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MedKoo Cat#: 571394 | Name: Abroquinone A

Description:

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

Abroquinone A is a natural isoflavanquinone. It has been shown to block cytosolic phospholipase A(2) and 5-lipoxygenase activation in neutrophils. Thus, it may have pharmaceutical potential as an antiallergic agent.

Chemical Structure

Abroquinone A
Abroquinone A
CAS#71593-10-7

Theoretical Analysis

MedKoo Cat#: 571394

Name: Abroquinone A

CAS#: 71593-10-7

Chemical Formula: C19H20O7

Exact Mass: 360.1209

Molecular Weight: 360.36

Elemental Analysis: C, 63.33; H, 5.59; O, 31.08

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
Abroquinone A
IUPAC/Chemical Name
2,5-Cyclohexadiene-1,4-dione, 5-(3,4-dihydro-6,7-dimethoxy-2H-1-benzopyran-3-yl)-2,3-dimethoxy-, (S)-
InChi Key
ILLAZKQERSVUDX-LLVKDONJSA-N
InChi Code
InChI=1S/C19H20O7/c1-22-15-6-10-5-11(9-26-14(10)8-16(15)23-2)12-7-13(20)18(24-3)19(25-4)17(12)21/h6-8,11H,5,9H2,1-4H3/t11-/m1/s1
SMILES Code
O=C1C(OC)=C(OC)C(C([C@H]2COC3=CC(OC)=C(OC)C=C3C2)=C1)=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
Soluble in DMSO
Shelf Life
>2 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

Preparing Stock Solutions

The following data is based on the product molecular weight 360.36 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
1: Hsu MF, Chang LC, Chen SC, Kuo SC, Lee HY, Lu MC, Wang JP. Blockade of cytosolic phospholipase A(2) and 5-lipoxygenase activation in neutrophils by a natural isoflavanquinone abruquinone A. Eur J Pharmacol. 2008 Nov 19;598(1-3):123-31. doi: 10.1016/j.ejphar.2008.09.007. Epub 2008 Sep 22. PubMed PMID: 18834875. 2: Hata Y, Raith M, Ebrahimi SN, Zimmermann S, Mokoka T, Naidoo D, Fouche G, Maharaj V, Kaiser M, Brun R, Hamburger M. Antiprotozoal isoflavan quinones from Abrus precatorius ssp. africanus. Planta Med. 2013 Apr;79(6):492-8. doi: 10.1055/s-0032-1328298. Epub 2013 Mar 19. PubMed PMID: 23512498. 3: Wang JP, Hsu MF, Chang LC, Kuo JS, Kuo SC. Inhibition of plasma extravasation by abruquinone A, a natural isoflavanquinone isolated from Abrus precatorius. Eur J Pharmacol. 1995 Jan 24;273(1-2):73-81. PubMed PMID: 7537681. 4: Hsu MF, Raung SL, Tsao LT, Kuo SC, Wang JP. Cellular localization of the inhibitory action of abruquinone A against respiratory burst in rat neutrophils. Br J Pharmacol. 1997 Mar;120(5):917-25. PubMed PMID: 9138699; PubMed Central PMCID: PMC1564537. 5: Wang JP, Hsu MF, Kuo SC. Inhibition by abruquinone A of phosphoinositide-specific phospholipase C activation in rat neutrophils. Eur J Pharmacol. 1997 Jan 14;319(1):131-6. PubMed PMID: 9030908. 6: Goijman SG, Turrens JF, Marini-Bettolo GB, Stoppani AO. Effect of tingenone, a quinonoid triterpene, on growth and macromolecule biosynthesis in Trypanosoma cruzi. Experientia. 1985 May 15;41(5):646-8. PubMed PMID: 3888660. 7: Kuo SC, Chen SC, Chen LH, Wu JB, Wang JP, Teng CM. Potent antiplatelet, anti-inflammatory and antiallergic isoflavanquinones from the roots of Abrus precatorius. Planta Med. 1995 Aug;61(4):307-12. PubMed PMID: 7480175. 8: Limmatvapirat C, Sirisopanaporn S, Kittakoop P. Antitubercular and antiplasmodial constituents of Abrus precatorius. Planta Med. 2004 Mar;70(3):276-8. PubMed PMID: 15114511.