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Schulz Lab

MACE - Mass Spectra for Chemical Ecology


Currently compounds up to MACE R6 are listed.
Library No. Compound Reference
SC-1 Methyl syn-2,4-dimethylheptadecanoate 1
SC-2 Methyl anti-2,4-dimethylheptadecanoate 1
SC-3 Tetradecyl syn-2,4-dimethylheptadecanoate 1
SC-4 Tetradecyl anti-2,4-dimethylheptadecanoate 1
SC-5 11,15-Dimethylhentriacontane 1
SC-6 (E)-4,8-Dimethyl-1,3,7-nonatrien-5-yl acetate 2
SC-7 (E)-4,8-dimethyl-1,3,7-nonatrien-5-ol 2
SC-8 (E)-4,8-dimethyl-1,3,7-nonatrien-5-one 2
SC-9 Dehydrojasmone 2
SC-10 Isojasmol 2
SC-11 Isojasmyl acetate 2
SC-12 epi-Isojasmol 2
SC-13 1-Methylene-1H-pyrrolizine 3
SC-14 (E)-2,6-Dimethyl-2,6,8-nonatrien-4-one 4
SC-15 (E)-2,3-Epoxy-2,6-dimethyl-6,8-nonadien 4
SC-16 (E)-2,6-Dimethyl-6,8-nonadien-4-one 4
SC-17 Hydroxydanaidal 5
SC-18 Hexyl (E)-2,3-dihydrofarnesoate 6
SC-19 (Z)-3-Hexenyl (E)-2,3-dihydrofarnesoate 6
SC-20 3-Oxohexyl (E)-2,3-dihydrofarnesoate 6
SC-21 3-Oxooctyl (E)-2,3-dihydrofarnesoate 6
SC-22 Isopentyl (E)-2,3-dihydrofarnesoate 6
SC-23 Isoprenyl (E)-2,3-dihydrofarnesoate 6
SC-24 Benzyl (E)-2,3-dihydrofarnesoate 6
SC-25 2-Phenylethyl (E)-2,3-dihydrofarnesoate 6
SC-26 Hexyl geranylcitronellate 6
SC-27 (Z)-3-Hexenyl geranylcitronellate 6
SC-28 3-Oxohexyl geranylcitronellate 6
SC-29 3-Oxohexyl 3-methyl-2-butenoate 6
SC-30 3-Oxohexyl isovalerate 6
SC-31 3-Oxohexyl laurate 6
SC-32 3-Oxohexyl palmitate 6
SC-33 Danaidal 7
SC-34 Danaidone 8
SC-35 (3Z,6Z,9Z)-3,6,9-Pentacosatriene 9
SC-36 (3Z,6Z,9Z)-3,6,9-Heneicosatriene 10
SC-37 (3Z,6Z,9Z)-1,3,6,9-Heneicosatetraene 11
SC-38 (6Z,9Z)-6,9-Heneicosadiene 10
SC-39 Methyl (Z)-9-hydroxy-6-nonenoate 3
SC-40 (Z)-9-Hydroxy-6-nonenoic acid 3
SC-41 Methyl 9-hydroxy-6-nonenoate, DMDS derivative 3
SC-42 9-Hydroxynonanoic acid 3
SC-43 3-Oxooctanol 6
SC-44 1-Hydroxyhexan-3-one 6
SC-45 Methyl 9-[(9-hydroxynonanoyl)oxy]nonanoate 3
SC-46 Methyl 9-{[(Z)-9-hydroxynon-6-enoyl]oxy}nonanoate 3
SC-47 Methyl (Z)-9-[(9-hydroxynonanoyl)oxy]non-6-enoate 3
SC-48 Methyl (Z)-9-{[(Z)-9-hydroxynon-6-enoyl]oxy}non-6-enoate 3
SC-49 3-Ethyl-1,8-dimethyl-2,9-dioxabicyclo[3.3.1]non-7-en-6-one 12
SC-50 6-Ethyl-2-methyl-2,3-dihydro-4H-pyran-4-one 13
SC-51 Methyl hydroxydanaidoate 14
SC-52 5-Ethyl-4-undecanone 15
SC-53 6-Hydroxy-4-dodecanolide 16
SC-54 2-Eicosyl-5-pentyltetrahydrofuran 14
SC-55 Methyl (E)-7-oxotetradec-11-enoate 17
SC-56 N-Isobutylmethanesulfinamide 18
SC-57 N-Isopentylmethanesulfinamide 18
SC-58 N,N'-Diisobutyloxalamide 18
SC-59 (E)-N-(2-Methylbutyl)-1-phenylmethanimine 18
SC-60 (E)-1-(Furan-2-yl)-N-isobutylmethanimine 18
SC-61 (E)-1-(Furan-2-yl)-N-(2-methylbutyl)methanimine 18
SC-62 (E)-4-((Isobutylimino)methyl)phenol 18
SC-63 (E)-4-((Isopentylimino)methyl)phenol 18
SC-64 N,N'-Diisobutylurea 18
SC-65 Ithomiolide A 27
SC-66 1-O'-Acetylithomiolide A 28
SC-67 2,22-Dimethyloctacosane 29
SC-68 2,6-Dimethyloctacosane 29
SC-69 (4E,8E,12E)-4,8,12-Trimethyl-16-oxoheptadeca-4,8,12-trienyl stearate 30
SC-70 (4E,8E,12E)-4,8,12-Trimethyl-16-oxoheptadeca-4,8,12-trienyl oleate 30
SC-71 N-(2E,4E)-2,4-dodecadienoyl)homoserine lactone 31
SC-72 (4E,8E)-4,8-dimethyl-12-oxotrideca-4,8-dienyl stearate 30
SC-73 trans-3,7-Dimethyl-4-octanolide 32
SC-74 2,3-Dimethyl-2-hepten-4-olide 32
SC-75 cis-3,7-Dimethyl-4-octanolide 32
SC-76 beta-Cyclogeraniol 32
SC-77 2-Hydroxy-2,6,6-trimethylcyclohexan-1-one 32
SC-78 3,7-Dimethyl-2-octen-4-olide 32
SC-79 2,6,6-Trimethylcyclohex-2-en-1-one 32
SC-80 2-Methylbutyl 2-methylpropyl disulfide 33
SC-81 Bis(2-methylbutyl) disulfide 33
SC-82 2-Methylbutyl 3-methylbutyl disulfide 33
SC-83 3-Methylbutyl 2-methylpropyl disulfide 33
SC-84 Butyl 2-methylbutyl disulfide 33
SC-85 2-Methylpropyl propyl disulfide 33
SC-86 2-Methylbutyl propyl disulfide 33
SC-87 Butyl 3-methylbutyl disulfide 33
SC-88 Ethyl 2-methylbutyl disulfide 33
SC-89 2-Methylbutyl pentyl disulfide 33
SC-90 2-Methylpropyl pentyl disulfide 33
SC-91 Cinnamomeoventrolide 34
SC-92 (2R*,5Z,10S*)-2,6,10-trimethyl-5-undecen-11-olide 34
SC-93 (2R*,5E,10R*)-2,6,10-trimethyl-5-undecen-11-olide 34
SC-94 (2R*,5Z,10R*)-2,6,10-trimethyl-5-undecen-11-olide 34
SC-95 2,24-Dimethylheptacosyl methyl ether 61
SC-96 24-Methylheptacosyl methyl ether 61
SC-97 2,10,24-Trimethylheptacosyl methyl ether 61
SC-98 5-Methylheptacosane 1
SC-99 (3E,5E)-Undeca-3,5-dien-2-one 62
SC-100 3,5,5-Trimethylcyclohex-3-en-1-yl acetate 62
SC-101 5-Ethyl-4-nonanone 15
SC-102 3-Ethyl-2-nonanone 15
SC-103 2-Ethyldodecanal 15
SC-104 3-Ethyl-4,6-nonandione 15
SC-105 Amorph-4-en-10b-ol 63
SC-106 δ-Cadinol 63
SC-107 Θ-Cadinol 63
SC-108 Θ-Muurolol 63
SC-109 α-Cadinol 63
SC-110 Epoxyniaviolide 64
SC-111 1,3-Hexanediyl diisobutyrate 65
SC-112 3-Ethyl-1,8-dimethyl-2,9-dioxabicyclo[3.3.1]non-7-ene 12
SC-113 Octadecyl 2,4,6-trimethyloctanoate 71
SC-114 Eicosyl 2,4,6-trimethyloctanoate 71
SC-115 Methyl 3,7-dimethyldodecanoate 71
SC-116 Pyridin-3-ylmethyl 3,7-dimethyldodecanoate 71
SC-117 Pyridin-3-ylmethyl 9-hexadecenoate 71
SC-118 14-Methyloctadecyl nicotinate 71
SC-119 (Z)-3-Hexenyl citronellate 72
SC-120 3-Oxohexyl citronellate 72
SC-121 3-Oxooctyl citronellate 72
SC-122 Butyl (Z)-dodec-3-enoate 72
SC-123 Isobutyl (Z)-dodec-3-enoate 72
SC-124 Pentyl (Z)-dodec-3-enoate 72
SC-125 3-Methylbutyl (Z)-dodec-3-enoate 72
SC-126 Hexyl (Z)-dodec-3-enoate 72
SC-127 (Z)-3-Hexenyl (Z)-dodec-3-enoate 1
SC-128 Butyl (Z)-dec-3-enoate 72
SC-129 Butyl (E)-dec-2-enoate 72
SC-130 Butyl (E)-undec-3-enoate 72
SC-131 Butyl (E)-tetradec-3-enoate 72
SC-132 Isobutyl (E)-tetradec-3-enoate 72
SC-133 3-Oxodecyl oleate 72
SC-134 (E)-5-Methylhexa-3,5-dien-1-yl oleate 72
SC-135 5-Methylhex-4-enyl (E)-2,3-dihydrofarnesoate 72
SC-136 (E)-5-Methylhexa-3,5-dienyl (E)-2,3-dihydrofarnesoate 72
SC-137 trans,trans-3,4,13,14-Bismethylene-24-methyldotriacontane 73
SC-138 Sarekensane 73
SC-139 cis-10,11-Methylenenonacosane 73
SC-140 cis,cis-8,9,20,21-bismethylenehentriacontane 73
SC-141 (3Z,13Z)-24-Methyldotriaconta-3,13-diene 73
SC-142 (3E,13E)-24-Methyldotriaconta-3,13-diene 73
SC-143 Socialane 77
SC-144 1-Methoxy-28-methyltriacontane 78
