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
| 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) |
| form | Solid |
| 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) |  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 |
|
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 |
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
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Hebei Weibang Biotechnology Co., Ltd | +8615531157085 | abby@weibangbio.com | China | 8812 | 58 |
| Hebei Mojin Biotechnology Co., Ltd | +86 13288715578 +8613288715578 | sales@hbmojin.com | China | 12840 | 58 |
| Hebei Kingfiner Technology Development Co.Ltd | +86-15532196582 +86-15373005021 | lisa@kingfinertech.com | China | 3010 | 58 |
| Shandong Huisheng Import & Export Co., Ltd. | +86-13176845580 +86-13176845580 | da@zhongda-biotech.com | China | 232 | 58 |
| Anhui Zhongda Biotechnology Co., Ltd | +8619956560829 | justine@zhongda-biotech.com | China | 286 | 58 |
| Anhui Zhongda Biotechnology Co., Ltd | +8615689548120 | linda@zhongda-biotech.com | China | 193 | 58 |
| Anhui Ruihan Technology Co., Ltd | +8617756083858 | daisy@anhuiruihan.com | China | 973 | 58 |
| Hebei Zhuanglai Chemical Trading Co.,Ltd | +8613343047651 | admin@zlchemi.com | China | 3002 | 58 |
| Henan Tianfu Chemical Co.,Ltd. | +86-0371-55170693 +86-19937530512 | info@tianfuchem.com | China | 21634 | 55 |
| Shanghai Zheyan Biotech Co., Ltd. | 18017610038 | zheyansh@163.com | CHINA | 3619 | 58 |
View Lastest Price from Cedrol manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2024-11-20 | Cedrol
77-53-2
|
US $120.00 / kg | 1kg | 99% | 20ton | Hebei Zhuanglai Chemical Trading Co.,Ltd | |
 |
2024-11-18 | Cedrol
77-53-2
|
US $37.00 / mg | 98% | 10g | TargetMol Chemicals Inc. | ||
 |
2024-11-01 | Cedrol
77-53-2
|
US $10.00 / KG | 1KG | 99% | 10 mt | Hebei Weibang Biotechnology Co., Ltd |
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