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MedKoo Cat#: 584333 | Name: Cedrol
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Description:

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

Cedrol is a cyclic terpenoid from cedarwood oil known for relaxant effects.

Chemical Structure

Cedrol
CAS#77-53-2

Theoretical Analysis

MedKoo Cat#: 584333

Name: Cedrol

CAS#: 77-53-2

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

Size Price Availability Quantity
5g USD 250.00 2 Weeks
25g USD 450.00 2 Weeks
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Related CAS #
No Data
Synonym
Cedrol; AI3-02178; Eudesmol; (+)-Cedrol; alpha-Cedrol; α-Cedrol
IUPAC/Chemical Name
(3R-(3alpha,3Abeta,6alpha,7beta,8aalpha))-octahydro-3,6,8,8-tetramethyl-1H-3a,7-methanoazulen-6-ol
InChi Key
SVURIXNDRWRAFU-OGMFBOKVSA-N
InChi Code
InChI=1S/C15H26O/c1-10-5-6-11-13(2,3)12-9-15(10,11)8-7-14(12,4)16/h10-12,16H,5-9H2,1-4H3/t10-,11+,12-,14-,15+/m1/s1
SMILES Code
O[C@]1(C)CC[C@]23[C@H](C)CC[C@@]2([H])C(C)(C)[C@@]1([H])C3
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
>2 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
2934.99.9001
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: Jin MH, Park SG, Hwang YL, Lee MH, Jeong NJ, Roh SS, Lee Y, Kim CD, Lee JH. Cedrol Enhances Extracellular Matrix Production in Dermal Fibroblasts in a MAPK-Dependent Manner. Ann Dermatol. 2012 Feb;24(1):16-21. doi: 10.5021/ad.2012.24.1.16. Epub 2012 Feb 2. PubMed PMID: 22363150; PubMed Central PMCID: PMC3283845. 2: Jeong HU, Kwon SS, Kong TY, Kim JH, Lee HS. Inhibitory effects of cedrol, β-cedrene, and thujopsene on cytochrome P450 enzyme activities in human liver microsomes. J Toxicol Environ Health A. 2014;77(22-24):1522-32. doi: 10.1080/15287394.2014.955906. PubMed PMID: 25343299. 3: Kiran I, Durceylan Z, Kirimer N, Baser KH, Noma Y, Demirci F. Biotransformation of alpha-cedrol and caryophyllene oxide by the fungus Neurospora crassa. Nat Prod Commun. 2010 Apr;5(4):515-8. PubMed PMID: 20433062. 4: Hori E, Shojaku H, Watanabe N, Kawasaki Y, Suzuki M, de Araujo MF, Nagashima Y, Yada Y, Ono T, Nishijo H. Effects of direct cedrol inhalation into the lower airway on brain hemodynamics in totally laryngectomized subjects. Auton Neurosci. 2012 May 21;168(1-2):88-92. doi: 10.1016/j.autneu.2012.01.010. Epub 2012 Feb 15. PubMed PMID: 22341589. 5: Dayawansa S, Umeno K, Takakura H, Hori E, Tabuchi E, Nagashima Y, Oosu H, Yada Y, Suzuki T, Ono T, Nishijo H. Autonomic responses during inhalation of natural fragrance of Cedrol in humans. Auton Neurosci. 2003 Oct 31;108(1-2):79-86. PubMed PMID: 14614968. 6: Collins DO, Reese PB. Biotransformation of cedrol by Curvularia lunata ATCC 12017. Phytochemistry. 2001 Mar;56(5):417-21. PubMed PMID: 11261573. 7: Lindh JM, Okal MN, Herrera-Varela M, Borg-Karlson AK, Torto B, Lindsay SW, Fillinger U. Discovery of an oviposition attractant for gravid malaria vectors of the Anopheles gambiae species complex. Malar J. 2015 Mar 20;14:119. doi: 10.1186/s12936-015-0636-0. PubMed PMID: 25885703; PubMed Central PMCID: PMC4404675. 