SC-145 (1R*,6R*,10R*)-6,10-Dimethylbicyclo[4.4.0]decan-3-one 79
SC-146 trans-6,10-Dimethylbicyclo[4.4.0]dec-1-en-3-one 79
SC-147 cis-6,10-Dimethylbicyclo[4.4.0]dec-1-en-3-one 79
SC-148 2-(1-Hydroxy-1-methylpropyl)-3-methoxypyrazin 79
SC-149 2-(1-Hydroxy-2-methylpropyl)-3-methoxypyrazin 79
SC-150 2,5-Diisopropylpyrazine 79
SC-151 2,6-Diisopropylpyrazine 79
SC-152 2,3-Diisopropylpyrazine 79
SC-153 2-(1-Hydroxy-1-methylethyl)-3-methoxypyrazine 79
SC-154 Isogeosmin 80
SC-155 2-epi-Isogeosmin 80
SC-156 3,11,23-Trimethyltritriacontane 82
SC-157 7,27-Dimethylpentatriacontane 82
SC-158 Hexadecahydronitidane 83
SC-159 3,11,23-Trimethyltritriacont-1-ene dimethyldisulfide adduct 82
SC-160 9,29-Dimethylpentatriacont-1-ene dimethyldisulfide adduct 82
SC-161 1-Methoxy-2,4,6,8,10,12-hexamethylnonacosane 82
SC-162 9,17-Dimethylpentatriacontane 82
SC-163 Poduran 84
SC-164 Decahydropentaprenylprespatane 82
SC-165 9,29-Dimethylpentatriacont-1-ene 82
SC-166 3,11,23-Trimethyltritriacont-1-ene 82
SC-167 (2R*,4R*,6R*,8R*)-2,4,6,8-Tetramethyloctacosan-1-ol 82
SC-168 (2R*,4R*,6R*,8R*)-1-Methoxy-2,4,6,8-tetramethyloctacosane 82
SC-169 Nitidane 83
SC-170 Lycopane 82
SC-171 Lycopaene 82
SC-172 Lycopadiene 82
SC-173 (2S*,4S*,6S*)-2,4,6-Trimethylhexadecyl (2S*,4S*,6S*)-2,4,6-trimethylhexadecanoate 82
SC-174 (2S*,4S*,6S*)-1-Methoxy-2,4,6-trimethylhexadecane 82
SC-175 Methyl (2S,4S,6S)-2,4,6-trimethylhexadecanoate 82
SC-176 (2S*,4S*,6S*)-2,4,6-Trimethylhexadecy trimethylsilyl ether 82
SC-177 Methyl (E)-4,6-dimethyldodec-5-enoate 85
SC-178 4-Methoxy-5-(methylthio)benzodioxolane 86
SC-179 2-Methyl-3H-imidazo[4,5-b]pyridine 86
SC-180 5,6,7-Trimethoxybenzooxathiolane 86
SC-181 5,6,7-Trimethoxybenzooxathiolan-4-amine 86
SC-182 13-Methyl-N-(2-phenylethyl)tetradecanamide 87
SC-183 (E>)-4,6-Dimethyldodec-5-enoic acid 85
AN-1 (6Z,9Z)-Henicosa-6,9-diene 19
AN-1 (6Z,9Z)-Henicosa-6,9-diene 19
AN-1 (6Z,9Z)-Henicosa-6,9-diene 19
AN-1 (6Z,9Z)-Henicosa-6,9-diene 19
AN-2 (3Z,6Z,9Z)-Henicosa-3,6,9-triene 19
AN-3 (3Z,6Z,9Z)-Henicosa-1,3,6,9-tetraene 19
AN-4 (3Z,6Z,9Z,11E)-Nonadeca-3,6,9,11-tetraene 19
AN-5 (6Z,9Z,11E)-Henicosa-6,9,11-triene 19
AN-6 (4E,6Z,9Z)-Nonadeca-4,6,9-triene 19
AN-7 (Z)-cis-6,7-Epoxynonadec-9-ene 19
AN-8 (Z)-cis-9,10-Epoxynonadec-6-ene 19
AN-9 (6Z,9Z)-cis-3,4-Epoxynonadeca-6,9-diene 19
AN-10 (3Z,6Z)-cis-6,7-Epoxynonadeca-3,9-diene 19
AN-11 (3Z,6Z)-cis-9,10-Epoxynonadeca-3,6-diene 19
AN-12 (3Z,6Z,9Z,12Z)-Octadeca-3,6,9,12-tetraene 23
AN-13 (3Z,6Z,9Z,12Z)-Eicosa-3,6,9,12-tetraene 24
AN-14 5-Methyloctadecan-2-one 25
AN-15 5-Methylhexadecan-7-ol 26
AN-16 4-Methylhexadecan-6-ol 26
AN-17 6-Methylheptadecan-8-ol 25
AN-18 5-Methylheptadecan-7-ol 26
AN-19 4-Methylheptadecan-6-ol 26
AN-20 6-Methyloctadecan-8-ol 25
AN-21 5-Methyloctadecan-7-ol 25
AN-22 Octadecan-7-ol 26
AN-23 Octadecan-9-ol 26
AN-24 (4E,6Z,9Z)-henicosa-4,6,9-triene 35
AN-25 (2Z,4E,6Z,9Z)-henicosa-2,4,6,9-tetraene 35
AN-26 6,10,13-trimethyltetradecan-2-one 36
AN-27 6-methyloctadecan-2-one 37
AN-28 14-Methyloctadecan-2-one 37
AN-29 6,14-dimethyloctadecan-2-one 37
AN-30 (E)-Dec-8-en-1-ol 38
AN-31 (E)-Deca-7,9-dien-1-ol 38
AN-32 (3R*,13R*,1'S*)-1'-Ethyl-2'-methylpropyl 3,13-dimethylpentadecanoate 39
AN-33 (10S*,14S*)-10,14-Dimethyloctadec-1-ene 40
AN-34 (10E,14E)-Hexadeca-10,14-dienal 41
AN-35 (6E,11Z)-Hexadeca-6,11-dienal 42
AN-36 (4E,9Z)-Tetradeca-4,9-dienyl acetate 42
AN-37 (Z)-Hexadec-13-enyl acetate 43
AN-38 (Z)-Hexadec-12-enyl acetate 43
AN-39 (Z)-Hexadec-11-enyl acetate 43
AN-40 (3Z,13Z)-Octadeca-3,13-dien-1-ol 44
AN-41 (3E,13Z)-Octadeca-3,13-dien-1-ol 45
AN-42 (3Z,13Z)-Octadeca-3,13-dienyl acetate 46
AN-43 (3E,13Z)-Octadeca-3,13-dienyl acetate 46
AN-44 (2E,13Z)-Octadeca-2,13-dien-1-ol 47
AN-45 (2E,13Z)-Octadeca-2,13-dienyl acetate 47
AN-46 (2E,13Z)-Octadeca-2,13-dienal 47
AN-47 (6Z,9Z,11E)-cis-3,4-Epoxynonadeca-6,9,11-triene 48
AN-48 (3Z,9Z,11E)-cis-6,7-Epoxynonadeca-3,9,11-triene 48
AN-49 (3Z,6Z,11E)-cis-9,10-Epoxynonadeca-3,6,11-triene 48
AN-50 (3Z,6Z,9Z)-trans-11,12-Epoxynonadeca-3,6,9-triene 48
AN-51 (3Z,6Z,11E)-Nonadeca-3,6,11-trien-9-one 48
AN-52 (6Z,9Z,11E)-cis-3,4-epoxyhenicosa-6,9,11-triene 48
AN-53 (3Z,9Z,11E)-cis-6,7-Epoxyhenicosa-3,9,11-triene 48
AN-54 (3Z,6Z,11E)-cis-9,10-Epoxyhenicosa-3,6,11-triene 48
AN-55 (3Z,6Z,9Z)-trans-11,12-epoxyhenicosa-3,6,9-triene 48
AN-56 (3Z,6Z,11E)-Henicosa-3,6,11-trien-9-one 48
AN-57 (9Z,11E)-cis-6,7-Epoxynonadeca-9,11-diene 48
AN-58 (6Z,11E)-cis-9,10-Epoxynonadeca-6,11-diene 48
AN-59 (6Z,9Z)-trans-11,12-Epoxynonadeca-6,9-diene 48
AN-60 (6Z,11E)-Nonadeca-6,11-dien-9-one 48
AN-61 (9Z,11E)-cis-6,7-Epoxyhenicosa-9,11-diene 48
AN-62 (6Z,11E)-ciss-9,10-Epoxyhenicosa-6,11-diene 48
AN-63 Posticlure 48
AN-64 (6Z,11E)-Henicosa-6,11-dien-9-one 48
MI-1 p-Mentha-1,3-dien-9-ol 49
MI-2 Macropophorone 50
MI-3 (E)-(6R*,7S*)-6,7-Epoxy-2-nonenal 51
MI-4 (E)-2,6,10-Trimethylundeca-5,9-dienal 51
MI-5 (E)-6,10-Dimethyl-5,9-undecadien-2-yl acetate 52
ZA-1 Phyllisolide 53
FR-1 (Z)-Nonacos-10-ene 54
FR-2 (8Z,20Z)-8,20-Hentriacontadiene 54
TA-1 ((1R*,3R*)-2,2-dimethyl-3-(prop-1-en-2-yl)cyclobutyl)methyl acetate 55
TA-2 (E)-2-isopropyl-5-methylhexa-2,4-dien-1-yl acetate 55
TA-3 Ethyl (E)-7-methyl-4-octenoate 56
TA-4 Ethyl (Z)-7-methyl-4-octenoate 56
TA-5 Isopropyl (E)-7-methyl-4-octenoate 56
TA-6 Isopropyl (Z)-7-methyl-4-octenoate 56
TA-7 Ethyl (E)-7-methyl-4-nonenoate 56
TA-8 Ethyl (Z)-7-methyl-4-nonenoate 56
TA-9 Isopropyl (E)-7-methyl-4-nonenoate 56
TA-10 Isopropyl (Z)-7-methyl-4-nonenoate 56
GR-1 N-4-methylvaleroyl-O-isobutyroyl-serine methyl ester 57
GR-2 N-4-methylvaleroyl-O-hexanoyl-serine methyl ester 57
GR-3 N-4-methylvaleroyl-O-butyroyl-serine methyl ester 57
GR-4 Limoniic Acid 88
GR-5 N-4-methylvaleroyl-O-butyroyl-serine methyl ester 88
JO-1 Gosodesmine 58
JO-2 (E)-N-(2-(4-Hydroxyphenyl)ethyl)-2-methylpent-2-enamide 59
JO-3 N-(2-(4-Hydroxyphenyl)ethyl)-2-methylpentanamide 59
JO-4 N-(4-hydroxyphenethyl)-2-oxobutanamide 59
JO-5 2-Hydroxy-N-(4-hydroxyphenethyl)butanamide 59
JO-6 cis-3-Heptyl-5-methylhexahydro-1H-pyrrolizine 66
JO-7 cis-3-Butyl-5-hexylhexahydro-1H-pyrrolizine 66
JO-8 N-(4-Hydroxyphenethyl)-5-methyl-2-oxohexanamide 59
