IUPAC/Chemical Name
3,5,10-Trihydroxy-7-methoxy-3-methyl-1,4-dihydrobenzo[g]isochromene-6,9-dione
InChi Key
FKJXMYJPOKQPSS-UHFFFAOYSA-N
InChi Code
InChI=1S/C15H14O7/c1-15(20)4-6-7(5-22-15)13(18)10-8(16)3-9(21-2)14(19)11(10)12(6)17/h3,17-18,20H,4-5H2,1-2H3
SMILES Code
O=C(C1=C(O)C(CC(C)(O)OC2)=C2C(O)=C13)C(OC)=CC3=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
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
306.27
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: Adorisio S, Fierabracci A, Muscari I, Liberati AM, Cannarile L, Thuy TT, Sung TV, Sohrab H, Hasan CM, Ayroldi E, Riccardi C, Mazid A, Delfino DV. Fusarubin and Anhydrofusarubin Isolated from A Cladosporium Species Inhibit Cell Growth in Human Cancer Cell Lines. Toxins (Basel). 2019 Aug 29;11(9):503. doi: 10.3390/toxins11090503. PMID: 31470629; PMCID: PMC6784112.
2: Edwards J, Auer D, de Alwis SK, Summerell B, Aoki T, Proctor RH, Busman M, O'Donnell K. Fusarium agapanthi sp. nov., a novel bikaverin and fusarubin- producing leaf and stem spot pathogen of Agapanthus praecox (African lily) from Australia and Italy. Mycologia. 2016 Sep;108(5):981-992. doi: 10.3852/15-333. Epub 2016 Jul 29. PMID: 27474520.
3: Gopalakrishnan S, Beale MH, Ward JL, Strange RN. Chickpea wilt: identification and toxicity of 8-O-methyl-fusarubin from Fusarium acutatum. Phytochemistry. 2005 Jul;66(13):1536-9. doi: 10.1016/j.phytochem.2005.04.037. PMID: 15963542.
4: Parisot D, Devys M, Barbier M. Naphthoquinone pigments related to fusarubin from the fungus Fusarium solani (Mart.) Sacc. Microbios. 1990;64(258):31-47. PMID: 2233399.
5: Ammar MS, Gerber NN, McDaniel LE. New antibiotic pigments related to fusarubin from Fusarium solani (Mart.) Sacc. I. Fermentation, isolation, and antimicrobial activities. J Antibiot (Tokyo). 1979 Jul;32(7):679-84. doi: 10.7164/antibiotics.32.679. PMID: 541262.
6: Parisot D, Devys M, Barbier M. 6-O-demethyl-5-deoxyfusarubin and its anhydro derivative produced by a mutant of the fungus Nectria haematococca blocked in fusarubin biosynthesis. J Antibiot (Tokyo). 1991 Jan;44(1):103-7. doi: 10.7164/antibiotics.44.103. PMID: 2001980.
7: Gerber NN, Ammar MS. New antibiotic pigments related to fusarubin from Fusarium solani (Mart.) Sacc. II. Structure elucidations. J Antibiot (Tokyo). 1979 Jul;32(7):685-8. doi: 10.7164/antibiotics.32.685. PMID: 541263.
8: Khan MIH, Sohrab MH, Rony SR, Tareq FS, Hasan CM, Mazid MA. Cytotoxic and antibacterial naphthoquinones from an endophytic fungus, Cladosporium sp. Toxicol Rep. 2016 Oct 19;3:861-865. doi: 10.1016/j.toxrep.2016.10.005. PMID: 28959613; PMCID: PMC5616083.
9: Janevska S, Tudzynski B. Secondary metabolism in Fusarium fujikuroi: strategies to unravel the function of biosynthetic pathways. Appl Microbiol Biotechnol. 2018 Jan;102(2):615-630. doi: 10.1007/s00253-017-8679-5. Epub 2017 Dec 4. PMID: 29204899.
10: Awakawa T, Kaji T, Wakimoto T, Abe I. A heptaketide naphthaldehyde produced by a polyketide synthase from Nectria haematococca. Bioorg Med Chem Lett. 2012 Jul 1;22(13):4338-40. doi: 10.1016/j.bmcl.2012.05.005. Epub 2012 May 9. PMID: 22633689.