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HomeProduct name list(+)-Ledene

(+)-Ledene

Synonym(s):(1S,2R,4R,11R)-3,3,7,11-Tetramethyltricyclo[6.3.0.02.4]undec-7-ene

  • CAS NO.:21747-46-6
  • Empirical Formula: C15H24
  • Molecular Weight: 204.35
  • MDL number: MFCD00042613
  • EINECS: 244-565-3
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2023-10-27 16:58:12
(+)-Ledene Structural

What is (+)-Ledene?

Description

(+)-Ledene, also called leden or viridiflorene, is an organic compound that belongs to the group of 5, 10-cycloaromadendrane sesquiterpenoids. These compounds are derived from the aromadendrane skeleton through a cyclization reaction between carbon atoms 5 and 10. (+)-Ledene is mainly found in saliva and is considered to have low solubility in water and a relatively neutral nature. In cellular environments, (+)-ledene is predominantly present in the cell membrane (predicted based on logP) and cytoplasm.

The Uses of (+)-Ledene

(+)-Ledene is an essential oil that is synthesized by viridiflorene synthase. It has been studied as an antioxidant, antimicrobial, antibiofilm and to treat various cancers.

Definition

ChEBI: Viridiflorene is a carbotricyclic sesquiterpene obtained from several natural sources, including Australian Tea Tree oil (Melaleuca alternifolia.) It is a sesquiterpene and a carbotricyclic compound.

General Description

(+)-Ledene is a naturally occurring sesquiterpene that can be prepared from (+)-aromadendrene via isomerization.

References

[1] DUC N. TRAN   Prof.??Dr. N C. Biomimetic Synthesis of (+)-Ledene, (+)-Viridiflorol, (?)-Palustrol, (+)-Spathulenol, and Psiguadial A, C, and D via the Platform Terpene (+)-Bicyclogermacrene[J]. Chemistry - A European Journal, 2014. DOI:10.1002/chem.201403082.
[2] S. L. GWALTNEY   K. J S  S T Sakata. Bridged to Fused Ring Interchange. Methodology for the Construction of Fused Cycloheptanes and Cyclooctanes. Total Syntheses of Ledol, Ledene, and Compressanolide[J]. The Journal of Organic Chemistry, 1996. DOI:10.1021/jo961005a.

Properties of (+)-Ledene

Melting point: 269°C
Boiling point: 268-270 °C (lit.)
Density  0.927 g/mL at 20 °C (lit.)
refractive index  n20/D 1.504
storage temp.  Refrigerator
solubility  Chloroform (Sparingly), Ethanol (Slightly)
form  Oil
color  Colourless
optical activity [α]20/D +68±2°, c = 10% in ethanol
BRN  2554786

Safety information for (+)-Ledene

Computed Descriptors for (+)-Ledene

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