Synonym
Diosquinone; NSC342731; NSC-342731; NSC 342731
IUPAC/Chemical Name
Naphth(2,3-b)oxirene-2,7-dione, 4-(1,4-dihydro-5-hydroxy-7-methyl-1,4-dioxo-2-naphthalenyl)-1a,7a-dihydro-3-hydroxy-5-methyl-
InChi Key
AVBFKEHAFCGOKT-UHFFFAOYSA-N
InChi Code
InChI=1S/C22H14O7/c1-7-3-9-15(12(23)4-7)13(24)6-11(17(9)25)14-8(2)5-10-16(19(14)27)20(28)22-21(29-22)18(10)26/h3-6,21-23,27H,1-2H3
SMILES Code
O=C(C1OC12)C3=C(C=C(C)C(C(C4=O)=CC(C5=C4C=C(C)C=C5O)=O)=C3O)C2=O
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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
390.35
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: Alake LB. Antibacterial activity of diosquinone isolated from Diospyros tricolor. Planta Med. 1994 Oct;60(5):477. doi: 10.1055/s-2006-959539. PMID: 7997483.
2: Adeniyi BA, Robert MF, Chai H, Fong HH. In vitro cytotoxicity activity of Diosquinone, a naphthoquinone epoxide. Phytother Res. 2003 Mar;17(3):282-4. doi: 10.1002/ptr.1116. PMID: 12672163.
3: Siima AA, Stephano F, Munissi JJE, Nyandoro SS. Ameliorative effects of flavonoids and polyketides on the rotenone induced Drosophila model of Parkinson's disease. Neurotoxicology. 2020 Dec;81:209-215. doi: 10.1016/j.neuro.2020.09.004. Epub 2020 Sep 13. PMID: 32937168.
4: Pinho BR, Sousa C, Valentão P, Andrade PB. Is nitric oxide decrease observed with naphthoquinones in LPS stimulated RAW 264.7 macrophages a beneficial property? PLoS One. 2011;6(8):e24098. doi: 10.1371/journal.pone.0024098. Epub 2011 Aug 26. PMID: 21887376; PMCID: PMC3162593.
5: Pinho BR, Sousa C, Valentão P, Oliveira JM, Andrade PB. Modulation of basophils' degranulation and allergy-related enzymes by monomeric and dimeric naphthoquinones. PLoS One. 2014 Feb 28;9(2):e90122. doi: 10.1371/journal.pone.0090122. PMID: 24587235; PMCID: PMC3938571.
6: Alves AC, Costa MA, Paul MI. Naphthaquinones of Diospyros batocana. Planta Med. 1983 Feb;47(2):121-4. doi: 10.1055/s-2007-969969. PMID: 17405105.
7: Adeniyi BA, Odelola HA, Oso BA. Antimicrobial potentials of Diospyros mespiliformis (Ebenaceae). Afr J Med Med Sci. 1996 Sep;25(3):221-4. PMID: 10457794.
