Odor-structure relationship studies of tetralin and indan musks

Chemical Senses

Volumn 37, Issue 8, 2012, Pages 723-736

  Lavine, Barry K ^a   White, Collin ^a   Mirjankar, Nikhil ^a   Sundling, C Matthew ^b   Breneman, Curt M ^b  

^a OKLAHOMA STATE UNIVERSITY   (United States)

^b Research Rensselaer Polytechnic Institute   (United States)

Author keywords

Asymmetric classification; Genetic algorithms; Musks; Odor structure relationships; Olfaction; SAR; TAE descriptors

Indexed keywords

MUSK;

ARTICLE; CHROMOSOME; GENETIC ALGORITHM; HISTOGRAM; HYDROGEN BOND; HYDROPHOBICITY; MOLECULAR INTERACTION; MUTATION RATE; NERVE CELL NETWORK; ODOR; OLFACTORY DISCRIMINATION; OLFACTORY RECEPTOR; PATTERN RECOGNITION; PRIORITY JOURNAL; PROCESS DEVELOPMENT; RECEPTOR BINDING; SMELLING; STATIC ELECTRICITY; STRUCTURE ACTIVITY RELATION; STRUCTURE ANALYSIS; SURFACE CHARGE; VALIDATION PROCESS;

ALGORITHMS; DATABASES, FACTUAL; INDANS; MOLECULAR STRUCTURE; ODORS; TETRAHYDRONAPHTHALENES;

EID: 84866355672     PISSN: 0379864X     EISSN: 14643553     Source Type: Journal    
DOI: 10.1093/chemse/bjs058     Document Type: Article

References (39)

