Isosakuranetin

Isosakuranetin is a flavanone that has been found in Citrus species and has diverse biological activities. It inhibits calcium uptake induced by pregnenolone sulfate (PregS, Cay-21004) in HEK293 cells expressing mouse transient receptor potential melastatin 3 (TRPM3, IC50 = 50 nM). Isosakuranetin is selective for TRPM3 over TRPM1, TRPM8, and TRP vanilloid-related 1 (TRPV1) when used at a concentration of 10 µM. In vivo, isosakuranetin (2 mg/kg) increases latency to first pain-related response in mice in a hot plate test and reduces the number and duration of PregS-induced nocifensive responses, such as paw licking, shaking, or lifting, in mice. It also reduces systolic blood pressure in spontaneously hypertensive rats when administered at a dose of 10 mg/kg. Isosakuranetin (20 µM) inhibits UV-B-induced matrix metalloproteinase-1 (MMP-1) expression by 90% in HaCaT human keratinocyte cells, as well as phosphorylation of ERK1/2 when used at a concentration of 50 µM. It blocks hydrogen peroxide-induced increases in reactive oxygen species (ROS), intracellular calcium concentration, caspase-3 activity, and JNK phosphorylation, as well as decreases in catalase activity, in PC12 cells when used at a concentration of 0.8 µM. Isosakuranetin also has antibacterial and trypanocidal activity against M. tuberculosis, C. neoformans, and T. cruzi.Formal Name: (2S)-2,3-dihydro-5,7-dihydroxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one. CAS Number: 480-43-3. Molecular Formula: C16H14O5. Formula Weight: 286.3. Purity: >98%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 30 mg/ml, DMF:PBS (pH 7.2) (1:1): 0.5 mg/ml, DMSO: 25 mg/ml. lambdamax: 211, 226, 289 nm. SMILES: O=C1C2=C(C=C(O)C=C2O)O[C@H](C3=CC=C(OC)C=C3)C1. InChi Code: InChI=1S/C16H14O5/c1-20-11-4-2-9(3-5-11)14-8-13(19)16-12(18)6-10(17)7-15(16)21-14/h2-7,14,17-18H,8H2,1H3/t14-/m0/s1. InChi Key: HMUJXQRRKBLVOO-AWEZNQCLSA-N.