MassBank Record: EQ280707



 FK-506; LC-ESI-QFT; MS2; CE: 120; R=35000; [M+H]+ 
Mass Spectrum
Chemical Structure
Generated by the Chemistry Development Kit (http://github.com/cdk) \n

ACCESSION: EQ280707
RECORD_TITLE: FK-506; LC-ESI-QFT; MS2; CE: 120; R=35000; [M+H]+
DATE: 2015.08.25
AUTHORS: Beck BDepartment of Environmental Chemistry, Eawag, Stravs MDepartment of Environmental Chemistry, Eawag, Schymanski EDepartment of Environmental Chemistry, Eawag, Singer HDepartment of Environmental Chemistry, Eawag, 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$MASS_SPECTROMETRY: COLLISION_ENERGY 120 (nominal) AC$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$SPLASH: splash10-00mo-8900000000-15b10d10a8384dc77165 PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm) 56.0495 C3H6N+ 1 56.0495 0.61 57.0335 C3H5O+ 1 57.0335 0.5 57.0699 C4H9+ 1 57.0699 0.06 59.0492 C3H7O+ 1 59.0491 0.99 63.0229 C5H3+ 1 63.0229 -0.42 65.0386 C5H5+ 1 65.0386 0.51 66.0464 C5H6+ 1 66.0464 0.43 67.0179 C4H3O+ 1 67.0178 0.58 67.0542 C5H7+ 1 67.0542 0.35 68.0257 C4H4O+ 1 68.0257 1.09 68.0496 C4H6N+ 1 68.0495 1.68 68.9971 C3HO2+ 1 68.9971 0.21 69.0335 C4H5O+ 1 69.0335 0.42 69.0574 C4H7N+ 1 69.0573 1 69.0699 C5H9+ 1 69.0699 -0.24 71.0127 C3H3O2+ 1 71.0128 -0.08 71.0491 C4H7O+ 1 71.0491 -0.72 77.0386 C6H5+ 1 77.0386 -0.35 78.0464 C6H6+ 1 78.0464 0.49 79.0542 C6H7+ 1 79.0542 0.3 80.0494 C5H6N+ 1 80.0495 -1.57 80.0621 C6H8+ 1 80.0621 1.1 81.0335 C5H5O+ 1 81.0335 0.48 81.0699 C6H9+ 1 81.0699 0.66 82.0289 C4H4NO+ 1 82.0287 2.07 82.0414 C5H6O+ 1 82.0413 0.53 82.0652 C5H8N+ 1 82.0651 0.3 83.0129 C4H3O2+ 1 83.0128 1.14 83.0492 C5H7O+ 1 83.0491 0.35 84.0808 C5H10N+ 1 84.0808 0.65 85.0284 C4H5O2+ 1 85.0284 0.05 85.0649 C5H9O+ 1 85.0648 1.04 87.0442 C4H7O2+ 1 87.0441 1.08 89.0386 C7H5+ 1 89.0386 0.04 91.0543 C7H7+ 1 91.0542 0.81 92.0621 C7H8+ 1 92.0621 0.09 93.07 C7H9+ 1 93.0699 0.89 94.0413 C6H6O+ 1 94.0413 0.25 94.0653 C6H8N+ 1 94.0651 1.43 94.0776 C7H10+ 1 94.0777 -0.76 95.0492 C6H7O+ 1 95.0491 0.72 96.057 C6H8O+ 1 96.057 0.14 97.0649 C6H9O+ 1 97.0648 1.63 102.0464 C8H6+ 1 102.0464 -0.21 103.0543 C8H7+ 1 103.0542 0.52 104.0621 C8H8+ 1 104.0621 0.37 105.0448 C6H5N2+ 1 105.0447 0.91 105.07 C8H9+ 1 105.0699 0.7 107.0491 C7H7O+ 1 107.0491 -0.76 107.0856 C8H11+ 1 107.0855 0.5 108.057 C7H8O+ 1 108.057 0.4 109.0285 C6H5O2+ 1 109.0284 0.86 109.0649 C7H9O+ 1 109.0648 0.54 110.0601 C6H8NO+ 1 110.06 