ACCESSION: MSBNK-MSSJ-MSJ02317
RECORD_TITLE: Avermectin B1b; LC-ESI-QTOF; MS2; ESI; NEGATIVE; [M-H]-; CE 30 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$MASS_SPECTROMETRY: COLLISION_ENERGY 30 V
AC$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$SPLASH: splash10-0umr-0020050190-26e97b90db6c7b34c893
PK$ANNOTATION: m/z rel.int. formula exact_mass error(ppm) SMILES_of_ion HR_rules
  97.0661 22 [C6H14O-5H]- 97.065885 0(2.21) OC(CC)C(C)C True
  109.0292 45 [C8H16-3H]- 109.102272 0.073(670.2) C=CC(C)CC(C)C True
  229.1082 708 [C11H22O5-5H]- 229.108152 0(0.21) OC1C(OC(OCC(OC)C)CC1OC)C True
  345.1491 45 [C17H32O7-3H]- 345.191887 0.043(123.97) OC1C(OC(OC2C(OC(OCCC)CC2OC)C)CC1OC)C True
  443.2243 128 [C25H38O7-7H]- 443.207523 0.017(37.85) OC1C(=CCC2(O)C(=CC=CC(C)C(OC3OC(C)C(O)C(OC)C3)C(=C)C)COC12)C True
  497.2696 32 [C29H42O7-5H]- 497.254484 0.015(30.4) O=C(OC1CC(OC2(OC(C(C=C2)C)C(C)C)C1)C)C3C=C(C)C(O)C4OCC(=CC=CCC)C34O True
  515.2808 320 [C29H42O8-3H]- 515.265037 0.016(30.59) O=C(OC1CCOC2(OC(C(C=C2)C)C(C)C)C1)C3C=C(C)C(O)C4OCC(=CC=CC(C)CO)C43O True
  551.3018 999 [C33H46O7-3H]- 551.301414 0(0.7) 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
  575.2663 135 [C31H48O10-5H]- 575.286191 0.02(34.58) 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
  745.3937 160 [C39H58O14-5H]- 745.344114 0.05(66.52) 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
  747.434 254 [C39H58O14-3H]- 747.359764 0.074(99.32) 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
  775.4251 42 [C41H60O14-H]- 775.391039 0.034(43.93) 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
  813.4768 150 [C46H72O12-3H]- 813.479454 0.003(3.26) 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
  821.451 806 [C47H72O12-7H]- 821.448154 0.003(3.46) 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
  839.4616 877 [C47H70O13-3H]- 839.458702 0.003(3.45) 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
  857.4221 40 [C47H70O14-H]- 857.469286 0.047(55.03) 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$NUM_PEAK: 25
PK$PEAK: m/z int. rel.int.
  97.0661 2.2041 22
  109.0292 4.4956 45
  229.1082 70.918 708
  230.1132 4.354 43
  345.1491 4.5483 45
  443.2243 12.7964 128
  497.2696 3.2003 32
  515.2808 32.0024 320
  516.2866 9.3991 94
  551.3018 100 999
  552.3064 24.7003 247
  575.2663 13.4648 135
  745.3937 16.0185 160
  746.3985 5.1893 52
  747.434 25.3876 254
  775.4251 4.2314 42
  813.4768 15.0486 150
  814.4872 5.3004 53
  821.451 80.6918 806
  822.4538 30.747 307
  839.4616 87.8088 877
  839.6429 3.6693 37
  840.247 16.1506 161
  840.463 33.0397 330
  857.4221 3.9551 40
//