ACCESSION: MSBNK-MSSJ-MSJ02319
RECORD_TITLE: Avermectin B1b; LC-ESI-QTOF; MS2; ESI; NEGATIVE; [M-H]-; CE 50 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$MASS_SPECTROMETRY: COLLISION_ENERGY 50 V
AC$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$SPLASH: splash10-004i-2390230370-4ae1f7b648a5e6929506
PK$ANNOTATION: m/z rel.int. formula exact_mass error(ppm) SMILES_of_ion HR_rules
  83.0496 33 [C6H14-3H]- 83.086624 0.037(445.81) CCCC(C)C True
  84.0215 52 [C4H10O2-6H]- 84.021675 0(2.09) OCC(OC)C False
  85.0294 109 [C4H10O2-5H]- 85.0295 0(1.18) OCC(OC)C True
  97.029 18 [C6H14O-5H]- 97.065885 0.037(380.14) OC(CC)C(C)C True
  97.0658 91 [C6H14O-5H]- 97.065885 0(0.88) OC(CC)C(C)C True
  109.0294 394 [C8H16-3H]- 109.102272 0.073(668.37) C=CC(C)CC(C)C True
  135.045 46 [C9H16O-5H]- 135.081541 0.037(270.58) O1CC=CC(C)C1C(C)C True
  153.056 44 [C9H16O2-3H]- 153.092109 0.036(235.92) OC1OC(C(C=C1)C)C(C)C True
  229.1079 999 [C11H22O5-5H]- 229.108152 0(1.1) OC1C(OC(OCC(OC)C)CC1OC)C True
  271.1338 82 [C13H24O6-5H]- 271.118711 0.015(55.65) OC1C(OC(OC2COCCC2OC)CC1OC)C True
  417.2299 71 [C24H34O6-H]- 417.228258 0.002(3.94) O=C1OC(C)CCCC=C(C)C(O)C(C=CC=C2COC3C(O)C(=CC1C23O)C)C True
  441.2652 109 [C26H40O6-7H]- 441.228275 0.037(83.68) OC1C(=CCC2(O)C(=CC=CC(C)C(OC3OC(C)CC(OC)C3)C(=CC)C)COC12)C True
  443.2222 89 [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
  551.3014 365 [C33H46O7-3H]- 551.301414 0(0.03) 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
  775.4279 349 [C41H60O14-H]- 775.391039 0.037(47.54) 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
  821.455 203 [C47H72O12-7H]- 821.448154 0.007(8.33) 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
  839.4555 291 [C47H70O13-3H]- 839.458702 0.003(3.81) 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
  857.4687 340 [C47H70O14-H]- 857.469286 0.001(0.68) 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$NUM_PEAK: 22
PK$PEAK: m/z int. rel.int.
  83.0496 3.3449 33
  84.0215 5.1667 52
  85.0294 10.8787 109
  97.029 1.8335 18
  97.0658 9.0661 91
  109.0294 39.4746 394
  135.045 4.6004 46
  153.056 4.3786 44
  229.1079 100 999
  230.111 9.6242 96
  271.1338 8.1589 82
  417.2299 7.0688 71
  441.2652 10.9042 109
  443.2222 8.9414 89
  551.3014 36.5646 365
  552.3054 10.7206 107
  775.4279 34.9692 349
  776.4309 12.7841 128
  821.455 20.2879 203
  839.4555 29.0923 291
  840.4657 15.0489 150
  857.4687 34.009 340
//