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Cedrol

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Company Name: Hebei Weibang Biotechnology Co., Ltd
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CAS:77-53-2
Purity:99% Package:1KG;10.00;USD
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CAS:77-53-2
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Company Name: Shandong Huisheng Import & Export Co., Ltd.
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CAS:77-53-2
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CAS:77-53-2
Purity:99% Package:100g;|500g;|1000g

Cedrol manufacturers

  • Cedrol
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  • 2024-11-20
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  • Cedrol
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  • Purity: 98%
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  • 2024-11-01
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Cedrol Basic information
Product Name:Cedrol
Synonyms:(1S,2R,5S,7R,8R)-2,6,6,8-Tetramethyltricyclo[5.3.1.0]undecan-8-ol;CYPRESS CAMPHOR;CEDROL;CEDAR CAMPHOR;1H-3a,7-Methanoazulen-6-ol, octahydro-3,6,8,8-tetramethyl-, [3R-(3alpha,3abeta,6alpha,7beta,8aalpha)]-;1h-3a,7-methanoazulen-6-ol,octahydro-3,6,8,8-tetramethyl-,(3r-(3-alpha,3a-bet;1h-3a,7-methanoazulen-6-ol,octahydro-3,6,8,8-tetramethyl-,[3theta-(3alpha,3;2,6,6,8-tetramethyltricyclo[5.3.1.0~1,5~]undecan-8-ol
CAS:77-53-2
MF:C15H26O
MW:222.37
EINECS:201-035-6
Product Categories:Industrial/Fine Chemicals
Mol File:77-53-2.mol
Cedrol Structure
Cedrol Chemical Properties
Melting point 55-59 °C(lit.)
Boiling point 273 °C(lit.)
alpha D28 +9.9° (c = 5 in chloroform)
density 0.9479
refractive index n20/D1.509-1.515
FEMA 4503 | (+)-CEDROL
Fp 200 °F
storage temp. 2-8°C
solubility Soluble in DMSO (10 mg/ml)
pka15.35±0.60(Predicted)
form Solid
color White
Odorat 100.00 %. cedarwood woody dry sweet soft
Odor Typewoody
optical activity[α]20/D +10.5±1°, c = 5% in chloroform
JECFA Number2030
Merck 14,1911
BRN 2206347
Stability:Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months.
LogP4.33
CAS DataBase Reference77-53-2(CAS DataBase Reference)
NIST Chemistry ReferenceCedrol(77-53-2)
EPA Substance Registry System1H-3a,7-Methanoazulen-6-ol, octahydro-3,6,8,8-tetramethyl-, (3R,3aS,6R,7R,8aS)- (77-53-2)
Safety Information
Safety Statements 22-24/25
RIDADR UN1230 - class 3 - PG 2 - Methanol, solution
WGK Germany 2
RTECS PB7728666
HS Code 29062990
Hazardous Substances Data77-53-2(Hazardous Substances Data)
ToxicityLD50 skin in rabbit: > 5gm/kg
MSDS Information
ProviderLanguage
SigmaAldrich English
Cedrol Usage And Synthesis
DescriptionCedrol is a sesquiterpene alcohol found in conifers mainly of the genera Cupressus, Juniperus, and Cedrus. It has been found to possess significant anticancer activity against glioblastoma in vitro and in vivo via cell growth inhibition, ROS generation, and DNA damage.1 Cedrol also displayed synergistic effects with temozolomide against glioblastoma in vitro and in vivo via reduced expression of drug resistance proteins.1,2 Cedrol inhibited the growth of human renal adenocarcinoma and amelanotic melanoma cells3 and induced autophagy and apoptosis in A549 non-small cell lung carcinoma cells4.
Chemical PropertiesColorless crystals; cedarwood odor. soluble in 11 parts of 95% alcohol. Combustible.
OccurrenceFound in the wood of several conifers, particularly cypresses and cedars, including Cedrus atlantica, Cupressus sempervirens, Juniperus virginiana (Fenarolfs Handbook of Flavor Ingredients, 1971).
Usesacaricide, enhances skin ECM production
Uses(+)-Cedrol can be used as a starting material for the preparation of cedryl acetate by acetylation using acetic anhydride in the presence of an acid catalyst. It can also be incorporated as a precursor for the total synthesis of rare illicium sesquiterpene (+)-pseudoanisatin via selective C-H bond functionalization.
UsesIn fragrances.
PreparationFrom cedarwood by fractional distillation followed by recrystallization from suitable solvents of appropriate solid fractions.
DefinitionA tertiary terpene alcohol.
General Description(+)-Cedrol is a crystalline hydrated product of α-cedrene, which is a sesquiterpene found in cedar-wood oil. It can be used as a fragrance ingredient in cosmetics, shampoos, and soaps as well as in non-cosmetic products such as cleaners and detergents. (±) Cedrol can be synthesized by intramolecular Diels-Alder reaction of alkyl cyclopentadiene.
Purification MethodsPurify cedrol by recrystallisation from aqueous MeOH. It is estimated colorimetrically with H3PO4 in EtOH followed by vanillin and HCl [Hayward & Seymour Anal Chem 20 572 1948]. The 3,5-dinitrobenzoyl derivative has m 92-93o. [Stork & Clarke J Am Chem Soc 83 3114 1961, Beilstein 6 III 424.]
ReferencesChang et al. (2020), Cedrol suppresses glioblastoma progression by triggering DNA damage and blocking nuclear translocation of the androgen receptor; Cancer Lett., 495 180 Chang et al. (2020), Cedrol, a Sesquiterpene Alcohol, Enhances the Anticancer Efficacy of Temozolomide in Attenuating Drug Resistance via Regulation of the DNA Damage Response and MGMT Expression; J. Prod., 83 3021 Loizzo et al. (2008), Antiproliferative effects of essential oils and their major constituents in human renal adenocarcinoma and amelanotic melanoma cells; Cell Prolif., 41 1002 Zhang et al. (2016), Cedrol induces autophagy and apoptotic cell death in A549 non-small cell lung carcinoma cells through the PI3K/Akt signaling pathway, the loss of mitochondrial transmembrane potential and the generation of ROS; Int. J. Mol. Med., 38 291
Cedrol Preparation Products And Raw materials
Raw materialsCedarwood oil
Preparation ProductsMethyl cedryl ether-->Cedryl acetate-->(+)-BETA-CEDRENE
Tag:Cedrol(77-53-2) Related Product Information
Sodium bis(trimethylsilyl)amide N-Methyl-2-pyrrolidone POLY(METHYLSILSESQUIOXANE) N,N-Dimethyldodecylamine Hexamethyldisilazane METHYL-2-PYRROLIDONE Cyclooctane CYCLOOCTANEMETHANOL CEDROL ACETATE,Acetic acid, cedrol ester CEDROL ACETATE 8,9-Epoxy cedrane cedrol,cedar camphor,cypress camphor,CEDROL(SG) CEDRENOL,cedrenol,cedr-8(15)-en-9-ol cedrol methyl ether n-Hendecane CEDRENE BICYCLO(3.3.0)OCTANE CEDROL FLUESSIG