ACCESSION: MSBNK-Eawag-EQ280704
RECORD_TITLE: FK-506; LC-ESI-QFT; MS2; CE: 60; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 60 (nominal)
AC$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$SPLASH: splash10-0a5c-4900000000-3dd54d41fecda0e074d8
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
56.0495 C3H6N+ 1 56.0495 0.79
57.0335 C3H5O+ 1 57.0335 0.5
57.0699 C4H9+ 1 57.0699 0.41
59.0492 C3H7O+ 1 59.0491 0.66
65.0386 C5H5+ 1 65.0386 0.36
67.0543 C5H7+ 1 67.0542 0.5
69.0335 C4H5O+ 1 69.0335 0.42
69.0699 C5H9+ 1 69.0699 0.05
70.0651 C4H8N+ 1 70.0651 0.06
71.0128 C3H3O2+ 1 71.0128 0.34
71.0492 C4H7O+ 1 71.0491 0.55
73.0648 C4H9O+ 1 73.0648 -0.29
74.0965 C4H12N+ 1 74.0964 1.41
75.0439 C3H7O2+ 1 75.0441 -1.54
77.0386 C6H5+ 1 77.0386 0.04
78.0463 C6H6+ 1 78.0464 -1.17
79.0542 C6H7+ 1 79.0542 0.3
80.0496 C5H6N+ 1 80.0495 1.93
81.0335 C5H5O+ 1 81.0335 0.48
81.0699 C6H9+ 1 81.0699 0.53
82.0288 C4H4NO+ 1 82.0287 0.73
82.0651 C5H8N+ 1 82.0651 0.17
83.0492 C5H7O+ 1 83.0491 0.23
83.0856 C6H11+ 1 83.0855 1.12
84.0808 C5H10N+ 1 84.0808 0.76
85.0285 C4H5O2+ 1 85.0284 0.52
85.0648 C5H9O+ 1 85.0648 0.45
87.0442 C4H7O2+ 1 87.0441 1.54
91.0543 C7H7+ 1 91.0542 0.7
93.07 C7H9+ 1 93.0699 0.89
94.0414 C6H6O+ 1 94.0413 0.89
94.0778 C7H10+ 1 94.0777 1.15
95.0492 C6H7O+ 1 95.0491 0.72
95.0856 C7H11+ 1 95.0855 0.77
96.0808 C6H10N+ 1 96.0808 0.25
97.0649 C6H9O+ 1 97.0648 0.91
99.0441 C5H7O2+ 1 99.0441 0.14
99.0805 C6H11O+ 1 99.0804 0.39
101.0599 C5H9O2+ 1 101.0597 1.92
103.0543 C8H7+ 1 103.0542 0.32
104.062 C8H8+ 1 104.0621 -0.78
105.0448 C6H5N2+ 1 105.0447 0.81
105.07 C8H9+ 1 105.0699 0.79
106.0777 C8H10+ 1 106.0777 0.27
107.0492 C7H7O+ 1 107.0491 0.74
107.0856 C8H11+ 1 107.0855 0.59
108.0571 C7H8O+ 1 108.057 1.24
109.0285 C6H5O2+ 1 109.0284 0.86
109.0649 C7H9O+ 1 109.0648 0.9
109.1013 C8H13+ 1 109.1012 0.85
110.0601 C6H8NO+ 1 110.06 0.82
110.0724 C7H10O+ 1 110.0726 -1.6
110.0965 C7H12N+ 1 110.0964 0.31
111.0441 C6H7O2+ 1 111.0441 0.13
111.0805 C7H11O+ 1 111.0804 0.53
112.0758 C6H10NO+ 1 112.0757 0.89
113.0596 C6H9O2+ 1 113.0597 -0.85
115.0543 C9H7+ 1 115.0542 0.72
