ACCESSION: MSBNK-MSSJ-MSJ02318
RECORD_TITLE: Avermectin B1b; LC-ESI-QTOF; MS2; ESI; NEGATIVE; [M-H]-; CE 40 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$NAME: Avermectin B1b
CH$COMPOUND_CLASS: Non-natural product
CH$FORMULA: C₄₇H₇₀O₁₄
CH$EXACT_MASS: 858.47656
CH$SMILES: CO[C@H]1C[C@H](O[C@H]2[C@H](C)O[C@@H](O[C@@H]3/C(C)=C/C[C@@H]4C[C@@H](C[C@]5(C=C[C@H](C)[C@@H](C(C)C)O5)O4)OC(=O)[C@@H]4C=C(C)[C@@H](O)[C@H]5OC/C(=C\C=C\[C@@H]3C)[C@@]45O)C[C@@H]2OC)O[C@@H](C)[C@@H]1O
CH$IUPAC: InChI=1S/C47H70O14/c1-24(2)41-27(5)16-17-46(61-41)22-33-19-32(60-46)15-14-26(4)42(25(3)12-11-13-31-23-54-44-39(48)28(6)18-34(45(50)57-33)47(31,44)51)58-38-21-36(53-10)43(30(8)56-38)59-37-20-35(52-9)40(49)29(7)55-37/h11-14,16-18,24-25,27,29-30,32-44,48-49,51H,15,19-23H2,1-10H3/b12-11+,26-14+,31-13+/t25-,27-,29-,30-,32+,33-,34-,35-,36-,37-,38-,39+,40-,41+,42-,43-,44+,46+,47+/m0/s1
CH$LINK: CAS 65195-56-4
CH$LINK: CHEMSPIDER 16735635
CH$LINK: INCHIKEY ZFUKERYTFURFGA-PVVXTEPVSA-N
CH$LINK: PUBCHEM CID:6858005

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$MASS_SPECTROMETRY: COLLISION_ENERGY 40 V
AC$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$CHROMATOGRAPHY: RETENTION_TIME 16.0 min
AC$CHROMATOGRAPHY: SOLVENT A water with 2 mM Ammonium bicarbonate
AC$CHROMATOGRAPHY: SOLVENT B methanol with 2 mM Ammmonium bicarbonate

