0961 0.51
233.1329 C18H17+ 1 233.1325 1.99
235.1115 C17H15O+ 1 235.1117 -0.9
236.1196 C17H16O+ 1 236.1196 -0.07
237.1279 C17H17O+ 1 237.1274 2.31
239.1071 C16H15O2+ 1 239.1067 1.69
245.097 C18H13O+ 1 245.0961 3.63
247.1476 C19H19+ 1 247.1481 -1.97
249.1275 C18H17O+ 1 249.1274 0.23
251.1073 C17H15O2+ 1 251.1067 2.72
252.1137 C17H16O2+ 1 252.1145 -2.98
PK$NUM_PEAK: 259
PK$PEAK: m/z int. rel.int.
56.0495 31580.1 88
57.0335 3052.7 8
57.0699 3246.4 9
59.0492 5310.7 14
63.0227 1059.2 2
65.0386 29098.8 81
66.0464 1105.3 3
67.0542 114368 318
69.0335 64805.5 180
69.0699 22554 62
71.0128 15370.5 42
71.0491 15993.8 44
73.0284 1158.1 3
73.0648 892.5 2
74.0965 1455.4 4
77.0384 8741.6 24
78.0464 3833.9 10
79.0542 162177.9 451
80.0494 1257.3 3
80.062 1141.2 3
81.0335 16781.6 46
81.0699 75774.8 211
82.0288 3900.5 10
82.0413 2870.6 7
82.0652 13744.7 38
83.0129 1219.6 3
83.0491 15236.2 42
83.0855 2596.7 7
84.0808 358487.1 999
85.0284 3219.5 8
85.0648 30564.2 85
87.0441 675 1
91.0543 273284.9 761
92.0621 3092.9 8
93.07 117798.8 328
94.0414 5101.1 14
94.0654 915.5 2
94.0778 2980.7 8
95.0492 93152.6 259
95.0856 45296.9 126
96.0571 1384.5 3
96.0808 1033.9 2
97.0649 16673 46
99.044 1185.7 3
99.0805 2427.4 6
101.0596 744.3 2
103.0543 17585.4 49
104.0621 5178 14
105.0448 27017.5 75
105.0699 195116.3 543
106.0776 1337.1 3
107.0492 16457.4 45
107.0855 81777.3 227
108.0569 5442.2 15
108.0809 1361.1 3
109.0285 267813.5 746
109.0649 48699.6 135
110.06 8316.6 23
110.0727 923.8 2
110.0966 1195.9 3
111.0441 8524.3 23
111.0805 22502.9 62
112.0756 1014.8 2
113.0597 3155.8 8
115.0543 33768.6 94
116.0621 13269.9 36
117.0699 63718.1 177
118.0777 3946.2 10
119.0493 6958.3 19
119.0604 8385.6 23
119.0856 119282.5 332
120.0571 995.1 2
120.0809 630 1
120.0937 1100.2 3
121.0284 3578.3 9
121.0648 29593.2 82
121.1012 14577.3 40
122.0728 1320.2 3
122.0965 902.6 2
123.044 17955.3 50
123.0805 14160.9 39
124.0521 798.8 2
125.0237 718.3 2
125.0597 8153 22
125.0963 696 1
127.0389 913.7 2
127.0541 1244.1 3
127.0749 665.2 1
128.0621 81645.8 227
128.0705 48532.6 135
129.0699 76140.6 212
130.0779 23262 64
130.0862 16049 44
131.0491 4262.5 11
131.0856 72681.1 202
132.057 3899.3 10
132.0933 2718 7
133.0649 12310.8 34
133.1012 31349.5 87
134.0726 1059.6 2
135.0441 10802 30
135.0804 18406.8 51
135.1169 3063.8 8
136.1122 6253.3 17
137.0236 1148.8 3
137.0598 9924.4 27
137.0962 3507.7 9
139.0392 4623.3 12
139.0753 1384.4 3
140.0709 762.8 2
141.0699 46441.4 129
142.0778 56154.6 156
143.0856 80933.4 225
144.057 4676.3 13
144.0934 14597.9 40
145.065 15741.7 43
145.1013 43896.5 122
146.0727 7610.3 21
146.1091 2455.5 6
147.0805 16179.2 45
147.1168 8319.4 23
148.0883 2456.5 6
148.1121 708.1 1
149.0235 801.2 2
149.0597 5109.1 14
149.0961 4051.5 11
150.0914 1000.5 2
151.0753 4051.5 11
151.1117 1000.4 2
152.0619 4839.1 13
152.107 3350.1 9
153.0547 1338.9 3
153.07 21861.9 60
154.0778 14130.2 39
155.0341 4670.5 13
155.0605 8503 23
155.0856 42501.3 118
156.0935 45415.9 126
157.065 7900.9 22
157.1013 33092.1 92
158.0728 6396.1 17
158.109 6895.7 19
159.0806 15163.6 42
159.1169 15851.2 44
160.0882 4339.5 12
160.1244 699.9 1
161.0599 2485.2 6
161.0962 14325.1 39
161.1325 5153.1 14
162.1032 604.5 1
163.0755 2981.9 8
163.1116 1385.2 3
164.1071 1449.2 4
165.07 29417.4 81
166.0777 11457.2 31
167.0856 22292.2 62
168.0934 13920.3 38
169.0496 1442.3 4
169.0648 1405.1 3
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//