116.062 C9H8+ 1 116.0621 -0.1
117.0699 C9H9+ 1 117.0699 0.37
118.0778 C9H10+ 1 118.0777 1.17
119.0493 C8H7O+ 1 119.0491 1.17
119.0856 C9H11+ 1 119.0855 0.95
120.0936 C9H12+ 1 120.0934 1.73
121.0285 C7H5O2+ 1 121.0284 0.86
121.0649 C8H9O+ 1 121.0648 0.82
121.1013 C9H13+ 1 121.1012 0.77
123.0441 C7H7O2+ 1 123.0441 0.44
123.0805 C8H11O+ 1 123.0804 0.56
124.0522 C7H8O2+ 1 124.0519 2.57
124.1122 C8H14N+ 1 124.1121 0.76
125.0598 C7H9O2+ 1 125.0597 0.59
125.0963 C8H13O+ 1 125.0961 1.51
127.0389 C6H7O3+ 1 127.039 -0.4
127.0759 C7H11O2+ 1 127.0754 3.89
128.0623 C10H8+ 1 128.0621 1.86
128.0707 C6H10NO2+ 1 128.0706 0.35
129.0699 C10H9+ 1 129.0699 0.41
130.0782 C10H10+ 1 130.0777 3.75
130.0864 C6H12NO2+ 1 130.0863 0.73
131.0856 C10H11+ 1 131.0855 0.86
132.0566 C9H8O+ 1 132.057 -2.93
132.0935 C10H12+ 1 132.0934 1.05
133.0649 C9H9O+ 1 133.0648 0.59
133.1013 C10H13+ 1 133.1012 0.78
134.0727 C9H10O+ 1 134.0726 0.25
135.044 C8H7O2+ 1 135.0441 -0.34
135.0805 C9H11O+ 1 135.0804 0.14
135.1168 C10H15+ 1 135.1168 0.1
136.1121 C9H14N+ 1 136.1121 -0.19
137.0235 C7H5O3+ 1 137.0233 1.02
137.0598 C8H9O2+ 1 137.0597 0.61
137.0963 C9H13O+ 1 137.0961 1.23
137.133 C10H17+ 1 137.1325 3.52
139.0391 C7H7O3+ 1 139.039 1
139.0754 C8H11O2+ 1 139.0754 0.32
139.112 C9H15O+ 1 139.1117 1.71
141.0548 C7H9O3+ 1 141.0546 1.06
141.07 C11H9+ 1 141.0699 0.87
141.0909 C8H13O2+ 1 141.091 -0.61
142.0778 C11H10+ 1 142.0777 0.97
143.0857 C11H11+ 1 143.0855 0.93
144.0573 C10H8O+ 1 144.057 2.39
144.0934 C11H12+ 1 144.0934 0.68
145.0649 C10H9O+ 1 145.0648 0.68
145.1013 C11H13+ 1 145.1012 0.92
146.0727 C10H10O+ 1 146.0726 0.5
146.1095 C11H14+ 1 146.109 3.07
147.0805 C10H11O+ 1 147.0804 0.53
147.1169 C11H15+ 1 147.1168 0.77
148.0885 C10H12O+ 1 148.0883 1.64
149.0235 C8H5O3+ 1 149.0233 1
149.0597 C9H9O2+ 1 149.0597 -0.11
149.0962 C10H13O+ 1 149.0961 0.66
149.1327 C11H17+ 1 149.1325 1.83
150.0913 C9H12NO+ 1 150.0913 -0.2
151.0393 C8H7O3+ 1 151.039 2.25
151.0755 C9H11O2+ 1 151.0754 1.15
151.112 C10H15O+ 1 151.1117 1.91
152.1071 C9H14NO+ 1 152.107 0.92
153.0549 C8H9O3+ 1 153.0546 1.76
