ACCESSION: MSBNK-AAFC-AC000822
RECORD_TITLE: Andrastin D; LC-ESI-ITFT; MS2; CE: 40; 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 40(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$FOCUSED_ION: BASE_PEAK 121.1014
MS$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$SPLASH: splash10-0aw9-1920000000-75125a7bf5eb8ef02b75
PK$ANNOTATION: m/z tentative_formula mass_error(ppm)
79.0549 C6H7+ 8.4
81.0706 C6H9+ 8.78
83.0134 C4H3O2+ 7.81
83.0498 C5H7O1+ 7.87
83.0862 C6H11+ 7.94
85.0288 C4H5O2+ 4.66
85.0653 C5H9O1+ 5.9
91.0545 C7H7+ 2.9
93.0704 C7H9+ 5.5
95.0496 C6H7O1+ 4.78
95.086 C7H11+ 4.84
97.0653 C6H9O1+ 5.17
97.1017 C7H13+ 5.23
99.0808 C6H11O1+ 3.53
105.0703 C8H9+ 3.92
107.0859 C8H11+ 3.36
109.065 C7H9O1+ 1.85
109.1016 C8H13+ 3.74
111.0809 C7H11O1+ 4.05
111.117 C8H15+ 1.4
117.0701 C9H9+ 1.81
119.0857 C9H11+ 1.34
121.0651 C8H9O1+ 2.49
121.1014 C9H13+ 1.72
123.0807 C8H11O1+ 2.03
123.117 C9H15+ 1.27
125.0595 C7H9O2+ -1.66
125.0964 C8H13O1+ 2.38
127.1118 C8H15O1+ 0.36
131.0856 C10H11+ 0.46
133.1013 C10H13+ 0.81
135.0805 C9H11O1+ 0.37
135.1169 C10H15+ 0.41
137.0594 C8H9O2+ -2.25
137.0961 C9H13O1+ -0.01
137.1323 C10H17+ -1.43
139.075 C8H11O2+ -2.59
139.1119 C9H15O1+ 1.05
143.085 C11H11+ -3.77
145.1012 C11H13+ 0.06
147.0806 C10H11O1+ 1.02
147.1168 C11H15+ -0.3
149.0599 C9H9O2+ 1.29
149.0961 C10H13O1+ -0.01
149.1326 C11H17+ 0.7
151.039 C8H7O3+ 0.23
151.0755 C9H11O2+ 0.93
151.1118 C10H15O1+ 0.3
153.0548 C8H9O3+ 1.19
157.1014 C12H13+ 1.32
159.0801 C11H11O1+ -2.2
159.1168 C12H15+ -0.28
161.0962 C11H13O1+ 0.61
161.1324 C12H17+ -0.6
163.0753 C10H11O2+ -0.37
163.1117 C11H15O1+ -0.33
163.1478 C12H19+ -2.13
165.091 C10H13O2+ -0.07
165.1273 C11H17O1+ -0.64
169.0494 C8H9O4+ -0.76
169.1007 C13H13+ -2.91
171.1167 C13H15+ -0.84
173.0963 C12H13O1+ 1.14
173.1324 C13H17+ -0.55
175.0757 C11H11O2+ 1.94
175.1117 C12H15O1+ -0.31
175.1479 C13H19+ -1.42
177.0548 C10H9O3+ 1.03
177.091 C11H13O2+ -0.07
177.1275 C12H17O1+ 0.53
177.1639 C13H21+ 0.56
179.0702 C10H11O3+ -0.39
