Diospyrin | CAS# 28164-57-0 | plant product

MedKoo Cat#: 413781 | Name: Diospyrin

Description:

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

Diospyrin is a plant product that has significant inhibitory effect on the growth of Leishmania donovani promastigotes.

Chemical Structure

Diospyrin

CAS#28164-57-0

Theoretical Analysis

MedKoo Cat#: 413781

Name: Diospyrin

CAS#: 28164-57-0

Chemical Formula: C22H14O6

Exact Mass: 374.0790

Molecular Weight: 374.35

Elemental Analysis: C, 70.59; H, 3.77; O, 25.64

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.

Bulk Inquiry

Related CAS #

No Data

Synonym

Diospyrin; CCRIS7335; CCRIS-7335; CCRIS 7335

IUPAC/Chemical Name

(2,2'-Binaphthalene)-1,4,5',8'-tetrone, 1',5-dihydroxy-3',7-dimethyl-

InChi Key

WRFTYMHHWSAKSK-UHFFFAOYSA-N

InChi Code

InChI=1S/C22H14O6/c1-9-5-12-19(16(25)6-9)17(26)8-13(21(12)27)18-10(2)7-11-14(23)3-4-15(24)20(11)22(18)28/h3-8,25,28H,1-2H3

SMILES Code

O=C1C(C(C(O)=C2C3=O)=C(C)C=C2C(C=C3)=O)=CC(C4=C1C=C(C)C=C4O)=O

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

Preparing Stock Solutions

The following data is based on the product molecular weight 374.35 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: Shahidullah A, Lee JY, Kim YJ, Halimi SMA, Rauf A, Kim HJ, Kim BY, Park W. Anti-Inflammatory Effects of Diospyrin on Lipopolysaccharide-Induced Inflammation Using RAW 264.7 Mouse Macrophages. Biomedicines. 2020 Jan 11;8(1):11. doi: 10.3390/biomedicines8010011. PMID: 31940845; PMCID: PMC7168165. 2: Sagar S, Kaur M, Minneman KP, Bajic VB. Anti-cancer activities of diospyrin, its derivatives and analogues. Eur J Med Chem. 2010 Sep;45(9):3519-30. doi: 10.1016/j.ejmech.2010.06.021. Epub 2010 Jun 17. PMID: 20615584. 3: Pullella GA, Vuong D, Lacey E, Piggott MJ. Total Synthesis of the Antitumor- Antitubercular 2,6'-Bijuglone Natural Product Diospyrin and Its 3,6'-Isomer. J Nat Prod. 2020 Dec 24;83(12):3623-3634. doi: 10.1021/acs.jnatprod.0c00800. Epub 2020 Dec 14. PMID: 33314932. 4: Harrison WT, Musgrave OC. Diospyrin. Acta Crystallogr C. 2004 Jun;60(Pt 6):o399-401. doi: 10.1107/S0108270104007826. Epub 2004 May 11. PMID: 15178863. 5: Retraction notice to "A computational docking study for prediction of binding mode of diospyrin and derivatives: Inhibitors of human and leishmanial DNA topoisomerase-I" [Bioorg. Med. Chem. Lett. 17 (2007) 4604-4612]. Bioorg Med Chem Lett. 2007 Sep 15;17(18):5281. doi: 10.1016/j.bmcl.2007.08.001. PMID: 17987674. 6: Ray S, Hazra B, Mittra B, Das A, Majumder HK. Diospyrin, a bisnaphthoquinone: a novel inhibitor of type I DNA topoisomerase of Leishmania donovani. Mol Pharmacol. 1998 Dec;54(6):994-9. doi: 10.1124/mol.54.6.994. PMID: 9855627. 7: Kumar B, Kumar A, Ghosh S, Pandey BN, Mishra KP, Hazra B. Diospyrin derivative, an anticancer quinonoid, regulates apoptosis at endoplasmic reticulum as well as mitochondria by modulating cytosolic calcium in human breast carcinoma cells. Biochem Biophys Res Commun. 2012 Jan 13;417(2):903-9. doi: 10.1016/j.bbrc.2011.12.072. Epub 2011 Dec 23. PMID: 22209849. 8: Hazra S, Ghosh S, Das Sarma M, Sharma S, Das M, Saudagar P, Prajapati VK, Dubey VK, Sundar S, Hazra B. Evaluation of a diospyrin derivative as antileishmanial agent and potential modulator of ornithine decarboxylase of Leishmania donovani. Exp Parasitol. 2013 Oct;135(2):407-13. doi: 10.1016/j.exppara.2013.07.021. Epub 2013 Aug 20. PMID: 23973194. 9: Tazi J, Bakkour N, Soret J, Zekri L, Hazra B, Laine W, Baldeyrou B, Lansiaux A, Bailly C. Selective inhibition of topoisomerase I and various steps of spliceosome assembly by diospyrin derivatives. Mol Pharmacol. 2005 Apr;67(4):1186-94. doi: 10.1124/mol.104.007633. Epub 2004 Dec 29. PMID: 15625279. 10: Hazra S, Ghosh S, Kumar A, Pandey BN, Hazra B. Acetylamine derivative of diospyrin, a plant-derived binaphthylquinonoid, inhibits human colon cancer growth in Nod-Scid mice. Invest New Drugs. 2015 Feb;33(1):22-31. doi: 10.1007/s10637-014-0165-7. Epub 2014 Sep 30. PMID: 25262983.