153.07 C12H9+ 1 153.0699 0.87
153.091 C9H13O2+ 1 153.091 -0.11
154.0777 C12H10+ 1 154.0777 -0.21
155.034 C7H7O4+ 1 155.0339 0.55
155.0606 C10H7N2+ 1 155.0604 1.45
155.0856 C12H11+ 1 155.0855 0.15
156.0935 C12H12+ 1 156.0934 0.82
157.0648 C11H9O+ 1 157.0648 0.25
157.1013 C12H13+ 1 157.1012 0.78
158.0728 C11H10O+ 1 158.0726 0.85
158.109 C12H14+ 1 158.109 0.3
159.0805 C11H11O+ 1 159.0804 0.49
159.1169 C12H15+ 1 159.1168 0.65
160.0885 C11H12O+ 1 160.0883 1.58
160.1247 C12H16+ 1 160.1247 -0.01
161.0598 C10H9O2+ 1 161.0597 0.58
161.0962 C11H13O+ 1 161.0961 0.55
161.1326 C12H17+ 1 161.1325 0.52
162.1037 C11H14O+ 1 162.1039 -1.58
163.0754 C10H11O2+ 1 163.0754 0.15
163.1118 C11H15O+ 1 163.1117 0.42
164.1071 C10H14NO+ 1 164.107 0.55
165.055 C9H9O3+ 1 165.0546 2.48
165.0699 C13H9+ 1 165.0699 0.02
165.091 C10H13O2+ 1 165.091 -0.16
166.0778 C13H10+ 1 166.0777 0.35
167.0703 C9H11O3+ 1 167.0703 0
167.0856 C13H11+ 1 167.0855 0.62
168.0934 C13H12+ 1 168.0934 0.41
169.0497 C8H9O4+ 1 169.0495 0.74
169.0653 C12H9O+ 1 169.0648 2.89
169.1012 C13H13+ 1 169.1012 0.43
170.073 C12H10O+ 1 170.0726 2.08
170.1091 C13H14+ 1 170.109 0.87
171.0805 C12H11O+ 1 171.0804 0.17
171.1169 C13H15+ 1 171.1168 0.49
172.0883 C12H12O+ 1 172.0883 0.2
172.1246 C13H16+ 1 172.1247 -0.24
173.0962 C12H13O+ 1 173.0961 0.57
173.1326 C13H17+ 1 173.1325 0.77
174.0677 C11H10O2+ 1 174.0675 0.97
174.1042 C12H14O+ 1 174.1039 1.74
175.0755 C11H11O2+ 1 175.0754 0.65
175.1117 C12H15O+ 1 175.1117 -0.01
175.1482 C13H19+ 1 175.1481 0.36
177.0911 C11H13O2+ 1 177.091 0.53
177.1274 C12H17O+ 1 177.1274 -0.18
178.0778 C14H10+ 1 178.0777 0.72
178.0855 C10H12NO2+ 1 178.0863 -4.46
179.0705 C10H11O3+ 1 179.0703 1.56
179.0857 C14H11+ 1 179.0855 1.08
179.1065 C11H15O2+ 1 179.1067 -0.7
180.0935 C14H12+ 1 180.0934 0.6
180.1019 C10H14NO2+ 1 180.1019 0.25
181.0646 C13H9O+ 1 181.0648 -0.89
181.1013 C14H13+ 1 181.1012 0.68
182.0724 C13H10O+ 1 182.0726 -1.24
182.1093 C14H14+ 1 182.109 1.53
182.117 C10H16NO2+ 1 182.1176 -3.27
183.0659 C9H11O4+ 1 183.0652 3.74
183.0806 C13H11O+ 1 183.0804 1.08
183.117 C14H15+ 1 183.1168 0.73
