OTX008

OTX008 is a small molecule topomimetic of the antiangiogenic peptide anginex and an inhibitor of galectin-1 (Gal-1). It decreases lactose binding to Gal-1 with Kd values of 290 and 100 µM in the presence and absence of OTX008, respectively, and is cytotoxic against a cancer cell panel with IC50 values that directly correlate to Gal-1 mRNA expression. OTX008 inhibits proliferation of human umbilical vein endothelial cells (HUVECs, IC50 = 2 µM) and reduces HUVEC migration in a wound healing assay. OTX008 is angiostatic in a chorioallantoic membrane (CAM) assay, inducing formation of shorter, finer, and less defined vessels than vehicle control in fertilized chicken eggs. In vivo, OTX008 (2.4 and 10 mg/kg) reduces tumor growth in the MA148 ovarian mouse xenograft model and the B16 murine melanoma syngeneic model via decreases in tumor microvessel density and induction of apoptosis.Formal Name: 2,2',2'',2'''-[pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(25),3,5,7(28),9,11,13(27),15,17,19(26),21,23-dodecaene-25,26,27,28-tetrayltetrakis(oxy)]tetrakis[N-[2-(dimethylamino)ethyl]-acetamide. CAS Number: 286936-40-1. Synonyms: Calixarene 0118, PTX008. Molecular Formula: C52H72N8O8. Formula Weight: 937.2. Purity: >98%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 1 mg/ml, DMSO: 2 mg/ml, Ethanol: 5 mg/ml, PBS (pH 7.2): 0.5 mg/ml. lambdamax: 205 nm. SMILES: O=C(NCCN(C)C)COC1=C(C2)C=CC=C1CC3=CC=CC(CC4=CC=CC(CC5=CC=CC2=C5OCC(NCCN(C)C)=O)=C4OCC(NCCN(C)C)=O)=C3OCC(NCCN(C)C)=O. InChi Code: InChI=1S/C52H72N8O8/c1-57(2)25-21-53-45(61)33-65-49-37-13-9-14-38(49)30-40-16-11-18-42(51(40)67-35-47(63)55-23-27-59(5)6)32-44-20-12-19-43(52(44)68-36-48(64)56-24-28-60(7)8)31-41-17-10-15-39(29-37)50(41)66-34-46(62)54-22-26-58(3)4/h9-20H,21-36H2,1-8H3,(H,53,61)(H,54,62)(H,55,63)(H,56,64). InChi Key: CQVAQQNDZCZBSU-UHFFFAOYSA-N.