JO-9 trans-9-(5-Hexylpyrrolidin-2-yl)nonan-2-one 67
JO-10 Deoxybuzonamine 68
JO-11 (3S*,5R*,7R*)-3,5,7-Trimethyldecane-2,8-dione 68
JO-12 cis-3-Hexyl-5-methyloctahydroindolizine 69
JO-13 4-Methyl-6-propyloctahydro-2H-quinolizine 74
PO-1 (2E,4Z,7Z)-2,4,7-Decatrienal 75
GO-1 p-Mentha-1_8-dien-4-ol
RU-1 Albireticulene 76
RU-2 Gersemiene A 76
RU-3 Gersemiene B 76
RU-4 Prenylgermacrene A 76
RU-5 Benditerpe-2,6,15-triene 76
RU-6 iso-Albireticulene 76
RU-7 Albiretol 76
RU-8 Albireticulone A 76
RU-9 Albiretriene 76
MO-1 4,6-Dimethyltetrahydro-2H-pyran-2-one
MO-2 4,6-Dimethyltetrahydro-2H-pyran-2-one
DI-1 (1R,3E,7E,11S*,12S*)-18-hydroxydolabella-3,7-diene 60
DI-2 Vittatalactone 89
DI-3 Guaia-1(10),11-diene 90
DI-4 (6Z,9Z)-cis-3,4-Epoxy-1,6,9-heneicosatriene 91
DI-5 (Z)-Filamentolide 92
DI-6 2-Hydroxymethyl-3-(3-methylbutyl)-5-methylpyrazine 93
DI-7 Brassicadiene 94
DI-8 2-(Methylthio)benzene-1,4-diol 95
DI-9 4-Hydroxy-3-(methylthio)benzaldehyde 95
DI-10 4-(Hydroxymethyl)-2-(methylthio)phenol 95
DI-11 Tetrahydrobrassicadiene 94
DI-12 (3Z,9Z)-6,7-Epoxyheneicosa-1,3,9-triene 96
DI-13 (3,6-Diethyl-5-methylpyrazin-2-yl)methyl acetate 97
DI-14 (3,6-Diethyl-5-methylpyrazin-2-yl)methanol 97
DI-15 2-Hydroxymethyl-3,5,6-trimethylpyrazine 97
DI-16 3,5,6-Trimethylpyrazin-2-yl)methyl 3-methylbutanoate 97
DI-17 (3,5,6-Trimethylpyrazin-2-yl)methyl 2-methylbutanoate 97
DI-18 (3,6-Dimethylpyrazin-2-yl)methyl 3-methylbutanoate 97
DI-19 Drakolide 97
DI-20 (E)-Filamentolide 98
DI-21 5,9,17-Trimethylhenicosane 92
DI-22 5,9,12,16-Tetramethyleicosane 99
DI-23 5,9-Dimethyldocosane 99
DI-24 6,7-Dihydromicromonocyclol 100
DI-25 18-Hydroxydolabella-3-ene 100
DI-26 Pinaruptene I 100
DI-27 Pinaruptene II 100
DI-28 Pinaruptene III 100
DI-29 Dolastaruptene I 100
DI-30 Dolastaruptene II 100
DI-31 Tsukubaruptene 100
DI-32 Catenaruptene I 100
DI-33 Catenaruptene II 100
DI-34 Phomoruptene I 100
DI-35 Phomoruptene II 100
DI-36 Albataruptene I 100
DI-37 Albataruptene II 100
DI-38 Albataruptene III 100
DI-39 Bonnaruptene I 100
DI-40 Bonnaruptene II 100
DI-41 Bonnaruptene III 100
DI-42 Bonnaruptenol 100
DI-43 Ophioruptene I 100
DI-44 Ophioruptene II 100
DI-45 Ophioruptene III 100
DI-46 Ophioruptene IV 100
DI-47 Aspergilruptene I 100
DI-48 Aspergilruptene II 100
DI-49 Sodorifen 101
DI-50 Presodorifen 101
DI-51 (1R*,3aR*,4S*,6aR*)-1,3a,4,5,6,6a-Hexamethyl-1-vinyl-1,2,3,3a,4,6a-hexahydropentalene 101
DI-52 Methyl 2-(tetrahydrofuran-2-yl)acetate 102
DI-53 Ethyl 2-(tetrahydrofuran-2-yl)acetate 102
DI-54 Polytrichastrene A 103
DI-55 Wanju-2,5-diene 103
DI-56 Catenul-14-en-6-ol 104
DI-57 Isocatenula-2,14-diene 104
DI-58 Isocatenula-2(6),14-diene 104
DI-59 Catenul-14-en-6-one 104
DI-60 Catenul-14-en-6-yl acetate 104
DI-61 (1S*,4S*,7S*,8S*,9S*,10R*)-Spata-13,17-diene 105
DI-62 (1S*,2R*,5S*,6S*,7R*,8R*)-Prenylkelsoene 105
DI-63 Bourbon-11-ene 105
DI-64 Prenylspata-13,17-diene 105
DI-65 Kelsoene 105
DI-66 Geranylkelsoene 105
DI-67 Isopentylkelsoene 105
DI-68 (4R*,6S*,7E,9E)-Graphisurone 106
DI-69 (4Z,7Z)-Deca-4,7-dienyl acetate 107
DI-70 (6Z,9Z)-Tricosa-1,6,9-triene 108
DI-71 Spat-13-ene 105
DI-72 (3Z,6Z,9Z)-Tricosa-3,6,9-triene 108
DI-73 (6Z,9Z)-Tricosa-6,9-diene 108
DI-74 2-(4-Methylpentyl)octahydro-2H-quinolizine 109
DI-75 7-(4-Methylpentyl)octahydroindolizine 109
DI-76 Homogosodesmine 109
DI-77 2-(4-Methylpent-3-en-1-yl)-1,6,7,8,9,9a-hexahydro-4H-quinolizin-4-one 109
DI-78 Hydrogosodesmine 109
DI-79 Homo-hydrogosodesmine 109
DI-80 2-Methyl-5-(octahydro-2H-quinolizin-2-yl)pentan-2-ol 109
DI-81 2-Methyl-5-(octahydroindolizin-7-yl)pentan-2-ol 109
DI-82 3-Acetoxynitropolyzonamine 110
DI-83 Polyzonamine 110
DI-84 Nitropolyzonamine 110
DI-85 (4S*,5S*)-4-Ethyl-5-methyl-2-(1-methylpropyl)-1,3-dioxolane 111
DI-86 (2R>/S,4S*,5S*)-4-Ethyl-2-isopropyl-5-methyl-1,3-dioxolane 111
DI-87 (2R>/S,4S*,5S*)-2,4-Diethyl-2,5 dimethyl-1,3-dioxolane 111
DI-88 (2R>/S,4S*,5S*)-4-Ethyl-5-methyl-2-(2-methylpropyl)-1,3-dioxolane 111
DI-89 α,α-Acariolide 112
DI-90 α,β-Acariolide 112
DI-91 N-(2-Phenylethyl)pentadecanamide 87
DI-92 N-(4-Hydroxyphenylethyl)-2-phenylacetamide 87
DI-93 N-(4-Hydroxyphenethyl)-3-(methylthio)propanamide 87
DI-94 Tetraprenyl-beta-curcumene 87
DI-95 Tetraprenyl-ar-curcumene 87
DI-96 Triprenyl-ar-curcumene 87
DI-97 Triprenyl-β-curcumene 87
DI-98 Decahydrotetraprenyl-ar-curcumene 87
DI-99 2-Methyl-6-pentyl-3,4-dihydro-2H-pyrane 113
DI-100 Spiroviolene 114
DI-101 Talaropentaene 115
DI-102 Macrophomene 115
DI-103 Colleterpenol 115
DI-104 (1Z)-8,9-Dimethyl-1-(nitromethylidene)-2-azaspiro[4.4]non-8-en-7-one 110
DI-105 2,3-Dimethyl-7-nitro-2,3,5,6,7,7a-hexahydrospiro[cyclopentane-1,1-pyrrolizin]-2-ene 110
BU-1 4,6-Dimethyltetrahydro-2H-pyran-2-one Synthetic
BU-2 4,6-Dimethyltetrahydro-2H-pyran-2-one (Diastereomer) Synthetic
DO-1 Gambanol 116
KA-1 Invictolide 117
Li-1 3-Methyl-1-(methylthio)but-2-ene 118
Li-2 Murgantiol 119
Li-3 Epoxyzingiberene 119
Li-4 3-Isopropyl-2,5-dimethylpyrazine 120
Li-5 5-Isopropyl-2,3-dimethylpyrazine 120
Li-6 2-Isopropyl-3,5-dimethylpyrazine 120
Li-7 (E)-Filamentol 92
Li-8 (Z)-Filamentol 92
Li-9 (E)-Filamental 92
Li-10 Filamentone 92
Li-11 (Z)-Filamental 92
Li-12 2,4,8,13-Tetramethyltetradecan-1-ol 121
DS-1 4,5-diepi-Geosmin 80
DS-2 5,10-diepi-Geosmin 80
DS-3 5-epi-Geosmin 80
DS-4 Geosmin 80
KI-1 Lavandulyl senecioate 122
KI-2 2-Isopropylidene-5-methyl-4-hexen-1-yl butyrate 123
KI-3 (E)-2-Isopropyl-5-methylhexa-3,5-dienyl acetate 124
KI-4 2,6-Dimethyl-1,5-heptadien-3-yl acetate 125


1 M. Gerbaulet, A. Möllerke, K. Weiss, S. Chinta, J. M. Schneider, S. Schulz, Identification of cuticular and web lipids of the spider Argiope bruennichi, J. Chem. Ecol., online (2022). doi: 10.1007/s10886-021-01338-y
2 P. Stamm, F. Etl, A. C. D. Maia, S. Dötterl, S. Schulz, Synthesis, Absolute Configuration and Biological Activity of Floral Scent Compounds from Night-Blooming Araceae, J. Org. Chem. 86, 5245 (2021). doi: 10.1021/acs.joc.1c00145
3 P. Stamm, F. Mann, M. McClure, M. Elias, S. Schulz, Chemistry of the Androconial Secretion of the Ithomiine Butterfly Oleria onega, J. Chem. Ecol. 45, 768-778 (2019). doi: 10.1016/S0040-4020(01)01149-8
