yingweiwo

Ceanothic acid

Cat No.:V17793 Purity: ≥98%
Ceanothic acid is a novel and potent betulinic acid
Ceanothic acid
Ceanothic acid Chemical Structure CAS No.: 21302-79-4
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
1mg
100mg
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
Ceanothic acid (Emmolic acid) is a betulinic acid analog that inhibits OVCAR-3, HeLa, and FS-5 cells with the cell survival of 68%, 65%, and 81%, respectively.
Ceanothic acid (also known as Emmolic acid) is a pentacyclic triterpenoid and a ring-A homologue of betulinic acid. It is a natural product that has been studied for its cytotoxic effects against various cancer cell lines.
Biological Activity I Assay Protocols (From Reference)
Targets
Ceanothic acid does not have a well-defined specific molecular target. As a triterpenoid, it is thought to exert its effects through multiple mechanisms, including induction of apoptosis, disruption of mitochondrial function, and modulation of signaling pathways. It is useful for probing triterpenoid-driven cytotoxicity and structure-activity relationships within the betulinic acid family.
ln Vitro
In vitro, Ceanothic acid inhibits OVCAR-3, HeLa, and FS-5 cells with cell survival rates of 68%, 65%, and 81%, respectively. It demonstrates cytotoxic activity against various cancer cell lines. The compound is a ring-A homologue of betulinic acid, suggesting similar mechanisms of action.
ln Vivo
In vivo, Ceanothic acid has been studied for its potential antitumor effects. As a natural triterpenoid, it may exhibit anticancer activity in animal models. Specific in vivo data including efficacy in tumor models and toxicity profiles are limited in the published literature.
Enzyme Assay
In vitro cytotoxicity assays for Ceanothic acid typically use cancer cell lines such as OVCAR-3 (ovarian), HeLa (cervical), and FS-5 (fibrosarcoma). Cells are seeded in 96-well plates and treated with varying concentrations of Ceanothic acid for 48-72 hours. Cell viability is measured using MTT, CCK-8, or SRB assays. IC50 values or percentage cell survival are calculated from dose-response curves.
Cell Assay
In vitro cellular assays for Ceanothic acid typically involve assessment of apoptosis, cell cycle distribution, and mitochondrial membrane potential. Cells are treated with the compound at various concentrations, and apoptosis is measured by Annexin V/PI staining and flow cytometry. Cell cycle analysis is performed by propidium iodide staining. Mitochondrial membrane potential is measured using JC-1 dye.
Animal Protocol
In vivo animal studies for antitumor efficacy would typically use xenograft tumor models in immunocompromised mice. Animals would be implanted with cancer cells and treated with Ceanothic acid via oral or intraperitoneal administration. Tumor growth would be monitored by caliper measurement, and tumor weight would be determined at study termination. However, specific in vivo protocols for Ceanothic acid are limited.
ADME/Pharmacokinetics
Ceanothic acid is a natural pentacyclic triterpenoid with physicochemical properties typical of lipophilic natural products. It has limited aqueous solubility and is typically formulated in DMSO or other organic solvents for in vitro studies. Detailed PK parameters such as half-life, bioavailability, and clearance are not extensively published for this compound.
Toxicity/Toxicokinetics
Preclinical toxicity studies of Ceanothic acid would typically include acute toxicity in rodents and cytotoxicity assays in cell lines. As a natural triterpenoid, it is generally considered to have moderate toxicity. Comprehensive toxicity data are not extensively published, as the compound is primarily used as a research tool.
References

[1]. Preparation and cytotoxic effect of ceanothic acid derivatives. J Nat Prod. 1998 Nov;61(11):1343-7.

Additional Infomation
According to reports, jujubes, Qinghai clams, and other organisms with available data contain cetearic acid.
Ceanothic acid (Emmolic acid) is a pentacyclic triterpenoid and a ring-A homologue of betulinic acid. It inhibits OVCAR-3, HeLa, and FS-5 cells with cell survival rates of 68%, 65%, and 81%, respectively. The compound is used for probing triterpenoid-driven cytotoxicity and is available for research use only.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C30H46O5
Molecular Weight
486.68324
Exact Mass
486.334
CAS #
21302-79-4
PubChem CID
161352
Appearance
White to off-white solid powder
Density
1.1±0.1 g/cm3
Boiling Point
609.0±55.0 °C at 760 mmHg
Melting Point
356-357°
Flash Point
336.1±28.0 °C
Vapour Pressure
0.0±4.0 mmHg at 25°C
Index of Refraction
1.549
LogP
7.24
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
5
Rotatable Bond Count
3
Heavy Atom Count
35
Complexity
970
Defined Atom Stereocenter Count
11
SMILES
CC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]3CC[C@H]4[C@]([C@@]3(CC2)C)(CC[C@@H]5[C@@]4([C@H]([C@@H](C5(C)C)O)C(=O)O)C)C)C(=O)O
InChi Key
WLCHQSHZHFLMJH-VILVJDKQSA-N
InChi Code
InChI=1S/C30H46O5/c1-16(2)17-10-13-30(25(34)35)15-14-27(5)18(21(17)30)8-9-20-28(27,6)12-11-19-26(3,4)23(31)22(24(32)33)29(19,20)7/h17-23,31H,1,8-15H2,2-7H3,(H,32,33)(H,34,35)/t17-,18+,19-,20-,21+,22+,23-,27+,28+,29-,30-/m0/s1
Chemical Name
(1R,2R,5S,8R,9R,10R,13R,14R,15R,16S,18R)-16-hydroxy-1,2,14,17,17-pentamethyl-8-prop-1-en-2-ylpentacyclo[11.7.0.02,10.05,9.014,18]icosane-5,15-dicarboxylic acid
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).
View More

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).
View More

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 2.0547 mL 10.2737 mL 20.5474 mL
5 mM 0.4109 mL 2.0547 mL 4.1095 mL
10 mM 0.2055 mL 1.0274 mL 2.0547 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.

Contact Us