yingweiwo

Cedrol

Alias: Eudesmol Cedrol AI3-02178
Cat No.:V13078 Purity: ≥98%
Cedrol is a bioactive sesquiterpene and a potent competitive inhibitor of cytochrome P-450 (CYP) enzymes.
Cedrol
Cedrol Chemical Structure CAS No.: 77-53-2
Product category: P450 (e.g. CYP)
This product is for research use only, not for human use. We do not sell to patients.
Size Price
Other Sizes
Official Supplier of:
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text

 

  • Business Relationship with 5000+ Clients Globally
  • Major Universities, Research Institutions, Biotech & Pharma
  • Citations by Top Journals: Nature, Cell, Science, etc.
Top Publications Citing lnvivochem Products
Product Description
Cedrol is a bioactive sesquiterpene and 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 a weak inhibitory activity against the CYP2C8, CYP2C9 and CYP2C19 enzymes. Cedrol, found in cedarwood essential oil, has antiseptic, anti~inflammatory, antispasmodic, tonic, astringent, diuretic, insecticidal and antifungal activities.
Biological Activity I Assay Protocols (From Reference)
ADME/Pharmacokinetics
Metabolism / Metabolites
α-Cedrol and caryophyllene oxide were incubated with Neurospora crassa, and the major metabolites were identified as 12β-hydroxycedrol, 10α-hydroxycedrol, 3β-hydroxycedrol, and 12β-hydroxycaryophyllene oxide. The antibacterial and free radical scavenging activities of these metabolites were evaluated in vitro using the broth microdilution method and autoradiography. However, no significant antibacterial and antioxidant activities were observed…
Microbial transformation of (+)-cedrol was studied using Staphylococcus epidermidis, revealing that (+)-cedrol undergoes stereoselective hydroxylation at the C-3 position to generate (+)-(3S)-3-hydroxycedrol.
Toxicity/Toxicokinetics
Toxicity Summary
Identification and Uses: Cedarol forms colorless crystals. It is found in the wood of cypress and cedar trees, such as Atlantic cedar (Cedrus atlantica), European cypress (Cupressus sempervirens), and Virginia cypress (Juniperus virginiana). It is used in spices and as a flavoring ingredient in food and traditional medicine. Human Exposure and Toxicity: In one exposure study, researchers presented 26 healthy adult volunteers with air containing cedarol and blank air, respectively. Cedarol was continuously exposed at a constant concentration for 10 minutes, followed by 8 minutes of blank air exposure. Cedarol caused a relaxing effect, manifested as a decrease in heart rate, respiratory rate, systolic and diastolic blood pressure, and an increase in baroreflex activity. Parasympathetic activity was increased, while sympathetic activity was decreased. In another exposure study, researchers conducted a maximum dose test on 25 male volunteers using an 8% cedarol petrolatum solution. Two cases of anaphylactic reactions were observed in the 25 volunteers. In a preliminary human-maximized study, no irritant response was observed in five volunteers after 48 hours of closed-system administration of 8% cedrol. In another study, the antiproliferative activity of Pyrrosia lingua (PHVO) against human chondrosarcoma cells was evaluated. Twelve components of PHVO were identified. The major compound included cedrol (17.08%). PHVO exhibited potent antitumor activity against SW1353 cells, suggesting its potential use as a treatment for chondrosarcoma. In yet another study, the inhibitory effect of cedrol on the activity of eight major human cytochrome P-450 (CYP) enzymes was investigated to assess potential drug interactions. The study found that cedrol is a potent competitive inhibitor of CYP2B6-mediated bupropion hydroxylase with an inhibition constant (Ki) of 0.9 μM, comparable to the selective CYP2B6 inhibitor thiotepa (Ki value 2.9 μM). Cedrol also significantly inhibited CYP3A4-mediated midazolam hydroxylation at a Ki value of 3.4 μM, while β-cedrene showed weaker inhibitory activity against CYP3A4. 100 μM cedrol showed almost no inhibitory effect on the activities of CYP1A2, CYP2A6, and CYP2D6. Cedrol had a slight inhibitory effect on the activities of CYP2C8, CYP2C9, and CYP2C19, while β-cedrene did not. These in vitro results suggest that, given the potent inhibitory effect of cedrol on CYP2B6 and CYP3A4, its potential pharmacokinetic drug interactions should be investigated in vivo. Animal studies: A 28-day oral toxicity study was conducted to assess the toxicity of cedrol in rats. Sixty rats were randomly assigned to five groups (n=10 males or 10 females per group) and a control group of 10 rats. Twenty rats (ten males and ten females) were administered cedrol at a concentration of approximately 0.169% w/v, at a dose of 8.4 mg/kg/day, seven days a week, via gavage for 30 days. On day 28, one male rat was observed to have crooked incisors and oral swelling. Decreased absolute brain weight and brain-to-ovarian ratio were observed in female rats. However, these results were not consistent between sexes and lacked associated clinical changes, limiting the toxicological significance of these non-adverse reactions. An open-cut skin test with 8% cedrol was performed in non-inbred male and female guinea pigs, and no sensitization was observed. In another study on the sedative effect of cedrol, rats and mice were exposed to cedrol at a flow rate of 1.0 L/min for 30 minutes. The results showed a significant decrease in cumulative spontaneous kinetic activity in the cedrol-exposed group.
Non-human toxicity values
Rabbit skin LD50 > 5 g/kg
References

