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α-Cadinol

Alias: alpha-Cadinol; 481-34-5; l-alpha-Cadinol; (-)-alpha-Cadinol; DC0YJ4816P;
Cat No.:V88311 Purity: 90%
α-Cadinol is an antifungal agent that inhibits the growth of Coriolus versicolor and Laetiporus sulfureus.
α-Cadinol
α-Cadinol Chemical Structure CAS No.: 481-34-5
Product category: Fungal
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
α-Cadinol is an antifungal agent that inhibits the growth of Coriolus versicolor and Laetiporus sulfureus. α-Cadinol also has anti-mite activity. Alpha-cadinol is a cadinane sesquiterpenoid that is cadin-4-ene carrying a hydroxy substituent at position 10. It has a role as a plant metabolite, a fungicide and a volatile oil component. It is a cadinane sesquiterpenoid, a carbobicyclic compound, a tertiary alcohol and a member of octahydronaphthalenes.
alpha‑Cadinol (alpha‑cadinol) is a naturally occurring cadinane sesquiterpenoid and a volatile oil component. It is a tertiary alcohol with the molecular formula C1₅H2₆O. This compound is known for its potent antifungal and anti‑mite activities, making it a subject of research in the fields of pest control, food preservation, and natural product chemistry.
Biological Activity I Assay Protocols (From Reference)
Targets
Natural sesquiterpenoid
Fungal cell wall and membrane. The exact molecular target of alpha‑cadinol is not fully defined, but its antifungal activity is linked to its ability to disrupt the cell membrane integrity of fungi. It is a potent inhibitor of wood‑decaying and plant‑pathogenic fungi.
ln Vitro
1. Antimite Activity Against Dust Mites: - α-Cadinol exhibited significant in vitro antimite activity against two common dust mite species: Dermatophagoides farinae (American house dust mite) and Dermatophagoides pteronyssinus (European house dust mite). - For D. farinae, the 24-hour median lethal concentration (LC₅₀) of α-Cadinol was 1.08 μg/cm², and the 48-hour LC₅₀ was 0.85 μg/cm². At a concentration of 10 μg/cm², 100% mortality of D. farinae was achieved within 24 hours. - For D. pteronyssinus, the 24-hour LC₅₀ of α-Cadinol was 1.21 μg/cm², and the 48-hour LC₅₀ was 0.92 μg/cm². This activity was stronger than that of the crude essential oil of Taiwania cryptomerioides (24-hour LC₅₀: 2.30 μg/cm² for D. farinae, 2.52 μg/cm² for D. pteronyssinus) [1]

In cell‑free assays, alpha‑Cadinol is not typically evaluated. Its in vitro activity is assessed directly on fungal cultures. It has strong antifungal activity against various species, including Laetiporus sulphureus, Lenzites betulina, Trametes versicolor (total mean IC50 of 0.10 mM), and other plant pathogens. It also exhibits anti‑mite activity.
ln Vivo
In vivo, alpha‑Cadinol is not a therapeutic agent for animals. Its in vivo use is in the context of plant pathology. It could potentially be used as a natural fungicide in agriculture to control fungal diseases in plants. However, most reports are limited to in vitro antifungal assays.
Enzyme Assay
A general cell‑free protocol for alpha-Cadinol is not applicable. Its mechanism of action is studied in cellular assays. A general cell‑free protocol for determining its concentration is standard HPLC analysis using a C18 column and a UV/Vis detector. The compound's identity is confirmed by gas chromatography‑mass spectrometry (GC‑MS).
Cell Assay
A general cellular protocol for antifungal activity: Fungal cultures (e.g., L. sulphureus, T. versicolor) are grown on potato dextrose agar (PDA) plates. Filter paper discs containing varying concentrations of alpha‑Cadinol (dissolved in a suitable solvent) are placed on the inoculated plates. After 3‑7 days of incubation at 25degC, the diameter of the inhibition zone is measured. The minimum inhibitory concentration (MIC) is determined.
Animal Protocol
A general animal protocol for alpha-Cadinol is not applicable. This compound is used in plant protection research, not in animal models. It is tested directly on plant pathogenic fungi, and its efficacy is assessed by measuring the reduction in fungal growth on treated plants. The compound could be applied to plants as a foliar spray.
ADME/Pharmacokinetics
General PK protocol for alpha-Cadinol is not applicable. This compound is a natural product with low systemic bioavailability. It is not intended for use in animals or humans. Its metabolism and pharmacokinetics are not studied.
Toxicity/Toxicokinetics
General toxicity protocol for alpha-Cadinol: A standard acute oral toxicity test in rats would be conducted according to OECD guidelines. alpha‑Cadinol would be administered by oral gavage at a single dose of 2000 mg/kg. The animals would be observed for 14 days for signs of toxicity and mortality. No specific target organ toxicity has been reported for this compound.
References

[1]. Antimite activity of essential oils and their constituents from Taiwania cryptomerioides. J Med Entomol. 2001;38(3):455-457.

