ACCESSION: MSBNK-AAFC-AC000821
RECORD_TITLE: Andrastin D; LC-ESI-ITFT; MS2; CE: 30; R=17500; [M+H]+
DATE: 2017.07.07
AUTHORS: Megan J. Kelman, Justin B. Renaud, Mark W. Sumarah, Agriculture and Agri-Food Canada
LICENSE: CC BY-SA
COPYRIGHT: Copyright (C) 2017
PUBLICATION: Visagie, C. M.; Renaud, J. B.; Burgess, K. M. N.; Malloch, D. W.; Clark, D.; Ketch, L.; Urb, M.; Louis-Seize, G.; Assabgui, R.; Sumarah, M. W.; et al. Fifteen New Species of Penicillium. Persoonia - Molecular Phylogeny and Evolution of Fungi 2016, 36 (1), 247–80. DOI:10.3767/003158516x691627
COMMENT: CONFIDENCE Penicillium bissettii
CH$NAME: Andrastin D
CH$NAME: methyl (5S,8S,9S,10R,13R,14R)-17-hydroxy-4,4,8,10,12,13,16-heptamethyl-3,15-dioxo-1,2,5,6,7,9-hexahydrocyclopenta[a]phenanthrene-14-carboxylate
CH$COMPOUND_CLASS: Natural Product; Fungal metabolite
CH$FORMULA: C26H36O5
CH$EXACT_MASS: 428.25629
CH$SMILES: CC1=C[C@H]2[C@@]3(CCC(=O)C([C@H]3CC[C@@]2([C@]4([C@@]1(C(=C(C4=O)C)O)C)C(=O)OC)C)(C)C)C
CH$IUPAC: InChI=1S/C26H36O5/c1-14-13-17-23(5)11-10-18(27)22(3,4)16(23)9-12-24(17,6)26(21(30)31-8)20(29)15(2)19(28)25(14,26)7/h13,16-17,28H,9-12H2,1-8H3/t16-,17+,23-,24+,25+,26-/m1/s1
CH$LINK: INCHIKEY
SMUNNMAWNRFDPB-UWWAQUNASA-N
CH$LINK: PUBCHEM
CID:10477690
CH$LINK: CHEMSPIDER
8653099
CH$LINK: KNAPSACK
C00016286
CH$LINK: COMPTOX
DTXSID80894025
AC$INSTRUMENT: Q-Exactive Orbitrap Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-ITFT
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: IONIZATION_VOLTAGE 3.9 kV
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 30(NCE)
AC$MASS_SPECTROMETRY: RESOLUTION 17500
AC$CHROMATOGRAPHY: COLUMN_NAME Agilent RRHD Eclipse 50 x 2 mm, 1.8 uM
AC$CHROMATOGRAPHY: FLOW_GRADIENT 100:0 at 0 min, 100:0 at 0.5 min, 0:100 at 3.5 min, 0:100 at 5.5 min, 100:0 at 7 min
AC$CHROMATOGRAPHY: FLOW_RATE 0.3 mL min-1
AC$CHROMATOGRAPHY: RETENTION_TIME 3.95
AC$CHROMATOGRAPHY: NAPS_RTI 1400
AC$CHROMATOGRAPHY: SOLVENT A H2O 0.1% FA
AC$CHROMATOGRAPHY: SOLVENT B ACN 0.1% FA
MS$FOCUSED_ION: BASE_PEAK 397.2371
MS$FOCUSED_ION: PRECURSOR_M/Z 429.263
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$DATA_PROCESSING: DEPROFILE Proteowizard
MS$DATA_PROCESSING: RECALIBRATE based on Fragment ion formula determination
MS$DATA_PROCESSING: INTENSITY CUTOFF 0.05 Base Peak
PK$SPLASH: splash10-00mk-0952000000-75b66315306384be6c1f
PK$ANNOTATION: m/z tentative_formula mass_error(ppm)
79.0549 C6H7+ 8.4
81.0706 C6H9+ 8.78
83.0133 C4H3O2+ 6.6
83.0497 C5H7O1+ 6.67
83.0861 C6H11+ 6.74
93.0704 C7H9+ 5.5
95.086 C7H11+ 4.84
97.065 C6H9O1+ 2.08
97.1019 C7H13+ 7.29
99.081 C6H11O1+ 5.55
105.0702 C8H9+ 2.97
107.0859 C8H11+ 3.36
109.0651 C7H9O1+ 2.77
109.1015 C8H13+ 2.82
111.0807 C7H11O1+ 2.25
111.1171 C8H15+ 2.3
113.0963 C7H13O1+ 1.75
119.0857 C9H11+ 1.34
121.065 C8H9O1+ 1.67
121.1014 C9H13+ 1.72
123.0807 C8H11O1+ 2.03
123.117 C9H15+ 1.27
125.0961 C8H13O1+ -0.02
127.1119 C8H15O1+ 1.15
