MedKoo Cat#: 598538 | Name: Ledene

Description:

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

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.

Chemical Structure

Ledene
Ledene
CAS#21747-46-6

Theoretical Analysis

MedKoo Cat#: 598538

Name: Ledene

CAS#: 21747-46-6

Chemical Formula: C15H24

Exact Mass: 204.1878

Molecular Weight: 204.35

Elemental Analysis: C, 88.16; H, 11.84

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
Ledene; (+)-Ledene; Viridiflorene;
IUPAC/Chemical Name
(1aR,7R,7aS,7bR)-1,1,4,7-tetramethyl-1a,2,3,5,6,7,7a,7b-octahydro-1H-cyclopropa[e]azulene
InChi Key
WGTRJVCFDUCKCM-FMKGYKFTSA-N
InChi Code
InChI=1S/C15H24/c1-9-6-8-12-14(15(12,3)4)13-10(2)5-7-11(9)13/h10,12-14H,5-8H2,1-4H3/t10-,12-,13-,14-/m1/s1
SMILES Code
C[C@@H]1CCC2=C(C)CC[C@]3([H])[C@](C3(C)C)([H])[C@]12[H]
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 204.35 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: Tran DN, Cramer N. Biomimetic synthesis of (+)-ledene, (+)-viridiflorol, (-)-palustrol, (+)-spathulenol, and psiguadial A, C, and D via the platform terpene (+)-bicyclogermacrene. Chemistry. 2014 Aug 18;20(34):10654-60. doi: 10.1002/chem.201403082. Epub 2014 May 27. PubMed PMID: 24867775. 2: Gwaltney II SL, Sakata ST, Shea KJ. Bridged to Fused Ring Interchange. Methodology for the Construction of Fused Cycloheptanes and Cyclooctanes. Total Syntheses of Ledol, Ledene, and Compressanolide. J Org Chem. 1996 Oct 18;61(21):7438-7451. PubMed PMID: 11667672. 3: Maghsoodlou MT, Kazemipoor N, Valizadeh J, Falak Nezhad Seifi M, Rahneshan N. Essential oil composition of Eucalyptus microtheca and Eucalyptus viminalis. Avicenna J Phytomed. 2015 Nov-Dec;5(6):540-52. PubMed PMID: 26693411; PubMed Central PMCID: PMC4678499. 4: Himanen SJ, Blande JD, Klemola T, Pulkkinen J, Heijari J, Holopainen JK. Birch (Betula spp.) leaves adsorb and re-release volatiles specific to neighbouring plants--a mechanism for associational herbivore resistance? New Phytol. 2010 May;186(3):722-32. doi: 10.1111/j.1469-8137.2010.03220.x. Epub 2010 Mar 10. PubMed PMID: 20298484. 5: Kong JO, Park IK, Choi KS, Shin SC, Ahn YJ. Nematicidal and Propagation Activities of Thyme Red and White Oil Compounds toward Bursaphelenchus xylophilus (Nematoda: Parasitaphelenchidae). J Nematol. 2007 Sep;39(3):237-42. PubMed PMID: 19259493; PubMed Central PMCID: PMC2586503. 6: Lee CK. A New Norlupene from the Leaves of Melaleuca leucadendron. J Nat Prod. 1998 Mar 27;61(3):375-6. PubMed PMID: 9548878. 7: Hernández-Hernández AB, Alarcón-Aguilar FJ, Jiménez-Estrada M, Hernández-Portilla LB, Flores-Ortiz CM, Rodríguez-Monroy MA, Canales-Martínez M. BIOLOGICAL PROPERTIES AND CHEMICAL COMPOSITION OF JATROPHA NEOPAUCIFLORA PAX. Afr J Tradit Complement Altern Med. 2016 Nov 23;14(1):32-42. doi: 10.21010/ajtcam.v14i1.4505. eCollection 2017. PubMed PMID: 28331913; PubMed Central PMCID: PMC5357884. 8: Hazzoumi Z, Moustakime Y, Amrani Joutei K. Effect of gibberellic acid (GA), indole acetic acid (IAA) and benzylaminopurine (BAP) on the synthesis of essential oils and the isomerization of methyl chavicol and trans-anethole in Ocimum gratissimum L. Springerplus. 2014 Jun 26;3:321. doi: 10.1186/2193-1801-3-321. eCollection 2014. PubMed PMID: 25045609; PubMed Central PMCID: PMC4101128. 9: Taherpour AA, Maroofi H, Kheradmand K. Chemical composition of the essential oil of Pelargonium quercetorum Agnew. of Iran. Nat Prod Res. 2007 Jan;21(1):24-7. PubMed PMID: 17365684. 10: Qu WY, Tan ZW, Yu AN, Quan JP. [Analysis of the chemical constituents of volatile oil from Asarum insigne by GC-MS]. Zhong Yao Cai. 2010 Jul;33(7):1095-8. Chinese. PubMed PMID: 21137366. 11: Xiao JB, Chen XQ, Zhang YW, Jiang XY, Xu M. Cytotoxicity of Marchantia convoluta leaf extracts to human liver and lung cancer cells. Braz J Med Biol Res. 2006 Jun;39(6):731-8. Epub 2006 Jun 2. PubMed PMID: 16751978. 12: Alquézar B, Rodríguez A, de la Peña M, Peña L. Genomic Analysis of Terpene Synthase Family and Functional Characterization of Seven Sesquiterpene Synthases from Citrus sinensis. Front Plant Sci. 2017 Aug 24;8:1481. doi: 10.3389/fpls.2017.01481. eCollection 2017. PubMed PMID: 28883829; PubMed Central PMCID: PMC5573811. 13: Ozel MZ, Gögüs F, Lewis AC. Composition of Eucalyptus camaldulensis volatiles using direct thermal desorption coupled with comprehensive two-dimensional gas chromatography-time-of-flight-mass spectrometry. J Chromatogr Sci. 2008 Feb;46(2):157-61. PubMed PMID: 18366876.