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ChemicalBook >> CAS DataBase List >>(+)-Ledene

(+)-Ledene

CAS No.
21747-46-6
Chemical Name:
(+)-Ledene
Synonyms
(+)-LEDENE;(+)-Ledene;Viridflorene;Varidiflorene;LEDENE, (+)-(RG);Einecs 244-565-3;Guaiazulene Impurity 4;95.0% (sum of enantiomers, GC);(+)-LEDENE 95+% MIXTURE OF ISOMERS;(+)-Ledene >=95.0% (sum of enantiomers, GC)
CBNumber:
CB7153554
Molecular Formula:
C15H24
Molecular Weight:
204.35
MDL Number:
MFCD00042613
MOL File:
21747-46-6.mol
MSDS File:
SDS
Last updated:2023-10-27 16:58:12

(+)-Ledene Properties

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)
FDA UNII 236ZZ41F70

SAFETY

Risk and Safety Statements

Safety Statements  23-24/25
WGK Germany  3

(+)-Ledene price More Price(4)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 61770 (+)-Ledene ≥95.0% (sum of enantiomers, GC) 21747-46-6 250mg $367 2023-06-20 Buy
TRC L320070 (+)-Ledene 21747-46-6 5mg $45 2021-12-16 Buy
American Custom Chemicals Corporation CHM0015052 (+)-LEDENE 95.00% 21747-46-6 250MG $839.22 2021-12-16 Buy
AHH MT-16357 (+)-Ledene 96% 21747-46-6 1g $418 2021-12-16 Buy
Product number Packaging Price Buy
61770 250mg $367 Buy
L320070 5mg $45 Buy
CHM0015052 250MG $839.22 Buy
MT-16357 1g $418 Buy

(+)-Ledene Chemical Properties,Uses,Production

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 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.

(+)-Ledene Preparation Products And Raw materials

Raw materials

Preparation Products

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Viridflorene (+)-Ledene >=95.0% (sum of enantiomers, GC) [1aR-(1aalpha,7alpha,7abeta,7balpha)]-1a,2,3,5,6,7,7a,7b-octahydro-1,1,4,7-tetramethyl-1H-cycloprop[e]azulene (1S,2R,3R,11R)-3,3,7,11-TETRAMETHYL-TRICYCLO[6.3.0.0(2.4)]UNDEC-7-ENE (+)-LEDENE (+)-LEDENE 95+% MIXTURE OF ISOMERS (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 (1Ar-(1aalpha,7alpha,7abeta,7balpha))-1A,2,3,5,6,7,7A,7B-octahydro-1,1,4,7-tetramethyl-1H-cycloprop(E)azulene Einecs 244-565-3 LEDENE, (+)-(RG) 1,1,4,7-Tetramethyl-1a,2,3,5,6,7,7a,7b-octahydro-1H-cyclopropa[e]azulene 1H-Cycloprop[e]azulene, 1a,2,3,5,6,7,7a,7b-octahydro-1,1,4,7-tetramethyl-, [1aR-(1aalpha,7alpha,7abeta,7balpha)]- Varidiflorene (1aS,7S,7aS,7bS)-1,1,4,7-tetramethyl-1a,2,3,5,6,7,7a,7b-octahydrocyclopropa[e]azulene 1H-Cycloprop[e]azulene, 1a,2,3,5,6,7,7a,7b-octahydro-1,1,4,7-tetramethyl-, (1aR,7R,7aS,7bR)- 95.0% (sum of enantiomers, GC) (+)-Ledene Guaiazulene Impurity 4 21747-46-6 Complex Molecules Asymmetric Synthesis Chiral Building Blocks