5-Methyl-3-heptanone | CAS:541-85-5 | Manufacturer ChemFaces

5-Methyl-3-heptanone

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Description:

5-Methyl-3-heptanone is a sex pheromone, can coordinate reproductive behaviour.

In vitro:

Hydrobiologia, 1999, 402(1):145-161.

Nereidid polychaetes as model organisms for marine chemical ecology.[Reference: WebLink]

Nereidid polychaetes and indeed many marine invertebrates use chemical signaling via sex pheromones to coordinate their reproductive behaviour. Sex pheromones attract the sexual partner and ensure the coordinated release of gametes by both sexual partners. In the current paper nereidids are used as model organisms to describe the chemical and behavioural basis of chemical communication in marine invertebrates.
METHODS AND RESULTS:
Structure-activity relationships can be used to chemically classify signals according to their biological function and suitable purification strategies are described. Pheromones in nereidids include diverse molecules such as volatile lipophilic 5-Methyl-3-heptanone and 3,5-octadiene-2-one, uric acid and small glutathione derived peptides. A prominent question in chemical signaling is the species specificity of chemical cues and the scale of their distribution in the marine environment. This evolves when one considers the wide overlap in multispecies and multiphyla spawning such as in coral reefs. Behavioural and electrophysiological assays with several nereidid species, confirm the existence of heterospecific activity of body fluids from various phyla. The `nuptial dance' reproductive behaviour, as well as the release of gametes, are elicited when individuals are exposed to coelomic fluid of another nereidid species and also from lugworms, starfish, and sea urchins. The function of sex pheromones in nereidid polychaetes and their role in the timing of reproduction in relation to other environmental cues is discussed.
CONCLUSIONS:
Future research will focus on biosynthesis and reception of nereidid pheromones as well as their molecular basis and possible interactions with pollutants such as endocrine disrupters and fuel oil derivatives.

5-Methyl-3-heptanone Description

Source:	The fruits of the kawista.
Solvent:	Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Storage:	Providing storage is as stated on the product vial and the vial is kept tightly sealed, the product can be stored for up to 24 months(2-8C). Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20C. Generally, these will be useable for up to two weeks. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please email to: service@chemfaces.com
After receiving:	The packaging of the product may have turned upside down during transportation, resulting in the natural compounds adhering to the neck or cap of the vial. take the vial out of its packaging and gently shake to let the compounds fall to the bottom of the vial. for liquid products, centrifuge at 200-500 RPM to gather the liquid at the bottom of the vial. try to avoid loss or contamination during handling.

Structure Identification:

Journal of Experimental Zoology, 1988, 246(3):285-292.

Sex pheromone in a marine polychaete: Determination of the chemical structure.[Reference: WebLink]

METHODS AND RESULTS:
A sex pheromone of the marine polychaete Platynereis dumerilii is chemically characterized as 5-Methyl-3-heptanone. There exist two optical isomers, the S(+)-isomer produced by males and acting on females, the R(−)-isomer produced by females and acting on males.
CONCLUSIONS:
The basic structure shows a close relationship to insect pheromones and is of interest with regard to the evolution of pheromones.

Invertebrate Reproduction & Development, 1991,15:83-85.

Volatile compound from the coelomic fluid of Nereis succinea: biological activity as sex pheromone.[Reference: WebLink]

CONCLUSIONS:
Volatile compounds in the coelomic fluid of ripe Nereis succinea (Frey & Leuckart 1847) were isolated by using a closed loop stripping technique and identified by GC-MS.
CONCLUSIONS:
One major compound is the sex pheromone of the closely related species Platynereis dumerillii, 5-Methyl-3-heptanone. This substance increases the swarming activity during the nuptial dance reproductive behaviour and induces the males to release a very small cloud of sperm.

Product Name	5-Methyl-3-heptanone
Price:	$30 / 20mg
CAS No.:	541-85-5
Catalog No.:	CFN70136
Molecular Formula:	C₈H₁₆O
Molecular Weight:	128.2 g/mol
Purity:	>=98%
Type of Compound:	Miscellaneous
Physical Desc.:	Oil
Source:	The fruits of the kawista.
Solvent:	Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Download:	COA MSDS
Similar structural:	Comparison
Guestbook:

Size /Price /Stock	10 mM * 100 uL in DMSO / Inquiry / In-stock 10 mM * 1 mL in DMSO / Inquiry / In-stock
Related Libraries	Miscellaneous Compound Library

	1 mg	5 mg	10 mg	20 mg	25 mg
1 mM	7.8003 mL	39.0016 mL	78.0031 mL	156.0062 mL	195.0078 mL
5 mM	1.5601 mL	7.8003 mL	15.6006 mL	31.2012 mL	39.0016 mL
10 mM	0.78 mL	3.9002 mL	7.8003 mL	15.6006 mL	19.5008 mL
50 mM	0.156 mL	0.78 mL	1.5601 mL	3.1201 mL	3.9002 mL
100 mM	0.078 mL	0.39 mL	0.78 mL	1.5601 mL	1.9501 mL

CFN99633	2,2-Dimethyl-8-prenylchromene 6-carboxylic acid	151731-50-9	272.3	C₁₇H₂₀O₃
CFN99151	Glycyrrhizic acid	1405-86-3	822.92	C₄₂H₆₂O₁₆
CFN70017	Butyric acid	107-92-6	88.1	C₄H₈O₂
CFN96343	Beta-Peltoboykinolic acid	24778-48-1	456.7	C₃₀H₄₈O₃