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(-)-Camphor ((-)-camphor)

Cat No.:V59893 Purity: ≥98%
(-)-Camphor is a naturally occurring compound extracted from A.
(-)-Camphor ((-)-camphor)
(-)-Camphor ((-)-camphor) Chemical Structure CAS No.: 464-48-2
Product category: Plants
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
1g
Other Sizes
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Product Description
(-)-Camphor is a naturally occurring compound extracted from A. rnexicana.
Biological Activity I Assay Protocols (From Reference)
ADME/Pharmacokinetics
Absorption, Distribution and Excretion
Camphor is rapidly absorbed through the mucous membranes and gastrointestinal tract, reaching peak plasma concentrations within 5 to 90 minutes after oral administration. Camphor is excreted via the kidneys. The volume of distribution of camphor is 2 to 4 L/kg. Camphor and its metabolites are relatively lipid-soluble and may accumulate in adipose tissue and other tissues. Camphor ingested by the mother is found in amniotic fluid, umbilical cord blood, fetal blood, and in the fetal brain, liver, and kidneys. Pharmacokinetic data are currently unavailable. Metabolism/Metabolites (S)-camphor is rapidly oxidized to 5-exo-hydroxyfenone, a process primarily mediated by human liver microsomal cytochrome P450. CYP2A6 is the main enzyme involved in the hydroxylation of (-)-camphor by human liver microsomes. Biological Half-Life After oral administration of 200 mg camphor, the half-life is 167 minutes.
Toxicity/Toxicokinetics
Protein Binding

No pharmacokinetic data available.
References

[1]. Manjarrez A, Medina F. The analysis of the volatile oils of the leaves of Artemisia mexicana and Artemisia klotzchiana. Canadian Journal of Chemistry, 1964, 42(9): 2085-2088.

Additional Infomation
L-camphor is a colorless or white crystal. It has a strong aromatic odor, a slightly bitter taste, and a cooling sensation. Odor index at 68°F (20°C): 40. Flash point: 149°F (65°C). It burns with a bright flame and produces smoke. It sublimates significantly at room temperature and pressure; at 176°F (80°C) and 12 mmHg, 14% sublimates within 60 minutes. (NTP, 1992)
(S)-camphor is the S-enantiomer of camphor. It is the enantiomer of (R)-camphor.
(S)-camphor, or L(-)-camphor, is a stereoisomer of [DB01744], a bicyclic monoterpene known to enhance the sensation of heat and cold. (S)-Camphor is not a naturally occurring stereoisomer, but it has similar affinity for TRPV channels and current-inhibiting effects. [DB01744] is isolated from the wood of the camphor tree (Cinnamomum camphora) and has a long history of medicinal use. It has been used as a nasal decongestant and cough suppressant, and is also used topically due to its antipruritic, analgesic, and anti-irritant properties. Camphor is the main active ingredient in many over-the-counter ointments and liniments, and as a topical analgesic, it relieves mild muscle and joint pain by inducing sensitivity to hot and cold. (-)-Camphor has been reported to be found in sage, camphor thyme, and several other organisms with relevant data. Pharmacological Indications: Suitable for the temporary relief of mild muscle and joint pain as a topical analgesic. Mechanism of Action: TRPV3 cation channels are molecular sensors that function in nociception and temperature sensation by inducing thermal sensation and thermo-induced hyperalgesia. Camphor interacts with TRPV3 channels via cysteine residues in the pore region, leading to channel activation and increased intracellular calcium levels. Camphor also activates TRPV1 and TRPV1-like currents in dorsal root ganglion (DRG) neurons, but inhibits the ankyrin repeat TRP1 (TRPA1) channel, which is responsible for temperature sensing, expressed in most nociceptive DRG neurons. The exact mechanism by which TRPA1 current inhibition contributes to the analgesic effect of camphor is unclear. Repetitive stimulation of camphor leads to sensitization of TRPV1 and TRPV3 channels, resulting in channel desensitization or reduced response, which may explain the analgesic effect of camphor. Camphor also activates the cold-sensitive transient receptor potential melanin-inhibin 8 (TRPM8) and enhances cold-induced calcium transients, explaining the cooling effect after transdermal administration of camphor. Furthermore, studies have shown that camphor can inhibit the response of menthol to TRPM8 receptors.
Pharmacodynamics
Topical application of camphor produces a warming sensation, thereby exerting an analgesic effect.
It excites and desensitizes sensory nerves by activating thermosensitive TRP vanillic acid receptor type 1 (TRPV1) and TRPV3 receptors. (S)-camphor has been reported to have a weaker effect on TRPV1 channels, which is thought to be due to rapid tolerance, i.e., a diminished response to repeated stimulation.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C10H16O
Molecular Weight
152.24
Exact Mass
152.12
CAS #
464-48-2
PubChem CID
444294
Appearance
Typically exists as solid at room temperature
Density
1.0±0.1 g/cm3
Boiling Point
207.4±0.0 °C at 760 mmHg
Melting Point
345 °F (NIOSH, 2024); 174-179 °C; 180 °C; 345 °F; 345 °F
Flash Point
64.4±0.0 °C
Vapour Pressure
0.2±0.4 mmHg at 25°C
Index of Refraction
1.485
LogP
2.13
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
1
Rotatable Bond Count
0
Heavy Atom Count
11
Complexity
217
Defined Atom Stereocenter Count
2
SMILES
O=C1C([H])([H])C2([H])C([H])([H])C([H])([H])C1(C([H])([H])[H])C2(C([H])([H])[H])C([H])([H])[H]
InChi Key
DSSYKIVIOFKYAU-OIBJUYFYSA-N
InChi Code
InChI=1S/C10H16O/c1-9(2)7-4-5-10(9,3)8(11)6-7/h7H,4-6H2,1-3H3/t7-,10+/m0/s1
Chemical Name
(1S,4S)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one
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 6.5686 mL 32.8429 mL 65.6858 mL
5 mM 1.3137 mL 6.5686 mL 13.1372 mL
10 mM 0.6569 mL 3.2843 mL 6.5686 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

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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)
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  • 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:
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  • 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:
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
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  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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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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