4 R. Wegener, S. Schulz, Identification and Synthesis of Homomonoterpenoids Emitted from Elm Leaves after Elicitation by Beetle Eggs, Tetrahedron 58, 315-319 (2002). doi: 10.1007/s10886-019-01100-5
5 S. Schulz, W. Francke, M. Boppre, T. Eisner, J. Meinwald, Insect pheromone biosynthesis: Stereochemical pathway of hydroxydanaidal production from alkaloidal precursors in Creatonotos transiens (Lepidoptera, Arctiidae), Proc. Natl. Acad. Sci. USA 90, 6834-6838 (1993) doi: 10.1073/pnas.90.14.6834
6 S. Ehlers, D. Szczerbowski, T. Harig, M. Stell, S. Hötling, K. Darragh, C. D. Jiggins, S. Schulz, Identification and composition of clasper scent gland components of the butterfly Heliconius erato and its relation to mimicry, ChemBioChem 22, 3300-3313 (2021). doi: 10.1002/cbic.202100372
7 S. B. Krasnoff, L. B. Bjostad, W. L. Roelofs, Quantitative and qualitative variation in male pheromones ofPhragmatobia fuliginosa and Pyrrharctia isabella (Lepidoptera: Arctiidae), J. Am. Chem. Soc. 88, 1305-1310 (1966). doi: 10.1007/BF01020162
8 J. Meinwald, Y. C. Meinwald, Structure and Synthesis of the Major Components in the Hairpencil Secretion of a Male Butterfly, Lycorea ceres ceres (Cramer), J. Am. Chem. Soc. 88, 1305-1310 (1966). doi: 10.1021/ja00958a039
9 V. Witte, S. Foitzik, R. Hashim, U. Maschwitz, S. Schulz, Fine Tuning of Social Integration in two Myrmecophiles of the Ponerine Army Ant Leptogenys distinguenda, J. Chem. Ecol.. 35, 355-367 (2009). doi: 10.1007/s10886-009-9606-8
10 T. W. Bell, J. Meinwald, Pheromones of two arctiid moths (Creatonotos transiens and C. gangis), J. Chem. Ecol. 12, 385-709 (1986). doi: 10.1007/BF01020563
11 S. C. Jain, D. E. Dussourd, W. E. Conner, T. Eisner, A. Guerrero, J. Meinwald, Polyene pheromone components from an arctiid moth (Utetheisa ornatrix): characterization and synthesis, J. Org. Chem. 48, 2266-2270 (1983). doi: 10.1021/jo00161a024
12 V.Sinnwell, S.Schulza, W.Francke, R.Kittmann, D.Schneider, Identification of pheromones from the male swift moth Hepialus Hecta L., Tetrahedron Letters 26, 1707-1710 (1985). doi: 10.1016/S0040-4039(00)98317-5
13 W. Francke, W. Mackenroth, W. Schroder, S. Schulz, J. Tengoe,E. Engels, W. Engels, R. Kittmann, D. Schneider, Identification of Cyclic Enolethers from Insects: Alkyldihydropyranes from Bees and AIkyldihydro-4H-pyran-4-ones from a Male Moth*, Polyene pheromone components from an arctiid moth (Utetheisa ornatrix): characterization and synthesis, Zeitschrift für Naturforschung C 40, 145-147 (1985). doi: 10.1021/jo00161a024
14 S. Schulz, W. Francke, J. Edgar und D. Schneider, Volatile compounds from androconial organs of danaine and ithomiine butterflies, Zeitschrift für Naturforschung C 43, 99-104 (1988). doi: 10.1515/znc-1988-1-219
15 K. Krückert, B. Flachsbarth, S. Schulz, U. Hentschel, P. J. Weldon, Ethyl-Branched Aldehydes, Ketones, and Diketones from Caimans (Caiman and Paleosuchus; Crocodylia, Reptilia), J. Nat. Prod. 69, 863-870 (2006). doi: 10.1021/np0600797
16 S.Schulz, R.Nishida, The pheromone system of the male danaine butterfly, Idea leuconoe, Bioorganic & Medicinal Chemistry 4, 341-349 (1996). doi: 10.1016/0968-0896(96)00011-9
17 S. Schulz, W. Francke, M. Boppré, Carboxylic Acids from Hairpencils of Male Amauris Butterflies (Lep.: Danainae), Biol. Chem. 369, 633-638 (1988). doi: 10.1515/bchm3.1988.369.2.633
18 T. Harig, C. Schlawis, L. Ziesche, M. Pohlner, B. Engelen, S. Schulz, Nitrogen-Containing Volatiles from Marine Salinispora pacifica and Roseobacter-Group Bacteria, J. Nat. Prod. 80, 3289-3295 (2017). doi: 10.1021/acs.jnatprod.7b00789
19 M. Yamamoto, R. Yamakawa, T. Oga, Y. Takei, M. Kinjo, T. Ando, Synthesis and Chemical Characterization of Hydrocarbons with a 6,9,11-, 3,6,9,11-, or 1,3,6,9-Polyene System, Pheromone Candidates in Lepidoptera, J Chem Ecol 34, 1057-1064 (2008). doi: 10.1007/s10886-008-9461-z
20 Y. Muraki, R. Yamakawa, M. Yamamoto, H. Naka, A. Honma, J. Mappes, K. Suisto, T. Ando, GC/FT-IR Analysis of Novel 4,6,9-Triene and 2,4,6,9-Tetraene Occurring in a Female Pheromone Gland of Arctia plantaginis (Erebidae: Arctiinae), Am. J. Anal. Chem. 8, 645-656 (2017). doi: 10.4236/ajac.2017.810047
21 T. Ando, H. Kishi, N. Akashio, X.-R. Qin, N. Saito, H. Abe, S. Hashimoto, Sex attractants of geometrid and noctuid moths: Chemical characterization and field test of monoepoxides of 6,9-dienes and related compounds, J Chem Ecol 21, 299--311 (1995). doi: 10.1007/BF02036719
22 T. Ando, H. Ohsawa, T. Ueno, H. Kishi, Y. Okamura, S. Hashimoto, Hydrocarbons with a homoconjugated polyene system and their monoepoxy derivatives: Sex attractants of geometrid and noctuid moths distributed in Japan, J Chem Ecol 19, 787-798 (1993). doi: 10.1007/BF00985009
23 R. Yamakawa, N. D. Do, M. Kinjo, Y. Terashima, T. Ando, Components of the Sex Pheromones Produced by Emerald Moths: Identification, Synthesis, and Field Evaluation, J Chem Ecol 37, 105-113 (2011). doi: 10.1007/s10886-010-9895-y
24 R. Yamakawa, N. D. Do, M. Kinjo, Y. Terashima, M. Kinjo T. Ando, (6Z,9Z,12Z)-6,9,12-Octadecatriene and (3Z,6Z,9Z,12Z)-3,6,9,12-icosatetraene, the novel sex pheromones produced by emerald moths, Tetrahedron Letters 50, 4738-4740 (2009). doi: 10.1016/j.tetlet.2009.06.027
25 Y. Adachi, N. D. Do, M. Kinjo, S. Makisako, R. Yamakawa, K. Mori, T. Ando, Positions and Stereochemistry of Methyl Branches in the Novel Sex Pheromone Components Produced by a Lichen Moth, Lyclene dharma dharma, J Chem Ecol 36, 814-823 (2010). doi: 10.1007/s10886-010-9813-3
26 Y. Muraki, T. Taguri, R. Yamakawa, T. Ando, Synthesis and Field Evaluation of Stereoisomers and Analogues of 5-Methylheptadecan-7-ol, an Unusual Sex Pheromone Component of the Lichen Moth, Miltochrista calamina, J Chem Ecol 40, 250-258 (2014). doi: 10.1007/s10886-014-0405-5
27 S. Schulz, Absolute Configuration and Synthesis of 2-Hydroxy-2-(1-hydroxyethyl)-3-methyl-γ-butyrolactone, a Presumed Pheromone of Ithomiine Butterflies, Liebigs Ann. Chem., 829-834 (1992). doi: 10.1002/jlac.1992199201137
