Calactin | CAS#20304-47-6 | anticancer

MedKoo Cat#: 584003 | Name: Calactin

Description:

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

Calactin comes from the roots of the Asclepias curassavica L. and has anticancer properties from inducing apoptosis through an ERK signaling pathway.

Chemical Structure

Calactin

CAS#20304-47-6

Theoretical Analysis

MedKoo Cat#: 584003

Name: Calactin

CAS#: 20304-47-6

Chemical Formula: C29H40O10

Exact Mass: 548.2621

Molecular Weight: 548.63

Elemental Analysis: C, 63.49; H, 7.35; O, 29.16

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.

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Related CAS #

No Data

Synonym

Calactin; Pecilocerin B; Pekilocerin B; Poekilocerin B; Pokilocerin B

IUPAC/Chemical Name

Card-20(22)-enolide, 3-((4,6-dideoxy-beta-D-erythro-hexopyranos-2-ulos-1-yl)oxy)-2,14-dihydroxy-19-oxo-, (2alpha,3beta,5alpha)-

InChi Key

WLEPWZGEVXFKPT-FFLRHQAWSA-N

InChi Code

InChI=1S/C29H40O10/c1-15-9-21(31)25(34)29(36,38-15)39-23-11-17-3-4-20-19(27(17,14-30)12-22(23)32)5-7-26(2)18(6-8-28(20,26)35)16-10-24(33)37-13-16/h10,14-15,17-23,31-32,35-36H,3-9,11-13H2,1-2H3/t15-,17+,18-,19+,20-,21+,22-,23-,26-,27-,28+,29+/m1/s1

SMILES Code

O=C1OCC([C@H]2CC[C@]3(O)[C@]4([H])CC[C@@]5([H])C[C@@H](O[C@@](O[C@@H](C6)C)(C([C@H]6O)=O)O)[C@H](O)C[C@]5(C=O)[C@@]4([H])CC[C@]23C)=C1

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

Soluble in DMSO

Shelf Life

>3 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

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

Preparing Stock Solutions

The following data is based on the product molecular weight 548.63 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: Lee CC, Lin YH, Chang WH, Wu YC, Chang JG. The small molecule calactin induces DNA damage and apoptosis in human leukemia cells. Eur J Cancer Prev. 2012 Sep;21(5):467-73. PubMed PMID: 22828439. 2: Parsons JA, Summers RJ. Cat assay for the emetic action of digitalis and related glycosides (digitoxin, digoxin, lanatoside C, ouabain and calactin). Br J Pharmacol. 1971 May;42(1):143-52. PubMed PMID: 5580699; PubMed Central PMCID: PMC1666988. 3: Liu J, Bai LP, Yang F, Yao X, Lei K, Kei Lam CW, Wu Q, Zhuang Y, Xiao R, Liao K, Kuok H, Li T, Liu L. Potent Antagonists of RORγt, Cardenolides from Calotropis gigantea, Exhibit Discrepant Effects on the Differentiation of T Lymphocyte Subsets. Mol Pharm. 2019 Feb 4;16(2):798-807. doi: 10.1021/acs.molpharmaceut.8b01063. Epub 2019 Jan 22. PubMed PMID: 30592425. 4: Mebs D, Wunder C, Toennes SW. Poor sequestration of toxic host plant cardenolides and their rapid loss in the milkweed butterfly Danaus chrysippus (Lepidoptera: Nymphalidae: Danainae: Danaini). Toxicon. 2017 Jun 1;131:1-5. doi: 10.1016/j.toxicon.2017.03.006. Epub 2017 Mar 9. PubMed PMID: 28284846. 5: Mutlib AE, Cheung HT, Watson TR. In vitro metabolism of the cardiotonic steroids gomphogenin and calactin. J Steroid Biochem. 1988 Jan;29(1):135-43. PubMed PMID: 3347047. 6: Groeneveld HW, Steijl H, Van Den Berg B, Elings JC. Rapid, quantitative HPLC analysis ofAsclepias fruticosa L. andDanaus plexippus L. cardenolides. J Chem Ecol. 1990 Dec;16(12):3373-82. doi: 10.1007/BF00982104. PubMed PMID: 24263435. 7: Mohamed NH, Liu M, Abdel-Mageed WM, Alwahibi LH, Dai H, Ismail MA, Badr G, Quinn RJ, Liu X, Zhang L, Shoreit AA. Cytotoxic cardenolides from the latex of Calotropis procera. Bioorg Med Chem Lett. 2015 Oct 15;25(20):4615-20. doi: 10.1016/j.bmcl.2015.08.044. Epub 2015 Aug 21. PubMed PMID: 26323871. 8: Züst T, Petschenka G, Hastings AP, Agrawal AA. Toxicity of Milkweed Leaves and Latex: Chromatographic Quantification Versus Biological Activity of Cardenolides in 16 Asclepias Species. J Chem Ecol. 2019 Jan;45(1):50-60. doi: 10.1007/s10886-018-1040-3. Epub 2018 Dec 7. PubMed PMID: 30523520. 9: Hamed AI, Plaza A, Balestrieri ML, Mahalel UA, Springuel IV, Oleszek W, Pizza C, Piacente S. Cardenolide glycosides from Pergularia tomentosa and their proapoptotic activity in Kaposi's sarcoma cells. J Nat Prod. 2006 Sep;69(9):1319-22. PubMed PMID: 16989527. 10: Brower LP, Seiber JN, Nelson CJ, Lynch SP, Hoggard MP, Cohen JA. Plant-determined variation in cardenolide content and thin-layer chromatography profiles of monarch butterflies,Danaus plexippus reared on milkweed plants in California : 3. Asclepias californica. J Chem Ecol. 1984 Dec;10(12):1823-57. doi: 10.1007/BF00987364. PubMed PMID: 24318436. 11: Mutlib AE, Cheung HT, Watson TR. In vivo and in vitro metabolism of gomphoside, a cardiotonic steroid with doubly-linked sugar. J Steroid Biochem. 1987 Jul;28(1):65-75. PubMed PMID: 3613576. 12: Lynch SP, Martin RA. Cardenolide content and thin-layer chromatography profiles of monarch butterflies,danaus plexippus L., and their larval host-plant milkweed,asclepias viridis walt., in northwestern louisiana. J Chem Ecol. 1987 Jan;13(1):47-70. doi: 10.1007/BF01020351. PubMed PMID: 24301359.