ACCESSION: MSBNK-AAFC-AC000754
RECORD_TITLE: Verruculogen; 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
COMMENT: CONFIDENCE Penicillium amphipolaria
CH$NAME: Verruculogen
CH$NAME: TR toxin
CH$NAME: (5R,10S,10aR,14aS,15bS)-10,10a-dihydroxy-6-methoxy-2,2-dimethyl-5-(2-methylprop-1-en-1-yl)-1,10,10a,14,14a,15b-hexahydro-12H-3,4-dioxa-5a,11a,15a-triazacycloocta[1,2,3-lm]indeno[5,6-b]fluorene-11,15(2H,13H)-dione
CH$COMPOUND_CLASS: Natural Product; Fungal metabolite
CH$FORMULA: C27H33N3O7
CH$EXACT_MASS: 511.23184
CH$SMILES: CC(=C[C@@H]1N2C3=C(C=CC(=C3)OC)C4=C2[C@H](CC(OO1)(C)C)N5C(=O)[C@@H]6CCCN6C(=O)[C@@]5([C@H]4O)O)C
CH$IUPAC: InChI=1S/C27H33N3O7/c1-14(2)11-20-29-18-12-15(35-5)8-9-16(18)21-22(29)19(13-26(3,4)37-36-20)30-24(32)17-7-6-10-28(17)25(33)27(30,34)23(21)31/h8-9,11-12,17,19-20,23,31,34H,6-7,10,13H2,1-5H3/t17-,19-,20+,23-,27+/m0/s1
CH$LINK: INCHIKEY
LRXYHMMJJCTUMY-GWXUGYLUSA-N
CH$LINK: PUBCHEM
CID:13887805
CH$LINK: CHEMSPIDER
10405461
CH$LINK: KNAPSACK
C00011299
CH$LINK: COMPTOX
DTXSID30894030
AC$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 3.77
AC$CHROMATOGRAPHY: NAPS_RTI 1288
AC$CHROMATOGRAPHY: SOLVENT A H2O 0.1% FA
AC$CHROMATOGRAPHY: SOLVENT B ACN 0.1% FA
MS$FOCUSED_ION: BASE_PEAK 198.0911
MS$FOCUSED_ION: PRECURSOR_M/Z 512.2386
MS$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: splash10-006t-1694000000-9c0df8887972d6872e14
PK$ANNOTATION: m/z tentative_formula mass_error(ppm)
70.0658 C4H8N1+ 9.53
125.071 C6H9N2O1+ 0.5
141.0657 C6H9N2O2+ -1.05
148.0756 C9H10N1O1+ -0.63
153.0655 C7H9N2O2+ -2.27
154.0497 C7H8N1O3+ -1.05
160.0756 C10H10N1O1+ -0.59
169.0608 C7H9N2O3+ 0.25
172.0755 C11H10N1O1+ -1.13
174.0911 C11H12N1O1+ -1.41
176.0701 C10H10N1O2+ -2.86
184.076 C12H10N1O1+ 1.66
188.0703 C11H10N1O2+ -1.62
189.1016 C11H13N2O1+ -3.39
190.0863 C11H12N1O2+ 0.23
191.0575 C10H9N1O3+ -0.98
192.0614 C5H10N3O5+ -0.39
197.0833 C13H11N1O1+ -1.12
198.0911 C13H12N1O1+ -1.24
199.086 C12H11N2O1+ -2.96
200.0705 C12H10N1O2+ -0.52
200.1069 C13H14N1O1+ -0.49
201.0788 C12H11N1O2+ 1.84
202.0507 C11H8N1O3+ 4.15
202.0857 C12H12N1O2+ -2.75
202.1222 C13H16N1O1+ -2.23
210.091 C14H12N1O1+ -1.65
211.0851 C10H13N1O4+ 5.68
212.1068 C14H14N1O1+ -0.93
213.0647 C12H9N2O2+ -5.39
217.0968 C12H13N2O2+ -1.62
227.0807 C13H11N2O2+ -3.52
228.1026 C14H14N1O2+ 3.03
230.0836 C16H10N2+ -1.1
230.1171 C14H16N1O2+ -2.0
231.0768 C12H11N2O3+ 1.69
240.1015 C15H14N1O2+ -1.7
241.0603 C13H9N2O3+ -1.9
242.1172 C15H16N1O2+ -1.49