184.0884 C13H12O+ 1 184.0883 0.78
184.1249 C14H16+ 1 184.1247 1.4
185.0962 C13H13O+ 1 185.0961 0.48
185.1327 C14H17+ 1 185.1325 1.1
186.1039 C13H14O+ 1 186.1039 -0.25
187.0603 C8H11O5+ 1 187.0601 1.18
187.0755 C12H11O2+ 1 187.0754 0.88
187.1117 C13H15O+ 1 187.1117 -0.22
187.1485 C14H19+ 1 187.1481 2.15
188.1197 C13H16O+ 1 188.1196 0.44
189.091 C12H13O2+ 1 189.091 -0.03
189.1274 C13H17O+ 1 189.1274 0.2
191.0856 C15H11+ 1 191.0855 0.28
191.1066 C12H15O2+ 1 191.1067 -0.24
191.1429 C13H19O+ 1 191.143 -0.79
192.0933 C15H12+ 1 192.0934 -0.17
192.102 C11H14NO2+ 1 192.1019 0.6
193.0868 C11H13O3+ 1 193.0859 4.76
193.1012 C15H13+ 1 193.1012 0.17
194.1092 C15H14+ 1 194.109 0.92
195.0653 C10H11O4+ 1 195.0652 0.54
195.0804 C14H11O+ 1 195.0804 -0.47
195.1169 C15H15+ 1 195.1168 0.53
196.0883 C14H12O+ 1 196.0883 0.07
196.0964 C10H14NO3+ 1 196.0968 -2.4
196.1249 C15H16+ 1 196.1247 1.42
197.0962 C14H13O+ 1 197.0961 0.55
197.1326 C15H17+ 1 197.1325 0.78
198.1042 C14H14O+ 1 198.1039 1.53
199.0753 C13H11O2+ 1 199.0754 -0.08
199.1119 C14H15O+ 1 199.1117 0.7
199.1482 C15H19+ 1 199.1481 0.52
200.1195 C14H16O+ 1 200.1196 -0.18
201.0914 C13H13O2+ 1 201.091 1.71
201.1276 C14H17O+ 1 201.1274 0.89
203.0856 C16H11+ 1 203.0855 0.41
203.1067 C13H15O2+ 1 203.1067 0.02
203.1433 C14H19O+ 1 203.143 1.47
204.0936 C16H12+ 1 204.0934 1.41
205.0859 C12H13O3+ 1 205.0859 -0.2
205.1014 C16H13+ 1 205.1012 1.14
205.1221 C13H17O2+ 1 205.1223 -1.2
206.1091 C16H14+ 1 206.109 0.57
207.1171 C16H15+ 1 207.1168 1.22
208.0883 C15H12O+ 1 208.0883 0.21
208.0969 C11H14NO3+ 1 208.0968 0.24
208.125 C16H16+ 1 208.1247 1.48
209.0963 C15H13O+ 1 209.0961 1.05
209.1325 C16H17+ 1 209.1325 0.11
210.104 C15H14O+ 1 210.1039 0.3
210.1127 C11H16NO3+ 1 210.1125 1.29
211.1119 C15H15O+ 1 211.1117 0.85
211.1484 C16H19+ 1 211.1481 1.15
212.1198 C15H16O+ 1 212.1196 0.91
213.0917 C14H13O2+ 1 213.091 3.07
213.1273 C15H17O+ 1 213.1274 -0.34
213.1639 C16H21+ 1 213.1638 0.81
214.1354 C15H18O+ 1 214.1352 1.04
215.0856 C17H11+ 1 215.0855 0.2
215.1068 C14H15O2+ 1 215.1067 0.85
215.1431 C15H19O+ 1 215.143 0.27
