ACCESSION: MSBNK-MSSJ-MSJ02306
RECORD_TITLE: Avermectin B1a; LC-ESI-QTOF; MS2; ESI; NEGATIVE; [M-H]-; CE 60 V
DATE: 2022.03.14
AUTHORS: Atsushi Yamamoto, Faculty of Environmental Studies, Tottori University of Environmental Studies, 1-1, Wakabadai-kita, Tottori City, Tottori 689-1111, Japan.
LICENSE: CC BY
COPYRIGHT: Atsushi Yamamoto, Faculty of Environmental Studies, Tottori University of Environmental Studies, 1-1, Wakabadai-kita, Tottori City, Tottori 689-1111, Japan.
COMMENT: This record was created by the financial support of MEXT/JSPS KAKENHI Grant Number 22HP8019 to the Mass Spectrometry Society of Japan.
CH$NAME: Avermectin B1a
CH$COMPOUND_CLASS: Non-natural product
CH$FORMULA: C48H72O14
CH$EXACT_MASS: 872.49221
CH$SMILES: CC[C@H](C)[C@H]1O[C@]2(C=C[C@@H]1C)C[C@@H]1C[C@@H](C/C=C(\C)[C@@H](O[C@H]3C[C@H](OC)[C@@H](O[C@H]4C[C@H](OC)[C@@H](O)[C@H](C)O4)[C@H](C)O3)[C@@H](C)/C=C/C=C3\CO[C@@H]4[C@H](O)C(C)=C[C@@H](C(=O)O1)[C@]34O)O2
CH$IUPAC: InChI=1S/C48H72O14/c1-11-25(2)43-28(5)17-18-47(62-43)23-34-20-33(61-47)16-15-27(4)42(26(3)13-12-14-32-24-55-45-40(49)29(6)19-35(46(51)58-34)48(32,45)52)59-39-22-37(54-10)44(31(8)57-39)60-38-21-36(53-9)41(50)30(7)56-38/h12-15,17-19,25-26,28,30-31,33-45,49-50,52H,11,16,20-24H2,1-10H3/b13-12+,27-15+,32-14+/t25-,26-,28-,30-,31-,33+,34-,35-,36-,37-,38-,39-,40+,41-,42-,43+,44-,45+,47+,48+/m0/s1
CH$LINK: CAS
65195-55-3
CH$LINK: CHEMSPIDER
10286553
CH$LINK: INCHIKEY
RRZXIRBKKLTSOM-XPNPUAGNSA-N
CH$LINK: PUBCHEM
CID:6434889
AC$INSTRUMENT: ExionLC AD, AB Sciex LLC, USA; X500R QTOF, AB Sciex LLC, USA.
AC$INSTRUMENT_TYPE: LC-ESI-QTOF
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE NEGATIVE
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 60 V
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$CHROMATOGRAPHY: COLUMN_NAME AQ-C18HP 3 microm, 2.1 mm × 150 mm, GL Science (Tokyo Japan)
AC$CHROMATOGRAPHY: COLUMN_TEMPERATURE 40 C
AC$CHROMATOGRAPHY: FLOW_GRADIENT 95/5 at 0 min, 95/5 at 3 min, 0/100 at 13 min, 0/100 at 23 min, 95/5 at 23.1 min, 95/5 at 28 min
AC$CHROMATOGRAPHY: FLOW_RATE 200 microl/min
AC$CHROMATOGRAPHY: RETENTION_TIME 16.2 min
AC$CHROMATOGRAPHY: SOLVENT A water with 2 mM Ammonium bicarbonate
AC$CHROMATOGRAPHY: SOLVENT B methanol with 2 mM Ammmonium bicarbonate
MS$FOCUSED_ION: PRECURSOR_M/Z 871.48493
