MedKoo Cat#: 534615 | Name: Fusarubin

Description:

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

Fusarubin is a natural neuroprotective agent on glutamate-mediated HT22 cell death, controlling the amount of ubiquinone, up-regulating p21 expression in a p53-dependent manner, decreasing Akt phosphorylation and resulting in increased Fas ligand production and caspase-8/3-dependent apoptosis.

Chemical Structure

Fusarubin
Fusarubin
CAS#1702-77-8

Theoretical Analysis

MedKoo Cat#: 534615

Name: Fusarubin

CAS#: 1702-77-8

Chemical Formula: C15H14O7

Exact Mass: 306.0740

Molecular Weight: 306.27

Elemental Analysis: C, 58.83; H, 4.61; O, 36.57

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
Fusarubin
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
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
>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
More Info

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.

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: 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.