Maackiain

Maackiain is a cyclized isoflavonoid that has been found in S. flavescens and has anti-inflammatory and antiallergenic activities. It inhibits increases in the levels of mRNA encoding the histamine H1 receptor induced by phorbol 12-myristate 13-acetate (PMA, Cay-10008014) in serum-starved HeLa cells when used at concentrations of 10, 20, or 30 µM and inhibits PMA-induced increases in the levels of mRNA encoding Il-4 in RBL-2H3 cells at 50 or 150 µM. Maackiain decreases LPS-induced increases in nitric oxide (NO) production in RAW 264.7 macrophages (IC50 = 27 µM). It increases survival in a mouse model of sepsis induced by cecal ligation and puncture (CLP) when administered at doses of 2.5 or 5 mg/kg. Maackiain (20 mg/kg per day) reduces the number of sneezes and the extent of nasal redness, swelling, and watery rhinorrhea in a rat model of allergies induced by toluene-2,4-diisocyanate (TDI).Formal Name: 6aR,12aR-dihydro-6H-[1,3]dioxolo[5,6]benzofuro[3,2-c][1]benzopyran-3-ol. CAS Number: 2035-15-6. Synonyms: (-)-Maackiain, Trifolirhizin aglycone. Molecular Formula: C16H12O5. Formula Weight: 284.3. Purity: >95%. Formulation: (Request formulation change), A solid. Solubility: Acetonitrile: Soluble, Chloroform: Soluble. SMILES: OC1=CC=C([C@@]2([H])[C@](CO3)([H])C4=CC(OCO5)=C5C=C4O2)C3=C1. InChi Code: InChI=1S/C16H12O5/c17-8-1-2-9-12(3-8)18-6-11-10-4-14-15(20-7-19-14)5-13(10)21-16(9)11/h1-5,11,16-17H,6-7H2/t11-,16-/m0/s1. InChi Key: HUKSJTUUSUGIDC-ZBEGNZNMSA-N. Origin: Plant/Sophora flavescens Ait..