131.0858 C10H11+ 1.98
133.1012 C10H13+ 0.06
135.0807 C9H11O1+ 1.85
135.1169 C10H15+ 0.41
137.0961 C9H13O1+ -0.01
139.1116 C9H15O1+ -1.11
145.1011 C11H13+ -0.63
147.0802 C10H11O1+ -1.7
147.1168 C11H15+ -0.3
149.0962 C10H13O1+ 0.66
149.1327 C11H17+ 1.37
151.039 C8H7O3+ 0.23
151.1117 C10H15O1+ -0.36
153.0548 C8H9O3+ 1.19
157.1012 C12H13+ 0.05
159.1168 C12H15+ -0.28
161.0959 C11H13O1+ -1.25
161.1323 C12H17+ -1.22
163.0752 C10H11O2+ -0.98
163.1117 C11H15O1+ -0.33
163.1482 C12H19+ 0.32
165.0914 C10H13O2+ 2.35
165.1274 C11H17O1+ -0.04
169.0495 C8H9O4+ -0.17
171.1167 C13H15+ -0.84
173.0961 C12H13O1+ -0.01
173.1326 C13H17+ 0.6
175.1116 C12H15O1+ -0.88
175.1479 C13H19+ -1.42
177.091 C11H13O2+ -0.07
177.1272 C12H17O1+ -1.16
177.1632 C13H21+ -3.39
179.0702 C10H11O3+ -0.39
179.1067 C11H15O2+ 0.2
179.1429 C12H19O1+ -0.88
183.0652 C9H11O4+ 0.11
185.1325 C14H17+ 0.02
187.1118 C13H15O1+ 0.25
187.1482 C14H19+ 0.28
189.0912 C12H13O2+ 0.99
189.1273 C13H17O1+ -0.56
191.0708 C11H11O3+ 2.77
191.1067 C12H15O2+ 0.19
191.143 C13H19O1+ -0.3
191.1791 C14H23+ -1.84
193.086 C11H13O3+ 0.4
193.1228 C12H17O2+ 2.51
193.1583 C13H21O1+ -2.12
195.1018 C11H15O3+ 1.16
199.1113 C14H15O1+ -2.28
199.148 C15H19+ -0.74
201.1275 C14H17O1+ 0.47
201.1637 C15H21+ -0.5
203.1067 C13H15O2+ 0.18
203.1429 C14H19O1+ -0.78
203.1791 C15H23+ -1.73
205.0858 C12H13O3+ -0.59
205.1226 C13H17O2+ 1.38
205.1586 C14H21O1+ -0.54
207.0654 C11H11O4+ 1.06
207.1014 C12H15O3+ -0.84
207.1381 C13H19O2+ 0.64
209.1525 C13H21O2+ -5.35
211.0964 C11H15O4+ -0.4
213.1636 C16H21+ -0.94
215.1067 C14H15O2+ 0.17
217.1222 C14H17O2+ -0.53
217.1579 C15H21O1+ -3.73
217.1952 C16H25+ 0.44
219.1013 C13H15O3+ -1.25
219.1376 C14H19O2+ -1.68
219.1739 C15H23O1+ -2.11
221.1172 C13H17O3+ -0.12
223.0956 C12H15O4+ -3.96
225.1112 C12H17O4+ -4.16
225.1637 C17H21+ -0.44
227.1793 C17H23+ -0.67
229.1222 C15H17O2+ -0.51
231.1032 C14H15O3+ 7.04
231.138 C15H19O2+ 0.14
233.1171 C14H17O3+ -0.54
233.1533 C15H21O2+ -1.37
237.1115 C13H17O4+ -2.68
241.1226 C16H17O2+ 1.18
243.1379 C16H19O2+ -0.28
243.1745 C17H23O1+ 0.57
245.1178 C15H17O3+ 2.34
245.1899 C17H25O1+ -0.46
247.1324 C15H19O3+ -1.93
247.2049 C17H27O1+ -3.1
251.1273 C14H19O4+ -1.94
257.1532 C17H21O2+ -1.63
259.1325 C16H19O3+ -1.46
261.1485 C16H21O3+ -0.11
271.1339 C17H19O3+ 3.77
271.1689 C18H23O2+ -1.37
277.1422 C16H21O4+ -4.47
281.1898 C20H25O1+ -0.76
283.1693 C19H23O2+ 0.1
285.1481 C18H21O3+ -1.51
295.1683 C20H23O2+ -3.29
295.2057 C21H27O1+ 0.12
299.1664 C19H23O3+ 7.41
309.1844 C21H25O2+ -1.69
311.1642 C20H23O3+ 0.06
313.2158 C21H29O2+ -1.37
323.1995 C22H27O2+ -3.33
323.2373 C23H31O1+ 1.02
327.2316 C22H31O2+ -0.86
333.2206 C24H29O1+ -2.15
337.2153 C23H29O2+ -2.75
341.2481 C23H33O2+ 1.66
351.2319 C24H31O2+ 0.06
355.2277 C23H31O3+ 2.56
361.2161 C25H29O2+ -0.35
369.2422 C24H33O3+ -0.66
379.2265 C25H31O3+ -0.76
397.2371 C25H33O4+ -0.63
411.2543 C26H35O4+ 3.15
PK$NUM_PEAK: 153
PK$PEAK: m/z int. rel.int.
