| Identification | Back Directory | [Name]
(+)-LEDENE | [CAS]
21747-46-6 | [Synonyms]
(+)-LEDENE
(+)-Ledene
Viridflorene
Varidiflorene
Einecs 244-565-3
LEDENE, (+)-(RG)
95.0% (sum of enantiomers, GC)
(+)-LEDENE 95+% MIXTURE OF ISOMERS
(+)-Ledene >=95.0% (sum of enantiomers, GC)
(1S,2R,3R,11R)-3,3,7,11-TETRAMETHYL-TRICYCLO[6.3.0.0(2.4)]UNDEC-7-ENE
1,1,4,7-Tetramethyl-1a,2,3,5,6,7,7a,7b-octahydro-1H-cyclopropa[e]azulene
(1aR)-1a,2,3,5,6,7,7aα,7bβ-Octahydro-1,1,4,7β-tetramethyl-1H-cycloprop[e]azulene
(1aR)-1aβ,2,3,5,6,7,7aα,7bβ-Octahydro-1,1,4,7β-tetramethyl-1H-cyclopropa[e]azulene | [EINECS(EC#)]
244-565-3 | [Molecular Formula]
C15H24 | [MDL Number]
MFCD00042613 | [MOL File]
21747-46-6.mol | [Molecular Weight]
204.35 |
| Chemical Properties | Back Directory | [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 | [LogP]
6.447 (est) |
| Hazard Information | Back Directory | [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. | [Uses]
(+)-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(21747-46-6) 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. |
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