METHYL UNDECYL KETONE - CAS 593-08-8
Category:
Flavor & Fragrance
Product Name:
METHYL UNDECYL KETONE
Synonyms:
2-Tridecanone, Hendecyl methyl ketone, METHYL UNDECYL KETONE, Tridecan-2-one
CAS Number:
593-08-8
Molecular Weight:
198.35
Molecular Formula:
C13H26O
COA:
Inquire
MSDS:
Inquire
Olfactive Family:
Fatty
FEMA:
3388
Odor description:
A fatty, herbaceous, earthy aroma.
Taste description:
Fatty, waxy.
Chemical Structure
CAS 593-08-8 METHYL UNDECYL KETONE

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Reference Reading


1.Yeast one-hybrid screening the potential regulator of CYP6B6 overexpression of Helicoverpa armigera under 2-tridecanone stress.
Zhao J1, Liu XN1, Li F1, Zhuang SZ1, Huang LN1, Ma J1, Gao XW2. Bull Entomol Res. 2016 Apr;106(2):182-90. doi: 10.1017/S0007485315000942. Epub 2015 Dec 23.
In insect, the cytochrome P450 plays a pivotal role in detoxification to toxic allelochemicals. Helicoverpa armigera can tolerate and survive in 2-tridecanone treatment owing to the CYP6B6 responsive expression, which is controlled by some regulatory DNA sequences and transcription regulators. Therefore, the 2-tridecanone responsive region and transcription regulators of the CYP6B6 are responsible for detoxification of cotton bollworm. In this study, we used yeast one-hybrid to screen two potential transcription regulators of the CYP6B6 from H. armigera that respond to the plant secondary toxicant 2-tridecanone, which were named Prey1 and Prey2, respectively. According to the NCBI database blast, Prey1 is the homology with FK506 binding protein (FKBP) of Manduca sexta and Bombyx mori that belongs to the FKBP-C superfamily, while Prey2 may be a homology of an unknown protein of Papilio or the fcaL24 protein homology of B. mori. The electrophoretic mobility shift assays revealed that the FKBP of prokaryotic expression could specifically bind to the active region of the CYP6B6 promoter.
2.Insecticidal Constituents of Essential Oil Derived from Zanthoxylum armatum against Two Stored-Product Insects.
Wang CF1, Zhang WJ, You CX, Guo SS, Geng ZF, Fan L, Du SS, Deng ZW, Wang YY. J Oleo Sci. 2015;64(8):861-8. doi: 10.5650/jos.ess15068. Epub 2015 Jul 15.
In the course of our search for natural bioactive chemicals and investigations on their insecticidal activities from some medicinal plants growing in China, the essential oil derived from the twigs of Zanthoxylum armatum (Rutaceae) was found to possess strong insecticidal activities against two stored-product insects, Lasioderma serricorne and Tribolium castaneum. A total of 32 constituents of the essential oil were identified by GC and GC-MS analysis, and it revealed (E)-anethole (20.5%), 1,8-cineole (14.0%), 2-tridecanone (12.5%), limonene (9.0%) and piperitone (8.0%) as major components, followed by β-phellandrene (6.3%), β-pinene (5.1%) and 4-terpineol (4.4%). From the essential oil, five compounds were isolated and identified as (E)-anethole, 1,8-cineole, 2-tridecanone, limonene and piperitone. The results of insecticidal bioassays showed that the essential oil of Z. armatum exhibited strong fumigant toxicity towards L. serricorne and T.
3.Repellency and oviposition deterrence of wild tomato leaf extracts to spider mites, Tetranychus urticae Koch.
Antonious GF1, Snyder JC. J Environ Sci Health B. 2015;50(9):667-73. doi: 10.1080/03601234.2015.1038960.
Glandular trichomes on the leaves of wild tomato, Lycopersicon hirsutum f. hirsutum Mull, also known as Solanum habrochaites (Solanaceae) synthesize and accumulate high levels of methyl ketones (MKs). The potential of using MKs as alternatives to synthetic acaricides for controlling the twospotted spider mite, Tetranychus urticae Koch, is explored in this study. Plants of L. hirsutum accession LA 407 having high concentrations of MKs were grown from seeds under greenhouse conditions. The main objective of this investigation was to conduct bioassays that are quick and easy to implement, consistent over time (repeatable) with the ability to utilize small amounts of test material for testing repellency and fecundity (number of eggs laid by a female mite) of MKs in pure forms and in LA 407 crude extracts. Four MKs (2-tridecanone, 2-undecanone, 2-dodecanone, 2-pentadecanone) and their mixture were screened for their repellency and ability to alter fecundity of spider mites.
4.Odorant-binding proteins display high affinities for behavioral attractants and repellents in the natural predator Chrysopa pallens.
Li ZQ1, Zhang S2, Luo JY2, Wang SB3, Dong SL4, Cui JJ5. Comp Biochem Physiol A Mol Integr Physiol. 2015 Jul;185:51-7. doi: 10.1016/j.cbpa.2015.03.011. Epub 2015 Mar 22.
Chrysopa pallens is an important natural predator of various pests in many different cropping systems. Understanding the sophisticated olfactory system of insect antennae is crucial for studying the physiological bases of olfaction and could also help enhance the effectiveness of C. pallens in biological control. However, functional studies of the olfactory genes in C. pallens are still lacking. In this study, we cloned five odorant-binding protein (OBP) genes from C. pallens (CpalOBPs). Quantitative RT-PCR results indicated that the five CpalOBPs had different tissue expression profiles. Ligand-binding assays showed that farnesol, farnesene, cis-3-hexenyl hexanoate, geranylacetone, beta-ionone, octyl aldehyde, decanal, nerolidol (Ki<20 μM), and especially 2-pentadecanone (Ki=1.19 μM) and 2-hexyl-1-decanol (Ki=0.37 μM) strongly bound to CpalOBP2. CpalOBP15 exhibited high binding affinities for beta-ionone, 2-tridecanone, trans-nerolidol, and dodecyl aldehyde.