28 S. Schulz, G. Beccaloni, K. S. Brown, M. Boppré, A. V. L. Freitas, P. Ockenfels, J. R. Trigo, Semiochemicals derived from pyrrolizidine alkaloids in male ithomiine butterflies (Lepidoptera: Nymphalidae: Ithomiinae), Biochem. Syst. Ecol. 32, 699-713 (2004). doi: 10.1016/j.bse.2003.12.004
29 S. Schulz, Composition of the Silk Lipids of the Spider Nephila clavipes, Lipids 36, 637-647 (2001). doi: 10.1007/s11745-001-0768-7
30 D. Szczerbowski, S. Ehlers, K. Darragh, C. Jiggins, S. Schulz, Head and Tail Oxidized Terpenoid Esters from Androconia of Heliconius erato Butterflies, J. Nat. Prod. 85, 699-713 (2004). doi: 10.1021/acs.jnatprod.2c00300
31 L. Ziesche, L. Wolter, H. Wang, T. Brinkhoff, M. Pohlner, B. Engelen, I. Wagner-Döbler, S. Schulz, An Unprecedented Medium-Chain Diunsaturated N-acylhomoserine Lactone from Marine Roseobacter Group Bacteria, Mar. Drugs 17, 20 (2019). doi: 10.3390/md17010020
32 D. Koteska,S. S. Garcia, I. Wagner-Döbler, S. Schulz, Identification of Volatiles of the Dinoflagellate Prorocentrum cordatum, Mar. Drugs 20, 371 (2022). doi: 10.3390/md20060371
33 P. Biwer, M. Neumann-Schaal, P. Henke, D. Jahn, S. Schulz , Thiol Metabolism and Volatile Metabolome of Clostridioides difficile, Front. Microbiol. 13, 864587 (2022). doi: 10.3389/fmicb.2022.864587
34 J. Kuhn, S. Schulz, Cinnamomeoventrolide - Double Bond Regioisomerism in Frog Semiochemicals, J Chem Eco (2022). doi: 10.1007/s10886-022-01370-6
35 Y. Muraki, R. Yamakawa, M. Yamamoto, H. Naka, A. Honma, J. Mappes, K. Suisto, T. Ando, GC/FT-IR Analysis of Novel 4,6,9-Triene and 2,4,6,9-Tetraene Occurring in a Female Pheromone Gland of Arctia plantaginis (Erebidae: Arctiinae), Am. J. Anal. Chem. 8, 645-656 (2017). doi: 10.4236/ajac.2017.810047
36 Y. Muraki,T. Taguri,M. Yamamoto,P. H. G. Zarbin,T. Ando, Synthesis of All Four Stereoisomers of 6,10,13-Trimethyltetradecan-2-one, a Sex Pheromone Component Produced by Males of the Stink Bug Pallantia macunaima, Eur. J. Org. Chem. 11, 2209-2215 (2013). doi: 10.1002/ejoc.201201688
37 M. Yamamoto, T. Kamata, N. D. Do, Y. Adachi, M. Kinjo, T. Ando, A Novel Lepidopteran Sex Pheromone Produced by Females of a Lithosiinae Species, Lyclene dharma dharma, in the Family of Arctiidae, Biosci. Biotechnol. Biochem 71, 2860-2863 (2007). doi: 10.1271/bbb.70551
38 H. Shibasaki, M. Yamamoto, Q. Yan, H. Naka, T. Suzuki, T. Ando, Identification of the Sex Pheromone Secreted by a Nettle Moth, Monema flavescens, Using Gas Chromatography/Fourier Transform Infrared Spectroscopy, J Chem Eco 39, 350-357 (2013). doi: 10.1007/s10886-013-0253-8
39 T. Taguri, M. Yamamoto, T. Fujii, Y. Muraki, T. Ando, Synthesis of Four Stereoisomers of (S)-2-Methylpent-3-yl 3,13-Dimethylpentadecanoate, a Sex Pheromone of the Bagworm Moth Clania variegate, Using Stereospecific Inversion of Secondary Sulfonates as a Key Step, Eur. J. Org. Chem. 30, 6924-6933 (2013). doi: 10.1002/ejoc.201300874
40 T. Taguri, K. Yaginuma, M. Yamamoto, T. Fujii,T. Ando, Enantiospecific synthesis and filed evaluation of four stereoisomers of 10,14-dimethyloctadec-1-ene, a sex pheromone component secreted by female moths of the apple leafminer, Biosci. Biotechnol. Biochem. 78, 761-765 (2014). doi: 10.1080/09168451.2014.905187
41 Q. Yan, L. V. Vang, C. Nguyen Q. Khanh, H. Naka, T. Ando, Reexamination of the Female Sex Pheromone of the Sweet Potato Vine Borer Moth: Identification and Field Evaluation of a Tricosatriene, J Chem Eco 40, 590-598 (2014). doi: 10.1007/s10886-014-0446-9
42 Q. Yan, A. Kanegae, T. Miyachi, H. Naka, H. Tatsut, T. Ando , Female Sex Pheromones of Two Japanese Saturniid Species, Rhodinia fugax and Loepa sakaeiy: Identification, Synthesis, and Field Evaluation, J Chem Eco 41, 1-8 (2015). doi: 10.1007/s10886-014-0538-6
43 Q. Yan, K. Kuriyama, K. Nishikawa, S. Tominaga, H. Tatsuta, T. Ando, H. Naka, (Z)-13-Hexadecenyl Acetate: a Novel Moth Sex Pheromone Component from Herpetogramma submarginale (Lepidoptera: Crambidae), J Chem Eco 41, 441-445 (2015). doi: 10.1007/s10886-015-0576-8
44 H. Naka, T. Nakazawa, M. Sugie, M. Yamamoto, Y. Horie, R. Wakasugi, Y. Arita, H. Sugie, K. Tsuchida, T. Ando, Synthesis and Characterization of 3,13- and 2,13-Octadecadienyl Compounds for Identification of the Sex Pheromone Secreted by a Clearwing Moth, Nokona pernix, Biosci. Biotechnol. Biochem. 70, 508-516 (2006). doi: 10.1271/bbb.70.508
45 H. Naka, S. Kubota, F. Kuchiki, H. Shibasaki, M. Yamamoto, Y. Soejima, Y. Arita, T. Ando, Identification and field attraction of the female sex pheromone of a kiwifruit pest, Nokona feralis (Lepidoptera: Sesiidae), Biosci. Biotechnol. Biochem. 82, 1468-1472 (2018). doi: 10.1080/09168451.2018.1484274
46 H. Naka, T. Nakazawa, M. Sugie, M. Yamamoto, Y, Horie, R. Wakasugi, Y. Arita, H. Sugie, K. Tsuhida, T. Ando, Synthesis and Characterization of 3,13- and 2,13-Octadecadienyl Compounds for Identification of the Sex Pheromone Secreted by a Clearwing Moth, Nokona pernix , Biosci. Biotechnol. Biochem. 70, 508-516 (2006). doi: 10.1271/bbb.70.508
47 H. Naka, S. Inomata, K. Matsuoka, M. Yamamoto, H. Sugie, K. Tsuchida, Y. Arita, T. Ando, Sex Pheromones of Two Melittini Species, Macroscelesia Japona and M. Longipes: Identification and Field Attraction, J Chem Eco 33, 591-601 (2007). doi: 10.1007/s10886-006-9242-5
48 M. Yamamoto, R. Maruyama, Y. Murakami, Y. Sakamoto, R. Yamakawa, T. Ando, Characterization of posticlure and the structure-related sex pheromone candidates prepared by epoxidation of (6Z,9Z,11E)-6,9,11-trienes and (3Z,6Z,9Z,11E)-3,6,9,11-tetraenes, Anal. Bioanal. Chem. 405, 7405-7414 (2013). doi: 10.1007/s00216-013-7144-2
49 M. A. Molander, B. Eriksson, K. Arriola, A. B. Richards, L. M. Hanks, M. C. Larsson, J. G. Millar, p-Mentha-1,3-dien-9-ol: A novel aggregation-sex pheromone for monitoring longhorn beetles (Cerambycidae) in Eurasia and North America, J Appl Entomol. 146, 1098-1108 (2022). doi: 10.1111/jen.13059
50 W. D. Silva, Y. Zou, L. M. Hanks, J. Maurício S. Bento, J. G. Millar, Pheromone Component for the South American Cerambycid Beetle Macropophora accentifer, J Chem Eco (2022). doi: 10.1007/s10886-022-01362-6