245.091 C13H13N2O3+ -4.33
253.096 C15H13N2O2+ -4.55
255.076 C14H11N2O3+ -1.61
259.0708 C13H11N2O4+ -2.01
267.1122 C16H15N2O2+ -2.26
273.0865 C14H13N2O4+ -1.73
281.0912 C16H13N2O3+ -3.07
285.1225 C16H17N2O3+ -3.04
294.1237 C17H16N3O2+ 0.0
295.1047 C14H17N1O6+ -1.1
296.1381 C17H18N3O2+ -4.23
297.1219 C14H19N1O6+ 4.11
303.1333 C16H19N2O4+ -2.07
306.1231 C18H16N3O2+ -1.96
310.1177 C17H16N3O3+ -2.93
313.1174 C17H17N2O4+ -2.8
321.1061 C15H17N2O6+ -6.22
322.1126 C22H14N2O1+ 7.86
323.1258 C18H17N3O3+ -1.97
324.1335 C18H18N3O3+ -2.35
338.1123 C18H16N3O4+ -3.61
352.1284 C19H18N3O4+ -2.19
370.1391 C19H20N3O5+ -1.71
372.1183 C18H18N3O6+ -1.86
379.0436 C18H9N3O7+ 0.35
397.0555 C23H11N1O6+ -6.47
PK$NUM_PEAK: 65
PK$PEAK: m/z int. rel.int.
70.0651 713812.9375 726
125.0709 41639.18359375 41
141.0658 48022.5 47
148.0757 48402.80078125 48
153.0658 69546.265625 69
154.0499 32928.0703125 32
160.0757 76437.71875 76
169.0608 54181.0546875 54
172.0757 132201.09375 133
174.0913 110522.3359375 111
176.0706 79821.0625 80
184.0757 67495.4921875 67
188.0706 102609.90625 103
189.1022 39252.82421875 39
190.0863 35251.12890625 34
191.0577 61467.25390625 61
192.0615 38170.23828125 37
197.0835 60543.51171875 60
198.0913 980568.1875 999
199.0866 384762.4375 391
200.0706 68538.046875 68
200.107 60632.05859375 60
201.0784 42042.42578125 41
202.0499 35830.3984375 35
202.0863 168878.34375 171
202.1226 186981.71875 189
210.0913 76339.609375 76
211.0839 58198.015625 58
212.107 40167.4765625 39
213.0658 96767.3984375 97
217.0972 92077.21875 92
227.0815 428496.625 435
228.1019 68379.3984375 68
230.0839 35820.3203125 35
230.1176 251508.984375 255
231.0764 34318.56640625 33
240.1019 207774.75 210
241.0608 76043.7109375 76
242.1176 73294.0859375 73
245.0921 87709.234375 88
253.0972 53112.8359375 53
255.0764 590433.75 601
259.0713 129313.5703125 130
267.1128 111169.7421875 112
273.087 53290.140625 53
281.0921 42501.51953125 42
285.1234 52222.44921875 52
294.1237 32226.841796875 31
295.105 103164.0234375 104
296.1394 92062.609375 92
297.1207 39668.05859375 39
303.1339 39017.58984375 38
306.1237 61283.5078125 61
310.1186 232633.28125 236
313.1183 112513.1953125 113
321.1081 37911.71484375 37
322.1101 86323.0078125 87
323.1264 189689.5 192
324.1343 225990.65625 229
338.1135 79616.59375 80
352.1292 288786.78125 293
370.1397 256810.078125 260
372.119 55509.7421875 55
379.0435 59670.7109375 59
397.0581 47179.60546875 47
//
