Structure Database (LMSD)
Common Name
cedrol
Systematic Name
(8R)-cedran-8-ol
Synonyms
- (+)-cedrol
- 8betaH-cedran-8-ol
- Cedrol
- [3R-(3alpha,3abeta,6alpha,7beta,8aalpha)]-octahydro-3,6,8,8-tetramethyl-1H-3a,7-methanoazulen-6-ol
- alpha-cedrol
3D model of cedrol
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Category
Main Class
Sub Class
Level 4 Class
Biological Context
(+)-Cedrol is a sesquiterpene alcohol that has been used in Cannabis testing and has diverse biological activities.1 It inhibits the growth of L. sulphureus, G. trabeum, L. betulina, and T. versicolor wood decay fungi when used at a concentration of 100 μg/ml.2 (+)-Cedrol inhibits the cytochrome P450 (CYP) isoforms CYP2B6 and CYP3A4 (Kis = 0.9 and 3.4 μM, respectively).3 In vivo, (+)-cedrol (200 mg/kg) prevents hair follicle dystrophy and reduces hair loss in a mouse model of alopecia induced by cyclophosphamide .4 (+)-Cedrol-loaded nanostructured lipid particles reduce peritoneal mast cell degranulation, a component of the type I anaphylactic response, induced by compound 48/80 in mice.5
This information has been provided by Cayman Chemical
References
1. Fischedick, J.T. Identification of terpenoid chemotypes among high (–)-trans-Δ9-tetrahydrocannabinol-producing Cannabis sativa L. cultivars. Cannabis Cannabinoid Res. 2(1), 34-47 (2017).
4. Jeong, H.U., Kwon, S.S., Kong, T.Y., et al. Inhibitory effects of cedrol, β-cedrene, and thujopsene on cytochrome P450 enzyme activities in human liver microsomes. J. Toxicol. Environ. Health A 77(22-24), 1522-1532 (2014).
String Representations
InChiKey (Click to copy)
SVURIXNDRWRAFU-OGMFBOKVSA-N
InChi (Click to copy)
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 (Click to copy)
[C@H]1(C)[C@@]23[C@]([H])(C(C)(C)[C@@H](C2)[C@](C)(O)CC3)CC1
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
16
Rings
3
Aromatic Rings
0
Rotatable Bonds
0
Van der Waals Molecular Volume
239.77
Topological Polar Surface Area
20.23
Hydrogen Bond Donors
1
Hydrogen Bond Acceptors
1
logP
3.90
Molar Refractivity
66.58
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Created at
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Updated at
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