51 T. Xu, H. Yasui, S. A. Teale, N. Fujiwara-Tsujii, J. D. Wickham, M. Fukaya, L. Hansen, S. Kiriyama, D. Hao, A. Nakano, L. Zhang, T. Watanabe, M. Tokoro, J. G. Millar, Identification of a male-produced sex-aggregation pheromone for a highly invasive cerambycid beetle, Aromia bungii, Sci. Rep. 7, 7330 (2017). doi: 10.1038/s41598-017-07520-1
52 L. R. Meier, Y. Zou, J. G. Millar, J. A. Mongold-Diers, L. M. Hanks , Synergism between Enantiomers Creates Species-Specific Pheromone Blends and Minimizes Cross-Attraction for Two Species of Cerambycid Beetles, J Chem Eco 42, 1181-1192 (2016). doi: 10.1007/s10886-016-0782-z
53 D. J. Melo, E. O. Borges, D. Szczerbowski, D. M. Vidal, S. Schulz, P. H. G. Zarbin, Identification and Synthesis of a Macrolide as an Anti-aphrodisiac Pheromone from Males of Heliconius erato phyllis, Org. Lett. 24, 3772-3775 (2022). doi: 10.1021/acs.orglett.2c01160
54 J. Mant, C. Brändli, N. J. Vereecken, C. M. Schulz, W. Francke, F. P. Schiestl, Cuticular Hydrocarbons as Sex Pheromone of the Bee Colletes cunicularius and the Key to its Mimicry by the Sexually Deceptive Orchid, Ophrys exaltata, J Chem Eco 31, 1765-1787 (2005). doi: 10.1007/s10886-005-5926-5
55 J. Tabata, Genetic Basis Underlying Structural Shift of Monoterpenoid Pheromones in Mealybugs, J Chem Eco 48, 546-553 (2022). doi: 10.1007/s10886-021-01339-x
56 J. Tabata, H. Yasui, Sex Pheromone of the Azalea Mealybug With a Non-Terpene Structure, J Chem Eco 48, 609-617 (2022). doi: 10.1007/s10886-022-01376-0
57 A. Fischer, R. Gries, S. K. Alamsetti, E. Hung, A. C. Roman Torres, Y. Fernando, S. Meraj, W. Ren, R. Britton, G. Gries, Origin, structure and functional transition of sex pheromone components in a false widow spider, Commun Biol 5, 1156 (2022). doi: 10.1038/s42003-022-04072-7
58 M. F. Hassler, D. P. Harrison, T. H. Jones, C. H. Richart, R. A. Saporito, Gosodesmine, a 7-Substituted Hexahydroindolizine from the Millipede Gosodesmus claremontus, J. Nat. Prod. 9, 2764-2768 (2020). doi: 10.1021/acs.jnatprod.0c00722
59 A. R. Luo, M. F. Hassler, T. H. Jones, R. K. Vander Meer, R. M. M. Adams, The Evolution of Tyramides in Male Fungus-Growing Ants (Formicidae: Myrmicinae: Attini: Attina), J Chem Eco 48, 782-790 (2022). doi: 10.1007/s10886-022-01382-2
60 J. S. Dickschat, J. Rinkel, P. Rabe, A. B. Kashkooli, H. J. Bouwmeester, 18-Hydroxydolabella-3,7-diene synthase - a diterpene synthase from Chitinophaga pinensis, Beilstein J. Org. Chem. 13, 1770-1780 (2017). doi: 10.3762/bjoc.13.171
61 S. Schulz, S. Toft, Branched long chain alkyl methyl ethers: a new class of lipids from spider silk, Tetrahedron 49, 6805-6820 (2001). doi: 10.1016/S0040-4020(01)80424-5
62 D. Koteska, P. Marter, S. Huang, S. Pradella, J. Petersen, S. Schulz, Volatiles of the Apicomplexan Alga Chromera velia and Associated Bacteria, ChemBioChem 24, e202200530 (2022). doi: 10.1002/cbic.202200530
63 A. Ladwig, M. Kroll, S. Schulz, Identification and determination of the absolute configuration of amorph-4-en-10β-ol, a cadinol-type sesquiterpene from the scent glands of the African reed frog Hyperolius cinnamomeoventris, Beilstein J. Org. Chem. 19, 167-175 (2023). doi: 10.3762/bjoc.19.16
64 K. Stritzke, S. Schulz, M. Boppré, Niaviolides, New Macrocyclic Sesquiterpenes Secreted by Males of the African Butterfly Amauris niavius, EurJOC 7, 1337-1342 (2003). doi: 10.1002/ejoc.200390189
65 S. Schulz, J. Gross, M. Hilker, Origin of the defensive secretion of the leaf beetle Chrysomela lapponica, Tetrahedron 53, 9203-9212 (1997). doi: 10.1016/S0040-4020(97)00618-2
66 T. H. Jones, M. S. Blum, H. M. Fales, C. R. Thompson, (5Z,8E)-3-Heptyl-5-methylpyrrolizidine from a thief ant, J. Org. Chem. 45, 4778-4780 (1980). doi: 10.1021/jo01311a048
67 R. M. M. Adams, T. H. Jones, J. T. Longino, R. G. Weatherford, U. G. Mueller, Alkaloid Venom Weaponry of Three Megalomyrmex Thief Ants and the Behavioral Response of Cyphomyrmex costatus Host Ants, J Chem Eco 41, 373-385 (2015). doi: 10.1007/s10886-015-0565-y
68 T. H. Jones, D. P. Harrison, C. Menegatti, E. Mevers, K. Knott, P. Marek, D. A. Hennen, M. T. Kasson, A. M. Macias, B. Lovett, R. A. Saporito, Deoxybuzonamine Isomers from the Millipede Brachycybe lecontii (Platydesmida: Andrognathidae), J. Nat. Prod. 85, 1134-1140 (2022). doi: 10.1021/acs.jnatprod.2c00077
69 T. H. Jones, D. M. Guthrie, C. T. Hogan, D. J. Robinson, R. Mesibov, W. A. Shear, T. F. Spande, R. A. Saporito, The Chemistry of Some Dalodesmidean Millipedes from Tasmania (Diplopoda, Polydesmida), J. Nat. Prod. 81, 171-177 (2018). doi: 10.1021/acs.jnatprod.7b00806
70 J. S. T. Gorman, T. H. Jones, T. F. Spande, R. R. Snelling, J. A. Torres, H. M. Garraffo, 3-Hexyl-5-Methylindolizidine Isomers from Thief Ants, Solenopsis (Diplorhoptrum) Species, J Chem Eco 24, 933-943 (1998). doi: 10.1023/A:1022381719471
71 J. Holste, C. Mügge, C. Distler, S. Schulz, The uropygial gland of the Great Cormorant (Phalacrocorax carbo): II. Biochemical analysis of the uropygial secretion, J. Ornitho., 164:605-619 (2023). doi: 10.1007/s10336-023-02073-9
72 S. Ehlers, R. Blow, D. Szczerbowski, C. Jiggins, St. Schulz, Variation of Clasper Scent Gland Composition of Heliconius Butterflies from a Biodiversity Hotspot, ChemBioChem. 24, e2023005 (2023). doi: 10.1002/cbic.202300537
73 A. Möllerke, J. Bello, H. P. Leinaas, S. Schulz, Cyclopropane Hydrocarbons from the Springtail Vertagopus sarekensis-A New Class of Cuticular Lipids from Arthropods, Online (2023). doi: 10.1021/acs.jnatprod.3c00789
74 T. H. Jones, J. S. T. Gorman, R. R. Snelling, J. H. C. Delabie, M. S. Blum, H. M. Garraffo, P. Jain, J. W. Daly, T. F. Spande, Further Alkaloids Common to Ants and Frogs: Decahydroquinolines and a Quinolizidine, J. Chem. Ecol. 25, 1179-1193 (1999). doi: 10.1023/A:1020898229304
75 A. Barofsky, G. Pohnert, Biosynthesis of Polyunsaturated Short Chain Aldehydes in the Diatom Thalassiosira rotula, Org. Lett. 9, 1017-1020 (2007). doi: 10.1021/ol063051v