1. Amoore JE. 1970. Molecular basis of odor. Springfield (IL): Charles C. Thomas
2. Baur A. 1891. Studien uber den Kunstlichen Moschus. Ber. Dtsch. Chem. Ges. 24:2832-2843
3. Beets MGJ. 1973. Structure-response relationships in chemoreception. In: Cavalitto CJ. editor. Structure activity relationships. New York: Pergamum Press.
4. Beets MGJ. 1974. Odor, taste, and molecular structure. In: Morton I, Rhodes DN. editors. The contribution of chemistry to food supplies. London: Butterworth and Co. p. 99-152.
5. Beets MGJ. 1978. Structure activity relationships in human chemoreception. London: Applied Science Publishers.
6. Bersuker IB, Dimoglo AS, Gorbachov MY, Vlad PF, Pesaro M. 1991. Origin of musk fragrance activity: the electron-topological approach. New J. Chem. 15:307-320.
7. Breneman CM, Thompson TR, Rhem M, Dung M. 1995. Electron density modeling of large systems using the transferable atom equivalent method. Comput. Chem. 19(3):161-172.
8. Breneman CM, Sundling CM, Sukumar N, Shen L, Katt W, Embrechts MJ. 2003. New developments in PEST shape/property hybrid descriptors. J. Comp. Aid. Molec. Design. 17(2-4):231-240.
9. Charastrette M, Zakarya D, Peyraud JF. 1994. Structure-musk odor relationships for tetralins and indans using neural networks (on the contribution of descriptors for classification). Eur. J. Med. Chem. 29:343-348.
10. Cherqaoui D, Esseffar M, Villemin, Cense JM, Chastrette M, Zakarya D. 1998. Structure-musk odor relationship of tetralin and indan compounds using neural networks. New J Chem. 22:839-843.
11. Diete C. 1982. Manufacture of perfumery. Philadelphia: Henry Carey & Baird Company.
12. Dunn WJ, Wold S. 1980. Structure-activity analyzed by pattern recognition: the asymmetric case. J. Med. Chem. 23:595-599.
13. Dunn WJ, Wold S, 1995. SIMCA pattern recognition and classification. In: van de Waterbeemd H. editor. Chemometric methods in molecular design. New York: VCH. p. 187.
14. Eiceman GA, Wang M, Pradad S, Schmidt H, Tadjimukhamedov FK, Lavine BK, Mirjankar N. 2006. Pattern recognition analysis of differential mobility spectra with classification by chemical family. Anal. Chim. Acta. 579(1):1-10.
15. Fehr C, Galindo J, Haubrichs R, Perret R. 1989. New aromatic musk odorants: design and synthesis. Hel. Chim. Acta. 72:1537-1553.
16. Frater G, Bajgrowicz JA, Kraft P. 1998. Fragrance chemistry. Tetrahedron. 54:7633-7703.
17. Fuchs, K. US 2759022 19560814; August 14, 1956.
18. Jennings-White C. 1985. Human primary odors. Perfum. Flavor. 9:46-58.
19. Karasinski J, Andreescu S, Sadik OA, Lavine BK, Vora MN. 2005. Multiarray sensors with pattern recognition for the detection, classification, and differentiation of bacteria at subspecies and strain levels. Anal. Chem. 77(24):7941-7949.
20. Klopman G, Ptscelintsev D. 1992. Application of the computer automated structure evaluation methodology to a QSAR study of chemoreception. Aromatic musky odorants. J. Agric. Food Chem. 40:2244-2251.
21. Kraft P, Bajfrowicz JA. Denis C. Frater G. 2000. Odds and trends: Recent developments in the chemistry of odorants. Angewandte Chemie Int. Ed. 39:2980-3010.
22. Kraft P. 2004. Brain aided musk design. Chem. Biodiver. 1(12):1957-1974.
23. Lavine BK, Davidson CE, Moores AJ. 2002. Innovative genetic algorithms for chemoinformatics. Chem. Intell. Lab. Instrumen. 60(1):161-171.
24. Lavine BK, Davidson CE, Breneman C, Katt W. 2003. Electronic van der Waals surface property descriptors and genetic algorithms for developing structure-activity correlations in olfactory databases. J. Chem. Inf. Comput. Sci. 43:1890-1905.
25. Lavine BK, Davidson CE, Breneman CM, Katt W. 2004a. Genetic algorithms for clustering and classification of olfactory stimulants. In: Bajorath J. editor. Chemoinformatics: methods and protocols. Methods Mol Biol. Humana Press. Totowa, NJ. 275:399-426.
26. Lavine BK, Davidson CE, Rayens WT. 2004b. Machine learning based pattern recognition applied to microarray data. Combinatorial Chemistry & High Throughput Screening. 7:115-131.
27. Lavine BK, Nuguru K, Mirjankar N. 2011. One stop shopping-Feature selection, classification, and prediction in a single step. J. Chem. 25:116-129.
28. Narvaez JN, Lavine BK, Jurs PC. 1986. Structure-activity studies of musk odorants using pattern recognition: bicyclo and tricyclo-benzenoids. Chem Senses. 11(1):145-156.
29. Ohloff G, Winter B, Fehr C. 1991. Chemical classification and structureodor relationships. In: Muller PM, Lamparsky D. editors. Perfumes: art, science, and technology. Amsterdam: Elsevier Applied Sciences. p. 310-325.
30. Ohloff G. 1994. Scent and fragrances: the fascination of odors and their chemical perspectives. New York: Springer Verlag.
31. Pybus DH, Sell CS. editors. 1999. The chemistry of fragrances. Cambridge: Royal Society of Chemistry.
32. Rose VS, Wood J, MacFie HJH. 1992. Generalized single class discrimination (GSCD). A new method for the analysis of embedded structure-activity relationships. QSAR. 11:492-504.
33. Rossiter KJ. 1996. Structure-odor relationships. Chem. Rev. 96: 3201-3240.
34. Sell CE. 2006. The chemistry of fragrances. Cambridge: RSC.
35. Song M, Breneman CM, Bi J, Sukumar N, Bennett KP, Cramer S, Tugcu N. 2002. Prediction of protein retention times in anion-exchange chromatography systems using support vector regression. J. Chem. Inf. Comput. Sci. 42(6):1347-1357.
36. Tenahsi R. 1971. Odor and molecular structure. In: Ohloff G, Thomas AF. editors. Gustation and olfaction. London: Academic Press.
37. Theimer ET. editor. 1982. Fragrance chemistry. The science of the sense of smell. New York: Academic Press.
38. Whitehead CE, Breneman CM, Sukumar N, Ryan MD. 2003. Transferable atom equivalent multi-centered expansion method. J. Comput. Chem. 24(4):512-529.
39. Wood TF. 1970. Chemistry of the aromatic musks. Clifton: Givaudanian. p. 1-37.