ACCESSION: MSBNK-MSSJ-MSJ02316
RECORD_TITLE: Avermectin B1b; LC-ESI-QTOF; MS2; ESI; NEGATIVE; [M-H]-; CE 20 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$MASS_SPECTROMETRY: COLLISION_ENERGY 20 V
AC$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$SPLASH: splash10-0a4i-0000000190-fb9f52fe47e293a7ef52
PK$ANNOTATION: m/z rel.int. formula exact_mass error(ppm) SMILES_of_ion HR_rules
  97.0653 2 [C6H14O-5H]- 97.065885 0.001(6.03) OC(CC)C(C)C True
  130.9449 2 [C5H12O4-5H]- 131.034986 0.09(687.97) OCC(OC)CC(O)O True
  229.1086 78 [C11H22O5-5H]- 229.108152 0(1.96) OC1C(OC(OCC(OC)C)CC1OC)C True
  273.1331 2 [C13H24O6-3H]- 273.134361 0.001(4.62) OC1C(OC(OC2COCCC2OC)CC1OC)C True
  515.2798 35 [C29H42O8-3H]- 515.265037 0.015(28.65) O=C(OC1CCOC2(OC(C(C=C2)C)C(C)C)C1)C3C=C(C)C(O)C4OCC(=CC=CC(C)CO)C43O True
  551.3028 68 [C33H46O7-3H]- 551.301414 0.001(2.51) 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
  575.2657 38 [C31H48O10-5H]- 575.286191 0.02(35.62) OC1C(=CCC2(O)C(=CC=CC(C)C(OC3OCC(OC4OC(C)C(O)C(OC)C4)C(OC)C3)C(=C)C)COC12)C True
  619.2899 7 [C33H50O11-3H]- 619.312401 0.022(36.33) O=CC1C=C(C)C(O)C2OCC(=CC=CC(C)C(OC3OC(C)C(OC4OC(C)C(O)C(OC)C4)C(OC)C3)C(=C)C)C21O True
  651.324 8 [C37H52O10-5H]- 651.317503 0.007(9.98) O=C1OC2CC(OC3(OCC(C=C3)C)C2)CC=C(C)C(OC4OC(C)CC(OC)C4)C(C=CC=C5COC6C(O)C(=CC1C56O)C)C True
  745.3959 115 [C39H58O14-5H]- 745.344114 0.052(69.47) 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
  747.4323 73 [C39H58O14-3H]- 747.359764 0.073(97.05) 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
  813.4784 10 [C46H72O12-3H]- 813.479454 0.001(1.3) 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
  821.4484 206 [C47H72O12-7H]- 821.448154 0(0.3) 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
  839.4586 136 [C47H70O13-3H]- 839.458702 0(0.12) 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
  857.4694 999 [C47H70O14-H]- 857.469286 0(0.13) 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$NUM_PEAK: 29
PK$PEAK: m/z int. rel.int.
  97.0653 0.1856 2
  130.9449 0.1959 2
  229.1086 7.8268 78
  230.1111 0.6169 6
  273.1331 0.2335 2
  515.2798 3.5077 35
  516.2858 0.7197 7
  551.3028 6.8243 68
  552.3053 0.8651 9
  575.2657 3.7576 38
  576.269 1.1098 11
  619.2899 0.6924 7
  651.324 0.7647 8
  745.3959 11.5114 115
  746.4006 3.9527 39
  747.4323 7.3024 73
  748.4373 1.6278 16
  749.3885 1.1132 11
  813.4784 1.0011 10
  821.4484 20.5985 206
  822.4539 8.188 82
  826.2057 1.1812 12
  839.2496 1.1285 11
  839.4586 13.6423 136
  839.6443 0.9551 10
  839.6727 1.0295 10
  840.2478 3.4122 34
  840.4638 5.1251 51
  857.4694 100 999
//