67.055 18515.6953125 35
69.0707 61686.7265625 119
79.0542 17091.27734375 32
81.0699 50152.05078125 97
83.0128 55224.40234375 106
83.0491 27467.69140625 52
83.0855 57896.484375 112
93.0699 49749.45703125 96
95.0855 119894.84375 233
97.0648 34379.5234375 66
97.1012 39674.875 76
99.0804 34626.296875 66
105.0699 46727.73828125 90
107.0855 255835.671875 499
109.0648 17416.47265625 33
109.1012 175504.0 342
111.0804 22615.537109375 43
111.1168 35476.828125 68
113.0961 20636.953125 39
119.0855 126023.734375 245
121.0648 28585.919921875 54
121.1012 327675.5625 639
123.0804 42846.19921875 82
123.1168 122679.828125 238
125.0961 34801.87890625 67
127.1118 22981.912109375 43
131.0855 24273.302734375 46
133.1012 273233.90625 533
135.0804 78776.3046875 152
135.1168 140915.765625 274
137.0961 99589.828125 193
139.1118 23528.455078125 44
145.0765 24758.990234375 47
145.1012 104153.765625 202
147.0804 29588.859375 56
147.1168 150140.65625 292
149.0961 141546.09375 275
149.1325 58694.93359375 113
151.039 275531.03125 537
151.1118 86120.0078125 167
153.0546 28437.66796875 54
157.1012 39657.78125 76
159.1168 237762.03125 463
161.0961 51728.8828125 100
161.1325 141774.15625 276
163.0754 19331.173828125 36
163.1118 265890.40625 518
163.1481 71084.4140625 137
165.091 31603.73046875 60
165.1274 271050.34375 528
169.0174 28580.310546875 54
169.0495 120683.6015625 234
171.1168 94933.0234375 184
173.0961 20122.2890625 38
173.1325 154043.53125 300
175.1118 72915.2890625 141
175.1481 53793.9375 104
177.091 123389.1796875 240
177.1274 135633.625 264
177.1638 40563.7890625 78
179.0703 263143.46875 513
179.1067 18727.173828125 35
179.1431 27049.431640625 51
183.0652 171320.984375 333
184.0967 20210.73046875 38
185.1325 70746.484375 137
187.1118 20681.884765625 39
187.1481 199684.671875 389
189.091 73889.2421875 143
189.1274 86618.3671875 168
191.0703 24888.884765625 47
191.1067 110058.6484375 214
191.1431 127405.359375 248
191.1795 16858.544921875 31
193.0859 88349.2109375 171
193.1223 24147.275390625 46
193.1587 61233.12109375 118
195.1016 27131.529296875 52
199.1118 20021.32421875 38
199.1481 28239.47265625 54
201.1274 23210.03125 44
201.1638 85187.8828125 165
203.1067 57749.6484375 111
203.1431 55167.12109375 106
203.1795 55458.03125 107
205.0859 36107.99609375 69
205.1223 192406.46875 375
205.1587 381449.0 744
207.0652 66061.5703125 128
207.1016 97501.34375 189
207.138 16514.26171875 31
209.1536 32186.904296875 61
211.0965 268185.0 523
213.1638 20604.55078125 39
215.1067 19276.0703125 36
217.1223 273863.40625 534
217.1587 17601.0703125 33
217.1951 21186.392578125 40
219.1016 89040.3671875 173
219.138 57424.93359375 111
219.1744 51004.40234375 98
221.1172 57690.578125 111
223.0965 44872.60546875 86
225.1121 83898.109375 163
225.1638 34580.93359375 66
226.2166 19094.83203125 36
227.1795 312087.90625 609
229.1223 28011.73046875 53
231.1016 24716.369140625 47
231.138 93502.1796875 181
233.1172 27579.111328125 52
233.1536 58078.453125 112
237.1121 128003.1640625 249
241.1223 28739.18359375 55
243.138 56151.1015625 108
243.1744 41666.296875 80
245.1172 69637.5234375 135
245.19 467000.625 911
247.1329 43548.4375 84
247.2057 26202.724609375 50
251.1278 77196.5546875 149
257.1536 63026.828125 122
259.1329 63547.7109375 123
261.1485 26955.416015625 51
271.1329 23864.828125 45
271.1693 27323.16796875 52
277.1434 33269.74609375 64
281.19 17768.140625 33
282.1733 25595.484375 49
283.1693 52344.24609375 101
285.1485 16936.5 32
295.1693 22262.865234375 42
295.2057 24731.673828125 47
299.1642 25673.451171875 49
300.1835 22019.546875 42
309.1849 28159.828125 54
311.1642 20475.0703125 39
313.2162 28958.52734375 55
323.2006 26327.953125 50
323.237 25978.8203125 49
327.2319 33110.64453125 63
329.1011 17147.583984375 32
333.2213 23755.5078125 45
337.2162 27135.109375 52
341.2475 23801.376953125 45
351.2319 199654.953125 389
355.2268 46703.93359375 90
361.2162 70795.34375 137
369.2424 449076.0 876
376.2147 18677.40234375 35
379.2268 274300.34375 535
397.2374 511564.21875 999
411.253 26383.759765625 50
//