76 Z. Li, B. Xu, T. A. Alsup, X. Wei, W. Ning, D. G. Icenhour, M. A. Ehrenberger, I. Ghiviriga, B. Giang, J. D. Rudolf, Cryptic Isomerization in Diterpene Biosynthesis and the Restoration of an Evolutionarily Defunct P450, J. Am. Chem. Soc. 41, 22361-22365 (2023). doi: 10.1021/jacs.3c09446
77 A. Möllerke, D. M. Vidal, H. P. Leinaas, S. Schulz, Socialane, a Nonaprenyl Terpene Hydrocarbon Surface Lipid from the Collembola Hypogastrura socialis, Chem. Eur. J. 30, e20240272 (2024). doi: 10.1002/chem.202400272
78 S. Schulz, S. Toft, Branched Long Chain Alkyl Methyl Ethers: A New Class of Lipids from Spider Silk, Tetrahedron 49, 6805-6820 (1993). doi: 10.1016/S0040-4020(01)80424-5
79 S. Schulz, J. Fuhlendorff, H. Reichenbach, Identification and synthesis of volatiles released by the myxobacterium Chondromyces crocatus, Tetrahedron 60, 3863-3872 (2004). doi: 10.1016/j.tet.2004.03.005
80 Z. Yin, M. Maczka, G. Schnakenburg, S. Schulz, J. Dickschat, Enantioselective synthesis of all stereoisomers of geosmin and of biosynthetically related natural products, Org. Biomol. Chem. 22, 5748 (2024). doi: 10.1039/d4ob00934g
82 A. Möllerke, G. Brasse, J. Bello D. M. Vidal, K. Dettner, J. Zettel, M. P. Berg, S. Scheu, H. P. Leinaas, S. Schulz, The unique epicuticular chemistry of Collembola - A cross-species analysis, iScience 27, 110416 (2024). doi: 10.1016/j.isci.2024.110416
83 A. Möllerke, S. Schulz, Nitidane: An Irregular Prenylated Diterpene from the Cuticle of the Springtail Heteromurus nitidus, J. Nat. Prod. 87, 1454-1458 (2024). doi: 10.1021/acs.jnatprod.4c00258
84 S. Schulz, C. Messer, K. Dettner, Poduran, an unusual tetraterpene from the springtail Podura aquatica, Tetrahedron Letters 38, 2077-2080 (1997). doi: 10.1016/S0040-4039(97)00341-9
85 J. Holste, P. Weldon, D. Boyer, S. Schulz, The scent gland composition of the Mangshan pit viper, Protobothrops mangshanensis, Beilstein J. Org. Chem. 20, 2644-2654 (2024). doi: 10.3762/bjoc.20.222
86 A. Möllerke, M. Stell, C. Schlawis, U. Trauer-Kizilelma, J. Herrmann, H. P. Leinaas, S. Scheu, S. Schulz, Identification of unique highly hetero-substituted benzenes as chemical weapons of springtails by a combination of trace analytical methods with DFT calculations and synthesis, Chem. Sci. 18, 15332 (2024). doi: 10.1039/D4SC03182B
87 K. Böröczky, H. Laatsch, I. Wagner-Döbler, K. Stritzke, S. Schulz, Cluster Analysis as Selection and Dereplication Tool for the Identification of New Natural Compounds from Large Sample Sets, Chem. Biodivers. 3, 622-634 (2006). doi: 10.1002/cbdv.200690065
88 R. Gries, S. K. Alamsetti, W. G. van Herk, H. A. Catton, S. Meers, E. Lemke, G. Gries, Limoniic Acid - Major Component of the Sex Pheromones of the Click Beetles Limonius canus and L. californicus, J. Chem. Eco. 47, 123-133 (2021). doi: 10.1007/s10886-020-01241-y
89 D. C. Weber, A. Khrimian, J. P. Ramirez Bonilla, I. M. Grettenberger, F. Guzman, A. I. Haber , Vittatalactone is the Male-Produced Aggregation Pheromone of the Western Striped Cucumber Beetle, Acalymma trivittatum, J. Chem. Eco. 49, 475-481 (2023). doi: 10.1007/s10886-023-01437-y
90 Y. Ling Hu, Q. Zhang, S. He Liu, J. Li Sun, F. Zhou Yin,a Z. Ru Wang,a J. Shi, R. Hua Jiao, H. Ming Ge, Building Streptomyces albus as a chassis for synthesis of bacterial terpenoids, Chem. Sci. 14, 3661 (2023). doi: : 10.1039/d2sc06033g
91 R. Yamakawa, Y. Takubo, H. Shibasaki, Y. Murakami, M. Yamamoto, T. Ando, Characterization of Epoxytrienes Derived from (3Z,6Z,9Z)-1,3,6,9-Tetraenes, Sex Pheromone Components of Arctiid Moths and Related Compounds, J. Chem. Eco. 38, 1042-1049 (2012). doi: 10.1007/s10886-012-0165-z
92 A. Tröger, G. P. Svensson, H. Galbrecht, R. Twele, J. M. Patt, S. Bartram, P. H. G. Zarbin, K. A. Segraves, D. M. Althoff, S. von Reuss, R. A. Raguso, W. Francke , Tetranorsesquiterpenoids as Attractants of Yucca Moths to Yucca Flowers, J. Chem. Eco. 47, 1025-1041 (2021). doi: 10.1007/s10886-021-01308-4
93 B. Bohman, L. Jeffares, G. Flematti, R. D. Phillips, K. W. Dixon, Rod Peakall, R. A. Barrow, The Discovery of 2-Hydroxymethyl-3-(3-methylbutyl)-5-methylpyrazine: A Semiochemical in Orchid Pollination, Org. Lett. 14, 2576-2578 (2012). doi: 10.1021/ol300864u
94 K. Arriola, S. Guarino, C. Schlawis, M. A. Arif, S. Colazza, E. Peri, S. Schulz, J. G. Millar, Identification of Brassicadiene, a Diterpene Hydrocarbon Attractiveto the Invasive Stink Bug Bagrada hilaris, from Volatiles of Cauliflower Seedlings, Brassica oleracea var. botrytis, Org. Lett. 22, 2972-2975 (2020). doi: 10.1021/acs.orglett.0c00707
95 B. Bohman, R. D. Phillips, G. R. Flematti, R. A. Barrow, R. Peakall, The Spider Orchid Caladenia crebra Produces Sulfurous Pheromone Mimics to Attract its Male Wasp Pollinator, Angew. Chem. 56, 8455-8458 (20217). doi: 10.1002/anie.201702864
96 M. Yamamoto, R. Maruyama, Y. Murakami, Y. Sakamoto, R. Yamakawa, T. Ando, Characterization of posticlure and the structure-related sex pheromone candidates prepared by epoxidation of (6Z,9Z,11E)-6,9,11-trienes and (3Z,6Z,9Z,11E)-3,6,9,11-tetraenes, Anal. Bioanal. Chem. 405, 7405-7414 (2013). doi: 10.1007/s00216-013-7144-2
97 B. Bohman, R. D. Phillips, M. H. M. Menz, B. W. Berntsson, G. R. Flematti, R. A. Barrow, K. W. Dixon, R. Peakall, Discovery of pyrazines as pollinator sex pheromones and orchid semiochemicals: implications for the evolution of sexual deception, New Phytologist 203, 939-952 (2014). doi: 10.1111/nph.12800
98 B. Bohman, M. M. Y. Tan, R. D. Phillips, A. Scaffidi, A. N. Sobolev, S. A. Moggach, G. R. Flematti, R. Peakall, A Specific Blend of Drakolide and Hydroxymethylpyrazines: AnUnusual Pollinator Sexual Attractant Used by the Endangered Orchid Drakaea micrantha, Angew. Chem. 59, 1124-1128 (2019). doi: 10.1002/anie.201911636
99 R. A. Soldi, M. A. C. M. Rodrigues, J. R. Aldrich, P. H. G. Zarbin , The Male-produced Sex Pheromone of the True Bug, Phthia picta, is an Unusual Hydrocarbon, J. Chem. Eco. 38, 814-824 (2012). doi: 10.1007/s10886-012-0147-1
100 B. Gu, J. S. Dickschat, Ruptenes: A Family of Terpene Analogs Give Insight into Cyclisation Mechanisms by Cascade Disruption, Angew. Chem. 62, e202307006 (2023). doi: 10.1002/anie.202307006