179.1063 C11H15O2+ -2.03
179.1427 C12H19O1+ -2.0
183.0653 C9H11O4+ 0.66
183.1165 C14H15+ -1.88
185.0965 C13H13O1+ 2.15
185.1323 C14H17+ -1.06
187.1121 C13H15O1+ 1.85
187.1481 C14H19+ -0.26
189.091 C12H13O2+ -0.06
189.1273 C13H17O1+ -0.56
191.0699 C11H11O3+ -1.94
191.1065 C12H15O2+ -0.86
191.1427 C13H19O1+ -1.87
193.0858 C11H13O3+ -0.63
193.1589 C13H21O1+ 0.98
197.0804 C10H13O4+ -2.19
197.1319 C15H17+ -3.02
199.1116 C14H15O1+ -0.77
199.1481 C15H19+ -0.24
201.0908 C13H13O2+ -1.05
201.1269 C14H17O1+ -2.52
201.1638 C15H21+ 0.0
202.0985 C13H14O2+ -1.67
203.1067 C13H15O2+ 0.18
203.1429 C14H19O1+ -0.78
203.1793 C15H23+ -0.75
205.0867 C12H13O3+ 3.79
205.1224 C13H17O2+ 0.41
205.1585 C14H21O1+ -1.02
207.0652 C11H11O4+ 0.1
207.1008 C12H15O3+ -3.74
211.0958 C11H15O4+ -3.24
211.1479 C16H19+ -1.17
213.1273 C15H17O1+ -0.5
215.1071 C14H15O2+ 2.03
215.1427 C15H19O1+ -1.66
217.1223 C14H17O2+ -0.07
217.1578 C15H21O1+ -4.19
217.1945 C16H25+ -2.78
219.1022 C13H15O3+ 2.86
219.1374 C14H19O2+ -2.59
219.1739 C15H23O1+ -2.11
221.1168 C13H17O3+ -1.93
223.0962 C12H15O4+ -1.27
225.1272 C16H17O1+ -0.92
225.1636 C17H21+ -0.89
227.1076 C15H15O2+ 4.12
227.1423 C16H19O1+ -3.34
227.1792 C17H23+ -1.11
229.1219 C15H17O2+ -1.82
231.1034 C14H15O3+ 7.9
231.138 C15H19O2+ 0.14
233.1165 C14H17O3+ -3.11
233.1528 C15H21O2+ -3.52
237.1109 C13H17O4+ -5.21
241.1224 C16H17O2+ 0.35
243.138 C16H19O2+ 0.13
245.1178 C15H17O3+ 2.34
245.19 C17H25O1+ -0.06
247.1327 C15H19O3+ -0.72
253.1582 C18H21O1+ -2.01
255.137 C17H19O2+ -3.79
257.1531 C17H21O2+ -2.02
259.1323 C16H19O3+ -2.23
265.1585 C19H21O1+ -0.79
271.1687 C18H23O2+ -2.11
283.17 C19H23O2+ 2.57
295.1684 C20H23O2+ -2.95
295.2054 C21H27O1+ -0.9
300.1849 C23H24+ -7.92
323.1984 C22H27O2+ -6.73
323.2372 C23H31O1+ 0.71
327.2308 C22H31O2+ -3.3
337.2158 C23H29O2+ -1.27
351.2318 C24H31O2+ -0.23
355.2266 C23H31O3+ -0.53
361.2148 C25H29O2+ -3.95
369.2422 C24H33O3+ -0.66
379.2259 C25H31O3+ -2.35
397.2366 C25H33O4+ -1.89
PK$NUM_PEAK: 160
PK$PEAK: m/z int. rel.int.
