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
//