Continentalic Acid | CAS#19889-23-7 | Apoptosis inducer

MedKoo Cat#: 112041 | Name: Continentalic Acid

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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Continentalic acid is a diterpenic acid that has been found in A. continentalis. A. continentalis extract and its three diterpenes efficiently kill B-lymphoma cells and are specific towards cancer cells while leaving normal murine cells and tissues unharmed. Continentalic acid (200 µM) induces apoptosis in U-2932, OCI-LY1, and Ramos (RA 1) B cell lymphoma cells. In vivo, continentalic acid (50 mg/kg) decreases blood glucose levels, total body weight, and serum triglyceride, total cholesterol, and LDL levels, as well as increases serum HDL levels in a rat model of diabetes induced by alloxan.

Chemical Structure

Continentalic Acid

CAS#19889-23-7

Theoretical Analysis

MedKoo Cat#: 112041

Name: Continentalic Acid

CAS#: 19889-23-7

Chemical Formula: C20H30O2

Exact Mass: 302.2246

Molecular Weight: 302.46

Elemental Analysis: C, 79.42; H, 10.00; O, 10.58

Price and Availability

Size	Price	Availability	Quantity
5mg	USD 350.00	2 Weeks
10mg	USD 600.00	2 Weeks

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Related CAS #

No Data

Synonym

Pimaradienoic Acid

IUPAC/Chemical Name

(1R,4aS,4bR,7R,10aS)-1,4a,7-trimethyl-7-vinyl-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydrophenanthrene-1-carboxylic acid

InChi Key

MHVJRKBZMUDEEV-XIHRTOKZSA-N

InChi Code

InChI=1S/C20H30O2/c1-5-18(2)12-9-15-14(13-18)7-8-16-19(15,3)10-6-11-20(16,4)17(21)22/h5,13,15-16H,1,6-12H2,2-4H3,(H,21,22)/t15-,16+,18+,19+,20-/m1/s1

SMILES Code

C[C@@]12[C@@]([H])([C@@](CCC2)(C(O)=O)C)CCC3=C[C@](C)(CC[C@]31[H])C=C

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

To be determined

Shelf Life

>2 years if stored properly

Drug Formulation

To be determined

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Instruction

View handling instruction

	Solvent	mg/mL	mM	comments
Solubility
	DMSO	3.0	10.00

Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 302.46 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

