The Schulz Lab

  TU Braunschweig     |     Department of Life Sciences     |     Institute of Organic Chemistry      

MACE Data File
Compound List
Compound Structures
Schulz Lab

MACE - Mass Spectra for Chemical Ecology

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
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

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