(+)-Cedrol

Names

[ CAS No. ]:
77-53-2

[ Name ]:
(+)-Cedrol

[Synonym ]:
8bH-Cedran-8-ol
EINECS 201-035-6
Cedarwood oil alcohols
(8α)-Cedran-8-ol
Cedar camphor
(1S,2R,5S,7R,8R)-2,6,6,8-Tetramethyltricyclo[5.3.1.0]undecan-8-ol
8betaH-Cedran-8-ol
EUDESMOL
1H-3a,7-Methanoazulen-6-ol, octahydro-3,6,8,8-tetramethyl-, (3R,3aS,6R,7R,8aS)-
(1S,2R,5S,7R,8R)-2,6,6,8-Tétraméthyltricyclo[5.3.1.0]undécan-8-ol
Cypress camphor
8βH-cedran-8-ol
[3R-(3a,3ab,6a,7b,8aa)]-Octahydro-3,6,8,8-tetramethyl-1H-3a,7-methanoazulen-6-ol
Cedrol
MFCD00062952

Biological Activity

[Description]:

Cedrol is a bioactive sesquiterpene, a potent competitive inhibitor of cytochrome P-450 (CYP) enzymes. Cedrol inhibits CYP2B6-mediated bupropion hydroxylase and CYP3A4-mediated midazolam hydroxylation with Ki of 0.9 μM and 3.4 μM, respectively. Cedrol also has weak inhibitory effect on CYP2C8, CYP2C9, and CYP2C19 enzymes[1]. Cedrol is found in cedar essential oil and poetesses anti-septic, anti-inflammatory, anti-spasmodic, tonic, astringent, diuretic, sedative, insecticidal, and anti-fungal activities[2].

[Related Catalog]:

Research Areas >> Infection

Signaling Pathways >> Metabolic Enzyme/Protease >> Cytochrome P450

Research Areas >> Inflammation/Immunology

[Target]

CYP2B6; CYP3A4; CYP2C8; CYP2C9; CYP2C19[1]

[References]

[1]. Jeong HU, et al. 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.

[2]. Jin MH, et al. Cedrol Enhances Extracellular Matrix Production in Dermal Fibroblasts in a MAPK-Dependent Manner. Ann Dermatol. 2012 Feb;24(1):16-21

Chemical & Physical Properties

[ Density]:
1.0±0.1 g/cm3

[ Boiling Point ]:
277.2±8.0 °C at 760 mmHg

[ Melting Point ]:
55-59 °C(lit.)

[ Molecular Formula ]:
C₁₅H₂₆O

[ Molecular Weight ]:
222.366

[ Flash Point ]:
115.5±10.9 °C

[ Exact Mass ]:
222.198364

[ PSA ]:
20.23000

[ LogP ]:
4.77

[ Vapour Pressure ]:
0.0±1.3 mmHg at 25°C

[ Index of Refraction ]:
1.519

MSDS

Click to get detail MSDS

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Safety Phrases ]:
S22-S24/25

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
2

[ RTECS ]:
PB7728666

[ HS Code ]:
2906199090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2906299090

[ Summary ]:
2906299090 other aromatic alcohols。Supervision conditions:None。VAT:17.0%。Tax rebate rate:9.0%。MFN tariff:5.5%。General tariff:30.0%

Articles

Development and application of a non-targeted extraction method for the analysis of migrating compounds from plastic baby bottles by GC-MS.

Food Addit. Contam. Part A. Chem. Anal. Control. Expo. Risk Assess. 31(12) , 2090-102, (2014)

In 2011, the European Union prohibited the production of polycarbonate (PC) baby bottles due to the toxic effects of the PC monomer bisphenol-A. Therefore, baby bottles made of alternative materials, ...

Discovery of an oviposition attractant for gravid malaria vectors of the Anopheles gambiae species complex.

Malaria Journal 14 , 119, (2015)

New strategies are needed to manage malaria vector populations that resist insecticides and bite outdoors. This study describes a breakthrough in developing 'attract and kill' strategies targeting gra...

Fragrance material review on cedrol.

Food Chem. Toxicol. 46 Suppl 11 , S100-2, (2008)

A toxicologic and dermatologic review of cedrol when used as a fragrance ingredient is presented.