216.0935 C17H12+ 1 216.0934 0.78
217.0854 C13H13O3+ 1 217.0859 -2.31
217.1015 C17H13+ 1 217.1012 1.53
217.158 C15H21O+ 1 217.1587 -3.14
218.1089 C17H14+ 1 218.109 -0.24
219.1171 C17H15+ 1 219.1168 1.25
220.0881 C16H12O+ 1 220.0883 -0.62
220.0971 C12H14NO3+ 1 220.0968 1.27
220.1247 C17H16+ 1 220.1247 0.08
221.0961 C16H13O+ 1 221.0961 0.17
221.1329 C17H17+ 1 221.1325 2
221.1542 C14H21O2+ 1 221.1536 2.68
222.1039 C16H14O+ 1 222.1039 -0.03
222.1405 C17H18+ 1 222.1403 1.12
223.0751 C15H11O2+ 1 223.0754 -1.19
223.1121 C16H15O+ 1 223.1117 1.79
223.1482 C17H19+ 1 223.1481 0.51
224.1197 C16H16O+ 1 224.1196 0.64
225.1276 C16H17O+ 1 225.1274 0.93
225.1638 C17H21+ 1 225.1638 0.06
226.135 C16H18O+ 1 226.1352 -1
227.1067 C15H15O2+ 1 227.1067 0.11
227.1434 C16H19O+ 1 227.143 1.4
227.1791 C17H23+ 1 227.1794 -1.22
229.1019 C18H13+ 1 229.1012 3.07
229.1224 C15H17O2+ 1 229.1223 0.28
229.1591 C16H21O+ 1 229.1587 1.91
231.1171 C18H15+ 1 231.1168 1.18
231.1379 C15H19O2+ 1 231.138 -0.33
232.1244 C18H16+ 1 232.1247 -1.17
233.0965 C17H13O+ 1 233.0961 1.84
233.1326 C18H17+ 1 233.1325 0.48
234.1134 C13H16NO3+ 1 234.1125 3.8
234.1404 C18H18+ 1 234.1403 0.29
235.112 C17H15O+ 1 235.1117 0.93
235.1483 C18H19+ 1 235.1481 0.69
236.1197 C17H16O+ 1 236.1196 0.44
237.1274 C17H17O+ 1 237.1274 -0.18
237.1636 C18H21+ 1 237.1638 -0.75
239.1065 C16H15O2+ 1 239.1067 -0.82
239.143 C17H19O+ 1 239.143 -0.09
240.1499 C17H20O+ 1 240.1509 -3.82
241.1229 C16H17O2+ 1 241.1223 2.63
241.1587 C17H21O+ 1 241.1587 -0.09
243.1379 C16H19O2+ 1 243.138 -0.15
245.132 C19H17+ 1 245.1325 -1.82
247.148 C19H19+ 1 247.1481 -0.39
249.1276 C18H17O+ 1 249.1274 0.84
249.1643 C19H21+ 1 249.1638 2.02
250.1355 C18H18O+ 1 250.1352 1.25
251.143 C18H19O+ 1 251.143 -0.25
251.179 C19H23+ 1 251.1794 -1.66
253.1221 C17H17O2+ 1 253.1223 -1.01
255.1748 C18H23O+ 1 255.1743 1.76
257.1326 C20H17+ 1 257.1325 0.6
261.1632 C20H21+ 1 261.1638 -2.36
265.1587 C19H21O+ 1 265.1587 -0.04
275.1806 C21H23+ 1 275.1794 4.3
283.1684 C19H23O2+ 1 283.1693 -2.95
293.1524 C20H21O2+ 1 293.1536 -4.15
PK$NUM_PEAK: 304
PK$PEAK: m/z int. rel.int.