56.9656 20864.953125 38
57.0708 25623.884765625 47
67.055 63655.2734375 119
69.0342 21699.94140625 40
69.0706 151645.125 286
71.0499 28061.6953125 52
79.0542 41166.8671875 76
81.0699 147902.09375 279
83.0128 251984.015625 476
83.0491 62299.6875 117
83.0855 86461.9609375 162
85.0284 19817.3671875 36
85.0648 22137.369140625 40
91.0542 43413.5390625 81
93.0699 169227.5625 319
95.0491 58779.3046875 110
95.0855 230373.71875 435
97.0648 70148.5859375 131
97.1012 43829.0234375 82
99.0804 41770.7578125 78
105.0699 123905.8125 233
107.0855 488030.90625 923
109.0648 56685.0859375 106
109.1012 283215.65625 535
111.0804 40421.07421875 75
111.1168 18373.36328125 33
117.0699 20501.048828125 37
119.0855 300835.8125 568
121.0648 62987.37890625 118
121.1012 527790.8125 999
123.0804 100242.8359375 188
123.1168 183707.890625 347
125.0597 28778.759765625 53
125.0961 43976.921875 82
127.1118 17859.9921875 32
131.0855 91070.5703125 171
133.1012 464050.34375 878
135.0804 146733.71875 277
135.1168 302209.53125 571
137.0597 21186.619140625 39
137.0961 150481.65625 284
137.1325 34509.73046875 64
139.0754 18132.498046875 33
139.1118 18380.16015625 33
143.0855 30550.689453125 56
145.1012 238235.984375 450
147.0804 77255.4453125 145
147.1168 231665.921875 437
149.0597 24704.244140625 45
149.0961 185568.078125 350
149.1325 79253.78125 149
151.039 410734.6875 777
151.0754 37920.8984375 70
151.1118 140701.828125 265
153.0546 45797.3984375 85
157.1012 92896.2265625 175
159.0804 17025.47265625 31
159.1168 396955.90625 751
161.0961 98136.4375 184
161.1325 220807.1875 417
163.0754 37885.87890625 70
163.1118 440237.03125 833
163.1481 121960.125 230
165.091 69905.3671875 131
165.1274 248679.328125 470
169.0177 31279.22265625 58
169.0495 168789.96875 318
169.1012 17039.83203125 31
171.1168 186389.734375 352
173.0961 41529.55859375 77
173.1325 221030.46875 417
175.0754 51768.84765625 97
175.1118 125635.046875 237
175.1481 75182.203125 141
177.0546 31143.16015625 58
177.091 147617.8125 278
177.1274 131736.390625 248
177.1638 30446.8046875 56
179.0703 331965.28125 627
179.1067 24236.59765625 44
179.1431 28086.18359375 52
183.0652 60856.19921875 114
183.1168 27004.8046875 50
185.0961 18778.12890625 34
185.1325 135338.53125 255
187.1118 53883.34375 101
187.1481 205700.90625 388
189.091 103641.640625 195
189.1274 141712.453125 267
191.0703 28017.328125 52
191.1067 150321.046875 283
191.1431 91261.3203125 171
193.0859 98761.40625 186
193.1587 37651.03515625 70
197.0808 18354.232421875 33
197.1325 23552.759765625 43
199.1118 42043.7109375 78
199.1481 43853.40234375 82
201.091 26886.59765625 49
201.1274 45512.1171875 85
201.1638 51283.54296875 96
202.0988 40547.75390625 75
203.1067 76809.2109375 144
203.1431 79109.703125 148
203.1795 49435.890625 92
205.0859 45912.87890625 85
205.1223 212763.734375 402
205.1587 151840.390625 286
207.0652 84959.203125 159
207.1016 54530.36328125 102
211.0965 79952.390625 150
211.1481 24247.369140625 44
213.1274 30939.904296875 57
215.1067 37591.75390625 70
215.1431 27122.6875 50
217.1223 292673.125 553
217.1587 21028.83984375 38
217.1951 18134.751953125 33
219.1016 69963.171875 131
219.138 68790.8515625 129
219.1744 18760.76953125 34
221.1172 19861.017578125 36
223.0965 23146.826171875 42
225.1274 20680.51171875 38
225.1638 31692.650390625 59
227.1067 24722.828125 45
227.1431 21647.826171875 40
227.1795 200964.359375 379
229.1223 47265.28515625 88
231.1016 25403.2265625 47
231.138 87346.2734375 164
233.1172 19176.447265625 35
233.1536 36393.921875 67
237.1121 56475.26171875 106
241.1223 34606.5703125 64
243.138 63049.4375 118
245.1172 70080.6875 131
245.19 169232.5 319
247.1329 35329.90234375 65
253.1587 19251.8046875 35
255.138 20036.1328125 36
257.1536 52582.36328125 98
259.1329 38328.1015625 71
265.1587 18686.43359375 34
271.1693 19341.833984375 35
282.174 21428.1484375 39
283.1693 53725.01953125 100
295.1693 22307.91015625 41
295.2057 21564.044921875 39
300.1873 27634.962890625 51
323.2006 22719.1484375 42
323.237 19925.76171875 36
327.2319 21567.9453125 39
337.2162 20982.30078125 38
351.2319 54117.91015625 101
355.2268 17233.169921875 31
361.2162 22358.654296875 41
369.2424 70562.546875 132
379.2268 51342.72265625 96
397.2374 43334.296875 81
//
