3784 Rubratoxin B Rubratoxin B is an exogenous compound that exists as a solid at room temperature. It has the chemical formula C26H30O11. Rubratoxin B belongs to the pentacarboxylic acids and derivatives, a subclass of carboxylic acids and derivatives within the organic compounds. With an average molecular weight of 518.51 g/mol, Rubratoxin B is a heavy molecule. This compound inhibits the activity of matrix metalloproteinase-2 (72 kDa type IV collagenase) and matrix metalloproteinase-9. Additionally, Rubratoxin B inhibits Na+/K+-transporting ATPases in the brain, including the alpha-1, alpha-2, and alpha-3 subunits of the sodium/potassium-transporting ATPase, as well as the gamma subunit. Rubratoxin B is associated with the inhibition of human organic anion transporters (hOATs) and human organic cation transporters (hOCTs), such as solute carrier family 22 members 1, 2, 6, and 11. Mycotoxins can enter the liver and kidney via these transporters and may inhibit the uptake of anions and cations, which interferes with the secretion of xenobiotics, drugs, and endogenous metabolites. This process results in increased cellular accumulation of toxic compounds, causing hepatotoxicity and nephrotoxicity. 21794-01-4 11969548 C26H30O11 White powder. Oral, dermal, inhalation, and parenteral (contaminated drugs). (A3101) Rubratoxin B is cytotoxic, hinders cell proliferation, and induces apoptosis. It also inhibits the activity of matrix metalloproteinase-2 and -9. Rubratoxin B causes disaggregation of the polyribosome complex, likely by inhibiting an enzyme associated with the site of polyribosome binding to the membrane. It has also been shown to bind to some hepatic microsomes and inhibit Na+/K+-transporting ATPases. Rubratoxin B can inhibit protein phosphatase 2A, exerting antitumor and antimetastatic effects. Inhibition may cause the phosphorylation of CREB and subsequent activation of natural killer cells via the stimulation of interleukin-2 release from T cells, contributing to antimetastatic effects. Focal adhesion kinase phosphorylation and paxillin phosphorylation that interfere with cell adhesion could be another antimetastatic effect. Mycotoxins are often able to enter the liver and kidney by human organic anion transporters (hOATs) and human organic cation transporters (hOCTs). They can also inhibit uptake of anions and cations by these transporters, interefering with the secretion of endogenous metabolites, drugs, and xenobiotics including themselves. This results in increased cellular accumulation of toxic compounds causing nephro- and hepatotoxicity. (A2985, A2986, A2987, A3014) LD50: 0.22-0.43 mg/kg (Intraperitoneal, Mouse) (A2984) No indication of carcinogenicity to humans (not listed by IARC). Rubratoxin B is a mycotoxin produced by fungi such as Penicillum rubrum and Penicillum purpurogenum, which are common soil fungi that sometimes contaminate animal feeds. (A2985) Rubratoxin B is hepatotoxic, nephrotoxic, and splenotoxic, causing congestive, hemorrhagic and degenerative lesions. (A2985, A2986) 2010-05-04T21:13:54Z 2026-04-04T23:56:36Z true CCCCCCC(O)C1C(O)C2=C(CC(CC3=C1C(=O)OC3=O)C(O)C1CC=CC(=O)O1)C(=O)OC2=O C26H30O11 InChI=1S/C26H30O11/c1-2-3-4-5-7-15(27)20-18-13(23(31)36-25(18)33)10-12(21(29)16-8-6-9-17(28)35-16)11-14-19(22(20)30)26(34)37-24(14)32/h6,9,12,15-16,20-22,27,29-30H,2-5,7-8,10-11H2,1H3 ZJTBTDVZNGBSNG-UHFFFAOYSA-N 518.5098 518.178811802 Exogenous Solid CHEM002699 NS00050758 173.73 126.16609999999994 52.075135738164164 8 8 3 3.081681276877635 -2.8991579294717322 0 4 1.52 -3.57 1.38e-01 g/l Organic compounds Organic acids and derivatives Carboxylic acids and derivatives Pentacarboxylic acids and derivatives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 776t3gAAAAAQAAAAAwAAAAAAAAAlAAAAKAAAAIABBgBgAAAAAQMGAGAAAAAC AgYAYAAAAAICBgBgAAAAAgIGAGAAAAACAgYAYAAAAAICBgBgAAAAAwEIAGAA AAABAQYAYAAAAAMBBgBgAAAAAwEIAGAAAAABAQYAKAAAAAMEBgAoAAAAAwQG AGAAAAACAgYAYAAAAAMBBgBgAAAAAgIGACgAAAADBAYAKAAAAAMEBgAoAAAA AwQIACgAAAADAggAKAAAAAMCBgAoAAAAAwQIACgAAAADAgYAYAAAAAMBCABg AAAAAQEGAGAAAAADAQYAYAAAAAICBgBoAAAAAwMBBgBoAAAAAwMBBgAoAAAA AwQIACgAAAADAggAKAAAAAMCBgAoAAAAAwQIACgAAAADAggAKAAAAAMCBgAo AAAAAwQIACgAAAADAgsAAQABAgACAwADBAAEBQAFBgAGBwAGCAAICQAJCgAJ CwALDCgCDA0ADQ4ADg8ADxAAEBEoAhESIBITKAISFCAUFSAVFigCDhcAFxgA FxkAGRoAGhsAGxwoAhwdIB0eKAIdHyAMICAgISgCICIgIiMgIyQoAhEIAB8Z ACMLIBUQIEIEAAAACQgJCwwNDg8QEQUSERAVFAYaGxwdHxkFIAwLIyIXBAAA AAAAAAAW 2026-09-19T04:00:53Z