56.0495 17883.3 52
57.0335 3182.8 9
57.0699 1528.3 4
59.0492 5502.5 16
65.0386 12392.1 36
67.0543 82943.6 242
69.0335 92173.9 269
69.0699 25878.7 75
70.0651 864.2 2
71.0128 11942.5 34
71.0492 16688.6 48
73.0648 1260.8 3
74.0965 2730.3 7
75.0439 581.8 1
77.0386 3078.4 8
78.0463 1388.3 4
79.0542 106616.1 311
80.0496 903.5 2
81.0335 9427.4 27
81.0699 71442.9 208
82.0288 2961.6 8
82.0651 14037.7 40
83.0492 21829.3 63
83.0856 3548.2 10
84.0808 342243.5 999
85.0285 3279 9
85.0648 33503.2 97
87.0442 942.6 2
91.0543 155620.6 454
93.07 134027.4 391
94.0414 1216.6 3
94.0778 2753.6 8
95.0492 65484.8 191
95.0856 63149.3 184
96.0808 1057.3 3
97.0649 21828.3 63
99.0441 2984.2 8
99.0805 4374.1 12
101.0599 1446.8 4
103.0543 7998.5 23
104.062 1027.2 2
105.0448 10411.7 30
105.07 154541.3 451
106.0777 1022.9 2
107.0492 17348.7 50
107.0856 117774.9 343
108.0571 2809.6 8
109.0285 267933.8 782
109.0649 52999.9 154
109.1013 17636 51
110.0601 15264.1 44
110.0724 1031.4 3
110.0965 858.1 2
111.0441 8108.9 23
111.0805 39629.4 115
112.0758 1057.9 3
113.0596 5059.3 14
115.0543 14441.3 42
116.062 6736.1 19
117.0699 42549.6 124
118.0778 885 2
119.0493 7698 22
119.0856 128567.4 375
120.0936 1079.7 3
121.0285 2309.9 6
121.0649 40531.1 118
121.1013 22799.7 66
123.0441 25787.6 75
123.0805 22133.2 64
124.0522 823.2 2
124.1122 1158.4 3
125.0598 13719.7 40
125.0963 3929.2 11
127.0389 1160.9 3
127.0759 827.1 2
128.0623 40027.6 116
128.0707 91923.3 268
129.0699 58964 172
130.0782 13350.1 38
130.0864 39164.1 114
131.0856 73228.5 213
132.0566 725.6 2
132.0935 2424.3 7
133.0649 15798.5 46
133.1013 57821.9 168
134.0727 2265.6 6
135.044 11460.1 33
135.0805 31147.1 90
135.1168 11187 32
136.1121 8652.2 25
137.0235 1280.7 3
137.0598 16187 47
137.0963 6115.3 17
137.133 902.3 2
139.0391 5532.3 16
139.0754 4783.9 13
139.112 749.9 2
141.0548 1413.8 4
141.07 19357.1 56
141.0909 1512.8 4
142.0778 36148.8 105
143.0857 101988.3 297
144.0573 1062.3 3
144.0934 13971.3 40
145.0649 9432.7 27
145.1013 79208.3 231
146.0727 6260.9 18
146.1095 1316.8 3
147.0805 32611.8 95
147.1169 20800.6 60
148.0885 4630 13
149.0235 1391.4 4
149.0597 10935.4 31
149.0962 13878.4 40
149.1327 939.3 2
150.0913 876.5 2
151.0393 2404.5 7
151.0755 6873.9 20
151.112 3974.1 11
152.1071 18872.9 55
153.0549 6507.2 18
153.07 8388.7 24
153.091 875.8 2
154.0777 7750 22
155.034 5344.9 15
155.0606 3691.7 10
155.0856 32872.8 95
156.0935 41188.9 120
157.0648 6767.7 19
157.1013 56581.9 165
158.0728 5626 16
158.109 9130.3 26
159.0805 18141.8 52
159.1169 35105.4 102
160.0885 3305.7 9
160.1247 1558 4
161.0598 2921.4 8
161.0962 28616.1 83
161.1326 19054.3 55
162.1037 1186.6 3
163.0754 6698.9 19
163.1118 8531.9 24
164.1071 3360.9 9
165.055 6910.2 20
165.0699 15832.4 46
165.091 2948.4 8
166.0778 6086.7 17
167.0703 1361.3 3
167.0856 15564 45