0.27 111.0442 C6H7O2+ 1 111.0441 1.12 115.0543 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 0.49 119.0494 C8H7O+ 1 119.0491 1.92 119.0604 C7H7N2+ 1 119.0604 0.46 119.0856 C9H11+ 1 119.0855 0.95 121.0649 C8H9O+ 1 121.0648 0.65 122.0732 C8H10O+ 1 122.0726 4.45 126.0466 C10H6+ 1 126.0464 1.97 127.0543 C10H7+ 1 127.0542 0.89 128.0621 C10H8+ 1 128.0621 0.53 129.0699 C10H9+ 1 129.0699 0.34 130.0778 C10H10+ 1 130.0777 0.91 131.0492 C9H7O+ 1 131.0491 0.52 131.0856 C10H11+ 1 131.0855 0.48 132.057 C9H8O+ 1 132.057 0.48 133.0648 C9H9O+ 1 133.0648 -0.01 133.1014 C10H13+ 1 133.1012 1.45 135.044 C8H7O2+ 1 135.0441 -0.34 135.0804 C9H11O+ 1 135.0804 -0.08 139.0544 C11H7+ 1 139.0542 1.25 141.0699 C11H9+ 1 141.0699 0.45 142.0778 C11H10+ 1 142.0777 0.97 143.0857 C11H11+ 1 143.0855 1.21 144.057 C10H8O+ 1 144.057 -0.04 144.0933 C11H12+ 1 144.0934 -0.36 145.0649 C10H9O+ 1 145.0648 0.89 145.1012 C11H13+ 1 145.1012 0.5 146.0728 C10H10O+ 1 146.0726 1.33 147.0804 C10H11O+ 1 147.0804 -0.62 152.0622 C12H8+ 1 152.0621 0.65 153.07 C12H9+ 1 153.0699 0.81 154.0777 C12H10+ 1 154.0777 0.18 155.0605 C10H7N2+ 1 155.0604 0.49 155.0856 C12H11+ 1 155.0855 0.34 156.0936 C12H12+ 1 156.0934 1.53 157.065 C11H9O+ 1 157.0648 1.58 157.1011 C12H13+ 1 157.1012 -0.17 158.0726 C11H10O+ 1 158.0726 0.15 159.0807 C11H11O+ 1 159.0804 1.56 161.096 C11H13O+ 1 161.0961 -0.32 165.07 C13H9+ 1 165.0699 0.93 166.0778 C13H10+ 1 166.0777 0.41 167.0855 C13H11+ 1 167.0855 0.08 168.0572 C12H8O+ 1 168.057 1.33 168.0934 C13H12+ 1 168.0934 0.29 169.0646 C12H9O+ 1 169.0648 -1.01 169.101 C13H13+ 1 169.1012 -1.28 171.0806 C12H11O+ 1 171.0804 0.69 176.0621 C14H8+ 1 176.0621 0.33 177.0699 C14H9+ 1 177.0699 0.36 178.0778 C14H10+ 1 178.0777 0.78 179.0857 C14H11+ 1 179.0855 1.08 180.0933 C14H12+ 1 180.0934 -0.18 181.0649 C13H9O+ 1 181.0648 0.54 181.1015 C14H13+ 1 181.1012 1.62 182.072 C13H10O+ 1 182.0726 -3.22 183.0806 C13H11O+ 1 183.0804 0.92 189.0701 C15H9+ 1 189.0699 1.29 190.0779 C15H10+ 1 190.0777 1.25 191.0856 C15H11+ 1 191.0855 0.28 192.0935 C15H12+ 1 192.0934 0.62 193.1012 C15H13+ 1 193.1012 0.17 194.072 C14H10O+ 1 194.0726 -2.92 195.0807 C14H11O+ 1 195.0804 1.17 197.0965 C14H13O+ 1 197.0961 1.87 202.0777 C16H10+ 1 202.0777 -0.21 203.0857 C16H11+ 1 203.0855 0.95 204.093 C16H12+ 1 204.0934 -1.72 205.1012 C16H13+ 1 205.1012 0.16 209.0957 C15H13O+ 1 209.0961 -1.68 215.0857 C17H11+ 1 215.0855 0.94 216.0937 C17H12+ 1 