(+)-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
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 | n |
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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