MS$FOCUSED_ION: PRECURSOR_TYPE [M-H]-
PK$SPLASH: splash10-0570-6980100510-ec3a996159c80ae9f768
PK$ANNOTATION: m/z rel.int. formula exact_mass error(ppm) SMILES_of_ion HR_rules
67.0185 17 [C4H8O-5H]- 67.018941 0(6.59) OCC(=C)C True
81.0341 55 [C5H12O-7H]- 81.034587 0(6.01) OC(CC)CC True
83.0496 69 [C5H12O-5H]- 83.050237 0.001(7.67) OCC(C)CC True
84.0211 214 [C4H10O2-6H]- 84.021675 0.001(6.85) OCC(OC)C False
85.0288 340 [C4H10O2-5H]- 85.0295 0.001(8.24) OCC(OC)C True
93.0336 13 [C6H10O-5H]- 93.034589 0.001(10.63) O1CC=CC(C)C1 True
97.0292 44 [C7H16-3H]- 97.102272 0.073(753.09) CCCC(C)CC True
97.0655 215 [C7H16-3H]- 97.102272 0.037(378.84) CCCC(C)CC True
107.0496 40 [C7H14O-7H]- 107.050235 0.001(5.93) OC(CC)C(C=C)C True
109.0292 731 [C6H10O2-5H]- 109.0295 0(2.76) OC1OCC(C=C1)C True
122.0367 21 [C7H12O2-6H]- 122.037323 0.001(5.11) OC1(OCC(C=C1)C)C False
123.0444 52 [C7H12O2-5H]- 123.045148 0.001(6.08) OC1(OCC(C=C1)C)C True
125.0606 31 [C7H12O2-3H]- 125.060798 0(1.59) OC1(OCC(C=C1)C)C True
127.0396 23 [C7H12O2-H]- 127.076449 0.037(290.06) OC1(OCC(C=C1)C)C True
135.0449 98 [C8H14O2-7H]- 135.045154 0(1.88) OC1OC(CC)C(C=C1)C True
137.0598 37 [C9H18O-5H]- 137.097196 0.037(272.85) OC(C(C=C)C)C(C)CC True
149.0968 24 [C10H18O-5H]- 149.097196 0(2.66) O1CC=CC(C)C1C(C)CC True
153.0554 76 [C10H18O-H]- 153.128496 0.073(477.58) O1CC=CC(C)C1C(C)CC True
161.0609 14 [C7H14O4-H]- 161.081926 0.021(130.55) OC1OC(C)C(O)C(OC)C1 True
163.0404 25 [C11H20O-5H]- 163.112836 0.072(444.28) O1C(C=CC(C)C1C(C)CC)C True
171.0812 32 [C8H16O4-5H]- 171.066282 0.015(87.2) OC1C(OC(OC)CC1OC)C True
178.0626 25 [C11H20O2-6H]- 178.09993 0.037(209.65) OC1(OC(C(C=C1)C)C(C)CC)C False
197.0963 34 [C11H18O3-H]- 197.118319 0.022(111.72) OC1CC(OC2(OCC(C=C2)C)C1)C True
223.0758 25 [C12H18O4-3H]- 223.097587 0.022(97.67) O=COC1CC(OC2(OCC(C=C2)C)C1)C True
225.129 26 [C12H18O4-H]- 225.113237 0.016(70.02) O=COC1CC(OC2(OCC(C=C2)C)C1)C True
229.1081 999 [C11H22O5-5H]- 229.108152 0(0.23) OC1C(OC(OCC(OC)C)CC1OC)C True
243.1398 59 [C12H24O5-5H]- 243.123792 0.016(65.84) OC1C(OC(OC(COC)CC)CC1OC)C True
253.1234 33 [C15H26O3-H]- 253.180925 0.058(227.26) OC1CC(OC2(OC(C(C=C2)C)C(C)CC)C1)C True
271.1339 68 [C18H32O2-9H]- 271.170358 0.036(134.46) OC1CC(OC(CC=CC)C1)C=CC(C)CC(C)CC True
