Japonilure

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

MedKoo CAT#: 596153

CAS#: 64726-91-6

Description: Japonilure is an insecticide and pheromone.

Chemical Structure

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Japonilure
CAS# 64726-91-6
Instruction

Theoretical Analysis

MedKoo Cat#: 596153
Name: Japonilure
CAS#: 64726-91-6
Chemical Formula: C14H24O2
Exact Mass: 224.18
Molecular Weight: 224.340
Elemental Analysis: C, 74.95; H, 10.78; O, 14.26

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

Request quote for custom synthesis

Synonym: Japonilure; Bag-A-Bug; EINECS 265-035-8; Caswell No. 275AA; EPA Pesticide Chemical Code 116501; Nuranone;

IUPAC/Chemical Name: (R,Z)-5-(dec-1-en-1-yl)dihydrofuran-2(3H)-one

InChi Key: QTGIYXFCSKXKMO-XPSMFNQNSA-N

InChi Code: InChI=1S/C14H24O2/c1-2-3-4-5-6-7-8-9-10-13-11-12-14(15)16-13/h9-10,13H,2-8,11-12H2,1H3/b10-9-/t13-/m0/s1

SMILES Code: O=C1O[C@@H](/C=C\CCCCCCCC)CC1

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: >2 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: 2934.99.9001

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 224.34 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
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Chen RZ, Klein MG, Li QY, Li Y. Mass trapping Popillia quadriguttata using Popillia japonica (Coleoptera: Scarabaeidae) pheromone and floral lures in northeastern China. Environ Entomol. 2014 Jun;43(3):774-81. doi: 10.1603/EN13319. Epub 2014 Apr 28. PubMed PMID: 24780142.

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3: Lee DW, Choo HY, Smitley DR, Lee SM, Shin HK, Kaya HK, Park CG, Park JK. Distribution and adult activity of Popillia quadriguttata (Coleoptera: Scarabaeidae) on golf courses in Korea. J Econ Entomol. 2007 Feb;100(1):103-9. PubMed PMID: 17370816.

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5: Bernard AM, Frongia A, Piras PP, Secci F. Unexpected stereochemistry in the lithium salt catalyzed ring expansion of nonracemic oxaspiropentanes. formal syntheses of (-)-(4R,5R)-muricatacin and the pheromone (R)-japonilure. Org Lett. 2003 Aug 7;5(16):2923-6. PubMed PMID: 12889909.

6: Nikonov AA, Peng G, Tsurupa G, Leal WS. Unisex pheromone detectors and pheromone-binding proteins in scarab beetles. Chem Senses. 2002 Jul;27(6):495-504. PubMed PMID: 12142325.

7: Nikonov AA, Leal WS. Peripheral coding of sex pheromone and a behavioral antagonist in the Japanese beetle, Popillia japonica. J Chem Ecol. 2002 May;28(5):1075-89. PubMed PMID: 12049228.

8: Papillon JP, Taylor RJ. The preparation of nonracemic secondary alpha-(carbamoyloxy)alkylzinc and copper reagents. A versatile approach to enantioenriched alcohols. Org Lett. 2002 Jan 10;4(1):119-22. PubMed PMID: 11772105.

9: Wojtasek H, Picimbon JF, Soares Leal W. Identification and cloning of odorant binding proteins from the scarab beetle Phyllopertha diversa. Biochem Biophys Res Commun. 1999 Oct 5;263(3):832-7. PubMed PMID: 10512766.

10: Leal WS, Wojtasek H, Miyazawa M. Pheromone-binding proteins of scarab beetles. Ann N Y Acad Sci. 1998 Nov 30;855:301-5. PubMed PMID: 10049223.

11: Leal WS, Zarbin PH, Wojtasek H, Ferreira JT. Biosynthesis of scarab beetle pheromones. Eur J Biochem. 1999 Jan;259(1-2):175-80. PubMed PMID: 9914490.

12: Wojtasek H, Hansson BS, Leal WS. Attracted or repelled?--a matter of two neurons, one pheromone binding protein, and a chiral center. Biochem Biophys Res Commun. 1998 Sep 18;250(2):217-22. PubMed PMID: 9753610.

13: Leal WS, Hasegawa M, Sawada M, Ono M. Sex pheromone of oriental beetle,Exomala orientalis: Identification and field evaluation. J Chem Ecol. 1994 Jul;20(7):1705-18. doi: 10.1007/BF02059892. PubMed PMID: 24242663.

14: Leal WS, Ono M, Hasegawa M, Sawada M. Kairomone from dandelion,Taraxacum officinale, attractant for scarab beetleAnomala octiescostata. J Chem Ecol. 1994 Jul;20(7):1697-704. doi: 10.1007/BF02059891. PubMed PMID: 24242662.

15: Leal WS, Kawamura F, Ono M. The scarab beetleAnomala albopilosa sakishimana utilizes the same sex pheromone blend as a closely related and geographically isolated species,Anomala cuprea. J Chem Ecol. 1994 Jul;20(7):1667-76. doi: 10.1007/BF02059888. PubMed PMID: 24242659.

16: Ebata T, Kawakami H, Koseki K, Matsumoto K, Matsushita H. Synthesis of Japonilure, the Pheromone of Japanese Beetle. Biosci Biotechnol Biochem. 1992 Jan;56(5):818-9. doi: 10.1271/bbb.56.818. PubMed PMID: 27286216.