Casuarictin

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MedKoo CAT#: 412432

CAS#: 79786-00-8

Description: Casuarictin is an ellagitannin, a type of hydrolysable tannin. It can be found in Casuarina and Stachyurus species. It is formed from two hexahydroxydiphenic acid and one gallic acid units linked to a glucose molecule. It is a compound that causes the contraction of body tissues, typically used to reduce bleeding from minor abrasions


Chemical Structure

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Casuarictin
CAS# 79786-00-8

Theoretical Analysis

MedKoo Cat#: 412432
Name: Casuarictin
CAS#: 79786-00-8
Chemical Formula: C41H28O26
Exact Mass: 936.0869
Molecular Weight: 936.65
Elemental Analysis: C, 52.58; H, 3.01; O, 44.41

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

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Synonym: Casuarictin

IUPAC/Chemical Name: (6aR,7S,8aR,21aR,21bS)-1,2,3,13,14,15,16,17,18,25,26,27-dodecahydroxy-5,11,20,23-tetraoxo-5,6a,7,8a,9,11,20,21a,21b,23-decahydrodibenzo[g,i]dibenzo[6',7':8',9'][1,4]dioxecino[2',3':4,5]pyrano[3,2-b][1,5]dioxacycloundecin-7-yl 3,4,5-trihydroxybenzoate

InChi Key: SWRFKGRMQVLMKA-JIZJWZDPSA-N

InChi Code: InChI=1S/C41H28O26/c42-13-1-8(2-14(43)24(13)48)36(57)67-41-35-34(65-39(60)11-5-17(46)27(51)31(55)22(11)23-12(40(61)66-35)6-18(47)28(52)32(23)56)33-19(63-41)7-62-37(58)9-3-15(44)25(49)29(53)20(9)21-10(38(59)64-33)4-16(45)26(50)30(21)54/h1-6,19,33-35,41-56H,7H2/t19-,33-,34+,35-,41+/m1/s1

SMILES Code: Oc1c(O)c(O)cc(C(O[C@@H]2O[C@@H]3COC(c4c(c5c(C(O[C@H]3[C@@H]6OC(c7c(c8c(C(O[C@@H]26)=O)cc(O)c(O)c8O)c(O)c(O)c(O)c7)=O)=O)cc(O)c(O)c5O)c(O)c(O)c(O)c4)=O)=O)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

Preparing Stock Solutions

The following data is based on the product molecular weight 936.65 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.

Recalculate based on batch purity %
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

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1: Goenka S, Ceccoli J, Simon SR. Anti-melanogenic activity of ellagitannin casuarictin in B16F10 mouse melanoma cells. Nat Prod Res. 2019 Jul 5:1-6. doi: 10.1080/14786419.2019.1636242. Epub ahead of print. PMID: 31274002.

2: Rodrigues CFB, Ferreira MJP, Belchor MN, Costa CRC, Novaes DP, Dos Santos Junior AB, Tamayose CI, Pinho MVT, de Oliveira MA, Toyama MH. Evaluation of the Inhibitory Potential of Casuarictin, an Ellagitannin Isolated from White Mangrove (Laguncularia racemosa) Leaves, on Snake Venom Secretory Phospholipase A2. Mar Drugs. 2019 Jul 8;17(7):403. doi: 10.3390/md17070403. PMID: 31288445; PMCID: PMC6669752.

3: Neri-Numa IA, Soriano Sancho RA, Pereira APA, Pastore GM. Small Brazilian wild fruits: Nutrients, bioactive compounds, health-promotion properties and commercial interest. Food Res Int. 2018 Jan;103:345-360. doi: 10.1016/j.foodres.2017.10.053. Epub 2017 Oct 31. PMID: 29389624.

4: Park EJ, Lee D, Baek SE, Kim KH, Kang KS, Jang TS, Lee HL, Song JH, Yoo JE. Cytotoxic effect of sanguiin H-6 on MCF-7 and MDA-MB-231 human breast carcinoma cells. Bioorg Med Chem Lett. 2017 Sep 15;27(18):4389-4392. doi: 10.1016/j.bmcl.2017.08.019. Epub 2017 Aug 12. PMID: 28835347.

5: Fumagalli M, Sangiovanni E, Vrhovsek U, Piazza S, Colombo E, Gasperotti M, Mattivi F, De Fabiani E, Dell'Agli M. Strawberry tannins inhibit IL-8 secretion in a cell model of gastric inflammation. Pharmacol Res. 2016 Sep;111:703-712. doi: 10.1016/j.phrs.2016.07.028. Epub 2016 Jul 27. PMID: 27473819.

6: Nguyen TL, Rusten A, Bugge MS, Malterud KE, Diallo D, Paulsen BS, Wangensteen H. Flavonoids, gallotannins and ellagitannins in Syzygium guineense and the traditional use among Malian healers. J Ethnopharmacol. 2016 Nov 4;192:450-458. doi: 10.1016/j.jep.2016.09.035. Epub 2016 Sep 17. PMID: 27647014.

7: Rodrigues J, Rinaldo D, da Silva MA, dos Santos LC, Vilegas W. Secondary metabolites of Miconia rubiginosa. J Med Food. 2011 Jul-Aug;14(7-8):834-9. doi: 10.1089/jmf.2010.0157. Epub 2011 Apr 11. PMID: 21480804.

8: Miyamoto K, Murayama T, Nomura M, Hatano T, Yoshida T, Furukawa T, Koshiura R, Okuda T. Antitumor activity and interleukin-1 induction by tannins. Anticancer Res. 1993 Jan-Feb;13(1):37-42. PMID: 8476228.

9: Daniel EM, Ratnayake S, Kinstle T, Stoner GD. The effects of pH and rat intestinal contents on the liberation of ellagic acid from purified and crude ellagitannins. J Nat Prod. 1991 Jul-Aug;54(4):946-52. doi: 10.1021/np50076a004. PMID: 1791480.

10: Piwowarski JP, Granica S, Stefańska J, Kiss AK. Differences in Metabolism of Ellagitannins by Human Gut Microbiota ex Vivo Cultures. J Nat Prod. 2016 Dec 23;79(12):3022-3030. doi: 10.1021/acs.jnatprod.6b00602. Epub 2016 Nov 23. PMID: 28006907.