MedKoo Biosciences, Inc.
Tel:   +1-919-636-5577    Fax:   +1-919-980-4831    Email:   sales@medkoo.com
Search
Login Register
Search
MedKoo Cat#: 584622 | Name: Ledol

Description:

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

Ledol is a sesquiterpene alcohol from Renealmia chrysotrycha.

Chemical Structure

Ledol
Ledol
CAS#577-27-5

Theoretical Analysis

MedKoo Cat#: 584622

Name: Ledol

CAS#: 577-27-5

Chemical Formula: C15H26O

Exact Mass: 222.1984

Molecular Weight: 222.37

Elemental Analysis: C, 81.02; H, 11.79; O, 7.19

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.
Bulk Inquiry
Related CAS #
No Data
Synonym
Ledol; (+)-Ledol
IUPAC/Chemical Name
1H-Cycloprop(e)azulen-4-ol, decahydro-1,1,4,7-tetramethyl-, (1aR-(1aalpha,4alpha,4abeta,7alpha,7abeta,7balpha))-
InChi Key
AYXPYQRXGNDJFU-AOWZIMASSA-N
InChi Code
InChI=1S/C15H26O/c1-9-5-6-10-12(9)13-11(14(13,2)3)7-8-15(10,4)16/h9-13,16H,5-8H2,1-4H3/t9-,10+,11-,12-,13-,15-/m1/s1
SMILES Code
O[C@]1(C)CC[C@]2([H])[C@](C2(C)C)([H])[C@]3([H])[C@H](C)CC[C@]13[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 222.37 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: Jesionek A, Poblocka-Olech L, Zabiegala B, Bucinski A, Krauze-Baranowska M, Luczkiewicz M. Validated HPTLC method for determination of ledol and alloaromadendrene in the essential oil fractions of Rhododendron tomentosum plants and in vitro cultures and bioautography for their activity screening. J Chromatogr B Analyt Technol Biomed Life Sci. 2018 Jun 1;1086:63-72. doi: 10.1016/j.jchromb.2018.04.006. Epub 2018 Apr 7. PubMed PMID: 29656085. 2: Hong YJ, Tantillo DJ. Is a 1,4-Alkyl Shift Involved in the Biosynthesis of Ledol and Viridiflorol? J Org Chem. 2017 Apr 7;82(7):3957-3959. doi: 10.1021/acs.joc.7b00187. Epub 2017 Mar 15. PubMed PMID: 28277661. 3: Thamapipol S, Kündig EP. Intramolecular Diels-Alder reactions using chiral ruthenium Lewis acids and application in the total synthesis of ent-ledol. Org Biomol Chem. 2011 Nov 7;9(21):7564-70. doi: 10.1039/c1ob06121f. Epub 2011 Sep 22. PubMed PMID: 21938305. 4: Raal A, Orav A, Gretchushnikova T. Composition of the essential oil of the Rhododendron tomentosum Harmaja from Estonia. Nat Prod Res. 2014;28(14):1091-8. doi: 10.1080/14786419.2014.907287. Epub 2014 Apr 9. PubMed PMID: 24716612. 5: Kaplan MA, Pugialli HR, Lopes D, Gottlieb HE. The stereochemistry of ledol from Renealmia chrysotrycha: an NMR study. Phytochemistry. 2000 Dec;55(7):749-53. PubMed PMID: 11190391. 6: D'Ambrosio M, Ciocarlan A, Colombo E, Guerriero A, Pizza C, Sangiovanni E, Dell'Agli M. Structure and cytotoxic activity of sesquiterpene glycoside esters from Calendula officinalis L.: Studies on the conformation of viridiflorol. Phytochemistry. 2015 Sep;117:1-9. doi: 10.1016/j.phytochem.2015.05.005. Epub 2015 Jun 7. PubMed PMID: 26057223. 7: 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. 8: Dampc A, Luczkiewicz M. Labrador tea--the aromatic beverage and spice: a review of origin, processing and safety. J Sci Food Agric. 2015 Jun;95(8):1577-83. doi: 10.1002/jsfa.6889. Epub 2014 Sep 29. Review. PubMed PMID: 25156477. 