ChemicalBook >> CAS DataBase List >>Cedrol

Cedrol

CAS No.
77-53-2
Chemical Name:
Cedrol
Synonyms
CEDROL CRYSTALS;alpha-Cedrol;(+)-CEDROL;CEDRENOL B;Cedrol crystal;(1S,2R,5S,7R,8R)-2,6,6,8-TETRAMETHYLTRICYCLO[5.3.1.01.5]UNDECAN-8-OL;1H-3a,7-Methanoazulen-6-ol, octahydro-3,6,8,8-tetramethyl-, (3R,3aS,6R,7R,8aS)-;CEDROL;Cedrol >Cedran-8-ol
CBNumber:
CB1165544
Molecular Formula:
C15H26O
Molecular Weight:
222.37
MDL Number:
MFCD00062952
MOL File:
77-53-2.mol
MSDS File:
SDS
Last updated:2023-12-25 17:47:29

Cedrol 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
Flash point 200 °F
storage temp. 2-8°C
solubility Soluble in DMSO (10 mg/ml)
pka 15.35±0.60(Predicted)
color White
Odor at 100.00 %. cedarwood woody dry sweet soft
Odor Type woody
optical activity [α]20/D +10.5±1°, c = 5% in chloroform
JECFA Number 2030
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.
LogP 4.33
Substances Added to Food (formerly EAFUS) (+)-CEDROL
CAS DataBase Reference 77-53-2(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII 63ZM9703BO
NIST Chemistry Reference Cedrol(77-53-2)
EPA Substance Registry System 1H-3a,7-Methanoazulen-6-ol, octahydro-3,6,8,8-tetramethyl-, (3R,3aS,6R,7R,8aS)- (77-53-2)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319
Precautionary statements  P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313
Safety Statements  22-24/25
RIDADR  UN1230 - class 3 - PG 2 - Methanol, solution
WGK Germany  2
RTECS  PB7728666
HS Code  29062990
Toxicity LD50 skin in rabbit: > 5gm/kg
NFPA 704
0
1 0

Cedrol price More Price(34)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 22135 (+)-Cedrol ≥99.0% (sum of enantiomers, GC) 77-53-2 5g $109 2024-03-01 Buy
Sigma-Aldrich CRM40903 (+)-Cedrol solution certified reference material, 2000?μg/mL in methanol, ampule of 1?mL 77-53-2 1mL $109 2022-05-15 Buy
TCI Chemical C2854 Cedrol >98.0%(GC) 77-53-2 5g $112 2024-03-01 Buy
TCI Chemical C2854 Cedrol >98.0%(GC) 77-53-2 25g $247 2024-03-01 Buy
Cayman Chemical 25769 (+)-Cedrol ≥98% 77-53-2 100mg $68 2024-03-01 Buy
Product number Packaging Price Buy
22135 5g $109 Buy
CRM40903 1mL $109 Buy
C2854 5g $112 Buy
C2854 25g $247 Buy
25769 100mg $68 Buy

Cedrol Chemical Properties,Uses,Production

Description

Cedrol 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 Properties

Colorless crystals; cedarwood odor. soluble in 11 parts of 95% alcohol. Combustible.

Occurrence

Found in the wood of several conifers, particularly cypresses and cedars, including Cedrus atlantica, Cupressus sempervirens, Juniperus virginiana (Fenarolfs Handbook of Flavor Ingredients, 1971).

Uses

acaricide, 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.

Uses

In fragrances.

Preparation

From cedarwood by fractional distillation followed by recrystallization from suitable solvents of appropriate solid fractions.

Definition

A 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 Methods

Purify 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.]

References

Chang 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

Global( 288)Suppliers
Supplier Tel Email Country ProdList Advantage
Hebei Mojin Biotechnology Co., Ltd
+8613288715578 sales@hbmojin.com China 12452 58
Shandong Huisheng Import & Export Co., Ltd.
+86-13176845580 +86-13176845580 da@zhongda-biotech.com China 248 58
Anhui Zhongda Biotechnology Co., Ltd
+8619956560829 justine@zhongda-biotech.com China 300 58
Anhui Zhongda Biotechnology Co., Ltd
+8615689548120 linda@zhongda-biotech.com China 204 58
Anhui Ruihan Technology Co., Ltd
+8617756083858 daisy@anhuiruihan.com China 994 58
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21700 55
Shanghai Zheyan Biotech Co., Ltd.
18017610038 zheyansh@163.com CHINA 3620 58
career henan chemical co
+86-0371-86658258 sales@coreychem.com China 29914 58
Hubei Jusheng Technology Co.,Ltd.
18871490254 linda@hubeijusheng.com CHINA 28180 58
Hebei Guanlang Biotechnology Co., Ltd.
+86-19930503282 alice@crovellbio.com China 8823 58

