Kirenol

Kirenol is a diterpenoid that has been found in S. orientalis and has diverse biological activities, including anti-arthritic and anti-inflammatory properties. It inhibits Gram-positive and Gram-negative bacterial growth in disc diffusion assays with MICs ranging from 39 to 156 and 312.5 to 625 µg/ml, respectively. Kirenol also reduces K652 chronic myeloid leukemia cell viability with a 48 hour IC50 value of 18.19 µg/ml and induces apoptosis. In vivo, kirenol (2 mg/kg, p.o.) reduces motor deficit, delays disease onset by approximately five days, and downregulates inflammatory CD4+IFN-gamma+ Th1 cells and CD4+IL-17A+ Th17 cells in a mouse model of experimental autoimmune encephalomyelitis (EAE). Intragastric administration of kirenol (1-4 mg/kg) reduces the arthritis index, NF-kB activity, and paw swelling and increases annexin-1 expression without affecting glucocorticoid receptor alpha (GRalpha) expression in the synovium in a rat model of collagen-induced arthritis. Topical administration of kirenol (0.3-0.5% w/w) reduces edema induced by carrageenan, complete Freund's adjuvant (CFA), and formalin in rats up to 44, 67, and 65%, respectively.Formal Name: (alpha7R,1R,3S,4aS,4bR,7S,10aS)-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydro-3-hydroxy-alpha7-(hydroxymethyl)-1,4a,7-trimethyl-1,7-phenanthrenedimethanol. CAS Number: 52659-56-0. Molecular Formula: C20H34O4. Formula Weight: 338.5. Purity: >98%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 14.3 mg/ml, DMSO: 10 mg/ml, Ethanol: 5 mg/ml. SMILES: OC[C@H](O)[C@]1(C)C=C2CC[C@]3([H])[C@@](CO)(C)C[C@@H](O)C[C@@]3(C)[C@]2([H])CC1. InChi Code: InChI=1S/C20H34O4/c1-18(17(24)11-21)7-6-15-13(8-18)4-5-16-19(2,12-22)9-14(23)10-20(15,16)3/h8,14-17,21-24H,4-7,9-12H2,1-3H3/t14-,15-,16-,17+,18+,19+,20+/m1/s1. InChi Key: NRYNTARIOIRWAB-JPDRSCFKSA-N.