1: Liaquat I, Khan AU, Khan S. Pharmacological evaluation of continentalic acid for antidiabetic potential. Biomed Pharmacother. 2021 Jun;138:111411. doi: 10.1016/j.biopha.2021.111411. Epub 2021 Mar 9. PMID: 33711550. 2: Jeon BE, Kwon CS, Lee JE, Moon K, Cha J, Park I, Koh S, Yoon M, Kim SW, Kim JN. Anticancer Activity of Continentalic Acid in B-Cell Lymphoma. Molecules. 2021 Nov 12;26(22):6845. doi: 10.3390/molecules26226845. PMID: 34833935; PMCID: PMC8625780. 3: Hong R, Kim KS, Choi GM, Yeom M, Lee B, Lee S, Kang KS, Lee HS, Park HJ, Hahm DH. Continentalic Acid Rather Than Kaurenoic Acid Is Responsible for the Anti- Arthritic Activity of Manchurian Spikenard In Vitro and In Vivo. Int J Mol Sci. 2019 Nov 4;20(21):5488. doi: 10.3390/ijms20215488. PMID: 31690022; PMCID: PMC6861925. 4: Jeong SI, Han WS, Yun YH, Kim KJ. Continentalic acid from Aralia continentalis shows activity against methicillin-resistant Staphylococcus aureus. Phytother Res. 2006 Jun;20(6):511-4. doi: 10.1002/ptr.1894. PMID: 16619343. 5: Khan AM, Khan AU, Ali H, Islam SU, Seo EK, Khan S. Continentalic acid exhibited nephroprotective activity against the LPS and E. coli-induced kidney injury through inhibition of the oxidative stress and inflammation. Int Immunopharmacol. 2020 Mar;80:106209. doi: 10.1016/j.intimp.2020.106209. Epub 2020 Jan 28. PMID: 32004924. 6: Kwon TO, Jeong SI, Kwon JW, Kim YC, Il Jang S. Continentalic acid from Aralia continentalis induces growth inhibition and apoptosis in HepG2 cells. Arch Pharm Res. 2008 Sep;31(9):1172-8. doi: 10.1007/s12272-001-1285-3. Epub 2008 Sep 20. PMID: 18806961. 7: Kim HS, Lee AY, Jo JE, Moon BC, Ji Y, Kim HK. Optimization of ultrasonic- assisted extraction of continentalic acid from the root of Aralia continentalis by using the response surface methodology. Arch Pharm Res. 2014 Nov;37(11):1437-44. doi: 10.1007/s12272-013-0291-3. Epub 2013 Nov 30. PMID: 24293061. 8: Ali H, Khan A, Ali J, Ullah H, Khan A, Ali H, Irshad N, Khan S. Attenuation of LPS-induced acute lung injury by continentalic acid in rodents through inhibition of inflammatory mediators correlates with increased Nrf2 protein expression. BMC Pharmacol Toxicol. 2020 Nov 25;21(1):81. doi: 10.1186/s40360-020-00458-7. PMID: 33239093; PMCID: PMC7687815. 9: Arora BS, Sharma E, Agrawal SK, Agrawal M. In vitro Cytotoxicity of Methanol Extract from Aerial Parts of Aralia cachemirica and Purified Continentalic Acid. Indian J Pharm Sci. 2015 Nov-Dec;77(6):792-5. doi: 10.4103/0250-474x.174980. PMID: 26997711; PMCID: PMC4778243. 10: Lee JS, Quilantang NG, Hahm DH, Kang KS, Jacinto SD, Choi YJ, Lee SC, Lee S. Optimization of Extraction Conditions of Continentalic and Kaurenoic Acids from Aralia continentalis by HPLC/UV and Their Validation. J Chromatogr Sci. 2020 Jul 24;58(7):672-677. doi: 10.1093/chromsci/bmaa019. PMID: 32448886. 11: Kim HS, Moon BC, Choi G, Kim WJ, Lee AY. Ultra-performance convergence chromatography for the quantitative determination of bioactive compounds in Aralia continentalis Kitagawa as quality control markers. J Sep Sci. 2017 May;40(9):2071-2079. doi: 10.1002/jssc.201601261. Epub 2017 Apr 18. PMID: 28306202. 12: Moon K, Hwang S, Lee HJ, Jo E, Kim JN, Cha J. Identification of the antibacterial action mechanism of diterpenoids through transcriptome profiling. Front Microbiol. 2022 Jul 26;13:945023. doi: 10.3389/fmicb.2022.945023. PMID: 35958135; PMCID: PMC9360744. 13: Lim H, Jung HA, Choi JS, Kim YS, Kang SS, Kim HP. Anti-inflammatory activity of the constituents of the roots of Aralia continentalis. Arch Pharm Res. 2009 Sep;32(9):1237-43. doi: 10.1007/s12272-009-1909-3. Epub 2009 Sep 26. PMID: 19784580. 14: Jung HJ, Jung HA, Kang SS, Lee JH, Cho YS, Moon KH, Choi JS. Inhibitory activity of Aralia continentalis roots on protein tyrosine phosphatase 1B and rat lens aldose reductase. Arch Pharm Res. 2012 Oct;35(10):1771-7. doi: 10.1007/s12272-012-1009-7. Epub 2012 Nov 9. PMID: 23139128. 15: Lee KJ, Song KH, Choi W, Kim YS. A strategy for the separation of diterpenoid isomers from the root of Aralia continentalis by countercurrent chromatography: The distribution ratio as a substitute for the partition coefficient and a three-phase solvent system. J Chromatogr A. 2015 Aug 7;1406:224-30. doi: 10.1016/j.chroma.2015.06.038. Epub 2015 Jun 22. PMID: 26138601. 16: Phuong NT, Lee KA, Jeong SJ, Fu CX, Choi JK, Kim YH, Kang JS. Capillary electrophoretic method for the determination of diterpenoid isomers in Acanthopanax species. J Pharm Biomed Anal. 2006 Jan 23;40(1):56-61. doi: 10.1016/j.jpba.2005.05.023. Epub 2005 Jun 28. PMID: 15990266.