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MedKoo Cat#: 146233 | Name: Anthrarufin

Description:

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

Anthrarufin is a naturally occurring anthraquinone derivative, specifically 1,5-dihydroxyanthraquinone, found in certain plants and lichens. It exhibits notable biological activities, including antioxidant, anti-inflammatory, and anticancer properties. Mechanistically, Anthrarufin exerts its effects by modulating oxidative stress pathways and inhibiting key enzymes or signaling molecules involved in inflammation and cell proliferation. Due to these properties, it has potential applications in pharmaceuticals, particularly for treating cancer and inflammatory diseases.

Chemical Structure

Anthrarufin
Anthrarufin
CAS#117-12-4

Theoretical Analysis

MedKoo Cat#: 146233

Name: Anthrarufin

CAS#: 117-12-4

Chemical Formula: C14H8O4

Exact Mass: 240.0423

Molecular Weight: 240.21

Elemental Analysis: C, 70.00; H, 3.36; O, 26.64

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
Anthrarufin;
IUPAC/Chemical Name
1,5-dihydroxyanthracene-9,10-dione
InChi Key
JPICKYUTICNNNJ-UHFFFAOYSA-N
InChi Code
1S/C14H8O4/c15-9-5-1-3-7-11(9)14(18)8-4-2-6-10(16)12(8)13(7)17/h1-6,15-16H
SMILES Code
OC1=CC=CC2=C1C(=O)C3=CC=CC(O)=C3C2=O
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
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 240.21 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: Sharma J, Gupta R, Mishra S, Ramanujam K, Kulshrestha V. Sulfonated Poly(2,6-dimethyl-1,4-phenylene ether)-Modified Mixed-Matrix Bifunctional Polyelectrolyte Membranes for Long-Run Anthrarufin-Based Redox Flow Batteries. ACS Appl Mater Interfaces. 2023 Sep 27;15(38):44899-44911. doi: 10.1021/acsami.3c08089. Epub 2023 Sep 14. PMID: 37708403. 2: Mandal S, Prasad SR, Mandal D, Das P. Bovine Serum Albumin Amplified Reactive Oxygen Species Generation from Anthrarufin-Derived Carbon Dot and Concomitant Nanoassembly for Combination Antibiotic-Photodynamic Therapy Application. ACS Appl Mater Interfaces. 2019 Sep 11;11(36):33273-33284. doi: 10.1021/acsami.9b12455. Epub 2019 Aug 30. PMID: 31433943. 3: Burton M, Garcha A, Marrs ECL, Perry JD, Stanforth SP, Turnbull G, Turner HJ. Chromogenic hydroxyanthraquinone-based enzyme substrates for the detection of microbial β-d-galactosidase, β-d-glucuronidase and β-d-ribosidase. RSC Adv. 2025 Feb 7;15(6):4229-4235. doi: 10.1039/d4ra06418f. PMID: 39926229; PMCID: PMC11804412. 4: Rolta R, Yadav R, Salaria D, Trivedi S, Imran M, Sourirajan A, Baumler DJ, Dev K. In silico screening of hundred phytocompounds of ten medicinal plants as potential inhibitors of nucleocapsid phosphoprotein of COVID-19: an approach to prevent virus assembly. J Biomol Struct Dyn. 2021 Nov;39(18):7017-7034. doi: 10.1080/07391102.2020.1804457. Epub 2020 Aug 27. PMID: 32851912; PMCID: PMC7484575. 5: Nguyen TTH, Sin HJ, Pandey RP, Jung HJ, Liou K, Sohng JK. Biosynthesis of Rhamnosylated Anthraquinones in Escherichia coli. J Microbiol Biotechnol. 2020 Mar 28;30(3):398-403. doi: 10.4014/jmb.1911.11047. PMID: 31893599; PMCID: PMC9728250. 6: Nguyen DD, Jones NC, Hoffmann SV, Spanget-Larsen J. Synchrotron radiation linear dichroism (SRLD) investigation of the electronic transitions of quinizarin, chrysazin, and anthrarufin. Spectrochim Acta A Mol Biomol Spectrosc. 2010 Sep 15;77(1):279-86. doi: 10.1016/j.saa.2010.05.023. Epub 2010 May 24. PMID: 20541965. 7: Elsaesser A, Quinn RC, Ehrenfreund P, Mattioda AL, Ricco AJ, Alonzo J, Breitenbach A, Chan YK, Fresneau A, Salama F, Santos O. Organics Exposure in Orbit (OREOcube): A next-generation space exposure platform. Langmuir. 2014 Nov 11;30(44):13217-27. doi: 10.1021/la501203g. Epub 2014 Jun 16. PMID: 24851720. 