Fusarubin

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

MedKoo CAT#: 534615

CAS#: 1702-77-8

Description: 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

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Fusarubin
CAS# 1702-77-8
Instruction

Theoretical Analysis

MedKoo Cat#: 534615
Name: Fusarubin
CAS#: 1702-77-8
Chemical Formula: C15H14O7
Exact Mass: 306.07
Molecular Weight: 306.270
Elemental Analysis: C, 58.83; H, 4.61; O, 36.57

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

Request quote for custom synthesis

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:

Biological target:
In vitro activity:
In vivo activity:

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
Formulation protocol:
In vitro protocol:
In vivo protocol:

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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.