Australine (hydrochloride)

Australine is a pyrrolizidine alkaloid originally isolated from C. australe that has enzyme inhibitory activities. It is an inhibitor of glucoamylase (IC50 = 5.8 µM) that also inhibits glucosidase I, sucrase, maltase, and A. niger alpha-glucosidase (IC50s = 20, 28, 35, and 28 µM, respectively). Australine is selective for these enzymes over glucosidase II, alpha- and beta-mannosidase, and alpha- and beta-galactosidase up to 500 µM, beta-glucosidase, with only 5% inhibition at 66 µM, as well as isomaltase and trehalase (IC50 = 97 and 160 µM, respectively). Australine (500 µg/ml) inhibits glycoprotein processing of viral glycoproteins in influenza virus-infected MDCK cells and induces the accumulation of glycoproteins.Formal Name: (1R,2R,3R,7S,7aR)-hexahydro-3-(hydroxymethyl)-1H-pyrrolizine-1,2,7-triol, monohydrochloride. CAS Number: 186766-07-4. Synonyms: 7a-epi-Alexine, (+)-Australine. Molecular Formula: C8H15NO4 . HCl. Formula Weight: 225.7. Purity: >95%. Formulation: (Request formulation change), A crystalline solid. Solubility: Water: 20 mg/ml. SMILES: OC[C@@H]1[C@@H](O)[C@H](O)[C@]2([H])N1CC[C@@H]2O.Cl. InChi Code: InChI=1S/C8H15NO4.ClH/c10-3-4-7(12)8(13)6-5(11)1-2-9(4)6,/h4-8,10-13H,1-3H2,1H/t4-,5+,6-,7-,8-,/m1./s1. InChi Key: VGFORKADSOHYJT-XFAJBIDRSA-N. Origin: Synthetic.