8: Umeno K, Hori E, Tsubota M, Shojaku H, Miwa T, Nagashima Y, Yada Y, Suzuki T, Ono T, Nishijo H. Effects of direct cedrol inhalation into the lower airway on autonomic nervous activity in totally laryngectomized subjects. Br J Clin Pharmacol. 2008 Feb;65(2):188-96. Epub 2007 Oct 22. PubMed PMID: 17953722; PubMed Central PMCID: PMC2291227. 9: Kagawa D, Jokura H, Ochiai R, Tokimitsu I, Tsubone H. The sedative effects and mechanism of action of cedrol inhalation with behavioral pharmacological evaluation. Planta Med. 2003 Jul;69(7):637-41. PubMed PMID: 12898420. 10: Zhang Y, Han L, Chen SS, Guan J, Qu FZ, Zhao YQ. Hair growth promoting activity of cedrol isolated from the leaves of Platycladus orientalis. Biomed Pharmacother. 2016 Oct;83:641-647. doi: 10.1016/j.biopha.2016.07.022. Epub 2016 Jul 25. PubMed PMID: 27459121. 11: Su YC, Hsu KP, Wang EI, Ho CL. Composition, anticancer, and antimicrobial activities in vitro of the heartwood essential oil of Cunninghamia lanceolata var. konishii from Taiwan. Nat Prod Commun. 2012 Sep;7(9):1245-7. PubMed PMID: 23074921. 12: Green JC, Pettus TR. An oxidative dearomatization-induced [5 + 2] cascade enabling the syntheses of α-cedrene, α-pipitzol, and sec-cedrenol. J Am Chem Soc. 2011 Feb 9;133(5):1603-8. doi: 10.1021/ja109925g. Epub 2010 Dec 31. PubMed PMID: 21194216. 13: Mercke P, Crock J, Croteau R, Brodelius PE. Cloning, expression, and characterization of epi-cedrol synthase, a sesquiterpene cyclase from Artemisia annua L. Arch Biochem Biophys. 1999 Sep 15;369(2):213-22. PubMed PMID: 10486140. 14: Eller FJ, Vander Meer RK, Behle RW, Flor-Weiler LB, Palmquist DE. Bioactivity of cedarwood oil and cedrol against arthropod pests. Environ Entomol. 2014 Jun;43(3):762-6. doi: 10.1603/EN13270. Epub 2014 Mar 31. PubMed PMID: 24690252. 15: Verdan MH, Ehrenfried CA, Scharf DR, Cervi AC, Salvadore MJ, Barison A, Stefanello EA. Chemical Constituents from Sinningia canescens and S. warmingii. Nat Prod Commun. 2014 Oct;9(10):1535-7. PubMed PMID: 25522555. 16: Cheng SS, Chung MJ, Lin CY, Wang YN, Chang ST. Phytochemicals from Cunninghamia konishii Hayata act as antifungal agents. J Agric Food Chem. 2012 Jan 11;60(1):124-8. doi: 10.1021/jf2042196. Epub 2011 Dec 14. PubMed PMID: 22129092. 17: Miyazawa M, Itsuzaki Y, Ishikawa K, Ishisaka K. Stereospecific hydroxylation of (+)-cedrol by using human skin microbial flora Staphylococcus epidermidis. Nat Prod Res. 2003 Oct;17(5):313-7. PubMed PMID: 14526908. 18: Bhatia SP, McGinty D, Letizia CS, Api AM. Fragrance material review on cedrol. Food Chem Toxicol. 2008 Nov;46 Suppl 11:S100-2. doi: 10.1016/j.fct.2008.06.038. Epub 2008 Jul 2. Review. PubMed PMID: 18640184. 19: Chen SS, Zhang Y, Lu QL, Lin Z, Zhao Y. Preventive effects of cedrol against alopecia in cyclophosphamide-treated mice. Environ Toxicol Pharmacol. 2016 Sep;46:270-276. doi: 10.1016/j.etap.2016.07.020. Epub 2016 Jul 30. PubMed PMID: 27522546. 20: Song WF, Liao MJ, Luo SY. [Analyze on chemical compositions of Dalbergia odorifera essential oils extracted by CO2-supercritical-fluid-extraction and steam distillation extraction]. Zhong Yao Cai. 2011 Nov;34(11):1725-7. Chinese. PubMed PMID: 22506398.

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