Danaidone

CAS# 6064-85-3

Danaidone

Catalog No. BCN1966----Order now to get a substantial discount!

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Quality Control of Danaidone

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Chemical structure

Danaidone

3D structure

Chemical Properties of Danaidone

Cas No. 6064-85-3 SDF Download SDF
PubChem ID 3083931 Appearance Powder
Formula C8H9NO M.Wt 135.16
Type of Compound Alkaloids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 7-methyl-2,3-dihydropyrrolizin-1-one
SMILES CC1=C2C(=O)CCN2C=C1
Standard InChIKey ZWFLNXOPXJMZTJ-UHFFFAOYSA-N
Standard InChI InChI=1S/C8H9NO/c1-6-2-4-9-5-3-7(10)8(6)9/h2,4H,3,5H2,1H3
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of Danaidone

The hairpencil secretions of Danaid butterflies from Far East Asia.

Biological Activity of Danaidone

Description1. Danaidone and viridifloric β-lactone induce significant electroantennogram responses on the female's antennae, suggesting their principal role together with other hairpencil components as a sex pheromone to seduce females.
TargetsEstrogen receptor | Progestogen receptor

Danaidone Dilution Calculator

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Danaidone Molarity Calculator

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Preparing Stock Solutions of Danaidone

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 7.3986 mL 36.9932 mL 73.9864 mL 147.9728 mL 184.966 mL
5 mM 1.4797 mL 7.3986 mL 14.7973 mL 29.5946 mL 36.9932 mL
10 mM 0.7399 mL 3.6993 mL 7.3986 mL 14.7973 mL 18.4966 mL
50 mM 0.148 mL 0.7399 mL 1.4797 mL 2.9595 mL 3.6993 mL
100 mM 0.074 mL 0.3699 mL 0.7399 mL 1.4797 mL 1.8497 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on Danaidone

Differential utilization of pyrrolizidine alkaloids by males of a danaid butterfly, Parantica sita, for the production of danaidone in the alar scent organ.[Pubmed:16124262]

J Chem Ecol. 2005 Apr;31(4):959-64.

Males of the chestnut tiger butterfly, Parantica sita, secrete Danaidone as a major component from the alar androconial organ (sex brand). Since Danaidone has been postulated to be derived from various pyrrolizidine alkaloids (PAs), which males ingest as adults from PA-containing plants, we conducted oral administration tests of several PAs to examine their availability for Danaidone production by P. sita males. Males fed with a mixture of intermedine (80%) and lycopsamine (20%) produced Danaidone at an average of 25.7 microg per individual, which was comparable to that found in field-caught males. In contrast, a smaller amount of Danaidone (5.7 to 7.0 microg/ male) was formed when males ingested retronecine or heliotrine, and those fed with an HCI salt of monocrotaline or retrorsine produced only traces of Danaidone (<0.5 microg/male). In addition, males showed a strong feeding response to intermedine/lycopsamine, whereas the other PAs elicited no positive feeding behavior. These results indicate that, unlike the arctiid moths, P. sita males can only successfully convert limited chemical types of PAs into Danaidone, and further suggest that in the field, males selectively ingest particular PAs that are readily transformable into Danaidone.

Male sex pheromone of a giant danaine butterfly,Idea leuconoe.[Pubmed:24227617]

J Chem Ecol. 1996 May;22(5):949-72.

Males of a giant danaine butterfly,Idea leuconoe, display hairpencils during courtship. The females were visually attracted to and olfactorily arrested by an artificial butterfly model to which male hairpencil extracts were added. The hairpencil extracts contained a complex mixture of volatiles, including pyrrolizidine alkaloid (PA) derivatives (Danaidone, viridifloric beta-lactone), aromatics (phenol,p-cresol, benzoic acid), terpenoids (geranyl methyl thioether, (E,E)-farnesol), a series of gamma-lactones (6-hydroxy-4-undecanolides and its homologs), hydrocarbons [(Z)-9-tricosene, etc.], and several compounds with higher molecular weight. A mixture of the major volatiles applied to a butterfly dummy strongly elicited an abdomen-curling acceptance posture in females. Viridifloric beta-lactone and Danaidone induced significant electroantennogram responses on the female's antennae, suggesting their principal role together with other hairpencil components as a sex pheromone to seduce females.I. leuconoe males seem to acquire the precursor for both of the PA fragments from the host plant,Parsonsia laevigata (Apocynaceae), during the larval stage; thereby they do not show pharmacophagous behavior towards PA-containing plants during the adult stage. However, males are pharmacophagously attracted to and feed on a number of simple phenolic compounds in a manner similar to other danaine species towards PAs. Wild males sequester one of the phagostimulants, (-)-mellein, in the hairpencils in varying quantities. Phenolic compounds incorporated in the hairpencils may act primarily as warning odors linked with the defensive PAs present in the body tissues.

Paternal allocation of sequestered plant pyrrolizidine alkaloid to eggs in the danaine butterfly, Danaus gilippus.[Pubmed:2776861]

Experientia. 1989 Sep 15;45(9):896-8.

Pyrrolizidine alkaloid sequestered by adult male Danaus gilippus from plants is transferred in large measure to the female at mating, and by the female to the eggs. The eggs, presumably, are protected as a result. The male's courtship pheromone, Danaidone, derived from the sequestered alkaloid, may function to advertise the male's alkaloid-donating capacity.

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