MedKoo Cat#: 584579 | Name: Lineatin

Description:

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

Lineatin is a pheromone isolated from the frass of the female ambrosia beetle Trypodendron lineatum Olivier, which is a deleterious pest to coniferous forests in Europe and North America.

Chemical Structure

Lineatin
Lineatin
CAS#65035-34-9

Theoretical Analysis

MedKoo Cat#: 584579

Name: Lineatin

CAS#: 65035-34-9

Chemical Formula: C10H16O2

Exact Mass: 168.1150

Molecular Weight: 168.24

Elemental Analysis: C, 71.39; H, 9.59; O, 19.02

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.
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Related CAS #
No Data
Synonym
Lineatin
IUPAC/Chemical Name
(1R,2S,5R,7R)-1,3,3-trimethyl-4,6-dioxatricyclo[3.3.1.02,7]nonane
InChi Key
SHTFZHTWSLHVEB-BDNRQGISSA-N
InChi Code
InChI=1S/C10H16O2/c1-9(2)8-6-4-10(8,3)5-7(11-6)12-9/h6-8H,4-5H2,1-3H3/t6-,7-,8+,10-/m1/s1
SMILES Code
CC1(C)[C@@]2([H])[C@](C3)(C)C[C@@]2([H])O[C@]3([H])O1
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 168.24 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: Salom SM, McLean JA. Flight and landing behavior ofTrypodendron lineatum (Coleoptera: Scolytidae) in response to different semiochemicals. J Chem Ecol. 1990 Aug;16(8):2589-604. doi: 10.1007/BF01017481. PubMed PMID: 24264223. 2: Shore TL, Lindgren BS. Effect of ethanol and α-pinene on response of ambrosia beetle,Trypodendron lineatum, to lineatin-baited funnel and drainpipe traps. J Chem Ecol. 1996 Dec;22(12):2187-96. doi: 10.1007/BF02029539. PubMed PMID: 24227296. 3: Alibés R, de March P, Figueredo M, Font J, Racamonde M, Parella T. Highly efficient and diastereoselective synthesis of (+)-lineatin. Org Lett. 2004 Apr 29;6(9):1449-52. PubMed PMID: 15101764. 4: Pérez L, Alibés R, de March P, Busqué F, Figueredo M, Font J. Stereodivergent synthesis of (+)- and (-)-isolineatin. J Org Chem. 2013 May 3;78(9):4483-9. doi: 10.1021/jo400487y. Epub 2013 Apr 22. PubMed PMID: 23581881. 5: Racamonde M, Alibés R, Figueredo M, Font J, de March P. Photochemical cycloaddition of mono-, 1,1-, and 1,2-disubstituted olefins to a chiral 2(5H)-furanone. Diastereoselective synthesis of (+)-lineatin. J Org Chem. 2008 Aug 1;73(15):5944-52. doi: 10.1021/jo800970u. Epub 2008 Jul 8. PubMed PMID: 18605755. 6: Keeling CI, Ngo HT, Benusic KD, Slessor KN. Preparative chiral liquid chromatography for enantiomeric separation of pheromones. J Chem Ecol. 2001 Mar;27(3):487-97. PubMed PMID: 11441440. 7: Mori K. [Synthesis and biological activity of optically active insect pheromones]. Yakugaku Zasshi. 1982 Oct;102(10):899-910. Review. Japanese. PubMed PMID: 6762413.