Biomaterial Database

Synthesis and olfactoric activity of side-chain modified beta-santalol analogues. 2001

G Buchbauer, and A Sunara, and P Weiss-Greiler, and P Wolschann

Institute of Pharmaceutical Chemistry, University of Vienna, Althanstrasse 14, A-1090, Vienna, Austria. gerhard.buchbauer@univie.ac.at

Three osmophoric points have been postulated to be necessary for the sandalwood scent of beta-santalol derivatives. One of these points, close to the hydroxyl group, is highly specific on the stereochemistry and, in particular, on the molecular shape. The role of the 2-methyl group in the side chain of beta-santalol derivatives was studied by replacement through a hydrogen atom, an ethyl or an isopropyl group. It turns out that any change at the 2-methyl substituent leads to the complete loss of sandalwood odour.

UI	MeSH Term	Description	Entries
D008968	Molecular Conformation	The characteristic three-dimensional shape of a molecule.	Molecular Configuration,3D Molecular Structure,Configuration, Molecular,Molecular Structure, Three Dimensional,Three Dimensional Molecular Structure,3D Molecular Structures,Configurations, Molecular,Conformation, Molecular,Conformations, Molecular,Molecular Configurations,Molecular Conformations,Molecular Structure, 3D,Molecular Structures, 3D,Structure, 3D Molecular,Structures, 3D Molecular
D009812	Odorants	The volatile portions of chemical substances perceptible by the sense of smell.	Odors,Aroma,Fragrance,Scents,Aromas,Fragrances,Odor,Odorant,Scent
D010938	Plant Oils	Oils derived from plants or plant products.	Oils, Plant,Oils, Vegetable,Plant Oil,Vegetable Oil,Vegetable Oils,Oil, Plant,Oil, Vegetable
D003374	Coumarins	Synthetic or naturally occurring substances related to coumarin, the delta-lactone of coumarinic acid.	1,2-Benzopyrone Derivatives,1,2-Benzopyrones,Coumarin Derivative,Coumarine,1,2-Benzo-Pyrones,Benzopyran-2-ones,Coumarin Derivatives,Coumarines,1,2 Benzo Pyrones,1,2 Benzopyrone Derivatives,1,2 Benzopyrones,Benzopyran 2 ones,Derivative, Coumarin,Derivatives, 1,2-Benzopyrone,Derivatives, Coumarin
D006801	Humans	Members of the species Homo sapiens.	Homo sapiens,Man (Taxonomy),Human,Man, Modern,Modern Man
D000081223	Polycyclic Sesquiterpenes	Sesquiterpenes that contain two or more ring structures	Caryophyllane,Caryophyllane Derivative,Caryophyllane Derivatives,Caryophyllanes,Eremophilane,Eremophilane Derivative,Eremophilane Derivatives,Eremophilanes,Polycyclic Sesquiterpene,Valerane,Valerane Derivative,Valerane Derivatives,Valeranes,Derivative, Caryophyllane,Derivative, Eremophilane,Derivative, Valerane,Derivatives, Caryophyllane,Derivatives, Eremophilane,Derivatives, Valerane,Sesquiterpene, Polycyclic,Sesquiterpenes, Polycyclic
D012717	Sesquiterpenes	Fifteen-carbon compounds formed from three isoprenoid units with general formula C15H24.	Farnesanes,Farnesene,Farnesenes,Sesquiterpene,Sesquiterpene Derivatives,Sesquiterpenoid,Sesquiterpenoids,Derivatives, Sesquiterpene
D012903	Smell	The ability to detect scents or odors, such as the function of OLFACTORY RECEPTOR NEURONS.	Olfaction,Sense of Smell,Smell Sense
D013329	Structure-Activity Relationship	The relationship between the chemical structure of a compound and its biological or pharmacological activity. Compounds are often classed together because they have structural characteristics in common including shape, size, stereochemical arrangement, and distribution of functional groups.	Relationship, Structure-Activity,Relationships, Structure-Activity,Structure Activity Relationship,Structure-Activity Relationships
D015394	Molecular Structure	The location of the atoms, groups or ions relative to one another in a molecule, as well as the number, type and location of covalent bonds.	Structure, Molecular,Molecular Structures,Structures, Molecular