9: Baananou S, Bagdonaite E, Marongiu B, Piras A, Porcedda S, Falconieri D, Boughattas NA. Supercritical CO₂ extract and essential oil of aerial part of Ledum palustre L.--Chemical composition and anti-inflammatory activity. Nat Prod Res. 2015;29(11):999-1005. doi: 10.1080/14786419.2014.965167. Epub 2014 Nov 27. PubMed PMID: 25427723. 10: Yousefi M, Gandomkar S, Habibi Z. Essential oil from aerial parts of of Betonica grandiflora Willd. from Iran. Nat Prod Res. 2012;26(2):146-51. doi: 10.1080/14786419.2010.534992. Epub 2011 Aug 2. PubMed PMID: 21809955. 11: Szafranek B, Chrapkowska K, Waligóra D, Palavinskas R, Banach A, Szafranek J. Leaf surface sesquiterpene alcohols of the potato (Solanum tuberosum) and their influence on colorado beetle (Leptinotarsa decemlineata Say) feeding. J Agric Food Chem. 2006 Oct 4;54(20):7729-34. PubMed PMID: 17002446. 12: Troncoso C, Perez C, Hernandez V, Sanchez-Olate M, Rios D, San Martin A, Becerra J. Induction of defensive response in Eucalyptus globulus plants and its persistence in vegetative propagation. Nat Prod Commun. 2013 Mar;8(3):397-400. PubMed PMID: 23678820. 13: Seebaluck R, Gurib-Fakim A, Mahomoodally F. Medicinal plants from the genus Acalypha (Euphorbiaceae)--a review of their ethnopharmacology and phytochemistry. J Ethnopharmacol. 2015 Jan 15;159:137-57. doi: 10.1016/j.jep.2014.10.040. Epub 2014 Oct 30. Review. PubMed PMID: 25446604. 14: Yang XW, Liu YF, Tao HY, Yang Z, Xiao SY. [GC-MS analysis of essential oils from Radix Angelicae Pubescentis]. Zhongguo Zhong Yao Za Zhi. 2006 Apr;31(8):663-6. Chinese. PubMed PMID: 16830826. 15: Judzentiene A, Butkiene R, Budiene J, Tomi F, Casanova J. Composition of seed essential oils of Rhododendron tomentosum. Nat Prod Commun. 2012 Feb;7(2):227-30. PubMed PMID: 22474965. 16: Mofikoya AO, Miura K, Ghimire RP, Blande JD, Kivimäenpää M, Holopainen T, Holopainen JK. Understorey Rhododendron tomentosum and Leaf Trichome Density Affect Mountain Birch VOC Emissions in the Subarctic. Sci Rep. 2018 Sep 5;8(1):13261. doi: 10.1038/s41598-018-31084-3. PubMed PMID: 30185795; PubMed Central PMCID: PMC6125604. 17: Raja Mazlan RNA, Rukayadi Y, Maulidiani M, Ismail IS. Solvent Extraction and Identification of Active Anticariogenic Metabolites in Piper cubeba L. through ¹H-NMR-Based Metabolomics Approach. Molecules. 2018 Jul 16;23(7). pii: E1730. doi: 10.3390/molecules23071730. PubMed PMID: 30012946. 18: Albouchi F, Sifaoui I, Reyes-Batlle M, López-Arencibia A, Piñero JE, Lorenzo-Morales J, Abderrabba M. Chemical composition and anti-Acanthamoeba activity of Melaleuca styphelioides essential oil. Exp Parasitol. 2017 Dec;183:104-108. doi: 10.1016/j.exppara.2017.10.014. Epub 2017 Nov 10. PubMed PMID: 29103900. 19: Cianfaglione K, Blomme EE, Quassinti L, Bramucci M, Lupidi G, Dall'Acqua S, Maggi F. Cytotoxic Essential Oils from Eryngium campestre and Eryngium amethystinum (Apiaceae) Growing in Central Italy. Chem Biodivers. 2017 Jul;14(7). doi: 10.1002/cbdv.201700096. Epub 2017 Jun 14. PubMed PMID: 28332760. 20: Kostevski IR, Petrović GM, Stojanović GS, Stamenković JG, Zlatković BK. Essential Oil Chemical Composition and Headspace Volatiles Profile of Achillea coarctata from Serbia. Nat Prod Commun. 2016 Apr;11(4):543-5. PubMed PMID: 27396214.