An alkenyl alcohol with a structure based on a C8 unbranched chain with the hydroxy group at C-2 and unsaturation at C-1-C-2. It is a major volatile compound present in many mushrooms and fungi.
ChEBI ID: 34118
There are 2 compounds belonging to this class, involving 2 studies.
| Member | Definition | Role |
|---|---|---|
| (S)-oct-1-en-3-ol | An oct-1-en-3-ol that has S-configuration. | |
| (R)-oct-1-en-3-ol | An oct-1-en-3-ol that has R-configuration. | flavouring agent; insect attractant |
| Pre-1990 | 1990-2000 | 2001-2010 | 2011-2020 | Post-2020 |
|---|---|---|---|---|
| 0 | 0 | 2 | 0 | 0 |
| Article |
|---|
Volatile constituents from the leaves of Callicarpa japonica Thunb. and their antibacterial activities.
Volatile substances of Callicarpa japonica Thunb. were examined for their antibacterial activities against six foodborne microorganisms using the optical densitometer Bioscreen C. Extracts of C. japonica were obtained by simultaneous steam distillation and solvent extraction (SDE), and those extracted for 1.5 and 2.0 h at pH 6.0 strongly inhibited the growth of Bacillus cereus and Salmonella typhimurium; the content of the volatile substances of leaves at these pH levels were 543.1 and 706.7 mg/kg, respectively. All foodborne microorganisms tested were strongly inhibited by the addition of >8% (v/v) of the SDE extracts to broth medium. The major volatile components of the SDE extracts obtained at 1.5 h and pH 6.0 were gamma-caryophyllene, 1-octen-3-ol, 2-hexenal, germacrene B, and aromadendrene II, with corresponding peak areas of 44.14, 15.6, 9.86, 5.24, and 4.01%, respectively, and major antibacterial components were 1-octen-3-ol and 2-hexenal. Among the 32 materials identified as volatile flavor components, 2-hexenal, 2,4-hexadienal, 1-octen-3-ol, 2,4-heptadienal, and epiglobulol strongly inhibited microorganism growth. In particular, 2-hexenal (107.52 mg/L) and 1-octen-3-ol (678.64 mg/L) inhibited the growth of most microorganisms tested by >90%. |
Quantitative structure-fungitoxicity relationships of some monohydric alcohols.
The fungitoxicity data of some monohydric alcohols on the mycelial growth inhibition of Colletotrichum gloeosporioides were subjected to quantitative structure-activity relationship (QSAR) studies. The very large variation in the median effective concentrations ranging from >24000 mg/L [pEC(50) (mol/L) = 0.11] in the case of methanol to <100 mg/L [pEC(50) (mol/L) = 3.27] in the case of citronellol was found to depend mainly on changes in calculated partition coefficients (CLogP) of the compounds. The other three factors that affected the variation in fungitoxicity are the number of hydrogen atoms on the carbon bearing the hydroxyl group (N(H)), which determines the class of the alcohol to be primary, secondary, or tertiary, the number of double bonds (N(=)), and the branching of the alkyl moiety. Because many compounds in the set under study belonged to homologous series, there was a collinearity between CLogP values and Kier's molecular connectivity values (chi), which are usually used as branching indices. The problem of collinearity between CLogP values and branching indices was overcome by taking the relative molecular connectivity (chi(rel)), which is defined as the ratio of molecular connectivity of the alcohol under consideration to the molecular connectivity of the corresponding straight-chain primary alcohol with the same number of carbon atoms. Apart from the excellent correlations obtained in the equations, the credibility of the QSAR model could also be demonstrated by its application to published data taken from the literature. |