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

Additional Infomation
Cedrol is a cedrolane sesquiterpene compound, belonging to the tertiary alcohol class. It has been reported to be found in Mappianthus iodoides, Basella alba, and other organisms with relevant data.
Therapeutic Uses
Cedrol, β-cedrolene, and thujone are bioactive sesquiterpenes found in cedarwood essential oil, possessing antibacterial, anti-inflammatory, antispasmodic, tonic, astringent, diuretic, sedative, insecticidal, and antifungal properties. These compounds have applications in traditional medicine and cosmetics worldwide. /Traditional Uses/
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C15H26O
Molecular Weight
222.372
Exact Mass
222.198
CAS #
77-53-2
PubChem CID
65575
Appearance
White to off-white solid powder
Density
1.0±0.1 g/cm3
Boiling Point
277.2±8.0 °C at 760 mmHg
Melting Point
55-59 °C(lit.)
Flash Point
115.5±10.9 °C
Vapour Pressure
0.0±1.3 mmHg at 25°C
Index of Refraction
1.519
LogP
4.77
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
1
Rotatable Bond Count
0
Heavy Atom Count
16
Complexity
321
Defined Atom Stereocenter Count
5
SMILES
C[C@@H]1CC[C@@H]2[C@]13CC[C@@]([C@H](C3)C2(C)C)(C)O
InChi Key
SVURIXNDRWRAFU-OGMFBOKVSA-N
InChi Code
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
Chemical Name
(3R-(3alpha,3Abeta,6alpha,7beta,8aalpha))-octahydro-3,6,8,8-tetramethyl-1H-3a,7-methanoazulen-6-ol
Synonyms
Eudesmol Cedrol AI3-02178
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Note: This product requires protection from light (avoid light exposure) during transportation and storage.
Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO : ~110 mg/mL (~494.67 mM)
H2O : < 0.1 mg/mL
Solubility (In Vivo)
Solubility in Formulation 1: 2.75 mg/mL (12.37 mM) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), suspension solution; with sonication.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 27.5 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.75 mg/mL (12.37 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 27.5 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

View More

Solubility in Formulation 3: ≥ 2.75 mg/mL (12.37 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 27.5 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.


 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 4.4970 mL 22.4850 mL 44.9701 mL
5 mM 0.8994 mL 4.4970 mL 8.9940 mL
10 mM 0.4497 mL 2.2485 mL 4.4970 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

  • Calculate the Mass of a compound required to prepare a solution of known volume and concentration
  • Calculate the Volume of solution required to dissolve a compound of known mass to a desired concentration
  • Calculate the Concentration of a solution resulting from a known mass of compound in a specific volume
An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
  • To calculate molar mass of a chemical compound, please enter the chemical/molecular formula and click the “Calculate’ button.
Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
/

Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

  • Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
  • Click the “Calculate” button
  • The answer appears in the Volume (to add to vial) box
In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
+
+
+

Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

Biological Data
  • Effect of cedrol on growth of dermal fibroblasts. Cells were treated with cedrol at the indicated concentrations for 2 d in the presence of [3H]thymidine. Radioactivity was measured using a liquid scintillation counter. Results are shown as a percentage of a control±the standard deviation (*p<0.05 vs. control).[2]. Cedrol Enhances Extracellular Matrix Production in Dermal Fibroblasts in a MAPK-Dependent Manner. Ann Dermatol. 2012 Feb;24(1):16-21.
  • Effect of cedrol on collagen and elastin production in dermal fibroblasts. (A) Cells were treated with cedrol at the indicated concentrations for 2 d. A conditioned medium was collected, and the amount of secreted procollagen type 1 was measured using an enzyme linked immunosorbent assay. Results are shown as a percentage of a control±the standard deviation (*p<0.05 vs. control). (B) Cellular proteins were harvested and the protein levels of collagen type 1 α1 and elastin were verified using Western blot analysis. (C) The expression levels of the COL1A1 and COL1A2 genes were determined using reverse transcription-polymerase chain reaction. CTL: control.[2]. Cedrol Enhances Extracellular Matrix Production in Dermal Fibroblasts in a MAPK-Dependent Manner. Ann Dermatol. 2012 Feb;24(1):16-21.
  • Effect of cedrol on intracellular signaling pathways. Cells were treated with cedrol for the indicated times. Cellular proteins were prepared and phosphorylation of ERK, p38 MAPK, Akt, and Smad 2 and 3 was determined using Western blot analysis. CTL: control, ERK: extracellular signal-regulated kinase, MAPK: mitogen-activated protein kinase.[2]. Cedrol Enhances Extracellular Matrix Production in Dermal Fibroblasts in a MAPK-Dependent Manner. Ann Dermatol. 2012 Feb;24(1):16-21.
Contact Us