MS$FOCUSED_ION: PRECURSOR_M/Z 857.46928
MS$FOCUSED_ION: PRECURSOR_TYPE [M-H]-

PK$SPLASH: splash10-0zi9-0030140090-1495ccdde7e5863c6bd8
PK$ANNOTATION: m/z rel.int. formula exact_mass error(ppm) SMILES_of_ion HR_rules
  83.0499 18 [C6H14-3H]- 83.086624 0.037(442.19) CCCC(C)C True
  85.0291 37 [C4H10O2-5H]- 85.0295 0(4.71) OCC(OC)C True
  97.0657 51 [C6H14O-5H]- 97.065885 0(1.91) OC(CC)C(C)C True
  109.0293 210 [C8H16-3H]- 109.102272 0.073(669.29) C=CC(C)CC(C)C True
  123.045 11 [C8H16O-5H]- 123.081541 0.037(296.97) OC(C(C=C)C)C(C)C True
  153.0551 26 [C9H16O2-3H]- 153.092109 0.037(241.8) OC1OC(C(C=C1)C)C(C)C True
  185.0605 9 [C8H16O5-7H]- 185.045551 0.015(80.78) OCOC1C(OC(O)CC1OC)C True
  229.1082 953 [C11H22O5-5H]- 229.108152 0(0.21) OC1C(OC(OCC(OC)C)CC1OC)C True
  271.1339 44 [C13H24O6-5H]- 271.118711 0.015(56.02) OC1C(OC(OC2COCCC2OC)CC1OC)C True
  345.1493 37 [C17H32O7-3H]- 345.191887 0.043(123.39) OC1C(OC(OC2C(OC(OCCC)CC2OC)C)CC1OC)C True
  351.1973 37 [C19H34O6-7H]- 351.181308 0.016(45.54) OC1CCC(OC1C)OC2C(OC(OC(C(=C)C)CC)CC2OC)C True
  441.2641 111 [C26H40O6-7H]- 441.228275 0.036(81.19) OC1C(=CCC2(O)C(=CC=CC(C)C(OC3OC(C)CC(OC)C3)C(=CC)C)COC12)C True
  443.2222 158 [C25H38O7-7H]- 443.207523 0.015(33.12) OC1C(=CCC2(O)C(=CC=CC(C)C(OC3OC(C)C(O)C(OC)C3)C(=C)C)COC12)C True
  497.2716 59 [C29H42O7-5H]- 497.254484 0.017(34.42) O=C(OC1CC(OC2(OC(C(C=C2)C)C(C)C)C1)C)C3C=C(C)C(O)C4OCC(=CC=CCC)C34O True
  515.2829 182 [C29H42O8-3H]- 515.265037 0.018(34.67) O=C(OC1CCOC2(OC(C(C=C2)C)C(C)C)C1)C3C=C(C)C(O)C4OCC(=CC=CC(C)CO)C43O True
  533.2894 40 [C33H46O6-5H]- 533.290891 0.001(2.8) O=C1OC2CC(OC3(OC(C(C=C3)C)C(C)C)C2)CC=C(C)CC(C=CC=C4COC5CC(=CC1C45O)C)C True
  551.3032 990 [C33H46O7-3H]- 551.301414 0.002(3.24) O=C1OC2CC(OC3(OC(C(C=C3)C)C(C)C)C2)CC=C(C)CC(C=CC=C4COC5C(O)C(=CC1C45O)C)C True
  747.4329 125 [C39H58O14-3H]- 747.359764 0.073(97.85) O=C1OC2CC(O)OC(CC=C(C)C(OC3OC(C)C(OC4OC(C)C(O)C(OC)C4)C(OC)C3)C(C=CC=C5COC6C(O)C(=CC1C56O)C)C)C2 True
  775.4301 117 [C41H60O14-H]- 775.391039 0.039(50.37) O=C1OC2CC(OC(O)(C=C)C2)CC=C(C)C(OC3OC(C)C(OC4OC(C)C(O)C(OC)C4)C(OC)C3)C(C=CC=C5COC6C(O)C(=CC1C56O)C)C True
  813.4756 131 [C46H72O12-3H]- 813.479454 0.004(4.74) OC1C(=CCC2(O)C(=CC=CC(C)C(OC3OC(C)C(OC4OC(C)C(O)C(OC)C4)C(OC)C3)C(=CCC5OC6(OC(C(C=C6)C)C(C)C)CCC5)C)COC12)C True
  821.4501 427 [C47H72O12-7H]- 821.448154 0.002(2.37) O=C1OC2CC(OC3(OC(C(C=C3)C)C(C)C)C2)CC=C(C)C(OCCC(OC)C(OC4OC(C)C(O)C(OC)C4)CC)C(C=CC=C5COC6CC(=CC1C56O)C)C True
  839.4603 671 [C47H70O13-3H]- 839.458702 0.002(1.9) O=C1OC2CC(OC3(OC(C(C=C3)C)C(C)C)C2)CC=C(C)C(OC4OC(C)C(OC5OC(C)C(O)C(OC)C5)C(OC)C4)C(C=CC=C6COC7CC(=CC1C67O)C)C True
  857.4704 999 [C47H70O14-H]- 857.469286 0.001(1.3) O=C1OC2CC(OC3(OC(C(C=C3)C)C(C)C)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$NUM_PEAK: 33
PK$PEAK: m/z int. rel.int.
  83.0499 1.8001 18
  84.0215 1.6698 17
  85.0291 3.7035 37
  97.0657 5.0598 51
  109.0293 21.0147 210
  111.0447 1.7346 17
  123.045 1.1199 11
  153.0551 2.6338 26
  185.0605 0.8658 9
  229.1082 95.4415 953
  230.1125 6.7584 68
  271.1339 4.4089 44
  345.1493 3.7104 37
  351.1973 3.6605 37
  441.2641 11.1569 111
  443.2222 15.8022 158
  444.2273 4.487 45
  497.2716 5.9219 59
  515.2829 18.1842 182
  533.2894 4.0039 40
  551.3032 99.0955 990
  552.3061 28.3167 283
  747.4329 12.5404 125
  775.4301 11.7342 117
  813.4756 13.0827 131
  814.4849 6.702 67
  821.4501 42.7741 427
  822.452 20.3301 203
  826.2 8.0748 81
  839.4603 67.2134 671
  840.2346 15.8409 158
  840.4638 27.9321 279
  857.4704 100 999
//