168.0934 15067.7 43
169.0497 4024.8 11
169.0653 2831.2 8
169.1012 27136.6 79
170.073 675 1
170.1091 13215 38
171.0805 11823.1 34
171.1169 43149 125
172.0883 7105.8 20
172.1246 1458.7 4
173.0962 16880.8 49
173.1326 14740.4 43
174.0677 833.5 2
174.1042 4629.7 13
175.0755 16132.6 47
175.1117 10547.1 30
175.1482 2516.6 7
177.0911 3609.2 10
177.1274 1379.6 4
178.0778 3782.7 11
178.0855 582.6 1
179.0705 1508.9 4
179.0857 12488.5 36
179.1065 1007.4 2
180.0935 10275.1 29
180.1019 5658.8 16
181.0646 2694.7 7
181.1013 16694.8 48
182.0724 704.5 2
182.1093 9420 27
182.117 1888.1 5
183.0659 1482.3 4
183.0806 8217 23
183.117 27901.5 81
184.0884 2797.1 8
184.1249 4062 11
185.0962 15379.4 44
185.1327 23370.2 68
186.1039 4755.4 13
187.0603 5297.2 15
187.0755 3126.6 9
187.1117 12069 35
187.1485 2648.2 7
188.1197 1338.5 3
189.091 6607.1 19
189.1274 9463.9 27
191.0856 3429.6 10
191.1066 1336.2 3
191.1429 1215.2 3
192.0933 8494.6 24
192.102 16370 47
193.0868 1022.6 2
193.1012 14863.8 43
194.1092 7730.9 22
195.0653 1178.7 3
195.0804 4983.5 14
195.1169 21124.6 61
196.0883 4425 12
196.0964 733.5 2
196.1249 6512.7 19
197.0962 7973.3 23
197.1326 12312.7 35
198.1042 7380.6 21
199.0753 1521.6 4
199.1119 10607.7 30
199.1482 3572.1 10
200.1195 896.1 2
201.0914 2973.8 8
201.1276 7175.3 20
203.0856 1215.4 3
203.1067 1054.6 3
203.1433 5301.5 15
204.0936 2794.5 8
205.0859 960.8 2
205.1014 7339 21
205.1221 693.6 2
206.1091 5988.5 17
207.1171 12406.3 36
208.0883 3264.8 9
208.0969 2130.6 6
208.125 4167.3 12
209.0963 8121.3 23
209.1325 7450.7 21
210.104 3192.9 9
210.1127 4201.9 12
211.1119 10126.5 29
211.1484 4219.9 12
212.1198 2872.3 8
213.0917 688.4 2
213.1273 9434.5 27
213.1639 731.8 2
214.1354 994.8 2
215.0856 801.9 2
215.1068 3103.4 9
215.1431 3090.2 9
216.0935 878.5 2
217.0854 957.5 2
217.1015 4320.2 12
217.158 975.6 2
218.1089 1446.3 4
219.1171 6418.3 18
220.0881 719.4 2
220.0971 6151.6 17
220.1247 1314.6 3
221.0961 3037.4 8
221.1329 6459.7 18
221.1542 1123.8 3
222.1039 1534.4 4
222.1405 2977.7 8
223.0751 979.8 2
223.1121 5305.2 15
223.1482 3305.9 9
224.1197 2499 7
225.1276 5696.5 16
225.1638 1423.4 4
226.135 1452.9 4
227.1067 2983.2 8
227.1434 3152.1 9
227.1791 1189.2 3
229.1019 1308.4 3
229.1224 3360 9
229.1591 1289.8 3
231.1171 2979.5 8
231.1379 765.1 2
232.1244 3761.8 10
233.0965 1002.5 2
233.1326 3931.2 11
234.1134 1325.8 3
234.1404 2709.1 7
235.112 3914 11
235.1483 1455.5 4
236.1197 1279.4 3
237.1274 3391.6 9
237.1636 2960.5 8
239.1065 3027 8
239.143 1325.2 3
240.1499 637.6 1
241.1229 1061.1 3
241.1587 990.1 2
243.1379 1077.5 3
245.132 720.1 2
247.148 2569.7 7
249.1276 1408.2 4
249.1643 826 2
250.1355 1339.4 3
251.143 967.2 2
251.179 724 2
253.1221 824.6 2
255.1748 1558.3 4
257.1326 1321.2 3
261.1632 820.6 2
265.1587 1440 4
275.1806 816.5 2
283.1684 870.2 2
293.1524 822.3 2
//