317.1919 41 [C19H30O4-5H]- 317.17584 0.016(50.63) O=COC1CC(OC2(OC(C(C=C2)C)C(C)CC)C1)CC=CC True
379.1934 51 [C20H28O7-H]- 379.176226 0.017(45.29) O=C(OC1CCOC(O)C1)C2C=C(C)C(O)C3OCC(=CC=CCC)C23O True
431.2464 76 [C24H32O7-H]- 431.207537 0.039(90.12) O=C(OC1CC(OC2(OCC(C=C2)C)C1)C)C3C=C(C)C(O)C4OCC(=CC=C)C43O True
443.2227 49 [C25H34O7-3H]- 443.207542 0.015(34.2) O=C(OC1CCOC2(OC(CC)C(C=C2)C)C1)C3C=C(C)C(O)C4OCC(=CC=C)C43O True
455.2798 58 [C27H36O6-H]- 455.243914 0.036(78.82) O=C1OC2CC(OC(CC=C(C)CC(C=CC=C3COC4C(O)C(=CC1C34O)C)C)C2)C=C True
483.278 72 [C28H40O7-5H]- 483.238828 0.039(81.05) O=C(OC1CC(OC2(OC(C(C=C2)C)C(C)CC)C1)C)C3C=C(C)C(O)C4OCC(=CC=C)C43O True
529.2969 40 [C30H44O8-3H]- 529.280723 0.016(30.56) O=C1OC2CC(OCC(C)CC)OC(CC=C(C)C(O)C(C=CC=C3COC4C(O)C(=CC1C34O)C)C)C2 True
565.3196 103 [C34H48O7-3H]- 565.3171 0.002(4.42) O=C1OC2CC(OC3(OC(C(C=C3)C)C(C)CC)C2)CC=C(C)CC(C=CC=C4COC5C(O)C(=CC1C45O)C)C True
789.4468 574 [C43H66O13-H]- 789.443041 0.004(4.76) O=C1OC2CC(OC3(OC(CCC)C(C=C3)C)C2)CC=C(C)C(OC4OC(C)C(OC5OC(C)C(O)C(OC)C5)C(OC)C4)C(C=CC=C6COCC6(O)C1)C True
853.4766 138 [C48H72O13-3H]- 853.474388 0.002(2.59) O=C1OC2CC(OC3(OC(C(C=C3)C)C(C)CC)C2)CC=C(C)C(OC4OC(C)C(OC5OC(C)CC(OC)C5)C(OC)C4)C(C=CC=C6COC7C(O)C(=CC1C67O)C)C True
871.4865 94 [C48H72O14-H]- 871.484911 0.002(1.82) O=C1OC2CC(OC3(OC(C(C=C3)C)C(C)CC)C2)CC=C(C)C(OC4OC(C)C(OC5OC(C)C(O)C(OC)C5)C(OC)C4)C(C=CC=C6COC7C(O)C(=CC1C67O)C)C True
PK$NUM_PEAK: 46
PK$PEAK: m/z int. rel.int.
67.0185 1.6757 17
81.0341 5.5277 55
83.0496 6.8661 69
84.0211 21.3971 214
85.0288 33.9902 340
93.0336 1.2812 13
97.0292 4.4186 44
97.0655 21.5135 215
99.0439 1.4736 15
107.0496 4.0328 40
109.0292 73.1864 731
110.0333 4.3856 44
111.0443 6.4938 65
122.0367 2.1409 21
123.0444 5.1932 52
125.0606 3.0683 31
127.0396 2.3071 23
135.0449 9.8436 98
137.0598 3.722 37
149.0968 2.4462 24
150.0325 1.5203 15
153.0554 7.57 76
161.0609 1.437 14
163.0404 2.5024 25
171.0812 3.2184 32
178.0626 2.4698 25
197.0963 3.3628 34
223.0758 2.5043 25
225.129 2.5811 26
229.1081 100 999
230.112 9.8435 98
243.1398 5.908 59
253.1234 3.2565 33
271.1339 6.8484 68
317.1919 4.0721 41
379.1934 5.1307 51
431.2464 7.6421 76
443.2227 4.8594 49
455.2798 5.7613 58
483.278 7.1805 72
529.2969 3.9576 40
565.3196 10.3029 103
789.4468 57.45 574
790.4492 24.672 246
853.4766 13.8045 138
871.4865 9.4495 94
//