ACCESSION: MSBNK-AAFC-AC000823
RECORD_TITLE: Andrastin D; LC-ESI-ITFT; MS2; CE: 55; 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 55(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$FOCUSED_ION: BASE_PEAK 83.0134
MS$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$SPLASH: splash10-0a59-2900000000-f6351e321850a84f38ab
PK$ANNOTATION: m/z tentative_formula mass_error(ppm)
79.0549 C6H7+ 8.4
81.0705 C6H9+ 7.55
83.0134 C4H3O2+ 7.81
83.0498 C5H7O1+ 7.87
83.0862 C6H11+ 7.94
85.029 C4H5O2+ 7.01
85.0654 C5H9O1+ 7.08
91.0547 C7H7+ 5.1
93.0704 C7H9+ 5.5
95.0496 C6H7O1+ 4.78
95.086 C7H11+ 4.84
97.0654 C6H9O1+ 6.2
105.0703 C8H9+ 3.92
107.0859 C8H11+ 3.36
109.0652 C7H9O1+ 3.69
109.1015 C8H13+ 2.82
111.0809 C7H11O1+ 4.05
117.07 C9H9+ 0.96
119.0858 C9H11+ 2.18
121.0652 C8H9O1+ 3.32
121.1014 C9H13+ 1.72
123.0446 C7H7O2+ 4.42
123.0807 C8H11O1+ 2.03
123.117 C9H15+ 1.27
125.0598 C7H9O2+ 0.74
125.0962 C8H13O1+ 0.78
129.0699 C10H9+ 0.09
130.078 C10H10+ 2.2
131.0856 C10H11+ 0.46
133.0649 C9H9O1+ 0.77
133.1012 C10H13+ 0.06
135.0446 C8H7O2+ 4.03
135.0805 C9H11O1+ 0.37
135.1168 C10H15+ -0.33
137.0961 C9H13O1+ -0.01
142.0772 C11H10+ -3.62
143.0854 C11H11+ -0.98
144.0935 C11H12+ 0.93
145.1012 C11H13+ 0.06
147.0806 C10H11O1+ 1.02
147.1169 C11H15+ 0.38
149.0599 C9H9O2+ 1.29
149.0961 C10H13O1+ -0.01
149.1325 C11H17+ 0.03
151.0389 C8H7O3+ -0.44
151.075 C9H11O2+ -2.38
151.1116 C10H15O1+ -1.02
153.0547 C8H9O3+ 0.54
156.0935 C12H12+ 0.86
157.1011 C12H13+ -0.59
158.109 C12H14+ -0.11
159.0803 C11H11O1+ -0.94
159.1168 C12H15+ -0.28
161.0597 C10H9O2+ -0.05
161.0962 C11H13O1+ 0.61
161.1324 C12H17+ -0.6
163.0756 C10H11O2+ 1.47
163.1117 C11H15O1+ -0.33
163.1479 C12H19+ -1.52
165.0911 C10H13O2+ 0.53
165.1275 C11H17O1+ 0.57
169.0495 C8H9O4+ -0.17
169.1008 C13H13+ -2.32
170.1086 C13H14+ -2.46
171.08 C12H11O1+ -2.63
171.1168 C13H15+ -0.26
173.0961 C12H13O1+ -0.01
173.1324 C13H17+ -0.55
174.1041 C12H14O1+ 0.99
175.0752 C11H11O2+ -0.91
175.1117 C12H15O1+ -0.31
175.1479 C13H19+ -1.42
177.0547 C10H9O3+ 0.46
177.0907 C11H13O2+ -1.76
177.1272 C12H17O1+ -1.16
179.0702 C10H11O3+ -0.39
183.1167 C14H15+ -0.79
185.0963 C13H13O1+ 1.07
185.1324 C14H17+ -0.52
187.1122 C13H15O1+ 2.38
187.148 C14H19+ -0.79
189.0912 C12H13O2+ 0.99
189.1272 C13H17O1+ -1.09
191.1069 C12H15O2+ 1.23
191.1424 C13H19O1+ -3.44
193.0857 C11H13O3+ -1.15
197.1318 C15H17+ -3.53
199.1112 C14H15O1+ -2.78
199.1482 C15H19+ 0.26
201.0906 C13H13O2+ -2.05
201.1275 C14H17O1+ 0.47
202.0986 C13H14O2+ -1.18
203.1066 C13H15O2+ -0.32
203.1433 C14H19O1+ 1.19
205.1222 C13H17O2+ -0.57
207.0642 C11H11O4+ -4.73
213.1277 C15H17O1+ 1.38
215.1064 C14H15O2+ -1.23
217.122 C14H17O2+ -1.46
227.1795 C17H23+ 0.21
245.1906 C17H25O1+ 2.39
PK$NUM_PEAK: 109
PK$PEAK: m/z int. rel.int.