101 H. Xu, L. Lauterbach, B. Goldfuss, G. Schnakenburg, J. S. Dickschat, Fragmentation and [4 + 3] cycloaddition in sodorifen biosynthesis, Nat. Chem. 15, 1164-1171 (2023). doi: 10.1038/s41557-023-01223-z
102 B. Bohman, A. M. Weinstein, R. D. Phillips, R. Peakall, G. R. Flematti, 2-(Tetrahydrofuran-2-yl)acetic Acid and Ester Derivatives as Long-Range Pollinator Attractants in the Sexually Deceptive Orchid Cryptostylis ovata, J. Nat. Prod. 82, 1107-1113 (2019). doi: 10.1021/acs.jnatprod.8b00772
103 A. Hou, J. S. Dickschat, The EI-MS Fragmentation Mechanisms of the Bacterial Diterpenes Polytrichastrene A and Wanju-2,5-diene, Eur. J. Org. Chem., 6417-6423 (2021). doi: 10.1002/ejoc.202101151
104 G. Li, Y. Guo, J. S. Dickschat, The mass spectrometric fragmentation mechanisms of catenulane and isocatenulane diterpenes, Org. Biomol. Chem. 19, 2224-2232 (2021). doi: 10.1039/D1OB00160D
105 J. Rinkel, L. Lauterbach, J. S. Dickschat, Spata-13,17-diene Synthase-An Enzyme with Sesqui-, Di-, and Sesterterpene Synthase Activity from Streptomyces xinghaiensis, Angew. Chem. 56, 16385-16389 (Jahr). doi: 10.1002/anie.201711142
106 K. Arriola, W. D. Silva, L. M. Hanks, L. R. Meier, J. G. Millar, A Polyketide Male-Produced Aggregation-Sex Pheromone Shared by the North American Cerambycid Beetle Graphisurus fasciatus and the South American Cerambycid Eutrypanus dorsalis, J. Chem. Eco. 50, 338-350 (2024). doi: 10.1007/s10886-024-01505-x
107 Anat Levi-Zada, D. Fefer, L. Anshelevitch, A. Litovsky, M. Bengtsson, G. Gindin, V. Soroker, Identification of the sex pheromone of the lesser date moth, Batrachedra amydraula, using sequential SPME auto-sampling, Tetrahedron Lett. 52, 4550-4553 (2011). doi: 10.1016/j.tetlet.2011.06.091
108 T. Hayashi, B. Bohman, A. Scaffidi, R. Peakall, G. R. Flematti, An unusual tricosatriene is crucial for male fungus gnat attraction and exploitation by sexually deceptive Pterostylis orchids, Current Biology 31, 1954-1961 (2021). doi: 10.1016/j.cub.2021.01.095
109 P. Banks, E. M. Funkhouser, A. M. Macias, B. Lovett, S. Meador, A. Hatch, H. M. Garraffo, K. C. Cartwright, M. T. Kasson, P. E. Marek, T. H. Jones, E. Mevers, The Chemistry of the Defensive Secretions of Three Species of Millipedes in the Genus Brachycybe, J. Chem. Eco. 50, 478-488 (2024). doi: 10.1007/s10886-024-01518-6
110 O. Kunert, E. M. Pferschy-Wenzig, A. Orthaber, G. Raspotnig, M. Bodner, Alkaloids from millipedes: a re-evaluation of defensive exudates from Polyzonium germanicum, Front. Ecol. Evol. 11, 1212452 (2023). doi: 10.3389/fevo.2023.1212452/full
111 B. Bohman, A. Tröger, S. Franke, M. G. Lorenzo, W. Francke, C. R. Unelius, Structure Elucidation and Synthesis of Dioxolanes Emitted by Two Triatoma Species (Hemiptera: Reduviidae), J. Nat. Prod. 74, 690-694 (2011). doi: 10.1021/np100748r
112 H. Tarui, N. Mori, R. Nishida, K. Okabe, Y. Kuwahara, 3-(4-Methyl-3-pentenyl)-2(5H )-furanone, α,α-Acariolide and 4-(4-Methyl-3-pentenyl)-2(5H )-furanone, α, β-Acariolide: New Monoterpene Lactones from the Astigmatid Mites, Schwiebea araujoae and Rhizoglyphus sp. (Astigmata: Acaridae), Biosci. Biotechnol. Biochem. 66, 135-140 (2002). doi: 10.1271/bbb.66.135
113 W. Francke, W. Mackenroth, W. Schröder, S. Schulz, Identification o f Cyclic Enolethers from Insects: Alkyldihydropyranes from Bees and A lkyldihydro-4H -pyran-4-ones from a Male Moth, Z. Naturforsch. C 40, 145-147 (1985). doi: 10.1515/znc-1985-1-229
114 H. Xu, J. S. Dickschat, Revision of the Cyclisation Mechanism for the Diterpene Spiroviolene and Investigations of Its Mass Spectrometric Fragmentation, Chem. Bio. Chem. 22, 850-854 (2020). doi: 10.1002/cbic.202000682
115 H. Tao, L. Lauterbach, G. Bian, R. Chen, A. Hou, T. Mori, S. Cheng, B. Hu, L. Lu, X. Mu, M. Li, N. Adachi, M. Kawasaki, T. Moriya, T. Senda, X. Wang, Z. Deng, I. Abe, J. S. Dickschat, T. Liu, Discovery of non-squalene triterpenes, Nature 606, 414-419 (2022). doi: 10.1038/s41586-022-04773-3
116 F. Etl, Christian Kaiser, O. Reiser, M. Schubert, S. Dötterl,J. Schönenberger , Evidence for the recruitment of florivorous plant bugs as pollinators, Current Biology 32, 4688-4698 (2022). doi: 10.1016/j.cub.2022.09.013
117 Y. Linne, A. Schönwald, S. Weißbach, M. Kalesse, Desymmetrization of C2-Symmetric Bis(Boronic Esters) by Zweifel Olefinations, Chem. Eur. J. 26, 7961-8169 (2020). doi: 10.1002/chem.202000599
118 S. Xu, R. Errabeli, K. Will, E. Arias, A. B. Attygalle, 3-Methyl-1-(methylthio)-2-butene: a component in the foul-smelling defensive secretion of two Ceroglossus species (Coleoptera: Carabidae), Chemoecology 29, 171-178 (2019). doi: 10.1007/s00049-019-00286-0
119 J. P. A. Souza, D. J. Melo, A. A. C. Moliterno, L. Figueiredo, P. H. G. Zarbin, Deciphering the Absolute Configuration of Murgantiol Isomers in the Pheromone Blend of the Rice Stink Bug, Mormidea v-luteum (Hemiptera, Pentatomidae), Chem. Bioderversity 21, e202301860 (2024). doi: 10.1002/cbdv.202301860
120 S. Xu, R. Errabelli, D. H. Feener, K. Noble, A. B. Attygalle, Identification of alkylpyrazines by gas chromatography mass spectrometry (GC-MS), J. Chroma. 1589, 149-161 (2019). doi: 10.1016/j.chroma.2019.01.011
121 C. F. Fávaro, J. G. Millar, P. H. G. Zarbin, Identification and Synthesis of the Male-produced Sex Pheromone of the Stink Bug, Pellaea stictica, J. Chem. Eco. 41, 859-868 (2015). doi: 10.1007/s10886-015-0621-7
122 M. Yamashita, T. Kinsho, Method for producing 2-isopropenyl-5-methyl-4-hexen-1-yl 3-methyl-2-butenoate, US 9,738,587 (2015).
123 T. Kinsho, N. Ishibashi, M. Yamashita, Y. Miyake, A. Baba, Y. Nagae, Method for producing 2-isopropylidene-5-methyl-4-hexenyl butyrate, US 9,126,920 (2014).
124 T. Kinsho, N. Ishibashi, S. Wakamori, M. Yamashita, (E)-2-isopropyl-5-methyl-3,5-hexadienoate compound, method for producing the same, and methods for producing (E)-2-isopropyl-5-methyl-3,5-hexadienol and (E)-2-isopropyl-5-methyl-3,5-hexadienyl carboxylate by using the same, US 9,725,400 (2016).
125 M. Yamashita, T. Kinsho , Methods for producing 2,6-dimethyl-1,5-heptadien-3-ol and 2,6-dimethyl-1,5-heptadien-3-yl acetate, 10,138,189 (2017).