8: Verebová V, Beneš J, Staničová J. Biophysical Characterization and Anticancer Activities of Photosensitive Phytoanthraquinones Represented by Hypericin and Its Model Compounds. Molecules. 2020 Dec 1;25(23):5666. doi: 10.3390/molecules25235666. PMID: 33271809; PMCID: PMC7731333. 9: Yamashita K. Suppression of progestational uterine mucosal activity by anthrarufin. Tohoku J Exp Med. 1969 Sep;99(1):19-23. doi: 10.1620/tjem.99.19. PMID: 4981702. 10: Shahzadi K, Mansha A, Asim S. The Fluorescence Sensing Capability of 1,4-dihydroxyanthraquinone Towards Metal Ions and Imaging Cells. J Fluoresc. 2024 Mar 13. doi: 10.1007/s10895-024-03625-9. Epub ahead of print. PMID: 38478264. 11: Son JL, Oh S, Kim SH, Bae JM. Antibacterial activities of phytochemicals against Porphyromonas gingivalis with and without experimental fluoride varnish for periodontal disease prevention. Dent Mater J. 2024 Jun 1;43(3):477-484. doi: 10.4012/dmj.2023-294. Epub 2024 May 9. PMID: 38719582. 12: Nam W, Kim SP, Nam SH, Friedman M. Structure-Antioxidative and Anti- Inflammatory Activity Relationships of Purpurin and Related Anthraquinones in Chemical and Cell Assays. Molecules. 2017 Feb 10;22(2):265. doi: 10.3390/molecules22020265. PMID: 28208613; PMCID: PMC6155578. 13: Chou YT, Hsu FF, Hu DY, Chen YC, Hsu YH, Hsu JT, Chau LY. Identification of danthron as an isoform-specific inhibitor of HEME OXYGENASE-1/cytochrome P450 reductase interaction with anti-tumor activity. J Biomed Sci. 2018 Jan 23;25(1):6. doi: 10.1186/s12929-018-0411-y. PMID: 29361943; PMCID: PMC5781335. 14: Chairungsi N, Jumpatong K, Suebsakwong P, Sengpracha W, Phutdhawong W, Buddhasukh D. Electrocoagulation of quinone pigments. Molecules. 2006 Jul 14;11(7):514-22. doi: 10.3390/11070514. PMID: 17971722; PMCID: PMC6148662. 15: Sheikh M, Qassem M, Kyriacou PA. A paper-based colorimetric method for monitoring of lithium therapeutic levels. Anal Methods. 2023 Feb 16;15(7):979-986. doi: 10.1039/d2ay01743a. PMID: 36727666. 16: Friedman M, Xu A, Lee R, Nguyen DN, Phan TA, Hamada SM, Panchel R, Tam CC, Kim JH, Cheng LW, Land KM. The Inhibitory Activity of Anthraquinones against Pathogenic Protozoa, Bacteria, and Fungi and the Relationship to Structure. Molecules. 2020 Jul 7;25(13):3101. doi: 10.3390/molecules25133101. PMID: 32646028; PMCID: PMC7411742. 17: Kumari S, Mandal S, Das P. Carbon dot mediated G quadruplex nano-network formation for enhanced DNAzyme activity and easy catalyst reclamation. RSC Adv. 2019 Dec 17;9(71):41502-41510. doi: 10.1039/c9ra08290e. PMID: 35541604; PMCID: PMC9076458. 18: Mattioda A, Cook A, Ehrenfreund P, Quinn R, Ricco AJ, Squires D, Bramall N, Bryson K, Chittenden J, Minelli G, Agasid E, Allamandola L, Beasley C, Burton R, Defouw G, Diaz-Aguado M, Fonda M, Friedericks C, Kitts C, Landis D, McIntyre M, Neumann M, Rasay M, Ricks R, Salama F, Santos O, Schooley A, Yost B, Young A. The O/OREOS mission: first science data from the space environment viability of organics (SEVO) payload. Astrobiology. 2012 Sep;12(9):841-53. doi: 10.1089/ast.2012.0861. PMID: 22984872. 19: Chen CL, Sparks SM, Martin SF. C-Aryl glycosides via tandem intramolecular benzyne-furan cycloadditions. Total synthesis of vineomycinone B2 methyl ester. J Am Chem Soc. 2006 Oct 25;128(42):13696-7. doi: 10.1021/ja0652619. PMID: 17044691; PMCID: PMC2525791. 20: Liu Y, Liang Y, Jiang J, Qin Q, Wang L, Liu X. Design, synthesis and biological evaluation of 1,4-dihydroxyanthraquinone derivatives as anticancer agents. Bioorg Med Chem Lett. 2019 May 1;29(9):1120-1126. doi: 10.1016/j.bmcl.2019.02.026. Epub 2019 Feb 22. PMID: 30846253.

View History

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