Additional Infomation
1. Source and application background: - α-Cadinol is a major bioactive sesquiterpene compound isolated from the essential oil of Cryptocoryne taiwanensis (a coniferous tree native to Taiwan). Its strong anti-mite activity makes it a potential candidate for developing environmentally friendly anti-mite products (e.g., anti-mite fabrics, household cleaners) [1] 2. Concentration-dependent activity: - The anti-mite effect of α-cadinol is concentration-dependent: the mortality rate of dust mites increases with increasing concentration, and the time required to reach 100% mortality is shortened at high concentrations (e.g., a concentration of 5 μg/cm² results in 90% mortality of dust mites within 24 hours, while a concentration of 10 μg/cm² reaches 100%) [1] α-Cadinol is a caldine sesquiterpene compound, which is caldine-4-ene with a hydroxyl substituent at the 10 position. It is a plant metabolite, fungicide, and volatile oil component. It is a caldicane sesquiterpene compound, a carbon-bicyclic compound, a tertiary alcohol, and belongs to the octahydronaphthalene class of compounds. α-Cardilol has been reported to exist in Calypogeia muelleriana, Aristolochia triangularis, and other organisms with relevant data.
alpha‑Cadinol has the molecular formula C1₅H2₆O and a molecular weight of 222.37 g/mol. Its IUPAC name is (1R,4S,4aR,8aR)-4-Isopropyl-1,6-dimethyl-1,2,3,4,4a,7,8,8a-octahydronaphthalen-1-ol. The CAS number is 481-34-5. It is a component of essential oils from certain plants and has been studied as a potential natural preservative to prevent wood decay and as a natural acaricide (anti‑mite agent). The compound is soluble in organic solvents.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C15H26O
Molecular Weight
222.37
Exact Mass
222.198
CAS #
481-34-5
PubChem CID
10398656
Appearance
Typically exists as solid at room temperature
Density
0.9±0.1 g/cm3
Boiling Point
303.4±31.0 °C at 760 mmHg
Melting Point
74.5 - 75 °C
Flash Point
128.3±17.1 °C
Vapour Pressure
0.0±1.4 mmHg at 25°C
Index of Refraction
1.490
LogP
4.95
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
1
Rotatable Bond Count
1
Heavy Atom Count
16
Complexity
292
Defined Atom Stereocenter Count
4
SMILES
CC1=C[C@H]2[C@@H](CC[C@@]([C@@H]2CC1)(C)O)C(C)C
InChi Key
LHYHMMRYTDARSZ-BYNSBNAKSA-N
InChi Code
InChI=1S/C15H26O/c1-10(2)12-7-8-15(4,16)14-6-5-11(3)9-13(12)14/h9-10,12-14,16H,5-8H2,1-4H3/t12-,13-,14+,15+/m0/s1
Chemical Name
(1R,4S,4aR,8aR)-1,6-dimethyl-4-propan-2-yl-3,4,4a,7,8,8a-hexahydro-2H-naphthalen-1-ol
Synonyms
alpha-Cadinol; 481-34-5; l-alpha-Cadinol; (-)-alpha-Cadinol; DC0YJ4816P;
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

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)
May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
Solubility (In Vivo)
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.

Injection Formulations
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution 50 μL Tween 80 850 μL Saline)
*Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution.
Injection Formulation 2: DMSO : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO 400 μLPEG300 50 μL Tween 80 450 μL Saline)
Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO 900 μL Corn oil)
Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals).
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Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO 900 μL (20% SBE-β-CD in saline)]
*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.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO 100 μLPEG300 200 μL castor oil 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol 100 μL Cremophor 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH 400 μLPEG300 50 μL Tween 80 450 μL Saline)


Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium)
Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose
Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals).
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Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders


Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (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.

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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?
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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:
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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.)
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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.

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