View Lastest Price from Cedrol manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Cedrol pictures 2023-12-26 Cedrol
77-53-2
US $0.00-0.00 / kg 1kg 99% 500000kg Hebei Yibangte Import and Export Co. , Ltd.
Cedrol pictures 2023-11-03 Cedrol
77-53-2
US $0.00-0.00 / g 1g 99% 100000tons Anhui Zhongda Biotechnology Co., Ltd
(+)-Cedrol pictures 2023-10-20 (+)-Cedrol
77-53-2
US $90.00-70.00 / kg 1kg 99% 10000/month Anhui Zhongda Biotechnology Co., Ltd
  • Cedrol pictures
  • Cedrol
    77-53-2
  • US $0.00-0.00 / kg
  • 99%
  • Hebei Yibangte Import and Export Co. , Ltd.
  • Cedrol pictures
  • Cedrol
    77-53-2
  • US $0.00-0.00 / g
  • 99%
  • Anhui Zhongda Biotechnology Co., Ltd
  • (+)-Cedrol pictures
  • (+)-Cedrol
    77-53-2
  • US $90.00-70.00 / kg
  • 99%
  • Anhui Zhongda Biotechnology Co., Ltd
(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 CEDROL LIQUID CEDROL WITH GC (+)-Cedrol, (1S,2R,5S,7R,8R)-2,6,6,8-Tetramethyltricyclo[5.3.1.01.5]undecan-8-ol OCTAHYDRO-3,6,8,8-TETRAMETHYL-1H-3A-7-METHANOAZULEN-6-OL OCTAHYDRO-3,6,8,8-TETRAMETHYL-1H-3ALPHA,7-METHANOAZULEN-6-OL (3R,6R)-2,3,4,5,6,7,8,8a-Octahydro-3,6,8,8-tetramethyl-1H-3aα,7α-methanoazulen-6-ol Cedrol,(+)-Cedrol, (1S,2R,5S,7R,8R)-2,6,6,8-Tetramethyltricyclo[5.3.1.01.5]undecan-8-ol (+)-Cedrol >=99.0% (suM of enantioMers, GC) 6alpha,7beta,8aalpha)]-abet 7-beta,8a-alpha))-6-alpha 7-methanoazulen-6-ol,octahydro-3,6,8,8-tetramethyl-,(3r-(3-alpha,3a-beta,6-alpha,7-beta,8a-alpha))-1h-3 7-Methanoazulen-6-ol,octahydro-3,6,8,8-tetramethyl-,[3R-(3.alpha.,3a.beta.,6.alpha.,7.beta.,8a.alp1H-3a 8-betah-cedran-8-ol 8betaH-Cedran-8-ol Cedran-8-ol [3R-(3alpha,3abeta,6alpha,7beta,8aalpha)]-octahydro-3,6,8,8-tetramethyl-1H-3a,7-methanoazulen-6-ol Cedrol,redistelled CASMIERONE BY-PRODUCT CEDROL CRIST. CEDROL REDISTILLED (+)-Cedrol, 98%, from Cedrus deodara (Roxb. ex Lamb.) G. Don (+)-Cedrol solution Cedrol > (+)-Cedrol,0.98 Cypress brain Kashiwagi brain TIANFUCHEM--77-53-2--Cedrol (1S,2R,5S,7R,8R)-2,6,6,8-TETRAMETHYLTRICYCLO[5.3.1.01.5]UNDECAN-8-OL (+)-CEDROL CEDRENOL B CEDROL CRYSTALS alpha-Cedrol Cedrol crystal 1H-3a,7-Methanoazulen-6-ol, octahydro-3,6,8,8-tetramethyl-, (3R,3aS,6R,7R,8aS)- (3R,3aS,6R,7R,8aS)-3,6,8,8-Tetramethyloctahydro-1H-3a,7-methanoazulen-6-ol 77-53-2 2823-03-0 Complex Molecules Chiral Building Blocks Asymmetric Synthesis Industrial/Fine Chemicals