216.0934 1.7 PK$NUM_PEAK: 129 PK$PEAK: m/z int. rel.int. 56.0495 84082.1 226 57.0335 844.5 2 57.0699 1081 2 59.0492 2377.7 6 63.0229 4808.7 12 65.0386 118862 320 66.0464 11439.5 30 67.0179 7069.7 19 67.0542 95935.9 258 68.0257 991.2 2 68.0496 1047.7 2 68.9971 3080.9 8 69.0335 12196.2 32 69.0574 2241.7 6 69.0699 4345.7 11 71.0127 10704.5 28 71.0491 5815.3 15 77.0386 27458.1 74 78.0464 16005.5 43 79.0542 148644.5 400 80.0494 1074.7 2 80.0621 2883.7 7 81.0335 22641.6 61 81.0699 22995.4 61 82.0289 790 2 82.0414 3690 9 82.0652 6260.8 16 83.0129 598 1 83.0492 5097.2 13 84.0808 158480.6 427 85.0284 929.6 2 85.0649 3717 10 87.0442 835.8 2 89.0386 3775.6 10 91.0543 370604.2 999 92.0621 5572.9 15 93.07 26701.2 71 94.0413 6549.3 17 94.0653 1344.4 3 94.0776 648.9 1 95.0492 165754.5 446 96.057 2264.9 6 97.0649 1231.3 3 102.0464 5736.5 15 103.0543 51285 138 104.0621 13031.5 35 105.0448 87409.2 235 105.07 94571.4 254 107.0491 8480.5 22 107.0856 5802.2 15 108.057 2898.8 7 109.0285 89810.3 242 109.0649 12720 34 110.0601 596.6 1 111.0442 1062.1 2 115.0543 145205.2 391 116.0621 25887.9 69 117.0699 42529.5 114 118.0778 2340.4 6 119.0494 3100.8 8 119.0604 4236.3 11 119.0856 18488.7 49 121.0649 5507.6 14 122.0732 633.1 1 126.0466 1279.9 3 127.0543 11668.5 31 128.0621 157025.9 423 129.0699 68178.9 183 130.0778 9149.2 24 131.0492 7381.7 19 131.0856 14270.7 38 132.057 3987.1 10 133.0648 3436.9 9 133.1014 831.2 2 135.044 892.1 2 135.0804 2070.8 5 139.0544 1281.3 3 141.0699 107673.4 290 142.0778 27235.1 73 143.0857 11110.3 29 144.057 3608.1 9 144.0933 1137.7 3 145.0649 16550.2 44 145.1012 1201.2 3 146.0728 946.6 2 147.0804 999 2 152.0622 31399 84 153.07 42176.8 113 154.0777 11445.2 30 155.0605 19025.8 51 155.0856 21049 56 156.0936 4853.9 13 157.065 4345.7 11 157.1011 1312.7 3 158.0726 1259.8 3 159.0807 2330.5 6 161.096 762.3 2 165.07 60308.4 162 166.0778 8614.7 23 167.0855 13163.6 35 168.0572 3140 8 168.0934 2591 6 169.0646 5321.1 14 169.101 1134.8 3 171.0806 2296 6 176.0621 1407.6 3 177.0699 3038 8 178.0778 26914.8 72 179.0857 12720.7 34 180.0933 826.6 2 181.0649 4241 11 181.1015 2282.1 6 182.072 907.7 2 183.0806 2307.2 6 189.0701 7059.7 19 190.0779 6111.4 16 191.0856 9148.2 24 192.0935 3474.8 9 193.1012 934.1 2 194.072 610 1 195.0807 2476.3 6 197.0965 856.3 2 202.0777 8208.9 22 203.0857 3386.2 9 204.093 1042.7 2 205.1012 1011.5 2 209.0957 825.9 2 215.0857 3112 8 216.0937 1229.5 3 //