MedKoo Cat#: 528079 | Name: Periplanone B

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Periplanone B is a pheromone produced by the female American cockroach, Periplaneta americana. It is a sexual attractant to male cockroaches, especially at short ranges.

Chemical Structure

Periplanone B
CAS#61228-92-0

Theoretical Analysis

MedKoo Cat#: 528079

Name: Periplanone B

CAS#: 61228-92-0

Chemical Formula: C15H20O3

Exact Mass: 248.1412

Molecular Weight: 248.32

Elemental Analysis: C, 72.55; H, 8.12; O, 19.33

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
Bulk Inquiry
Related CAS #
No Data
Synonym
(-)-Periplanone B
IUPAC/Chemical Name
Spiro(11-oxabicyclo(8.1.0)undec-6-ene-2,2'-oxiran)-3-one, 8-methylene-5-(1-methylethyl)-, (1R,2R,5S,6E,10R)-
InChi Key
KVFSFBCTIZBPRK-KGDVWTLMSA-N
InChi Code
InChI=1S/C15H20O3/c1-9(2)11-5-4-10(3)6-12-14(18-12)15(8-17-15)13(16)7-11/h4-5,9,11-12,14H,3,6-8H2,1-2H3/b5-4+/t11-,12+,14+,15-/m0/s1
SMILES Code
O=C(C[C@@H](C(C)C)/C=C/1)[C@]2(OC2)[C@]3([H])O[C@]3([H])CC1=C
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 248.32 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Böröczky K, Wada-Katsumata A, Batchelor D, Zhukovskaya M, Schal C. Insects groom their antennae to enhance olfactory acuity. Proc Natl Acad Sci U S A. 2013 Feb 26;110(9):3615-20. doi: 10.1073/pnas.1212466110. Epub 2013 Feb 4. PubMed PMID: 23382193; PubMed Central PMCID: PMC3587213. 2: Nishino H, Iwasaki M, Kamimura I, Mizunami M. Divergent and convergent projections to the two parallel olfactory centers from two neighboring, pheromone-receptive glomeruli in the male American cockroach. J Comp Neurol. 2012 Oct 15;520(15):3428-45. doi: 10.1002/cne.23111. PubMed PMID: 22430568. 3: Nishino H, Yoritsune A, Mizunami M. Postembryonic development of sexually dimorphic glomeruli and related interneurons in the cockroach Periplaneta americana. Neurosci Lett. 2010 Jan 18;469(1):60-4. doi: 10.1016/j.neulet.2009.11.044. Epub 2009 Nov 24. PubMed PMID: 19931594. 4: Nishino H, Yoritsune A, Mizunami M. Different growth patterns of two adjacent glomeruli responsible for sex-pheromone processing during postembryonic development of the cockroach Periplaneta americana. Neurosci Lett. 2009 Oct 25;462(3):219-24. doi: 10.1016/j.neulet.2009.07.012. Epub 2009 Jul 10. PubMed PMID: 19595740. 5: Mori K. Synthetic examination of incorrectly proposed structures of biomolecules. Chem Rec. 2005;5(1):1-16. Review. Erratum in: Chem Rec. 2005;5(5):321. PubMed PMID: 15806554. 6: Willis MA, Avondet JL. Odor-modulated orientation in walking male cockroaches Periplaneta americana, and the effects of odor plumes of different structure. J Exp Biol. 2005 Feb;208(Pt 4):721-35. PubMed PMID: 15695764. 7: Bykhovskaia MB, Zhorov BS. Atomic model of the recognition site of the American cockroach pheromone receptor. J Chem Ecol. 1996 May;22(5):869-83. doi: 10.1007/BF02029941. PubMed PMID: 24227611. 8: Yang HT, Wang CH, Kou R, Chow YS. Electroantennogram responses of synthetic periplanone-A and periplanone-B in the american cockroach. J Chem Ecol. 1992 Mar;18(3):371-8. doi: 10.1007/BF00994238. PubMed PMID: 24254943. 9: Okada K, Mori M, Shimazaki K, Chuman T. Behavioral responses of malePeriplaneta americana L. to female sex pheromone components, periplanone-A and periplanone-B. J Chem Ecol. 1990 Sep;16(9):2605-14. doi: 10.1007/BF00988072. PubMed PMID: 24264316. 10: Chow YS, Yang HT. [The application of sex pheromones and juvenile hormone analogs on cockroaches]. Gaoxiong Yi Xue Ke Xue Za Zhi. 1990 Jul;6(7):389-401. Chinese. PubMed PMID: 2402028. 11: Seelinger G. Interspecific attractivity of female sex pheromone components ofPeriplaneta americana. J Chem Ecol. 1985 Feb;11(2):137-48. doi: 10.1007/BF00988196. PubMed PMID: 24309840. 12: Waldow U, Sass H. The attractivity of the female sex pheromone ofPeriplaneta americana and its components for conspecific males and males ofPeriplaneta australasiae in the field. J Chem Ecol. 1984 Jul;10(7):997-1006. doi: 10.1007/BF00987508. PubMed PMID: 24318844. 13: Persoons CJ, Verwiel PE, Ritter FJ, Nooyen WJ. Studies on sex pheromone of American cockroach, with emphasis on structure elucidation of periplanone-A. J Chem Ecol. 1982 Feb;8(2):439-51. doi: 10.1007/BF00987792. PubMed PMID: 24414955. 14: Nishino C, Kimura R. Olfactory receptor responses of the nymphal American cockroach to sex pheromones and their mimics. Comp Biochem Physiol A Comp Physiol. 1982;72(1):237-42. PubMed PMID: 6124360. 15: Tobin TR, Seelinger G, Bell WJ. Behavioral responses of malePeriplaneta americana to periplanone B, a synthetic component of the female sex pheromone. J Chem Ecol. 1981 Nov;7(6):969-79. doi: 10.1007/BF00987621. PubMed PMID: 24420824. 16: Nishino C, Takayanagi H. Sex pheromonal activity of (+)-trans-verbenyl acetate and related compounds to the american cockroach,Periplaneta americana L. J Chem Ecol. 1981 Sep;7(5):853-65. doi: 10.1007/BF00992383. PubMed PMID: 24420756. 17: Chow YS, Wang SF. Attraction responses of the American cockroach to synthetic periplanone-B. J Chem Ecol. 1981 Mar;7(2):265-72. doi: 10.1007/BF00995749. PubMed PMID: 24420472.