Synonym
6-Desoxyjacareubin; 6-Dehydroxyjacareubin
IUPAC/Chemical Name
5,10-Dihydroxy-2,2-dimethylpyrano[3,2-b]xanthen-6-one
InChi Key
NHNIESSJWQBRJW-UHFFFAOYSA-N
InChi Code
InChI=1S/C18H14O5/c1-18(2)7-6-9-12(23-18)8-13-14(15(9)20)16(21)10-4-3-5-11(19)17(10)22-13/h3-8,19-20H,1-2H3
SMILES Code
O=C1C2=C(OC3=C1C=CC=C3O)C=C4C(C=CC(C)(C)O4)=C2O
Appearance
To be determined
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
310.31
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. Hoshino T, Matsuzawa SI, Takahashi R. 6-Deoxyjacareubin, a natural compound preventing hypoxia-induced cell death, ameliorates neurodegeneration in a mouse model of familial amyotrophic lateral sclerosis. Neurosci Res. 2021 Feb;163:43-51. doi: 10.1016/j.neures.2020.02.011. Epub 2020 Mar 4. PMID: 32145212.
2. Teh SS, Ee GC, Mah SH, Lim YM, Ahmad Z. Cytotoxicity and structure-activity relationships of xanthone derivatives from Mesua beccariana, Mesua ferrea and Mesua congestiflora towards nine human cancer cell lines. Molecules. 2013 Feb 4;18(2):1985-94. doi: 10.3390/molecules18021985. PMID: 23381024; PMCID: PMC6270040.
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5. Jantan I, Pisar MM, Idris MS, Taher M, Ali RM. In vitro inhibitory effect of rubraxanthone isolated from Garcinia parvifolia on platelet-activating factor receptor binding. Planta Med. 2002 Dec;68(12):1133-4. doi: 10.1055/s-2002-36343. PMID: 12494345.
6. Doriguetto AC, Santos MH, Ellena JA, Nagem TJ. 6-Deoxyjacareubin. Acta Crystallogr C. 2001 Sep;57(Pt 9):1095-7. doi: 10.1107/s0108270101009246. Epub 2001 Sep 11. PMID: 11588382.
7. Rocha L, Marston A, Kaplan MA, Stoeckli-Evans H, Thull U, Testa B, Hostettmann K. An antifungal gamma-pyrone and xanthones with monoamine oxidase inhibitory activity from Hypericum brasiliense. Phytochemistry. 1994 Aug;36(6):1381-5. doi: 10.1016/s0031-9422(00)89727-7. PMID: 7765428.