55.0551 39210.61328125 53
56.9657 62529.6484375 86
57.0708 25041.1796875 33
67.055 175479.78125 244
69.0343 48241.79296875 66
69.0706 192457.09375 267
79.0542 137599.75 191
81.0699 269271.40625 375
83.0128 716083.5 999
83.0491 78839.875 109
83.0855 83212.6328125 115
85.0284 40637.40234375 55
85.0648 24707.7421875 33
91.0542 199242.296875 277
93.0699 324911.78125 452
95.0491 227959.984375 317
95.0855 301896.21875 420
97.0648 58141.27734375 80
105.0699 367282.8125 511
107.0855 594783.1875 829
109.0648 94533.03125 131
109.1012 290420.875 404
111.0804 39055.46875 53
117.0699 67631.2890625 93
119.0855 575797.0 803
121.0648 89358.984375 123
121.1012 563048.125 785
123.0441 54948.8984375 75
123.0804 133211.0 185
123.1168 175536.171875 244
125.0597 31364.53515625 42
125.0961 26193.013671875 35
129.0699 38972.78125 53
130.0777 31594.07421875 43
131.0855 172520.640625 239
133.0648 23885.591796875 32
133.1012 553868.625 772
135.0441 27754.111328125 37
135.0804 169514.296875 235
135.1168 298594.5 415
137.0961 128730.6328125 178
139.0069 27433.599609375 37
142.0777 30400.515625 41
143.0855 97389.234375 135
144.0934 41984.31640625 57
145.1012 298125.125 415
147.0804 104923.0859375 145
147.1168 213761.21875 297
149.0597 49387.84765625 67
149.0961 186984.734375 260
149.1325 65314.4375 90
151.039 294609.21875 410
151.0754 67876.328125 93
151.1118 96418.59375 133
153.0546 29764.478515625 40
156.0934 71063.0078125 98
157.0174 24876.3671875 33
157.1012 157009.5 218
158.109 44778.78515625 61
159.0804 33682.55078125 46
159.1168 328432.96875 457
161.0597 23333.10546875 31
161.0961 104843.0390625 145
161.1325 186505.015625 259
163.0754 38182.8046875 52
163.1118 313534.0625 436
163.1481 44425.0546875 61
165.091 56241.9375 77
165.1274 98823.84375 137
169.0495 114878.8359375 159
169.1012 34835.98828125 47
170.109 43093.546875 59
171.0804 25078.13671875 34
171.1168 193481.453125 269
173.0961 61653.89453125 85
173.1325 149006.46875 207
174.1039 31464.783203125 42
175.0754 63744.77734375 88
175.1118 118520.8828125 164
175.1481 39723.26171875 54
177.0546 37624.44921875 51
177.091 66894.3359375 92
177.1274 77559.4375 107
179.0703 295784.75 412
183.1168 42945.26953125 58
185.0961 24772.40625 33
185.1325 104920.9765625 145
187.1118 40163.46484375 55
187.1481 79503.8671875 110
189.091 66587.5234375 91
189.1274 122585.4453125 170
191.1067 43902.92578125 60
191.1431 29581.6953125 40
193.0859 33115.19140625 45
197.1325 50258.3671875 69
199.1118 34793.53515625 47
199.1481 36924.23828125 50
201.091 28230.73046875 38
201.1274 32417.62890625 44
202.0988 80097.5625 110
203.1067 44135.25 60
203.1431 32940.91796875 45
205.1223 55104.09765625 75
207.0652 32732.984375 44
213.1274 26214.158203125 35
215.1067 30532.015625 41
217.1223 80326.5859375 111
227.1795 35638.43359375 48
245.19 24170.974609375 32
//
